4-[(2-Bromo-benzenesulfonylamino)-methyl]-cyclohexanecarboxylic acid | 691887-04-4

• 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: 4-[(2-Bromo-benzenesulfonylamino)-methyl]-cyclohexanecarboxylic acid
• CAS: 691887-04-4
• 化学式: C₁₄H₁₈BrNO₄S
• 分子量: 376.271
• InChiKey: UVPXFWXTTCYRCF-XYPYZODXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.47
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-氟苯肼 、 4-[(2-Bromo-benzenesulfonylamino)-methyl]-cyclohexanecarboxylic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of new hydrazide derivatives as neuropeptide Y Y5 receptor antagonists for the treatment of obesity

  摘要：

  NPY is the most potent orexigenic agent known to man, with NPY Y1 and NPY Y5 being the receptor subtypes that are most likely responsible for centrally-mediated NPY-induced feeding responses. Based on the aforementioned, novel hydrazide derivatives were prepared for the purpose of searching new NPY Y5 receptor antagonists. Many of the compounds exhibited nanomolar binding affinity for this receptor, affording trans-N-{4-[N'-(3,4-dichlorophenyl)hydrazinocarbonyl]cyclohexylmethyl}-4-fluorobenzenesulfonamide, which showed the best activity (IC50=0.43 nM). (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2004.06.023
• 作为产物：
  描述：

  tranexamic acid 、 2-溴苯磺酰氯 在 sodium hydroxide 作用下， 以 氯仿 、 水 为溶剂， 反应 48.0h， 生成 4-[(2-Bromo-benzenesulfonylamino)-methyl]-cyclohexanecarboxylic acid
  参考文献：
  名称：

  Galiano, Silvia; Erviti, Oihana; Perez, Silvia, Arzneimittel-Forschung/Drug Research, 2005, vol. 55, # 2, p. 81 - 85

  摘要：

  DOI：

文献信息

• Synthesis and evaluation of new arylsulfonamidomethylcyclohexyl derivatives as human neuropeptide Y Y5 receptor antagonists for the treatment of obesity
  作者：Antonio Moreno、Silvia Pérez、Silvia Galiano、Laura Juanenea、Oihana Erviti、Carmen Frígola、Ignacio Aldana、Antonio Monge

  DOI：10.1016/j.ejmech.2003.10.001

  日期：2004.1

  NPY is the most potent orexigenic peptide identified up to now. Stimulation of food intake is measured by the Y-1 and Y-5 receptor subtypes. In this study, the synthesis and evaluation of new arylsulfonamidomethylcyclohexyl derivatives are described as potential selective antagonists of the human NPY Y-5 receptor. The SAR of these series was examined and the amide derivatives were the compounds that showed the best activities. trans-N-4-[(Quinolin-3-yl)aminocarbonyl]cyclohexylmethyl}-2,4-dichlorobenzenesulfonamide (42) bound to the human neuropeptide Y Y-5 receptor with a 2 nM IC50. (C) 2003 Elsevier SAS. All rights reserved.