[go: up one dir, main page]

WO1991013055A3 - Nouveaux derives d'aryl- et heteroarylethenylene, et leur procede de preparation - Google Patents

Nouveaux derives d'aryl- et heteroarylethenylene, et leur procede de preparation Download PDF

Info

Publication number
WO1991013055A3
WO1991013055A3 PCT/EP1991/000350 EP9100350W WO9113055A3 WO 1991013055 A3 WO1991013055 A3 WO 1991013055A3 EP 9100350 W EP9100350 W EP 9100350W WO 9113055 A3 WO9113055 A3 WO 9113055A3
Authority
WO
WIPO (PCT)
Prior art keywords
ring system
zero
heteroarylethenylene
derivatives
aryl
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.)
Ceased
Application number
PCT/EP1991/000350
Other languages
English (en)
Other versions
WO1991013055A2 (fr
Inventor
Franco Buzzetti
Antonio Longo
Maristella Colombo
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.)
Pfizer Italia SRL
Original Assignee
Farmitalia Carlo Erba SRL
Carlo Erba SpA
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 AU72412/91A priority Critical patent/AU652740C/en
Priority to CA002053253A priority patent/CA2053253C/fr
Priority to US08/126,687 priority patent/US5374652A/en
Priority to FI915010A priority patent/FI915010A0/fi
Priority to DE69115379T priority patent/DE69115379T2/de
Priority to EP91904125A priority patent/EP0470221B1/fr
Priority to SU915010251A priority patent/RU2091369C1/ru
Application filed by Farmitalia Carlo Erba SRL, Carlo Erba SpA filed Critical Farmitalia Carlo Erba SRL
Priority to KR1019910701435A priority patent/KR920701136A/ko
Publication of WO1991013055A2 publication Critical patent/WO1991013055A2/fr
Publication of WO1991013055A3 publication Critical patent/WO1991013055A3/fr
Anticipated expiration legal-status Critical
Priority to US08/294,350 priority patent/US5488057A/en
Priority to US08/455,688 priority patent/US5627207A/en
Priority to GR960400287T priority patent/GR3018891T3/el
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/40—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by doubly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/36—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/41—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by carboxyl groups, other than cyano groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00—Thiocarboxylic acids
    • C07C327/38—Amides of thiocarboxylic acids
    • C07C327/40—Amides of thiocarboxylic acids having carbon atoms of thiocarboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C327/44—Amides of thiocarboxylic acids having carbon atoms of thiocarboxamide groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/52—Unsaturated compounds containing hydroxy or O-metal groups a hydroxy or O-metal group being bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/54—Unsaturated compounds containing hydroxy or O-metal groups containing six-membered aromatic rings and other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C07D209/34—Oxygen atoms in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D215/14—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/20—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/20—Oxygen atoms
    • C07D215/24—Oxygen atoms attached in position 8
    • C07D215/26—Alcohols; Ethers thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D403/06—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 linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Quinoline Compounds (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Catalysts (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pyridine Compounds (AREA)

Abstract

Dérivés d'aryl- et hétéroaryléthénylène de formule (I), où Y est un système à anneau mono- ou bicyclique choisi parmi (A), (B), (C), (D), (E), (F) et (G), R est un groupe de formule (a), (b), (c), (d), (e), (f), (g), (h), (i) ou (j), où R3 est -OH ou -NH2 et Ph signifie phényle; R1 est hydrogène, C1-C6 alkyle ou C2-C6 alkanoyl; R2 est hydrogène, halogène, cyano ou C1-C6 alkyle; n est zéro ou un nombre entier de 1 à 3, lorsque Y est un système annulaire (A); il est zéro, 1 ou 2 lorsque Y est un système annulaire (B), (E), (F) ou (G); ou il est zéro ou 1 lorsque Y est un système annulaire (C) ou (D); et leurs sels pharmaceutiquement acceptables; et où chacun des substituants R, OR1 et R2 peut se trouver indépendamment sur l'un des groupes aryle ou hétéroaryle du système annulaire bicyclique (A), (E), (F) et (G), tandis que seul le groupe benzène peut être substitué dans le système annulaire bicyclique (B). Lesdits dérivés sont utiles en tant qu'inhibiteurs de l'activité de tyrosine kinase.
PCT/EP1991/000350 1990-02-28 1991-02-26 Nouveaux derives d'aryl- et heteroarylethenylene, et leur procede de preparation Ceased WO1991013055A2 (fr)

