(2S)-1-[4-[[4-(trifluoromethyl)benzoyl]amino]benzoyl]pyrrolidine-2-carboxamide | 1378484-10-6

• 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: (2S)-1-[4-[[4-(trifluoromethyl)benzoyl]amino]benzoyl]pyrrolidine-2-carboxamide
• CAS: 1378484-10-6
• 化学式: C₂₀H₁₈F₃N₃O₃
• 分子量: 405.376
• InChiKey: SBLRCJGMAAUSGE-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  92.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S)-1-[4-[[4-(trifluoromethyl)benzoyl]amino]benzoyl]pyrrolidine-2-carboxamide 在 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以83%的产率得到N-[4-[(2S)-2-cyanopyrrolidine-1-carbonyl]phenyl]-4-(trifluoromethyl)benzamide
  参考文献：
  名称：

  Long-acting peptidomimetics based DPP-IV inhibitors

  摘要：

  Pyrrolidine based peptidomimetics are reported as potent and selective DPP-IV inhibitors for the treatment of T2DM. Compounds 16c and 16d showed excellent in vitro potency and selectivity towards DPP-IV and the lead compound 16c showed sustained antihyperglycemic effects, along with improved pharmacokinetic profile. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.078
• 作为产物：
  描述：

  N-Fmoc-L-Pro Wang resin 、 4-三氟甲基苯甲酸 、 FMOC-4-氨基苯甲酸 在 哌啶 、 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到(2S)-1-[4-[[4-(trifluoromethyl)benzoyl]amino]benzoyl]pyrrolidine-2-carboxamide
  参考文献：
  名称：

  Long-acting peptidomimetics based DPP-IV inhibitors

  摘要：

  Pyrrolidine based peptidomimetics are reported as potent and selective DPP-IV inhibitors for the treatment of T2DM. Compounds 16c and 16d showed excellent in vitro potency and selectivity towards DPP-IV and the lead compound 16c showed sustained antihyperglycemic effects, along with improved pharmacokinetic profile. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.078

文献信息

• Long-acting peptidomimetics based DPP-IV inhibitors
  作者：Pradip Jadav、Rajesh Bahekar、Shailesh R. Shah、Dipam Patel、Amit Joharapurkar、Samadhan Kshirsagar、Mukul Jain、Mubeen Shaikh、Kalapatapu V.V.M. Sairam

  DOI：10.1016/j.bmcl.2012.03.078

  日期：2012.5

  Pyrrolidine based peptidomimetics are reported as potent and selective DPP-IV inhibitors for the treatment of T2DM. Compounds 16c and 16d showed excellent in vitro potency and selectivity towards DPP-IV and the lead compound 16c showed sustained antihyperglycemic effects, along with improved pharmacokinetic profile. (C) 2012 Elsevier Ltd. All rights reserved.