Fused phenol derivatives

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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5483114, 5483011, 546 15, 5462827, 546196, 5462841, 5462817, 549404, 549408, 549437, 514456, 514462, 514469, 514278, 514337, A61K 31415, C07D40506

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055345360

ABSTRACT:
Fused phenol compounds of the formula (I): ##STR1## (wherein R.sup.1 and R.sup.2 each, independently, is H, halogen, trifluoromethyl, cyano, (substituted) alkyl, alkoxy, cycloalkyl, COOH, COOR.sup.6 (in which R.sup.6 is C1-6 alkyl), alkenyl or R.sup.1 and R.sup.2, taken together, is --CH.dbd.CH--CH.dbd.CH--, when R.sup.1 and R.sup.2 are ortho to each other; A is alkylene, alkenylene, oxyalkylene or ##STR2## (in which m is 1-6); B is a monocyclic hetero ring containing a nitrogen atom; G is --OR.sup.3A or --NR.sup.3B R.sup.3C (in which R.sup.3A, R.sup.3B and R.sup.3C each, independently, is H, alkyl, acyl, or alkoxyalkyl); R.sup.4 and R.sup.5 each, independently, is H, alkyl, or R.sup.4, R.sup.5 together with the carbon atom to which they are attached represent C4-7 cycloalkyl; and n is 1-3; non-toxic salts thereof, non-toxic acid addition salts thereof, and hydrates thereof.
The compounds of the formula (I) have inhibitory activities on TXA.sub.2 synthetase and on 5-lipoxygenase and/or a scavenging activity on active oxygen species, and are useful for the prevention and/or the treatment of thrombosis, arteriosclerosis, ischemic heart diseases or brain diseases, bronchial asthma, renal inflammation, rheumatism, arthritis, gout, psoriasis, ulcerative colitis, trichophytosis, cardiac infarction, allergic diseases, etc.

REFERENCES:
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Lau et al. CA 116:173926 1992.
Belanger et al. CA 116:106078 1991.
Chemical Abstracts, vol. 73, No. 15, 12 Oct. 1970, Columbus, Ohio, US; Abstract No. 77054k, M. Murakami et al, "5-Substituted methyl-6-chromanol derivatives as antioxidants", p. 353, col. 2, *abstract*, and JP-A-45 014 787 (Yamanouchi Pharmaceuticl Co., Ltd. 25 May 1970.
Journal Of Medicinal Chemistry, vol. 10, No. 4, 1967, Washington, US, pp. 657-660, W. A. Skinner et al, "Structure-Activity Relations in the Vitamin E Series. I. Effects of 5-Methyl Substitution on 6-Hydroxy-2,2,5,7,8-pentamethylchroman", p. 658, Example 18, Table I.
Bulletin Of The Chemical Society Of Japan, vol. 52, No. 4, 1979, Tokyo, JP, pp. 1143-1146, K. Murayama et al, "Synthesis of Methyl Substitute Chromanol. An Analogue of Vitamin K", p. 1145, col. 1, Example 6B.
Database WPI-Week 9401, Derwent Publications Ltd., London, GB; An 94-002287 & JP-A-5 310 724 (EISAI Co., Ltd.) 22 Nov. 1993-*Abstract*.

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