Priority Applications (11)

Application Number Priority Date Filing Date Title
EP91904125A EP0470221B1 (fr) 1990-02-28 1991-02-26 Nouveaux derives d'arylethenylene, et leur procede de preparation
CA002053253A CA2053253C (fr) 1990-02-28 1991-02-26 Nouveaux derives d'aryl- et d'heteroarylethenylene et procede d'obtention
US08/126,687 US5374652A (en) 1990-02-28 1991-02-26 2-oxindole compounds which are useful as tyrosine kinase inhibitors
FI915010A FI915010A0 (fi) 1990-02-28 1991-02-26 Nya aryl- och heteroaryletenylenderivat och foerfarande foer framstaellning av desamma.
DE69115379T DE69115379T2 (de) 1990-02-28 1991-02-26 Neue arylethenylenderivate und verfahren zu ihrer herstellung
SU915010251A RU2091369C1 (ru) 1990-02-28 1991-02-26 Соединения и фармацевтическая композиция
KR1019910701435A KR920701136A (ko) 1990-02-28 1991-02-26 아릴-및 헤테로아릴에테닐렌 유도체 및 이의 제조방법
AU72412/91A AU652740C (en) 1990-02-28 1991-02-26 New aryl- and heteroarylethenylene derivatives and process for their preparation
US08/294,350 US5488057A (en) 1990-02-28 1994-08-23 2-oxindole compounds which have useful tyrosine kinase activity
US08/455,688 US5627207A (en) 1990-02-28 1995-05-31 Arylethenylene compounds which are useful as tyrosine kinase inhibitors
GR960400287T GR3018891T3 (en) 1990-02-28 1996-02-01 New arylethenylene derivatives and process for their preparation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9004483.5 1990-02-28
GB909004483A GB9004483D0 (en) 1990-02-28 1990-02-28 New aryl-and heteroarylethenylene derivatives and process for their preparation

Publications (2)

Publication Number Publication Date
WO1991013055A2 WO1991013055A2 (fr) 1991-09-05
WO1991013055A3 true WO1991013055A3 (fr) 1991-10-31

Family

ID=10671744

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1991/000350 Ceased WO1991013055A2 (fr) 1990-02-28 1991-02-26 Nouveaux derives d'aryl- et heteroarylethenylene, et leur procede de preparation

Country Status (20)

Country Link
US (3) US5374652A (fr)
EP (2) EP0662473B1 (fr)
JP (2) JP3152434B2 (fr)
KR (1) KR920701136A (fr)
AT (2) ATE184000T1 (fr)
CA (1) CA2053253C (fr)
DE (2) DE69115379T2 (fr)
DK (1) DK0470221T3 (fr)
ES (2) ES2083569T3 (fr)
FI (1) FI915010A0 (fr)
GB (1) GB9004483D0 (fr)
GR (1) GR3018891T3 (fr)
HU (1) HU210791B (fr)
IE (1) IE73666B1 (fr)
IL (1) IL97049A (fr)
NZ (1) NZ237182A (fr)
PT (1) PT96897B (fr)
RU (1) RU2091369C1 (fr)
WO (1) WO1991013055A2 (fr)
ZA (1) ZA911441B (fr)

