4-(4-chlorophenyl)-6-(dimethoxymethyl)-5-(3-phenylprop-2-enoxycarbonyl)-1,4-dihydropyridine-3-carboxylic acid | 1379515-58-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(4-chlorophenyl)-6-(dimethoxymethyl)-5-(3-phenylprop-2-enoxycarbonyl)-1,4-dihydropyridine-3-carboxylic acid
• CAS: 1379515-58-8
• 化学式: C₂₅H₂₄ClNO₆
• 分子量: 469.922
• InChiKey: XARRKQQSGMKEIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  94.09
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4,4-dimethoxy-3-oxo-butyric acid cinnamyl ester 在 哌啶 、 甲醇 、 ammonium acetate 、 sodium hydroxide 作用下， 以 异丙醇 、 苯 为溶剂， 生成 4-(4-chlorophenyl)-6-(dimethoxymethyl)-5-(3-phenylprop-2-enoxycarbonyl)-1,4-dihydropyridine-3-carboxylic acid
  参考文献：
  名称：

  Discovery and evaluation of selective N-type calcium channel blockers: 6-Unsubstituted-1,4-dihydropyridine-5-carboxylic acid derivatives

  摘要：

  A structure-activity relationship study of 6-unsubstituted-1,4-dihydropyridine and 2,6-unsubstituted-1,4-dihydropyridine derivatives was conducted in an attempt to discover N-type calcium channel blockers that were highly selective over L-type calcium channel blockers. Among the tested compounds, (+)-4-(3,5-dichloro-4-methoxy-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-cinnamyl ester was found to be an effective and selective N-type calcium channel blocker with oral analgesic potential. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.051

文献信息

• Discovery and evaluation of selective N-type calcium channel blockers: 6-Unsubstituted-1,4-dihydropyridine-5-carboxylic acid derivatives
  作者：Takashi Yamamoto、Seiji Niwa、Munetaka Tokumasu、Tomoyuki Onishi、Seiji Ohno、Masako Hagihara、Hajime Koganei、Shin-ichi Fujita、Tomoko Takeda、Yuki Saitou、Satoshi Iwayama、Akira Takahara、Seinosuke Iwata、Masataka Shoji

  DOI：10.1016/j.bmcl.2012.04.051

  日期：2012.6

  A structure-activity relationship study of 6-unsubstituted-1,4-dihydropyridine and 2,6-unsubstituted-1,4-dihydropyridine derivatives was conducted in an attempt to discover N-type calcium channel blockers that were highly selective over L-type calcium channel blockers. Among the tested compounds, (+)-4-(3,5-dichloro-4-methoxy-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-cinnamyl ester was found to be an effective and selective N-type calcium channel blocker with oral analgesic potential. (C) 2012 Elsevier Ltd. All rights reserved.