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

1983-05-20

1984-09-11

Chan, Nicky

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D30938

Patent

active

044711298

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
patent: 4065290 (1977-12-01), Taylor
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).

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