CA1246567A - Anti-inflammatory pyrazol-3-amines - Google Patents

Anti-inflammatory pyrazol-3-amines

Info

Publication number
CA1246567A
CA1246567A CA000481230A CA481230A CA1246567A CA 1246567 A CA1246567 A CA 1246567A CA 000481230 A CA000481230 A CA 000481230A CA 481230 A CA481230 A CA 481230A CA 1246567 A CA1246567 A CA 1246567A
Authority
CA
Canada
Prior art keywords
pyrazol
phenyl
amine
methoxyphenyl
substituted
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.)
Expired
Application number
CA000481230A
Other languages
English (en)
French (fr)
Inventor
David N. Hardern
David Wilkinson
Sidney C. Burford
Richard A. Appleton
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.)
Fisons Ltd
Original Assignee
Fisons Ltd
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 claimed from GB848412181A external-priority patent/GB8412181D0/en
Priority claimed from GB848429128A external-priority patent/GB8429128D0/en
Application filed by Fisons Ltd filed Critical Fisons Ltd
Application granted granted Critical
Publication of CA1246567A publication Critical patent/CA1246567A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • 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]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/54—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
    • C07D213/57—Nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole 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
    • C07D231/38—Nitrogen 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
    • C07D401/02—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
    • C07D401/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • 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
    • 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
    • C07D403/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D403/12—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 chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D417/04—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 directly linked by a ring-member-to-ring-member bond
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Rheumatology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Pain & Pain Management (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heat Treatment Of Sheet Steel (AREA)
  • Jib Cranes (AREA)
  • Ultra Sonic Daignosis Equipment (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
CA000481230A 1984-05-12 1985-05-10 Anti-inflammatory pyrazol-3-amines Expired CA1246567A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB848412181A GB8412181D0 (en) 1984-05-12 1984-05-12 Heterocyclic compounds
GB84/12181 1984-05-12
GB848429128A GB8429128D0 (en) 1984-11-17 1984-11-17 Heterocyclic compounds
GB84/29128 1984-11-17

Publications (1)

Publication Number Publication Date
CA1246567A true CA1246567A (en) 1988-12-13

Family

ID=26287734

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000481230A Expired CA1246567A (en) 1984-05-12 1985-05-10 Anti-inflammatory pyrazol-3-amines

Country Status (15)

Country Link
US (1) US4810719A (OSRAM)
EP (1) EP0178035B1 (OSRAM)
JP (1) JPH0625134B2 (OSRAM)
AT (1) ATE49198T1 (OSRAM)
AU (1) AU586166B2 (OSRAM)
CA (1) CA1246567A (OSRAM)
DE (1) DE3575130D1 (OSRAM)
DK (1) DK204085A (OSRAM)
ES (2) ES8609267A1 (OSRAM)
FI (1) FI851836L (OSRAM)
GR (1) GR851132B (OSRAM)
IL (1) IL75146A (OSRAM)
NO (1) NO169283C (OSRAM)
NZ (1) NZ212025A (OSRAM)
PT (1) PT80435B (OSRAM)

