C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/235.03
C07C 405/00 (2006.01) C07D 307/935 (2006.01) C07D 309/12 (2006.01) C07D 319/12 (2006.01) C07F 9/54 (2006.01)
Patent
CA 1103242
ABSTRACT OF THE DISCLOSURE This invention relates to optically active compounds having the following general formula (I) Image (I) wherein R is a member selected from the group consisting of hydrogen, a C1-C12 alkyl group, and a cation of a pharmaceutically acceptable base; one of R1 and R2 is hydrogen and the other is hydroxy or acyloxy or R1 and R2 together form an oxo group; one of R3 and R4 is hydrogen and the other is hydroxy; R5 and R6 are independently selected from the group consisting of hydrogen, fluorine and C1-C4 alkyl, provided that when one of them is C1-C4 alkyl, the other is hydrogen or fluorine and when one of them is fluorine, the other is C1-C4 alkyl; E is selected from the group consisting of -(CH2)n-, wherein n is an integer of 1 to 6, and -(CH2)n1-O-(CH2)n2-, wherein n1 and n2 are independently selected from the group consisting of zero, 1, 2 and 3, ? is a member selec- ted from the group consisting of methyl, cycloalkyl containing 3 to 7 ring carbon atoms and optionally containing one or more ring oxygen or sulphur atoms; and phenyl unsubstituted or optionally substituted by one or more sub- stituents selected from the group consisting of halogen, C1-C4 alkoxy, phenyl, and trihalomethyl; and wherein the chains bound to the carbon atoms in the 8- and 12-positions have a trans-configuration. The compounds of formula (I) may be used for the same therapeutical indications as natural prostaglandins, with respect to which, however, they offer the advantage of not being sub- strates for the enzyme 15-prostaglandin dehydrogenase, which, as is known, quickly inactivates natural prostaglandins, and, furthermore, are charcter- ized by a more selective therapeutical action.
352063
Faustini Franco
Fumagalli Angelo
Gandolfi Carmelo
Pellegata Renato
Farmitalia Carlo Erba S.p.a.
Fetherstonhaugh & Co.
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