tris(2-hydroxyethyl)ammonium 4-chlorophenylsulfonylacetate | 175178-88-8

• 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: tris(2-hydroxyethyl)ammonium 4-chlorophenylsulfonylacetate
• 英文别名: Tris(2-hydroxyethyl)ammonium (4-chlorphenylsulfonyl)acetate；2-(4-chlorophenyl)sulfonylacetate;tris(2-hydroxyethyl)azanium
• CAS: 175178-88-8
• 化学式: C₆H₁₅NO₃*C₈H₇ClO₄S
• 分子量: 383.85
• InChiKey: JOFJRFDUTKHYFY-UHFFFAOYSA-N

物化性质

• 熔点：
  92-93 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -0.54
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  144
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (4-氯苯基硫酚)乙酸 在 双氧水 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 3.25h， 生成 tris(2-hydroxyethyl)ammonium 4-chlorophenylsulfonylacetate
  参考文献：
  名称：

  Synthesis and Pharmacological Activity of Tris(2-hydroxyethyl)ammonium 4-Chlorophenylsulfonylacetate

  摘要：

  Methods for the synthesis of 4-chlorophenylsulfonylacetic acid and its tris(2-hydroxyethyl)ammonium salt ("sulfacetamine") were studied. The results of in vitro and in vivo experiments showed that sulfacetamine possesses high antithrombotic, antioxidant, hypocholesterolemic, immunostimulating, and protective-adaptive activities.

  DOI：

  10.1134/s1070427218040249

文献信息

• New Method of Synthesis of Biologically Active Get(aryl)chalcogenylacetates of Tris(2-hydroxyethyl)ammonium
  作者：S. N. Adamovich、Е. N. Oborina、I. А. Ushakov、А. N. Mirskova

  DOI：10.1134/s1070363218100353

  日期：2018.10

  Physiologically and pharmacologically active het(aryl)chalcogenylacetates of tris(2-hydroxyethyl)ammonium of pharmacopeial purity have been synthesized by the reaction of het(aryl)chalcogenylacetic acids with sodium (potassium) hydroxide and triethanolamine hydrochloride by one-pot method in quantitative yield (up to 99.8%).

  通过一锅法使杂芳基硫属酰基乙酸与氢氧化钠（钾）和三乙醇胺盐酸盐反应，定量合成了药理学纯度的三（2-羟乙基）铵的生理和药理学活性的杂芳基硫属乙酸酯。 （高达99.8％）。
• Tris(2-hydroxyethyl)ammonium arylchalcogenylacetates, growth stimulants of alcohol yeast Saccharomyces cerevisiae
  作者：E. A. Privalova、N. P. Tiguntseva、S. N. Adamovich、R. G. Mirskov、A. N. Mirskova

  DOI：10.1007/s11172-017-1893-6

  日期：2017.7

  A number of tris(2-hydroxyethyl)ammonium arylchalcogenylacetates ArYCH2CO2–• •HN+(CH2CH2OH)3 (1—4) (Ar = aryl; Y = O, S, SO2) were synthesized. Their structure was established by IR and 1H, 13C, 15N NMR spectroscopy. The influence of compounds 1—4 on the growth and development of yeast fungi Saccharomyces cerevisiae was studied. Compounds 1—4 were found to be efficient, safe, and available synthetic stimulants of these processes. The use of compounds 1—4 in low concentrations (from 10–8 to 10–4 wt.%, depending on the time of cultivation, concentration, and the anion type) reduced the lag-phases of development and increased the generation rate of yeast cells by 2—5 times. The amount of yeast cells increased by 2—3 times, while the content of protein in the biomass increased by 13—15%. The fermentation of sugar- and starch-containing raw material with yeast Saccharomyces cerevisiae increased the yield of ethyl alcohol (biofuel) by 5—9%.

  合成了一些三（2-羟乙基）芳基钙酰基乙酸铵 ArYCH2CO2-- -HN+(CH2CH2OH)3 (1-4)（Ar = 芳基；Y = O、S、SO2）。通过红外光谱和 1H、13C、15N NMR 光谱确定了它们的结构。研究了化合物 1-4 对酵母真菌酿酒酵母生长发育的影响。研究发现，化合物 1-4 是这些过程中高效、安全和可用的合成刺激剂。低浓度（10-8 至 10-4 wt.%，取决于培养时间、浓度和阴离子类型）使用化合物 1-4 可减少发育滞后期，并将酵母细胞的生成率提高 2-5 倍。酵母细胞的数量增加了 2-3 倍，而生物质中的蛋白质含量增加了 13-15%。用酿酒酵母发酵含糖和淀粉的原料，可使乙醇（生物燃料）的产量提高 5-9%。
• Decarboxylation of 2-hydroxyethylammonium 2-(4-chlorophenylsulfonyl)acetates. Synthesis of 4-chlorophenyl methyl sulfone
  作者：S. N. Adamovich、A. N. Mirskova、É. A. Zelbst

  DOI：10.1007/s11172-017-1716-9

  日期：2017.1
• Protatranes as synthetic malting biostimulants
  作者：S. N. Adamovich、E. N. Oborina

  DOI：10.1007/s11172-020-2742-6

  日期：2020.1