Families Citing this family (80)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9004483D0 (en) * 1990-02-28 1990-04-25 Erba Carlo Spa New aryl-and heteroarylethenylene derivatives and process for their preparation
IL97873A0 (en) * 1990-04-16 1992-06-21 Yissum Res Dev Co Heterocyclicethenediyl compounds which inhibit egf receptor tyrosine kinase
GB9115160D0 (en) * 1991-07-12 1991-08-28 Erba Carlo Spa Methylen-oxindole derivatives and process for their preparation
US5587385A (en) * 1991-12-24 1996-12-24 Farmitalia Carlo Erba S.R.L. Arylidene-heterocyclic derivatives and process for their preparation
EP0549348A1 (fr) * 1991-12-24 1993-06-30 PHARMACIA S.p.A. Dérivés arylidène-hétérocycliques, procédé de préparation et utilisation comme inhibiteurs de tyrisine kinase
GB9204945D0 (en) * 1992-03-06 1992-04-22 Erba Carlo Spa 3-aryl-glycidic ester derivatives and process for their preparation
HUT71553A (en) * 1992-08-06 1995-12-28 Warner Lambert Co 2-thioindoles (selenoindoles) and related disulfides (selenides) which inhibit protein tyrosine kinases and which have antitumor properties
GB9226855D0 (en) 1992-12-23 1993-02-17 Erba Carlo Spa Vinylene-azaindole derivatives and process for their preparation
GB9313638D0 (en) * 1993-07-01 1993-08-18 Erba Carlo Spa Arylidene and heteroarylidene oxindole derivatives and process for their preparation
GB9326136D0 (en) * 1993-12-22 1994-02-23 Erba Carlo Spa Biologically active 3-substituted oxindole derivatives useful as anti-angiogenic agents
US5449788A (en) * 1994-01-28 1995-09-12 Catalytica, Inc. Process for preparing 2-oxindole-1-carboxamides
GB9406137D0 (en) * 1994-03-28 1994-05-18 Erba Carlo Spa N-substituted beta-aryl- and betaheteroaryl-alpha-cyanoacrylamide derivatives and process for their preparation
GB9412719D0 (en) * 1994-06-24 1994-08-17 Erba Carlo Spa Substituted azaindolylidene compounds and process for their preparation
GB9501567D0 (en) * 1995-01-26 1995-03-15 Pharmacia Spa Hydrosoluble 3-arylidene-2-oxindole derivatives as tyrosine kinase inhibitors
GB9507298D0 (en) * 1995-04-07 1995-05-31 Pharmacia Spa Substituted indolylmethylene-oxindale analogues as tyrosine kinase inhibitors
US6147106A (en) 1997-08-20 2000-11-14 Sugen, Inc. Indolinone combinatorial libraries and related products and methods for the treatment of disease
US6906093B2 (en) 1995-06-07 2005-06-14 Sugen, Inc. Indolinone combinatorial libraries and related products and methods for the treatment of disease
US6316635B1 (en) 1995-06-07 2001-11-13 Sugen, Inc. 2-indolinone derivatives as modulators of protein kinase activity
US5880141A (en) * 1995-06-07 1999-03-09 Sugen, Inc. Benzylidene-Z-indoline compounds for the treatment of disease
GB9610964D0 (en) * 1996-05-24 1996-07-31 Pharmacia & Upjohn Spa Substituted tetralylmethylen-oxindole analogues as tyrosine kinase inhibitors
GB9611797D0 (en) * 1996-06-06 1996-08-07 Pharmacia Spa Substituted quinolylmethylen-oxindole analogues as tyrosine kinase inhibitors
ES2251741T3 (es) * 1996-08-23 2006-05-01 Sugen, Inc. Bibliotecas combinatorias de indolinona y productos afines y metodos para el tratamiento de enfermedades.
US6495579B1 (en) * 1996-12-02 2002-12-17 Angiotech Pharmaceuticals, Inc. Method for treating multiple sclerosis
US20030157187A1 (en) * 1996-12-02 2003-08-21 Angiotech Pharmaceuticals, Inc. Compositions and methods for treating or preventing inflammatory diseases
WO1998024432A2 (fr) * 1996-12-05 1998-06-11 Sugen, Inc. Utilisation de composes a base d'indolinone en tant que modulateurs de proteine kinases
UA73073C2 (uk) * 1997-04-03 2005-06-15 Уайт Холдінгз Корпорейшн Заміщені 3-ціанохіноліни, спосіб їх одержання та фармацевтична композиція
US6316429B1 (en) 1997-05-07 2001-11-13 Sugen, Inc. Bicyclic protein kinase inhibitors
US6486185B1 (en) 1997-05-07 2002-11-26 Sugen, Inc. 3-heteroarylidene-2-indolinone protein kinase inhibitors
SK158199A3 (en) * 1997-05-28 2000-06-12 Rhone Poulenc Rorer Pharma QUINOLINE AND QUINOXALINE COMPOUNDS WHICH INHIBIT PLATELET-DERIVED GROWTH FACTOR AND/OR p56lck TYROSINE KINASES
US6180632B1 (en) 1997-05-28 2001-01-30 Aventis Pharmaceuticals Products Inc. Quinoline and quinoxaline compounds which inhibit platelet-derived growth factor and/or p56lck tyrosine kinases
US6159978A (en) 1997-05-28 2000-12-12 Aventis Pharmaceuticals Product, Inc. Quinoline and quinoxaline compounds which inhibit platelet-derived growth factor and/or p56lck tyrosine kinases
US6051593A (en) * 1997-06-20 2000-04-18 Sugen, Inc. 3-(cycloalkanoheteroarylidenyl)-2- indolinone protein tyrosine kinase inhibitors
US20040067531A1 (en) * 1997-08-20 2004-04-08 Sugen, Inc. Methods of modulating protein tyrosine kinase function with substituted indolinone compounds
GB9718913D0 (en) 1997-09-05 1997-11-12 Glaxo Group Ltd Substituted oxindole derivatives
EP1042295B1 (fr) * 1997-12-22 2005-09-07 Pharmacia & Upjohn Company LLC 4-hydroxyquinoline-3-carboxamides et hydrazides utilises comme agents antiviraux
US6531502B1 (en) 1998-01-21 2003-03-11 Sugen, Inc. 3-Methylidenyl-2-indolinone modulators of protein kinase
EP1060160A2 (fr) 1998-02-27 2000-12-20 THE UNITED STATES GOVERNMENT as represented by THE DEPARTMENT OF HEALTH AND HUMAN SERVICES Analogues de lavendustine a disubstitues et compositions pharmaceutiques contenant ces analogues
