What is claimed is: 1. A stent having a coating containing a compound of the formula
or the pharmaceutically acceptable salt thereof; wherein R
1 is a group of the formula
wherein y is 0, 1 or 2; R
4 is selected from the group consisting of hydrogen, (CrC
6)alkyl, (C C
6)alkylsulfonyl, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl wherein the alkyl, alkenyl and alkynyl groups are optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (Ci- C )alkoxy, (d-C
6)acyloxy, (d-CeJalkylamino, ((d-C^alkyl^amino, cyano, nitro, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl or (d-C
6)acylamino; or R
4 is (C
3-C
10)cycloalkyl wherein the cycloalkyl group is optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C
6)acyloxy, (Cι-C
6)acylamino, (d-C
6)alkylamino, ((C C
6)alkyl)
2amino, cyano, cyano(C
1-C
6)alkyl, trifluoromethy d-CeJalkyl, nitro, nitro(C
1-C
6)alkyl or (d-C
6)acylamino; R
5 is (C
2-C
9)heterocycloalkyl wherein the heterocycloalkyl groups must be substituted by one to five carboxy, cyano, amino, deuterium, hydroxy, (d-C
6)alkyl, (d-C
6)alkoxy, halo, (d-C
6)acyl, (d-C
6)alkylamino, amino(C
1-C
6)alkyl, (d- C
6)alkoxy-CO-NH, (d-C
6)alkylamino-CO-, (C
2-C
6)alkenyl, (C
2-C
6) alkynyl, (d- C
6)alkylamino, amino(d-C
6)alkyl, hydroxy(C C
6)alkyl, (C
1-C
6)alkoxy(C
1-C
6)alkyl, (C
1-C
6)acyloxy(C
1-C
6)alkyl, nitro, cyano(C
1-C
6)alkyl, halo(C
1-C
6)alkyl, nitro(Cι- C
6)alkyl, trifluoromethyl, trifluoromethyl(d-C
6)alkyl, (d-C
6)acylamino, (d- C
6)acylamino(C
1-C
6)alkyl, (C
1-C
6)alkoxy(C
1-C
6)acylamino, amino(C
1-C
6)acyl, amino(d-C
6)acyl(d-C
6)alkyl, (C
1-C
6)alkylamino(C
1-C
6)acyl, ((d-
C6)alkyl)2amino(d-C6)acyl, R15R 6N-CO-O-, R15R16N-CO-(d-C6)alkyl, (d-C6)alkyl- S(O)m, R15R16NS(O)m, R15R16NS(O)m (C C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(C C6)alkyl wherein m is 0, 1 or 2 and R15 and R 6 are each independently selected from hydrogen or (d-C6)alkyl; or a group of the formula
II wherein a is 0, 1 , 2, 3 or 4; b, c, e, f and g are each independently 0 or 1 ; d is O, 1 , 2, or 3;
X is S(O)n wherein n is 0, 1 or 2; oxygen, carbonyl or -C(=N-cyano)-; Y is S(O)n wherein n is 0, 1 or 2; or carbonyl; and Z is carbonyl, C(O)O-, C(O)NR- or S(O)n wherein n is 0, 1 or 2; R6, R7, R8, R9, R10 and R11 are each independently selected from the group consisting of hydrogen or (d-C6)alkyl optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C6)acyloxy, (d-C6)acylamino, (d-C6)alkylamino, ((d- C6)alkyl)2amino, cyano, cyano(C1-C6)alkyl, trifluoromethyl(CrC6)alkyl, nitro, nitro(d-C6)alkyl or (d-C6)acylamino; R12 is carboxy, cyano, amino, oxo, deuterium, hydroxy, trifluoromethyl, (C
Cβ)alkyl, trifluoromethyl(d-C6)alkyl, (C C6)alkoxy, halo, (C C6)acyl, (C C6)alkylamino, ((d-C6)alkyl)2 amino, amino(C1-C6)alkyl, (d-C6)alkoxy-CO-NH, (C C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (d-CβJalkylamino, hydroxy(C1- C6)alkyl, (C1-C6)alkoxy(C1-C6)alkyl, (C1-C6)acyloxy(C1-C6)alkyl, nitro, cyano(C C6)alkyl, halo(d-C6)alkyl, nitro(C C6)alkyl, trifluoromethyl, trifluoromethy d-CeJalkyl, (C C6)acylamino, (C1-C6)acylamino(C1-C6)alkyl, (C1-C6)alkoxy(C1-C6)acylamino, amino(Cι-C6)acyl, amino(CrC6)acyl(Cι-C6)alkyl, (C1-C6)alkylamino(C1-C6)acyl, ((C C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(C C6)alkyl, R15C(O)NH, R15OC(O)NH, R15NHC(O)NH, (C1-Cβ)alkyl-S(O)m, (d-C6)alkyl-S(O)m-(Cι-C6)alkyl, R15R16NS(O)m, R15R16NS(O)m (C C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(d-C6)alkyl wherein m is 0, 1 or 2 and R 5 and R16 are each independently selected from hydrogen or (Cι-C6)alkyl; R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, amino, halo, hydoxy, nitro, carboxy, (C2-C6)alkenyl, (C2- C6)alkynyl, trifluoromethyl, trifluoromethoxy, (Cι-C6)alkyl, (d-C6)alkoxy, (C3- C10)cycloalkyl wherein the alkyl, alkoxy or cycloalkyl groups are optionally substittued by one to three groups selected from halo, hydroxy, carboxy, amino (d-C6)alkylthio, (d-C6)alkylamino, ((CrC6)alkyl)2amino, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl, (C3-Cg)cycloalkyl or (C6-C10)aryl; or R2 and R3 are each independently (C3- Ci0)cycloalkyl, (C3-C10)cycloalkoxy, (d-C6)alkylamino, ((d-C6)alkyl)2amino, (C6- C10)arylamino, (d-C6)alkylthio, (C6-Cι0)arylthio, (d-C6)alkylsulfinyl, (C6- C10)arylsulfinyl, (C C6)alkylsulfonyl, (C6-C10)arylsulfonyl, (d-C6)acyl, (C C6)alkoxy- CO-NH-, (d-C6)alkyamino-CO-, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl or (C6- C10)aryl wherein the heteroaryl, heterocycloalkyl and aryl groups are optionally substituted by one to three halo, (C C6)alkyl, (d-C6)alkyl-CO-NH-, (C C6)alkoxy- CO-NH-, (d-C6)alkyl-CO-NH-(d-C6)alkyl, (C1-Cβ)alkoxy-CO-NH-(Cι-Cβ)alkyl, (d- C6)alkoxy-CO-NH-(C1-C6)alkoxy, carboxy, carboxy(C1-C6)alkyl, carboxy(C1-C6)alkoxy, benzyloxycarbonyl(d-C6)alkoxy, (d-Cβ^lkoxycarbony d-CeJalkoxy, (C6-C10)aryl, amino, amino(d-C6)alkyl, (d-C6)alkoxycarbonylamino, (C6-C10)aryl(d- C6)alkoxycarbonylamino, (d-C6)alkylamino, ((CrC6)alkyl)2amino, (d-
C6)alkylamino(C1-C6)alkyl, ((C1-C6)alkyl)2amino(C1-C6)alkyl, hydroxy, (CrCβJalkoxy, carboxy, carboxy(C1-C6)alkyl, (d-C6)alkoxycarbonyl, (d-C6)alkoxycarbonyl(d- C6)alkyl, (C C6)alkoxy-CO-NH-, (C C6)alkyl-CO-NH-, cyano, (C5-C9)heterocycloalkyl, amino-CO-NH-, (d-C6)alkylamino-CO-NH-, ((d-C6)alkyl)2amino-CO-NH-, (C6- Cιo)arylamino-CO-NH-, (C5-C9)heteroarylamino-CO-NH-, (d-CeJalkylamino-CO-NH- (d-C6)alkyl, ((C1-C6)alkyl)2amino-CO-NH-(C1-C6)alkyl, (C6-C10)arylamino-CO-NH-(d- C6)alkyl, (C5-Cg)heteroarylamino-CO-NH-(d-C6)alkyl, (d-C6)alkylsulfonyl, (C C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C6-C10)arylsulfonyl, (C6- Cιo)arylsulfonylamino, (C6-C10)arylsulfonylamino(C1-C6)alkyl, (d-
C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C5-Cg)heteroaryl or (C2- C9)heterocycloalkyl, said coating formed from a polymer mixed carrier containing the compound of
Formula I; and said coating applied to said stent.
