CA2205136A1 - Improved antiviral prodrugs of phosphonoacids - Google Patents

Improved antiviral prodrugs of phosphonoacids

Info

Publication number
CA2205136A1
CA2205136A1 CA002205136A CA2205136A CA2205136A1 CA 2205136 A1 CA2205136 A1 CA 2205136A1 CA 002205136 A CA002205136 A CA 002205136A CA 2205136 A CA2205136 A CA 2205136A CA 2205136 A1 CA2205136 A1 CA 2205136A1
Authority
CA
Canada
Prior art keywords
phosphonoacids
improved antiviral
prodrugs
antiviral prodrugs
improved
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002205136A
Other languages
French (fr)
Other versions
CA2205136C (en
Inventor
Karl Y. Hostetler
Ganesh D. Kini
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2205136A1 publication Critical patent/CA2205136A1/en
Application granted granted Critical
Publication of CA2205136C publication Critical patent/CA2205136C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4062—Esters of acids containing the structure -C(=X)-P(=X)(XR)2 or NC-P(=X)(XR)2, (X = O, S, Se)
    • C07F9/4065—Esters of acids containing the structure -C(=X)-P(=X)(XR)2, (X = O, S, Se)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/127—Liposomes
    • A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers
    • A61K9/1272—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers with substantial amounts of non-phosphatidyl, i.e. non-acylglycerophosphate, surfactants as bilayer-forming substances, e.g. cationic lipids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
    • C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4075—Esters with hydroxyalkyl compounds

Abstract

Lipid prodrugs of phosphonoacids and their analogs that have increased andviral activity over the patent drugs in inhibiting cytomegalovirus and other susceptible viruses.
CA002205136A 1994-11-15 1995-11-15 Improved antiviral prodrugs of phosphonoacids Expired - Fee Related CA2205136C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/340,161 1994-11-15
US08/340,161 US5696277A (en) 1994-11-15 1994-11-15 Antiviral prodrugs
PCT/US1995/014940 WO1996015132A1 (en) 1994-11-15 1995-11-15 Improved antiviral prodrugs

Publications (2)

Publication Number Publication Date
CA2205136A1 true CA2205136A1 (en) 1996-05-23
CA2205136C CA2205136C (en) 2008-01-22

Family

ID=23332146

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002205136A Expired - Fee Related CA2205136C (en) 1994-11-15 1995-11-15 Improved antiviral prodrugs of phosphonoacids

Country Status (11)

Country Link
US (2) US5696277A (en)
EP (1) EP0792275B1 (en)
JP (1) JPH10508858A (en)
AT (1) ATE260926T1 (en)
AU (1) AU700651B2 (en)
CA (1) CA2205136C (en)
DE (1) DE69532642T2 (en)
DK (1) DK0792275T3 (en)
ES (1) ES2217287T3 (en)
PT (1) PT792275E (en)
WO (1) WO1996015132A1 (en)

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US6686462B2 (en) 1997-02-28 2004-02-03 The Regents Of The University Of California Antiviral compounds and methods of administration
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AU2003278816A1 (en) 2002-09-13 2004-04-30 Idenix (Cayman) Limited ss-L-2'-DEOXYNUCLEOSIDES FOR THE TREATMENT OF RESISTANT HBV STRAINS AND COMBINATION THERAPIES
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US20060040944A1 (en) * 2004-06-23 2006-02-23 Gilles Gosselin 5-Aza-7-deazapurine derivatives for treating Flaviviridae
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Also Published As

Publication number Publication date
ATE260926T1 (en) 2004-03-15
US5696277A (en) 1997-12-09
AU700651B2 (en) 1999-01-14
JPH10508858A (en) 1998-09-02
EP0792275A1 (en) 1997-09-03
DK0792275T3 (en) 2004-07-05
EP0792275A4 (en) 1998-02-25
US6002029A (en) 1999-12-14
DE69532642T2 (en) 2005-06-30
CA2205136C (en) 2008-01-22
EP0792275B1 (en) 2004-03-03
PT792275E (en) 2004-09-30
WO1996015132A1 (en) 1996-05-23
DE69532642D1 (en) 2004-04-08
ES2217287T3 (en) 2004-11-01
AU4163596A (en) 1996-06-06

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