6-Substituted pyranone compounds and their use as pharmaceutical

Details 6-Substituted pyranone compounds and their use as pharmaceutical 6-Substituted pyranone compounds and their use as pharmaceutical

1980-03-27

1981-12-08

Chan, Nicky

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

562435, 562437, 260401, 562438, 562452, 260402, 562453, 562455, 2604025, 562462, 562463, 260404, 542441, 548251, 2604045, 548253, 424283, 260405, 2604055, 260408, 2604109R, 2603457R, 2603458R, 2603459R, 260413, 560 10, 560 11, 560 12, 560 13, 560 17, 560 20, 560 21, 560 22, 560 23, 560 43, 560 44, 560 45, 560 53, 562426, 562427, 562429, 562430, 562432, 562434, C08H 300, C07C14390, C07C14940, C07C14367

Patent

active

043047289

ABSTRACT:
Compounds are described of the formula ##STR1## in which R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano, 5-tetrazolyl or R.sup.6, where R.sup.5 is hydrogen or C.sub.1-8 alkyl and R.sup.6 is phenyl or naphthyl, the phenyl or naphthyl group being optionally substituted by one or more group selected from halogen, C.sub.1-6 alkyl, C.sub.1-4 alkoxy, hydroxy, benzyloxy, nitro, trifluoromethyl, carboxyl, C.sub.1-4 alkylsulphinyl, C.sub.1-4 alkylsulphonyl, N(R.sup.5).sub.2, NHCOR.sup.5 and SR.sup.5 ; R.sup.2 is R.sup.6 or --CH.dbd.CH--R.sup.6 when R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano or 5-tetrazolyl, or R.sup.2 is --CH.dbd.CH--R.sup.6 when R.sup.1 is R.sup.6 ; R.sup.3 is hydrogen, C.sub.1-6 alkyl, halogen, hydroxy or --OCH.sub.2 R.sup.6 ; and R.sup.4 is hydrogen, C.sub.1-6 alkyl or halogen; and salts thereof. The compounds have pharmaceutical properties and in particular are useful in the treatment of immediate hypersensitivity conditions such as asthma.

REFERENCES:
patent: 4060533 (1977-11-01), Nadelson
Borsche et al., Ann., 453, 148 (1927).
Soliman et al., J. Chem. Soc., 1956, pp. 3663-3668.
Eiden et al., Arch. Pharm., 308, 489 (1975).
Schiefer et al., Angew. Chem. Internat. Edit. 4, 527 (1965).
Kirby et. al., J. Org. Chem., 28, 2266 (1963).
Hampton et al., J. Org. Chem., 30, 4263 (1965).
Garkusha, Chem. Abstract, 60, 1458d (1965).

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