[go: up one dir, main page]

WO1991006537A3 - Substituted indole-, indene-, pyranoindole- and tetrahydrocarbazole- alkanoic acid derivatives as inhibitors of pla2 and lipoxygenase - Google Patents

Substituted indole-, indene-, pyranoindole- and tetrahydrocarbazole- alkanoic acid derivatives as inhibitors of pla2 and lipoxygenase Download PDF

Info

Publication number
WO1991006537A3
WO1991006537A3 PCT/US1990/006251 US9006251W WO9106537A3 WO 1991006537 A3 WO1991006537 A3 WO 1991006537A3 US 9006251 W US9006251 W US 9006251W WO 9106537 A3 WO9106537 A3 WO 9106537A3
Authority
WO
WIPO (PCT)
Prior art keywords
lower alkyl
phenyl
halo
hydrogen
pyranoindole
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/US1990/006251
Other languages
French (fr)
Other versions
WO1991006537A2 (en
Inventor
John Henry Musser
Anthony Frank Kreft Iii
Amedeo Arturo Failli
Christopher Alexander Demerson
Uresh Shantilal Shah
James Albert Nelson
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
American Home Products Corp
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 American Home Products Corp filed Critical American Home Products Corp
Priority to BR909007790A priority Critical patent/BR9007790A/en
Priority to KR1019920700971A priority patent/KR920702345A/en
Publication of WO1991006537A2 publication Critical patent/WO1991006537A2/en
Publication of WO1991006537A3 publication Critical patent/WO1991006537A3/en
Priority to FI921865A priority patent/FI921865A7/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • C07D401/12—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 chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic 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
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • 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
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/22—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an aralkyl radical attached to the ring nitrogen atom
    • 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
    • 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
    • C07D401/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Pulmonology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Liquid Crystal (AREA)
  • Devices For Indicating Variable Information By Combining Individual Elements (AREA)

Abstract

There are disclosed compounds of the formula: A(CH2)nO-B, wherein A is C4-C8 alkyl, phenoxyethyl, phenoxyphenyl or a group having formula (a) or (b), wherein X is -N- or (c); Z is (d), (e), (f), (g), -S- or -O-; R1 is hydrogen, lower alkyl, phenyl or phenyl substituted with trifluoromethyl; R2 is hydrogen or lower alkyl; or R?1 and R2¿ taken together form a benzen ring; R3 is hydrogen or lower alkyl; n is 1-2; B is (h), (i), (j) or (k); wherein R4 is -CO¿2R?2, (l), (m), (n), (o) or (p); m is 0-3; R5 is (q); or phenyl or phenyl substituted by halo, lower alkylthio, lower alkylsulfinyl or lower alkylsulfonyl; R6 is A(CH¿2?)nO- or halo; with the proviso that when R?6¿ is halo, R5 is (r); R7 is lower alkyl; Y is -CH¿2?- or -O-; R?8¿ is lower alkyl or -(CH¿2?)mCO2R?3; R9¿ is (s) or -CH¿2?R?10; R10¿ is lower alkyl, phenyl, phenyl substituted with carboxy, halo, loweralkylthio or loweralkylsulfinyl, pyridyl, furanyl or quinolinyl; R11 is lower alkyl or phenyl; and the pharmacologically acceptable salts thereof, and their use in the treatment of inflammatory conditions, such as rheumatoid arthritis, ulcerative colitis, psoriasis and other immediate hypersensitivity reactions; in the treatment of leukotriene-mediated naso-bronchial obstructive air-passageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like; and as gastric cytoprotective agents.
PCT/US1990/006251 1989-10-27 1990-10-27 Substituted indole-, indene-, pyranoindole- and tetrahydrocarbazole- alkanoic acid derivatives as inhibitors of pla2 and lipoxygenase Ceased WO1991006537A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
BR909007790A BR9007790A (en) 1989-10-27 1990-10-27 DERIVATIVES OF INDOL-, INDENO-, PYRANINDOL-AND TETRAHYDROCARBAZOL-ALKANOIC ACIDS REPLACED AS PLA2 AND LIPOXYGENASE INHIBITORS
KR1019920700971A KR920702345A (en) 1989-10-27 1990-10-27 Substituted indole-, indene-, pyranoindole- and tetrahydrocarbazole-alkanoic acid derivatives as inhibitors of PLA_2 and lipoxygenase
FI921865A FI921865A7 (en) 1989-10-27 1992-04-24 SUBSTITUERADE INDOL-, INDEN-, PYRANOINDOL- OCH TETRAHYDROCARBAZOLE-ALKANIC ACID DERIVATIVES SOM INHIBITORER AV PLA2 OCH LIPOXIGENAS.

