21-substituted progesterone derivatives as new...

Details 21-substituted progesterone derivatives as new... 21-substituted progesterone derivatives as new...

C - Chemistry, Metallurgy

07

J

C07J 41/00 (2006.01) A61K 31/56 (2006.01) C07J 5/00 (2006.01) C07J 7/00 (2006.01) C07J 9/00 (2006.01) C07J 21/00 (2006.01) C07J 31/00 (2006.01) C07J 33/00 (2006.01) C07J 43/00 (2006.01) C07J 51/00 (2006.01) C07J 71/00 (2006.01)

Patent

CA 2253673

A compound having general formula (I) in which R1 is a member selected from the group consisting of -OCH3, -SCH3, -N(CH3)2, -NHCH3, -CHO, -COCH3 and -CHOHCH3; R2 is a mem-ber selected from the group consisting of halogen, alkyl, acyl, hydroxy, alkoxy, acyloxy, alkyl car-bonate, cypionyloxy, S-alkyl and S-acyl; R3 is a member selected from the group consisting of alkyl, hydroxy, alkoxy and acyloxy; R4 is a member se-lected from the group consisting of hydrogen and alkyl; and X is a member selected from the group consisting of -O and -N-OR5, wherein R5 is a member selected from the group consisting of hydrogen and alkyl. In addition to providing the compounds of formula (I), the present invention provides methods wherein the compounds of formula (I) are advantageously used, inter alia, to antagonize endogenous progesterone; to induce menses; to treat endometriosis; to treat dysmenorrhea; to treat endocrine hormone-dependent tumors; to treat uterine fibroids; to inhibit uterine endometrial proliferation; to induce labor; and for contraception.

Cette invention concerne un composé ayant la formule générale (I) dans laquelle R<1> est un élément sélectionné dans le groupe constitué par -OCH3, -SCH3, -N(CH3)2, -NHCH3, -CHO, -COH3 et -CHOHCH3; R<2> est un élément sélectionné dans le groupe constitué par halogène, alkyle, acyle, hydroxy, alkoxy, acyloxy, alkyle carbonate, cypionyloxy, S-alkyl et S-acyl; R<3> est un élément sélectionné dans le groupe constitué par alkyle, hydroxy, alkoxy et acyloxy; R<4> est un élément sélectionné dans le groupe constitué par hydrogène et alkyle; et X est un élément sélectionné dans le groupe constitué par =O et =N-OR5, où R<5> est un élément sélectionné dans le groupe constitué par hydrogène et alkyle. Outre les composés de la formule (I), la présente invention concerne des procédés permettant d'utiliser avantageusement lesdits composés pour, entre autres, bloquer la progestérone endogène, stimuler les règles, traiter l'endométriose, la dysménorrhée, les tumeurs endocriniennes hormono-dépendantes, les fibromes utérins, bloquer la prolifération de l'endométriose utérine, stimuler le travail, ou à des fins de contraception.

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