1-(2,4-Dichlorophenyl)-4-methyl-5-thiophen-2-ylpyrazole-3-carboxylic acid | 1160842-70-5

• 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-(2,4-Dichlorophenyl)-4-methyl-5-thiophen-2-ylpyrazole-3-carboxylic acid
• CAS: 1160842-70-5
• 化学式: C₁₅H₁₀Cl₂N₂O₂S
• 分子量: 353.229
• InChiKey: XHLCVOSPHGVTMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,4-Dichlorophenyl)-4-methyl-5-thiophen-2-ylpyrazole-3-carboxylic acid 、 1-氨基哌啶 在 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 1-(2,4-dichlorophenyl)-4-methyl-5-thiophen-2-yl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide
  参考文献：
  名称：

  Hair growth stimulator property of thienyl substituted pyrazole carboxamide derivatives as a cb1 receptor antagonist with in vivo antiobesity effect

  摘要：

  A few thienyl substituted pyrazole derivatives were synthesized to aid in the characterization of the cannabinoid receptor antagonist and also to serve as potentially useful antiobesity agent. Structural requirements for selective CB1 receptor antagonistic activity of 5-thienyl pyrazole derivatives included the structural similarity with potent, specific antagonist rimonabant 1. Compound 3 has been identified as a hair growth stimulator and an antiobesity agent in animal models. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.046
• 作为产物：
  描述：

  1-(2,4-dichloro-phenyl)-4-methyl-5-thiophen-2-yl-1H-pyrazole-3-carboxylic acid ethyl ester 在 氢氧化钾 、 水 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 1-(2,4-Dichlorophenyl)-4-methyl-5-thiophen-2-ylpyrazole-3-carboxylic acid
  参考文献：
  名称：

  Hair growth stimulator property of thienyl substituted pyrazole carboxamide derivatives as a cb1 receptor antagonist with in vivo antiobesity effect

  摘要：

  A few thienyl substituted pyrazole derivatives were synthesized to aid in the characterization of the cannabinoid receptor antagonist and also to serve as potentially useful antiobesity agent. Structural requirements for selective CB1 receptor antagonistic activity of 5-thienyl pyrazole derivatives included the structural similarity with potent, specific antagonist rimonabant 1. Compound 3 has been identified as a hair growth stimulator and an antiobesity agent in animal models. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.046

文献信息

• SUBSTITUTED 5-HETEROARYL-1-PHENYL-PYRAZOLE CANNABINOID MODULATORS
  申请人：Xia Mingde

  公开号：US20070117858A1

  公开（公告）日：2007-05-24

  This invention is directed to a substituted 5-heteroaryl-1-phenyl-pyrazole cannabinoid modulator compound of formula (I): or a form thereof, and methods for use in treating, ameliorating or preventing a cannabinoid receptor mediated syndrome, disorder or disease.

  这项发明涉及一种式（I）的取代5-杂环芳基-1-苯基-吡唑酮类大麻素调节剂化合物，或其形式，以及用于治疗、改善或预防大麻素受体介导的综合征、疾病或疾病的方法。
• [EN] SUBSTITUTED 5-HETEROARYL-1-PHENYL-PYRAZOLE CANNABINOID MODULATORS<br/>[FR] MODULATEURS DE CANNABINOIDES 5-HETEROARYL-1-PHENYL-PYRAZOLIQUES SUBSTITUES
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2007061948A2

  公开（公告）日：2007-05-31

  [EN] This invention is directed to a substituted 5-heteroaryl-1-phenyl-pyrazole cannabinoid modulator compound of formula (I): or a form thereof, and methods for use in treating, ameliorating or preventing a cannabinoid receptor mediated syndrome, disorder or disease.
  [FR] L'invention concerne un composé modulateur de cannabinoïde 5-hétéroaryl-1-phényl-pyrazolique substitué de formule (I) ou une forme correspondante ainsi que des méthodes d'utilisation de ce composé pour traiter, atténuer ou prévenir un syndrome, un trouble ou une maladie médié(e) par les récepteurs des cannabinoïdes.
• Hair growth stimulator property of thienyl substituted pyrazole carboxamide derivatives as a cb1 receptor antagonist with in vivo antiobesity effect
  作者：Brijesh Kumar Srivastava、Rina Soni、Jayendra Z. Patel、Amit Joharapurkar、Nisha Sadhwani、Samadhan Kshirsagar、Bhupendra Mishra、Vijay Takale、Sunil Gupta、Purvi Pandya、Prashant Kapadnis、Manish Solanki、Harilal Patel、Prasenjit Mitra、Mukul R. Jain、Pankaj R. Patel

  DOI：10.1016/j.bmcl.2009.03.046

  日期：2009.5

  A few thienyl substituted pyrazole derivatives were synthesized to aid in the characterization of the cannabinoid receptor antagonist and also to serve as potentially useful antiobesity agent. Structural requirements for selective CB1 receptor antagonistic activity of 5-thienyl pyrazole derivatives included the structural similarity with potent, specific antagonist rimonabant 1. Compound 3 has been identified as a hair growth stimulator and an antiobesity agent in animal models. (C) 2009 Elsevier Ltd. All rights reserved.