3,3-Di-pyridin-2-yl-acrylic acid ethyl ester | 246514-20-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3,3-Di-pyridin-2-yl-acrylic acid ethyl ester
• 英文别名: Ethyl 3,3-dipyridin-2-ylprop-2-enoate
• CAS: 246514-20-5
• 化学式: C₁₅H₁₄N₂O₂
• 分子量: 254.288
• InChiKey: LHUUFEWUCLJDIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3-Di-pyridin-2-yl-acrylic acid ethyl ester 在 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 nickel dichloride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 6.0h， 生成 3,3-dipyridylpropanol
  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：

  2-二吡啶基酮 、 磷酰基乙酸三乙酯 在 sodium hydride 作用下， 以 乙醇 为溶剂， 生成 3,3-Di-pyridin-2-yl-acrylic acid ethyl ester
  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

• Structure–activity relationship study of 1,4-dihydropyridine derivatives blocking N-type calcium channels
  作者：Takashi Yamamoto、Seiji Niwa、Seiji Ohno、Tomoyuki Onishi、Hiroyuki Matsueda、Hajime Koganei、Hisayuki Uneyama、Shin-ichi Fujita、Tomoko Takeda、Morikazu Kito、Yukitsugu Ono、Yuki Saitou、Akira Takahara、Seinosuke Iwata、Masataka Shoji

  DOI：10.1016/j.bmcl.2005.11.021

  日期：2006.2

  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.