3-(2-乙基苯基)-5-(3-甲氧基苯基)-1H-1,2,4-三唑 | 69095-83-6

• 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-(2-乙基苯基)-5-(3-甲氧基苯基)-1H-1,2,4-三唑
• 英文名称: 3-(o-ethylphenyl)-5-(m-methoxyphenyl)-4H-1,2,4-triazole
• 英文别名: 3-(2-Ethylphenyl)-5-(3-methoxyphenyl)-1H-1,2,4-triazole；5-(2-ethylphenyl)-3-(3-methoxyphenyl)-1H-1,2,4-triazole
• CAS: 69095-83-6
• 化学式: C₁₇H₁₇N₃O
• 分子量: 279.341
• InChiKey: GXCZZAKPGMYPDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  422.11°C (rough estimate)
• 密度：
  1.0710 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  3-(2-乙基苯基)-5-(3-甲氧基苯基)-1H-1,2,4-三唑 生成 Methyl 5-(2-ethylphenyl)-3-(3-methoxyphenyl)-1,2,4-triazole-1-carboxylate
  参考文献：
  名称：

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

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙基苯甲酰氯 在 potassium carbonate 、 一水合肼 作用下， 以 乙二醇乙醚 、 乙醇 、 二氯甲烷 为溶剂， 反应 11.0h， 生成 3-(2-乙基苯基)-5-(3-甲氧基苯基)-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

• Use of nitrogen heterocyclic aromatic derivatives in the topical treatment of the epithelial tissues diseases
  申请人：Geange Ltd.

  公开号：US06323230B1

  公开（公告）日：2001-11-27

  Derivatives of general chemical formula L(I) and (IV) are used in the topical treatment of diseases of the epithelial tissues, like psoriasis (epidermis) and ulcerative colitis L(lower intestine). These compounds display a high efficacy when administered for example by epicuaneous route in the case of dermatological illnesses like psoriasis, atopic dermatitis and other similar affections, or when administered by oral or rectal route in the case of diseases of the epithelia of the lower intestine like the ulcerative colitis and Crohn's disease.

  通用化学式L(I)和(IV)的衍生物被用于局部治疗上皮组织疾病，如银屑病（表皮）和溃疡性结肠炎（下肠）。这些化合物在治疗皮肤病如银屑病、特应性皮炎等类似疾病时，例如通过经皮途径给药时，显示出很高的功效，或者在治疗下肠上皮疾病如溃疡性结肠炎和克罗恩病时，通过口服或直肠途径给药。
• 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。
• Compounds for treating inflammatory disorders, demyelinating disdorders and cancers
  申请人：Ajami M. Alfred

  公开号：US20080108641A1

  公开（公告）日：2008-05-08

  Compounds of formula (I) and a method of treating a patient suffering from an inflammatory and/or demyelinating disorders, comprising administering to said patient a therapeutically effective amount of a compound of formula (I) or a pharmaceutically acceptable salt thereof. Definitions for the variables are provided therein.

  公式（I）的化合物及治疗患有炎症和/或脱髓鞘性疾病的患者的方法，包括向该患者施用公式（I）的化合物或其药学上可接受的盐的治疗有效量。其中提供了变量的定义。
• Indazole Compounds for Treating Inflammatory Disorders, Demyelinating Disorders and Cancers
  申请人：Ajami Alfred M.

  公开号：US20100292231A1

  公开（公告）日：2010-11-18

  Compounds of formula (I) or formula (Ia) and a method of treating a patient suffering from certain inflammatory disorders, demyelinating disorders, FLT3-mediated disorders, CSF-1R-mediated disorders, cancers and leukemias, comprising administering to said patient a therapeutically effective amount of a compound of formula (I) or formula (Ia) or a pharmaceutically acceptable salt thereof. Definitions for the variables are provided herein.

  本发明涉及具有公式（I）或公式（Ia）的化合物以及治疗患有某些炎症性疾病、脱髓鞘性疾病、FLT3介导的疾病、CSF-1R介导的疾病、癌症和白血病的患者的方法，包括向该患者施用公式（I）或公式（Ia）的化合物或其药学上可接受的盐的治疗有效量。变量的定义在此提供。