Families Citing this family (46)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4824859A (en) * 1983-05-21 1989-04-25 Fisons Plc. Pyrazoline compounds compositions and use
IL73418A (en) * 1983-11-07 1988-02-29 Lilly Co Eli 5-cyano-1h-pyrazole-4-(thio)carboxamide derivatives,their preparation and herbicidal compositions containing them
DE3773746D1 (en) * 1986-05-07 1991-11-21 Fisons Plc Pyrazole.
EP0254259A3 (en) * 1986-07-21 1989-11-23 Otsuka Pharmaceutical Factory, Inc. P-aminophenol derivatives
US4970210A (en) * 1987-07-17 1990-11-13 Abbott Laboratories Triazinone lipoxygenase compounds
GR900100380A (el) * 1989-05-20 1991-10-10 Fisons Plc Μέ?οδος παρασκευής αντι-φλεγμονωδών παραγώγων αμινοφενόλης.
PH27357A (en) * 1989-09-22 1993-06-21 Fujisawa Pharmaceutical Co Pyrazole derivatives and pharmaceutical compositions comprising the same
US5550147A (en) * 1992-02-05 1996-08-27 Fujisawa Pharmaceutical Co., Ltd. Pyrazole derivatives, processes for preparation thereof and pharmaceutical composition comprising the same
GB9312853D0 (en) * 1993-06-22 1993-08-04 Euro Celtique Sa Chemical compounds
US5922751A (en) * 1994-06-24 1999-07-13 Euro-Celtique, S.A. Aryl pyrazole compound for inhibiting phosphodiesterase IV and methods of using same
US5591776A (en) * 1994-06-24 1997-01-07 Euro-Celtique, S.A. Pheynl or benzyl-substituted rolipram-based compounds for and method of inhibiting phosphodiesterase IV
WO1996018399A1 (en) * 1994-12-13 1996-06-20 Euro-Celtique, S.A. Aryl thioxanthines
CA2206804C (en) * 1994-12-13 2002-03-19 Euro-Celtique, S.A. Trisubstituted thioxanthines
US6025361A (en) * 1994-12-13 2000-02-15 Euro-Celtique, S.A. Trisubstituted thioxanthines
JPH11507670A (ja) * 1995-06-12 1999-07-06 ジー．ディー．サール アンド カンパニー シクロオキシゲナーゼ−２インヒビターと５−リポキシゲナーゼインヒビターの組合せによる炎症と炎症関連疾患の治療
US6166041A (en) * 1995-10-11 2000-12-26 Euro-Celtique, S.A. 2-heteroaryl and 2-heterocyclic benzoxazoles as PDE IV inhibitors for the treatment of asthma
US6075016A (en) * 1996-04-10 2000-06-13 Euro-Celtique S.A. 6,5-fused aromatic ring systems having enhanced phosphodiesterase IV inhibitory activity
EP1126843A4 (en) * 1998-10-29 2005-06-15 Bristol Myers Squibb Co AMINO-CELL DERIVATIVE COMPOUNDS INHIBITORS OF ENZYME IMPDH
DK1268472T3 (da) 2000-02-07 2004-12-06 Bristol Myers Squibb Co 3-aminopyrazolinhibitorer af cyclinafhængige kinaser
WO2001064669A1 (en) 2000-03-03 2001-09-07 Pfizer Products Inc. Pyrazole ether derivatives as anti-inflammatory/analgesic agents
WO2001087880A1 (en) * 2000-05-15 2001-11-22 Grelan Pharmaceutical Co., Ltd. 1-(benzothiazol-2-yl)pyrazole derivatives and cox-2 inhibitors containing the same
GB0016787D0 (en) 2000-07-07 2000-08-30 Pfizer Ltd Compounds useful in therapy
WO2003037352A1 (en) * 2001-11-02 2003-05-08 Pfizer Products Inc. 1-phenyl-5-n-heterocyclyl-pyrazoles as cyclooxygenase inhibitors for the treatment of inflammation associated disorders
US7329288B2 (en) 2004-02-27 2008-02-12 L'oreal S.A. N-heteroaryl secondary para-phenylenediamine, a dye composition comprising such a para-phenylenediamine, a process for preparing this composition and use thereof
FR2866887A1 (fr) * 2004-02-27 2005-09-02 Oreal Para-phenylenediamine secondaire n-heteroaryle, compositon tinctoriale comprenant une telle para-phenylenediamine, procede mettant en oeuvre cette composition et utilisation
CN103739595A (zh) * 2006-10-02 2014-04-23 Irm责任有限公司 作为蛋白激酶抑制剂的化合物和组合物
MX2010003759A (es) * 2007-10-09 2010-04-21 Merck Patent Gmbh Derivados de piridina utiles como activadores de glucocinasa.
US20100093935A1 (en) * 2008-10-15 2010-04-15 Nitto Denko Corporation Method of preparing polyglutamate conjugates
WO2010115169A1 (en) 2009-04-02 2010-10-07 Breathe Technologies, Inc. Methods, systems and devices for non-invasive open ventilation for providing ventilation support
WO2011075483A1 (en) * 2009-12-16 2011-06-23 Nitto Denko Corporation Controlled synthesis of polyglutamic acid
AU2012243226A1 (en) 2011-03-01 2013-09-26 Npharmakon, Llc Use of N-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-3-amine and related compounds
US9085564B2 (en) 2013-10-17 2015-07-21 Dow Agrosciences Llc Processes for the preparation of pesticidal compounds
CN105636441B (zh) 2013-10-17 2018-06-15 美国陶氏益农公司 制备杀虫化合物的方法
CN105636443A (zh) 2013-10-17 2016-06-01 美国陶氏益农公司 制备杀虫化合物的方法
JP2016535010A (ja) 2013-10-17 2016-11-10 ダウ アグロサイエンシィズ エルエルシー 有害生物防除性化合物の製造方法
MX2016004940A (es) 2013-10-17 2016-06-28 Dow Agrosciences Llc Proceso para la preparacion de compuestos plaguicidas.
JP6487426B2 (ja) 2013-10-17 2019-03-20 ダウ アグロサイエンシィズ エルエルシー 有害生物防除化合物の調製法
SG11201605559VA (en) 2014-01-06 2016-08-30 Algomedix Inc Trpa1 modulators
MX2017000184A (es) * 2014-06-26 2017-09-15 Univ Monash Agentes de interaccion enzimatica.
US9249122B1 (en) * 2014-07-31 2016-02-02 Dow Agrosciences Llc Process for the preparation of 3-(3-chloro-1H-pyrazol-1-yl)pyridine
JP2017523163A (ja) 2014-07-31 2017-08-17 ダウ アグロサイエンシィズ エルエルシー ３−（３−クロロ−１ｈ−ピラゾール−１−イル）ピリジンの製造方法
US9024031B1 (en) 2014-08-19 2015-05-05 Dow Agrosciences Llc Process for the preparation of 3-(3-chloro-1H-pyrazol-1-yl)pyridine
EP3191455A4 (en) 2014-09-12 2018-01-24 Dow AgroSciences LLC Process for the preparation of 3-(3-chloro-1h-pyrazol-1-yl)pyridine
WO2018125815A1 (en) 2016-12-29 2018-07-05 Dow Agrosciences Llc Processes for the preparation of pesticidal compounds
WO2018125817A1 (en) 2016-12-29 2018-07-05 Dow Agrosciences Llc Processes for the preparation of pesticidal compounds
WO2025166015A2 (en) * 2024-02-02 2025-08-07 Photys Therapeutics, Inc. Bifunctional abl1-binding compounds and uses thereof