2. The stent of claim 1 wherein the stent is dip-coated.
3. The stent of claim 1 wherein the stent is sprayed with said coating.
4. A stent having a coating containing a compound of the formula
or the pharmaceutically acceptable salt thereof; wherein R
1 is a group of the formula
wherein y is 0, 1 or 2; R
4 is selected from the group consisting of hydrogen, (d-C
6)alkyl, (d- C
6)alkylsulfonyl, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl wherein the alkyl, alkenyl and alkynyl groups are optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-0 C
4)alkoxy, (d-C
6)acyloxy, (d-C
6)alkylamino, ((d-C
6)alkyl)
2amino, cyano, nitro, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl or (d-C
6)acylamino; or R
4 is (C
3-C
10)cycloalkyl wherein the cycloalkyl group is optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C
6)acyloxy, (d-C
6)acylamino, (d-C
6)alkylamino, ((d- C
6)alkyl)
2amino, cyano, cyano(C
1-C
6)alkyl, trifluoromethyl(d-C
6)alkyl, nitro,5 nitro(d-C
6)alkyl or (d-C
6)acylamino; R
5 is (C
2-C
9)heterocycloalkyl wherein the heterocycloalkyl groups must be substituted by one to five carboxy, cyano, amino, deuterium, hydroxy, (d-C
6)alkyl, (d-C
6)alkoxy, halo, (d-C
6)acyl, (d-C
6)alkylamino, amino(C
1-C
6)alkyl, (d- C
6)alkoxy-CO-NH, (d-C
6)alkylamino-CO-, (C
2-C
6)alkenyl, (C
2-C
6) alkynyl, (C0 C
6)alkylamino, amino(d-C
6)alkyl, hydroxy(CrC
6)alkyl, (d-C
6)alkoxy(Cι-C
6)alkyl, (C
1-C
6)acyloxy(C
1-C
6)alkyl, nitro, cyano(C
1-C
6)alkyl, halo(CrC
6)alkyl, nitro(C
1- C
6)alkyl, trifluoromethyl, trifluoromethyl(d-C
6)alkyl, (d-CβJacylamino, (Ci- C
6)acylamino(C
1-C
6)alkyl, (C
1-C
6)alkoxy(C
1-C
6)acylamino, amino(C
1-C
6)acyl, amino(C
1-C
6)acyl(C
1-C
6)alkyl, (C
1-C
6)alkylamino(C
1-C
6)acyl, ((C5 C
6)alkyl)
2amino(d-C
6)acyl, R
15R
16N-CO-O-, R
15R
16N-CO-(C C
6)alkyl, (d-C
6)alkyl- S(O)
m, R
15R
16NS(O)
m, R
15R
16NS(O)
m (d-C
6)alkyl, R
15S(O)
m R
16N, R
15S(O)
mR
16N(d- C
6)alkyl wherein m is 0, 1 or 2 and R
15 and R
16 are each independently selected from hydrogen or (d-C
6)alkyl; or a group of the formula
II wherein a is 0, 1 , 2, 3 or 4; b, c, e, f and g are each independently 0 or 1 ; d is O, 1 , 2, or 3;
X is S(O)n wherein n is 0, 1 or 2; oxygen, carbonyl or -C(=N-cyano)-; Y is S(O)n wherein n is 0, 1 or 2; or carbonyl; and Z is carbonyl, C(O)O-, C(O)NR- or S(O)n wherein n is 0, 1 or 2; R6, R7, R8, R9, R10 and R11 are each independently selected from the group consisting of hydrogen or (d-C6)alkyl optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C6)acyloxy, (d-C6)acylamino, (d-C6)alkylamino, ((Ci- C6)alkyl)2amino, cyano, cyano(C1-C6)alkyl, trifluoromethy d-CβJalkyl, nitro, nitro(d-C6)alkyl or (d-CβJacylamino; R12 is carboxy, cyano, amino, oxo, deuterium, hydroxy, trifluoromethyl, (d-
Cβ)alkyl, trifluoromethyl(d-C6)alkyl, (C C6)alkoxy, halo, (C C6)acyl, (C C6)alkylamino, ((d-C6)alkyl)2 amino, amino(d-C6)alkyl, (C C6)alkoxy-CO-NH, (C C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (C C6)alkylamino, hydroxy(C C6)alkyl, (C1-C6)alkoxy(C1-C6)alkyl, (d-C6)acyloxy(CrC6)alkyl, nitro, cyano(C C6)alkyl, halo(C C6)alkyl, nitro(C C6)alkyl, trifluoromethyl, trifluoromethy d-CeJalkyl, (C C6)acylamino, (C1-C6)acylamino(C1-C6)alkyl, (C1-C6)alkoxy(C1-C6)acylamino, amino(Cι-C6)acyl, amino(C1-C6)acyl(C1-C6)alkyl, (C1-C6)alkylamino(C1-C6)acyl, ((C C6)alkyl)2amino(C C6)acyl, R 5R16N-CO-O-, R 5R16N-CO-(C1-C6)alkyl, R15C(O)NH, R15OC(O)NH, R 5NHC(O)NH, (d-C6)alkyl-S(O)m, (C C6)alkyl-S(O)m-(C1-C6)alkyl, R15R 6NS(O)m, R15R16NS(O)m (C C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(C C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, amino, halo, hydoxy, nitro, carboxy, (C2-C6)alkenyl, (C2- C6)alkynyl, trifluoromethyl, trifluoromethoxy, (d-C6)alkyl, (d-C6)alkoxy, (C3- C10)cycloalkyl wherein the alkyl, alkoxy or cycloalkyl groups are optionally substittued by one to three groups selected from halo, hydroxy, carboxy, amino (d-C6)alkylthio, (CrC6)alkylamino, ((C1-C6)alkyl)2amino, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl, (C3-C9)cycloalkyl or (C6-C10)aryl; or R2 and R3 are each independently (C3- Cιo)cycloalkyl, (C3-Cι0)cycloalkoxy, (d-C6)alkylamino, ((CrC6)alkyl)2amino, (C6- Cιo)arylamino, (d-C6)alkylthio, (C6-Cιo)arylthio, (d-C6)alkylsulfinyl, (C6- C10)arylsulfinyl, (d-C6)alkylsulfonyl, (C6-C10)arylsulfonyl, (C C6)acyl, (C C6)alkoxy- CO-NH-, (d-C6)alkyamino-CO-, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl or (C6- Cιo)aryl wherein the heteroaryl, heterocycloalkyl and aryl groups are optionally substituted by one to three halo, (d-C6)alkyl, (C C6)alkyl-CO-NH-, (d-C6)alkoxy- CO-NH-, (d-C^alkyl-CO-NH-ϊd-CeJalkyl, (d-CeJalkoxy-CO-NH^d-CeJalkyl, (C C6)alkoxy-CO-NH-(d-C6)alkoxy, carboxy, carboxy(d-C6)alkyl, carboxy(d-C6)alkoxy, benzyloxycarbonyl(Cι-C6)alkoxy, (d-CβJalkoxycarbony d-CβJalkoxy, (C6-C10)aryl, amino, amino(CrC6)alkyl, (d-C6)alkoxycarbonylamino, (C6-do)aryl(d- C6)alkoxycarbonylamino, (C C6)alkylamino, ((d-C6)alkyl)2amino, (C C6)alkylamino(C1-C6)alkyl, ((Cι-C6)alkyl)2amino(C1-C6)alkyl, hydroxy, (C C6)alkoxy, carboxy, carboxy(C1-C6)alkyl, (d-C6)alkoxycarbonyl, (d-C6)alkoxycarbonyl(d-
C6)alkyl, (d-C6)alkoxy-CO-NH-, (C C6)alkyl-CO-NH-, cyano, (C5-C9)heterocycloalkyl, amino-CO-NH-, (d-C6)alkylamino-CO-NH-, ((d-C6)alkyl)2amino-CO-NH-, (C6- C10)arylamino-CO-NH-, (C5-C9)heteroarylamino-CO-NH-, (C C6)alkylamino-CO-NH- (d-C6)alkyl, ((d-C6)alkyl)2amino-CO-NH-(Cι-C6)alkyl, (C6-Cιo)arylamino-CO-NH-(C C6)alkyl, (C5-C9)heteroarylamino-CO-NH-(C1-C6)alkyl, (d-C6)alkylsulfonyl, (C
C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C6-C10)arylsulfonyl, (C6- C10)arylsulfonylamino, (C6-do)arylsulfonylamino(CrC6)alkyl, (d- C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C5-Cg)heteroaryl or (C2- C9)heterocycloalkyl, wherein said compound of Formula are contained in the coating at a weight percentage of 0.0001% to 30%.