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US42826089A 1989-10-27 1989-10-27
US428,260 1989-10-27
US59613490A 1990-10-11 1990-10-11
US596,134 1990-10-11

Publications (2)

Publication Number Publication Date
WO1991006537A2 WO1991006537A2 (en) 1991-05-16
WO1991006537A3 true WO1991006537A3 (en) 1991-10-17

Family

ID=27027687

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1990/006251 Ceased WO1991006537A2 (en) 1989-10-27 1990-10-27 Substituted indole-, indene-, pyranoindole- and tetrahydrocarbazole- alkanoic acid derivatives as inhibitors of pla2 and lipoxygenase

Country Status (11)

Country Link
EP (1) EP0502106A1 (en)
JP (1) JPH05502222A (en)
KR (1) KR920702345A (en)
AU (1) AU643996B2 (en)
BR (1) BR9007790A (en)
CA (1) CA2070422A1 (en)
FI (1) FI921865A7 (en)
HU (1) HUT63407A (en)
IE (1) IE903872A1 (en)
PT (1) PT95692A (en)
WO (1) WO1991006537A2 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11459338B2 (en) 2017-11-24 2022-10-04 Jubilant Episcribe Llc Heterocyclic compounds as PRMT5 inhibitors
US11529341B2 (en) 2018-03-13 2022-12-20 Jubilant Prodel LLC Bicyclic compounds as inhibitors of PD1/PD-L1 interaction/activation
US11555015B2 (en) 2018-09-06 2023-01-17 Arena Pharmaceuticals, Inc. Compounds useful in the treatment of autoimmune and inflammatory disorders
US11629135B2 (en) 2017-11-06 2023-04-18 Jubilant Prodell Llc Pyrimidine derivatives as inhibitors of PD1/PD-L1 activation
US11833156B2 (en) 2017-09-22 2023-12-05 Jubilant Epipad LLC Heterocyclic compounds as pad inhibitors

