tert-butyl 2-((tert-butoxycarbonyl)(methyl)amino)ethyl(2-fluoro-5-(5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzyl)carbamate | 1051930-25-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl 2-((tert-butoxycarbonyl)(methyl)amino)ethyl(2-fluoro-5-(5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzyl)carbamate
• 英文别名: tert-butyl N-[[2-fluoro-5-[5-(furan-2-yl)-3-(trifluoromethyl)pyrazol-1-yl]phenyl]methyl]-N-[2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethyl]carbamate
• CAS: 1051930-25-6
• 化学式: C₂₈H₃₄F₄N₄O₅
• 分子量: 582.595
• InChiKey: LHDAKUJMHATXQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  90
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-((tert-butoxycarbonyl)(methyl)amino)ethyl(2-fluoro-5-(5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzyl)carbamate 在 sodium chlorite 、 sodium dihydrogenphosphate 作用下， 以 水 、 乙腈 为溶剂， 生成 1-(3-((tert-butoxycarbonyl(2-(tert-butoxycarbonyl(methyl)amino)ethyl)amino)methyl)-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid
  参考文献：
  名称：

  1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase 1 (CARM1)

  摘要：

  We have identified the N-1-benzyl-N-2-methylethane-1,2-diamine unit as a substitute for the (S)-alanine benzylamide moiety for the design of co-activator associated arginine methyltransferase 1 (CARM1) inhibitors. The potency of these inhibitors is in the same order of magnitude as their predecessors and their clearance, volume of distribution, and half lives were greatly improved. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.110
• 作为产物：
  描述：

  tert-butyl 2-(2-fluoro-5-(5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzylamino)ethyl(methyl)carbamate 、 二碳酸二叔丁酯 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 tert-butyl 2-((tert-butoxycarbonyl)(methyl)amino)ethyl(2-fluoro-5-(5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzyl)carbamate
  参考文献：
  名称：

  1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase 1 (CARM1)

  摘要：

  We have identified the N-1-benzyl-N-2-methylethane-1,2-diamine unit as a substitute for the (S)-alanine benzylamide moiety for the design of co-activator associated arginine methyltransferase 1 (CARM1) inhibitors. The potency of these inhibitors is in the same order of magnitude as their predecessors and their clearance, volume of distribution, and half lives were greatly improved. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.110

文献信息

• Amines as Small Molecule Inhibitors
  申请人：Wahhab Amal

  公开号：US20080280925A1

  公开（公告）日：2008-11-13

  The present invention relates to compounds that are useful as inhibitors of protein arginine methyltransferase that have a formula selected from Formula (I), Formula (II) and Formula (III), as well as racemic mixtures, diastereomers, enantiomers and tautomers thereof and N-oxides, hydrates, solvates, pharmaceutically acceptable salts, prodrugs and complexes thereof as defined herein. Said compound are useful as inhibitors of PRMTs and/or CARM-I. The invention further relates to compositions comprising such compounds and methods for their use.

  本发明涉及一种具有以下公式（I）、公式（II）和公式（III）之一的化合物，以及它们的外消旋混合物、对映异构体、恒定异构体和互变异构体以及N-氧化物、水合物、溶剂物、药学上可接受的盐、前药和复合物，其作为蛋白质精氨酸甲基转移酶抑制剂。所述化合物作为PRMTs和/或CARM-I的抑制剂具有用途。本发明还涉及包含这些化合物的组合物和它们的使用方法。
• US8338437B2
  申请人：——

  公开号：US8338437B2

  公开（公告）日：2012-12-25