2-acetylamino-toluene-4-sulfonyl chloride | 13632-46-7

• 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: 2-acetylamino-toluene-4-sulfonyl chloride
• 英文别名: 2-Acetamino-toluol-sulfonylchlorid-(4)；2-Acetylamino-toluol-4-sulfonylchlorid；3-(N-acetamido)-4-methylbenzenesulfonyl chloride；3-acetamido-4-methylbenzenesulfonyl chloride；3-Acetamino-4-methyl-benzolsulfochlorid；5-Chlorsulfonyl-2-methyl-acetyl-anilin；3-Acetamido-4-methylbenzene-1-sulfonyl chloride
• CAS: 13632-46-7
• 化学式: C₉H₁₀ClNO₃S
• mdl: MFCD19200074
• 分子量: 247.702
• InChiKey: BMNVFEOZSRZGOU-UHFFFAOYSA-N

物化性质

• 熔点：
  144 °C
• 沸点：
  412.6±38.0 °C(Predicted)
• 密度：
  1.411±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-acetylamino-toluene-4-sulfonyl chloride 在 氨 作用下， 生成 2-acetylamino-toluene-4-sulfonic acid amide
  参考文献：
  名称：

  Goldyrew; Postowskii, Zhurnal Prikladnoi Khimii, 1938, vol. 11, p. 316,318, 323

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基乙酰苯胺 在 氯磺酸 作用下， 生成 2-acetylamino-toluene-4-sulfonyl chloride
  参考文献：
  名称：

  吲哚基磺酰胺类胺作为有效的和选择性的5-HT6受体拮抗剂的设计，合成和药理评价。

  摘要：

  一系列N'-[3-（吲哚-1-磺酰基）芳基] -N，N-二甲基乙烷-1,2-二胺和N'-[3-（吲哚-1-磺酰基）芳基] -N， N-二甲基丙烷-1,3-二胺被设计和合成为5-HT6受体配体。在基于功能报告基因的分析中筛选这些化合物时，它们显示出强大的拮抗活性，其Kb值在1.8-60 nM的范围内。铅化合物9y已显示出良好的ADME替代特性，可接受的药代动力学特征，并且在诸如新物体识别测试和莫里斯水迷宫等认知动物模型中具有活性。选择它进行详细分析。

  DOI：

  10.3109/14756366.2014.889126

文献信息

• Aminoaryl sulphonamide derivatives as functional 5-HT6 ligands
  申请人：Ramakrishna Venkata Satya Nirogi

  公开号：US20100168168A1

  公开（公告）日：2010-07-01

  The present invention provides aminoaryl sulphonamide derivatives of formula (I), useful in the treatment of a CNS disorder related to or affected by the 5-HT 6 receptor. Pharmacological profiles of these components include high affinity binding with 5-HT 6 receptors along with good selectivity towards the receptor. The present invention also includes stereoisomers, the salts, methods of preparation and medicine containing the aminoaryl sulphonamide derivatives.

  本发明提供了公式(I)的氨基芳基磺酰胺衍生物，用于治疗与5-HT6受体有关或受其影响的中枢神经系统疾病。这些成分的药理特性包括与5-HT6受体高亲和力结合以及对受体的良好选择性。本发明还包括立体异构体、盐、制备方法和含有氨基芳基磺酰胺衍生物的药物。
• AMINOALKOXY ARYL SULFONAMIDE COMPOUNDS AND THEIR USE AS 5-HT6 LIGANDS
  申请人：Ramakrishna Nirogi

  公开号：US20100087484A1

  公开（公告）日：2010-04-08

  The present invention relates to novel aminoalkoxy arylsulfonamide compounds of the formula (I), their derivatives, their stereoisomers, their pharmaceutically acceptable salts and pharmaceutically acceptable compositions containing them. The present invention also relates to a process for the preparation of above said novel compounds, their derivatives, their stereoisomers, their pharmaceutically acceptable salts and pharmaceutically acceptable compositions containing them. These compounds are useful in the treatment of various disorders that are related to 5-HT 6 receptor functions. Specifically, the compounds of this invention are also useful in the treatment of various CNS disorders, hematological disorders, eating disorders, diseases associated with pain, respiratory diseases, genito-urological disorders, cardiovascular diseases and cancer.

  本发明涉及公式（I）的新型氨基烷氧基芳磺酰胺化合物，其衍生物，对映异构体，其药学上可接受的盐和含有它们的药学上可接受的组合物。本发明还涉及制备上述新化合物，其衍生物，对映异构体，其药学上可接受的盐和含有它们的药学上可接受的组合物的方法。这些化合物在治疗与5-HT6受体功能相关的各种疾病方面非常有用。具体而言，本发明的化合物还可用于治疗各种中枢神经系统疾病，血液学疾病，进食障碍，与疼痛相关的疾病，呼吸系统疾病，泌尿生殖系统疾病，心血管疾病和癌症。
• Takatori et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1959, vol. 79, p. 913,915, 916
  作者：Takatori et al.

  DOI：——

  日期：——
• DE610235
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and pharmacological evaluation of aryl aminosulfonamide derivatives as potent 5-HT6 receptor antagonists
  作者：Ramakrishna V.S. Nirogi、Anand V. Daulatabad、G. Parandhama、Shaikh Mohammad、K.R. Sastri、Anil K. Shinde、P.K. Dubey

  DOI：10.1016/j.bmcl.2010.06.060

  日期：2010.8

  A series of novel aryl aminosulfonamides was designed and synthesized as 5-HT6 receptor ligands. Many compounds screened in a functional reporter gene based assay displayed potent antagonistic activity with Kb values in the range of 0.02-10 nM. The lead compound 11m exemplified in this series showed good ADME surrogate properties, acceptable pharmacokinetic profile and is active in animal models of cognition like novel object recognition test and Morris water maze. The compound was selected for detailed profiling. (C) 2010 Elsevier Ltd. All rights reserved.