丁酸氯维地平杂质S1 | 193539-61-6

• 物质功能分类: 分析化学 - 对照品
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 丁酸氯维地平杂质S1
• 英文名称: (Z)-3-Amino-but-2-enoic acid 2-cyano-ethyl ester
• 英文别名: 2-cyanoethyl 3-aminobut-2-enoate；2-cyanoethyl 3-aminocrotonate；cyanoethyl 3-aminocrotonate；cyanoethyl-3-aminocrotonate；β-cyanoethyl β-aminocrotonate；2-cyanoethyl β-amino-crotonate；2-cyanoethyl (Z)-3-aminobut-2-enoate
• CAS: 193539-61-6
• 化学式: C₇H₁₀N₂O₂
• 分子量: 154.169
• InChiKey: QTKRICXKOUIGOK-WAYWQWQTSA-N

物化性质

• 沸点：
  345.6±22.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于二氯甲烷；甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  丁酸氯维地平杂质S1 在 palladium on activated charcoal 氢气 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 异丙醇 为溶剂， 生成 5-(3,3-diphenyl-2-propene-1-yl) 3-(2-cyanoethyl) 4-(3-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Structure–activity relationship study of 1,4-dihydropyridine derivatives blocking N-type calcium channels

  摘要：

  Cilnidipine is a 1,4-dihydropyridine derived L/N-type calcium channel dual blocker possessing neuroprotective and analgesic effects which are related to its N-type calcium channel inhibitory activity. In order to find specific N-type calcium channel blockers with the least effects on cardiovascular system, we performed structure-activity relationship study on APJ2708, which is a derivative of cilnidipine, and found a promising N-type calcium channel blocker 21b possessing analgesic effect in vivo with a 1600-fold lower activity against L-type calcium channels than that of cilnidipine. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.021
• 作为产物：
  描述：

  2-氰基乙酰乙酸乙酯 在 ammonium acetate 作用下， 以 异丙醇 为溶剂， 生成 丁酸氯维地平杂质S1
  参考文献：
  名称：

  Structure–activity relationship study of 1,4-dihydropyridine derivatives blocking N-type calcium channels

  摘要：

  Cilnidipine is a 1,4-dihydropyridine derived L/N-type calcium channel dual blocker possessing neuroprotective and analgesic effects which are related to its N-type calcium channel inhibitory activity. In order to find specific N-type calcium channel blockers with the least effects on cardiovascular system, we performed structure-activity relationship study on APJ2708, which is a derivative of cilnidipine, and found a promising N-type calcium channel blocker 21b possessing analgesic effect in vivo with a 1600-fold lower activity against L-type calcium channels than that of cilnidipine. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.021

文献信息

• Dihydropyridine derivative
  申请人：Ajinomoto Co., Inc.

  公开号：US06350766B1

  公开（公告）日：2002-02-26

  Dihydropyridine derivatives of the following formula, analogs thereof and pharmaceutically acceptable salts thereof have an activity of selectively inhibiting the action of N-type calcium channel. They are used as remedies for various diseases relating to the N-type calcium channel such as encephalopathies caused by the ischemia in the acute phase after the onset of cerebral infarction, cerebral hemorrhage or the like, Alzheimer's disease, etc.

  二氢吡啶衍生物具有以下结构式，其类似物和药学上可接受的盐具有选择性抑制N型钙通道作用的活性。它们被用作治疗与N型钙通道相关的各种疾病，如脑梗死发作后急性期内由缺血引起的脑病、脑出血或类似疾病、阿尔茨海默病等。
• NOVEL PYRIMIDINE DERIVATIVE AND NOVEL PYRIDINE DERIVATIVE
  申请人：Ajinomoto Co., Inc.

  公开号：EP1318147A1

  公开（公告）日：2003-06-11

  Achiral pyrimidine derivatives and pyridine derivatives of the following formulae or analogs thereof have selective N-type calcium channel antagonistic activity and showed analgesic action when they were taken orally. They are useful as therapeutic agents for pains and various diseases associated with the N-type calcium channels.

  非手性嘧啶衍生物和以下结构式或其类似物的吡啶衍生物具有选择性N型钙通道拮抗活性，并且当口服时表现出镇痛作用。它们可用作与N型钙通道相关的疼痛和各种疾病的治疗药物。
• Pyrimidine derivatives and new pyridine derivatives
  申请人：AJINOMOTO CO., INC.

  公开号：US20040009991A1

  公开（公告）日：2004-01-15

  Achirai pyrimidine derivatives and pyridine derivatives of the following formulae or analogs thereof have selective N-type calcium channel antagonistic activity and showed analgesic action when they were taken orally. They are useful as therapeutic agents for pains and various diseases associated with the N-type calcium channels. 1

  Achirai嘧啶衍生物和以下结构式或其类似物的吡啶衍生物具有选择性N型钙通道拮抗活性，并在口服时显示镇痛作用。它们可用作与N型钙通道相关的疼痛和各种疾病的治疗药物。
• New dihydropyridine derivatives
  申请人：AJINOMOTO CO. INC

  公开号：US20020193605A1

  公开（公告）日：2002-12-19

  Dihydropyridine derivatives represented by the following formula: 1 analogs thereof and pharmaceutically acceptable salts thereof have an activity of selectively inhibiting the action of N-type calcium channel, and they are used as therapeutic agents for various diseases relating to N-type calcium channel.

  以下化学式代表的二氢吡啶衍生物及其类似物和药学上可接受的盐具有选择性抑制N-型钙通道作用的活性，它们被用作与N-型钙通道相关的各种疾病的治疗药物。
• Synthesis and Antihypertensive Activities of New 1,4-Dihydropyridine Derivatives Containing a Nitrooxy Moiety at the 3-Ester Position.
  作者：Toshihisa OGAWA、Atsuro NAKAZATO、Katsuharu TSUCHIDA、Katsuo HATAYAMA

  DOI：10.1248/cpb.41.108

  日期：——

  The synthesis of a new series of dihydropyridines containing a nitrooxy mojety at the 3-ester position is described.The antihypertensive activity of the compounds was examined and compared with that of nifedipine; some of them were relatively potent. The structure-activity relationship is also discussed.

  研究合成了一系列在3-酯位含有硝氧基的二氢吡啶类新化合物。这些化合物的降压活性经检验并与尼非地平相比较；其中一些相对具有较强的活性。同时还讨论了结构与活性之间的关系。