cis-2-azabicyclo[3.1.0]hexane hydrochloride | 841302-41-8

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: cis-2-azabicyclo[3.1.0]hexane hydrochloride
• 英文别名: (2S,3R)-methanopyrrolidine hydrochloride salt；(1S,5R)-2-Azabicyclo[3.1.0]hexane hydrochloride；(1S,5R)-2-azabicyclo[3.1.0]hexane;hydrochloride
• CAS: 841302-41-8
• 化学式: C₅H₉N*ClH
• 分子量: 119.594
• InChiKey: GVKIWNRVZPBLKT-JBUOLDKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.79
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-叔丁氧羰基-3-羟基-1-金刚烷基-D-甘氨酸 、 cis-2-azabicyclo[3.1.0]hexane hydrochloride 在 N-甲基吗啉 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以97.5%的产率得到(2S,3R)-1-[(2S)-N-Boc-2-(3-hydroxyadamant-1-yl)glycin]-2,3-methanopyrrolidine
  参考文献：
  名称：

  [EN] ADAMANTYGLYCINE- BASED INHIBITORS OF DIPEPTIDYL PEPTIDASE IV FOR THE TREATMENT OF DIABETES
  [FR] INHIBITEURS A BASE D'ADAMANTYGLYCINE DE LA DIPEPTIDYL PEPTIDASE IV ET PROCEDES ASSOCIES

  摘要：

  公开号：

  WO2005012249A3
• 作为产物：
  描述：

  N-benzyl-(2S,3R)-2,3-methanopyrrolidine 在 1-氯乙基氯甲酸酯 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到cis-2-azabicyclo[3.1.0]hexane hydrochloride
  参考文献：
  名称：

  Potent non-nitrile dipeptidic dipeptidyl peptidase IV inhibitors

  摘要：

  The synthesis and structure- activity relationships of novel dipeptidyl peptidase IV inhibitors replacing the classical cyanopyrrolidine P1 group with other small nitrogen heterocycles are described. A unique potency enhancement was achieved with beta-branched natural and unnatural amino acids, particularly adamantylglycines, linked to a (2S, 3R)-2,3-methanopyrrolidine based scaffold. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.090

文献信息

• SUBSTITUTED 5,6,7,8-TETRAHYDRO[1,2,4]TRIAZOLO[4,3-A]PYRIDINE-3(2H)-ONES AND 2,5,6,7-TETRAHYDRO-3H-PYRROLO[2,1-C][1,2,4]TRIAZOL-3-ONES, AND USE THEREOF
  申请人：BAYER AKTIENGESELLSCHAFT

  公开号：US20190160048A1

  公开（公告）日：2019-05-30

  The present application relates to novel substituted 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-3(2H)-ones and 2,5,6,7-tetrahydro-3H-pyrrolo[2,1-c][1,2,4]triazol-3-ones, to processes for preparation thereof, to the use thereof, alone or in combinations, for treatment and/or prophylaxis of diseases, and to the use thereof for production of medicaments for treatment and/or prophylaxis of diseases, especially for treatment and/or prophylaxis of lung inflammation disorders.

  该申请涉及新颖的取代5,6,7,8-四氢[1,2,4]三唑并[4,3-a]吡啶-3(2H)-酮和2,5,6,7-四氢-3H-吡咯[2,1-c][1,2,4]三唑-3-酮，其制备方法，以及其单独或组合使用用于治疗和/或预防疾病，以及其用于生产用于治疗和/或预防疾病的药物，特别是用于治疗和/或预防肺部炎症性疾病。
• Substituted 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-A]pyridine-3(2H)-ones and 2,5,6,7-tetrahydro-3H-pyrrolo[2,1-C][1,2,4]triazol-3-ones, and use thereof
  申请人：BAYER AKTIENGESELLSCHAFT

  公开号：US10722501B2

  公开（公告）日：2020-07-28

  The present application relates to novel substituted 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-3(2H)-ones and 2,5,6,7-tetrahydro-3H-pyrrolo[2,1-c][1,2,4]triazol-3-ones of formula (I), to processes for preparation thereof, to the use thereof, alone or in combinations, for treatment and/or prophylaxis of diseases, and to the use thereof for production of medicaments for treatment and/or prophylaxis of diseases, especially for treatment and/or prophylaxis of lung inflammation disorders.

  本申请涉及式(I)的新型取代的 5,6,7,8-四氢[1,2,4]三唑并[4,3-a]吡啶-3(2H)-酮和 2,5,6,7-四氢-3H-吡咯并[2,1-c][1,2,4]三唑-3-酮、其制备工艺、其用途、单独或组合使用，用于治疗和/或预防疾病，以及用于生产治疗和/或预防疾病的药物，特别是用于治疗和/或预防肺部炎症疾病。
• Potent non-nitrile dipeptidic dipeptidyl peptidase IV inhibitors
  作者：Ligaya M. Simpkins、Scott Bolton、Zulan Pi、James C. Sutton、Chet Kwon、Guohua Zhao、David R. Magnin、David J. Augeri、Timur Gungor、David P. Rotella、Zhong Sun、Yajun Liu、William S. Slusarchyk、Jovita Marcinkeviciene、James G. Robertson、Aiying Wang、Jeffrey A. Robl、Karnail S. Atwal、Robert L. Zahler、Rex A. Parker、Mark S. Kirby、Lawrence G. Hamann

  DOI：10.1016/j.bmcl.2007.09.090

  日期：2007.12

  The synthesis and structure- activity relationships of novel dipeptidyl peptidase IV inhibitors replacing the classical cyanopyrrolidine P1 group with other small nitrogen heterocycles are described. A unique potency enhancement was achieved with beta-branched natural and unnatural amino acids, particularly adamantylglycines, linked to a (2S, 3R)-2,3-methanopyrrolidine based scaffold. (c) 2007 Elsevier Ltd. All rights reserved.
• [EN] ADAMANTYGLYCINE- BASED INHIBITORS OF DIPEPTIDYL PEPTIDASE IV FOR THE TREATMENT OF DIABETES<br/>[FR] INHIBITEURS A BASE D'ADAMANTYGLYCINE DE LA DIPEPTIDYL PEPTIDASE IV ET PROCEDES ASSOCIES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2005012249A3

  公开（公告）日：2005-05-06