2-cyano-3-hydroxy-(n-pyridyl)-propenamide compounds

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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546115, 546289, 546297, 546309, 514302, 514344, 514345, 514348, 514349, C07D21302, A61K 3144

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053469127

ABSTRACT:
A compound selected from the group consisting of a compound of the formula ##STR1## wherein A, B and E are individually selected from the group consisting of .dbd.CH-- and .dbd.N-- with at least one being .dbd.N--, R is selected from the group consisting of cycloalkyl of 3 to 6 carbon atoms, and alkenyl and alkynyl of 2 to 6 carbon atoms, R.sub.1 is hydrogen or alkyl of 1 to 3 carbon atoms, R.sub.2 and R.sub.3 together are --O--CH.sub.2 --O-- or are individually selected from the group consisting of hydrogen, halogen, --NO.sub.2, --CN, alkyl, alkylthio and alkoxy of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, --COR.sub.4, --(CH.sub.2).sub.m --CX.sub.3, --O--(CH.sub.2).sub.m --CX.sub.3, --S--(CH.sub.2).sub.m --CX.sub.3, --O--(CX.sub.2).sub.m --CX.sub.3 and --S--(CX.sub.2).sub.m --CX.sub.3, R.sub.4 is hydrogen or alkyl or cycloalkyl of up to 6 carbon atoms, X is halogen and m is 0, 1, 2 or 3 and their addition salts with a non-toxic, pharmaceutically acceptable base having anti-flammatory and immulodulatory activity and their preparation.

REFERENCES:
patent: 4435407 (1984-03-01), Walker
patent: 5240960 (1993-08-01), Hambleton
Chemical Abstracts, vol. 119, No. 3, Abstract 27, 839t, Jul. 19, 1993 (=Eur. Patent 533573A2, Mar. 24, 1993).
Search Report No. EP 94 40 0009-Journal of Chemical Soc. Perkin Trans. 1 (1972) Novel Immunosuppressive Butenamides, pp. 2203-2213, Axton, et al.

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