5-(2-Benzo[1,3]dioxol-4-yl-ethyl)-3-(2,6-dichloro-phenyl)-isoxazole-4-carboxylic acid | 774605-55-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-(2-Benzo[1,3]dioxol-4-yl-ethyl)-3-(2,6-dichloro-phenyl)-isoxazole-4-carboxylic acid
• CAS: 774605-55-9
• 化学式: C₁₉H₁₃Cl₂NO₅
• 分子量: 406.222
• InChiKey: ARSMCURELQQEEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  81.79
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N,N-二乙基对苯二胺 、 5-(2-Benzo[1,3]dioxol-4-yl-ethyl)-3-(2,6-dichloro-phenyl)-isoxazole-4-carboxylic acid 在 1-羟基苯并三唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-[2-(1,3-benzodioxol-4-yl)ethyl]-3-(2,6-dichlorophenyl)-N-[4-(diethylamino)phenyl]-1,2-oxazole-4-carboxamide
  参考文献：
  名称：

  Novel isoxazole carboxamides as growth hormone secretagogue receptor (GHS-R) antagonists

  摘要：

  Novel isoxazole carboxamides have been identified as growth hormone secretagogue receptor (GHS-R) antagonists. Substituent modification off the 5-position of the isoxazole ring led to analogues with potent binding affinity and functional antagonism of GHS-R. A potent analogue (32) with high aqueous solubility and good GPCR selectivity was also identified as a potential pharmacological tool for in vivo studies. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.060
• 作为产物：
  描述：

  5-Benzo[1,3]dioxol-4-yl-3-oxo-pentanoic acid ethyl ester 在 sodium hydroxide 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 5-(2-Benzo[1,3]dioxol-4-yl-ethyl)-3-(2,6-dichloro-phenyl)-isoxazole-4-carboxylic acid
  参考文献：
  名称：

  Novel isoxazole carboxamides as growth hormone secretagogue receptor (GHS-R) antagonists

  摘要：

  Novel isoxazole carboxamides have been identified as growth hormone secretagogue receptor (GHS-R) antagonists. Substituent modification off the 5-position of the isoxazole ring led to analogues with potent binding affinity and functional antagonism of GHS-R. A potent analogue (32) with high aqueous solubility and good GPCR selectivity was also identified as a potential pharmacological tool for in vivo studies. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.060