2-(2,6-Dibromo-4-methyl-phenylamino)-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester | 724426-33-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2,6-Dibromo-4-methyl-phenylamino)-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester
• CAS: 724426-33-9
• 化学式: C₁₄H₁₁Br₂F₃N₂O₂S
• 分子量: 488.123
• InChiKey: FBCKPIXAEHKMHO-UHFFFAOYSA-N

物化性质

• 沸点：
  484.3±55.0 °C(predicted)
• 密度：
  1.776±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.92
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  51.22
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(2,6-Dibromo-4-methyl-phenylamino)-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester 在 硼烷四氢呋喃络合物 、 三甲基铝 作用下， 以 甲苯 为溶剂， 反应 31.0h， 生成 {5-[(Cyclopropylmethyl-propyl-amino)-methyl]-4-trifluoromethyl-thiazol-2-yl}-(2,6-dibromo-4-methyl-phenyl)-amine
  参考文献：
  名称：

  2-Arylaminothiazoles as high-affinity corticotropin-Releasing factor 1 receptor (CRF1R) antagonists: synthesis, binding studies and behavioral efficacy

  摘要：

  2-Arylamino-4-trifluoromethyl-5-aminomethylthiazoles represent a novel series of high-affinity corticotropin releasing factor-1 receptor (CRF1R) antagonists that are prepared in three steps in good overall yields. Herein, we report binding SAR as well as anxiolytic activity of an exemplary compound (7a, K-i = 8.6 nM) in a mouse canopy model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.055
• 作为产物：
  描述：

  2-氯-4,4,4-三氟乙酰乙酸乙酯 、 (2,6-dibromo-4-methyl-phenyl)-thiourea 以 乙醇 为溶剂， 反应 16.0h， 生成 2-(2,6-Dibromo-4-methyl-phenylamino)-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  2-Arylaminothiazoles as high-affinity corticotropin-Releasing factor 1 receptor (CRF1R) antagonists: synthesis, binding studies and behavioral efficacy

  摘要：

  2-Arylamino-4-trifluoromethyl-5-aminomethylthiazoles represent a novel series of high-affinity corticotropin releasing factor-1 receptor (CRF1R) antagonists that are prepared in three steps in good overall yields. Herein, we report binding SAR as well as anxiolytic activity of an exemplary compound (7a, K-i = 8.6 nM) in a mouse canopy model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.055