5-[2-(2-cyano-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide | 1177459-92-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-[2-(2-cyano-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide
• CAS: 1177459-92-5
• 化学式: C₁₈H₂₉N₅O₂
• 分子量: 347.461
• InChiKey: LLSCQXDHRRWZJM-KRXQYRFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.87
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  79.68
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-[2-(2-cyano-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide 、 对甲苯磺酸 以 二氯甲烷 为溶剂， 反应 0.17h， 以95.3%的产率得到5-[2-(2-cyano-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide p-toluenesulfonate
  参考文献：
  名称：

  DICYCLOAZAALKANE DERIVATES, PREPARATION PROCESSES AND MEDICAL USES THEREOF

  摘要：

  公开号：

  EP2246347B1
• 作为产物：
  描述：

  5-amino-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide 、 (2S)-N-氯乙酰基-2-氰基四氢吡咯 在 potassium carbonate 、 potassium iodide 作用下， 以 二氯甲烷 为溶剂， 以55%的产率得到5-[2-(2-cyano-pyrrolidin-1-yl)-2-oxo-ethylamino]-5-methyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide
  参考文献：
  名称：

  Synthesis and biological evaluation of azobicyclo[3.3.0] octane derivatives as dipeptidyl peptidase 4 inhibitors for the treatment of type 2 diabetes

  摘要：

  A series of novel azobicyclo[3.3.0]octane derivatives were synthesized and evaluated as dipeptidyl peptidase 4 (DPP-4) inhibitors. The effort resulted in the discovery of inhibitor 2a, which exhibited excellent efficacies in an oral glucose tolerance test. Introduction of methyl group (2j) could prolong the inhibition of serum DPP-4 activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.120

文献信息

• DICYCLOAZAALKANE DERIVATIVES, PREPARATION PROCESSES AND MEDICAL USES THEREOF
  申请人：Tang Peng Cho

  公开号：US20130012705A1

  公开（公告）日：2013-01-10

  Disclosed are new dicycloazaalkane derivates represented by general formula (I), preparation processes and pharmaceutical compositions containing them, and the uses for treatment especially for dipeptidyl peptidase inhibitor (DPP-IV), in which each substitute group of general formula (I) is as defined in specification.

  本发明涉及一种新的二环氮烷衍生物，其通式为（I），以及其制备方法、含有它们的制药组合物以及用于治疗特别是二肽基肽酶抑制剂（DPP-IV）的用途，其中通式（I）的每个取代基如规范中所定义。
• US8304411B2
  申请人：——

  公开号：US8304411B2

  公开（公告）日：2012-11-06
• US8415349B2
  申请人：——

  公开号：US8415349B2

  公开（公告）日：2013-04-09
• DICYCLOAZAALKANE DERIVATES, PREPARATION PROCESSES AND MEDICAL USES THEREOF
  申请人：Shanghai Hengrui Pharmaceutical Co. Ltd.

  公开号：EP2246347B1

  公开（公告）日：2016-09-28
• Synthesis and biological evaluation of azobicyclo[3.3.0] octane derivatives as dipeptidyl peptidase 4 inhibitors for the treatment of type 2 diabetes
  作者：Tang Peng Cho、Yang Fang Long、Lin Zhi Gang、Wang Yang、Lu He Jun、Shen Guang Yuan、Fu Jian Hong、Wang Lin、Guan Dong Liang、Zhang Lei、Luo Jing Jing、Gong Ai Shen、She Gao Hong、Wang Dan、Feng Ying、Yan Pang Ke、Leng Ying、Feng Jun、Mong Xian Tai

  DOI：10.1016/j.bmcl.2010.04.120

  日期：2010.6

  A series of novel azobicyclo[3.3.0]octane derivatives were synthesized and evaluated as dipeptidyl peptidase 4 (DPP-4) inhibitors. The effort resulted in the discovery of inhibitor 2a, which exhibited excellent efficacies in an oral glucose tolerance test. Introduction of methyl group (2j) could prolong the inhibition of serum DPP-4 activity. (C) 2010 Elsevier Ltd. All rights reserved.