5. The stent of claim 4 wherein a polymer is mixed to the compound of Formula I.
6. The stent of claim 4 wherein a polymer is bound to the compound of Formula I.
7. The stent of claim 4 wherein the compound of Formula I is entrapped on the surface of the stent by a polymer.
8. A stent having a coating containing a compound of the formula
or the pharmaceutically acceptable salt thereof; wherein R
1 is a group of the formula
wherein y is 0, 1 or 2; R
4 is selected from the group consisting of hydrogen, (d-C
6)alkyl, (d- C
6)alkylsulfonyl, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl wherein the alkyl, alkenyl and alkynyl groups are optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d- C )alkoxy, (d-C
6)acyloxy, (d-CeJalkylamino, ((d-C
6)alkyl)
2amino, cyano, nitro, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl or (d-C
6)acylamino; or R
4 is (C
3-C
10)cycloalkyl wherein the cycloalkyl group is optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C
6)acyloxy, (d-C
6)acylamino, (d-C
6)alkylamino, ((d- C
6)alkyl)
2amino, cyano, cyano(d-C
6)alkyl, trifluoromethy d-C^alkyl, nitro, nitro(d-C
6)alkyl or (d-C
6)acylamino; R
5 is (C
2-C
9)heterocycloalkyl wherein the heterocycloalkyl groups must be substituted by one to five carboxy, cyano, amino, deuterium, hydroxy, (d-C
6)alkyl, (d-C
6)alkoxy, halo, (d-C
6)acyl, (d-C
6)alkylamino, amino(C
1-C
6)alkyl, (d- C
6)alkoxy-CO-NH, (d-C
6)alkylamino-CO-, (C
2-C
6)alkenyl, (C
2-C
6) alkynyl, (d- C
6)alkylamino, amino(Cι-C
6)alkyl, hydroxy(C
1-C
6)alkyl, (C
1-C
6)alkoxy(C
1-C
6)alkyl, (C
1-C
6)acyloxy(C
1-C
6)alkyl, nitro, cyano(C C
6)alkyl, halo(d-C
6)alkyl, nitro(d- C
6)alkyl, trifluoromethyl, trifluoromethyl(d-C
6)alkyl, (Cι-C
6)acylamino, (d- C
6)acylamino(C
1-C
6)alkyl, (C
1-C
6)alkoxy(C
1-C
6)acylamino, amino(d-C
6)acyl, amino(C
1-C
6)acyl(C
1-C
6)alkyl, (C
1-C
6)alkylamino(C
1-C
6)acyl, ((d-
C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(d-C6)alkyl, (C C6)alkyl- S(O)m, R15R16NS(O)m, R15R16NS(O)m (d-C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(d- C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; or a group of the formula
II wherein a is 0, 1 , 2, 3 or 4; b, c, e, f and g are each independently 0 or 1 ; d is O, 1 , 2, or 3; X is S(O)n wherein n is 0, 1 or 2; oxygen, carbonyl or -C(=N-cyano)-;
Y is S(O)n wherein n is 0, 1 or 2; or carbonyl; and
Z is carbonyl, C(O)O-, C(O)NR- or S(O)n wherein n is 0, 1 or 2; R6, R7, R8, R9, R10 and R11 are each independently selected from the group consisting of hydrogen or (d-C6)alkyl optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C6)acyloxy, (d-C6)acylamino, (d-C6)alkylamino, ((d-
C6)alkyl)2amino, cyano, cyano(CrC6)alkyl, trifluoromethyl(Cι-C6)alkyl, nitro, nitro(d-C6)alkyl or (d-CβJacylamino; R12 is carboxy, cyano, amino, oxo, deuterium, hydroxy, trifluoromethyl, (d-
C6)alkyl, trifluoromethyl(C C6)alkyl, (C C6)alkoxy, halo, (C C6)acyl, (d- C6)alkylamino, ((C C6)alkyl)2 amino, amino(d-C6)alkyl, (C C6)alkoxy-CO-NH, (C
C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (d-C6)alkylamino, hydroxy(Cι-
C6)alkyl, (d-C6)alkoxy(C1-C6)alkyl, (C1-C6)acyloxy(C1-C6)alkyl, nitro, cyano(C1-
C6)alkyl, halo(C C6)alkyl, nitro(d-C6)alkyl, trifluoromethyl, trifluoromethyl(d-C6)alkyl,
(d-C6)acylamino, (Cι-C6)acylamino(CrC6)alkyl, (d-C6)alkoxy(Cι-C6)acylamino, amino(C1-C6)acyl, amino(C C6)acyl(C1-C6)alkyl, (C1-C6)alkylamino(C1-C6)acyl, ((d-
C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(d-C6)alkyl, R15C(O)NH,
R15OC(O)NH, R15NHC(O)NH, (d-C6)alkyl-S(O)m, (d-d alkyl-S O d-Q alkyl,
R15R16NS(O)m, R 5R16NS(O)m(C C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(d-C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (C C6)alkyl; R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, amino, halo, hydoxy, nitro, carboxy, (C2-C6)alkenyl, (C2- C6)alkynyl, trifluoromethyl, trifluoromethoxy, (d-C6)alkyl, (C C6)alkoxy, (C3-
C10)cycloalkyl wherein the alkyl, alkoxy or cycloalkyl groups are optionally substittued by one to three groups selected from halo, hydroxy, carboxy, amino (d-C6)alkylthio, (d-C6)alkylamino, ((d-C6)alkyl)2amino, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl, (C3-C9)cycloalkyl or (C6-C10)aryl; or R2 and R3 are each independently (C3- C10)cycloalkyl, (C3-C10)cycloalkoxy, (d-C6)alkylamino, ((d-C6)alkyl)2amino, (C6- Cιo)arylamino, (d-C6)alkylthio, (C6-Cιo)arylthio, (C C6)alkylsulfinyl, (C6- C10)arylsulfinyl, (d-C6)alkylsulfonyl, (C6-Cι0)arylsulfonyl, (d-C6)acyl, (C C6)alkoxy- CO-NH-, (C C6)alkyamino-CO-, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl or (C6- C10)aryl wherein the heteroaryl, heterocycloalkyl and aryl groups are optionally substituted by one to three halo, (C C6)alkyl, (C C6)alkyl-CO-NH-, (d-C6)alkoxy- CO-NH-, (Cι-C6)alkyl-CO-NH-(d-C6)alkyl, (Cι-C6)alkoxy-CO-NH-(C C6)alkyl, (d- C6)alkoxy-CO-NH-(C1-C6)alkoxy, carboxy, carboxy(C C6)alkyl, carboxy(C1-C6)alkoxy, benzyloxycarbonyl(d-C6)alkoxy, (Cι-C6)alkoxycarbonyl(d-C6)alkoxy, (C6-Cι0)aryl, amino, amino(C C6)alkyl, (d-C6)alkoxycarbonylamino, (C6-C10)aryl(d- C6)alkoxycarbonylamino, (d-CβJalkylamino, ((d-C6)alkyl)2amino, (d-
C6)alkylamino(Cι-C6)alkyl, ((C1-C6)alkyl)2amino(C1-C6)alkyl, hydroxy, (d-C6)alkoxy, carboxy, carboxy(C1-C6)alkyl, (d-C6)alkoxycarbonyl, (d-C6)alkoxycarbonyl(d- C6)alkyl, (d-C6)alkoxy-CO-NH-, (d-C6)alkyl-CO-NH-, cyano, (C5-C9)heterocycloalkyl, amino-CO-NH-, (C C6)alkylamino-CO-NH-, ((CrC6)alkyl)2amino-CO-NH-, (C6- C10)arylamino-CO-NH-, (C5-C9)heteroarylamino-CO-NH-, (C C6)alkylamino-CO-NH- (C C6)alkyl, ((C1-C6)alkyl)2amino-CO-NH-(C1-C6)alkyl, (C6-Cιo)arylamino-CO-NH-(d- C6)alkyl, (C5-C9)heteroarylamino-CO-NH-(d-C6)alkyl, (d-C6)alkylsulfonyl, (d- C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C6-C10)arylsulfonyl, (C6- C10)arylsulfonylamino, (C6-do)arylsulfonylamino(C1-C6)alkyl, (d- C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C5-C9)heteroaryl or (C2- C9)heterocycloalkyl, said coating formed from a polymer mixed carrier containing the compound of Formula I; and said coating applied to said stent; wherein the polymer is biocompatible and degradable; and wherein the polymer is chosen from: lactone-based polyesters, lactone-based copolyesters; polyanhydrides; polyaminoacids; polysaccharides; polyphosphazenes; poly(ether-ester) copolymers, and blends of such polymers.
9. A stent having a coating containing a compound of the formula
or the pharmaceutically acceptable salt thereof; wherein R
1 is a group of the formula
wherein y is 0, 1 or 2; R
4 is selected from the group consisting of hydrogen, (d-C
6)alkyl, (d-
C6)alkylsulfonyl, (C2-C6)alkenyl, (C2-C6)alkynyl wherein the alkyl, alkenyl and alkynyl groups are optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d- C )alkoxy, (d-C6)acyloxy, (d-C6)alkylamino, ((d-Ce^lkyl^amino, cyano, nitro, (C2-C6)alkenyl, (C2-C6)alkynyl or (d-C6)acylamino; or R4 is (C3-Cιo)cycloalkyl wherein the cycloalkyl group is optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (C C6)acyloxy, (d-C6)acylamino, (d-C6)alkylamino, ((Cι- C6)alkyl)2amino, cyano, cyano(d-C6)alkyl, trifluoromethyl(CrC6)alkyl, nitro, nitro(d-C6)alkyl or (d-C^acylamino; R5 is (C2-C8)heterocycloalkyl wherein the heterocycloalkyl groups must be substituted by one to five carboxy, cyano, amino, deuterium, hydroxy, (d-C6)alkyl, (d-C6)alkoxy, halo, (d-C6)acyl, (d-C6)alkylamino, amino(C1-C6)alkyl, (d- C6)alkoxy-CO-NH, (d-C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (C C6)alkylamino, amino(C1-C6)alkyl, hydroxy(d-C6)alkyl, (d-C6)alkoxy(C1-C6)alkyl, (C1-C6)acyloxy(C1-C6)alkyl, nitro, cyano(C1-C6)alkyl, halo(Cι-C6)alkyl, nitro(C C6)alkyl, trifluoromethyl, trifluoromethyl(d-C6)alkyl, (Cι-C6)acylamino, (C C6)acylamino(Cι-C6)alkyl, (C1-C6)alkoxy(C1-C6)acylamino, amino(C C6)acyl, amino(Cι-C6)acyl(C1-C6)alkyl, (C1-C6)alkylamino(C1-C6)acyl, ((d- C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(C C6)alkyl, (d-C6)alkyl- S(O)m, R15R16NS(O)m, R15R16NS(O)m (d-C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(d- C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; or a group of the formula
