3-Hydroxy and 3-oxo-prostaglandin analogues

Details 3-Hydroxy and 3-oxo-prostaglandin analogues 3-Hydroxy and 3-oxo-prostaglandin analogues

1981-05-08

1982-09-28

Gerstl, Robert

Drug, bio-affecting and body treating compositions

Antigen, epitope, or other immunospecific immunoeffector

Recombinant or stably-transformed bacterium encoding one or...

536103, 542426, 556441, 560 53, 560118, 560121, 562463, 562500, 562503, 424308, 424317, C07C17700, A61K 31557

Patent

active

043518460

ABSTRACT:
Prostaglandin analogues of the formula: ##STR1## [wherein R.sup.1 represents hydrogen or alkyl of 1 to 12 carbon atoms, R.sup.2 represents a single bond or alkylene of from 1 to 5 carbon atoms, R.sup.3 represents hydrogen, alkyl or alkoxy of 1 to 8 carbon atoms, cycloalkyl or cycloalkyloxy of 4 to 7 carbon atoms unsubstituted or substituted by alkyl of 1 to 8 carbon atoms, or phenyl or phenoxy unsubstituted or substituted by halogen, trifluoromethyl or alkyl of 1 to 4 carbon atoms, one of R.sup.4 and R.sup.5 represents hydrogen and the other represents hydroxy or R.sup.4 and R.sup.5 together represent oxo, R.sup.6 represents hydrogen or a hydroxy-protecting group which may be removed under acidic conditions, the double bond between the carbon atoms in positions 13 and 14 is trans, the wavy line attached to the carbon atom in position 15 represents .alpha.- or .beta.- configuration or a mixture thereof and, when one of R.sup.4 and R.sup.5 represents hydrogen and the other represents hydroxy, the configuration of the carbon atom in position 3 is R-- or S or a mixture thereof, provided that, when R.sup.2 represents a single bond, R.sup.3 does not represent alkoxy, cycloalkyloxy or phenoxy and when R.sup.6 represents a hydrogen atom, cyclodextrin clathrates thereof and, when R.sup.1 represents a hydrogen atom, non-toxic salts thereof, possess selective prostaglandin-like properties.

REFERENCES:
patent: 4181808 (1980-01-01), Johnson
patent: 4205178 (1980-05-01), Aken
patent: 4260805 (1981-04-01), Floyd

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