JP2002507598A (ja) * 1998-03-26 2002-03-12 スージェン・インコーポレーテッド チロシン蛋白質キナーゼを調節するためのヘテロ環式化合物のファミリー
US6514981B1 (en) 1998-04-02 2003-02-04 Sugen, Inc. Methods of modulating tyrosine protein kinase function with indolinone compounds
US6569868B2 (en) 1998-04-16 2003-05-27 Sugen, Inc. 2-indolinone derivatives as modulators of protein kinase activity
AU759226B2 (en) 1998-05-29 2003-04-10 Sugen, Inc. Pyrrole substituted 2-indolinone protein kinase inhibitors
JP2002522452A (ja) * 1998-08-04 2002-07-23 スージェン・インコーポレーテッド 蛋白質キナーゼの調節剤３−メチリデニル−２−インドリノン
US6680335B2 (en) 1998-09-28 2004-01-20 Sugen, Inc. Methods of modulating protein tyrosine kinase function with substituted indolinone compounds
US6153634A (en) 1998-12-17 2000-11-28 Hoffmann-La Roche Inc. 4,5-azolo-oxindoles
BR9916327A (pt) * 1998-12-17 2001-09-18 Hoffmann La Roche Oxindóis de 4-alquenila (e alquinila) como inibidores de cinases dependentes de ciclina, em particular, cdk2
CN1158283C (zh) 1998-12-17 2004-07-21 霍夫曼-拉罗奇有限公司 作为蛋白激酶抑制剂的4-和5-吡嗪基羟吲哚
CN1136217C (zh) 1998-12-17 2004-01-28 霍夫曼-拉罗奇有限公司 作为jnk蛋白质激酶抑制剂的4-芳基羟吲哚
US6492398B1 (en) 1999-03-04 2002-12-10 Smithkline Beechman Corporation Thiazoloindolinone compounds
US6624171B1 (en) * 1999-03-04 2003-09-23 Smithkline Beecham Corporation Substituted aza-oxindole derivatives
GB9904933D0 (en) * 1999-03-04 1999-04-28 Glaxo Group Ltd Compounds
CA2368041A1 (fr) * 1999-03-24 2000-09-28 Sugen, Inc. Composes d'indolinone tels que des inhibiteurs de kinase
US6689806B1 (en) 1999-03-24 2004-02-10 Sugen, Inc. Indolinone compounds as kinase inhibitors
US20070060606A1 (en) * 1999-10-07 2007-03-15 Robertson Harold A Compounds and methods for modulating phosphodiesterase 10A
US6878733B1 (en) 1999-11-24 2005-04-12 Sugen, Inc. Formulations for pharmaceutical agents ionizable as free acids or free bases
US6313310B1 (en) 1999-12-15 2001-11-06 Hoffmann-La Roche Inc. 4-and 5-alkynyloxindoles and 4-and 5-alkenyloxindoles
BRPI0108394B8 (pt) 2000-02-15 2021-05-25 Upjohn Co inibidores de proteína de quinase de 2-indolinona de pirrol substituído, seus sais e composições farmacêuticas compreendendo os mesmos
US6620818B1 (en) 2000-03-01 2003-09-16 Smithkline Beecham Corporation Method for reducing the severity of side effects of chemotherapy and/or radiation therapy
US6992081B2 (en) 2000-03-23 2006-01-31 Elan Pharmaceuticals, Inc. Compounds to treat Alzheimer's disease
EP1265849B1 (fr) 2000-03-23 2006-10-25 Elan Pharmaceuticals, Inc. Composes et methodes de traitement de la maladie d'alzheimer
TWI270545B (en) 2000-05-24 2007-01-11 Sugen Inc Mannich base prodrugs of 3-(pyrrol-2-ylmethylidene)-2-indolinone derivatives
AU2001268154A1 (en) * 2000-06-02 2001-12-17 Sugen, Inc. Indolinone derivatives as protein kinase/phosphatase inhibitors
ATE302751T1 (de) * 2000-06-30 2005-09-15 Elan Pharm Inc Verbindungen zur behandlung der alzheimerischen krankheit
PE20020276A1 (es) 2000-06-30 2002-04-06 Elan Pharm Inc COMPUESTOS DE AMINA SUSTITUIDA COMO INHIBIDORES DE ß-SECRETASA PARA EL TRATAMIENTO DE ALZHEIMER
US20030096864A1 (en) * 2000-06-30 2003-05-22 Fang Lawrence Y. Compounds to treat alzheimer's disease
US6846813B2 (en) 2000-06-30 2005-01-25 Pharmacia & Upjohn Company Compounds to treat alzheimer's disease
US6633484B1 (en) 2000-11-20 2003-10-14 Intel Corporation Heat-dissipating devices, systems, and methods with small footprint
AR042586A1 (es) 2001-02-15 2005-06-29 Sugen Inc 3-(4-amidopirrol-2-ilmetiliden)-2-indolinona como inhibidores de la protein quinasa; sus composiciones farmaceuticas; un metodo para la modulacion de la actividad catalitica de la proteinquinasa; un metodo para tratar o prevenir una afeccion relacionada con la proteinquinasa
AU2002303892A1 (en) 2001-05-30 2002-12-09 Jingrong Cui 5-aralkylsulfonyl-3- (pyrrol-2-ylmethylidene)-2-indolinone derivatives as kinase inhibitors
EP1401452A1 (fr) * 2001-06-27 2004-03-31 Elan Pharmaceuticals, Inc. Derives de beta-hydroxyamine utiles dans le traitement de la maladie d'alzheimer
AR038957A1 (es) * 2001-08-15 2005-02-02 Pharmacia Corp Terapia de combinacion para el tratamiento del cancer
MXPA04003385A (es) 2001-10-10 2005-04-11 Sugen Inc Derivados de 3-?4-substituido con heterociclilo)-pirrol-2-ilmetilidene?-2-indolinona como inhibidores de cinasa.
US20040176372A1 (en) * 2002-03-01 2004-09-09 Pintex Pharmaceuticals, Inc. Pin1-modulating compounds and methods of use thereof
US7767701B2 (en) * 2002-11-22 2010-08-03 Glaxosmithkline Llc Chemical compounds
JP4751336B2 (ja) * 2003-12-11 2011-08-17 ボード・オブ・リージエンツ，ザ・ユニバーシテイ・オブ・テキサス・システム 細胞増殖性疾患を治療する化合
TW200716580A (en) * 2005-06-08 2007-05-01 Smithkline Beecham Corp (5Z)-5-(6-quinoxalinylmethylidene)-2-[(2,6-dichlorophenyl)amino]-1,3-thiazol-4(5H)-one
US20100286041A1 (en) * 2007-03-22 2010-11-11 Smithkline Beecham Corporation (5z)-5-(6-quinoxalinylmethylidene)-2-[(2,6-dichlorophenyl)amino]-1,3-thiazol-4(5h)-one
BRPI0915697A2 (pt) 2008-07-08 2016-02-10 Univ Texas inibidores de proliferação e ativação de transdutor de sinal e ativador de transcrição (stats)
JP2013510886A (ja) * 2009-11-16 2013-03-28 ザ・リージエンツ・オブ・ザ・ユニバーシテイ・オブ・カリフオルニア キナーゼ阻害剤
CN102115469A (zh) * 2011-03-21 2011-07-06 浙江大学 吲哚啉-2-酮类衍生物的制备和用途
GB201512635D0 (en) 2015-07-17 2015-08-26 Ucl Business Plc Uses of therapeutic compounds