" wherein a is 0, 1 , 2, 3 or 4; b, c, e, f and g are each independently 0 or 1 ; d is O, 1 , 2, or 3;
X is S(O)n wherein n is 0, 1 or 2; oxygen, carbonyl or -C(=N-cyano)-; Y is S(O)n wherein n is 0, 1 or 2; or carbonyl; and
Z is carbonyl, C(O)O-, C(O)NR- or S(O)n wherein n is 0, 1 or 2; R6, R7, R8, R9, R10 and R11 are each independently selected from the group consisting of hydrogen or (d-C6)alkyl optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C6)acyloxy, (CrC6)acylamino, (d-C6)alkylamino, ((d- C6)alkyl)2amino, cyano, cyano(d-C6)alkyl, trifluoromethyl(d-C6)alkyl, nitro, nitro(C1-C6)alkyl or (d-C6)acylamino; R12 is carboxy, cyano, amino, oxo, deuterium, hydroxy, trifluoromethyl, (d- Cβ)alkyl, trifluoromethyl(C C6)alkyl, (d-C6)alkoxy, halo, (C C6)acyl, (C C6)alkylamino, ((d-C6)alkyl)2 amino, amino(C C6)alkyl, (CrC6)alkoxy-CO-NH, (Cr C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (CrC6)alkylamino, hydroxy(d- C6)alkyl, (C1-C6)alkoxy(C1-C6)alkyl, (Cι-C6)acyloxy(Cι-Cβ)alkyl, nitro, cyano(C C6)alkyl, halo(Cι-C6)alkyl, nitro(C1-C6)alkyl, trifluoromethyl, trifluoromethy d-CeJalkyl, (CrC6)acylamino, (C1-C6)acylamino(C1-C6)alkyl, (C1-C6)alkoxy(C1-C6)acylamino, amino(C1-C6)acyl, amino(C1-C6)acyl(C1-C6)alkyl, (C1-C6)alkylamino(C1-C6)acyl, ((C C6)alkyl)2amino(d-C6)acyl, R15R 6N-CO-O-, R15R16N-CO-(CrC6)alkyl, R15C(O)NH, R 5OC(O)NH, R15NHC(O)NH, (C C6)alkyl-S(O)m, (d-C6)alkyl-S(O)m-(CrC6)alkyl, R15R16NS(O)m, R15R16NS(O)m (d-C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(C C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, amino, halo, hydoxy, nitro, carboxy, (C2-C6)alkenyl, (C2- C6)alkynyl, trifluoromethyl, trifluoromethoxy, (d-C6)alkyl, (C C6)alkoxy, (C3-
Cιo)cycloalkyl wherein the alkyl, alkoxy or cycloalkyl groups are optionally substittued by one to three groups selected from halo, hydroxy, carboxy, amino (d-C6)alkylthio, (CrC6)alkylamino, ((d-C6)alkyl)2amino, (C5-Cg)heteroaryl, (C2-C9)heterocycloalkyl, (C3-Cg)cycloalkyl or (C6-C10)aryl; or R2 and R3 are each independently (C3- C10)cycloalkyl, (C3-C10)cycloalkoxy, (d-C6)alkylamino, ((d-C6)alkyl)2amino, (C6- C10)arylamino, (d-C6)alkylthio, (C6-C10)arylthio, (Cι-C6)alkylsulfinyl, (C6- C10)arylsulfinyl, (d-C6)alkylsulfonyl, (C6-C10)arylsulfonyl, (d-C6)acyl, (d-C6)alkoxy- CO-NH-, (d-C6)alkyamino-CO-, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl or (C6- C10)aryl wherein the heteroaryl, heterocycloalkyl and aryl groups are optionally substituted by one to three halo, (C C6)alkyl, (d-C6)alkyl-CO-NH-, (C C6)alkoxy- CO-NH-, (C1-C6)alkyl-CO-NH-(C1-C6)alkyl, (d-C6)alkoxy-CO-NH-(d-C6)alkyl, (C C6)alkoxy-CO-NH-(C1-C6)alkoxy, carboxy, carboxy(d-C6)alkyl, carboxy(C C6)alkoxy, benzyloxycarbonyl(d-C6)alkoxy, (d-C^alkoxycarbony^d-CβJalkoxy, (C6-C10)aryl, amino, amino(CrC6)alkyl, (d-C6)alkoxycarbonylamino, (C6-C10)aryl(Cι- C6)alkoxycarbonylamino, (Cι-C6)alkylamino, ((d-C6)alkyl)2amino, (d-
C6)alkylamino(Cι-C6)alkyl, ((CrC6)alkyl)2amino(Cι-C6)alkyl, hydroxy, (d-C6)alkoxy, carboxy, carboxy(d-C6)alkyl, (d-C6)alkoxycarbonyl, (Cι-C6)alkoxycarbonyl(d- C6)alkyl, (C C6)alkoxy-CO-NH-, (d-C6)alkyl-CO-NH-, cyano, (C5-C9)heterocycloalkyl, amino-CO-NH-, (d-C6)alkylamino-CO-NH-, ((C C6)alkyl)2amino-CO-NH-, (C6- C10)arylamino-CO-NH-, (C5-C9)heteroarylamino-CO-NH-, (C C6)alkylamino-CO-NH- (C C6)alkyl, ((d-CβJalkyl^amino-CO-NH^d-CeJalkyl, (C6-do)arylamino-CO-NH-(d- C6)alkyl, (C5-C9)heteroarylamino-CO-NH-(C1-C6)alkyl, (d-C6)alkylsulfonyl, (C C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C6-Cι0)arylsulfonyl, (C6- C10)arylsulfonylamino, (C6-C10)arylsulfonylamino(C1-C6)alkyl, (d- C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C5-C9)heteroaryl or (C2- C9)heterocycloalkyl, said coating formed from a polymer mixed carrier containing the compound of Formula I; and said coating applied to said stent; and wherein the polymer is chosen from: lactone-based polyesters, lactone-based copolyesters; polyanhydrides; polyaminoacids; polysaccharides; polyphosphazenes; poly(ether-ester) copolymers, and blends of such polymers.
10. A stent having a coating containing a compound of the formula
or the pharmaceutically acceptable salt thereof; wherein R
1 is a group of the formula
wherein y is 0, 1 or 2; R
4 is selected from the group consisting of hydrogen, (d-C
6)alkyl, (d- C
6)alkylsulfonyl, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl wherein the alkyl, alkenyl and alkynyl groups are optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d- C
4)alkoxy, (d-C
6)acyloxy, (d-C
6)alkylamino, ((Cι-C
6)alkyl)
2amino, cyano, nitro, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl or (d-C
6)acylamino; or R
4 is (C
3-C
10)cycloalkyl wherein the cycloalkyl group is optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C
6)acyloxy, (d-CβJacylamino, (d-CeJalkylamino, ((d- C
6)alkyl)
2amino, cyano, cyano(C
1-C
6)alkyl, trifluoromethyl(d-C
6)alkyl, nitro, nitro(C C
6)alkyl or (Cι-C
6)acylamino; R
5 is (C
2-Cg)heterocycloalkyl wherein the heterocycloalkyl groups must be substituted by one to five carboxy, cyano, amino, deuterium, hydroxy, (d-C
6)alkyl, (C C
6)alkoxy, halo, (C C
6)acyl, (C C
6)alkylamino, amino(C
1-C
6)alkyl, (d- C
6)alkoxy-CO-NH, (d-C
6)alkylamino-CO-, (C
2-C
6)alkenyl, (C
2-C
6) alkynyl, (Ci- C
6)alkylamino, amino(C
1-C
6)alkyl, hydroxy(CrC
6)alkyl, (C
1-C
6)alkoxy(C
1-C
6)alkyl, (Cι-C
6)acyloxy(CrC
6)alkyl, nitro, cyano(C C
6)alkyl, halo(d-C
6)alkyl, nitro(Cι- C
6)alkyl, trifluoromethyl, trifluoromethyl(Cι-C
6)alkyl, (d-C
6)acylamino, (d- C
6)acylamino(C
1-C
6)alkyl, (C
1-C
6)alkoxy(C
1-C
6)acylamino, amino(d-C
6)acyl, amino(C -C
6)acyl(C
1-C
6)alkyl, (C
1-C
6)alkylamino(C
1-C
6)acyl, ((d-
C6)alkyl)2amino(CrC6)acyl, R15R16N-CO-O-, R15R16N-CO-(C C6)alkyl, (d-C6)alkyl- S(O)m, R15R16NS(O)m, R15R16NS(O)m (d-C6)alkyl, R15S(O)m R16N, R15S(O)mR 6N(d- C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (C C6)alkyl; or a group of the formula
II wherein a is 0, 1 , 2, 3 or 4; b, c, e, f and g are each independently 0 or 1 ; d is O, 1 , 2, or 3;
X is S(O)n wherein n is 0, 1 or 2; oxygen, carbonyl or -C(=N-cyano)-;
Y is S(O)n wherein n is 0, 1 or 2; or carbonyl; and Z is carbonyl, C(O)O-, C(O)NR- or S(O)n wherein n is 0, 1 or 2; R6, R7, R8, R9, R10 and R11 are each independently selected from the group consisting of hydrogen or (d-C6)alkyl optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (C1-C6)acyloxy, (d-C6)acylamino, (d-C6)alkylamino, ((d- C6)alkyl)2amino, cyano, cyano(C1-C6)alkyl, trifluoromethyl(d-C6)alkyl, nitro, nitro(d-C6)alkyl or (CrC6)acylamino; R12 is carboxy, cyano, amino, oxo, deuterium, hydroxy, trifluoromethyl, (d- C6)alkyl, trifluoromethyl(C C6)alkyl, (CrC6)alkoxy, halo, (d-C6)acyl, (d- C6)alkylamino, ((C C6)alkyl)2 amino, amino(d-C6)alkyl, (d-C6)alkoxy-CO-NH, (C C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (d-C6)alkylamino, hydroxy(C C6)alkyl, (C1-C6)alkoxy(C1-C6)alkyl, (d-C6)acyloxy(Cι-C6)alkyl, nitro, cyano(C
