sodium N-methylphenylaminomethanesulfonate | 28141-38-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: sodium N-methylphenylaminomethanesulfonate
• 英文别名: (N-methyl-anilino)-methanesulfonic acid ; sodium salt；(N-Methyl-anilino)-methansulfonsaeure; Natriumsalz；Methylphenylaminomethansulfonsaures Natrium; Dimethylanilin-ω-sulfonsaures Natrium；sodium;(N-methylanilino)methanesulfonate
• CAS: 28141-38-0
• 化学式: C₈H₁₀NO₃S*Na
• 分子量: 223.228
• InChiKey: XIDHWXUDYZMZID-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.37
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氰化钾 、 sodium N-methylphenylaminomethanesulfonate 生成 2-(甲基(苯基)氨基)乙腈
  参考文献：
  名称：

  Bucherer, Chemische Berichte, 1904, vol. 37, p. 2825

  摘要：

  DOI：
• 作为产物：
  描述：

  sodium formaldehyde bisulfite 、 N-甲基苯胺 以 水 为溶剂， 以60%的产率得到sodium N-methylphenylaminomethanesulfonate
  参考文献：
  名称：

  Carbonic anhydrase inhibitors. Diazenylbenzenesulfonamides are potent and selective inhibitors of the tumor-associated isozymes IX and XII over the cytosolic isoforms I and II

  摘要：

  A series of diazenylbenzenesulfonamides, azo-dye derivatives of sulfanilamide or metanilamide incorporating phenol and amine moieties, were tested for inhibition of the tumor-associated isozymes of carbonic anhydrase (CA, EC 4.2.1.1), CA IX and XII. These compounds showed moderate-low inhibitory activities against the cytosolic isoforms CA I and II (offtargets) and excellent, low nanomolar inhibitory activity against the transmembrane CA IX and XII (K(I)s in the range of 3.5-63 nM against CA IX and 5.0-69.4 nM against CA XII, respectively). The selectivity ratio for inhibiting the tumor-associated CA IX over the offtarget CA II was in the range of 15-104 for these diazenylbenzenesulfonamides, making them among the most isoform-selective inhibitors targeting tumor-associated CAs (over the ubiquitous CA II). Since CA IX/XII were recently shown to be both therapeutic and diagnostic targets for hypoxic solid tumors overexpressing these proteins, such compounds held promise for the management of hypoxic tumors, which are largely non-responsible to classical chemo-and radio-therapy. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.09.003

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.2, 1.1.2.5.2, page 276 - 305
  作者：

  DOI：——

  日期：——
• Bucherer; Schwalbe, Chemische Berichte, 1906, vol. 39, p. 2801
  作者：Bucherer、Schwalbe

  DOI：——

  日期：——
• N,N-Disubstituted aminomethyllithium compounds
  作者：Donald J. Peterson

  DOI：10.1021/ja00745a034

  日期：1971.8
• The resistance to hydrolysis of N,N-dimethyl-N-phenylammoniomethanesulfonate and the improbability of a recently-proposed mechanism of hydrolysis of anilinomethanesulfonates
  作者：J.F. King、S. Skonieczny

  DOI：10.1016/s0040-4039(00)98829-4

  日期：1985.1
• DE153193
  申请人：——

  公开号：——

  公开（公告）日：——