5-(3-甲氧基苯基)-3-(邻甲苯基)-1H-1,2,4-三唑 | 69095-72-3

• 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-(3-甲氧基苯基)-3-(邻甲苯基)-1H-1,2,4-三唑
• 英文名称: 3-(o-tolyl)-5-(m-methoxyphenyl)-1H-1,2,4-triazole
• 英文别名: s-Triazole, 5-(m-methoxyphenyl)-3-(o-tolyl)-；3-(3-methoxyphenyl)-5-(2-methylphenyl)-1H-1,2,4-triazole
• CAS: 69095-72-3
• 化学式: C₁₆H₁₅N₃O
• 分子量: 265.315
• InChiKey: JWAMHAADNHBVOK-UHFFFAOYSA-N

物化性质

• 沸点：
  408.53°C (rough estimate)
• 密度：
  1.0944 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(3-甲氧基苯基)-3-(邻甲苯基)-1H-1,2,4-三唑 生成 [3-(3-Methoxyphenyl)-5-(2-methylphenyl)-1,2,4-triazol-1-yl]-phenylmethanone
  参考文献：
  名称：

  OMODEI-SALE, AMEDEO;CONSONNI, PIETRO;GALLIANI, GIULIO

  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-(3-甲氧基苯基)-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

• Acyl-1H-1,2,4-triazole derivatives
  申请人：Gruppo Lepetit, S.p.A.

  公开号：US04459302A1

  公开（公告）日：1984-07-10

  New acyl-1H-1,2,4-triazole derivatives of the formula ##STR1## wherein R may be located on one of the two adjacent nitrogen atoms and may represent hydrogen; a group R.sub.5 -CO wherein R.sub.5 is selected from (C.sub.1-4)alkyl, (C.sub.2-4)alkenyl, (C.sub.2-4)alkynyl, phenyl, phenyl substituted by one to three groups independently selected from halo, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, trifluoromethyl, cyano, nitro, amino, di-(C.sub.1-4)alkylamino, (C.sub.2-4)acylamino and methylenedioxy, benzyl, cinnamyl, amino, (C.sub.1-4)alkylamino, di-(C.sub.1 -C.sub.4)alkylamino, phenylamino, phenylamino wherein the phenyl ring may be substituted by one to three groups independently selected from halo, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, trifluoromethyl, cyano, nitro, amino, di-(C.sub.1-4)alkylamino, (C.sub.2-4)acylamino and methylenedioxy, halo(C.sub.1-4)alkyl, (C.sub.1-4)alkoxy and benzyloxy; a group R.sub.6 -SO.sub.2 wherein R.sub.6 may represent (C.sub.1-4)alkyl, phenyl, phenyl substituted by a radical selected from (C.sub.1-4)alkyl and (C.sub.1-4)alkoxy, or phenacyl; R.sub.1 is selected from hydrogen, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, allyloxy, propargyloxy, trifluoromethyl, phenyl, halo and dimethylamino; R.sub.2 may represent a (C.sub.1-4)alkyl radical or the group ##STR2## wherein R.sub.7 is hydrogen or methyl and R.sub.8 is a (C.sub.1-4)alkyl radical, the group R.sub.5 -CO or the group R.sub.6 -SO.sub.2 in which R.sub.5 and R.sub.6 are defined as above, or R.sub.7 and R.sub.8 taken together may represent a further bond between the carbon and oxygen atom; R.sub.3 and R.sub.4 are independently selected from hydrogen, halo, (C.sub.1-4)alkyl and (C.sub.1-4)alkoxy; R.sub.1 and R.sub.4 taken together may also represent a methylenedioxy group; with the proviso that, when R represents hydrogen, R.sub.2 must be the group ##STR3## in which R.sub.8 must be the group R.sub.5 -CO or the group R.sub.6 -SO.sub.2 wherein R.sub.5 and R.sub.6 are as above defined; and salts therewith of pharmaceutically acceptable acids. The compounds possess antireproductive utility.