C6)alkyl, halo(C C6)alkyl, nitro(C1-C6)alkyl, trifluoromethyl, trifluoromethyl(d-C6)alkyl, (CrC6)acylamino, (C1-C6)acylamino(C1-C6)alkyl, (C1-C6)alkoxy(C1-C6)acylamino, amino(d-C6)acyl, amino(d-C6)acyl(C1-C6)alkyl, (C1-C6)alkylamino(C1-C6)acyl, ((d- C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(CrC6)alkyl, R15C(O)NH, R15OC(O)NH, R15NHC(O)NH, (C C6)alkyl-S(O)m, (C1-C6)alkyl-S(O)m-(C1-C6)alkyl, R15R16NS(O)m, R15R16NS(O)m (C C6)alkyl, R15S(O)m R 6N, R15S(O)mR16N(C C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (C C6)alkyl; R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, amino, halo, hydoxy, nitro, carboxy, (C2-C6)alkenyl, (C2- C6)alkynyl, trifluoromethyl, trifluoromethoxy, (C C6)alkyl, (C C6)alkoxy, (C3- C10)cycloalkyl wherein the alkyl, alkoxy or cycloalkyl groups are optionally substittued by one to three groups selected from halo, hydroxy, carboxy, amino (d-C6)alkylthio, (d-C6)alkylamino, ((d-C6)alkyl)2amino, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl, (C3-C9)cycloalkyl or (C6-C10)aryl; or R2 and R3 are each independently (C3- C10)cycloalkyl, (C3-C10)cycloalkoxy, (C C6)alkylamino, ((d-C6)alkyl)2amino, (C6- C10)arylamino, (d-C6)alkylthio, (C6-C10)arylthio, (d-C6)alkylsulfinyl, (C6- C10)arylsulfinyl, (d-C6)alkylsulfonyl, (C6-C10)arylsulfonyl, (C C6)acyl, (C C6)alkoxy- CO-NH-, (C C6)alkyamino-CO-, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl or (C6- C10)aryl wherein the heteroaryl, heterocycloalkyl and aryl groups are optionally substituted by one to three halo, (d-C6)alkyl, (C C6)alkyl-CO-NH-, (C C6)alkoxy- CO-NH-, (d-CeJalkyl-CO-NH^d-CeJalkyl, (C1-C6)alkoxy-CO-NH-(C1-C6)alkyl, (C C6)alkoxy-CO-NH-(d-C6)alkoxy, carboxy, carboxy(C1-C6)alkyl, carboxy(C1-C6)alkoxy, benzyloxycarbonyl(Cι-C6)alkoxy, (C1-C6)alkoxycarbonyl(C1-C6)alkoxy, (C6-C10)aryl, amino, amino(C1-C6)alkyl, (d-C6)alkoxycarbonylamino, (C6-C10)aryl(d- C6)alkoxycarbonylamino, (C C6)alkylamino, ((CrC6)alkyl)2amino, (d- C6)alkylamino(C1-C6)alkyl, ((C1-C6)alkyl)2amino(C1-C6)alkyl, hydroxy, (d-C6)alkoxy, carboxy, carboxy(d-C6)alkyl, (d-C6)alkoxycarbonyl, (d-C6)alkoxycarbonyl(d-
C6)alkyl, (C C6)alkoxy-CO-NH-, (d-C6)alkyl-CO-NH-, cyano, (C5-C9)heterocycloalkyl, amino-CO-NH-, (d-C6)alkylamino-CO-NH-, ((d-C6)alkyl)2amino-CO-NH-, (C6- C10)arylamino-CO-NH-, (C5-C9)heteroarylamino-CO-NH-, (C C6)alkylamino-CO-NH- (d-C6)alkyl, ((d-CeJalkyl^amino-CO-NH^Ci-d alkyl, (C6-C10)arylamino-CO-NH-(Cι- C6)alkyl, (C5-C9)heteroarylamino-CO-NH-(C1-C6)alkyl, (Cι-C6)alkylsulfonyl, (d-
C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C6-C10)arylsulfonyl, (C6- C10)arylsulfonylamino, (C6-Cl0)arylsulfonylamino(C1-C6)alkyl, (d- C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C5-C9)heteroaryl or (C2- C9)heterocycloalkyl, said coating formed from a polymer mixed carrier containing the compound of
Formula I; and said coating applied to said stent; wherein the polymer is nonabsorbable; and wherein the polymer is chosen from: polydimethylsiolxane; poly(ethylene)vinyl acetate; poly(hydroxy) ethylmethylmethacrylate, polyvinyl pyrrolidone; polytetrafluoroethylene; and cellulose esters.
11. A stent having a coating containing a compound of the formula
or the pharmaceutically acceptable salt thereof; wherein R
1 is a group of the formula
wherein y is 0, 1 or 2; R
4 is selected from the group consisting of hydrogen, (d-C
6)alkyl, (d-
C6)alkylsulfonyl, (C2-C6)alkenyl, (C2-C6)alkynyl wherein the alkyl, alkenyl and alkynyl groups are optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d- C4)alkoxy, (Cι-C6)acyloxy, (d-C6)alkylamino, ((d-C6)alkyl)2amino, cyano, nitro, (C2-C6)alkenyl, (C2-C6)alkynyl or (d-C6)acylamino; or R4 is (C3-C10)cycloalkyl wherein the cycloalkyl group is optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C6)acyloxy, (d-C6)acylamino, (d-C6)alkylamino, ((d- C6)alkyl)2amino, cyano, cyano(d-C6)alkyl, trifluoromethyl(Cι-C6)alkyl, nitro, nitro(CrC6)alkyl or (d-C6)acylamino; R5 is (C2-C9)heterocycloalkyl wherein the heterocycloalkyl groups must be substituted by one to five carboxy, cyano, amino, deuterium, hydroxy, (d-C6)alkyl, (d-C6)alkoxy, halo, (d-C6)acyl, (d-C6)alkylamino, amino(d-C6)alkyl, (C C6)alkoxy-CO-NH, (d-C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (C C6)alkylamino, amino(C C6)alkyl, hydroxy(C C6)alkyl, (Cι-C6)alkoxy(d-C6)alkyl, (C1-C6)acyloxy(C1-C6)alkyl, nitro, cyano(d-C6)alkyl, halo(C1-C6)alkyl, nitro(Cι- C6)alkyl, trifluoromethyl, trifluoromethyl(d-C6)alkyl, (d-C6)acylamino, (d- C6)acylamino(C1-C6)alkyl, (C1-C6)alkoxy(C1-C6)acylamino, amino(C1-C6)acyl, amino(C1-C6)acyl(C1-C6)alkyl, (C1-C6)alkylamino(C1-C6)acyl, ((C C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(d-C6)alkyl, (d-C6)alkyl- S(O)m, R15R16NS(O)m, R 5R16NS(O)m (d-C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(d- C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; or a group of the formula
" wherein a is 0, 1 , 2, 3 or 4; b, c, e, f and g are each independently 0 or 1 ; d is O, 1 , 2, or 3;
X is S(O)n wherein n is 0, 1 or 2; oxygen, carbonyl or -C(=N-cyano)-; Y is S(O)n wherein n is 0, 1 or 2; or carbonyl; and
Z is carbonyl, C(O)O-, C(O)NR- or S(O)n wherein n is 0, 1 or 2; R6, R7, R8, R9, R10 and R11 are each independently selected from the group consisting of hydrogen or (d-C6)alkyl optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C6)acyloxy, (d-C6)acylamino, (d-C6)alkylamino, ((C C6)alkyl)2amino, cyano, cyano(Cι-C6)alkyl, trifluoromethyl(d-C6)alkyl, nitro, nitro(d-C6)alkyl or (d-CβJacylamino; R12 is carboxy, cyano, amino, oxo, deuterium, hydroxy, trifluoromethyl, (d- C6)alkyl, trifluoromethyl(d-C6)alkyl, (d-C6)alkoxy, halo, (d-C6)acyl, (C C6)alkylamino, ((d-C6)alkyl)2 amino, amino(C C6)alkyl, (d-C6)alkoxy-CO-NH, (C C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (Cι-C6)alkylamino, hydroxy(C1- C6)alkyl, (C1-C6)alkoxy(C1-C6)alkyl, (C1-C6)acyloxy(C1-C6)alkyl, nitro, cyano(C C6)alkyl, halo(C C6)alkyl, nitro(d-C6)alkyl, trifluoromethyl, trifluoromethyl(d-C6)alkyl, (d-C6)acylamino, (C1-C6)acylamino(C1-C6)alkyl, (Cι-C6)alkoxy(C1-C6)acylamino, amino(C C6)acyl, amino(C1-C6)acyl(C1-C6)alkyl, (C1-C6)alkylamino(C1-C6)acyl, ((C C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(d-C6)alkyl, R15C(O)NH, R15OC(O)NH, R15NHC(O)NH, (C C6)alkyl-S(O)m, (C1-C6)alkyl-S(O)m-(C1-C6)alkyl, R 5R16NS(O)m, R15R16NS(O)m (d-C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(d-C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, amino, halo, hydoxy, nitro, carboxy, (C2-C6)alkenyl, (C2- C6)alkynyl, trifluoromethyl, trifluoromethoxy, (C C6)alkyl, (d-C6)alkoxy, (C3-
C
10)cycloalkyl wherein the alkyl, alkoxy or cycloalkyl groups are optionally substittued by one to three groups selected from halo, hydroxy, carboxy, amino (d-C
6)alkylthio, (d-C
6)alkylamino,
(C
5-C
9)heteroaryl, (C
2-C
9)heterocycloalkyl, (C
3-C
9)cycloalkyl or (C
6-C
10)aryl; or R
2 and R
3 are each independently (C
3- Ci
0)cycloalkyl, (C
3-C
10)cycloalkoxy, (d-C
6)alkylamino, ((d-C
6)alkyl)
2amino, (C
6- C
10)arylamino, (d-C
6)alkylthio, (C
6-C
10)arylthio, (d-C
6)alkylsulfinyl, (C
6- C
10)arylsulfinyl, (d-C
6)alkylsulfonyl, (C
6-C
10)arylsulfonyl, (d-C
6)acyl, (C C
6)alkoxy- CO-NH-, (C C
6)alkyamino-CO-, (C
5-C
9)heteroaryl, (C
2-C
9)heterocycloalkyl or (C
6- C
10)aryl wherein the heteroaryl, heterocycloalkyl and aryl groups are optionally substituted by one to three halo, (d-C
6)alkyl, (d-C
6)alkyl-CO-NH-, (C C
6)alkoxy- CO-NH-, (C
1-C
6)alkyl-CO-NH-(C
1-C
6)alkyl, (d-C
6)alkoxy-CO-NH-(d-C
6)alkyl, (C C
6)alkoxy-CO-NH-(C
1-C
6)alkoxy, carboxy, carboxy(C
1-C
6)alkyl, carboxy(C
1-C
6)alkoxy, benzyloxycarbonyl(d-C
6)alkoxy, (d-CeJalkoxycarbony d-CβJalkoxy, (C
6-C
10)aryl, amino, amino(CrC
6)alkyl, (C C
6)alkoxycarbonylamino, (C
6-do)aryl(d- C
6)alkoxycarbonylamino, (d-C
6)alkylamino, ((d-C
6)alkyl)
2amino, (d-
C6)alkylamino(Cι-C6)alkyl, ((Cι-C6)alkyl)2amino(C1-C6)alkyl, hydroxy, (C1-C6)alkoxy, carboxy, carboxy(d-C6)alkyl, (d-C6)alkoxycarbonyl, (d-C6)alkoxycarbonyl(d- C6)alkyl, (C C6)alkoxy-CO-NH-, (d-C6)alkyl-CO-NH-, cyano, (C5-C9)heterocycloalkyl, amino-CO-NH-, (C C6)alkylamino-CO-NH-, ((C C6)alkyl)2amino-CO-NH-, (C6- C10)arylamino-CO-NH-, (C5-C9)heteroarylamino-CO-NH-, (C C6)alkylamino-CO-NH- (d-C6)alkyl, ((C1-C6)alkyl)2amino-CO-NH-(C1-C6)alkyl, (CrdoJarylamino-CO-NH-fd- C6)alkyl, (C5-C9)heteroarylamino-CO-NH-(d-C6)alkyl, (d-C6)alkylsulfonyl, (C C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(d-C6)alkyl, (C6-C10)arylsulfonyl, (C6- Cι0)arylsulfonylamino, (C6-C1o)arylsulfonylamino(C1-C6)alkyl, (d- C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C5-C9)heteroaryl or (C2- C9)heterocycloalkyl, said coating formed from a polymer mixed carrier containing the compound of Formula I; and said coating applied to said stent; and wherein the polymer is chosen from: polydimethylsiolxane; poly(ethylene)vinylacetate; poly(hydroxy) ethylmethylmethacrylate, polyvinyl pyrrolidone; polytetrafluoroethylene; and cellulose esters.