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB743505A (en) * 1953-05-29 1956-01-18 Ilford Ltd Improvements in or relating to pyrazole derivatives
US3398158A (en) * 1964-02-19 1968-08-20 Warner Lambert Pharmaceutical 1-phenyl-4-alkylamino-pyrazoles
IT1061812B (it) * 1976-06-25 1983-04-30 Montedison Spa Processo per la preparazione di i fenil 3 ammino pirazoli
JPS6039269B2 (ja) * 1977-05-24 1985-09-05 三共株式会社 アシルケテン−ｓ・ｎ−アセタ−ル化合物、およびその製法
DE2747531A1 (de) * 1977-10-22 1979-04-26 Basf Ag Substituierte 3-aminopyrazole
CA1150632A (en) * 1979-07-13 1983-07-26 John M.G. Walker 3-amino-pyrazoline derivatives and pharmaceutical compositions containing them
DD149231A1 (de) * 1980-02-20 1981-07-01 Manfred Schulz Stabilisatoren fuer hochpolymere,niedermolekulare organische verbindungen und oele
DD151366A1 (de) * 1980-06-06 1981-10-14 Regina Werndl Diazotypiematerial mit verbesserter lichtstabilitaet der bildfarbstoffe
DE3035395A1 (de) * 1980-09-19 1982-05-06 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung von pyrazol
JPS57123166A (en) * 1980-12-16 1982-07-31 Wellcome Found Pyrazoline derivative
DE3149710A1 (de) * 1980-12-16 1982-08-05 The Wellcome Foundation Ltd., London Heterocyclische verbindungen, verfahren zu ihrer herstellung, ihre verwendung und sie enthaltende pharmazeutische zubereitungen
EP0070376A1 (en) * 1981-07-13 1983-01-26 American Cyanamid Company Heterocyclic substituted-amino-pyrazolines
MA19539A1 (fr) * 1981-07-17 1983-04-01 May & Baker Ltd N Acylaminophenylpyrazoles
GB8303782D0 (en) * 1983-02-11 1983-03-16 Wellcome Found Heterocyclic compounds
EP0119450A1 (en) * 1983-02-11 1984-09-26 The Wellcome Foundation Limited Preparation of aminopyrazolines and intermediates used therein

