trans-4-<(benzenesulfonamido)methyl>cyclohexane carboxylic acid | 247936-90-9

• 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: trans-4-<(benzenesulfonamido)methyl>cyclohexane carboxylic acid
• 英文别名: trans-4-(benzenesulfonylnaminomethyl)-cyclohexanecarboxylic acid；trans-4-(benzenesulfonylaminomethyl)cyclohexanecarboxylic acid；trans-4-[(benzenesulfonamido)methyl]cyclohexanecarboxylic acid；trans-4-(benzenesulfonamido)methylcyclohexane carboxylic acid
• CAS: 247936-90-9
• 化学式: C₁₄H₁₉NO₄S
• 分子量: 297.375
• InChiKey: ZWXLDFJXRQHOEM-HAQNSBGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  20.0
• 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

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  trans-4-<(benzenesulfonamido)methyl>cyclohexane carboxylic acid 在 sodium acetoxyborohydride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 N-[4-(Naphthalen-1-ylaminomethyl)-cyclohexylmethyl]-benzenesulfonamide
  参考文献：
  名称：

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

  摘要：

  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.

  DOI：

  10.1016/j.ejmech.2003.10.001
• 作为产物：
  描述：

  methyl trans-4-aminomethylcyclohexanecarboxylate hydrochloride 在 lithium hydroxide 、 TEA 作用下， 以 四氢呋喃 为溶剂， 生成 trans-4-<(benzenesulfonamido)methyl>cyclohexane carboxylic 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

• Substituted 2-cyclohexyl-4-phenyl-1H-imidazole derivatives
  申请人：NEUROGEN CORPORATION

  公开号：US20030144290A1

  公开（公告）日：2003-07-31

  Substituted 2-cyclohexyl-4-phenyl-1H-imidazole derivatives capable of modulating NPY5 receptor activity, are provided. Such compounds may be used to modulate NPY binding to NPY5 receptors in vivo or in vitro, and are particularly useful in the treatment of a variety of disorders (e.g., eating disorders such as obesity or bulimia, psychiatric disorders, diabetes and cardiovascular disorders such as hypertension) in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for treating such disorders are provided, as are methods for using such compounds for detecting NPY5 receptors.

  提供了一种能够调节NPY5受体活性的取代2-环己基-4-苯基-1H-咪唑衍生物。这类化合物可用于体内或体外调节NPY与NPY5受体的结合，特别适用于治疗多种疾病（例如，肥胖或贪食症等饮食障碍、精神障碍、糖尿病以及高血压等心血管疾病）在人类、家养伴侣动物和家畜动物中的应用。还提供了用于治疗这些疾病的药物组合物和方法，以及使用这些化合物检测NPY5受体的方法。
• Synthesis of new thiophene and benzo[b]thiophene hydrazide derivatives as human NPY Y5 antagonists
  作者：Silvia Galiano、Oihana Erviti、Silvia Pérez、Antonio Moreno、Laura Juanenea、Ignacio Aldana、Antonio Monge

  DOI：10.1016/j.bmcl.2003.11.070

  日期：2004.2

  Neuropeptide Y is one of the most potent appetite stimulating hormones known. Novel thiophene and benzo[b]thiophene hydrazide derivatives were synthetized and evaluated biologically as NPY Y(1) and Y(5) receptor subtype antagonists. They were found to have nanomolar binding affinities for human NPY Y(5) receptor, obtaining the lead compound, trans-N-4-[N'-(thiophene-2-carbonyl)hydrazinocarbonyl]cy

  神经肽Y是已知的最有效的食欲刺激激素之一。合成了新型噻吩和苯并[b]噻吩酰肼衍生物，并将其作为NPY Y（1）和Y（5）受体亚型拮抗剂进行生物学评估。他们发现它们对人NPY Y（5）受体具有纳摩尔结合亲和力，从而获得了先导化合物反式N-4- [N'-（噻吩-2-羰基）肼基羰基]环己基甲基-4-溴苯磺酰胺hY（5）受体的7.70 nM IC（50）。
• 3a,4,5,9b-tetrahydro-1H-benz[e]indol-2-yl amine-derived neuropeptide Y receptors ligands useful in the treatment of obesity and other disorders
  申请人：Dax Scott

  公开号：US06841552B1

  公开（公告）日：2005-01-11

  Compounds of the formula: are disclosed as ligands for neuropeptide Y receptors and as such are useful in the treatment of obesity and disorders of the central nervous system.

  本公式化合物被披露为神经肽Y受体的配体，因此在肥胖和中枢神经系统疾病的治疗中是有用的。
• [EN] 3a,4,5,9b-TETRAHYDRO-1H-BENZ[e]INDOL-2-YL AMINE-DERIVED NEUROPEPTIDE Y RECEPTORS LIGANDS USEFUL IN THE TREATMENT OF OBESITY AND OTHER DISORDERS<br/>[FR] LIGANDS DE RECEPTEURS DU NEUROPEPTIDE Y DERIVES DE 3a,4,5,9b-TETRAHYDRO-1H-BENZ[e]INDOL-2-YL AMINE, UTILISES POUR LE TRAITEMENT DE L'OBESITE ET D'AUTRES ETATS PATHOLOGIQUES
  申请人：ORTHO MCNEIL PHARM INC

  公开号：WO2000068197A1

  公开（公告）日：2000-11-16

  Compounds of formula: (A) are disclosed as ligands for neuropeptide Y receptors and as such are useful in the treatment of obesity and disorders of the central nervous system.

  公式为（A）的化合物被披露为神经肽Y受体的配体，因此在肥胖症和中枢神经系统疾病的治疗中是有用的。
• [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。