Families Citing this family (57)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5229516A (en) * 1989-10-27 1993-07-20 American Home Products Corporation Substituted indole-, indene-, pyranoindole- and tetrahydrocarbazole-alkanoic acid derivatives as inhibitors of PLA2 and lipoxygenase
US5187180A (en) * 1990-07-26 1993-02-16 Merck Frosst Canada, Inc. (quinolin-2-ylmethoxy)heterotetrahydrocarbazoles as inhibitors of the biosynthesis of leukotrienes
US5221678A (en) * 1990-07-26 1993-06-22 Merck Frosst Canada, Inc. (quinolin-2-ylmethoxy)tetrahydrocarbazoles as inhibitors of the biosynthesis of leukotrienes
US5389650A (en) * 1991-09-30 1995-02-14 Merck Frosst Canada, Inc. (Azaarylmethoxy)indoles as inhibitors of leukotriene biosynthesis
US5290798A (en) * 1991-09-30 1994-03-01 Merck Frosst Canada, Inc. (hetero-arylmethoxy)indoles as inhibitors of leukotriene biosynthesis
CA2079374C (en) * 1991-09-30 2003-08-05 Merck Frosst Canada Incorporated (bicyclic-azaarylmethoxy)indoles as inhibitors of leukotriene biosynthesis
US5190968A (en) * 1991-09-30 1993-03-02 Merck Frosst Canada, Inc. (Polycyclic-arylmethoxy) indoles as inhibitors of leukotriene biosynthesis
US5308850A (en) * 1991-09-30 1994-05-03 Merck Frosst Canada, Inc. (Bicyclic-hetero-arylmethoxy)indoles as inhibitors of leukotriene biosynthesis
GB9122590D0 (en) * 1991-10-24 1991-12-04 Lilly Industries Ltd Pharmaceutical compounds
WO1993016069A1 (en) * 1992-02-13 1993-08-19 Merck Frosst Canada Inc. (azaaromaticalkoxy)indoles as inhibitors of leukotriene biosynthesis
DE4219765A1 (en) * 1992-06-17 1993-12-23 Bayer Ag Substituted (benzothiazolyl and quinoxalyl-methoxy) phenylacetic acid derivatives
US5374635A (en) * 1993-03-29 1994-12-20 Merck Frosst Canada, Inc. Furo[3,2-b]pyridines and thieno[3,2-b]pyridines as inhibitors of leukotriene biosynthesis
US5496957A (en) * 1993-09-01 1996-03-05 Virginia Commonwealth University Tryptamine analogs with 5-HT1D selectivity
DE4338770A1 (en) * 1993-11-12 1995-05-18 Matthias Dr Lehr Indole-2-alkanoic acids and their derivatives as inhibitors of phospholipase A¶2¶
DE69527322T2 (en) * 1994-04-01 2003-02-27 Eli Lilly And Co., Indianapolis 1H-indole-3-glyoxylamide sPLA2 inhibitors
US5504101A (en) * 1994-05-06 1996-04-02 Allelix Biopharmaceuticals, Inc. 5-HT-1D receptor ligands
FR2721610B1 (en) * 1994-06-28 1996-08-23 Adir New (thia) cycloalkyl [b] indole derivatives, process for their preparation and pharmaceutical compositions containing them.
US6121321A (en) * 1996-06-13 2000-09-19 Cell Pathways, Inc. Substituted methoxy benzylidene indenyl acetic and propionic acids for treating patients with precancerous lesions
US5965619A (en) * 1996-06-13 1999-10-12 Cell Pathways Inc. Method for treating patients having precancerous lesions with substituted indene derivatives
US5998477A (en) * 1996-06-13 1999-12-07 Cell Pathways Inc. Substituted methoxy benzylidene indenyl-acetic and propionic acids for treating patients with precancerous lesions
US6063818A (en) * 1996-06-13 2000-05-16 Cell Pathways Inc. Substituted benzylidene indenyl formamides, acetamides and propionamides
AU3767997A (en) * 1996-08-01 1998-02-25 Merckle Gmbh Acylpyrroldicarboxylic acids and acylindoldicarboxylic acids and their derivatives and inhibitors of the cytosolic phospholipase a2
US5948779A (en) * 1997-12-12 1999-09-07 Cell Pathways, Inc. Substituted condensation products of n-benzyl-3-indenyl acetamides with heterocyclic aldehydes
US6500853B1 (en) 1998-02-28 2002-12-31 Genetics Institute, Llc Inhibitors of phospholipase enzymes
US6028116A (en) * 1998-04-03 2000-02-22 Cell Pathways, Inc. Substituted condensation products of 1H-indenyl-hydroxyalkanes with aldehydes for neoplasia
ID23219A (en) * 1998-04-17 2000-03-30 Lilly Co Eli SUBSTITUTED TRISICLIC
DZ2769A1 (en) * 1998-04-17 2003-12-01 Lilly Co Eli Substituted tricyclics.
DE60032774D1 (en) * 1999-07-19 2007-02-15 Lilly Co Eli SPLA2 INHIBITORS
US6706752B1 (en) 1999-07-19 2004-03-16 Eli Lilly And Company sPLA2 inhibitors
AU2001229252A1 (en) * 2000-03-09 2001-09-17 Eli Lilly And Company Method for the treatment of renal dysfunction with spla2 inhibitors
WO2002020478A1 (en) * 2000-08-24 2002-03-14 Dublin City University N-benzylindole-3-acetic acid derivatives for use in the treatment of drug resistan cancer
ATE353876T1 (en) * 2001-03-28 2007-03-15 Lilly Co Eli SUBSTITUTED CARBAZOLES AS INHIBITORS OF SPLA2
US7101875B2 (en) 2001-12-03 2006-09-05 Wyeth Methods for treating arthritic disorders
US6635771B2 (en) 2001-12-03 2003-10-21 Wyeth N-benzhydryl indole compounds
US7605156B2 (en) 2001-12-03 2009-10-20 Wyeth Methods for the use of inhibitors of cytosolic phospholipase A2
US6984735B2 (en) 2001-12-03 2006-01-10 Wyeth Process for making an aldehyde
US7713964B2 (en) 2001-12-03 2010-05-11 Wyeth Llc Methods for treating asthmatic conditions
US6797708B2 (en) 2001-12-03 2004-09-28 Wyeth Inhibitors of cytosolic phospholipase A2
GB2407318A (en) * 2003-10-23 2005-04-27 Oxagen Ltd Substituted Indol-3-yl acetic acid derivatives
US7579002B2 (en) * 2003-12-05 2009-08-25 Wisconsin Alumni Research Foundation Method for improving body weight uniformity and increasing carcass yield in animals
TW200718687A (en) 2005-05-27 2007-05-16 Wyeth Corp Inhibitors of cytosolic phospholipase A2
US7977359B2 (en) 2005-11-04 2011-07-12 Amira Pharmaceuticals, Inc. 5-lipdxygenase-activating protein (FLAP) inhibitors
GB2431927B (en) 2005-11-04 2010-03-17 Amira Pharmaceuticals Inc 5-Lipoxygenase-activating protein (FLAP) inhibitors
EP2006271A4 (en) * 2006-03-30 2011-08-10 Asahi Kasei Pharma Corp Substituted bicyclic cyclic derivative and use thereof
EA019252B1 (en) * 2008-07-23 2014-02-28 Арена Фармасьютикалз, Инк. SUBSTITUTED (1,2,3,4-TETRAHYDROCYCLOPENTA[b]INDOL-3-YL)ACETIC ACID DERIVATIVES USEFUL IN THE TREATMENT OF AUTOIMMUNE AND INFLAMMATORY DISORDERS
PT2342205T (en) 2008-08-27 2016-07-28 Arena Pharm Inc Substituted tricyclic acid derivatives as s1p1 receptor agonists useful in the treatment of autoimmune and inflammatory disorders
US8546431B2 (en) 2008-10-01 2013-10-01 Panmira Pharmaceuticals, Llc 5-lipoxygenase-activating protein (FLAP) inhibitors
SG10201500639TA (en) 2010-01-27 2015-03-30 Arena Pharm Inc Processes for the preparation of (r)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid and salts thereof
CN105503882B (en) 2010-03-03 2019-07-05 艾尼纳制药公司 The method for preparing S1P1 receptor modulators and its crystal form
HUE069888T2 (en) 2015-01-06 2025-04-28 Arena Pharm Inc Compound for use in treating conditions related to the s1p1 receptor
KR102883123B1 (en) 2015-06-22 2025-11-10 아레나 파마슈티칼스, 인크. Crystalline l-arginine salt of (r)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclo-penta[b]indol-3-yl)acetic acid(compound1) for use in sipi receptor-associated disorders
WO2017073060A1 (en) * 2015-10-29 2017-05-04 国立大学法人東北大学 Collagen production inhibitor
JP2020507610A (en) 2017-02-16 2020-03-12 アリーナ ファーマシューティカルズ， インコーポレイテッド Compounds and methods for the treatment of inflammatory bowel disease with parenteral symptoms
MA47504A (en) 2017-02-16 2019-12-25 Arena Pharm Inc COMPOUNDS AND TREATMENT METHODS FOR PRIMITIVE BILIARY ANGIOCHOLITIS
WO2019077631A1 (en) 2017-10-18 2019-04-25 Jubilant Biosys Limited Imidazo-pyridine compounds as pad inhibitors
CN112601516A (en) 2018-06-06 2021-04-02 艾尼纳制药公司 Treatment with S1P1Methods of receptor-related conditions
CN115335046A (en) * 2020-03-25 2022-11-11 思研（Sri）国际顾问与咨询公司 Lipoxygenase inhibitors

