5-苯基-3-(邻甲苯基)-1H-1,2,4-三唑 | 60510-57-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-苯基-3-(邻甲苯基)-1H-1,2,4-三唑
• 英文名称: 3-Phenyl-5-(2-tolyl)-1,2,4-triazol
• 英文别名: 3-phenyl-5-o-tolyl-1H-[1,2,4]triazole；s-Triazole, 5-phenyl-3-(o-tolyl)-；5-(2-methylphenyl)-3-phenyl-1H-1,2,4-triazole
• CAS: 60510-57-8
• 化学式: C₁₅H₁₃N₃
• mdl: MFCD06297685
• 分子量: 235.288
• InChiKey: LUPHUKWXQVNVCX-UHFFFAOYSA-N

物化性质

• 沸点：
  367.68°C (rough estimate)
• 密度：
  1.1614 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.066
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  5-苯基-3-(邻甲苯基)-1H-1,2,4-三唑 、 sodium hydroxide 、 potassium permanganate 以81%的产率得到
  参考文献：
  名称：

  HARRIS R. L. N.; HUPPATZ J. L., AUSTRAL. J. CHEM. , 1977, 30, NO 10, 2225-2240

  摘要：

  DOI：
• 作为产物：
  描述：

  邻甲基苯甲酰氯 在 一水合肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 6.17h， 生成 5-苯基-3-(邻甲苯基)-1H-1,2,4-三唑
  参考文献：
  名称：

  A new class of nonhormonal pregnancy-terminating agents. Synthesis and contragestational activity of 3,5-diaryl-s-triazoles

  摘要：

  A series of 3,5-diaryl-s-triazoles were synthesized and evaluated as postimplantation contragestational agents. The introduction of various substituents (e.g., an o-alkyl chain on one phenyl and a m-alkoxy group on the other) was found to increase the potency. Several compounds with very high pregnancy-terminating activity in both hamsters and rats were obtained. One of these, 3-(2-ethylphenyl)-5-(3-methoxyphenyl)-s-triazole, DL 111 (36), was selected for detailed evaluation in various animal species. A synthetic scheme for the preparation of these compounds and preliminary structure-activity relationships are presented.

  DOI：

  10.1021/jm00362a018

文献信息

• Substituent and coordination effects in singlet reactions of 3-diazo-3H-1,2,4-triazoles with substituted benzenes and nitro compounds
  作者：J Glinka、D Fiscus、C.B Rao、H Shechter

  DOI：10.1016/s0040-4039(00)95476-5

  日期：1987.1

  3-Diazo-3-1,2,4-triazoles convert to singlet 3-1,2,4-triazol-3-ylidenes which (1) effect directed electrophilic substitutions of benzenes and (2) coordinate with benzenoid substituents and nitro compounds to give decomposition or rearrangement products.

  3-重氮-3-2,1,2,4-三唑转化为单线态3,1,2,4-三唑-3-亚烷基，其（1）影响苯的亲电取代，以及（2）与苯并基取代基和硝基化合物配位给出分解或重排产物。
• TBHP/TBAI–Mediated simple and efficient synthesis of 3,5-disubstituted and 1,3,5-trisubstituted 1H-1,2,4-triazoles via oxidative decarbonylation of aromatic aldehydes and testing for antibacterial activities
  作者：Habtamu Abebe Agisho、Habdolo Esatu、Suboot Hairat、Mehvash Zaki

  DOI：10.1016/j.tetlet.2020.151989

  日期：2020.6

  The author has developed a simple, efficient and eco–friendly convenient general method for synthesis of 3,5–disubstituted–1,2,4–triazoles and 1,3,5–trisubstituted–1,2,4–triazoles from 3–monosubstituted–1,2,4–triazoles and 1,3–disubstituted–1,2,4–triazoles respectively using tetrabutylammonium iodide (TBAI) as catalyst and TBHP as oxidant under mid reaction conditions. This method provides structurally

  作者已经开发出一种简单，有效且环保的便捷通用方法，可从3–3合成3,5–二取代–1,2,4–三唑和1,3,5–三取代–1,2,4–三唑。在中间反应条件下，分别使用四丁基碘化铵（TBAI）作为催化剂和TBHP作为氧化剂，分别使用单取代的1,1,2,4-三唑和1,3-二取代的1,2,4-三唑。这种方法提供了结构多样的3,5–二取代的1,2,4–三唑和1,3,5–三取代的1,2,4–三唑，收率非常好。3,5–二取代的1,2,4–三唑和1,3,5–三取代–1,2,4–三唑衍生物是具有生物学和药学活性的分子，因此，该方案可以在药物化学中广泛应用和有机化学。
• OMODEI-SALE, A.;CONSONNI, P.;GALLIANI, G., J. MED. CHEM., 1983, 26, N 8, 1187-1192
  作者：OMODEI-SALE, A.、CONSONNI, P.、GALLIANI, G.

  DOI：——

  日期：——
• A new class of nonhormonal pregnancy-terminating agents. Synthesis and contragestational activity of 3,5-diaryl-s-triazoles
  作者：Amedeo Omodei-Sale、Pietro Consonni、Giulio Galliani

  DOI：10.1021/jm00362a018

  日期：1983.8

  A series of 3,5-diaryl-s-triazoles were synthesized and evaluated as postimplantation contragestational agents. The introduction of various substituents (e.g., an o-alkyl chain on one phenyl and a m-alkoxy group on the other) was found to increase the potency. Several compounds with very high pregnancy-terminating activity in both hamsters and rats were obtained. One of these, 3-(2-ethylphenyl)-5-(3-methoxyphenyl)-s-triazole, DL 111 (36), was selected for detailed evaluation in various animal species. A synthetic scheme for the preparation of these compounds and preliminary structure-activity relationships are presented.
• HARRIS R. L. N.; HUPPATZ J. L., AUSTRAL. J. CHEM. <AJCH-AS>, 1977, 30, NO 10, 2225-2240
  作者：HARRIS R. L. N.、 HUPPATZ J. L.

  DOI：——

  日期：——