3-(3-cyano-4-morpholino-benzoyl)-propionic acid | 84314-02-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(3-cyano-4-morpholino-benzoyl)-propionic acid
• 英文别名: 4-[3-cyano-4-(morpholin-4-yl)phenyl]-4-oxobutanoic acid；3-(3-Cyano-4-morpholinobenzoyl)propionic acid；4-(3-cyano-4-morpholin-4-ylphenyl)-4-oxobutanoic acid
• CAS: 84314-02-3
• 化学式: C₁₅H₁₆N₂O₄
• 分子量: 288.303
• InChiKey: DKZGUFRIFIXTPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  90.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(3-cyano-4-morpholino-benzoyl)-propionic acid 在 sodium hydride 、 一水合肼 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 16.67h， 生成 5-(4-ethyl-6-oxo-4,5-dihydro-1H-pyridazin-3-yl)-2-morpholin-4-ylbenzonitrile
  参考文献：
  名称：

  6-(4-Morpholino-phenyl)-4,5-dihydro-2H-pyridazine-3-ones: potent platelet aggregation inhibitors and antithrombotics

  摘要：

  A series of di- and tri-substituted 6-phenyl-4,5-dihydro-2H-pyridazine-3-ones is described. The compounds were designed to be antithrombotics and were assessed for their inhibitory properties on platelet aggregation and on thrombus formation in an arteriovenous shunt in the rat. The synthesis and physical properties of the compounds are described. The structure-activity relationships reveal that non-aromatic nitrogen-containing heterocycles can confer high activity on the 6-phenyl-pyridazinone system, provided they are combined with an additional electron-withdrawing substituent in the phenyl ring. The most potent compounds (8i, 8b) had an ED(min) of 1-3 mg/kg after oral administration in the thrombus formation test.

  DOI：

  10.1016/0223-5234(91)90121-3
• 作为产物：
  描述：

  4-(4-氯-3-硝基苯基)-4-氧代丁酸 在 palladium on activated charcoal 盐酸 、 氢气 、 N,N-二异丙基乙胺 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 二甲基亚砜 为溶剂， 反应 19.25h， 生成 3-(3-cyano-4-morpholino-benzoyl)-propionic acid
  参考文献：
  名称：

  6-(4-Morpholino-phenyl)-4,5-dihydro-2H-pyridazine-3-ones: potent platelet aggregation inhibitors and antithrombotics

  摘要：

  A series of di- and tri-substituted 6-phenyl-4,5-dihydro-2H-pyridazine-3-ones is described. The compounds were designed to be antithrombotics and were assessed for their inhibitory properties on platelet aggregation and on thrombus formation in an arteriovenous shunt in the rat. The synthesis and physical properties of the compounds are described. The structure-activity relationships reveal that non-aromatic nitrogen-containing heterocycles can confer high activity on the 6-phenyl-pyridazinone system, provided they are combined with an additional electron-withdrawing substituent in the phenyl ring. The most potent compounds (8i, 8b) had an ED(min) of 1-3 mg/kg after oral administration in the thrombus formation test.

  DOI：

  10.1016/0223-5234(91)90121-3

文献信息

• Alkyl substituted pyridazinones and pharmaceutical compositions
  申请人：Ciba-Geigy Corporation

  公开号：US04629789A1

  公开（公告）日：1986-12-16

  The present invention relates to novel 6-phenyl-5-alkyl substituted-4,5-dihydro-3(2H)-pyridazinones of formula I: ##STR1## in which R.sub.1 is halogen, lower alkyl, lower alkoxy, NO.sub.2, NH.sub.2, NHCOR.sub.3 (R.sub.3 is H or C.sub.1 -C.sub.4 alkyl), CN, carboxy, lower alkoxycarbonyl, carbamoyl, CF.sub.3, or OH and R.sub.2 is C.sub.1 -C.sub.4 alkyl; the tautomeric forms and salts thereof; as their racemic mixtures or as the individual optically-active forms. Compounds (I) are useful in pharmaceutical preparations having improved antithrombotic activity.

  本发明涉及新型的6-苯基-5-烷基取代-4,5-二氢-3(2H)-吡啶酮，化学式为I：##STR1## 其中R.sub.1是卤素、较低烷基、较低烷氧基、NO.sub.2、NH.sub.2、NHCOR.sub.3（R.sub.3为H或C.sub.1 -C.sub.4烷基）、CN、羧基、较低烷氧羰基、氨基甲酰基、CF.sub.3或OH，R.sub.2是C.sub.1 -C.sub.4烷基；它们的互变异构体和盐；作为它们的外消旋混合物或作为单体光学活性形式。化合物(I)在具有改良抗血栓活性的药物制剂中有用。
• [EN] 6-PHENYL-4,5-DIHYDROPYRIDAZIN-3(2H)-ONE DERIVATIVES AS PDE3A AND PDE3B INHIBITORS FOR TREATING CANCER<br/>[FR] DÉRIVÉS DE 6-PHÉNYL-4,5-DIHYDROPYRIDAZIN-3(2H)-ONE UTILISÉS EN TANT QU'INHIBITEURS DE PDE3A ET PDE3B POUR LE TRAITEMENT DU CANCER
  申请人：BAYER AG

