(2R,4S)-2-(4-Cyclobutyl-[1,4]diazepane-1-carbonyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester | 1196883-02-9

• 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: (2R,4S)-2-(4-Cyclobutyl-[1,4]diazepane-1-carbonyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (2R,4S)-2-(4-cyclobutyl-1,4-diazepane-1-carbonyl)-4-hydroxypyrrolidine-1-carboxylate
• CAS: 1196883-02-9
• 化学式: C₁₉H₃₃N₃O₄
• 分子量: 367.489
• InChiKey: ZMXLHRQOXCNFGU-JKSUJKDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  73.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-碘吡啶 、 (2R,4S)-2-(4-Cyclobutyl-[1,4]diazepane-1-carbonyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester 在 copper(l) iodide 、 3,4,7,8-四甲基-1,10-菲罗啉 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 生成 tert-butyl (2R,4S)-2-(4-cyclobutyl-1,4-diazepane-1-carbonyl)-4-pyridin-2-yloxypyrrolidine-1-carboxylate
  参考文献：
  名称：

  Novel substituted pyrrolidines are high affinity histamine H3 receptor antagonists

  摘要：

  Pre-clinical characterization of novel substituted pyrrolidines that are high affinity histamine H-3 receptor antagonists is described. These compounds efficiently penetrate the CNS and occupy the histamine H-3 receptor in rat brain following oral administration. One compound, (2S,4R)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone, was extensively profiled and shows promise as a potential clinical candidate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.071
• 作为产物：
  描述：

  1-cyclobutyl-1,4-diazepane 、 N-Boc-反式-4-羟基-D-脯氨酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2R,4S)-2-(4-Cyclobutyl-[1,4]diazepane-1-carbonyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Novel substituted pyrrolidines are high affinity histamine H3 receptor antagonists

  摘要：

  Pre-clinical characterization of novel substituted pyrrolidines that are high affinity histamine H-3 receptor antagonists is described. These compounds efficiently penetrate the CNS and occupy the histamine H-3 receptor in rat brain following oral administration. One compound, (2S,4R)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone, was extensively profiled and shows promise as a potential clinical candidate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.071

文献信息

• SUBSTITUTED PYRROLIDINE AMIDES AS MODULATORS OF THE HISTAMINE H3 RECEPTOR
  申请人：Carruthers Nicholas I.

  公开号：US20090291903A1

  公开（公告）日：2009-11-26

  Certain substituted pyrrolidine amide compounds are histamine H 3 receptor modulators useful in the treatment of histamine H 3 receptor-mediated diseases.

  某些替代吡咯烷酰胺化合物是组胺H3受体调节剂，可用于治疗组胺H3受体介导的疾病。
• [EN] SUBSTITUTED PYRROLIDINE AMIDES AS MODULATORS OF THE HISTAMINE H3 RECEPTOR<br/>[FR] PYRROLIDINE AMIDES SUBSTITUÉS EN TANT QUE MODULATEURS DES RÉCEPTEURS DE L'HISTAMINE H3
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2009143153A1

  公开（公告）日：2009-11-26

  Certain substituted pyrrolidine amide compounds are histamine H3 receptor modulators useful in the treatment of histamine H3 receptor-mediated diseases.

  某些取代吡咯烷酰胺化合物是组胺H3受体调节剂，可用于治疗组胺H3受体介导的疾病。
• US8236792B2
  申请人：——

  公开号：US8236792B2

  公开（公告）日：2012-08-07