trans-4-[(2-naphthalenesulfonamido)methyl]cyclohexanecarboxylic acid | 247935-15-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: trans-4-[(2-naphthalenesulfonamido)methyl]cyclohexanecarboxylic acid
• 英文别名: trans-4-(2-naphthylsulfonamido)methylcyclohexane carboxylic acid；trans-4-(2-Naphthylsulfonamido)methylcyclohexanecarboxylic acid
• CAS: 247935-15-5
• 化学式: C₁₈H₂₁NO₄S
• 分子量: 347.435
• InChiKey: HQWIIBCOKWZXLP-CTYIDZIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 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：

  trans-4-[(2-naphthalenesulfonamido)methyl]cyclohexanecarboxylic acid 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-[6-methoxy-1-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-4-[(naphthalen-2-ylsulfonylamino)methyl]cyclohexane-1-carboxamide
  参考文献：
  名称：

  α-Substituted N-(Sulfonamido)alkyl-β-aminotetralins:  Potent and Selective Neuropeptide Y Y5 Receptor Antagonists

  摘要：

  DOI：

  10.1021/jm990468g
• 作为产物：
  描述：

  在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 trans-4-[(2-naphthalenesulfonamido)methyl]cyclohexanecarboxylic acid
  参考文献：
  名称：

  Novel histone deacetylase inhibitors: N-hydroxycarboxamides possessing a terminal bicyclic aryl group

  摘要：

  Utilizing tranexamic acid as a starting material, a series of N-hydroxycarboxamides were synthesized in order to seek new histone deacetylase (HDAC) inhibitors. Further structure optimization involving the replacement of the 1,4-cyclohexylene group with the 1,4-phenylene group yielded the promising HDAC inhibitors which possess a terminal bicyclic aryl amide. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00175-0

文献信息

• Amino pyrazole derivatives useful for the treatment of obesity and other disorders
  申请人：——

  公开号：US20020065289A1

  公开（公告）日：2002-05-30

  Amino pyrazole derivatives of the formula: 1 which are ligands for the neuropeptide Y, subtype 5 receptor and pharmaceutical compositions containing an amino pyrazole derivative as the active ingredient are described. The amino pyrazole derivatives are useful in the treatment of disorders and diseases associated with the NPY receptor subtype Y5.

  Amino pyrazole衍生物的化学式如下： 1 描述了这些化合物是神经肽Y亚型5受体的配体，并且含有氨基吡唑衍生物作为活性成分的药物组合物。氨基吡唑衍生物在治疗与NPY受体亚型Y5相关的疾病和疾病中是有用的。
• N-substituted aminotetralins as ligands for the neuropeptide Y Y5
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：US06140354A1

  公开（公告）日：2000-10-31

  .beta.-Aminotetralin derivatives of the formula: ##STR1## which are ligands for the neuropeptide Y Y5 (NPY5) receptor, methods of preparation and pharmaceutical compositions containing a .beta.-aminotetralin derivative as the active ingredient are described. The .beta.-aminotetralins are useful in the treatment of disorders and diseases associated with NPY receptor subtype Y5.

  该公式的.beta.-氨基四氢萘衍生物：##STR1##，它们是神经肽Y Y5（NPY5）受体的配体，描述了制备方法和含有.beta.-氨基四氢萘衍生物作为活性成分的药物组合物。这些.beta.-氨基四氢萘在治疗与NPY受体亚型Y5相关的疾病和疾病中很有用。
• [EN] N-SUBSTITUTED AMINOTETRALINS AS LIGANDS FOR THE NEUROPEPTIDE Y Y5 RECEPTOR USEFUL IN THE TREATMENT OF OBESITY AND OTHER DISORDERS<br/>[FR] AMINOTETRALINES N SUBSTITUEES, LIGANDS DU RECEPTEUR Y Y5 DU NEUROPEPTIDE SERVANT AU TRAITEMENT DE L'OBESITE ET D'AUTRES TROUBLES
  申请人：ORTHO-MCNEIL PHARMACEUTICAL, INC.

  公开号：WO1999055667A1

  公开（公告）日：1999-11-04

  (EN) $g(b)-Aminotetralin derivatives of formula (1): which are ligands for the neuropeptide Y Y5 (NPY5) receptor, methods of preparation and pharmaceutical compositions containing a $g(b)-aminotetralins derivative as the active ingredient are described. The $g(b)-aminotetralins are useful in the treatment of disorders and diseases associated with NPY receptor subtype Y5.(FR) L'invention porte sur des dérivés d'aminotétraline de formule (1) ligands du récepteur Y Y5 (NPY5) du neuropeptide, sur leurs procédés de préparation, et sur des compositions pharmaceutiques les contenant comme principe actif. Les aminotétralines servent pour le traitement de troubles et de maladies liées au sous-type Y5 du récepteur NPY.

  (中文) 描述了公式（1）的$g(b)-氨基四环素衍生物，它们是神经肽Y Y5（NPY5）受体的配体，以及制备方法和含有$g(b)-氨基四环素衍生物作为活性成分的制药组合物。$g(b)-氨基四环素衍生物对于治疗与NPY受体亚型Y5相关的疾病和疾病非常有用。
• 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.