1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-vinyl-1H-pyrazole-3-carboxylic acid | 913368-43-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-vinyl-1H-pyrazole-3-carboxylic acid
• 英文别名: 5-(4-Chloro-phenyl)-1-(2-chloro-phenyl)-4-vinyl-1H-pyrazole-3-carboxylic acid；1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-ethenylpyrazole-3-carboxylic acid
• CAS: 913368-43-1
• 化学式: C₁₈H₁₂Cl₂N₂O₂
• 分子量: 359.211
• InChiKey: XPXVUUIUZNJEMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-vinyl-1H-pyrazole-3-carboxylic acid 在 二乙基异丙基胺 、 氨 、 1-丙基磷酸酐 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 1-(2-Chlorophenyl)-5-(4-chlorophenyl)-4-ethenylpyrazole-3-carboxamide
  参考文献：
  名称：

  Discovery of 2-(2-Chlorophenyl)-3-(4-chlorophenyl)-7-(2,2-difluoropropyl)-6,7-dihydro-2H-pyrazolo[3,4-f][1,4]oxazepin-8(5H)-one (PF-514273), a Novel, Bicyclic Lactam-Based Cannabinoid-1 Receptor Antagonist for the Treatment of Obesity

  摘要：

  We report the design, synthesis, and structure-activity relationships of novel bicyclic lactam-based cannabinoid type 1 (CB,) receptor antagonists. Members of these series are potent, selective antagonists in in vitro/in vivo efficacy models of CB, antagonism and exhibit robust oral activity in rodent models of food intake. These efforts led to the identification of 19d, which has been advanced to human clinical trials for weight management.

  DOI：

  10.1021/jm900255t
• 作为产物：
  描述：

  ethyl 1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-vinyl-1H-pyrazole-3-carboxylate 在 水 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以1.65 g的产率得到1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-vinyl-1H-pyrazole-3-carboxylic acid
  参考文献：
  名称：

  Discovery of 2-(2-Chlorophenyl)-3-(4-chlorophenyl)-7-(2,2-difluoropropyl)-6,7-dihydro-2H-pyrazolo[3,4-f][1,4]oxazepin-8(5H)-one (PF-514273), a Novel, Bicyclic Lactam-Based Cannabinoid-1 Receptor Antagonist for the Treatment of Obesity

  摘要：

  We report the design, synthesis, and structure-activity relationships of novel bicyclic lactam-based cannabinoid type 1 (CB,) receptor antagonists. Members of these series are potent, selective antagonists in in vitro/in vivo efficacy models of CB, antagonism and exhibit robust oral activity in rodent models of food intake. These efforts led to the identification of 19d, which has been advanced to human clinical trials for weight management.

  DOI：

  10.1021/jm900255t

文献信息

• Acylaminobicyclic heteroaromatic compounds and uses thereof
  申请人：Dow L. Robert

  公开号：US20060241100A1

  公开（公告）日：2006-10-26

  Compounds of Formula (I) are described herein. The compounds have been shown to act as cannabinoid receptor ligands and are therefore useful in the treatment of diseases linked to the mediation of the cannabinoid receptors in animals.

  本文描述了式（I）化合物。已经证明这些化合物可以作为大麻素受体配体，并且因此在治疗与动物大麻素受体调节相关的疾病中很有用。
• ACYLAMINOBICYCLIC HETEROMATIC COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS
  申请人：Pfizer Products Inc.

  公开号：EP1874779A1

  公开（公告）日：2008-01-09
• [EN] ACYLAMINOBICYCLIC HETEROMATIC COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS<br/>[FR] COMPOSES HETEROMATIQUES ACYLAMINOBICYCLIQUES TENANT LIEU DE LIGANDS DU RECEPTEUR CANNABINOIDE
  申请人：PFIZER PROD INC

  公开号：WO2006111849A1

  公开（公告）日：2006-10-26

  [EN] Compounds of Formula (I) are described herein. The compounds have been shown to act as cannabinoid receptor ligands and are therefore useful in the treatment of diseases linked to the mediation of the cannabinoid receptors in animals.
  [FR] L'invention concerne des composés de formule (I) qui se sont avérés servir de ligands du récepteur cannabinoïde. Ils sont, par conséquent, utilisés dans le traitement de maladies liées à la médiation des récepteurs cannabinoïdes chez les animaux.
• Discovery of 2-(2-Chlorophenyl)-3-(4-chlorophenyl)-7-(2,2-difluoropropyl)-6,7-dihydro-2<i>H</i>-pyrazolo[3,4-<i>f</i>][1,4]oxazepin-8(5<i>H</i>)-one (PF-514273), a Novel, Bicyclic Lactam-Based Cannabinoid-1 Receptor Antagonist for the Treatment of Obesity
  作者：Robert L. Dow、Philip A. Carpino、John R. Hadcock、Shawn C. Black、Philip A. Iredale、Paul DaSilva-Jardine、Steven R. Schneider、Ernest S. Paight、David A. Griffith、Dennis O. Scott、Rebecca E. O’Connor、Chudy I. Nduaka

  DOI：10.1021/jm900255t

  日期：2009.5.14

  We report the design, synthesis, and structure-activity relationships of novel bicyclic lactam-based cannabinoid type 1 (CB,) receptor antagonists. Members of these series are potent, selective antagonists in in vitro/in vivo efficacy models of CB, antagonism and exhibit robust oral activity in rodent models of food intake. These efforts led to the identification of 19d, which has been advanced to human clinical trials for weight management.