CA2351690A1 - Inhibiteurs heterocycliques de thio-uree des virus de l'herpes contenant du carboxamide et un groupe phenylenediamine substitue - Google Patents

Inhibiteurs heterocycliques de thio-uree des virus de l'herpes contenant du carboxamide et un groupe phenylenediamine substitue Download PDF

Info

Publication number
CA2351690A1
CA2351690A1 CA002351690A CA2351690A CA2351690A1 CA 2351690 A1 CA2351690 A1 CA 2351690A1 CA 002351690 A CA002351690 A CA 002351690A CA 2351690 A CA2351690 A CA 2351690A CA 2351690 A1 CA2351690 A1 CA 2351690A1
Authority
CA
Canada
Prior art keywords
phenyl
thioureido
chloro
carbon atoms
amide
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
CA002351690A
Other languages
English (en)
Inventor
Adma Antonia Ross
Stanley Albert Lang
Russell George Dushin
Thomas Richard Jones
Jonathan David Bloom
Martin Joseph Digrandi
Bryan Mark O'hara
Eugene Anthony Terefenko
Kevin Joseph Curran
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.)
Wyeth LLC
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 CA2351690A1 publication Critical patent/CA2351690A1/fr
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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 to carbon atoms of the hetero ring
    • C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D307/85—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/04—Derivatives of thiourea
    • C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C335/20—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/04—Derivatives of thiourea
    • C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C335/22—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 to carbon atoms of the nitrogen-containing ring
    • C07D217/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/06—1,2,3-Thiadiazoles; Hydrogenated 1,2,3-thiadiazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical

Abstract

L'invention concerne des composés de formule I, dans laquelle: R1-R5 sont choisis indépendamment entre hydrogène et des substituants de celui-ci; R9-R12 représentent indépendamment hydrogène ou des substituants de celui-ci, à condition qu'au moins un parmi R9-R12 ne désigne pas hydrogène; G symbolise un hétéroaryle monocyclique; X représente une liaison,NH, alkyle avec 1 à 6 atomes de carbone, alkényle avec 1 à 6 atomes de carbone, alkoxy avec 1 à 6 atomes de carbone, thioalkyle avec 1 à 6 atomes de carbone, alkylamino avec 1 à 6 atomes de carbone, ou (CH)J; J désigne alkyle avec 1 à 6 atomes de carbone, cycloalkyle avec 3 à 7 atomes de carbone, phényle, ou benzyle. Ces composés sont utiles pour traiter les maladies liés aux virus de l'herpès, notamment les maladies des inclusions cytomégaliques humaines, l'herpès simplex virus, le virus d'Epstein-Barr, le virus varicelle-zona, les virus de l'herpès humain types 6 et 7, et le virus de l'herpès de Kaposi.
CA002351690A 1998-12-09 1999-12-06 Inhibiteurs heterocycliques de thio-uree des virus de l'herpes contenant du carboxamide et un groupe phenylenediamine substitue Abandoned CA2351690A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US20816498A 1998-12-09 1998-12-09
US09/208,164 1998-12-09
PCT/US1999/028916 WO2000034261A2 (fr) 1998-12-09 1999-12-06 Inhibiteurs heterocycliques de thio-uree des virus de l'herpes contenant du carboxamide et un groupe phenylenediamine substitue

Publications (1)

Publication Number Publication Date
CA2351690A1 true CA2351690A1 (fr) 2000-06-15

Family

ID=22773466

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002351690A Abandoned CA2351690A1 (fr) 1998-12-09 1999-12-06 Inhibiteurs heterocycliques de thio-uree des virus de l'herpes contenant du carboxamide et un groupe phenylenediamine substitue

Country Status (14)

