WO1999016753A3 - Tricyclic 3-oxo-propanenitrile compounds - Google Patents

Tricyclic 3-oxo-propanenitrile compounds Download PDF

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Publication number
WO1999016753A3
WO1999016753A3 PCT/EP1998/006051 EP9806051W WO9916753A3 WO 1999016753 A3 WO1999016753 A3 WO 1999016753A3 EP 9806051 W EP9806051 W EP 9806051W WO 9916753 A3 WO9916753 A3 WO 9916753A3
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WO
WIPO (PCT)
Prior art keywords
alkyl
phenyl
formylamino
alkanoylamino
nitro
Prior art date
Application number
PCT/EP1998/006051
Other languages
French (fr)
Other versions
WO1999016753A2 (en
Inventor
Paolo Pevarello
Mario Varasi
Raffaella Amici
Salvatore Toma
Carmela Speciale
Original Assignee
Pharmacia & Upjohn Spa
Paolo Pevarello
Mario Varasi
Raffaella Amici
Salvatore Toma
Carmela Speciale
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 Pharmacia & Upjohn Spa, Paolo Pevarello, Mario Varasi, Raffaella Amici, Salvatore Toma, Carmela Speciale filed Critical Pharmacia & Upjohn Spa
Priority to CA002302025A priority Critical patent/CA2302025A1/en
Priority to JP2000513839A priority patent/JP2001518469A/en
Priority to EP98956836A priority patent/EP1019380A2/en
Priority to AU13343/99A priority patent/AU1334399A/en
Publication of WO1999016753A2 publication Critical patent/WO1999016753A2/en
Publication of WO1999016753A3 publication Critical patent/WO1999016753A3/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/08—Antiepileptics; Anticonvulsants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16—Anti-Parkinson drugs
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • 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
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
    • C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Virology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Psychology (AREA)
  • Cardiology (AREA)
  • Oncology (AREA)
  • AIDS & HIV (AREA)
  • Molecular Biology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Communicable Diseases (AREA)
  • Hospice & Palliative Care (AREA)
  • Psychiatry (AREA)
  • Pain & Pain Management (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

Tricyclic 3-oxo-propanenitrile compounds of formula (I), wherein Y represents a nitrogen atom or a CH or N-oxide group; X represents an oxygen atom or NR2 wherein R2 represents C1-C6 alkyl, benzyl, pyridyl or phenyl, the phenyl being unsubstituted or substituted by one or two substituents chosen independently from halogen, trifluoromethyl, C1-C6 alkyl, C1-C6 alkoxy, nitro, amino, formylamino and C2-C8 alkanoylamino; each of R and R1 is independently hydrogen, halogen, CF3, C1-C6 alkyl, hydroxy, C1-C6 alkoxy, C3-C4 alkenyloxy, nitro, amino, formylamino, C2-C8 alkanoylamino or C2-C8 alkanoyloxy; m is zero or an integer of 1 to 6; Q is C1-C14 alkyl, phenyl or unsaturated pentatomic heteromonocylic ring containing two or three heteroatoms chosen from oxygen, sulphur and nitrogen, wherein the phenyl ring and the heteromonocylic ring are unsubstituted or substituted by one or two substituents chosen independently from halogen, CF3, C1-C6 alkyl, hydroxy, C1-C6 alkoxy, nitro, amino, formylamino, C2-C8 alkanoylamino or C2-C8 alkanoyloxy; and W represents a -CONH- or -SO2- or -CO- group; and pharmaceutically acceptable salt thereof having kynurenine-3-hydroxylase enzyme inhibitor activity are provided.
PCT/EP1998/006051 1997-10-01 1998-09-23 Tricyclic 3-oxo-propanenitrile compounds WO1999016753A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CA002302025A CA2302025A1 (en) 1997-10-01 1998-09-23 Tricyclic 3-oxo-propanenitrile compounds
JP2000513839A JP2001518469A (en) 1997-10-01 1998-09-23 Tricyclic 3-oxo-propanenitrile compounds
EP98956836A EP1019380A2 (en) 1997-10-01 1998-09-23 Tricyclic 3-oxo-propanenitrile compounds
AU13343/99A AU1334399A (en) 1997-10-01 1998-09-23 Tricyclic 3-oxo-propanenitrile compounds

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9720899.5A GB9720899D0 (en) 1997-10-01 1997-10-01 Condensed heterocyclic compounds
GB9720899.5 1997-10-01

Publications (2)

Publication Number Publication Date
WO1999016753A2 WO1999016753A2 (en) 1999-04-08
WO1999016753A3 true WO1999016753A3 (en) 1999-05-20

Family

ID=10819928

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1998/006051 WO1999016753A2 (en) 1997-10-01 1998-09-23 Tricyclic 3-oxo-propanenitrile compounds

Country Status (6)

