Retinoic acid mimetic anilides

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

Reexamination Certificate

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Details

C514S381000, C514S383000, C514S400000, C514S407000, C514S427000, C546S334000, C548S253000, C548S267600, C548S338500, C548S375100, C548S561000

Reexamination Certificate

active

11081393

ABSTRACT:
The present invention is concerned with compounds of formulathe N-oxides, the pharmaceutically acceptable addition salts and the stereochemically isomeric forms thereof, wherein X represents O, S or NR3; R1represents hydrogen, hydroxy, C1-6alkyl or aryl; R2represents hydrogen; optionally substituted C1-12alkyl; C3-7cycloalkyl; C2-8alkenyl; aryl; Het1; or R1and R2taken together may form a bivalent radical of formula —(CH2)n— wherein n is 2, 3, 4, 5 or 6; R3represents hydrogen, optionally substituted C1-6alkyl, aryl, Het1; R4represents hydrogen; hydroxy; mercapto; C1-6alkyloxy; C1-6alkylthio; aryloxy; arylthio; Het1-oxy; Het1-thio; optionally substituted C1-12alkyl; optionally substituted C2-8alkenyl; optionally substituted C2-8alkynyl; optionally substituted C3-7cycloalkyl; optionally substituted C5-7cycloalkenyl; aryl; Het1; or -Alk-NR3R5(i) or —NR3R5(ii) wherein Alk represents C1-6alkanediyl; and R5represents hydrogen, C1-6alkyl, aryl, Het1, (aryl or Het1)C1-6alkyl, (aryl or Het1)carbonyl or (aryl or Het1)C1-6alkyloxycarbonyl; aryl represents optionally substituted indanyl, indenyl, naphtyl, 5,6,7,8-tetrahydro-2-naphtalenyl or phenyl; Het represents an optionally substituted unsaturated heterocycle; and Het1represents an optionally substituted monocyclic or bicyclic heterocycle; having retinoic mimetic activity; their preparation, compositions containing them and their use as a medicine.

REFERENCES:
patent: 4788206 (1988-11-01), Guthrie et al.
patent: 0260774 (1988-03-01), None
patent: 0371559 (1990-06-01), None
patent: 0371564 (1990-06-01), None
patent: 52083565 (1977-07-01), None
patent: WO 97/16443 (1997-05-01), None
patent: WO 97/49704 (1997-12-01), None
English Abstract of Japanese Patent JP52083565; Publication Date Jul. 12, 1977; Applicant Kyowa Hakko Kogyo KK.

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