Back to results
US 4,361,577 AGranted
.omega.-Nor-cycloalkyl-13,14-dehydro-prostaglandins and process for their preparation
AssigneeCarlo Erba S.p.A.
InventorsCarmelo Gandolfi, Renato Pellegata, Roberto Ceserani, Maria M. Usardi
Life of this patent
Estimating the term…
Abstract
.omega.-Nor-cycloalkyl-13,14-dehydro-prostaglandin compounds, specifically 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-tirnor-17-cyclohexyl-prost-5-en- 13-ynoic acid, the esters and salts thereof, having antiulcer and luteolytic activity, are disclosed.
Claims8
Optically active or racemic prostaglandins of the formula ##STR41## wherein:
- R is a hydrogen atom, a C.sub.1 -C.sub.12 alkyl group or a cation of a pharmaceutically acceptable base;
- R.sub.2 and R.sub.3, taken together, form an oxo group;
- the symbol represents a single or a double bond, wherein, when the symbol is a double bond, R.sub.1 is a hydrogen atom and when the symbol is a single bond, R.sub.1 is hydroxy;
- one of R.sub.4 and R.sub.5 is hydroxy and the other is hydrogen;
- R.sub.6 and R.sub.7 are independently hydrogen or C.sub.1 -C.sub.4 alkyl;
- n is zero, 1, 2 or 3;
- and
- R.sub.8 is a radical ##STR42## wherein m is 1, 2, 3, 4 or 5 and W is --CH.sub.2 --, or R.sub.8 is tetrahydrofuryl;
- 1-adamantyl;
- 2-nor-bornyl;
- 2-bicyclo[2,2,2]octyl;
- or 4-t.butyl-cyclohexyl.
9 more elements
A compound selected from the group consisting of:
- 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-trinor-17-cyclohexyl-prost-5-en-1 3-ynoic acid;
- 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-trinor-17-(2'-bicyclo-[2,2,2]-oct yl)-prost-5-en-13-ynoic acid;
- 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-trinor-17-cycloheptyl-prost-5-en- 13-ynoic acid;
- 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-trinor-17-cyclohexyl-16S-methyl-p rost-5-en-13-ynoic acid;
- 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-trinor-17-(2'-nor-bornyl)-prost-5 -en-13-ynoic acid;
- 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-trinor-17-(1'-adamantyl)-prost-5- en-13-ynoic acid;
- 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-trinor-17-(2'-tetrahydro-furyl)-p rost-5-en-13-ynoic acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-(2'-nor-bornyl)-prosta-5,10-dien-13 -ynoic acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-(1'-adamantyl)-prosta-5,10-dien-13- ynoic acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-cyclopentyl-prosta-5,10-dien-13-yno ic acid;
- 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-trinor-17-cyclohexyl-16R-methyl-p rost-5-en-13-ynoic acid;
- 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-trinor-17-cyclohexyl-16(S,R)-meth yl-prost-5-en-13-ynoic acid;
- 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-trinor-17-(4'-tert. butyl)-cyclohexyl-prost-5-en-13-ynoic acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-cyclohexyl-prosta-5,10-dien-13-ynoi c acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-(2'bicyclo-[2,2,2]-octyl)-prosta-5, 10-dien-13-ynoic acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-cycloheptyl-prosta-5,10-dien-13-yno ic acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-cyclohexyl-16S-methyl-prosta-5,10-d ien-13-ynoic acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-cyclohexyl-16R-methyl-prosta-5,10-d ien-13-ynoic acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-cyclohexyl-16(S,R)-methyl-prosta-5, 10-dien-13-ynoic acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-(4'tert. butyl)-cyclohexyl-prosta-5,10-dien-13-ynoic acid;
- 5c-9-oxo-15S-hydroxy-20,19,18-trinor-17-(2'-tetrahydro-furyl)-prosta-5,10-d ien-13-ynoic acid.
18 more elements
Dependencies are inferred from the claim text.