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0376288A1 (fr) * 1988-12-28 1990-07-04 Eisai Co., Ltd. Dérivés du naphtalène

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3056790A (en) * 1960-01-08 1962-10-02 Wisconsin Alumni Res Found 8-ro-2-quinoline acrylic acid and lower alkyl esters thereof
DE3310891A1 (de) * 1983-03-25 1984-09-27 Boehringer Mannheim Gmbh, 6800 Mannheim Neue indolinon-(2)-derivate, verfahren zu ihrer herstellung, diese verbindungen enthaltende arzneimittel und zwischenprodukte
DE3874257T2 (de) * 1987-03-11 1993-02-11 Kanegafuchi Chemical Ind Hydroxystyren-derivate.
GB8727099D0 (en) * 1987-11-19 1987-12-23 Cellena Cell Eng A G Compositions containing melantonin/homologues
GB9000939D0 (en) * 1990-01-16 1990-03-14 Erba Carlo Spa Improvement in the total synthesis of erbstatin analogs
GB9000950D0 (en) * 1990-01-16 1990-03-14 Erba Carlo Spa New arylvinylamide derivatives and process for their preparation
GB9004483D0 (en) * 1990-02-28 1990-04-25 Erba Carlo Spa New aryl-and heteroarylethenylene derivatives and process for their preparation
GB9115160D0 (en) * 1991-07-12 1991-08-28 Erba Carlo Spa Methylen-oxindole derivatives and process for their preparation
GB9226855D0 (en) * 1992-12-23 1993-02-17 Erba Carlo Spa Vinylene-azaindole derivatives and process for their preparation

