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1. 发明授权

US3271427A 3-desoxy-17alpha-chloroethynyl estrogenic steroids and process for making same 失效
标题翻译： 3-脱氧-17α-氯乙炔基雌激素类固醇及其制备方法
公开(公告)号：US3271427A
公开(公告)日：1966-09-06
申请号：US36249764
申请日：1964-04-24
申请人： BRITISH DRUG HOUSES LTD
发明人： VLADIMIR PETROW , MICHAEL BURGESS COLIN , PETER FEATHER
IPC分类号： A61K31/567 , A61K31/569 , C07J1/00 , C07J11/00 , C07J75/00
CPC分类号： A61K31/567 , A61K31/569 , C07J1/00 , C07J11/00 , C07J75/00

2. 发明授权

US3271254A 17alpha-chlorethynyl-17beta-alkoxy steroids and process for their preparation 失效
标题翻译： 17α-氯乙炔基-17β-烷氧基类固醇及其制备方法
公开(公告)号：US3271254A
公开(公告)日：1966-09-06
申请号：US30393563
申请日：1963-08-22
申请人： BRITISH DRUG HOUSES LTD
发明人： MICHAEL BURGESS COLIN , PETER FEATHER , VLADIMIR PETROW
IPC分类号： A61K31/567 , A61K31/569 , C07J1/00 , C07J75/00
CPC分类号： A61K31/567 , A61K31/569 , C07J1/00 , C07J75/00

3. 发明专利

DE1768614A1 未知
公开(公告)号：DE1768614A1
公开(公告)日：1971-11-18
申请号：DE1768614
申请日：1968-06-06
申请人： BRITISH DRUG HOUSES LTD
发明人： FEATHER PETER , MICHAEL BURGESS COLIN
IPC分类号： C07C20060101 , A61K17/06

4. 发明专利

DE1693004A1 未知
公开(公告)号：DE1693004A1
公开(公告)日：1971-09-16
申请号：DE1693004
申请日：1968-03-15
申请人： BRITISH DRUG HOUSES LTD
发明人： MICHAEL BURGESS COLIN , FEATHER PETER , PETROW VLADIMIR
IPC分类号： A61K31/567 , A61K31/569 , C07J1/00 , C07J75/00 , A61K17/06
摘要： 1,145,393. 17α-(Alka - 1 1 ,3 1 -diynyl)-steroids. BRITISH DRUG HOUSES Ltd. 22 Feb., 1968 [16 March, 1967], No. 12301/67. Heading C2U. Novel steroids of the formula (wherein R is C 1-5 alkyl; R 1 is H or acyl of up to 12 carbon atoms; R 11 is H, CH 3 or C 2 H 5 , and R 111 is CH 3 or C 2 H 5 ) which may also contain optional additional substituents and/or double bonds in rings A, B, C and D are prepared by reduction of the corresponding 3-ketones, and, if desired, acylation of the resulting 3#-hydroxy- # 4 -steroids 17α - (1 1 ,3 1 - Hexadiynyl) - 17# - methoxy - 4 - estren-3-one is prepared by reacting 17α-(1 1 ,3 1 - hexadiynyl) - 3 - methoxy - 2,5(10) - estradien- 17#-ol with sodamide in liquid ammonia and then with methanol. The steroids of the invention, which are stated to possess, inter alia, estrogenic, progestational, claudogenic, ovulation-inhibiting and gonadotrophin-inhibiting properties, may be made up into pharmaceutical and veterinary compositions, such as tablets, injections, vaginal sponges and tampons.

5. 发明专利

DE1568093A1 未知
公开(公告)号：DE1568093A1
公开(公告)日：1970-04-30
申请号：DE1568093
申请日：1963-08-22
申请人： BRITISH DRUG HOUSES LTD
发明人： MICHAEL BURGESS COLIN , FEATHER PETER , PETROW VLADIMIR
IPC分类号： A61K31/567 , A61K31/569 , C07J1/00 , C07J75/00 , C07C167/28
摘要： 17a - Chlorethynyl - 17b - alkoxy - steroids (wherein the alkyl group contains 1 to 5 carbon atoms) of the androstane and 19-nor-androstane series, some of which are novel, are prepared by reacting an appropriate alkyl halide with an alkali metal derivative of the corresponding 17a - - chlorethynyl - 17b - hydroxy - steroid in an anhydrous non-hydroxylic solvent, such as liquid ammonia, ether or tetrahydrofuran. The alkali metal derivative of the steroid may be formed by dissolving the steroid in the solvent and then treating with an amide of an alkali metal in liquid ammonia or by the interaction of the corresponding 17-oxo-steroid with a chloracetylide of an alkali metal. The steroids may, for example, contain unsaturated linkages at C1, C2, C3, C4, C5(6), C5(10), C6, C8, C9(10), C9(11), C11(12) or C14, 1-, 2-, 3-, 4-, 5-, 6- o 11-hydroxyl groups which may be alkylated or acylated or converted into tetrahydropyranyl derivatives and subsequently regenerated, alkyl, alkenyl and alkynyl groups, particularly 2-, 4- and 6-methyl, oxo groups at positions 3,4,6 and 11, which may require protection as enol ethers, ketals or enamines, and halogen atoms in ring A. 17a - Chlorethynyl - 3 - ethoxy - androsta - 3,5-dien - 17b - ol is prepared from the 17-one, methyl lithium and trans-dichlorethylene. 17a -Chlorethynyl - 3 - n - propoxy - estra - 2,5(10)-dien-17b -ol is prepared by converting estrone 3 - n - propyl ether into 3 - n - propoxy - estra-2,5(10) - dien - 17b - ol, this into the 17 - one, and then treating this as above. Similarly are prepared 17a - chlorethynyl - 3 - methoxy - estra-1,3,5(10),8,14 - pentaen - 17b - ol, 17a - chlor-ethynyl - 3 - ethoxy - estra - 1,3,5(10) - trien-17b -ol and the corresponding 3-n-propoxy compound, 17a - chlorethynyl - 3 - methoxy - estra-1,3,5(10),8 - tetraen - 17b - ol, 17a - chlorethynyl-3 - methoxy - estra - 1,3,5(10),6,8 - pentaen - 17b -ol and 17a - chlorethynyl - 3,3 - ethylenedioxy-4-methyl-androst-4-en -17b -ol. The steroids of the invention, which are variously stated to have claudogenic, ovulation-inhibiting, progestational and estrogenic properties, may be made up into pharmaceutical compositions. Tablets and injection solutions are described.

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