  新的酰基-1H-1,2,4-三唑衍生物的化学式如下：其中R可能位于两个相邻氮原子之一上，并且可以表示氢；一个基团R.sub.5 -CO，其中R.sub.5从(C.sub.1-4)烷基，(C.sub.2-4)烯基，(C.sub.2-4)炔基，苯基，一个到三个独立选择的基团中选择，这些基团来自卤素，(C.sub.1-4)烷基，(C.sub.1-4)烷氧基，三氟甲基，氰基，硝基，氨基，二-(C.sub.1-4)烷基氨基，(C.sub.2-4)酰氨基和亚甲二氧基，苄基，肉桂基，氨基，(C.sub.1-4)烷基氨基，二-(C.sub.1-4)烷基氨基，苯基氨基，苯基氨基其中苯环可以被一个到三个独立选择的基团取代，这些基团来自卤素，(C.sub.1-4)烷基，(C.sub.1-4)烷氧基，三氟甲基，氰基，硝基，氨基，二-(C.sub.1-4)烷基氨基，(C.sub.2-4)酰氨基和亚甲二氧基，卤代(C.sub.1-4)烷基，(C.sub.1-4)烷氧基和苄氧基；一个基团R.sub.6 -SO.sub.2，其中R.sub.6可能表示(C.sub.1-4)烷基，苯基，苯基取代基从(C.sub.1-4)烷基和(C.sub.1-4)烷氧基中选择，或苯乙酰基；R.sub.1从氢，(C.sub.1-4)烷基，(C.sub.1-4)烷氧基，烯丙氧基，丙炔氧基，三氟甲基，苯基，卤素和二甲基氨基中选择；R.sub.2可以表示一个(C.sub.1-4)烷基基团或基团##STR2##其中R.sub.7是氢或甲基，R.sub.8是一个(C.sub.1-4)烷基基团，基团R.sub.5 -CO或基团R.sub.6 -SO.sub.2，其中R.sub.5和R.sub.6如上定义，或R.sub.7和R.sub.8一起可能表示碳和氧原子之间的进一步键合；R.sub.3和R.sub.4分别从氢，卤素，(C.sub.1-4)烷基和(C.sub.1-4)烷氧基中选择；R.sub.1和R.sub.4一起也可以表示一个亚甲二氧基基团；但是，当R表示氢时，R.sub.2必须是基团##STR3##其中R.sub.8必须是基团R.sub.5 -CO或基团R.sub.6 -SO.sub.2，其中R.sub.5和R.sub.6如上定义；以及与其相应的药用酸盐。这些化合物具有抗生殖功能。
• New acyl-1H-1,2,4-triazole derivatives
  申请人：Gruppo Lepetit S.p.A.

  公开号：US04888350A1

  公开（公告）日：1989-12-19

  New acyl -1H-1,2,4-triazole derivatives of the formula ##STR1## wherein R may be located on one of the two adjacent nitrogen atoms and may represent hydrogen; a group R.sub.5 -CO wherein R.sub.5 is selected from (C.sub.1-4)alkyl, (C.sub.2-4)alkenyl, (C.sub.2-4)alkynyl, phenyl, phenyl substituted by one to three groups independently selected from halo, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, trifluoromethyl, cyano, nitro, amino, di-(C.sub.1-4)alkylamino, (C.sub.2-4)acylamino and methylenedioxy, benzyl, cinnamyl, amino, (C.sub.1-4)alkylamino, di-(C.sub.1 -C.sub.4)alkylamino, phenylamino, phenylamino wherein the phenyl ring may be substituted by one to three groups independently selected from halo, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, trifluoromethyl, cyano, nitro, amino, di-(C.sub.1-4)alkylamino, (C.sub.2-4)acylamino and methylendioxy, halo(C.sub.1-4)alkyl, (C.sub.1-4)alkoxy and benzyloxy; a group R.sub.6 -SO.sub.2 wherein R.sub.6 may represent (C.sub.1-4)alkyl, phenyl, phenyl substituted by a radical selected from (C.sub.1-4)alkyl and (C.sub.1-4)alkoxy, or phenactyl; R.sub.1 is selected from hydrogen, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, allyloxy, propargyloxy, trifluormethyl, phenyl, halo and dimethylamino; R.sub.2 may represent the group ##STR2## wherein R.sub.7 is hydrogen or methyl and R.sub.8 is a (C.sub.1-4)alkyl radical, the group R.sub.5.sup.--CO or the group R.sub.6.sup.-- SO.sub.2 in which R.sub.5 and R.sub.6 are defined as above, or R.sub.7 and R.sub.8 taken together may represent a further bond between the carbon and oxygen atom; R.sub.3 and R.sub.4 are independently selected from hydrogen, halo, (C.sub.1-4)alkyl and (C.sub.1-4)alkoxy; R.sub.1 and R.sub.4 taken together may also repesent a methylenedioxy group; with the provison that, when R represents hydrogen, R.sub.2 must be the group ##STR3## in which R.sub.8 must be the group R.sub.6.sup.--SO.sub.2 wherein R.sub.6 is as above defined; and salts therewith of pharmaceutically acceptable acids. The compounds possess antireproductive utility.

