Carbamates of colchicine for treatment of gout

Details Carbamates of colchicine for treatment of gout Carbamates of colchicine for treatment of gout

1984-04-17

1985-08-06

Helfin, Bernard

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

N-c doai

560 28, 560 10, C07C125065, C07C125067, A61K 3124

Patent

active

045336750

ABSTRACT:
The present invention consists of derivatives of colchicine and thiocolchicine which are carbamates of the same and are illustrated by the formula below: ##STR1## where either X.sub.1 or X.sub.2 is a hydroxy group and the other a lower alkoxy group and R.sub.1 can be H or an alkyl, R.sub.2 an alkyl, alkenyl or aryl which may be substituted and R.sub.3 is either OCH.sub.3 or SCH.sub.3 ; alkyl and alkoxy=C.sub.1 -C.sub.6 ; aryl=monoaryl.
These compounds are not only new but have exhibited antitumor activity binding to tubulin protein and tests against P388 lymphocytic leukemia and also active against gouty arthritis. Further, they are far less toxic than colchicine.

REFERENCES:
Goodman and Gilman's, The Pharmacological Basis of Therapeutics, 6th ed., (1980), 718.
Raffauf et al., Jour. Amer. Chem. Soc., vol. 75, (1953), 5292-5294.
Capraro et al., Helv. Chim. Acta, vol. 62, (1979), 965-970.
Velluz et al., Bull. Chim. Soc. Fr., (1954), 1072-1075; 194-197.
Roche, Design of Biopharmaceutical Properties through Prodrugs and Analogs, (1977), 234.

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