ethyl 2-{5-(4-aminophenyl)-4-methyl-3-phenyl-1H-pyrazol-1-yl}thiazole-4-carboxylate | 1204746-25-7

• 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 2-{5-(4-aminophenyl)-4-methyl-3-phenyl-1H-pyrazol-1-yl}thiazole-4-carboxylate
• 英文别名: Ethyl 2-[5-(4-aminophenyl)-4-methyl-3-phenylpyrazol-1-yl]-1,3-thiazole-4-carboxylate
• CAS: 1204746-25-7
• 化学式: C₂₂H₂₀N₄O₂S
• 分子量: 404.492
• InChiKey: DNWWWVGPRCSDAC-UHFFFAOYSA-N

物化性质

• 沸点：
  592.4±60.0 °C(predicted)
• 密度：
  1.32±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-{5-(4-aminophenyl)-4-methyl-3-phenyl-1H-pyrazol-1-yl}thiazole-4-carboxylate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以74%的产率得到2-[5-(4-Aminophenyl)-4-methyl-3-phenylpyrazol-1-yl]-1,3-thiazole-4-carboxylic acid
  参考文献：
  名称：

  SAR-based optimization of 2-(1H-pyrazol-1-yl)-thiazole derivatives as highly potent EP1 receptor antagonists

  摘要：

  We describe a medicinal chemistry approach for generating a series of 2-(1H-pyrazol-1-yl)thiazoles as EP1 receptor antagonists. To improve the physicochemical properties of compound 1, we investigated its structure-activity relationships (SAR). Optimization of this lead compound provided small compound 25 which exhibited the best EP1 receptor antagonist activity and a good SAR profile. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.065
• 作为产物：
  描述：

  2-甲基-3-氧代-3-苯基-丙腈 在 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 亚硝酸特丁酯 、 碘 、 三(邻甲基苯基)磷 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 ethyl 2-{5-(4-aminophenyl)-4-methyl-3-phenyl-1H-pyrazol-1-yl}thiazole-4-carboxylate
  参考文献：
  名称：

  SAR-based optimization of 2-(1H-pyrazol-1-yl)-thiazole derivatives as highly potent EP1 receptor antagonists

  摘要：

  We describe a medicinal chemistry approach for generating a series of 2-(1H-pyrazol-1-yl)thiazoles as EP1 receptor antagonists. To improve the physicochemical properties of compound 1, we investigated its structure-activity relationships (SAR). Optimization of this lead compound provided small compound 25 which exhibited the best EP1 receptor antagonist activity and a good SAR profile. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.065

文献信息

• NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS
  申请人：ATOBE Masakazu

  公开号：US20100029690A1

  公开（公告）日：2010-02-04

  Nitrogen-containing heterocyclic compounds represented by the following Formula (1) are provided. The compounds or salts thereof have a strong EP1 antagonistic activity when they are administered to a human or an animal, and they are useful as an effective component of a pharmaceutical agent for prophylaxis and/or treatment of an overactive bladder, for example. Furthermore, they are useful as an effective component of a pharmaceutical agent for the prophylaxis and/or treatment of symptoms including frequent urination, urinary urgency and urinary incontinence.

  提供以下式（1）所代表的含氮杂环化合物。当这些化合物或其盐被给予人类或动物时，它们具有强烈的EP1拮抗活性，并且它们作为预防或治疗过度活动膀胱的药物的有效成分是有用的，例如。此外，它们作为预防或治疗包括频繁排尿、尿急和尿失禁等症状的药物的有效成分是有用的。
• NITROGENATED HETEROCYCLIC COMPOUND
  申请人：Asahi Kasei Pharma Corporation

  公开号：EP2314587A1

  公开（公告）日：2011-04-27

  Nitrogen-containing heterocyclic compounds represented by the following Formula (1) are provided. The compounds or salts thereof have a strong EP1 antagonistic activity when they are administered to a human or an animal, and they are useful as an effective component of a pharmaceutical agent for prophylaxis and/or treatment of an overactive bladder, for example. Furthermore, they are useful as an effective component of a pharmaceutical agent for the prophylaxis and/or treatment of symptoms including frequent urination, urinary urgency and urinary incontinence.

  本发明提供了由下式（1）代表的含氮杂环化合物。这些化合物或其盐类在给人或动物用药时具有很强的 EP1 拮抗活性，可作为预防和/或治疗膀胱过度活动症等药物的有效成分。此外，它们还是预防和/或治疗尿频、尿急和尿失禁等症状的药剂的有效成分。
• US7960392B2
  申请人：——

  公开号：US7960392B2

  公开（公告）日：2011-06-14
• SAR-based optimization of 2-(1H-pyrazol-1-yl)-thiazole derivatives as highly potent EP1 receptor antagonists
  作者：Masakazu Atobe、Kenji Naganuma、Masashi Kawanishi、Akifumi Morimoto、Ken-ichi Kasahara、Shigeki Ohashi、Hiroko Suzuki、Takahiko Hayashi、Shiro Miyoshi

  DOI：10.1016/j.bmcl.2013.10.065

  日期：2013.12

  We describe a medicinal chemistry approach for generating a series of 2-(1H-pyrazol-1-yl)thiazoles as EP1 receptor antagonists. To improve the physicochemical properties of compound 1, we investigated its structure-activity relationships (SAR). Optimization of this lead compound provided small compound 25 which exhibited the best EP1 receptor antagonist activity and a good SAR profile. (C) 2013 Elsevier Ltd. All rights reserved.