(2S)-2-amino-3-benzylsulfanyl-1-spiro[1,2-dihydroindene-3,4'-piperidine]-1'-ylpropan-1-one | 185525-92-2

• 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: (2S)-2-amino-3-benzylsulfanyl-1-spiro[1,2-dihydroindene-3,4'-piperidine]-1'-ylpropan-1-one
• CAS: 185525-92-2
• 化学式: C₂₃H₂₈N₂OS
• 分子量: 380.554
• InChiKey: HRYKSQSMJYKDNW-OAQYLSRUSA-N

物化性质

• 沸点：
  575.3±50.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S)-2-amino-3-benzylsulfanyl-1-spiro[1,2-dihydroindene-3,4'-piperidine]-1'-ylpropan-1-one 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  Peptidomimetic growth hormone secretagogues: synthesis and biological activities of analogs varied at the indole nucleus of the prototypical spiropiperidine L-162,752

  摘要：

  SAR studies around the indole nucleus of the prototypical peptidomimetic L-162,752 revealed that the D-Trp could be replaced with 3-phenylpropyl-D-glycine and O-benzyl-D-serine to provide secretagogues with comparable intrinsic activity but with significantly better oral activity in dogs. Use of dimethyl beta-alanine amino side-chains led to a considerable loss of activity in the D-homophenylalanine and O-benzyl-D-serine series. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00305-8
• 作为产物：
  描述：

  螺[二氢化茚-1,4'-哌啶] 在 N-甲基吗啉 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 18.5h， 生成 (2S)-2-amino-3-benzylsulfanyl-1-spiro[1,2-dihydroindene-3,4'-piperidine]-1'-ylpropan-1-one
  参考文献：
  名称：

  Peptidomimetic growth hormone secretagogues: synthesis and biological activities of analogs varied at the indole nucleus of the prototypical spiropiperidine L-162,752

  摘要：

  SAR studies around the indole nucleus of the prototypical peptidomimetic L-162,752 revealed that the D-Trp could be replaced with 3-phenylpropyl-D-glycine and O-benzyl-D-serine to provide secretagogues with comparable intrinsic activity but with significantly better oral activity in dogs. Use of dimethyl beta-alanine amino side-chains led to a considerable loss of activity in the D-homophenylalanine and O-benzyl-D-serine series. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00305-8

文献信息

• US5578593A
  申请人：——

  公开号：US5578593A

  公开（公告）日：1996-11-26
• Peptidomimetic growth hormone secretagogues: synthesis and biological activities of analogs varied at the indole nucleus of the prototypical spiropiperidine L-162,752
  作者：Ravi P. Nargund、Meng-Hsin Chen、David B.R. Johnston、Khaled J. Barakat、James R. Tata、Kang Cheng、Thomas M. Jacks、Wanda W.-S. Chan、Liente Wei、Bridget R. Butler、Gerard J. Hickey、Roy G. Smith、Arthur A. Patchett

  DOI：10.1016/0960-894x(96)00305-8

  日期：1996.7

  SAR studies around the indole nucleus of the prototypical peptidomimetic L-162,752 revealed that the D-Trp could be replaced with 3-phenylpropyl-D-glycine and O-benzyl-D-serine to provide secretagogues with comparable intrinsic activity but with significantly better oral activity in dogs. Use of dimethyl beta-alanine amino side-chains led to a considerable loss of activity in the D-homophenylalanine and O-benzyl-D-serine series. Copyright (C) 1996 Elsevier Science Ltd