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0376288A1 (fr) * 1988-12-28 1990-07-04 Eisai Co., Ltd. Dérivés du naphtalène

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
Chem. Pharm. Bull., Vol. 36, March 1988, T. Shiraishi et al: "Specific inhibitors of tyrosine-specific protein kinase. I. Synthesis and inhibitory activities of -cyanocinnamamides", pages 974-981, see the whole article *
Chemical Abstracts Service Registry Handbook, Number Section 1965-1989 (Columbus, Ohio, US), see registry numbers: 121458-27-3 and 121458-36-4 *
Chim. Ther., Vol. 8, February 1973, J-C Dor` et al: "Chimioth`rapie antitumorale et synth`ses dans le domaine des antitumoraux d'origine naturelle. IV. Remplacement du NO2 de]]-nitrostyrenes actifs par divers substituants `lectroattracteurs", pages 75-79, see especially compound 12 *
Chim. Ther., Vol. 8, February 1973, J-C Dor` et al: "Chimioth`rapie antitumorale et syntheses dans le domaine des antitumoraux d'origine naturelle. V. Analogues de ÜÜ-nitrostyrenes actifs, porteurs de groupements `lectroattracteurs g`min`s sur leur carbone ", pages 80-84, see especially compounds 21 and 31 *
Farmaco, Ed. Sci., Vol. 27, April 1972, C. Viel and J-C Dor`: "Nouveaux cytotoxiques et antitumoraux de synthese au depart de l'acide aristolochique, acide nirophenanthrenique a action antitumorale, extrait des aristolochiacees", pages 257-312, see especially pages 296-297 *

