Cyclopentane heptan(ene)oic acid, 2-heteroarylalkenyl derivative

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549 77, 549 78, 549 79, 549474, 549491, 549496, 549498, 549502, 514438, 514461, A61K 3134, A61K 3138, C07D30702, C07D33324, C07D33338

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061601292

ABSTRACT:
The invention relates to the use of derivatives of F-type prostaglandins as ocular hypotensives. The compounds used in accordance with the invention are represented by the following formula I: ##STR1## wherein wavy line attachments indicate either the alpha (.alpha.) or beta (.beta.) configuration; hatched segments indicate .alpha. configuration; the solid triangle is used to indicate .beta. configuration; dashed bonds represent a double bond, or a single bond; R is a substituted heteroaryl radical having at least two pendant substituents selected from the group consisting of C.sub.1 to C.sub.6 alkyl; halogen; trifluoromethyl; COR.sup.1 ; COCF.sub.3 ; SO.sub.2 NR.sup.1 ; NO.sub.2 and CN or at least one cyano group; R.sup.1 is hydrogen or a lower alkyl radical having up to six carbon atoms, X is selected from the group consisting of --OR.sup.1 and --N(R.sup.1).sub.2 ; Y is .dbd.O or represents 2 hydrogen radicals and the 9, 11 or 15 lower alkyl esters thereof; provided, however, when said heteroaryl radical is a dichlorothienyl radical, the compound is not a 1-carboxylic acid or amide thereof. Certain of the compounds represented by Formula I are novel and comprise another aspect of the present invention.

REFERENCES:
Chemical Abstracts 115:279637, Passarotti, 1990.
Chemical Abstracts 81:37323, Bowler, 1974.
US Patfull abstract #76:70715, abstract of US Patent #4,000,305, 1976.
US Patfull abstract #76:941, abstract of US Patent #3,931,206, 1976, Bowler.
Chemical Abstracts 121:205124, Chan, 1994, abstract of US Patent #5,328,933, filed 1992.
Chemical Abstracts 121:26934, Chan, 1997, abstract of US Patent #5,332,730, filed 1992.

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