2-(4-Chlorophenyl)-3-phenyl-cycloprop-2-ene-1-carboxylic acid | 188343-53-5

• 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: 2-(4-Chlorophenyl)-3-phenyl-cycloprop-2-ene-1-carboxylic acid
• 英文别名: 2-(4-chlorophenyl)-3-phenylcycloprop-2-ene-1-carboxylic acid
• CAS: 188343-53-5
• 化学式: C₁₆H₁₁ClO₂
• 分子量: 270.715
• InChiKey: LWQMZWYGFYRYSJ-UHFFFAOYSA-N

物化性质

• 沸点：
  417.7±45.0 °C(Predicted)
• 密度：
  1.387±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-Chlorophenyl)-3-phenyl-cycloprop-2-ene-1-carboxylic acid 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成
  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：

  1-氯-4-(苯基乙炔基)苯 在 dirhodium tetraacetate 、 氢氧化钾 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 2-(4-Chlorophenyl)-3-phenyl-cycloprop-2-ene-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

• Diphenyl-cyclopropenes as selective K-agonists
  申请人：Warner-Lambert Company

  公开号：US05968968A1

  公开（公告）日：1999-10-19

  Diphenyl-cyclopropene derivatives, their nontoxic, pharmaceutically acceptable acid addition salts and compositions are kapa opiods useful in the treatment of pain, inflammation, Parkinsonism, dystonia, cerebral ischemia, diuresis, asthma, psoriasis, irritable bowel syndrome and stroke.

  二苯基环丙烯衍生物，它们的无毒、医药上可接受的酸盐和组合物是卡帕阿片，可用于治疗疼痛、炎症、帕金森病、肌张力障碍、脑缺血、利尿、哮喘、牛皮癣、肠易激综合征和中风。
• 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
• [EN] DIPHENYL-CYCLOPROPENES AS SELECTIVE K-AGONISTS<br/>[FR] DIPHENYL-CYCLOPROPENES UTILISES COMME K-AGONISTES
  申请人：WARNER-LAMBERT COMPANY

  公开号：WO1998003491A1

  公开（公告）日：1998-01-29

  (EN) The diphenyl-cyclopropene derivatives of the instant invention are kappa opioids useful in the treatment of pain, inflammation, Parkinsonism, dystonia, cerebral ischemia, diuresis, asthma, psoriasis, irritable bowel syndrome, and stroke. The compounds are K-agonists which are centrally acting and peripherally selective acting.(FR) Les dérivés de diphényl-cyclopropène selon la présente invention sont des opioïdes kappa s'utilisant pour le traitement des algies, des inflammations, du parkinsonisme, de la dystonie, de l'ischémie cérébrale, de la diurèse, de l'asthme, du psoriasis, du syndrome du côlon irritable et des attaques. Ces composés sont des K-agonistes à activité sélective centrale et périphérique.
• 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.