(S)-2-(2-Methoxy-4-nitro-phenoxymethyl)-1-methyl-pyrrolidine | 515142-40-2

• 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)-2-(2-Methoxy-4-nitro-phenoxymethyl)-1-methyl-pyrrolidine
• 英文别名: (2S)-2-[(2-methoxy-4-nitrophenoxy)methyl]-1-methylpyrrolidine
• CAS: 515142-40-2
• 化学式: C₁₃H₁₈N₂O₄
• 分子量: 266.297
• InChiKey: JRQQUMKTXWEXDF-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  67.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-2-(2-Methoxy-4-nitro-phenoxymethyl)-1-methyl-pyrrolidine 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 4-cyclohexyl-N-[3-methoxy-4-[[(2S)-1-methylpyrrolidin-2-yl]methoxy]phenyl]benzamide
  参考文献：
  名称：

  Discovery of potent and stable conformationally constrained analogues of the MCH R1 antagonist SB-568849

  摘要：

  A strategy of systematically targeting more rigid analogues of the known MCH R1 receptor antagonist, SB-568849, serendipitously uncovered a binding mode accessible to N-aryl-phthalimide ligands. Optimisation to improve the stability of this compound class led to the discovery of novel N-aryl-quinazolinones, benzotriazinones and thienopyrimidinones as selective ligands with good,affinity for human melanin-concentrating hormone receptor 1. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.061
• 作为产物：
  描述：

  4-硝基愈创木酚 、 N-甲基-L-脯氨醇 在 三丁基膦 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-(2-Methoxy-4-nitro-phenoxymethyl)-1-methyl-pyrrolidine
  参考文献：
  名称：

  Discovery of potent and stable conformationally constrained analogues of the MCH R1 antagonist SB-568849

  摘要：

  A strategy of systematically targeting more rigid analogues of the known MCH R1 receptor antagonist, SB-568849, serendipitously uncovered a binding mode accessible to N-aryl-phthalimide ligands. Optimisation to improve the stability of this compound class led to the discovery of novel N-aryl-quinazolinones, benzotriazinones and thienopyrimidinones as selective ligands with good,affinity for human melanin-concentrating hormone receptor 1. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.061

文献信息

• [EN] PYRIMIDINONES AS MELANIN CONCENTRATING HORMONE RECEPTOR 1<br/>[FR] PYRIMIDINONES EN TANT QUE RECEPTEUR 1 DE L'HORMONE DE CONCENTRATION DE LA MELANINE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO2003033476A1

  公开（公告）日：2003-04-24

  A compound of formula (Ia) comprising a pharmaceutically acceptable salt or solvate thereof, formulations, processes of preparing, and methods of administering to mammals are provided

  本发明提供了化合物(Ia)的配方，包括其药物可接受的盐或溶剂，制备过程和哺乳动物的给药方法。
• Pyrimidinones as melanin concentrating hormone receptor 1
  申请人：——

  公开号：US20040220404A1

  公开（公告）日：2004-11-04

  A compound of formula (Ia) comprising a pharmaceutically acceptable salt or solvate thereof, formulations, processes of preparing, and methods of administering to mammals are provided 1

  提供了一种化合物(Ia)的配方，包括其药用可接受的盐或溶剂，制备过程以及对哺乳动物的给药方法。
• PYRIMIDINONES AS MELANIN CONCENTRATING HORMONE RECEPTOR 1
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1442025B1

  公开（公告）日：2007-03-07
• US7285557B2
  申请人：——

  公开号：US7285557B2

  公开（公告）日：2007-10-23
• Discovery of potent and stable conformationally constrained analogues of the MCH R1 antagonist SB-568849
  作者：David R. Witty、John Bateson、Guillaume J. Hervieu、Kamal Al-Barazanji、Phillip Jeffrey、Dieter Hamprecht、Andrea Haynes、Christopher N. Johnson、Alison I. Muir、Peter J. O’Hanlon、Geoffrey Stemp、Alex J. Stevens、Kevin Thewlis、Kim Y. Winborn

  DOI：10.1016/j.bmcl.2006.06.061

  日期：2006.9

  A strategy of systematically targeting more rigid analogues of the known MCH R1 receptor antagonist, SB-568849, serendipitously uncovered a binding mode accessible to N-aryl-phthalimide ligands. Optimisation to improve the stability of this compound class led to the discovery of novel N-aryl-quinazolinones, benzotriazinones and thienopyrimidinones as selective ligands with good,affinity for human melanin-concentrating hormone receptor 1. (c) 2006 Elsevier Ltd. All rights reserved.