3-chloropropyl 2-(3-nitrobenzyliden)acetoacetate | 91116-18-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-chloropropyl 2-(3-nitrobenzyliden)acetoacetate
• 英文别名: 3-Chloropropyl 2-[(3-nitrophenyl)methylidene]-3-oxobutanoate
• CAS: 91116-18-6
• 化学式: C₁₄H₁₄ClNO₅
• 分子量: 311.722
• InChiKey: KSAMOIDOTICFEU-UHFFFAOYSA-N

物化性质

• 沸点：
  468.2±45.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-chloropropyl 2-(3-nitrobenzyliden)acetoacetate 以 乙醇 为溶剂， 反应 6.0h， 生成 5-O-[3-[3,3-diphenylpropyl(methyl)amino]propyl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Asymmetric N-(3,3-diphenylpropyl)aminoalkyl esters of 4-aryl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acids with antihypertensive activity

  摘要：

  A series of asymmetric 4-aryl-1,4-dihydropyridine-3,5-dicarboxylates characterized by the presence of a 3,3-diphenyl-propylamino moiety in one of the ester groups were synthesized. They exhibited remarkable antihypertensive activity in spontaneously hypertensive rats as well as affinity for the 1,4-dihydropyridines binding site labelled by H-3-nitrendipine in the calcium channel. Introduction of this bulky and lipophilic amine confers to the whole series an elevated level of antihypertensive activity and a long duration of action, a structure-dependent modulation of the activity being found only in the subset characterized by the presence of a branched propylene bridge between the ester and the amino groups. The presence of the amino group is essential for oral activity. Out of this series, compound 9u (Rec 15/2375-lercanidipine) was selected for clinical development and obtained marketing authorization as an antihypertensive in several countries. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80015-9
• 作为产物：
  描述：

  间硝基苯甲醛 、 acetoacetic acid-(3-chloropropyl)ester 在 盐酸 作用下， 以 甲苯 为溶剂， 以95%的产率得到3-chloropropyl 2-(3-nitrobenzyliden)acetoacetate
  参考文献：
  名称：

  Asymmetric N-(3,3-diphenylpropyl)aminoalkyl esters of 4-aryl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acids with antihypertensive activity

  摘要：

  A series of asymmetric 4-aryl-1,4-dihydropyridine-3,5-dicarboxylates characterized by the presence of a 3,3-diphenyl-propylamino moiety in one of the ester groups were synthesized. They exhibited remarkable antihypertensive activity in spontaneously hypertensive rats as well as affinity for the 1,4-dihydropyridines binding site labelled by H-3-nitrendipine in the calcium channel. Introduction of this bulky and lipophilic amine confers to the whole series an elevated level of antihypertensive activity and a long duration of action, a structure-dependent modulation of the activity being found only in the subset characterized by the presence of a branched propylene bridge between the ester and the amino groups. The presence of the amino group is essential for oral activity. Out of this series, compound 9u (Rec 15/2375-lercanidipine) was selected for clinical development and obtained marketing authorization as an antihypertensive in several countries. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80015-9

文献信息

• Carbostyril derivative
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04564619A1

  公开（公告）日：1986-01-14

  Carbostyril derivative or a pharmaceutically acceptable acid addition salt thereof, having excellent platelate aggregation inhibitory effect, calcium antagonism, hypotensive effect and phosphodiesterase inhibitory effect are useful as prophylactic or treating agents for thrombosis, circulation improving agents for coronary blood flow such as coronary vasodilators, hypotensive agents and phosphodiesterase inhibitors. Furthermore, the carbostyril derivatives are weak in heart rate increasing activity and also in cardiac muscle contraction increasing activity, and the carbostyril derivatives are useful agents for curing and treating heart diseases such as cardiac angina and myocardial infarction caused by hypercoagulability of the platelets. Processes are disclosed for preparation of the carbostyril derivatives.

  羧基喹啉衍生物或其药用酸盐，具有出色的血小板聚集抑制作用、钙拮抗作用、降压作用和磷酸二酯酶抑制作用，可用作预防或治疗血栓症的药物、改善冠状动脉血流的循环药物，如冠状血管扩张剂、降压药物和磷酸二酯酶抑制剂。此外，羧基喹啉衍生物在增加心率活性和心肌收缩活性方面较弱，且对治疗由血小板高凝造成的心脏病如心绞痛和心肌梗死有用。公开了制备羧基喹啉衍生物的方法。
• US4564619A
  申请人：——

  公开号：US4564619A

  公开（公告）日：1986-01-14
• US4742069A
  申请人：——

  公开号：US4742069A

  公开（公告）日：1988-05-03