  公开号：WO2019025554A1

  公开（公告）日：2019-02-07

  The present invention provides 6-phenyl-4,5-dihydropyridazin-3(2H)- one derivatives of formula (I) : The present invention provides 6-phenyl-4,5-dihydropyridazin-3(2H)- one derivatives of formula (I) :

  本发明提供了式(I)的6-苯基-4,5-二氢吡啶啉-3(2H)-酮衍生物。
• Substituted pyridazinones, pharmaceutical preparations containing these
  申请人：Ciba-Geigy Corporation

  公开号：US04624951A1

  公开（公告）日：1986-11-25

  The present invention relates to novel substituted pyridazinones of the general formula I ##STR1## wherein R is a halogen atom, a lower alkyl or lower alkoxy group, the nitro, hydroxyl, cyano, carboxyl, lower alkoxycarbonyl or carbamoyl group or the trifluoromethyl group, and Z is hydrogen or an acyl group, and the salts and tautomeric forms thereof, which have a marked antithrombotic action, to the production of these novel compounds, to pharmaceutical preparations containing them, and to their use.

  本发明涉及一种新型取代吡啶并咪唑酮，其一般式为I：##STR1## 其中R为卤素原子、低烷基或低烷氧基、硝基、羟基、氰基、羧基、低烷氧基羰基或氨基甲酰基，或三氟甲基基团，Z为氢原子或酰基团，以及其盐和互变异构体，具有显著的抗血栓作用，本发明还涉及这些新化合物的制备、含有它们的药物制剂以及它们的使用。
• Substituierte Pyridazinone, Verfahren zu ihrer Herstellung, pharmazeutische Präparate enthaltend diese Verbindungen und deren Verwendung
  申请人：CIBA-GEIGY AG

  公开号：EP0172141A1

  公开（公告）日：1986-02-19

  Die vorliegende Erfindung betrifft neue substituierte Pyridazinone der allgemeinen Formel I worin R ein Halogenatom, eine Niederalkyl-, Niederalkoxy-, die Nitro-, Hydroxy-, Cyano-, Carboxy-, Niederalkoxycarbonyl-, Carbamoyl- oder die Trifluormethylgruppe bedeutet, und Z Wasserstoff oder eine Acylgruppe bedeutet, ihre Salze und ihre tautomeren Formen mit ausgeprägter antithrombotischer Wirksamkeit, deren Herstellung, sowie pharmazeutische Präparate, die diese neuen Verbindungen enthalten, und auch ihre Verwendung.

  本发明涉及通式 I 的新型取代哒嗪酮类化合物 其中 R 代表卤素原子、低级烷基、低级烷氧基、硝基、羟基、氰基、羧基、低级烷氧羰基、氨基甲酰基或三氟甲基，Z 代表氢或酰基、它们的盐及其具有明显抗血栓活性的同分异构形式、它们的制备方法以及含有这些新化合物的药物组合物，以及它们的用途。
• Alkyl substituted pyridazinones, processes for producing them, pharmaceutical preparations containing these compounds, and the use thereof
  申请人：CIBA-GEIGY AG

  公开号：EP0180542A2

  公开（公告）日：1986-05-07

  The present invention relates to novel 6-phenyl-5-alkyl substituted-4,5-dihydro-3-(2H)-pyridazinones of formula I: in which R, is halogen, lower alkyl, lower alkoxy, No2, NH2, NHCOR3 (R, is H or C1-C4 alkyl), CN, carboxy, lower alkoxycarbonyl, carbamoyl, CF3, or OH and R2 is C1-C4 alkyl; the tautomeric forms and salts thereof; as their racemic mixtures or as the individual optically-active forms. Compounds (I) are useful in pharmaceutical preparations having improved antithrombotic activity.

  本发明涉及式 I 的新型 6-苯基-5-烷基取代-4,5-二氢-3-(2H)-哒嗪酮：其中 R，是卤素、低级烷基、低级烷氧基、No2、NH2、NHCOR3（R，是 H 或 C1-C4烷基）、CN、羧基、低级烷氧基羰基、氨基甲酰基、CF3 或 OH，R2 是 C1-C4 烷基；其同分异构体及其盐；作为它们的外消旋混合物或作为单独的光学活性形式。 化合物 (I) 可用于提高抗血栓活性的药物制剂中。