(N-苄基氨基磺酰基)乙酸 | 1042649-42-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (N-苄基氨基磺酰基)乙酸
• 英文名称: (N-benzylaminosulfonyl)acetic acid
• 英文别名: 2-(benzylsulfamoyl)acetic acid
• CAS: 1042649-42-2
• 化学式: C₉H₁₁NO₄S
• 分子量: 229.257
• InChiKey: OSZWGEDXPQUNEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  91.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (N-苄基氨基磺酰基)乙酸 在 四氢吡咯 、 吡啶 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-2-(3,4-diacetoxyphenyl)ethenesulfonic acid benzylamide
  参考文献：
  名称：

  Design, synthesis and pharmacological evaluation of (E)-3,4-dihydroxy styryl sulfonamides derivatives as multifunctional neuroprotective agents against oxidative and inflammatory injury

  摘要：

  A novel class of (E)-3,4-dihydroxy styryl sulfonamides and their 3,4-diacetylated derivatives as caffeic acid phenethyl ester (CAPE) analogs was designed and prepared for improving stability and solubility of the lead compound. Their neuroprotective properties were assessed by several models. The results showed that target compounds displayed positive free radical quenching abilities, superior to that of CAPE. Compounds 6j-k and 7j-k demonstrated remarkable protection effects against damage induced by hydrogen peroxide which were apparently stronger than that of CAPE. Most of target compounds could inhibit nitric oxide production. Additionally, target compounds showed high blood-brain barrier permeability. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2013.05.043
• 作为产物：
  描述：

  2-(benzylsulfamoyl)acetic acid methyl ester 在 水 、 sodium carbonate 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以85%的产率得到(N-苄基氨基磺酰基)乙酸
  参考文献：
  名称：

  Design, synthesis and pharmacological evaluation of (E)-3,4-dihydroxy styryl sulfonamides derivatives as multifunctional neuroprotective agents against oxidative and inflammatory injury

  摘要：

  A novel class of (E)-3,4-dihydroxy styryl sulfonamides and their 3,4-diacetylated derivatives as caffeic acid phenethyl ester (CAPE) analogs was designed and prepared for improving stability and solubility of the lead compound. Their neuroprotective properties were assessed by several models. The results showed that target compounds displayed positive free radical quenching abilities, superior to that of CAPE. Compounds 6j-k and 7j-k demonstrated remarkable protection effects against damage induced by hydrogen peroxide which were apparently stronger than that of CAPE. Most of target compounds could inhibit nitric oxide production. Additionally, target compounds showed high blood-brain barrier permeability. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2013.05.043

文献信息

• Synthesis of sultams by cycloalkylation of (alkoxycarbonylmethane)sulfonanilides
  作者：V. A. Rassadin、A. A. Tomashevskii、V. V. Sokolov、A. A. Potekhin

  DOI：10.1007/s10593-008-0066-9

  日期：2008.4

  (Methoxycarbonylmethane)sulfonanilides are alkylated by alpha, omega-dihaloalkanes in K(2)CO(3)-DMF with the formation of sultams. A high sensitivity has been detected for the reaction rate on the electronic effect of substituents in the aromatic nucleus, although substituents in the ortho position do not obstruct the reaction and in the case of 2,6-disubstituted derivatives the reaction rate and sultam yield were maximal. Tertiary sulfonamides form derivatives of 1-sulfamoylcyclopropanecarboxylic acid under these conditions.
• NOUVEL AGENT ANTITUMORAL DERIVE DU DEXTRANE
  申请人：THERAPEUTIQUES SUBSTITUTIVES

  公开号：EP0514449A1

  公开（公告）日：1992-11-25
• Design, synthesis and pharmacological evaluation of (E)-3,4-dihydroxy styryl sulfonamides derivatives as multifunctional neuroprotective agents against oxidative and inflammatory injury
  作者：Xianling Ning、Ying Guo、Xiaoyan Ma、Renzong Zhu、Chao Tian、Zhili Zhang、Xiaowei Wang、Zhizhong Ma、Junyi Liu

  DOI：10.1016/j.bmc.2013.05.043

  日期：2013.9

  A novel class of (E)-3,4-dihydroxy styryl sulfonamides and their 3,4-diacetylated derivatives as caffeic acid phenethyl ester (CAPE) analogs was designed and prepared for improving stability and solubility of the lead compound. Their neuroprotective properties were assessed by several models. The results showed that target compounds displayed positive free radical quenching abilities, superior to that of CAPE. Compounds 6j-k and 7j-k demonstrated remarkable protection effects against damage induced by hydrogen peroxide which were apparently stronger than that of CAPE. Most of target compounds could inhibit nitric oxide production. Additionally, target compounds showed high blood-brain barrier permeability. (C) 2013 Published by Elsevier Ltd.