Also Published As

Publication number Publication date
DK204085A (da) 1985-11-13
ATE49198T1 (de) 1990-01-15
NO169283C (no) 1992-06-10
IL75146A0 (en) 1985-09-29
PT80435B (en) 1987-04-13
JPS60246371A (ja) 1985-12-06
DK204085D0 (da) 1985-05-08
US4810719A (en) 1989-03-07
AU586166B2 (en) 1989-07-06
ES543046A0 (es) 1986-07-16
FI851836A7 (fi) 1985-11-13
ES551362A0 (es) 1987-05-01
GR851132B (OSRAM) 1985-11-25
NO169283B (no) 1992-02-24
ES8609267A1 (es) 1986-07-16
FI851836L (fi) 1985-11-13
ES8705393A1 (es) 1987-05-01
PT80435A (en) 1985-06-01
NO851876L (no) 1985-11-13
NZ212025A (en) 1989-03-29
EP0178035B1 (en) 1990-01-03
DE3575130D1 (de) 1990-02-08
FI851836A0 (fi) 1985-05-09
AU4227585A (en) 1985-11-14
EP0178035A1 (en) 1986-04-16
JPH0625134B2 (ja) 1994-04-06
IL75146A (en) 1989-07-31

Similar Documents

Publication Publication Date Title
CA1246567A (en) Anti-inflammatory pyrazol-3-amines
AU663149B2 (en) Pyrazole derivatives, processes for preparation thereof and pharmaceutical composition comprising the same
DE60032482T2 (de) 5-cyano-2-aminopyrimidine derivate
AU605363B2 (en) 4H-1-benzopyran-4-one derivative or its salt, processes for producing the same and pharmaceutical composition comprising the same as active ingredient
FI102535B (fi) Menetelmä valmistaa farmaseuttisesti käyttökelpoisia 1,3,5-trisubstitu oituja pyratsolijohdannaisia
KR890000292B1 (ko) 항 알레르기제로서 유용한 신규의 산성 인돌화합물 및 그 제조방법
AU630196B2 (en) Heterocyclic substituted 4-amino phenol derivatives
EP0862560A1 (en) Substituted 2-anilinopyrimidines useful as protein kinase inhibitors
EP1194144A1 (en) Antibacterial compounds
US5550147A (en) Pyrazole derivatives, processes for preparation thereof and pharmaceutical composition comprising the same
PL194557B1 (pl) Pochodna 2,3-diarylopirazolo[1,5-b]pirydazyny, jej wytwarzanie, kompozycja farmaceutyczna zawierająca pochodną i jej zastosowanie
KR20010031880A (ko) 신규 피리다진 유도체 및 이를 유효성분으로 하는 의약
EP0856000A1 (en) 1,3,5-trisubstituted pyrazoles for treament of inflammation
CA2060107A1 (en) Nitrogen heterocycles
SK284800B6 (sk) Spôsob prípravy pyrazolových derivátov
KR860007253A (ko) 피리다지논의 제조방법
CN114262321B (zh) 一种双稳态光调控小分子蛋白降解剂、制备方法及应用
IE920131A1 (en) Pyridine compounds
KR101827660B1 (ko) 플루오로페닐 피라졸 화합물
Zhou et al. Structural optimization and biological evaluation of 1, 5-disubstituted pyrazole-3-carboxamines as potent inhibitors of human 5-lipoxygenase
KR20010030683A (ko) 1,5-디페닐피라졸 유도체
JP2003531886A (ja) ｐ−（スルホニル）アリール及びヘテロアリール
WO1999025695A1 (en) 5-arylpyrazole compounds
DE3321012A1 (de) Substituierte 4,5-dihydro-6-(thien-2-yl)-3(2h)-pyridazinone und 6-(thien-2-yl)-3(2h)-pyridazinone sowie verfahren zu ihrer herstellung
Demir et al. New approaches to polysubstituted pyrroles and pyrrolinones from α-cyanomethyl-β-ketoesters

Legal Events

Date Code Title Description
MKEX Expiry