1-[(3-bromophenyl)amino]cyclohexanecarboxylic acid | 757976-23-1

• 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: 1-[(3-bromophenyl)amino]cyclohexanecarboxylic acid
• 英文别名: 1-(3-Bromoanilino)cyclohexane-1-carboxylic acid
• CAS: 757976-23-1
• 化学式: C₁₃H₁₆BrNO₂
• 分子量: 298.18
• InChiKey: BRGGZTADLVQKDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[(3-bromophenyl)amino]cyclohexanecarboxylic acid 在 四(三苯基膦)钯 sodium carbonate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 30.0h， 生成
  参考文献：
  名称：

  Arylamine based cathepsin K inhibitors: Investigating P3 heterocyclic substituents

  摘要：

  A modification of novel cathepsin K inhibitors I was carried out. The structural design was aimed at reducing the lipophilic character of compounds I for obtaining better pharmacokinetic profiles. This modification afforded several less lipophilic compounds with good inhibitory activities and pharmacokinetic profiles, although the enzyme selectivity over cathepsin S was left at issue. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.031
• 作为产物：
  描述：

  1,3-二溴苯 、 1-氨基-1-环己基甲酸 在 copper(I) bromide dimethylsulfide complex 、 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 3.0h， 以44%的产率得到1-[(3-bromophenyl)amino]cyclohexanecarboxylic acid
  参考文献：
  名称：

  Arylamine based cathepsin K inhibitors: Investigating P3 heterocyclic substituents

  摘要：

  A modification of novel cathepsin K inhibitors I was carried out. The structural design was aimed at reducing the lipophilic character of compounds I for obtaining better pharmacokinetic profiles. This modification afforded several less lipophilic compounds with good inhibitory activities and pharmacokinetic profiles, although the enzyme selectivity over cathepsin S was left at issue. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.031

文献信息

• Aromatic amines as nucleophiles in the Bargellini reaction
  作者：Ken J. Butcher、Jenny Hurst

  DOI：10.1016/j.tetlet.2009.03.044

  日期：2009.5

  Aromatic amines can be employed in the Bargellini reaction to generate useful intermediates. Rapid, practical access to functionalised, privileged structures may have significant utility in the synthesis of drug-like molecules. An improved synthesis of carfentanil analogues illustrates this point. (C) 2009 Elsevier Ltd. All rights reserved.
• Arylamine based cathepsin K inhibitors: Investigating P3 heterocyclic substituents
  作者：Tsuyoshi Shinozuka、Kousei Shimada、Satoshi Matsui、Takahiro Yamane、Mayumi Ama、Takeshi Fukuda、Motohiko Taki、Yuko Takeda、Eri Otsuka、Michiko Yamato、Satoru Naito

  DOI：10.1016/j.bmc.2006.06.031

  日期：2006.10

  A modification of novel cathepsin K inhibitors I was carried out. The structural design was aimed at reducing the lipophilic character of compounds I for obtaining better pharmacokinetic profiles. This modification afforded several less lipophilic compounds with good inhibitory activities and pharmacokinetic profiles, although the enzyme selectivity over cathepsin S was left at issue. (c) 2006 Elsevier Ltd. All rights reserved.