5-Chloro-N-methyl-2-nitrobenzene-1-sulfonamide | 89840-89-1

• 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: 5-Chloro-N-methyl-2-nitrobenzene-1-sulfonamide
• 英文别名: 5-chloro-N-methyl-2-nitrobenzenesulfonamide
• CAS: 89840-89-1
• 化学式: C₇H₇ClN₂O₄S
• 分子量: 250.663
• InChiKey: UQFOMXLVYAYFLZ-UHFFFAOYSA-N

物化性质

• 熔点：
  176 °C
• 沸点：
  411.8±55.0 °C(Predicted)
• 密度：
  1.530±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Chloro-N-methyl-2-nitrobenzene-1-sulfonamide 在 盐酸 、 铁粉 作用下， 以 水 为溶剂， 生成 2-Amino-5-chlor-benzolsulfon-(N-methyl-amid)
  参考文献：
  名称：

  A novel class of allosteric modulators of AMPA/Kainate receptors

  摘要：

  The rapid hydrolysis in vivo of IDRA21 to 2-amino-5-chlorobenzensulfonamide has been demonstrated by microdialysis experiments. The IDRA21 metabolite possess in vitro a biological activity similar to that of IDRA21 itself. Taking 2-amino-5-chlorobenzensulfonamide as lead compound, a novel class of AMPAR positive allosteric modulators has been prepared. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.094
• 作为产物：
  描述：

  5-氯-2-硝基苯磺酰胺 、 甲胺 以 水 为溶剂， 反应 3.0h， 生成 5-Chloro-N-methyl-2-nitrobenzene-1-sulfonamide
  参考文献：
  名称：

  A novel class of allosteric modulators of AMPA/Kainate receptors

  摘要：

  The rapid hydrolysis in vivo of IDRA21 to 2-amino-5-chlorobenzensulfonamide has been demonstrated by microdialysis experiments. The IDRA21 metabolite possess in vitro a biological activity similar to that of IDRA21 itself. Taking 2-amino-5-chlorobenzensulfonamide as lead compound, a novel class of AMPAR positive allosteric modulators has been prepared. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.094

文献信息

• METHOD FOR TREATMENT AND PREVENTION OF DISTURBANCES OF THE CENTRAL NERVOUS SYSTEM ASSOCIATED WITH AN ALTERATION OF GLUTAMATERGIC NEUROTRANSMISSION BY ADMINISTRATION OF 2-AMINOBENZENESULFONAMIDE DERIVATIVES
  申请人：RETT Corporation

  公开号：EP1435926A2

  公开（公告）日：2004-07-14
• EP1435926A4
  申请人：——

  公开号：EP1435926A4

  公开（公告）日：2005-11-23
• [EN] METHOD FOR TREATMENT AND PREVENTION OF DISTURBANCES OF THE CENTRAL NERVOUS SYSTEM ASSOCIATED WITH AN ALTERATION OF GLUTAMATERGIC NEUROTRANSMISSION BY ADMINISTRATION OF 2-AMINOBENZENESULFONAMIDE DERIVATIVES<br/>[FR] METHODE DE TRAITEMENT ET DE PREVENTION DE TROUBLES DU SYSTEME NERVEUX CENTRAL ASSOCIES A UNE ALTERATION DE LA NEUROTRANSMISSION GLUTAMATERGIQUE PAR ADMINISTRATION DE DERIVES DE 2-AMINOBENZENESULFONAMIDE
  申请人：RETT CORP

  公开号：WO2002089734A2

  公开（公告）日：2002-11-14

  2-aminobenzenesulfonamide derivatives are used for the treatment or prevention of the disturbances of the central nervous system associated with a positive or negative modulation of glutamatergic neurotransmission, such as disturbances of memory and learning, schizophrenia, sexual disturbances, ischemic attacks, ictus, etc. For example, a compound according to formula (I): is administered to treat or prevent diseases of the central nervous system having a positive or negative modulation of AMPA/Kainate receptors and a negative modulation of NMDA receptors.