2-[methyl(phenethyl)sulfamoyl]acetic acid methyl ester | 233283-81-3

• 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-[methyl(phenethyl)sulfamoyl]acetic acid methyl ester
• 英文别名: Methyl 2-[methyl(phenethyl)amino]sulfonyl-acetate；methyl 2-[methyl(2-phenylethyl)sulfamoyl]acetate
• CAS: 233283-81-3
• 化学式: C₁₂H₁₇NO₄S
• 分子量: 271.337
• InChiKey: MYLPGBJSWHGEPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[methyl(phenethyl)sulfamoyl]acetic acid methyl ester 在 水 、 sodium carbonate 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以90%的产率得到[methyl(phenethyl)sulfamoyl]acetic acid
  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-(氯磺酰基)乙酸甲酯 、 n-甲基苯基乙胺 在 三乙胺 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以96%的产率得到2-[methyl(phenethyl)sulfamoyl]acetic acid methyl ester
  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

• Substituted alpha-aminosulphonyl-acetohydroxamic acids as therapeutic
  申请人：Pfizer Inc

  公开号：US06090852A1

  公开（公告）日：2000-07-18

  Compounds of formula (I): ##STR1## where the substituents are as defined herein, and salts thereof, are matrix metalloprotease inhibitors.

  式(I)的化合物：##STR1## 其中取代基的定义如本文所述，以及其盐，均为基质金属蛋白酶抑制剂。
• Metalloprotease inhibitors
  申请人：Pfizer Limited

  公开号：EP0931788A2

  公开（公告）日：1999-07-28

  Compounds of formula (I): where the substituents are as defined herein, and salts thereof, are matrix metalloprotease inhibitors.

  式(I)化合物： 其中取代基如本文所定义的化合物及其盐类是基质金属蛋白酶抑制剂。
• US6090852A
  申请人：——

  公开号：US6090852A

  公开（公告）日：2000-07-18
• 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.