Novel acetylenic prostaglandin analogs

Drug – bio-affecting and body treating compositions – Antigen – epitope – or other immunospecific immunoeffector – Recombinant or stably-transformed bacterium encoding one or...

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260295R, 2603322A, 2603457P, 2603458P, 2603462, 2603473, 2603474, 2604488R, 26050117, 260514D, 260520B, 260556A, 424275, 424285, 424263, 424308, 424317, 424321, 560 53, 560 60, 560106, 560121, 560255, 542426, C07C17700, A61K 31215, A61K 3119

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040739341

ABSTRACT:
Optically active and racemic prostaglandin derivatives of the formula ##STR1## wherein R.sub.1 is --OR.sub.5 ; --NHSO.sub.2 CH.sub.3 ; or --O--CH.sub.2 --U--V; R.sub.5 is hydrogen, alkyl, aryl, or a heterocyclic group; U is a direct bond, carbonyl or carbonyloxy; and V is phenyl substituted by 1-3 phenyl, alkoxy of 1-2 carbon atoms, or halogen, preferably bromine;
R.sub.2 is hydrogen or alkyl of 1-5 carbon atoms;
R.sub.3 is alkyl, substituted or unsubstituted cycloalkyl, straight-chain or branched alkyl of 1-5 carbon atoms substituted by aryl or substituted aryl, when R.sub.1 is as above; or R.sub.3 is aryl or substituted aryl group when R.sub.1 is --OR.sub.5 ', --NHSO.sub.2 CH.sub.3, or --O--CH.sub.2 --U--V and R.sub.5 ' is aryl or a heterocyclic group and U and V are as above;
R.sub.4 is hydrogen or an ether or acyl residue;
A is --CH.sub.2 --CH.sub.2 -- or cis--CH.dbd.CH--;
B is --CH.sub.2 --CH.sub.2 -- or trans--CH.dbd.CH--;
D is a direct bond, oxygen, or sulfur;
Z is carbonyl or >CH OR.sub.4 wherein OR.sub.4 is in the .alpha.- or .beta.-position; and
X y is ##STR2## when Z is >CH OR.sub.4 --, or ##STR3## or --CH.dbd.CH-- when Z is carbonyl; AND, WHEN R.sub.1 is hydroxy, the physiologically compatible salts thereof with bases, have more prolonged activity than naturally-occurring prostaglandins.

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