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB970440A (en) * 1961-08-14 1964-09-23 Merck & Co Inc Anti-inflammatory compositions comprising steroids and indole derivatives
DE1816993A1 (en) * 1967-12-27 1969-10-16 Lodzkie Zaklady Farma Process for the preparation of 1-aoyl- or 1-heteroaroyl- or 1-benzheteroaroyl-2-methyl-5-alkoxy- (or 5-aralkoxy) -indolyl-3-acetic acids
DE2337340A1 (en) * 1972-07-24 1974-02-14 Hoffmann La Roche CARBAZOLE
US3974179A (en) * 1971-06-01 1976-08-10 American Home Products Corporation 1,3,4,9-Tetrahydropyrano[3,4-b]indole-1-acetamides and derivatives
US4041169A (en) * 1975-03-05 1977-08-09 Ayerst Mckenna And Harrison Ltd. Pharmaceutical method for using pyrano-and thiopyranoindole derivatives
EP0301813A1 (en) * 1987-07-31 1989-02-01 American Home Products Corporation Naphthalenepropionic acid derivatives
US4810699A (en) * 1987-02-20 1989-03-07 American Home Products Corporation Substituted 1,3,4,9-tetrahydropyrano[3,4,-b]indole-1-acetic acids, pharmaceutical compositions containing them, and methods for treating inflammatory conditions and for analgesic purposes using them