Also Published As

Publication number Publication date
NZ237182A (en) 1993-12-23
HU913626D0 (en) 1992-03-30
GR3018891T3 (en) 1996-05-31
HU210791B (en) 1995-07-28
GB9004483D0 (en) 1990-04-25
EP0662473A1 (fr) 1995-07-12
DE69131581D1 (de) 1999-10-07
IL97049A (en) 1995-10-31
JP3292845B2 (ja) 2002-06-17
FI915010A7 (fi) 1991-10-23
EP0662473B1 (fr) 1999-09-01
US5374652A (en) 1994-12-20
AU652740B2 (en) 1994-09-08
CA2053253A1 (fr) 1991-08-29
IE73666B1 (en) 1997-07-02
ZA911441B (en) 1991-11-27
JP3152434B2 (ja) 2001-04-03
IL97049A0 (en) 1992-03-29
JPH04506081A (ja) 1992-10-22
FI915010A0 (fi) 1991-10-23
AU7241291A (en) 1991-09-18
HUT59081A (en) 1992-04-28
JP2000204070A (ja) 2000-07-25
PT96897A (pt) 1991-10-31
ES2083569T3 (es) 1996-04-16
CA2053253C (fr) 2005-04-26
PT96897B (pt) 1998-07-31
ATE131470T1 (de) 1995-12-15
DK0470221T3 (da) 1996-01-29
US5488057A (en) 1996-01-30
IE910664A1 (en) 1991-08-28
EP0470221B1 (fr) 1995-12-13
RU2091369C1 (ru) 1997-09-27
DE69131581T2 (de) 2000-01-20
ATE184000T1 (de) 1999-09-15
DE69115379D1 (de) 1996-01-25
KR920701136A (ko) 1992-08-11
ES2137386T3 (es) 1999-12-16
WO1991013055A2 (fr) 1991-09-05
EP0470221A1 (fr) 1992-02-12
DE69115379T2 (de) 1996-05-15
US5627207A (en) 1997-05-06

Similar Documents

Publication Publication Date Title
WO1991013055A3 (fr) Nouveaux derives d'aryl- et heteroarylethenylene, et leur procede de preparation
CA2091058A1 (fr) Derives du methyleneoxindole et methode de preparation
EP1103552A4 (fr) Derives de benzothiepine, leur procede de preparation et leurs utilisations
IL112010A0 (en) Pharmaceutical compositions comprising 3-substituted oxindol derivatives having anti-angiogenic avtivity
NO178697C (no) Analogifremgangsmåte for fremstilling av terapeutisk aktive pyrazolopyridin-forbindelser
HUT53368A (en) Process for producing pyrazolo-pyridine derivatives and pharmaceutical compositions containing them
ATE127801T1 (de) Pyrazolopyridinverbindungen und verfahren zu ihrer herstellung.
MX9804107A (es) Derivados de quinolina.
MY130160A (en) N-substituted b-aryl-and b-heteroaryl-a -cyanoacrylamide derivatives and process for their preparation
ES8800122A1 (es) Un procedimiento para la preparacion de derivados de indeno y naftaleno.
ES2016017A6 (es) Procedimiento para preparar derivados de acido 1,1-dioxocefem-4-carbotiolico.
IE64851B1 (en) New bronchospasmolytic compounds and process for their preparation
AU4441593A (en) Tetrahydronaphthalene derivatives, their preparation and their application in therapy
AU562377B2 (en) 1,1-diphenyl-propanol-derivatives
JPS55104266A (en) Novel pyridone derivative
CA2163115A1 (fr) Derives de beta-aryle-n substitue et de beta-heteroaryle-alpha-cyanoacrylamides et procede de preparation
JPS51146496A (en) Process for preparing novel 4-oxo- 1,2,3,4-tetrahydropyrido (2,3-d)pyr imidine derivatives

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AU CA FI HU JP KR SU US

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): AT BE CH DE DK ES FR GB GR IT LU NL SE

WWE Wipo information: entry into national phase

Ref document number: 1991904125

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2053253

Country of ref document: CA

WWE Wipo information: entry into national phase

Ref document number: 915010

Country of ref document: FI

AK Designated states

Kind code of ref document: A3

Designated state(s): AU CA FI HU JP KR SU US

AL Designated countries for regional patents

Kind code of ref document: A3

Designated state(s): AT BE CH DE DK ES FR GB GR IT LU NL SE

WWP Wipo information: published in national office

Ref document number: 1991904125

Country of ref document: EP

WWG Wipo information: grant in national office

Ref document number: 1991904125

Country of ref document: EP