1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)methanesulfonamide | 1430475-73-2

• 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: 1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)methanesulfonamide
• 英文别名: 1-(1H-benzimidazol-2-yl)-N-(4-fluorophenyl)methanesulfonamide
• CAS: 1430475-73-2
• 化学式: C₁₄H₁₂FN₃O₂S
• 分子量: 305.333
• InChiKey: GGOYUBXHMPSIIX-UHFFFAOYSA-N

物化性质

• 沸点：
  554.4±60.0 °C(Predicted)
• 密度：
  1.522±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  83.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)methanesulfonamide 在 4-二甲氨基吡啶 、 三甲基氯硅烷 、 palladium 10% on activated carbon 、 氢气 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.5h， 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：

  ethyl 2-(N-(4-fluorophenyl)sulfamoyl)acetate 在 劳森试剂 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 18.0h， 生成 1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)methanesulfonamide
  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.