ethyl 2-(4-(2-(1H-benzo[d]imidazol-2-yl)-2-(N-(4-fluorophenyl)sulfamoyl)ethyl)phenylamino)-2-oxoacetate | 1430475-91-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-(4-(2-(1H-benzo[d]imidazol-2-yl)-2-(N-(4-fluorophenyl)sulfamoyl)ethyl)phenylamino)-2-oxoacetate
• 英文别名: ethyl 2-[4-[2-(1H-benzimidazol-2-yl)-2-[(4-fluorophenyl)sulfamoyl]ethyl]anilino]-2-oxoacetate
• CAS: 1430475-91-4
• 化学式: C₂₅H₂₃FN₄O₅S
• 分子量: 510.546
• InChiKey: KPFPNTKNBLQICR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  139
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 2-(4-(2-(1H-benzo[d]imidazol-2-yl)-2-(N-(4-fluorophenyl)sulfamoyl)ethyl)phenylamino)-2-oxoacetate 在 potassium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 生成 2-[4-[2-(1H-benzimidazol-2-yl)-2-[(4-fluorophenyl)sulfamoyl]ethyl]anilino]-2-oxoacetic acid
  参考文献：
  名称：

  Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors

  摘要：

  A series of benzoxazole compounds containing oxamic acid were synthesized and screened for the PTP1B inhibition. Compound 31d showed best biochemical potency (K-i) of 6.7 mu M. Structure-activity relationship were explained with the help of molecular modeling approach. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.109
• 作为产物：
  描述：

  2-(N-(4-fluorophenyl)sulfamoyl)acetic acid 在 劳森试剂 、 4-二甲氨基吡啶 、 三甲基氯硅烷 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.5h， 生成 ethyl 2-(4-(2-(1H-benzo[d]imidazol-2-yl)-2-(N-(4-fluorophenyl)sulfamoyl)ethyl)phenylamino)-2-oxoacetate
  参考文献：
  名称：

  Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors

  摘要：

  A series of benzoxazole compounds containing oxamic acid were synthesized and screened for the PTP1B inhibition. Compound 31d showed best biochemical potency (K-i) of 6.7 mu M. Structure-activity relationship were explained with the help of molecular modeling approach. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.109

文献信息

• Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors
  作者：Arun P. Chandrasekharappa、Sangamesh E. Badiger、Pramod K. Dubey、Sunil K. Panigrahi、Sekhar Reddy V.V.V. Manukonda

  DOI：10.1016/j.bmcl.2013.02.109

  日期：2013.5

  A series of benzoxazole compounds containing oxamic acid were synthesized and screened for the PTP1B inhibition. Compound 31d showed best biochemical potency (K-i) of 6.7 mu M. Structure-activity relationship were explained with the help of molecular modeling approach. (C) 2013 Elsevier Ltd. All rights reserved.