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Substituted anilide esters of 16-substituted PGE.sub.2
| Details |
Inventors: Morozowich, Walter;
Assignee: The Upjohn Company (Kalamazoo, MI)
Primary Examiner: Gerstl; Robert
Assistant Examiner:
Attorney, Agent or Firm: Nielsen; Morris L., Stein; Bruce
Substituted phenyl and naphthyl esters of PGE.sub.2 analogs, including the 16-alkyl, 16-fluoro, 16-phenoxy, and phenyl-substituted analogs, and their 15-epimers, and their racemic forms, and processes for producing them are disclosed. The products are useful for the same pharmacological and medical purposes as these PGE.sub.2 analogs, and are also useful as a means for obtaining highly purified 16,16-dimethyl-PGE.sub.2, 16-phenoxy-17,18,19,20-tetranor-PGE.sub.2, and 17-phenyl-18,19,20-trinor-PGE.sub.2. |
|
DETAILED DESCRIPTION I claim: 1.
An optically active compound of the formula ##STR40## or a racemic mixture of that compound and the enantiomer thereof, wherein C.
sub.
g H.
sub.
2g is alkylene of one to 9 carbon atoms, inclusive, with one to 5 carbon atoms, inclusive, in the chain between --CR.
sub.
1 R.
sub.
2 -- and terminal methyl; R.
sub.
1 and R.
sub.
2 are hydrogen, methyl, ethyl, or fluoro, being the same or different, with the proviso that at least one of R.
sub.
1 and R.
sub.
2 is other than hydrogen and with the further proviso that R.
sub.
2 is fluoro only when R.
sub.
1 is hydrogen or fluoro; Y is ##STR41## and and E is ##STR42## wherein R.
sub.
6 is ##STR43## wherein R.
sub.
7 is ##STR44## 2.
The p-benzamidophenyl ester of 16,16-dimethyl-PGE.
sub.
2, a compound according to claim 1.
3.
The p-(p-acetamidobenzamido)phenyl ester of 16,16-dimethyl-PGE.
sub.
2, a compound according to claim 1.
4.
The p-acetamidophenyl ester of 16,16-dimethyl-PGE.
sub.
2, a compound according to claim 1.
5.
The p-(p-benzamidobenzamido)phenyl ester of 16,16-dimethyl-PGE.
sub.
2, a compound according to claim 1.
6.
The p-hydroxyphenylurea ester of 16,16-dimethyl-PGE.
sub.
2, a compound according to claim 1.
7.
The 2,4-diacetamidophenyl ester of 16,16-dimethyl-PGE.
sub.
2, a compound according to claim 1.
8.
The 1-acetamido-4-hydroxy-naphthalene ester of 16,16-dimethyl-PGE.
sub.
2, a compound according to claim 1.
9.
The 1-benzamido-4-hydroxy-naphthalene ester of 16,16-dimethyl-PGE.
sub.
2, a compound according to claim 1.
10.
The 1-hydroxy-4-ureido-naphthalene ester of 16,16-dimethyl-PGE.
sub.
2, a compound according to claim 1.
Description:
BACKGROUND OF THE INVENTION This invention relates to novel ester derivatives of prostaglandin E.
sub.
2 analogs (hereinafter identified as "PGE.
sub.
2 " analogs), including the 16-alkyl, 16-fluoro, 16-phenoxy, and phenyl-substituted analogs, and their 15-epimers, and their racemic forms, and to processes for producing them.
PGE.
sub.
2 is represented by the formula: ##STR1## A systematic name for PGE
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Weight Loss and Supplements 
