Carbacyclin derivatives, process for their preparation and...

C - Chemistry – Metallurgy – 07 – F

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260/235.01

C07F 9/40 (2006.01) C07C 405/00 (2006.01) C07D 309/12 (2006.01) C07D 317/72 (2006.01)

Patent

CA 1223255

ABSTRACT OF THE DISCLOSURE Carbacyclin derivatives of the formula: Image (I), in which R1 is the group OR2, wherein R2 is hydrogen, alkyl of 1- 10 carbon atoms, which may be substituted by fluorine, chlorine, bromine, phenyl, dimethylamino, diethylamino, methoxy or ethoxy, is cycloalkyl of 5-6 carbon atoms, which may be substituted by alkyl of 1-4 carbon atoms, or is phenyl, 2- or 3-furyl, 2-3- thienyl or 2- 3- or 4-pyridyl, or R1 is the group NHR3, where R3 is a carboxylic acid or sulphonic acid group of 1-15 carbon atoms, or is hydrogen; X is oxygen; A is -CH2-CH2-, trans-CH=CH- or-C=C-group; W is a free or functionally modified hydroxymethy- lene group, the D is a straight or branched chain, saturated or unsaturated alkylene group of 1-10 carbon atoms, which may be substituted by fluorine or 1,2-methylene; E is a -C?C-group or a -CR6=CR7-group, wherein R6 and R7 are hydrogen or alkyl of 1-5 carbon atoms, R4 is alkyl of 1-10 carbon atoms, cycloalkyl of 5-6 carbon atoms, phenyl, 2- or 3-furyl, 2- or 3-thienyl or 2-, 3- or 4-pyridyl; R5 is a free or functionally modlfied hydroxy group, and when R2 is hydrogen, salts of these compounds with physiologically compatible bases have been found to be effective in the treatment of humans and animals and to exhibit a longer duration of activity, greater selectivity and improved activity than other prostaglandins of their type.

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