3,5-二(2-甲基苯基)-1H-1,2,4-三唑 | 85681-49-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3,5-二(2-甲基苯基)-1H-1,2,4-三唑
• 英文名称: 3,5-di-o-tolyl-4H-1,2,4-triazole
• 英文别名: s-Triazole, 3,5-bis(o-tolyl)-；3,5-bis(2-methylphenyl)-1H-1,2,4-triazole
• CAS: 85681-49-8
• 化学式: C₁₆H₁₅N₃
• 分子量: 249.315
• InChiKey: CJJLZZUJURYVAA-UHFFFAOYSA-N

物化性质

• 沸点：
  382.42°C (rough estimate)
• 密度：
  1.1375 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 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

制备方法与用途

类别：有毒物质
可燃性危险特性：受热分解排放有毒氮氧化物烟雾；具有生殖效应

储运特性：库房需通风、低温和干燥；应与氧化剂分开存放

灭火剂：水、干粉、干砂、二氧化碳、泡沫或1211灭火剂

反应信息

• 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 3,5-二(2-甲基苯基)-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

• An improved procedure for the deamination of symmetrical 3,5-disubstituted 4-amino-1,2,4-triazoles
  作者：Fouad Bentiss、Michel Lagrenee、Hervéa Vezin、Marya Bouanis、Bouchaib Mernari

  DOI：10.1002/jhet.5570390113

  日期：2002.1

  A number of symmetrical 3,5-disubstituted-4H-1,2,4-triazoles have been synthesized in good yields by deamination of the corresponding 4-amino-1,2,4-triazoles via reductive diazotation of these amino compounds in the presence of hypophosphorous acid. Analytical, spectral data and theoretical calculations confirmed the structures of the new triazole derivatives.

  通过将相应的4-氨基-1,2,4-三唑经氨基化合物的还原重氮化反应，将相应的4-氨基-1,2,4-三唑进行脱氨基反应，以高收率合成了许多对称的3,5-二取代-4 H -1,2,4-三唑。次磷酸的存在。分析，光谱数据和理论计算证实了新的三唑衍生物的结构。
• Copper-Mediated Sequential C–N and N–N Bond Formation: Facile Synthesis of Symmetrical 1,2,4-Triazoles
  作者：Zhiguo Zhang、Guisheng Zhang、Zhonglian Li、Wei Zhang、Qingfeng Liu、Tongxin Liu

  DOI：10.1055/s-0033-1338985

  日期：——

  Via a one-pot process, catalyzed by Cu(OAc)(2), a series of 3,5-disubstituted 4H-1,2,4-triazoles was conveniently and efficiently synthesized by using low-toxicity, stable, readily available, inexpensive amidine hydrochloride.
• 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.