EP 0000609 A1 19790207 - Novel 19-nor-pregnahexaenes, process for the preparation thereof, and pharmaceutical compositions containing them.
Title (en)
Novel 19-nor-pregnahexaenes, process for the preparation thereof, and pharmaceutical compositions containing them.
Title (de)
19-Nor-pregnahexaenen, Verfahren zu ihrer Herstellung und diese enthaltenden pharmazeutischen Präparate.
Title (fr)
19-Nor pregnahexaènes, procédé pour leur préparation et compositions pharmaceutiques les contenant.
Publication
Application
Priority
US 81918277 A 19770726
Abstract (en)
19-Nor-pregnahexaenes of formula <CHEM> wherein A is hydrogen, lower alkyl, fluoro or fluoro-substituted methyl; R1 is hydrogen, lower alkyl, or an acyl radical of a carboxylic acid; W is (H, H); (H, lower alkyl); (H, alpha -OR2), with R2 being hydrogen or an acyl radical of a carboxylic acid; or = CHT, with T being hydrogen, lower alkyl, fluorine, or chlorin; Q is OR4, with R4 being hydrogen or an acyl radical of a carboxylic acid; hydrogen, provided W is (H, H) or (H, lower alkyl); or together with W represents a 16 alpha , 17 alpha -lower alkylidenedioxy grouping; Y is (H, H), (H, OH), or oxygen; Z is hydrogen, chlorine or bromine; R3 is hydrogen or an acyl radical of a carboxylic acid; or OR3 together with Q represents an alkylidenedioxy or alkylorthoalkanoate grouping; and when Q is hydroxy and R3 is hydrogen, the 17 alpha , 20; 20, 21-bismethylenedioxy derivatives thereof; These compounds are novel, with the exception of the 21-acetate and 3,21-diacetate of 19-nor-pregna- 1,3,5 (10), 6,8,14- hexanene-3,17 alpha , 21- triol-20-one, while pharmaceutical compositions containing the latter two compounds are also novel. The preparation of the novel compounds by three methods is described, in particular dehydrogenation in position 14 of appropriate 19-nor-pregna- 1,3,5(10), 6,8-pentaenes by DDq. Representative compounds of the inventions have been shown to exhibit antimitotic activity and, in particular, are useful in treating psoriasis.
IPC 1-7
IPC 8 full level
A61K 31/57 (2006.01); A61P 17/00 (2006.01); C07J 5/00 (2006.01); C07J 21/00 (2006.01)
CPC (source: EP)
A61P 17/00 (2017.12); C07J 5/0053 (2013.01); C07J 5/0076 (2013.01); C07J 21/005 (2013.01)
Citation (search report)
- [A] US 3410879 A 19681112 - HERCHEL SMITH, et al
- [D] JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 89 (1967) pages 1919-1925
Designated contracting state (EPC)
BE CH DE FR GB NL SE
DOCDB simple family (publication)
EP 0000609 A1 19790207; EP 0000609 B1 19810923; AT A532778 A 19821215; AU 3824878 A 19800124; AU 518819 B2 19811022; CA 1118410 A 19820216; DE 2861112 D1 19811210; DK 326478 A 19790127; FI 782305 A 19790127; GR 73119 B 19840203; JP S5424864 A 19790224; NO 782538 L 19790129; NZ 187926 A 19801008; PT 68338 A 19780801; ZA 784081 B 19790725
DOCDB simple family (application)
EP 78200112 A 19780720; AT 532778 A 19780721; AU 3824878 A 19780721; CA 307894 A 19780721; DE 2861112 T 19780720; DK 326478 A 19780721; FI 782305 A 19780721; GR 780156836 A 19780721; JP 9031978 A 19780724; NO 782538 A 19780724; NZ 18792678 A 19780721; PT 6833878 A 19780721; ZA 784081 A 19780718