tert-butyl N-[(3S)-1-[methyl-[(3S)-pyrrolidin-3-yl]carbamoyl]pyrrolidin-3-yl]carbamate | 762285-43-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl N-[(3S)-1-[methyl-[(3S)-pyrrolidin-3-yl]carbamoyl]pyrrolidin-3-yl]carbamate
• CAS: 762285-43-8
• 化学式: C₁₅H₂₈N₄O₃
• 分子量: 312.412
• InChiKey: MIMXRBQVXCMTDL-RYUDHWBXSA-N

物化性质

• 沸点：
  471.7±45.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  73.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(3S)-1-[methyl-[(3S)-pyrrolidin-3-yl]carbamoyl]pyrrolidin-3-yl]carbamate 在 sodium cyanoborohydride 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (3S)-3-amino-N-methyl-N-[(3S)-1-(3-phenylpropyl)pyrrolidin-3-yl]pyrrolidine-1-carboxamide
  参考文献：
  名称：

  Bis(aminopyrrolidine)-derived ureas (APUs) as potent MCH1 receptor antagonists

  摘要：

  Ureas derived from two substituted 3-aminopyrrolidine subunits were prepared as constrained analogs of a linear lead compound and tested as antagonists of the MCH1 receptor. The series was optimized for substitution and stereochemistry to generate a functional antagonist with a K-i of 3.3 nM and IC50 of 12 nM (GTPgammaS). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.036
• 作为产物：
  描述：

  tert-butyl N-[(3S)-1-[[(3S)-1-benzylpyrrolidin-3-yl]-methylcarbamoyl]pyrrolidin-3-yl]carbamate 在 palladium hydroxide on carbon 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、275.8 kPa 条件下， 反应 5.0h， 生成 tert-butyl N-[(3S)-1-[methyl-[(3S)-pyrrolidin-3-yl]carbamoyl]pyrrolidin-3-yl]carbamate
  参考文献：
  名称：

  [EN] MELANIN-CONCENTRATING HORMONE RECEPTOR ANTAGONISTS AND COMPOSITIONS AND METHODS RELATED THERETO
  [FR] ANTAGONISTES DU RECEPTEUR DE L'HORMONE CONCENTRANT LA MELANINE ET COMPOSITIONS ET METHODES CORRESPONDANTES

  摘要：

  黑色素浓缩激素（MCH）受体拮抗剂被披露具有用于治疗基于MCH受体的疾病，如肥胖症。本发明的化合物具有以下结构：包括立体异构体、前药和其药用盐，其中m、n、X、R1、R2、R3、R4和R5如本文所定义。还披露了含有本发明化合物的组合物，以及与其使用相关的方法。

  公开号：

  WO2004081005A1

文献信息

• [EN] MELANIN-CONCENTRATING HORMONE RECEPTOR ANTAGONISTS AND COMPOSITIONS AND METHODS RELATED THERETO<br/>[FR] ANTAGONISTES DU RECEPTEUR DE L'HORMONE CONCENTRANT LA MELANINE ET COMPOSITIONS ET METHODES CORRESPONDANTES
  申请人：NEUROCRINE BIOSCIENCES INC

  公开号：WO2004081005A1

  公开（公告）日：2004-09-23

  Melanin-concentrating hormone (MCH) receptor antagonists are disclosed having utility for the treatment of MCH receptor-based disorders such as obesity. The compounds of this invention have the following structure: including stereoisomers, prodrugs, and pharmaceutically acceptable salts thereof, wherein m, n, X, R1, R2, R3, R4, and R5 are as defined herein. Also disclosed are compositions containing a compound of this invention, as well as methods relating to the use thereof.

  黑色素浓缩激素（MCH）受体拮抗剂被披露具有用于治疗基于MCH受体的疾病，如肥胖症。本发明的化合物具有以下结构：包括立体异构体、前药和其药用盐，其中m、n、X、R1、R2、R3、R4和R5如本文所定义。还披露了含有本发明化合物的组合物，以及与其使用相关的方法。
• [EN] MELANIN-CONCENTRATING HORMONE RECEPTOR ANTAGONISTS AND COMPOSITIONS AND METHODS RELATED THERETO<br/>[FR] ANTAGONISTES DU RECEPTEUR DE L'HORMONE CONCENTRANT LA MELANINE, COMPOSITIONS ET PROCEDES ASSOCIES
  申请人：NEUROCRINE BIOSCIENCES INC

  公开号：WO2005047293A1

  公开（公告）日：2005-05-26

  Melanin-concentrating hormone (MCH) receptor antagonists are disclosed having utility for the treatment of MCH receptor-based disorders such as obesity. The compounds of this invention have the following structure of formula (I) including pharmaceutically acceptable salts, esters, solvates, stereoisomers, and prodrugs thereof, wherein m, n, Q1, Q2, R1, R2, R3, R4, R7 and X are as defined herein. Also disclosed are compositions containing a compound of this invention, as well as methods relating to the use thereof.

  黑色素浓缩激素（MCH）受体拮抗剂被披露具有治疗基于MCH受体的疾病，如肥胖症的效用。本发明的化合物具有以下结构的化学式（I），包括药学上可接受的盐、酯、溶剂合物、立体异构体和前药，其中m、n、Q1、Q2、R1、R2、R3、R4、R7和X如本文所定义。还披露了含有本发明化合物的组合物，以及与其使用相关的方法。
• Bis(aminopyrrolidine)-derived ureas (APUs) as potent MCH1 receptor antagonists
  作者：Jonathan Grey、Brian Dyck、Martin W. Rowbottom、Junko Tamiya、Troy D. Vickers、Mingzhu Zhang、Liren Zhao、Christopher E. Heise、David Schwarz、John Saunders、Val S. Goodfellow

  DOI：10.1016/j.bmcl.2004.12.036

  日期：2005.2

  Ureas derived from two substituted 3-aminopyrrolidine subunits were prepared as constrained analogs of a linear lead compound and tested as antagonists of the MCH1 receptor. The series was optimized for substitution and stereochemistry to generate a functional antagonist with a K-i of 3.3 nM and IC50 of 12 nM (GTPgammaS). (C) 2004 Elsevier Ltd. All rights reserved.