N1-(5-hydroxymethyl-3-isoxazolyl)sulfanilamid | 34245-10-8

• 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: N1-(5-hydroxymethyl-3-isoxazolyl)sulfanilamid
• 英文别名: 5-Hydroxy-Sulfamethoxazole；4-amino-N-(5-hydroxymethyl-isoxazol-3-yl)-benzenesulfonamide；5-Hydroxysulfamethoxazole；4-amino-N-[5-(hydroxymethyl)-1,2-oxazol-3-yl]benzenesulfonamide
• CAS: 34245-10-8
• 化学式: C₁₀H₁₁N₃O₄S
• 分子量: 269.281
• InChiKey: CECJOLRUXWTJHV-UHFFFAOYSA-N

物化性质

• 沸点：
  559.0±60.0 °C(Predicted)
• 密度：
  1.577±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  127
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N1-(5-hydroxymethyl-3-isoxazolyl)sulfanilamid 、 乙酸酐 生成 N1,N4,5-Triacetyl-N1-(5-hydroxymethyl-3-isoxazolyl)sulfanilamid
  参考文献：
  名称：

  药物代谢研究。十，人体内新出现的磺胺咪唑代谢物。

  摘要：

  In order to elucidate the remaining one minor metabolic product of sulfisomezole in human urine after its ingestion, the human urine was treated with activated carbon, and the adsorbed product was purified through Dowex 50W-X8 and Amberlite IRA-68 columns, paper partition chromatography, and Sephadex G-25 and SE-Sephadex, and the product was obtained as colorless prisms, mp 123-125°. This product was examined for solubility, presence of alcoholic hydroxyl, hydrolysis, and the usual chemical and physical analyses. Nuclear magnetic resonance spectrum indicated the loss of a methyl group from sulfisomezole and appearance of a methylene and hydroxyl. Acetylation of this product with acetic anhydride gave a triacetylated compound. These experimental results indicated the in vivo oxidation of CH3 in sulfisomezole to CH2 and the product was confirmed to be N1-(5-hydroxymethyl-3-isoxazolyl) sulfanilamide.

  DOI：

  10.1248/cpb.19.2041