12. A stent having a coating containing a compound of the formula
or the pharmaceutically acceptable salt thereof; wherein R
1 is a group of the formula
wherein y is 0, 1 or 2; R
4 is selected from the group consisting of hydrogen, (d-C
6)alkyl, (d- C
6)alkylsulfonyl, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl wherein the alkyl, alkenyl and alkynyl groups are optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d- C )alkoxy, (Cι-C
6)acyloxy, (d-C
6)alkylamino, ((d-C
6)alkyl)
2amino, cyano, nitro, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl or (d-C
6)acylamino; or R
4 is (C
3-C
10)cycloalkyl wherein the cycloalkyl group is optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C
6)acyloxy, (d-C
6)acylamino, (d-CβJalkylamino, ((d- C
6)alkyl)
2amino, cyano, cyano(C
1-C
6)alkyl, trifluoromethyl(CrC
6)alkyl, nitro, nitro(d-C
6)alkyl or (Cι-C
6)acylamino; R
5 is (C
2-Cg)heterocycloalkyl wherein the heterocycloalkyl groups must be substituted by one to five carboxy, cyano, amino, deuterium, hydroxy, (C C
6)alkyl, (Cι-C
6)alkoxy, halo, (d-C
6)acyl, (d-C
6)alkylamino, amino(C
1-C
6)alkyl, (C C
6)alkoxy-CO-NH, (d-C
6)alkylamino-CO-, (C
2-C
6)alkenyl, (C
2-C
6) alkynyl, (Ci- C
6)alkylamino, amino(C C
6)alkyl, hydroxy(d-C
6)alkyl, (C
1-C
6)alkoxy(C
1-C
6)alkyl, (C
1-C
6)acyloxy(C
1-C
6)alkyl, nitro, cyano(CrC
6)alkyl, halo(Cι-C
6)alkyl, nitro(C C
6)alkyl, trifluoromethyl,
(d-C
6)acylamino, (C C
6)acylamino(CrC
6)alkyl, (Cι-C
6)alkoxy(C
1-C
6)acylamino, amino(C C
6)acyl, amino(C
1-C
6)acyl(C
1-C
6)alkyl, (Cι-C
6)alkylamino(C
1-C
6)acyl, ((d-
C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(d-C6)alkyl, (d-C6)alkyl- S(O)m, R15R16NS(O)m, R15R16NS(O)m (d-C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(d- C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; or a group of the formula
II wherein a is 0, 1 , 2, 3 or 4; b, c, e, f and g are each independently 0 or 1 ; d is O, 1 , 2, or 3;
X is S(O)n wherein n is 0, 1 or 2; oxygen, carbonyl or -C(=N-cyano)-;
Y is S(O)n wherein n is 0, 1 or 2; or carbonyl; and Z is carbonyl, C(O)O-, C(O)NR- or S(O)n wherein n is 0, 1 or 2; R6, R7, R8, R9, R10 and R11 are each independently selected from the group consisting of hydrogen or (d-C6)alkyl optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C6)acyloxy, (d-C6)acylamino, (d-C6)alkylamino, ((Cr C6)alkyl)2amino, cyano, cyano(C C6)alkyl, trifluoromethyl(d-C6)alkyl, nitro, nitro(d-C6)alkyl or (d-C6)acylamino; R12 is carboxy, cyano, amino, oxo, deuterium, hydroxy, trifluoromethyl, (d- C6)alkyl, trifluoromethyl(d-C6)alkyl, (C C6)alkoxy, halo, (C C6)acyl, (C C6)alkylamino, ((d-C6)alkyl)2 amino, amino(d-C6)alkyl, (C C6)alkoxy-CO-NH, (C C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (d-C6)alkylamino, hydroxy(C C6)alkyl, (C1-C6)alkoxy(C1-C6)alkyl, (C1-C6)acyloxy(C1-C6)alkyl, nitro, cyano(C
C6)alkyl, halo(CrC6)alkyl, nitro(C1-C6)alkyl, trifluoromethyl, trifluoromethyl(d-C6)alkyl, (CrCβJacylamino, (C1-C6)acylamino(C1-C6)alkyl, (C1-C6)alkoxy(C1-C6)acylamino, amino(C1-C6)acyl, amino(C1-C6)acyl(C1-C6)alkyl, (C1-C6)alkylamino(C1-C6)acyl, ((d- Cβ)alkyl)2amino(Cι-Cβ)acyl, R15R16N-CO-O-, R15R16N-CO-(C C6)alkyl, R15C(O)NH, R15OC(O)NH, R15NHC(O)NH, (d-C6)alkyl-S(O)m, (C1-C6)alkyl-S(O)m-(C1-C6)alkyl, R15R16NS(O)m, R15R16NS(O)m (C C6)alkyl, R15S(O)m R16N, R 5S(O)mR16N(d-C6)alkyl wherein m is 0, 1 or 2 and R 5 and R16 are each independently selected from hydrogen or (d-C6)alkyl; R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, amino, halo, hydoxy, nitro, carboxy, (C2-C6)alkenyl, (C2- C6)alkynyl, trifluoromethyl, trifluoromethoxy, (d-C6)alkyl, (C C6)alkoxy, (C3- C10)cycloalkyl wherein the alkyl, alkoxy or cycloalkyl groups are optionally substittued by one to three groups selected from halo, hydroxy, carboxy, amino (d-C6)alkylthio, (d-C^alkylamino, ((d-C6)alkyl)2amino, (C5-C9)heteroaryl, (C2- C9)heterocycloalkyl, (C3-C9)cycloalkyl or (C6-Cι0)aryl; or R2 and R3 are each independently (C3-C10)cycloalkyl, (C3-C10)cycloalkoxy, (C1-C6)alkylamino, ((C C6)alkyl)2amino, (C6-d0)arylamino, (d-CβJalkylthio, (C6-Cι0)arylthio, (d- C6)alkylsulfinyl, (C6-C10)arylsulfinyl, (d-C6)alkylsulfonyl, (C6-C10)arylsulfonyl, (C C6)acyl, (d-C6)alkoxy-CO-NH-, (d-C6)alkyamino-CO-, (C5-C9)heteroaryl, (C2- Cg)heterocycloalkyl or (C6-C10)aryl wherein the heteroaryl, heterocycloalkyl and aryl groups are optionally substituted by one to three halo, (d-C6)alkyl, (C C6)alkyl-CO-NH-, (C C6)alkoxy-CO-NH-, (d-CeJalkyl-CO-NH^d-CeJalkyl, (d- C6)alkoxy-CO-NH-(C C6)alkyl, (C1-C6)alkoxy-CO-NH-(C1-C6)alkoxy, carboxy, carboxy(CrC6)alkyl, carboxy(C1-C6)alkoxy, benzyloxycarbonyl(d-C6)alkoxy, (d- C6)alkoxycarbonyl(d-C6)alkoxy, (C6-C10)aryl, amino, amino(C1-C6)alkyl, (d- C6)alkoxycarbonylamino, (Ce-doJary d-CβJalkoxycarbonylamino, (d- C6)alkylamino, ((d-C6)alkyl)2amino, (d-C6)alkylamino(Cι-C6)alkyl, ((C C6)alkyl)2amino(C1-C6)alkyl, hydroxy, (d-C6)alkoxy, carboxy, carboxy(Cι-C6)alkyl, (d-C6)alkoxycarbonyl, (d-dJalkoxycarbony d-CeJalkyl, (C C6)alkoxy-CO-NH-, (d-C6)alkyl-CO-NH-, cyano, (C5-C9)heterocycloalkyl, amino-CO-NH-, (C C6)alkylamino-CO-NH-, ((d-C6)alkyl)2amino-CO-NH-, (C6-C10)arylamino-CO-NH-, (C5-C9)heteroarylamino-CO-NH-, (C1-C6)alkylamino-CO-NH-(C1-C6)alkyl, ((C C6)alkyl)2amino-CO-NH-(C1-C6)alkyl, (C6-C10)arylamino-CO-NH-(C1-C6)alkyl, (C5- C9)heteroarylamino-CO-NH-(C1-C6)alkyl, (C C6)alkylsulfonyl, (C C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C6-C10)arylsulfonyl, (C6-C10)arylsulfonylamino, (C6-C10)arylsulfonylamino(Cι-C6)alkyl, (d- C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C5-C9)heteroaryl or (C2-C9)heterocycloalkyl, said coating formed from a polymer mixed carrier containing the compound of Formula I; and said coating applied to said stent; and further comprising: a generally thin walled cylinder, said cylinder containing a plurality of generally solid struts, said applied to said strut, and a channel formed in at least one of said struts, said channel having a closed perimeter on all sides and an open top, and said channel smaller in all dimensions than said strut, said channel containing a reservoir of said compound of Formula I coating applied therein.
