(2-chloropyrimidin-4-yl)thiophen-2-ylmethylamine | 868591-50-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (2-chloropyrimidin-4-yl)thiophen-2-ylmethylamine
• 英文别名: (2-chloro-pyrimidin-4-yl)-thiophen-2-ylmethyl-amine；2-chloro-N-(thiophen-2-ylmethyl)pyrimidin-4-amine
• CAS: 868591-50-8
• 化学式: C₉H₈ClN₃S
• 分子量: 225.702
• InChiKey: SRTYKWUAAVWWRA-UHFFFAOYSA-N

物化性质

• 沸点：
  417.4±25.0 °C(Predicted)
• 密度：
  1.433±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-chloropyrimidin-4-yl)thiophen-2-ylmethylamine 、 4-甲硫基苯硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 16.0h， 以98%的产率得到[2-(4-methylsulfanylphenyl)pyrimidin-4-yl]thiophen-2-ylmethylamine
  参考文献：
  名称：

  Novel 2-(4-methylsulfonylphenyl)pyrimidine derivatives as highly potent and specific COX-2 inhibitors

  摘要：

  New series of 2-(4-methylsulfonylphenyl) and 2-(4-sulfamoylphenyl)pyrimidines were synthesized and evaluated for their ability to inhibit cyclooxygenase-2 (COX-2). COX-1 and COX-2 inhibitory activity of these compounds was determined using purified enzyme (PE) and human whole blood (HWB) assays. Extensive structure-activity relationship (SAR) work was carried out within these series, and a wide number of potent and specific COX-2 inhibitors were identified (HWB COX-2 IC50 = 2.4-0.3 nM and 80- to 780-fold more selective than rofecoxib). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.079
• 作为产物：
  描述：

  2-噻吩甲胺 、 2,4-二氯嘧啶 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 以24%的产率得到(2-chloropyrimidin-4-yl)thiophen-2-ylmethylamine
  参考文献：
  名称：

  Novel 2-(4-methylsulfonylphenyl)pyrimidine derivatives as highly potent and specific COX-2 inhibitors

  摘要：

  New series of 2-(4-methylsulfonylphenyl) and 2-(4-sulfamoylphenyl)pyrimidines were synthesized and evaluated for their ability to inhibit cyclooxygenase-2 (COX-2). COX-1 and COX-2 inhibitory activity of these compounds was determined using purified enzyme (PE) and human whole blood (HWB) assays. Extensive structure-activity relationship (SAR) work was carried out within these series, and a wide number of potent and specific COX-2 inhibitors were identified (HWB COX-2 IC50 = 2.4-0.3 nM and 80- to 780-fold more selective than rofecoxib). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.079

文献信息

• [EN] SUBSTITUTED THIAZOLE AND PYRIMIDINE DERIVATIVES AS MELANOCORTIN RECEPTOR MODULATORS<br/>[FR] DERIVES DE THIAZOLE ET DE PYRIMIDINE SUBSTITUES, MODULATEURS DES RECEPTEURS DE LA MELANOCORTINE
  申请人：TRANSTECH PHARMA INC

  公开号：WO2005103022A1

  公开（公告）日：2005-11-03

  The present invention provides substituted thiazole and pyrimidine derivatives of Formula (I), methods of their preparation, pharmaceutical compositions comprising the compounds of Formula (I), and methods of use in treating human or animal disorders. The compounds of the invention can be useful as inhibitors of action of AgRP on a melanocortin receptor and thus can be useful for the management, treatment, control, or the adjunct treatment of diseases which may be responsive to the modulation of melanocortin receptors including obesity-related disorders.

  本发明提供了式（I）的取代噻唑和嘧啶衍生物，其制备方法，包括式（I）化合物的药物组合物，以及在治疗人类或动物疾病中的应用方法。本发明的化合物可用作对AgRP对黑素皮质激素受体的作用的抑制剂，因此可用于管理、治疗、控制或辅助治疗对黑素皮质激素受体调节可能产生响应的疾病，包括与肥胖相关的疾病。
• Substituted heteroaryl derivatives, compositions, and methods of use
  申请人：Mjalli M.M. Adnan

  公开号：US20050261294A1

  公开（公告）日：2005-11-24

  The present invention provides substituted heteroaryl derivatives of Formula (I), methods of their preparation, pharmaceutical compositions comprising the compounds of Formula (I), and methods of use in treating human or animal disorders. The compounds of the invention can be useful as inhibitors of action of AgRP on a melanocortin receptor and thus can be useful for the management, treatment, control, or the adjunct treatment of diseases which may be responsive to the modulation of melanocortin receptors including obesity-related disorders.

  本发明提供了式（I）的取代杂环芳基衍生物，其制备方法，包含式（I）化合物的制药组合物以及用于治疗人类或动物疾病的使用方法。本发明的化合物可用作抑制AgRP对黑色素皮质素受体作用的抑制剂，因此可用于管理、治疗、控制或辅助治疗可能对黑色素皮质素受体调节敏感的疾病，包括与肥胖相关的疾病。
• SUBSTITUTED THIAZOLE AND PYRIMIDINE DERIVATIVES AS MELANOCORTIN RECEPTOR MODULATORS
  申请人：Transtech Pharma, Inc.

  公开号：EP1753735A1

  公开（公告）日：2007-02-21
• US7820704B2
  申请人：——

  公开号：US7820704B2

  公开（公告）日：2010-10-26
• Novel 2-(4-methylsulfonylphenyl)pyrimidine derivatives as highly potent and specific COX-2 inhibitors
  作者：Aurelio Orjales、Ramón Mosquera、Beatriz López、Roberto Olivera、Luis Labeaga、M. Teresa Núñez

  DOI：10.1016/j.bmc.2007.11.079

  日期：2008.3

  New series of 2-(4-methylsulfonylphenyl) and 2-(4-sulfamoylphenyl)pyrimidines were synthesized and evaluated for their ability to inhibit cyclooxygenase-2 (COX-2). COX-1 and COX-2 inhibitory activity of these compounds was determined using purified enzyme (PE) and human whole blood (HWB) assays. Extensive structure-activity relationship (SAR) work was carried out within these series, and a wide number of potent and specific COX-2 inhibitors were identified (HWB COX-2 IC50 = 2.4-0.3 nM and 80- to 780-fold more selective than rofecoxib). (C) 2007 Elsevier Ltd. All rights reserved.