Configurationally locked retinoids

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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514859, 514863, 546290, 546301, 546350, 549273, 560 80, 560 81, 560127, 560190, 562488, 562489, 562501, 562509, 562595, C07D30930, C07D21188, C07C 69618, C07C 5734

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045687579

ABSTRACT:
A group of retinoids having "vitamin A type" activity which have the structure ##STR1## wherein R3 is a trimethylcyclohexenylethylene, tetramethyltetrahydronaphthalene or methoxytrimethylphenylethylene group;
R1 and R2 which are different are selected from --OH, --OR4 and --NHR, provided one of R1 and R2 is OH; R4 is alkyl of 1 to 20 carbons; and R is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbons, hydroxyalkyl of 1 to 4 carbons, alkylhydroxyalkyl of 1 to 4 carbons, phenyl, hydroxyphenyl and carboxyphenyl, and R5 is a lactone or lactam of the structure ##STR2## and X is oxygen or NR where R is as above, and the pharmaceutically acceptable salts thereof.

REFERENCES:
patent: 4105855 (1978-08-01), Schulz et al.
Lewin et al., The Journal of Organic Chemistry, 48, 222-227, Jan. 28, 1983.

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