WO2000034261A3 - Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing a substituted phenylenediamine group - Google Patents

Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing a substituted phenylenediamine group Download PDF

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Publication number
WO2000034261A3
WO2000034261A3 PCT/US1999/028916 US9928916W WO0034261A3 WO 2000034261 A3 WO2000034261 A3 WO 2000034261A3 US 9928916 W US9928916 W US 9928916W WO 0034261 A3 WO0034261 A3 WO 0034261A3
Authority
WO
WIPO (PCT)
Prior art keywords
carbon atoms
herpes viruses
hydrogen
heterocyclic carboxamide
substituted phenylenediamine
Prior art date
Application number
PCT/US1999/028916
Other languages
French (fr)
Other versions
WO2000034261A2 (en
Inventor
Jonathan David Bloom
Kevin Joseph Curran
Martin Joseph Digrandi
Russell George Dushin
Thomas Richard Jones
Stanley Albert Lang
Adma Antonia Ross
Eugene Anthony Terefenko
Bryan Mark O'hara
Original Assignee
American Home Prod
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 to KR1020017007117A priority Critical patent/KR20010086091A/en
Priority to EP99967213A priority patent/EP1144399A3/en
Priority to EA200100639A priority patent/EA200100639A1/en
Priority to AU23539/00A priority patent/AU2353900A/en
Priority to HU0203405A priority patent/HUP0203405A2/en
Priority to BR9916043-9A priority patent/BR9916043A/en
Application filed by American Home Prod filed Critical American Home Prod
Priority to JP2000586708A priority patent/JP2002533301A/en
Priority to IL14326399A priority patent/IL143263A0/en
Priority to CA002351690A priority patent/CA2351690A1/en
Publication of WO2000034261A2 publication Critical patent/WO2000034261A2/en
Priority to NO20012835A priority patent/NO20012835L/en
Publication of WO2000034261A3 publication Critical patent/WO2000034261A3/en

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    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Virology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Health & Medical Sciences (AREA)
  • Oncology (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Furan Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

Compounds of formula (I) wherein R1-R5 are independently selected from hydrogen, or substituents R9-R12 are independently hydrogen, or substituents provided that at least one of R9-12 is not hydrogen; G is a monocyclic heteroaryl: X is a bond, -NH, alkyl of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, or thioalkyl of 1 to 6 carbon atoms, alkylamino of 1 to 6 carbon atoms, or (CH)J; J is alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, phenyl or benzyl, useful in the treatment of diseases associated with herpes viruses including human cytomegalovirus, herpes simplex viruses, Epstein-Barr virus, varicella-zoster virus, human herpesviruses-6 and -7, and Kaposi herpesvirus.
PCT/US1999/028916 1998-12-09 1999-12-06 Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing a substituted phenylenediamine group WO2000034261A2 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
EP99967213A EP1144399A3 (en) 1998-12-09 1999-12-06 Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing a substituted phenylenediamine group
EA200100639A EA200100639A1 (en) 1998-12-09 1999-12-06 TIOMOCHEVIN DERIVATIVES CONTAINING HETEROCYCLIC CARBOXAMIDE AND PROTECTIVE PHENYLETHYLENAMINE GROUP, AS HERPES VIRUS INHIBITORS
AU23539/00A AU2353900A (en) 1998-12-09 1999-12-06 Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing a substituted phenylenediamine group
HU0203405A HUP0203405A2 (en) 1998-12-09 1999-12-06 A substituted phenylenediamine group and heterocyclic carboxamide group containing thiourea derivatives inhibitors of herpes viruses, pharmaceutical compositions containing them and their use
BR9916043-9A BR9916043A (en) 1998-12-09 1999-12-06 Compound, use of the same and its pharmaceutically acceptable salts, and pharmaceutical composition for the treatment of viral herpes infections in patients
KR1020017007117A KR20010086091A (en) 1998-12-09 1999-12-06 Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing a substituted phenylenediamine group
JP2000586708A JP2002533301A (en) 1998-12-09 1999-12-06 Heterocyclic carboxamide-containing thiourea inhibitors of herpesvirus, including substituted phenylenediamines
IL14326399A IL143263A0 (en) 1998-12-09 1999-12-06 Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing a substituted phenylenediamine group
CA002351690A CA2351690A1 (en) 1998-12-09 1999-12-06 Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing a substituted phenylenediamine group
NO20012835A NO20012835L (en) 1998-12-09 2001-06-08 Heterocyclic carboxamide-containing thiourea inhibitors of herpes virus containing a substituted phenylenediamine group

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US20816498A 1998-12-09 1998-12-09
US09/208,164 1998-12-09

Publications (2)

Publication Number Publication Date
WO2000034261A2 WO2000034261A2 (en) 2000-06-15
WO2000034261A3 true WO2000034261A3 (en) 2002-01-31

Family

ID=22773466

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1999/028916 WO2000034261A2 (en) 1998-12-09 1999-12-06 Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing a substituted phenylenediamine group

Country Status (14)

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

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
ES2254385T3 (en) 2000-02-29 2006-06-16 Millennium Pharmaceuticals, Inc. RELATED BENZAMIDS AND INHIBITORS OF FACTOR XA.
OA13187A (en) * 2003-07-10 2006-12-13 Achillion Pharmaceuticals Inc Substituted arylthiourea derivatives useful as inhibitors of viral replication.
DE102004015007A1 (en) * 2004-03-26 2005-10-13 Bayer Healthcare Ag Substituted imidazoles
TW200600492A (en) 2004-05-18 2006-01-01 Achillion Pharmaceuticals Inc Substituted aryl acylthioureas and related compounds; inhibitors of viral replication
DE102005008183A1 (en) 2005-02-23 2006-08-31 Bayer Healthcare Ag New heterocyclylamide-substituted imidazole compounds useful to treat or prevent viral infections
WO2008057972A1 (en) 2006-11-02 2008-05-15 Millennium Pharmaceuticals, Inc. Methods of synthesizing pharmaceutical salts of a factor xa inhibitor
US9284310B2 (en) 2012-11-03 2016-03-15 Boehringer Ingelheim International Gmbh Inhibitors of cytomegalovirus
US9334249B2 (en) 2012-11-03 2016-05-10 Boehringer Ingelheim International Gmbh Inhibitors of cytomegalovirus
CN112807294B (en) * 2019-11-18 2023-09-05 武汉大学 Application of acyl thiourea compound in preparation of medicines for treating or preventing herpes simplex virus type I infection

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998045259A2 (en) * 1997-04-10 1998-10-15 Pharmacia & Upjohn Company Polyaromatic antiviral compositions

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998045259A2 (en) * 1997-04-10 1998-10-15 Pharmacia & Upjohn Company Polyaromatic antiviral compositions

Also Published As

Publication number Publication date
ZA200104322B (en) 2002-10-25
IL143263A0 (en) 2002-04-21
KR20010086091A (en) 2001-09-07
EP1144399A2 (en) 2001-10-17
CA2351690A1 (en) 2000-06-15
CZ20012063A3 (en) 2001-10-17
WO2000034261A2 (en) 2000-06-15
NO20012835L (en) 2001-07-19
BR9916043A (en) 2001-12-04
EA200100639A1 (en) 2002-06-27
JP2002533301A (en) 2002-10-08
CN1367785A (en) 2002-09-04
EP1144399A3 (en) 2002-09-11
NO20012835D0 (en) 2001-06-08
AU2353900A (en) 2000-06-26
HUP0203405A2 (en) 2003-02-28

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