13. A stent having a coating containing a compound of the formula
or the pharmaceutically acceptable salt thereof; wherein R
1 is a group of the formula
wherein y is 0, 1 or 2; R
4 is selected from the group consisting of hydrogen, (d-C
6)alkyl, (d-
C6)alkylsulfonyl, (C2-C6)alkenyl, (C2-C6)alkynyl wherein the alkyl, alkenyl and alkynyl groups are optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (Cι- C4)alkoxy, (d-C6)acyloxy, (d-C6)alkylamino, ((d-C6)alkyl)2amino, cyano, nitro, (C2-C6)alkenyl, (C2-C6)alkynyl or (d-C6)acylamino; or R4 is (C3-C10)cycloalkyl wherein the cycloalkyl group is optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C6)acyloxy, (d-C6)acylamino, (d-CβJalkylamino, ((Cr C6)alkyl)2amino, cyano, cyano(d-C6)alkyl, trifluoromethyl(d-C6)alkyl, nitro, nitro(C1-C6)alkyl or (d-C6)acylamino; R5 is (C2-C9)heterocycloalkyl wherein the heterocycloalkyl groups must be substituted by one to five carboxy, cyano, amino, deuterium, hydroxy, (d-C6)alkyl, (d-C6)alkoxy, halo, (d-C6)acyl, (d-C6)alkylamino, amino(CrC6)alkyl, (d- C6)alkoxy-CO-NH, (d-C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (d- C6)alkylamino, amino(Cι-C6)alkyl, hydroxy(C1-C6)alkyl, (C1-C6)alkoxy(d-C6)alkyl, (C1-C6)acyloxy(C1-C6)alkyl, nitro, cyano(C1-C6)alkyl, halo(d-C6)alkyl, nitro(Cι- C6)alkyl, trifluoromethyl, trifluoromethyl(d-C6)alkyl, (d-C6)acylamino, (d- C6)acylamino(C1-C6)alkyl, (d-C6)alkoxy(C1-C6)acylamino, amino(C1-C6)acyl, amino(Cι-C6)acyl(C1-C6)alkyl, (C1-C6)alkylamino(Cι-C6)acyl, ((C Cβ)alkyl)2amino(C1-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(d-C6)alkyl, (d-C6)alkyl- S(O)m, R15R16NS(O)m, R 5R16NS(O)m (d-C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(d- C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; or a group of the formula
" wherein a is 0, 1 , 2, 3 or 4; b, c, e, f and g are each independently 0 or 1 ; d is O, 1 , 2, or 3; X is S(O)
n wherein n is 0, 1 or 2; oxygen, carbonyl or -C(=N-cyano)-; Y is S(O)
n wherein n is 0, 1 or 2; or carbonyl; and
Z is carbonyl, C(O)O-, C(O)NR- or S(O)n wherein n is 0, 1 or 2; R6, R7, R8, R9, R10 and R1 are each independently selected from the group consisting of hydrogen or (d-C6)alkyl optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C6)acyloxy, (d-C6)acylamino, (d-CβJalkylamino, ((d- C6)alkyl)2amino, cyano, cyano(C1-C6)alkyl, trifluoromethyl(d-C6)alkyl, nitro, nitro(Cι-C6)alkyl or (Cι-C6)acylamino; R12 is carboxy, cyano, amino, oxo, deuterium, hydroxy, trifluoromethyl, (d- C6)alkyl, trifluoromethyl(C C6)alkyl, (d-C6)alkoxy, halo, (d-C6)acyl, (C C6)alkylamino, ((d-C6)alkyl)2 amino, amino(C1-C6)alkyl, (d-C6)alkoxy-CO-NH, (C C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (C C6)alkylamino, hydroxy(C C6)alkyl, (C1-C6)alkoxy(C1-C6)alkyl, (C1-C6)acyloxy(C1-C6)alkyl, nitro, cyano(C C6)alkyl, halo(C1-C6)alkyl, nitro(CrC6)alkyl, trifluoromethyl, trifluoromethy d-Q alkyl, (d-C6)acylamino, (C1-C6)acylamino(C1-C6)alkyl, (C1-C6)alkoxy(C1-C6)acylamino, amino(d-C6)acyl, amino(d-C6)acyl(d-C6)alkyl, (d-C6)alkylamino(C1-C6)acyl, ((d- C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(CrC6)alkyl, R 5C(O)NH, R15OC(O)NH, R15NHC(O)NH, (C C6)alkyl-S(O)m, (C1-C6)alkyl-S(O)m-(C1-C6)alkyl, R15R16NS(O)m, R15R16NS(O)m(d-C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(C C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, amino, halo, hydoxy, nitro, carboxy, (C2-C6)alkenyl, (C2- C6)alkynyl, trifluoromethyl, trifluoromethoxy, (Cι-C6)alkyl, (C C6)alkoxy, (C3-
Cιo)cycloalkyl wherein the alkyl, alkoxy or cycloalkyl groups are optionally substittued by one to three groups selected from halo, hydroxy, carboxy, amino (d-C6)alkylthio, (d-CβJalkylamino, ((d-CeJalkyl^amino, (C5-Cg)heteroaryl, (C2-C9)heterocycloalkyl, (C3-C9)cycloalkyl or (C6-d0)aryl; or R2 and R3 are each independently (C3- C10)cycloalkyl, (C3-Cι0)cycloalkoxy, (d-C6)alkylamino, ((d-C6)alkyl)2amino, (C6- C10)arylamino, (d-C6)alkylthio, (C6-C10)arylthio, (CrC6)alkylsulfinyl, (C6- C10)arylsulfinyl, (d-C6)alkylsulfonyl, (C6-C10)arylsulfonyl, (C C6)acyl, (d-C6)alkoxy- CO-NH-, (d-C6)alkyamino-CO-, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl or (C6- Cιo)aryl wherein the heteroaryl, heterocycloalkyl and aryl groups are optionally substituted by one to three halo, (C C6)alkyl, (d-C6)alkyl-CO-NH-, (C C6)alkoxy- CO-NH-, (C1-Cβ)alkyl-CO-NH-(Cι-Cβ)alkyl, (d-CeJalkoxy-CO-NH-fd-d alkyl, (d- C6)alkoxy-CO-NH-(d-C6)alkoxy, carboxy, carboxy(C1-C6)alkyl, carboxy(Cι-C6)alkoxy, benzyloxycarbonyl(d-C6)alkoxy, (C1-C6)alkoxycarbonyl(d-C6)alkoxy, (C6-C10)aryl, amino, amino(C1-C6)alkyl, (d-C6)alkoxycarbonylamino, (C6-do)aryl(Cτ C6)alkoxycarbonylamino, (d-C6)alkylamino, ((d-C6)alkyl)2amino, (d-
C6)alkylamino(Cι-C6)alkyl, ((C1-C6)alkyl)2amino(C1-C6)alkyl, hydroxy, (d-C6)alkoxy, carboxy, carboxy(C -C6)alkyl, (d-C6)alkoxycarbonyl, (d-C6)alkoxycarbonyl(d- C6)alkyl, (C C6)alkoxy-CO-NH-, (C C6)alkyl-CO-NH-, cyano, (C5-C9)heterocycloalkyl, amino-CO-NH-, (C C6)alkylamino-CO-NH-, ((d-C6)alkyl)2amino-CO-NH-, (C6- C10)arylamino-CO-NH-, (C5-C9)heteroarylamino-CO-NH-, (C C6)alkylamino-CO-NH- (d-C6)alkyl, ((d-CeJalky zamino-CO-NH^d-CeJalkyl, (C6-C10)arylamino-CO-NH-(d- C6)alkyl, (C5-C9)heteroarylamino-CO-NH-(d-C6)alkyl, (d-C6)alkylsulfonyl, (C C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(Cι-C6)alkyl, (C6-C10)arylsulfonyl, (C6- C10)arylsulfonylamino, (C6-C1o)arylsulfonylamino(C1-C6)alkyl, (d- C6)alkylsulfonylamino, (Cι-C6)alkylsulfonylamino(CrC6)alkyl, (C5-C9)heteroaryl or<C2- Cg)heterocycloalkyl, wherein said compound of Formula I are contained in the coating at a weight percentage of 0.0001% to 30%, wherein the coating is a polymer.
