公开(公告)号：EP0109628A1

公开(公告)日：1984-05-30

申请号：EP83111303.0

申请日：1983-11-11

申请人： STERLING DRUG INC.

发明人： Lesher, George Yohe ,  Singh, Baldev ,  Carabateas, Philip Michael

IPC分类号： C07D213/64 ,  C07D401/04 ,  A61K31/44

CPC分类号： C07D213/64 ,  C07D211/86 ,  C07D213/55 ,  C07D213/57 ,  C07D401/04

摘要： 3,4-Dihydro-3-R 1 -4-R 2 -5-Q-6-R-2 (1H)-pyridinones (I), where R 1 and R 2 are each hydrogen or methyl, R is lower-alkyl, and Q is 4 (or 3)-hydroxyphenyl, 4 (or 3)-methoxyphenyl, 4 (or 3)-pyridinyl or 4 (or 3)-pyridinyl having one or two lower-alkyl substituents, or acid-addition salts thereof, as well as the corresponding 3-R 1 -4-R 2 -5-Q-6-R-2 (1H)-pyridinones where at least one of R 1 and R 2 is methyl. The compounds have cardiotonic use when Q is 4 (or 3)-hydroxyphenyl, 4 (or 3)-pyridinyl or 4 (or 3)-pyridinyl having one or two lower-alkyl substituents. Said compounds are prepared from butanenitriles, butanoates, acrylamides or mixtures of alkanones and acetoacetamide, with optional conversion of the 3,4-dihydro compounds obtained to the 3,4-unsaturated compounds by heating with sulfur in an inert solvent and conversion of the methoxyphenyl compounds to the hydroxyphenyl compounds.

摘要翻译： 3,4-二氢-3-R1-4-R2-5-Q-6-R-2（1H） - 吡啶酮（I），其中R1和R2各自为氢或甲基，R为低级烷基，Q为 是具有一个或两个低级烷基取代基的4（或3） - 羟基苯基，4（或3） - 甲氧基苯基，4（或3） - 吡啶基或4（或3） - 吡啶基，或其酸加成盐 作为其中R 1和R 2中的至少一个为甲基的相应的3-R1-4-R2-5-Q-6-R-2（1H） - 吡啶酮。 当Q为具有一个或两个低级烷基取代基的4（或3） - 羟基苯基，4（或3） - 吡啶基或4（或3） - 吡啶基时，化合物具有强心使用。 所述化合物由丁腈，丁酸酯，丙烯酰胺或链烷酮和乙酰乙酰胺的混合物制备，并且通过在惰性溶剂中用硫加热将所得的3,4-二氢化合物任选转化为3,4-不饱和化合物，并将甲氧基苯基 化合物与羟基苯基化合物反应。

公开(公告)号：EP0207453A3

公开(公告)日：1988-11-23

申请号：EP86108744

申请日：1986-06-26

申请人： STERLING DRUG INC.

发明人： Diana, Guy Dominic ,  Carabateas, Philip Michael

IPC分类号： C07D413/12 ,  C07D417/12 ,  C07D409/12 ,  C07D405/12 ,  C07D307/42 ,  A61K31/44 ,  A61K31/42 ,  A61K31/425 ,  C07D261/08 ,  C07F07/18 ,  C07F07/22 ,  C07D333/16 ,  C07D277/66 ,  C07D277/24 ,  C07D271/10 ,  C07C133/02 ,  C07C121/75 ,  B01J31/26

CPC分类号： C07D413/12 ,  C07D261/08 ,  C07D417/12

摘要： Compounds of the formula
are disclosed, wherein:
Y is an alkylene bridge of 3-9 carbon atoms; Z is N or HC; R is hydrogen or lower-alkyl of 1-3 carbon atoms, with the proviso that when Z is N, R is lower-alkyl; R 1 and R 2 are each hydrogen, halogen, methyl, nitro, lower-alkoxycarbonyl or trifluoromethyl; and Het is a heterocyclic group, and pharmaceutically acceptable acid addition salts thereof, as well as methods for preparation and use thereof. The compounds exhibit valuable antiviral properties.

公开(公告)号：EP0207454A3

公开(公告)日：1988-08-10

申请号：EP86108745

申请日：1986-06-26

申请人： STERLING DRUG INC.

发明人： Diana, Guy Dominic ,  Carabateas, Philip Michael

IPC分类号： C07D413/12 ,  C07D413/10 ,  A61K31/42 ,  A61K31/535 ,  C07D261/08 ,  C07C103/78 ,  C07D263/14 ,  C07C79/46 ,  C07D307/54 ,  C07D307/42 ,  C07D307/46 ,  C07D263/32 ,  C07D263/34 ,  C07C47/56

CPC分类号： C07D413/12 ,  C07D261/08 ,  C07D417/12

摘要： Compounds of the formula
are wherein:
R is hydrogen or alkyl of 1 to 3 carbon atoms optionally substituted by hydroxy, lower-alkoxy, lower-alkoxyalkoxy, lower-acyloxy, halo or N=Z', wherein N=Z' is amino, lower- slkanoylamino, lower-alkylamino, di-lower-alkylamino, 1-pyrrolidyl, 1-piperidiny) or 4-morpholinyl; X is 0 or CH 2 ; Y is an alkylene bridge of 3-9 carbon atoms, optionally interrupted by an olefinic linkage; Z is N or R 5 C, where R 5 is hydrogen or lower-alkanoyl, with the proviso that when Z is N, R is other than hydrogen; m is 0 or 1; R, and R 2 are each halogen, methyl, nitro, lower- alkoxycarbonyl or trifluoromethyl; and R 3 and R 4 are each hydrogen or lower-alkyl of 1-3 carbon atoms; and
pharmaceutically acceptable acid-addition salts thereof, as well as methods for preparation and use thereof. The compound exhibit valuable antiviral properties.