Country Link
EP (1) EP1144399A3 (fr)
JP (1) JP2002533301A (fr)
KR (1) KR20010086091A (fr)
CN (1) CN1367785A (fr)
AU (1) AU2353900A (fr)
BR (1) BR9916043A (fr)
CA (1) CA2351690A1 (fr)
CZ (1) CZ20012063A3 (fr)
EA (1) EA200100639A1 (fr)
HU (1) HUP0203405A2 (fr)
IL (1) IL143263A0 (fr)
NO (1) NO20012835L (fr)
WO (1) WO2000034261A2 (fr)
ZA (1) ZA200104322B (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6844367B1 (en) 1999-09-17 2005-01-18 Millennium Pharmaceuticals, Inc. Benzamides and related inhibitors of factor Xa
WO2001064642A2 (fr) 2000-02-29 2001-09-07 Cor Therapeutics, Inc. Benzamides et inhibiteurs connexes du facteur xa
NZ544674A (en) * 2003-07-10 2009-03-31 Achillion Pharmaceuticals Inc Substituted arylthiourea derivatives useful as inhibitors of viral replication
DE102004015007A1 (de) * 2004-03-26 2005-10-13 Bayer Healthcare Ag Substituierte Imidazole
TW200600492A (en) 2004-05-18 2006-01-01 Achillion Pharmaceuticals Inc Substituted aryl acylthioureas and related compounds; inhibitors of viral replication
DE102005008183A1 (de) 2005-02-23 2006-08-31 Bayer Healthcare Ag Heterocyclylamid-substituierte Imidazole
ES2382055T3 (es) 2006-11-02 2012-06-04 Millennium Pharmaceuticals, Inc. Métodos para sintetizar sales farmacéuticas de un inhibidor del factor Xa
WO2014070979A1 (fr) * 2012-11-03 2014-05-08 Boehringer Ingelheim International Gmbh Inhibiteurs de cytomégalovirus
EP2914591B1 (fr) * 2012-11-03 2017-10-11 Boehringer Ingelheim International GmbH Inhibiteurs de cytomégalovirus
CN112807294B (zh) * 2019-11-18 2023-09-05 武汉大学 一种酰基硫脲类化合物在制备治疗或预防单纯疱疹病毒i型感染药物中的应用

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69830751T2 (de) * 1997-04-10 2006-05-18 Pharmacia & Upjohn Co. Llc, Kalamazoo Polyaromatische Verbindungen zur Behandlung von Herpes-Infektionen

Also Published As

Publication number Publication date
EP1144399A2 (fr) 2001-10-17
WO2000034261A3 (fr) 2002-01-31
JP2002533301A (ja) 2002-10-08
EA200100639A1 (ru) 2002-06-27
NO20012835L (no) 2001-07-19
ZA200104322B (en) 2002-10-25
CN1367785A (zh) 2002-09-04
WO2000034261A2 (fr) 2000-06-15
BR9916043A (pt) 2001-12-04
NO20012835D0 (no) 2001-06-08
CZ20012063A3 (cs) 2001-10-17
IL143263A0 (en) 2002-04-21
HUP0203405A2 (hu) 2003-02-28
KR20010086091A (ko) 2001-09-07
AU2353900A (en) 2000-06-26
EP1144399A3 (fr) 2002-09-11

Similar Documents

Publication Publication Date Title
US6262082B1 (en) Diaminopyridine-containing thiourea inhibitors of herpes viruses
CA2350899A1 (fr) Inhibiteurs des virus de l'herpes a base de thio-urees contenant des acetamides et des acetamides substitues
EP1137632B1 (fr) Thio-urees inhibitrices des virus de l'herpes
CA2350767A1 (fr) Thio-urees a carboxamide heterocyclique inhibitrices des virus de l'herpes et contenant un groupe phenylenediamine
CA2351690A1 (fr) Inhibiteurs heterocycliques de thio-uree des virus de l'herpes contenant du carboxamide et un groupe phenylenediamine substitue
EP1137645B1 (fr) Thio-urees alpha-methylbenzylees porteuses d'un groupe phenylene-diamine et inhibitrices des virus de l'herpes
US6201013B1 (en) Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing a substituted phenylenediamine group
AU756043B2 (en) Thiourea inhibitors of herpes viruses
WO2000034269A1 (fr) Inhibiteurs de thio-uree des virus de l'herpes
US6207715B1 (en) Alpha-methylbenzyl-containing thiourea inhibitors of herpes viruses containing a substituted phenylene-diamine group
US6335350B1 (en) Acetamide and substituted acetamide-containing thiourea inhibitors of herpes viruses
CA2350996A1 (fr) Thio-urees inhibitrices des virus de l'herpes
US6255349B1 (en) Alph-methylbenzyl-containing thiourea inhibitors of herpes viruses containing a phenylenediamine group
US6262090B1 (en) Aminopyridine-containing thiourea inhibitors of herpes viruses
US6426355B1 (en) Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing phenylenediamine group

Legal Events

Date Code Title Description
FZDE Discontinued