| 682359-80-4

• 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
• CAS: 682359-80-4
• 化学式: C₁₃H₂₂N₄O₄
• 分子量: 298.342
• InChiKey: GOKMTOFMMSMKBV-GUBZILKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  124.39
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 palladium on activated charcoal 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-[1-(trans-4-amino-cyclohexyl)-2-oxo-2-thiazolidin-3-yl-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Fluoropyrrolidine amides as dipeptidyl peptidase IV inhibitors

  摘要：

  Amides derived from fluorinated pyrrolidines and 4-substituted cyclohexylglycine analogues have been prepared and evaluated as inhibitors of dipeptidyl dipeptidase IV (DP-IV). Analogues which incorporated (S)-3-fluoropyrrolidine showed good selectivity for DP-IV over quiescent cell proline dipeptidase (QPP). Compound 48 had good pharmacokinetic properties and was orally active in an oral glucose tolerance test in lean mice. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.040
• 作为产物：
  描述：

  (S)-2-((叔丁氧基羰基)氨基)-2-(4-羟基苯基)乙酸甲酯 在 platinum(IV) oxide lithium hydroxide 、 sodium azide 、 氢气 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 60.0 ℃ 、310.26 kPa 条件下， 反应 16.0h， 生成
  参考文献：
  名称：

  4-Amino cyclohexylglycine analogues as potent dipeptidyl peptidase IV inhibitors

  摘要：

  Substituted 4-amino cyclohexylglycine analogues were evaluated for DP-IV inhibitory properties. Bis-sulfonamide 15e was an extremely potent 2.6 nM inhibitor of the enzyme with excellent selectivity over all counterscreens. 2,4-Difluorobenzenesulfonamide 15b and 1-naphthyl amide 16b, however, combined an acceptable in vitro profile with good pharmacokinetic properties in the rat, and 15b was orally efficacious at 3 mpk in an OGTT in lean mice. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.016

文献信息

• Dipeptidyl peptidase inhibitors for the treatment or prevention of diabetes
  申请人：——

  公开号：US20040106656A1

  公开（公告）日：2004-06-03

  The present invention is directed to compounds which are inhibitors of the dipeptidyl peptidase-IV enzyme (“DP-IV inhibitors”) and which are useful in the treatment or prevention of diseases in which the dipeptidyl peptidase-IV enzyme is involved, such as diabetes and particularly type 2 diabetes. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which the dipeptidyl peptidase-IV enzyme is involved.

  本发明涉及一种双肽酶-IV酶（“DP-IV抑制剂”）的抑制剂化合物，其在治疗或预防与双肽酶-IV酶有关的疾病，如糖尿病，尤其是2型糖尿病方面具有用途。本发明还涉及包含这些化合物的制药组合物以及在预防或治疗双肽酶-IV酶参与的这类疾病中使用这些化合物和组合物的用途。
• DIPEPTIDYL PEPTIDASE INHIBITORS FOR THE TREATMENT OR PREVENTION OF DIABETES
  申请人：Merck & Co., Inc.

  公开号：EP1385508B1

  公开（公告）日：2008-05-21
• US7026316B2
  申请人：——

  公开号：US7026316B2

  公开（公告）日：2006-04-11
• Fluoropyrrolidine amides as dipeptidyl peptidase IV inhibitors
  作者：Charles G. Caldwell、Ping Chen、Jiafang He、Emma R. Parmee、Barbara Leiting、Frank Marsilio、Reshma A. Patel、Joseph K. Wu、George J. Eiermann、Aleksandr Petrov、Huaibing He、Kathryn A. Lyons、Nancy A. Thornberry、Ann E. Weber

  DOI：10.1016/j.bmcl.2003.12.040

  日期：2004.3

  Amides derived from fluorinated pyrrolidines and 4-substituted cyclohexylglycine analogues have been prepared and evaluated as inhibitors of dipeptidyl dipeptidase IV (DP-IV). Analogues which incorporated (S)-3-fluoropyrrolidine showed good selectivity for DP-IV over quiescent cell proline dipeptidase (QPP). Compound 48 had good pharmacokinetic properties and was orally active in an oral glucose tolerance test in lean mice. (C) 2004 Elsevier Ltd. All rights reserved.
• 4-Amino cyclohexylglycine analogues as potent dipeptidyl peptidase IV inhibitors
  作者：Emma R. Parmee、Jiafang He、Anthony Mastracchio、Scott D. Edmondson、Larry Colwell、George Eiermann、William P. Feeney、Bahanu Habulihaz、Huaibing He、Ruth Kilburn、Barbara Leiting、Kathryn Lyons、Frank Marsilio、Reshma A. Patel、Aleksandr Petrov、Jerry Di Salvo、Joseph K. Wu、Nancy A. Thornberry、Ann E. Weber

  DOI：10.1016/j.bmcl.2003.10.016

  日期：2004.1

  Substituted 4-amino cyclohexylglycine analogues were evaluated for DP-IV inhibitory properties. Bis-sulfonamide 15e was an extremely potent 2.6 nM inhibitor of the enzyme with excellent selectivity over all counterscreens. 2,4-Difluorobenzenesulfonamide 15b and 1-naphthyl amide 16b, however, combined an acceptable in vitro profile with good pharmacokinetic properties in the rat, and 15b was orally efficacious at 3 mpk in an OGTT in lean mice. (C) 2003 Elsevier Ltd. All rights reserved.