methyl 2-(4-nitrophenyl)-7-oxo-7H-[1,2,4]triazolo[3,2-b][1,3]thiazine-5-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 2-(4-nitrophenyl)-7-oxo-7H-[1,2,4]triazolo[3,2-b][1,3]thiazine-5-carboxylate
• 英文别名: 2-(4-Nitro-phenyl)-7-oxo-7H-[1,2,4]triazolo[5,1-b][1,3]thiazine-5-carboxylic acid methyl ester；methyl 2-(4-nitrophenyl)-7-oxo-[1,2,4]triazolo[5,1-b][1,3]thiazine-5-carboxylate
• 化学式: C₁₃H₈N₄O₅S
• 分子量: 332.296
• InChiKey: GTTFUAHBEGINRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  145
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  丁炔二酸二甲酯 、 5-(4-nitrophenyl)- 4H-1,2,4-triazole-3-thiol 以 甲醇 为溶剂， 反应 2.0h， 以58%的产率得到methyl 2-(4-nitrophenyl)-7-oxo-7H-[1,2,4]triazolo[3,2-b][1,3]thiazine-5-carboxylate
  参考文献：
  名称：

  Synthesis and Transformations of 5-Substituted 2-Aryl-7H-[1,2,4]triazolo[3,2-b][1,3]thiazin-7-ones and 2-Aryl-2,3-dihydro-4H-[1,3]thiazino[3,2-a]benzimidazol-4-ones

  摘要：

  3-芳基-1,2,4-三唑-5-硫酮与乙炔二甲酸二甲酯和 3-苯基-丙炔酸甲酯反应，生成相应的 5-取代 2-芳基-7H-[1,2,4]三唑并[3,2-b][1,3]噻嗪-7-酮。用碱处理 2-芳基-2,3-二氢-4H-[1,3]噻嗪并[3,2-a]苯并咪唑-4-酮可生成 3-(苯并咪唑-2-基硫基)-3-芳基丙酸、与对甲苯磺酸甲酯反应生成 1-（3-甲基-2-硫酮-2,3-二氢-1N-苯并咪唑-1-基）-3-苯基-2-丙烯-1-酮，与过氧化氢氧化生成苯并咪唑-2-磺酸和 3-芳基-2-丙烯酸。

  DOI：

  10.1007/s11178-005-0130-1

文献信息

• Synthesis of some 1,2,4-triazolo[3,2-b]-1,3-thiazine-7-ones with potential analgesic and antiinflammatory activities
  作者：Birsen Tozkoparan、Göknur Aktay、Erdem Yeşilada

  DOI：10.1016/s0014-827x(01)01195-8

  日期：2002.2

  Starting from 3-substituted-1,2,4-triazole-5-thiones (1a-h), eight new 5-carbomethoxy-2-substituted-7H-1,2,4-triazolo[3,2-b]1,3-thiazine-7-ones (2a-h) were synthesized and characterized by spectral and elementary analysis. The obtained compounds were submitted to preliminary pharmacological assay to evaluate their antiinflammatory and analgesic activities as well as gastrointestinal irritation liability and acute toxicity. Among the compounds studied, compounds 2c, 2d, 2e and 2h showed most remarkable antiinflammatory activity in the carrageenan and serotonin induced edema and in the inhibition of castor oil-induced diarrhea tests. The analgesic activity of these active compounds correlated with their antimflammatory activities in the inhibition of acetic acid-induced writhing test. In gastric ulceration studies, the compounds were found safety at low dose levels (10 and 20 mg/kg). (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.