(S)-3-[6-(4-chloro-phenyl)-4-oxo-4H-thieno[3,2-d]pyrimidin-3-yl]-pyrrolidine-1-carboxylic acid methyl-[(S)-1-(3-phenyl-propyl)-pyrrolidin-3-yl]-amide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-3-[6-(4-chloro-phenyl)-4-oxo-4H-thieno[3,2-d]pyrimidin-3-yl]-pyrrolidine-1-carboxylic acid methyl-[(S)-1-(3-phenyl-propyl)-pyrrolidin-3-yl]-amide
• 英文别名: (S)-3-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-N-methyl-N-((S)-1-(3-phenylpropyl)pyrrolidin-3-yl)pyrrolidine-1-carboxamide；(3S)-3-[6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3-yl]-N-methyl-N-[(3S)-1-(3-phenylpropyl)pyrrolidin-3-yl]pyrrolidine-1-carboxamide
• 化学式: C₃₁H₃₄ClN₅O₂S
• 分子量: 576.162
• InChiKey: JPJXVZBGYBEWQN-UIOOFZCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  87.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-氨基-5-(4-氯苯基)噻吩-2-羧酸甲酯 在 TEA 、 三乙酰氧基硼氢化钠 、 三氟乙酸 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 55.0h， 生成 (S)-3-[6-(4-chloro-phenyl)-4-oxo-4H-thieno[3,2-d]pyrimidin-3-yl]-pyrrolidine-1-carboxylic acid methyl-[(S)-1-(3-phenyl-propyl)-pyrrolidin-3-yl]-amide
  参考文献：
  名称：

  Thienopyrimidinone bis-aminopyrrolidine ureas as potent melanin-concentrating hormone receptor-1 (MCH-R1) antagonists

  摘要：

  A series of thienopyrimidinone bis-aminopyrrolidine ureas were designed, synthesized, and evaluated for their ability to bind melanin-concentrating hormone receptor-1. These compounds exhibit potent binding affinity (K-i = 3 nM) and good in vitro metabolic stability. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.012

文献信息

• Melanin-concentrating hormone receptor antagonists and compositions and methods related thereto
  申请人：Goodfellow Val

  公开号：US20050176738A1

  公开（公告）日：2005-08-11

  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 pharmaceutically acceptable salts, esters, solvates, stereoisomers, and prodrugs thereof, wherein m, n, Q 1 , Q 2 , R 1 , R 2 , R 3 , R 4 , R 7 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.

  本发明揭示了具有治疗基于黑色素浓缩激素（MCH）受体的疾病的效用，如肥胖症的MCH受体拮抗剂。本发明的化合物具有以下结构：包括药学上可接受的盐，酯，溶剂化物，立体异构体和其前药，其中m，n，Q1，Q2，R1，R2，R3，R4，R7和X如此定义。本发明还揭示了含有本发明化合物的组合物，以及与其使用相关的方法。
• Thienopyrimidinone bis-aminopyrrolidine ureas as potent melanin-concentrating hormone receptor-1 (MCH-R1) antagonists
  作者：Mingzhu Zhang、Junko Tamiya、Linh Nguyen、Martin W. Rowbottom、Brian Dyck、Troy D. Vickers、Jonathan Grey、David A. Schwarz、Christopher E. Heise、Jason Haelewyn、Monica S. Mistry、Val S. Goodfellow

  DOI：10.1016/j.bmcl.2007.02.012

  日期：2007.5

  A series of thienopyrimidinone bis-aminopyrrolidine ureas were designed, synthesized, and evaluated for their ability to bind melanin-concentrating hormone receptor-1. These compounds exhibit potent binding affinity (K-i = 3 nM) and good in vitro metabolic stability. (c) 2007 Elsevier Ltd. All rights reserved.