Methyl 2,3-diphenyl-cycloprop-2-ene-1-carboxylate-1-carboxylic acid | 188343-54-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: Methyl 2,3-diphenyl-cycloprop-2-ene-1-carboxylate-1-carboxylic acid
• 英文别名: 1-Methoxycarbonyl-2,3-diphenylcycloprop-2-ene-1-carboxylic acid
• CAS: 188343-54-6
• 化学式: C₁₈H₁₄O₄
• 分子量: 294.307
• InChiKey: XIGKSJAAZBWCMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 2,3-diphenyl-cycloprop-2-ene-1-carboxylate-1-carboxylic acid 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成 1-Chlorocarbonyl-2,3-diphenyl-cycloprop-2-enecarboxylic acid methyl ester
  参考文献：
  名称：

  trans N-Methyl-N-[2-(1-pyrrolidinyl)cyclohexyl] cycloprop-2-ene-1-carboxamides: Novel lipophilic kappa opioid agonists

  摘要：

  The synthesis and kappa opioid agonist activities of some lipophilic analogues of the kappa opioid agonist U-50488 incorporating motifs bearing two aromatic rings in place of the 3,4-dichlorophenyl group are described, Trans 2,3-diphenyl-N-methyl-N[2-(1-pyrrolidinyl)cyclohexyl]-2-cyclopropene-1-carboxamide, 7, is a potent kappa opioid agonist. A diphenylcyclopropene analogue of CI-977, trans 2,3-diphenyl-N-methyl-N-[7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]-2-cyclopropene-1-carboxamide, 13, is a highly lipophilic chemically novel potent selective kappa opioid agonist. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(96)00615-4
• 作为产物：
  描述：

  dimethyl 2,3-diphenyl-cycloprop-2-ene-1,1-dicarboxylate 在 lithium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 以58%的产率得到Methyl 2,3-diphenyl-cycloprop-2-ene-1-carboxylate-1-carboxylic acid
  参考文献：
  名称：

  trans N-Methyl-N-[2-(1-pyrrolidinyl)cyclohexyl] cycloprop-2-ene-1-carboxamides: Novel lipophilic kappa opioid agonists

  摘要：

  The synthesis and kappa opioid agonist activities of some lipophilic analogues of the kappa opioid agonist U-50488 incorporating motifs bearing two aromatic rings in place of the 3,4-dichlorophenyl group are described, Trans 2,3-diphenyl-N-methyl-N[2-(1-pyrrolidinyl)cyclohexyl]-2-cyclopropene-1-carboxamide, 7, is a potent kappa opioid agonist. A diphenylcyclopropene analogue of CI-977, trans 2,3-diphenyl-N-methyl-N-[7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]-2-cyclopropene-1-carboxamide, 13, is a highly lipophilic chemically novel potent selective kappa opioid agonist. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(96)00615-4

文献信息

• US5123951A
  申请人：——

  公开号：US5123951A

  公开（公告）日：1992-06-23
• US5292937A
  申请人：——

  公开号：US5292937A

  公开（公告）日：1994-03-08
• US5968968A
  申请人：——

  公开号：US5968968A

  公开（公告）日：1999-10-19
• US6020519A
  申请人：——

  公开号：US6020519A

  公开（公告）日：2000-02-01
• trans N-Methyl-N-[2-(1-pyrrolidinyl)cyclohexyl] cycloprop-2-ene-1-carboxamides: Novel lipophilic kappa opioid agonists
  作者：V. Sabin、D.C. Horwell、A.T. McKnight、P. Broqua

  DOI：10.1016/s0960-894x(96)00615-4

  日期：1997.2

  The synthesis and kappa opioid agonist activities of some lipophilic analogues of the kappa opioid agonist U-50488 incorporating motifs bearing two aromatic rings in place of the 3,4-dichlorophenyl group are described, Trans 2,3-diphenyl-N-methyl-N[2-(1-pyrrolidinyl)cyclohexyl]-2-cyclopropene-1-carboxamide, 7, is a potent kappa opioid agonist. A diphenylcyclopropene analogue of CI-977, trans 2,3-diphenyl-N-methyl-N-[7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]-2-cyclopropene-1-carboxamide, 13, is a highly lipophilic chemically novel potent selective kappa opioid agonist. (C) 1997, Elsevier Science Ltd.