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB970440A (en) * 1961-08-14 1964-09-23 Merck & Co Inc Anti-inflammatory compositions comprising steroids and indole derivatives
DE1816993A1 (en) * 1967-12-27 1969-10-16 Lodzkie Zaklady Farma Process for the preparation of 1-aoyl- or 1-heteroaroyl- or 1-benzheteroaroyl-2-methyl-5-alkoxy- (or 5-aralkoxy) -indolyl-3-acetic acids
US3974179A (en) * 1971-06-01 1976-08-10 American Home Products Corporation 1,3,4,9-Tetrahydropyrano[3,4-b]indole-1-acetamides and derivatives
DE2337340A1 (en) * 1972-07-24 1974-02-14 Hoffmann La Roche CARBAZOLE
US4041169A (en) * 1975-03-05 1977-08-09 Ayerst Mckenna And Harrison Ltd. Pharmaceutical method for using pyrano-and thiopyranoindole derivatives
US4810699A (en) * 1987-02-20 1989-03-07 American Home Products Corporation Substituted 1,3,4,9-tetrahydropyrano[3,4,-b]indole-1-acetic acids, pharmaceutical compositions containing them, and methods for treating inflammatory conditions and for analgesic purposes using them
EP0301813A1 (en) * 1987-07-31 1989-02-01 American Home Products Corporation Naphthalenepropionic acid derivatives

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Chemical Abstracts, volume 98, 1983, (Columbus, Ohio, US) A. Roy et al.: "Further studies on antiinflammatory activity of two potent indan-1-acetic acids", see page 26 *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11833156B2 (en) 2017-09-22 2023-12-05 Jubilant Epipad LLC Heterocyclic compounds as pad inhibitors
US12357639B2 (en) 2017-09-22 2025-07-15 Jubilant Epipad LLC Heterocyclic compounds as pad inhibitors
US11629135B2 (en) 2017-11-06 2023-04-18 Jubilant Prodell Llc Pyrimidine derivatives as inhibitors of PD1/PD-L1 activation
US11459338B2 (en) 2017-11-24 2022-10-04 Jubilant Episcribe Llc Heterocyclic compounds as PRMT5 inhibitors
US11529341B2 (en) 2018-03-13 2022-12-20 Jubilant Prodel LLC Bicyclic compounds as inhibitors of PD1/PD-L1 interaction/activation
US11555015B2 (en) 2018-09-06 2023-01-17 Arena Pharmaceuticals, Inc. Compounds useful in the treatment of autoimmune and inflammatory disorders

