(S)-2-Adamantan-1-yl-2-amino-N-cyanomethyl-N-ethyl-acetamide | 681282-40-6

• 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: (S)-2-Adamantan-1-yl-2-amino-N-cyanomethyl-N-ethyl-acetamide
• 英文别名: (2S)-2-(adamantan-1-yl)-2-amino-N-(cyanomethyl)-N-ethylacetamide；(2S)-2-(1-adamantyl)-2-amino-N-(cyanomethyl)-N-ethylacetamide
• CAS: 681282-40-6
• 化学式: C₁₆H₂₅N₃O
• 分子量: 275.394
• InChiKey: XVZXRSNHSDCTGA-MHCOZEDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-叔丁氧羰基-L-金刚烷基甘氨酸 在 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-2-Adamantan-1-yl-2-amino-N-cyanomethyl-N-ethyl-acetamide
  参考文献：
  名称：

  Seco-prolinenitrile inhibitors of dipeptidyl peptidase IV define minimal pharmacophore requirements at P1

  摘要：

  A series of seco-prolinenitrile-containing dipeptides were synthesized and assayed as inhibitors of the N-terminal sequence-specific serine protease dipeptidyl peptidase IV, a promising new target for treatment of type 2 diabetes. The inhibitors described herein assess the minimum structural requirements at P1 for this enzyme, resulting in the identification of inhibitors with low nM potency. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.098

文献信息

• GLYCINENITRILE-BASED INHIBITORS OF DIPEPTIDYL PEPTIDASE IV
  申请人：Bristol-Myers Squibb Company

  公开号：EP1553937B1

  公开（公告）日：2010-06-02
• [EN] GLYCINENITRILE-BASED INHIBITORS OF DIPEPTIDYL PEPTIDASE IV AND METHODS<br/>[FR] INHIBITEURS DE DIPEPTIDYL PEPTIDASE IV A BASE DE GLYCINENITRILE ET PROCEDES CORRESPONDANTS
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2004037181A2

  公开（公告）日：2004-05-06

  A compound of the Formula (I) wherein R1, R2, R3 and R4 are as defined herein. Further provided are methods of using such compounds for the treatment of diabetes and related diseases, and to pharmaceutical compositions containing such compounds.