ethyl 1-(2,4-dichlorophenyl)-5-(5-iodothiophen-2-yl)-4-methyl-1H-pyrazole-3-carboxylate | 1160842-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 1-(2,4-dichlorophenyl)-5-(5-iodothiophen-2-yl)-4-methyl-1H-pyrazole-3-carboxylate
• 英文别名: Ethyl 1-(2,4-dichlorophenyl)-5-(5-iodothiophen-2-yl)-4-methylpyrazole-3-carboxylate
• CAS: 1160842-69-2
• 化学式: C₁₇H₁₃Cl₂IN₂O₂S
• 分子量: 507.179
• InChiKey: VHQSUFNFGWUHCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 1-(2,4-dichlorophenyl)-5-(5-iodothiophen-2-yl)-4-methyl-1H-pyrazole-3-carboxylate 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)-5-(5-iodothiophen-2-yl)-4-methylpyrazole-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
• 作为产物：
  描述：

  1-(5-碘-2-噻吩)-1-丙酮 、 2,4-二氯苯肼盐酸盐 、 草酸二乙酯 在 lithium hexamethyldisilazane 、 盐酸 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 异丙醇 为溶剂， 反应 1.0h， 生成 ethyl 1-(2,4-dichlorophenyl)-5-(5-iodothiophen-2-yl)-4-methyl-1H-pyrazole-3-carboxylate
  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

• NOVEL HETEROPYRROLE ANALOGS ACTING ON CANNABINOID RECEPTORS
  申请人：Makriyannis Alexandros

  公开号：US20120046280A1

  公开（公告）日：2012-02-23

  Disclosed are biologically active hetero pyrrole analogs such as imidazoles, thiazoles, oxazoles and pyrazoles capable of interacting with the CB1 and/or CB2 cannabinoid receptors. Aspects disclose hetero pyrrole analogs acting as CB1 and/or CB 1 receptor antagonists, having selectivity for the CB 1 or CB2 receptor, acting as neutral antagonists, acting preferentially on CB 1 receptors located in the peripheral nervous system, and/or acting as nitric oxide donors. Pharmaceutical preparations employing the disclosed analogs and methods of administering therapeutically effective amounts of the disclosed analogs to provide a physiological effect are also disclosed.

  本发明涉及一种生物活性的杂环吡咯类似物，如咪唑、噻唑、噁唑和吡唑，能够与CB1和/或CB2大麻素受体相互作用。其中一些方面揭示了作为CB1和/或CB1受体拮抗剂的杂环吡咯类似物，具有选择性作用于CB1或CB2受体，作为中性拮抗剂，优先作用于位于周围神经系统中的CB1受体，和/或作为一氧化氮供体。还揭示了采用所述类似物的制药制剂和治疗有效量的方法，以提供生理效应。
• US8853205B2
  申请人：——

  公开号：US8853205B2

  公开（公告）日：2014-10-07