4-[(2-Nitro-benzenesulfonylamino)-methyl]-cyclohexanecarboxylic acid | 301188-32-9

• 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-Nitro-benzenesulfonylamino)-methyl]-cyclohexanecarboxylic acid
• CAS: 301188-32-9
• 化学式: C₁₄H₁₈N₂O₆S
• 分子量: 342.373
• InChiKey: WIVSUWBJSVMHNA-XYPYZODXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  126.61
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[(2-Nitro-benzenesulfonylamino)-methyl]-cyclohexanecarboxylic acid 在 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 14.0h， 生成
  参考文献：
  名称：

  Aminopyrazoles with high affinity for the human neuropeptide Y5 receptor

  摘要：

  1,3-Disubstituted-5-aminopyrazoles were prepared based on a lead compound found through high-throughput screening of our corporate compound library in an assay measuring affinity for the human neuropeptide Y5 receptor. The target compounds were prepared by cyclization of alpha -cyanoketones with appropriate hydrazines, followed by reduction and coupling to various sulfonamido-carboxylic acids. Several of these arylpyrazoles (e.g., 19 and 45) displayed high affinity for the human NPY Y5 receptor (< 20 nM IC(50)s). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00448-6
• 作为产物：
  描述：

  tranexamic acid 、 邻硝基苯磺酰氯 在 ice 、 ice water 、 乙酸乙酯 、 氯化钠 、 Sodium sulfate-III 作用下， 以 1,4-二氧六环 、 sodium hydroxide 为溶剂， 反应 0.5h， 生成 4-[(2-Nitro-benzenesulfonylamino)-methyl]-cyclohexanecarboxylic acid
  参考文献：
  名称：

  Low molecular weight inhibitors of complement proteases

  摘要：

  本文介绍了肽物质、其制备方法以及其作为补体抑制剂的用途。这些物质特别是具有鸟氨酸或酰胺基基团作为末端基团的物质。特别地，本文描述了补体蛋白酶C1s和C1r的抑制剂。

  公开号：

  US06683055B1

文献信息

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

  DOI：10.1016/j.bmc.2004.06.023

  日期：2004.9

  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.
• 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.
• US6683055B1
  申请人：——

  公开号：US6683055B1

  公开（公告）日：2004-01-27
• Aminopyrazoles with high affinity for the human neuropeptide Y5 receptor
  作者：Cheryl P Kordik、Chi Luo、Brian C Zanoni、Scott L Dax、James J McNally、Timothy W Lovenberg、Sandy J Wilson、Allen B Reitz

  DOI：10.1016/s0960-894x(01)00448-6

  日期：2001.9

  1,3-Disubstituted-5-aminopyrazoles were prepared based on a lead compound found through high-throughput screening of our corporate compound library in an assay measuring affinity for the human neuropeptide Y5 receptor. The target compounds were prepared by cyclization of alpha -cyanoketones with appropriate hydrazines, followed by reduction and coupling to various sulfonamido-carboxylic acids. Several of these arylpyrazoles (e.g., 19 and 45) displayed high affinity for the human NPY Y5 receptor (< 20 nM IC(50)s). (C) 2001 Elsevier Science Ltd. All rights reserved.
• Low molecular weight inhibitors of complement proteases
  申请人：BASF Aktiengesellschaft

  公开号：US06683055B1

  公开（公告）日：2004-01-27

  Peptide substances, their preparation and their use as complement inhibitors are described. These are in particular substances having a guanidine or amidine radical as a terminal group. In particular, inhibitors of the complement proteases C1s and C1r are described.

  本文介绍了肽物质、其制备方法以及其作为补体抑制剂的用途。这些物质特别是具有鸟氨酸或酰胺基基团作为末端基团的物质。特别地，本文描述了补体蛋白酶C1s和C1r的抑制剂。