  新的酰基-1H-1,2,4-三唑衍生物的公式为##STR1## 其中R可以位于两个相邻氮原子之一上，并且可以表示氢; R.sub.5-CO，其中R.sub.5选择自（C.sub.1-4）烷基，（C.sub.2-4）烯基，（C.sub.2-4）炔基，苯基，苯基被一个至三个独立选择的基团取代，这些基团包括卤素，（C.sub.1-4）烷基，（C.sub.1-4）烷氧基，三氟甲基，氰基，硝基，氨基，二（C.sub.1-4）烷基氨基，（C.sub.2-4）酰胺基和亚甲二氧基，苄基，肉桂基，氨基，（C.sub.1-4）烷基氨基，二（C.sub.1-C.sub.4）烷基氨基，苯基氨基，苯基氨基，其中苯环可以被一个至三个独立选择的基团取代，这些基团包括卤素，（C.sub.1-4）烷基，（C.sub.1-4）烷氧基，三氟甲基，氰基，硝基，氨基，二（C.sub.1-4）烷基氨基，（C.sub.2-4）酰胺基和亚甲二氧基，卤代（C.sub.1-4）烷基，（C.sub.1-4）烷氧基和苄氧基; R.sub.6-SO.sub.2，其中R.sub.6可以表示（C.sub.1-4）烷基，苯基，苯基被选择自（C.sub.1-4）烷基和（C.sub.1-4）烷氧基的基团取代，或苯乙酰基; R.sub.1选择自氢，（C.sub.1-4）烷基，（C.sub.1-4）烷氧基，烯丙氧基，丙炔氧基，三氟甲基，苯基，卤素和二甲基氨基; R.sub.2可以表示以下基团之一##STR2## 其中R.sub.7为氢或甲基，R.sub.8为（C.sub.1-4）烷基基团，基团R.sub.5.sup.--CO或基团R.sub.6.sup.--SO.sub.2，其中R.sub.5和R.sub.6如上所定义，或R.sub.7和R.sub.8结合在一起可以表示碳和氧原子之间的进一步键合; R.sub.3和R.sub.4独立选择自氢，卤素，（C.sub.1-4）烷基和（C.sub.1-4）烷氧基; R.sub.1和R.sub.4结合在一起还可以表示亚甲二氧基基团; 假设当R表示氢时，R.sub.2必须是以下基团之一##STR3## 其中R.sub.8必须是基团R.sub.6.sup.--SO.sub.2，其中R.sub.6如上所定义; 以及其与药用可接受酸的盐。这些化合物具有抗生殖作用。
• Neelima; Bhaduri, A. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 1, p. 79 - 80
  作者：Neelima、Bhaduri, A. P.

  DOI：——

  日期：——
• OMODEI-SALE, AMEDEO;CONSONNI, PIETRO;GALLIANI, GIULIO
  作者：OMODEI-SALE, AMEDEO、CONSONNI, PIETRO、GALLIANI, GIULIO

  DOI：——

  日期：——
• OMODEL-SALE, A.;CONSONNI, P.;GALLIANI, G.;LERNER, L.
  作者：OMODEL-SALE, A.、CONSONNI, P.、GALLIANI, G.、LERNER, L.

  DOI：——

  日期：——