Cyclopentapyrazole and tetrahydroindazole compounds and their us

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

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Details

514322, 546199, 548369, A61K 31415, C07D23156, C07D40106

Patent

active

048514250

DESCRIPTION:

BRIEF SUMMARY
FIELD OF INVENTION

This invention relates to novel cyclopentapyrazole and tetrahydroindazole compounds and to the use of those compounds as anti-asthmatic agents, antiinflammatory agents or intermediates.
Structurally, the compounds of this invention are composed of a 1,3 substituted pyrazole ring additionally substituted at the four and five positions by a saturated cyclic ring of 5 or 6 carbon atoms.


INFORMATION DISCLOSURE

M. Nagakura et al., J. Med. Chem. 22: (No. 1), 48-52 (1979) describes 1-(2-)-aryl-4,5,6,7-tetrahydro-1H-indazole-5-carboxylic acid derivatives which demonstrated antiinflammatory activity in the carragenan edema test.
R. Fusco et al., Gazz. Chim. Ital. 91:1233-49 (1961) Chemical Abstract 2209C, 1962 describes the synthesis of 1-aryl-3-substituted-4,5,6,7-tetrahydroindazoles wherein the 3-substituent is e.g., a carboxy, carboxy ester or acetyl group.
M. Suzuki et al., Tetrahedron Letters 23: (No. 46), 4817-4820 (1982) describes the synthesis of a cyclopentapyrazole, referred to as a pyrazole prostacyclin.
R. Scuri, Boll. Chim. Farm., 109: (11), 674-81 (1970); Chemical Abstracts 75:3806b, describes 4,5-cyclomethylenepyrazoles (cyclopentapyrazoles and tetrahydroindazoles) having utility as spasmolytics, analgesics, antiinflammatories, antipyretics and CNS activities.
S. Nagai et al., Chem. Pharm. Bull., 27:1764-1770 (1979) describes the synthesis of (4S,7R)-7,8,8-trimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-indazole-3-carboxyl ic acid and the corresponding 1-(4-methylphenyl) compound; (4S,7R)-7,8,8-trimethyl-1-phenyl-4,5,6,7-tetrahydro-4,7-methano-1H-indazol e-3-methanol and (4S,7R)-7,8,8-trimethyl-1-phenyl-4,5,6,7-tetrahydro-4,7-methano-1H-indazol e-3-ol.
G. G. Massaroli et al., Boll. Chim. Farm., 107(10), 613-28 (1968); CA 70:77861j, describe the synthesis of 1-aryl-3-acyl-4,5-cyclomethylenepyrazoles.
Polymethylene pyrazole derivatives having analgesic and antiinflammatory activities are described in W. German Pat. No. 2,630,015.
Tetrahydroindazoles having utility as intermediates and corrosion inhibitors are described in W. German Pat. No. 1,948,793.
N-Aryl-tetrahydroindazole derivatives having utility as antiinflammatory agents are described in Japan No. 5 0095-262.
1-Phenyl-4,5,6,7-tetrahydroindazole derivatives having antiphlogistic, analgesic, and antipyretic activities are described in Japan No. 5 4141-768.
1-Phenyl-5-acyloxymethylindazole derivatives having antiinflammatory, antipyretic, analgesic and antithrombotic activity are described in Japan No. 5 5019-226.
Pharmaceutically active cyclopentapyrazole derivatives having blood platelet aggregation inhibitory and antiinflammatory activity are described in Japan No. 5 7165-369.
1- or 2-Substituted-tetrahydro-2(H)-indazole-5-carboxylic acids having antiinflammatory, sedative and antipyretic activities are described in Belgium No. 806,805.
1-Arylpolymethylene-C.sub.10 -C.sub.13 -pyrazoles having antiinflammatory and antialgae activities are described in U.S. Pat. No. 3,364,227.
Dialkylamino-4,5,6,7-tetrahydroindazole derivatives having dopamine potentiating and prolactic secretion inhibiting activities are described in Belgium No. 877,330.
4,5,6,7-Tetrahydro-1H(or 2H) indazole compounds having utility in treating Parkinsonism are described in U.S. Pat. No. 4,322,430.
3-Dialkylaminoalkoxy-4,5,6,7-tetrahydro-1H-indazoles having analgesic, antiinflammatory and antipyretic activities are described in Japan No. 4 9062-462.
1-Benzyl-4,5,6,7-tetrahydro-indazolyloxyalkanoic acids having utility as antiinflammatories and analgesics are described in Japan No. 5 0126-661.
1-Benzyl-3-alkoxycarbonylmethoxy-tetrahydro-1H-indazoles having antiinflammatory and analgesic activities are described in Japan No. 5 0126-662.
1-Substituted-3-benzyloxy-tetrahydroindazole derivatives are described in Japan No. 5 1008-268.
1-Substituted-3-hydroxy-tetrahydroindazole compounds having anti-rheumatism activity are described in Japan No. 5 1006-962.
1-Aryl-3-substituted-tetrahydroindazoles having utility as antiinflammatories and antirheumatics are described in

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