methyl 7-oxo-2-phenyl-7H-[1,2,4]triazolo[3,2-b][1,3]thiazine-5-carboxylate | 68827-52-1

• 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 7-oxo-2-phenyl-7H-[1,2,4]triazolo[3,2-b][1,3]thiazine-5-carboxylate
• 英文别名: 7-oxo-2-phenyl-7H-[1,2,4]triazolo[5,1-b][1,3]thiazine-5-carboxylic acid methyl ester；2-Phenyl-7-carbomethoxy-s-triazolo<3,2-b>-1,3-thiazin-5-on；methyl 7-oxo-2-phenyl-7H-[1,2,4]triazolo[5,1-b][1,3]thiazine-5-carboxylate；methyl 7-oxo-2-phenyl-[1,2,4]triazolo[5,1-b][1,3]thiazine-5-carboxylate
• CAS: 68827-52-1
• 化学式: C₁₃H₉N₃O₃S
• 分子量: 287.299
• InChiKey: OFCJRGJTTREVCH-UHFFFAOYSA-N

物化性质

• 熔点：
  196 °C (decomp)
• 沸点：
  612.1±58.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 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：
  99.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 7-oxo-2-phenyl-7H-[1,2,4]triazolo[3,2-b][1,3]thiazine-5-carboxylate 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以72%的产率得到7-oxo-2-phenyl-7H-[1,2,4]triazolo[3,2-b][1,3]thiazine-5-carboxylic acid
  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
• 作为产物：
  描述：

  3-苯基-1,2,4-三唑-5-硫醇水合物 以80%的产率得到
  参考文献：
  名称：

  UPADHYAYA V. P.; SRINIVASAN V. R., INDIAN J. CHEM., 1978, B 16, NO 8, 737-738

  摘要：

  DOI：

文献信息

• One step synthesis of highly functionalized thiazolo[3,2-b][1,2,4]triazole, triazolo[1,5-a]pyrimidine and triazolo[3,4-b][1,3,4]thiadiazine
  作者：Tariq A. Shah、Zubair Ahmad、Niyaz A. Mir、M. Muneer、Nigam P. Rath、Musheer Ahmad

  DOI：10.1039/c5ra21270g

  日期：——

  efficient and straightforward methodology for the preparation of novel functionalized thiazolo[3,2-b]triazole, triazolo[1,5-a]pyrimidine and triazolo[3,4-b][1,3,4]thiadiazine has been implemented with excellent yields via a one-pot catalyst-free procedure at room temperature by the reaction of dibenzoylacetylene and triazole derivatives. Single crystal X-ray diffraction has been established for structures

  已经实现了一种高效，直接的方法，用于制备新型功能化的噻唑并[3,2- b ]三唑，三唑并[1,5- a ]嘧啶和三唑并[3,4- b ] [1,3,4]噻二嗪通过二苯甲酰基乙炔与三唑衍生物的反应，在室温下通过一锅无催化剂的方法获得了优异的收率。已经针对结构21、24、25、27、34、36和41建立了单晶X射线衍射。
• 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.
• Upadhyaya,V.P.; Srinivasan,V.R., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1978, vol. 16, p. 737 - 738
  作者：Upadhyaya,V.P.、Srinivasan,V.R.

  DOI：——

  日期：——
• 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
  作者：V. N. Britsun、A. N. Esipenko、A. N. Chernega、M. O. Lozinskii

  DOI：10.1007/s11178-005-0130-1

  日期：2005.1

  3-Aryl-1,2,4-triazole-5-thiones react with dimethyl acetylenedicarboxylate and methyl 3-phenyl-propynoate to afford the corresponding 5-substituted 2-aryl-7H-[1,2,4]triazolo[3,2-b][1,3]thiazin-7-ones. Treatment of 2-aryl-2,3-dihydro-4H-[1,3]thiazino[3,2-a]benzimidazol-4-ones with alkalies leads to formation of 3-(benzimidazol-2-ylsulfanyl)-3-arylpropionic acids, their reaction with methyl p-toluenesulfonate yields 1-(3-methyl-2-thioxo-2,3-dihydro-1N-benzimidazol-1-yl)-3-phenyl-2-propen-1-one, and oxidation with hydrogen peroxide gives benzimidazole-2-sulfonic acid and 3-aryl-2-propenoic acids.

  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。
• UPADHYAYA V. P.; SRINIVASAN V. R., INDIAN J. CHEM., 1978, B 16, NO 8, 737-738
  作者：UPADHYAYA V. P.、 SRINIVASAN V. R.

  DOI：——

  日期：——