Country Link
EP (1) EP1019380A2 (en)
JP (1) JP2001518469A (en)
AU (1) AU1334399A (en)
CA (1) CA2302025A1 (en)
GB (1) GB9720899D0 (en)
WO (1) WO1999016753A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10021900A1 (en) 2000-05-08 2001-11-15 Bayer Ag New 2-aroyl-3-amino-alkenonitrile, amide and thioamide derivatives, useful as herbicides and pesticides, e.g. insecticides, acaricides, nematocides, ectoparasiticides or fungicides
UY30377A1 (en) * 2006-06-02 2008-01-02 Elan Pharm Inc FUSIONATED TRICYCLE INHIBITORS OF SULFONAMIDE OF GAMA-SECRETASA

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3842099A (en) * 1969-10-06 1974-10-15 Teikoku Hormune Mfg Co Ltd Naphtho(2,1-d)isoxazole derivatives
EP0021207A1 (en) * 1979-06-11 1981-01-07 Ciba-Geigy Ag Alphacarbamoyl-pyrrolpropionitriles, process for their preparation and pharmaceutical preparations containing them
US4435407A (en) * 1982-01-07 1984-03-06 Ciba-Geigy Corporation Certain substituted β-oxo-α-carbamoylpyrrolepropionitriles
EP0156091A1 (en) * 1982-09-28 1985-10-02 Ciba-Geigy Ag Beta-oxo-alpha-carbamoyl-pyrrolepropionitriles, processes for their preparation, pharmaceutical compositions comprising these compounds and their therapeutic use
EP0274443A1 (en) * 1987-01-09 1988-07-13 FARMITALIA CARLO ERBA S.r.l. Heteroaryl 3-oxo-propanenitrile derivatives and process for their preparation
WO1989012638A1 (en) * 1988-06-20 1989-12-28 Farmitalia Carlo Erba S.R.L. Tricyclic 3-oxo-propanenitrile derivatives and process for their preparation
EP0372470A2 (en) * 1988-12-08 1990-06-13 Ciba-Geigy Ag Novel alpha-cyano-beta-oxopropionamides
DE3940074A1 (en) * 1989-02-06 1990-08-09 Erba Carlo Spa CONDENSED 3-OXO-PROPANITRILE DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF
WO1991001309A1 (en) * 1989-07-17 1991-02-07 Farmitalia Carlo Erba S.R.L. Heteroaryl-3-oxo-propanenitrile derivatives useful in stimulating myelopoiesis
EP0620489A1 (en) * 1993-04-12 1994-10-19 Konica Corporation Method of forming photographic cyan dye image
JPH0827131A (en) * 1994-07-11 1996-01-30 Teikoku Hormone Mfg Co Ltd New bicyclic compound-condensed (2,1-d)isoxazole-3-carboxamide derivative

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3842099A (en) * 1969-10-06 1974-10-15 Teikoku Hormune Mfg Co Ltd Naphtho(2,1-d)isoxazole derivatives
EP0021207A1 (en) * 1979-06-11 1981-01-07 Ciba-Geigy Ag Alphacarbamoyl-pyrrolpropionitriles, process for their preparation and pharmaceutical preparations containing them
US4435407A (en) * 1982-01-07 1984-03-06 Ciba-Geigy Corporation Certain substituted β-oxo-α-carbamoylpyrrolepropionitriles
EP0156091A1 (en) * 1982-09-28 1985-10-02 Ciba-Geigy Ag Beta-oxo-alpha-carbamoyl-pyrrolepropionitriles, processes for their preparation, pharmaceutical compositions comprising these compounds and their therapeutic use
EP0274443A1 (en) * 1987-01-09 1988-07-13 FARMITALIA CARLO ERBA S.r.l. Heteroaryl 3-oxo-propanenitrile derivatives and process for their preparation
WO1989012638A1 (en) * 1988-06-20 1989-12-28 Farmitalia Carlo Erba S.R.L. Tricyclic 3-oxo-propanenitrile derivatives and process for their preparation
EP0372470A2 (en) * 1988-12-08 1990-06-13 Ciba-Geigy Ag Novel alpha-cyano-beta-oxopropionamides
DE3940074A1 (en) * 1989-02-06 1990-08-09 Erba Carlo Spa CONDENSED 3-OXO-PROPANITRILE DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF
WO1991001309A1 (en) * 1989-07-17 1991-02-07 Farmitalia Carlo Erba S.R.L. Heteroaryl-3-oxo-propanenitrile derivatives useful in stimulating myelopoiesis
EP0620489A1 (en) * 1993-04-12 1994-10-19 Konica Corporation Method of forming photographic cyan dye image
JPH0827131A (en) * 1994-07-11 1996-01-30 Teikoku Hormone Mfg Co Ltd New bicyclic compound-condensed (2,1-d)isoxazole-3-carboxamide derivative

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 96, no. 5 31 May 1996 (1996-05-31) *

Also Published As

Publication number Publication date
EP1019380A2 (en) 2000-07-19
AU1334399A (en) 1999-04-23
WO1999016753A2 (en) 1999-04-08
JP2001518469A (en) 2001-10-16
GB9720899D0 (en) 1997-12-03
CA2302025A1 (en) 1999-04-08

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