2-(4-chloro-3-sulfamoylphenylamino)-2-oxoethyl acetate | 1370347-14-0

• 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-(4-chloro-3-sulfamoylphenylamino)-2-oxoethyl acetate
• 英文别名: [2-(4-Chloro-3-sulfamoylanilino)-2-oxoethyl] acetate
• CAS: 1370347-14-0
• 化学式: C₁₀H₁₁ClN₂O₅S
• 分子量: 306.727
• InChiKey: PHEKQYJDHVNEOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  phenyl (4-methylpyrimidin-2-yl)carbamate 、 2-(4-chloro-3-sulfamoylphenylamino)-2-oxoethyl acetate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 以80%的产率得到2-(4-chloro-3-(N-(4-methylpyrimidin-2-ylcarbamoyl)sulfamoyl)phenylamino)-2-oxoethyl acetate
  参考文献：
  名称：

  Synthesis and evaluation of novel monosubstituted sulfonylurea derivatives as antituberculosis agents

  摘要：

  A series of novel monosubstituted sulfonylurea derivatives 10a-y were synthesized and characterized by H-1 NMR, C-13 NMR and HRMS. These compounds were evaluated against Mycobacterium tuberculosis H37Rv in vitro. The results showed compounds 10f, 10k and 10s exhibited moderate antituberculosis activities with MIC values in the range of 20-100 mg/L Compounds 10b and 10o displayed good antituberculosis activities (MIC 10 mg/L), which were comparable with that of the sulfometuron methyl. Both of the two compounds showed little cytotoxicities, with an IC50 against THP-1 cells greater than 100 mg/L. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.01.011
• 作为产物：
  描述：

  对硝基氯苯 在 氯磺酸 、 发烟硫酸 、 palladium 10% on activated carbon 、 氨 、 氢气 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 17.0h， 生成 2-(4-chloro-3-sulfamoylphenylamino)-2-oxoethyl acetate
  参考文献：
  名称：

  Synthesis and evaluation of novel monosubstituted sulfonylurea derivatives as antituberculosis agents

  摘要：

  A series of novel monosubstituted sulfonylurea derivatives 10a-y were synthesized and characterized by H-1 NMR, C-13 NMR and HRMS. These compounds were evaluated against Mycobacterium tuberculosis H37Rv in vitro. The results showed compounds 10f, 10k and 10s exhibited moderate antituberculosis activities with MIC values in the range of 20-100 mg/L Compounds 10b and 10o displayed good antituberculosis activities (MIC 10 mg/L), which were comparable with that of the sulfometuron methyl. Both of the two compounds showed little cytotoxicities, with an IC50 against THP-1 cells greater than 100 mg/L. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.01.011