Also Published As

Publication number Publication date
PT95692A (en) 1991-09-13
KR920702345A (en) 1992-09-03
IE903872A1 (en) 1991-05-22
FI921865A0 (en) 1992-04-24
CA2070422A1 (en) 1991-04-28
AU7740491A (en) 1991-05-31
WO1991006537A2 (en) 1991-05-16
BR9007790A (en) 1992-09-15
AU643996B2 (en) 1993-12-02
FI921865A7 (en) 1992-04-24
EP0502106A1 (en) 1992-09-09
HUT63407A (en) 1993-08-30
JPH05502222A (en) 1993-04-22

Similar Documents

Publication Publication Date Title
WO1991006537A3 (en) Substituted indole-, indene-, pyranoindole- and tetrahydrocarbazole- alkanoic acid derivatives as inhibitors of pla2 and lipoxygenase
MY111814A (en) Watersoluble azole antifungals
CA2230936A1 (en) 5-azabicyclo(3.1.0)hexylalkyl-2-piperidones and -glutarimides as neurokinin receptor antagonists
SI2270010T1 (en) 11-hydroxy-5h-pyrrolo?á2,1-c?å?á1,4?åbenzodiazepin-5-one derivatives as key intermediates for the preparation of c2 substituted pyrrolobenzodiazepins
MY110447A (en) New herbicides
BG95817A (en) Herbicides
IL160304A (en) Compounds and composition for activating peroxisome proliferators-responsive receptor ??
CY1109835T1 (en) KEYWORDS USED AS ATM SUSPENSIONS
TW200621755A (en) Oxime ester compound and photopolymerization initiator containing such compound
NZ514477A (en) Adamantane derivatives
DE3061883D1 (en) Imidazole guanidines, their preparation and compositions containing them
ES8203845A1 (en) Pyridoxine derivatives, process for their preparation and their therapeutical use.
CA2305612A1 (en) Halogen substituted tetracyclic tetrahydrofuran derivatives
DK0503844T3 (en) Thienopyridine derivatives and pharmaceutical compositions containing them
RO84716B (en) Fungicide herbicide and plant growth regulation composition
ATE12503T1 (en) 1-BETA-D-ARABINOFURANOSYL-(E)-5-(2HALOGENE-SUBSTITUTED VINYL) URACIL-5-PHOSPHATE; THEIR MANUFACTURE AND USE.
DE69432542D1 (en) Tetradivatives, their production and use
SE8503466L (en) aminophenol compounds
CA2149239A1 (en) Herbicidal sulfonylureas, their preparation and use
ATE17239T1 (en) ANTIFUNGI TRIAZOLE COMPOUNDS.
TW357056B (en) Herbicides
ATE58135T1 (en) 1,3-OXATHIAN DERIVATIVES.
EP0201349A3 (en) Tetrazole derivatives
EP0319689A3 (en) N-sultam-sulfon amides substituted by a heterocyclic ring, process for their preparation and their use as herbicides and as plant growth regulators
ATE105565T1 (en) PRADIMIC DERIVATIVES.

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

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

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

AK Designated states

Kind code of ref document: A3

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

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

WWE Wipo information: entry into national phase

Ref document number: 2070422

Country of ref document: CA

WWE Wipo information: entry into national phase

Ref document number: 921865

Country of ref document: FI

WWE Wipo information: entry into national phase

Ref document number: 1991900547

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 1991900547

Country of ref document: EP

WWW Wipo information: withdrawn in national office

Ref document number: 1991900547

Country of ref document: EP