14. The stent of claim 13 wherein said polymer is mixed to the compound of Formula I.
15. The stent of claim 4 wherein said polymer is bound to the compound of Formula I.
16. The stent of claim 13 wherein the compound of Formula I is entrapped on the surface of the stent by said polymer.
17. A stent containing a polymer and a compound of the formula
or the pharmaceutically acceptable salt thereof; wherein R
1 is a group of the formula
wherein y is 0, 1 or 2; R
4 is selected from the group consisting of hydrogen, (d-C
6)alkyl, (d- C
6)alkylsulfonyl, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl wherein the alkyl, alkenyl and alkynyl groups are optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d- C )alkoxy, (d-C
6)acyloxy, (d-C
6)alkylamino, ((C C
6)alkyl)
2amino, cyano, nitro, (C
2-C
6)alkenyl, (C
2-C
6)alkynyl or (d-C^acylamino; or R
4 is (C
3-C
10)cycloalkyl wherein the cycloalkyl group is optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C
6)acyloxy, (d-C
6)acylamino, (d-C
6)alkylamino, ((Ci- C
6)alkyl)
2amino, cyano, cyano(C
1-C
6)alkyl, trifluoromethyl(d-C
6)alkyl, nitro, nitro(d-C
6)alkyl or (d-C
6)acylamino; R
5 is (C
2-C
9)heterocycloalkyl wherein the heterocycloalkyl groups must be substituted by one to five carboxy, cyano, amino, deuterium, hydroxy, (C C
6)alkyl, (d-C
6)alkoxy, halo, (d-C
6)acyl, (d-C
6)alkylamino, amino(C
1-C
6)alkyl, (d- C
6)alkoxy-CO-NH, (d-C
6)alkylamino-CO-, (C
2-C
6)alkenyl, (C
2-C
6) alkynyl, (d- C
6)alkylamino, amino(C
1-C
6)alkyl, hydroxy(Cι-C
6)alkyl, (C
1-C
6)alkoxy(C
1-C
6)alkyl, (C
1-C
6)acyloxy(C
1-C
6)alkyl, nitro, cyano(C C
6)alkyl, halo(d-C
6)alkyl, nitro(C C
6)alkyl, trifluoromethyl, trifluoromethyl(CrC
6)alkyl, (d-C
6)acylamino, (d- C
6)acylamino(Cι-C
6)alkyl, (C
1-C
6)alkoxy(C
1-C
6)acylamino, amino(Cι-C
6)acyl, amino(C
1-C
6)acyl(C
1-C
6)alkyl, (C
1-C
6)alkylamino(C
1-C
6)acyl, ((Ci-
C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(C1-C6)alkyl, (d-C6)alkyl- S(O)m, R15R16NS(O)m, R15R16NS(O)m (d-C6)alkyl, R15S(O)m R16N, R15S(O)mR16N(d- C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; or a group of the formula
wherein a is 0, 1 , 2, 3 or 4; b, c, e, f and g are each independently 0 or 1 ; d is O, 1 , 2, or 3;
X is S(O)n wherein n is 0, 1 or 2; oxygen, carbonyl or -C(=N-cyano)-; Y is S(O)n wherein n is 0, 1 or 2; or carbonyl; and Z is carbonyl, C(O)O-, C(O)NR- or S(O)n wherein n is 0, 1 or 2; R6, R7, R8, R9, R10 and R11 are each independently selected from the group consisting of hydrogen or (d-C6)alkyl optionally substituted by deuterium, hydroxy, amino, trifluoromethyl, (d-C6)acyloxy, (Cι,-C6)acylamino, (d-C^alkylamino, ((Ci- C6)alkyl)2amino, cyano, cyano(C C6)alkyl, trifluoromethy d-CeJalkyl, nitro, nitro(d-C6)alkyl or (d-C6)acylamino; R12 is carboxy, cyano, amino, oxo, deuterium, hydroxy, trifluoromethyl, (d-
C6)alkyl, trifluoromethyl(d-C6)alkyl, (C C6)alkoxy, halo, (C C6)acyl, (d- C6)alkylamino, ((C C6)alkyl)2 amino, amino(CrC6)alkyl, (C C6)alkoxy-CO-NH, (C C6)alkylamino-CO-, (C2-C6)alkenyl, (C2-C6) alkynyl, (d-C6)alkylamino, hydroxy(Cι- C6)alkyl, (C1-C6)alkoxy(C1-C6)alkyl, (Cι-C6)acyloxy(d-C6)alkyl, nitro, cyano(C C6)alkyl, halo(d-C6)alkyl, nitro(C C6)alkyl, trifluoromethyl, trifluoromethyl(C C6)alkyl, (CrCβJacylamino, (C1-C6)acylamino(C1-C6)alkyl, (C1-C6)alkoxy(CrC6)acylamino, amino(d-C6)acyl, amino(d-C6)acyl(C1-C6)alkyl, (C1-C6)alkylamino(C1-C6)acyl, ((C C6)alkyl)2amino(d-C6)acyl, R15R16N-CO-O-, R15R16N-CO-(d-C6)alkyl, R15C(O)NH, R15OC(O)NH, R15NHC(O)NH, (C1-Cβ)alkyl-S(O)rtl, (C1-C6)alkyl-S(O)m-(C1-C6)alkyl, R15R16NS(O)m, R15R16NS(O)m (d-C6)alkyl, R15S(O)m R16N, R 5S(O)mR16N(Cι-C6)alkyl wherein m is 0, 1 or 2 and R15 and R16 are each independently selected from hydrogen or (d-C6)alkyl; R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, amino, halo, hydoxy, nitro, carboxy, (C2-C6)alkenyl, (C2- C6)alkynyl, trifluoromethyl, trifluoromethoxy, (d-C6)alkyl, (d-C6)alkoxy, (C3- C10)cycloalkyl wherein the alkyl, alkoxy or cycloalkyl groups are optionally substittued by one to three groups selected from halo, hydroxy, carboxy, amino (d-C6)alkylthio, (d-C6)alkylamino, ((C C6)alkyl)2amino, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl, (C3-C9)cycloalkyl or (C6-C10)aryl; or R2 and R3 are each independently (C3- C10)cycloalkyl, (C3-Cι0)cycloalkoxy, (CrCεJalkylamino, ((d-C6)alkyl)2amino, (C6- Cιo)arylamino, (CrC6)alkylthio, (C6-C10)arylthio, (d-C6)alkylsulfinyl, (C6- C10)arylsulfinyl, (C C6)alkylsulfonyl, (C6-C10)arylsulfonyl, (Cι-C6)acyl, (C C6)alkoxy- CO-NH-, (d-C6)alkyamino-CO-, (C5-C9)heteroaryl, (C2-C9)heterocycloalkyl or (C6- Cιo)aryl wherein the heteroaryl, heterocycloalkyl and aryl groups are optionally substituted by one to three halo, (C C6)alkyl, (C C6)alkyl-CO-NH-, (C C6)alkoxy- CO-NH-, (C1-C6)alkyl-CO-NH-(C1-C6)alkyl, (d-CeJalkoxy-CO-NH-td-C^alkyl, (d- C6)alkoxy-CO-NH-(Cι-C6)alkoxy, carboxy, carboxy(d-C6)alkyl, carboxy(d-C6)alkoxy, benzyloxycarbonyl(d-C6)alkoxy, (Cι-C6)alkoxycarbonyl(d-C6)alkoxy, (C6-C10)aryl, amino, amino(C1-C6)alkyl, (d-C6)alkoxycarbonylamino, (C6-C10)aryl(d- C6)alkoxycarbonylamino, (d-C6)alkylamino, ((d-C6)alkyl)2amino, (d- C6)alkylamino(C1-C6)alkyl, ((C1-C6)alkyl)2amino(C1-C6)alkyl, hydroxy, (Cι-C6)alkoxy, carboxy, carboxy(C1-C6)alkyl, (d-C6)alkoxycarbonyl, (Cι-C6)alkoxycarbonyl(d- C6)alkyl, (d-C6)alkoxy-CO-NH-, (C C6)alkyl-CO-NH-, cyano, (C5-C9)heterocycloalkyl, amino-CO-NH-, (C C6)alkylamino-CO-NH-, ((d-C6)alkyl)2amino-CO-NH-, (C6- C10)arylamino-CO-NH-, (C5-C9)heteroarylamino-CO-NH-, (d-C6)alkylamino-CO-NH- (C C6)alkyl, ((C1-C6)alkyl)2amino-CO-NH-(C1-C6)alkyl, (C6-C10)arylamino-CO-NH-(C1- C6)alkyl, (C5-C9)heteroarylamino-CO-NH-(C1-C6)alkyl, (C C6)alkylsulfonyl, (C C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C6-C10)arylsulfonyl, (C6- C10)arylsulfonylamino, (C6-Cι0)arylsulfonylamino(C1-C6)alkyl, (d- C6)alkylsulfonylamino, (C1-C6)alkylsulfonylamino(C1-C6)alkyl, (C5-C9)heteroaryl or (C2- Cg)heterocycloalkyl; wherein said compound of Formula I are contained in a therapeutically beneficial amount to combat restenosis.
18. The stent of claim 17 wherein said polymer is mixed to the compound of Formula I.
19. The stent of claim 17 wherein said polymer is bound to the compound of
Formula I.
20. The stent of claim 17 wherein the compound of Formula I is entrapped on the surface of the stent by said polymer.