methyl 4-amino-2-((2,6-dichlorophenyl)amino)thiazole-5-carboxylate | 1121970-28-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 4-amino-2-((2,6-dichlorophenyl)amino)thiazole-5-carboxylate
• CAS: 1121970-28-2
• 化学式: C₁₁H₉Cl₂N₃O₂S
• 分子量: 318.183
• InChiKey: RYUFYKITGVKNLR-UHFFFAOYSA-N

物化性质

• 沸点：
  461.4±55.0 °C(predicted)
• 密度：
  1.573±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  77.24
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl 4-amino-2-((2,6-dichlorophenyl)amino)thiazole-5-carboxylate 、 formamide 在 乙酸酐 作用下， 反应 18.0h， 生成
  参考文献：
  名称：

  Identification and synthesis of 2,7-diamino-thiazolo[5,4-d]pyrimidine derivatives as TRPV1 antagonists

  摘要：

  We have identified and synthesized a series of 2,7-diamino-thiazolo[5,4-d]pyrimidines as TRPV1 antagonists. An exploration of the structure-activity relationships at the 2-, 5-, and 7-positions of the thiazolo[5,4-d]pyrimidine led to the identification of several potent TRPV1 antagonists, including 3, 29, 51, and 57. Compound 3 was orally bioavailable and afforded a significant reversal of carrageenan-induced thermal hyperalgesia with an ED(50) = 0.5 mg/kg in rats. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.024
• 作为产物：
  描述：

  氰胺 、 氯乙酸甲酯 、 2,6-二氯异硫氰酸苯酯 在 sodium methylate 作用下， 反应 24.0h， 以77%的产率得到methyl 4-amino-2-((2,6-dichlorophenyl)amino)thiazole-5-carboxylate
  参考文献：
  名称：

  Identification and synthesis of 2,7-diamino-thiazolo[5,4-d]pyrimidine derivatives as TRPV1 antagonists

  摘要：

  We have identified and synthesized a series of 2,7-diamino-thiazolo[5,4-d]pyrimidines as TRPV1 antagonists. An exploration of the structure-activity relationships at the 2-, 5-, and 7-positions of the thiazolo[5,4-d]pyrimidine led to the identification of several potent TRPV1 antagonists, including 3, 29, 51, and 57. Compound 3 was orally bioavailable and afforded a significant reversal of carrageenan-induced thermal hyperalgesia with an ED(50) = 0.5 mg/kg in rats. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.024