CA2199502A1 - Analogues de nucleosides antiviraux contenant une base benzimidazole substituee fixee a une chaine carbocyclique - Google Patents

Analogues de nucleosides antiviraux contenant une base benzimidazole substituee fixee a une chaine carbocyclique

Info

Publication number
CA2199502A1
CA2199502A1 CA002199502A CA2199502A CA2199502A1 CA 2199502 A1 CA2199502 A1 CA 2199502A1 CA 002199502 A CA002199502 A CA 002199502A CA 2199502 A CA2199502 A CA 2199502A CA 2199502 A1 CA2199502 A1 CA 2199502A1
Authority
CA
Canada
Prior art keywords
dichloro
benzimidazol
hydroxymethyl
cyclopentanediol
compound
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.)
Abandoned
Application number
CA002199502A
Other languages
English (en)
Inventor
Leroy B. Townsend
Susan Mary Daluge
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.)
Wellcome Foundation Ltd
University of Michigan
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
Priority claimed from US08/304,006 external-priority patent/US5534535A/en
Application filed by Individual filed Critical Individual
Publication of CA2199502A1 publication Critical patent/CA2199502A1/fr
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/20—Antivirals for DNA viruses
    • A61P31/22—Antivirals for DNA viruses for herpes viruses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D235/30—Nitrogen atoms not forming part of a nitro radical

Abstract

Cette invention se rapporte à des analogues de nucléosides antiviraux, qui contiennent une base benzimidazole substituée fixée à une chaîne carbocyclique à la place du résidu de sucre habituel. Ces composés sont représentés par les formules (I) et (I-1), où R?1¿ représente H, CH¿3? ou CH¿2?OH; R?2¿ représente H ou OH; R?3¿ représente H ou OH; ou R?2¿ et R?3¿ forment ensemble une liaison; R?4¿ représente amino, cyclopropylamino, cyclobutylamino, isopropylamino, tert-butylamino ou -NR?8¿R?9¿, où R?8¿ et R?9¿ forment, avec l'atome d'azote auquel ils sont liés, une chaîne hétérocyclique à 4, 5 ou 6 éléments; R?5¿ représente H; et R?6¿ et R?7¿ représentent Cl, à l'exclusion du composé (~)-(1R*, 2S*, 3S*, 5S*)-5-[5,6-Dichloro-2-(cyclopropylamino)-1<u>H</u>-benzimidazol-1-yl]-3-(hydroxyméthyl)-1,2-cyclopentanediol, et à condition qu'au moins l'un des éléments R?1¿, R?2¿ et R?3¿ représente ou contienne OH. Ces composés ont une action contre les infections par le virus de l'herpès, en particulier le cytomégalovirus, et également contre les infections par le virus de l'hépatite B.
CA002199502A 1994-09-09 1995-09-11 Analogues de nucleosides antiviraux contenant une base benzimidazole substituee fixee a une chaine carbocyclique Abandoned CA2199502A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US304,006 1994-09-09
US08/304,006 US5534535A (en) 1992-03-09 1994-09-09 Therapeutic nucleosides

Publications (1)

Publication Number Publication Date
CA2199502A1 true CA2199502A1 (fr) 1996-03-14

Family

ID=23174626

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002199502A Abandoned CA2199502A1 (fr) 1994-09-09 1995-09-11 Analogues de nucleosides antiviraux contenant une base benzimidazole substituee fixee a une chaine carbocyclique

Country Status (17)

Country Link
EP (1) EP0779885A1 (fr)
JP (1) JPH10505092A (fr)
CN (1) CN1164855A (fr)
AP (1) AP741A (fr)
AU (1) AU3692895A (fr)
BR (1) BR9508826A (fr)
CA (1) CA2199502A1 (fr)
CZ (1) CZ71297A3 (fr)
FI (1) FI970959A (fr)
HU (1) HUT77440A (fr)
IS (1) IS4436A (fr)
NO (1) NO971070L (fr)
NZ (1) NZ294095A (fr)
OA (1) OA10601A (fr)
PL (1) PL319440A1 (fr)
SK (1) SK29197A3 (fr)
WO (1) WO1996007646A1 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5912356A (en) * 1995-09-11 1999-06-15 Glaxo Wellcome Inc. Antiviral nucleoside analogues containing a substituted benzimidazole base attached to a carbocyclic ring
GB9600142D0 (en) * 1996-01-05 1996-03-06 Wellcome Found Chemical compounds
JP2001512453A (ja) 1997-02-13 2001-08-21 グラックス グループ リミテッド ベンゾイミダゾール誘導体
EP1000080A1 (fr) 1997-07-30 2000-05-17 The Regents of The University of Michigan Benzimidazoles de lyxofuranosyle en tant qu'agents antiviraux
TR200103147T1 (tr) 1999-12-27 2002-06-21 Japan Tobacco Inc. Kaynaşık halkalı bileşikler ve bunların ilaç olarak kullanımı.
US6770666B2 (en) 1999-12-27 2004-08-03 Japan Tobacco Inc. Fused-ring compounds and use thereof as drugs
GB0008939D0 (en) 2000-04-11 2000-05-31 Glaxo Group Ltd Process for preparing substituted benzimidazole compounds
AR035543A1 (es) * 2001-06-26 2004-06-16 Japan Tobacco Inc Agente terapeutico para la hepatitis c que comprende un compuesto de anillo condensado, compuesto de anillo condensado, composicion farmaceutica que lo comprende, compuestos de benzimidazol, tiazol y bifenilo utiles como intermediarios para producir dichos compuestos, uso del compuesto de anillo con
CN1834090B (zh) * 2005-03-18 2011-06-29 中国科学院上海药物研究所 苯并咪唑类化合物、其制备方法以及用途
ES2757928T3 (es) 2007-08-02 2020-04-30 Millennium Pharm Inc Proceso para la síntesis de inhibidores de enzimas activadoras E1

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9205071D0 (en) * 1992-03-09 1992-04-22 Wellcome Found Therapeutic nucleosides

Also Published As

Publication number Publication date
AP9700940A0 (en) 1997-04-30
NO971070L (no) 1997-05-07
CZ71297A3 (en) 1997-08-13
FI970959A0 (fi) 1997-03-06
FI970959A (fi) 1997-05-06
AU3692895A (en) 1996-03-27
BR9508826A (pt) 1997-09-30
IS4436A (is) 1997-03-07
MX9701789A (es) 1997-10-31
CN1164855A (zh) 1997-11-12
NZ294095A (en) 1998-08-26
WO1996007646A1 (fr) 1996-03-14
PL319440A1 (en) 1997-08-04
SK29197A3 (en) 1997-10-08
OA10601A (en) 2002-09-03
JPH10505092A (ja) 1998-05-19
EP0779885A1 (fr) 1997-06-25
AP741A (en) 1999-04-26
NO971070D0 (no) 1997-03-07
HUT77440A (hu) 1998-04-28

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Legal Events

Date Code Title Description
EEER Examination request
FZDE Discontinued