A non-hormonal approach to male contraception

Details A non-hormonal approach to male contraception A non-hormonal approach to male contraception

A - Human Necessities

61

K

A61K 31/40 (2006.01) A61K 31/4025 (2006.01) A61K 31/445 (2006.01) A61K 31/454 (2006.01)

Patent

CA 2479027

The present invention provides a method by which to reversibly render male mammals infertile. Thus, the disclosed N-substituted imino compounds, and pharmaceutical compositions thereof, completely impair the fertility of male mammals, but exhibit no effect on that of female mammals, and are thus useful as male contraceptives. Particularly efficacious compounds are imino sugars derived from N-alkylated piperidines of the formulae: wherein R2 is can be a linear or branched C1-18 alkyl, C2-18 alkenyl or alkynyl; or aralkyl; which may be optionally substituted with one or more of -OH; -F; -CI; -Br; -I; -NH2; alkyl- and dialkylamino; linear or branched C1-6 alkyl, C2-6 alkenyl and alkynyl; aralkyl; linear or branched C1-6 alkoxy, aryloxy; aralkoxy; -CN, - NO2, -COOH, -COO(alkyl); -COO(aryl); - C(O)NH(C1-6 alkyl); -C(O)NH(aryl); sulfonyl; (C1-6 alkyl)sulfonyl; arylsulfonyl; sulfamoyl, (C1-6 alkyl)sulfamoyl; (C1-6 alkyl)thio; (C1-6 alkyl)sulfonamide; arylsulfonamide; - NHNH2; and -NHOH.

L'invention concerne une méthode permettant d'inhiber de manière réversible la fertilité chez des mammifères mâles. Les composés imino substitués en N décrits et les compositions pharmaceutiques préparées à partir de ces composés inhibent la fertilité des mammifères mâles mais n'ont aucun effet sur celle des mammifères femelles, et sont utilisés comme contraceptifs pour les mâles. Des composés particulièrement efficaces sont des sucres imino dérivés de pipéridines N-alkylées représentées par les formules (I) et (II). Dans ces formules, R?2¿peut représenter C¿1-18? alkyle linéaire ou ramifié, C¿2-18? alcényle ou alcynyle; ou aralkyle; pouvant éventuellement être substitué par un ou plusieurs de OH; -F; -CI; -Br; -I; -NH¿2?; alkyl- et dialkylamino, C¿1-6? alkyle, C¿2-6? alcényle et alcynyle linéaires ou ramifiés; aralkyle; C¿1-6? alcoxy, aryloxy linéaire ou ramifié; aralcoxy, -CN, -NO¿2?, -COOH, -COO(alkyl); -COO(aryl); - C(O)NH(C¿1-6? alkyl); -C(O)NH(aryl); sulfonyle; (C¿1-6? alkyl)sulfonyle; arylsulfonyle; sulfamoyle, (C¿1-6? alkyl)sulfamoyle; (C¿1-6? alkyl)thio; (C¿1-6? alkyl)sulfonamide; arylsulfonamide; -NHNH¿2?; et -NHOH.

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