5,6-dichloro-2-[(2S)-pyrrolidin-2-yl]-1H-benzimidazole | 1252038-69-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5,6-dichloro-2-[(2S)-pyrrolidin-2-yl]-1H-benzimidazole
• CAS: 1252038-69-9
• 化学式: C₁₁H₁₁Cl₂N₃
• 分子量: 256.134
• InChiKey: JWQMBRKCGRMORL-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,6-dichloro-2-[(2S)-pyrrolidin-2-yl]-1H-benzimidazole 、 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以52%的产率得到(S)-1-(2-(5,6-dichloro-1H-benzo[d]imidazol-2-yl)pyrrolidin-1-yl)-3-(4-(1-methyl-5-(pyridin-4-yl)-1H-pyrazol-3-yl)piperidin-1-yl)propan-1-one
  参考文献：
  名称：

  Discovery of benzimidazole pyrrolidinyl amides as prolylcarboxypeptidase inhibitors

  摘要：

  A series of benzimidazole pyrrolidinyl amides containing a piperidinyl group were discovered as novel prolylcarboxypeptidase (PrCP) inhibitors. Low-nanomolar IC50's were achieved for several analogs, of which compound 9b displayed modest ex vivo target engagement in eDIO mouse plasma. Compound 9b was also studied in vivo for its effect on weight loss and food intake in an eDIO mouse model and the results will be discussed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.090

文献信息

• Discovery of benzimidazole pyrrolidinyl amides as prolylcarboxypeptidase inhibitors
  作者：Hong C. Shen、Fa-Xiang Ding、Changyou Zhou、Yusheng Xiong、Andreas Verras、Renee M. Chabin、Suoyu Xu、Xinchun Tong、Dan Xie、Michael E. Lassman、Urmi R. Bhatt、Margarita M. Garcia-Calvo、Wayne Geissler、Zhu Shen、Dunlu Chen、Ranabir SinhaRoy、Jeffery J. Hale、James R. Tata、Shirly Pinto、Dong-Ming Shen、Steven L. Colletti

  DOI：10.1016/j.bmcl.2011.01.090

  日期：2011.3

  A series of benzimidazole pyrrolidinyl amides containing a piperidinyl group were discovered as novel prolylcarboxypeptidase (PrCP) inhibitors. Low-nanomolar IC50's were achieved for several analogs, of which compound 9b displayed modest ex vivo target engagement in eDIO mouse plasma. Compound 9b was also studied in vivo for its effect on weight loss and food intake in an eDIO mouse model and the results will be discussed. (C) 2011 Elsevier Ltd. All rights reserved.