5-benzyl 3-(2-cyanoethyl) 4-(3-chlorophenyl)-2-methyl-6-trifluoromethyl-1,4-dihydropyridine-3,5-dicarboxylate | 314776-25-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-benzyl 3-(2-cyanoethyl) 4-(3-chlorophenyl)-2-methyl-6-trifluoromethyl-1,4-dihydropyridine-3,5-dicarboxylate
• 英文别名: 5-O-benzyl 3-O-(2-cyanoethyl) 4-(3-chlorophenyl)-2-methyl-6-(trifluoromethyl)-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 314776-25-5
• 化学式: C₂₅H₂₀ClF₃N₂O₄
• 分子量: 504.893
• InChiKey: GCZMAEQYGOSICT-UHFFFAOYSA-N

物化性质

• 沸点：
  589.1±50.0 °C(predicted)
• 密度：
  1.355±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5-benzyl 3-(2-cyanoethyl) 4-(3-chlorophenyl)-2-methyl-6-trifluoromethyl-1,4-dihydropyridine-3,5-dicarboxylate 在 palladium on activated charcoal 4-二甲氨基吡啶 、 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 为溶剂， 生成 3-(2-cyanoethyl) 5-(3,3-diphenylpropyl) 4-(3-chlorophenyl)-2-methyl-6-trifluoromethyl-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 吡啶 、 ammonium acetate 、 silica gel 、 三氯氧磷 作用下， 以 1,2-二氯乙烷 、 异丙醇 为溶剂， 生成 5-benzyl 3-(2-cyanoethyl) 4-(3-chlorophenyl)-2-methyl-6-trifluoromethyl-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

文献信息

• Dihydropyridine derivatives
  申请人：AJINOMOTO CO. INC

  公开号：US20020147222A1

  公开（公告）日：2002-10-10

  Compounds having a selective N-type calcium channel antagonistic activity are provided. 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.

  提供具有选择性N型钙通道拮抗活性的化合物。以下式表示的二氢吡啶衍生物：1的类似物及其药用盐具有选择性抑制N型钙通道作用的活性，它们可用作与N型钙通道相关的各种疾病的治疗剂。
• DIHYDROPYRIDINE DERIVATIVE
  申请人：Ajinomoto Co., Inc.

  公开号：EP1191021A1

  公开（公告）日：2002-03-27

  Compounds having a selective N-type calcium channel antagonistic activity are provided. Dihydropyridine derivatives represented by the following formula: 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.

  提供了具有选择性 N 型钙通道拮抗活性的化合物。下式所代表的二氢吡啶衍生物： 其类似物及其药学上可接受的盐类具有选择性抑制 N 型钙通道作用的活性，可用作与 N 型钙通道有关的各种疾病的治疗剂。