[2-[5-(3-甲氧基苯基)-2H-1,2,4-三唑-3-基]苯基]甲醇 | 75318-77-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: [2-[5-(3-甲氧基苯基)-2H-1,2,4-三唑-3-基]苯基]甲醇
• 英文名称: 3-<2-(hydroxymethyl)phenyl>-5-(3-methoxyphenyl)-s-triazole
• 英文别名: 3-(2-hydroxymethylphenyl)-5-(3-methoxyphenyl)-1H-1,2,4-triazole；BENZYL ALCOHOL, o-(5-(m-METHOXYPHENYL)-s-TRIAZOL-3-YL)-；[2-[3-(3-methoxyphenyl)-1H-1,2,4-triazol-5-yl]phenyl]methanol
• CAS: 75318-77-3
• 化学式: C₁₆H₁₅N₃O₂
• 分子量: 281.314
• InChiKey: BHBLWLPZKZBBLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  71
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-[5-(3-甲氧基苯基)-2H-1,2,4-三唑-3-基]苯基]甲醇 在 sodium hydroxide 、 二氧化锰 作用下， 以 苯 为溶剂， 生成 2-<3-(3-methoxyphenyl)-s-triazol-5-yl>benzaldehyde
  参考文献：
  名称：

  1,2,4-Triazole derivatives as antifertility agents and pharmaceutical

  摘要：

  描述了一种具有以下结构式的新型1,2,4-三唑衍生物 ##STR1## 其中R代表氢或甲基，R.sub.1代表氢或（C.sub.1-C.sub.4）烷基，或R和R.sub.1一起表示碳原子和氧原子之间的进一步键合，R.sub.2和R.sub.4各自独立地表示氢，氯，氟，溴，（C.sub.1-C.sub.4）烷基或（C.sub.1-C.sub.4）烷氧基，R.sub.3代表（C.sub.1-C.sub.4）烷基，（C.sub.1-C.sub.4）烷氧基，烯丙氧基，丙炔氧基，三氟甲基，苯基，氯，氟，溴或二甲基氨基，或R.sub.3和R.sub.4一起表示亚甲二氧基基团。还描述了它们的制造过程。还声明了将新型化合物用作抗生育剂以及含有它们作为活性成分的制药组合物的用途。

  公开号：

  US04370337A1
• 作为产物：
  描述：

  4-hydrazino-1H-2,3-benzoxazine 以 乙醇 、 xylene 为溶剂， 反应 0.75h， 生成 [2-[5-(3-甲氧基苯基)-2H-1,2,4-三唑-3-基]苯基]甲醇
  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

• 3,5-Diphenyl-1H-1,2,4-triazoles pharmaceutical compositions and uses
  申请人：Gruppo Lepetit S.p.A.

  公开号：US04535090A1

  公开（公告）日：1985-08-13

  3,5-diphenyl-1H-1,2,4-triazoles with contragestational activity of the following formula ##STR1## wherein R may be located on one or the other of the two adjacent nitrogen atoms and may represent hydrogen or a group R.sub.5 CO-- wherein R.sub.5 is an aliphatic saturated or unsaturated hydrocarbyl containing from 1 to 20 carbon atoms, R.sub.1, R.sub.2 and R.sub.3, each independently are selected from hydrogen, lower alkyl and lower alkoxy or R.sub.2 and R.sub.3 together may represent a methylenedioxy group, and R.sub.4 is an aliphatic saturated or unsaturated hydrocarbyl group of from 1 to 20 carbons, with the proviso that when R is hydrogen or an R.sub.5 CO-- group wherein R.sub.5 contains 4 or less carbon atoms, R.sub.4 must contain 5 or more carbons. These compounds have proven to be highly effective in terminating pregnancy in several animal species after a single parenteral injection.

  3,5-二苯基-1H-1,2,4-三唑具有以下结构的抗孕活性，其中R可能位于两个相邻氮原子中的一个，可以代表氢或一个R.sub.5 CO--基团，其中R.sub.5是含有1至20个碳原子的脂肪饱和或不饱和烃基，R.sub.1、R.sub.2和R.sub.3，每个独立地选择自氢、较低的烷基和较低的烷氧基，或者R.sub.2和R.sub.3可以共同代表一个亚甲二氧基基团，R.sub.4是含有1至20个碳原子的脂肪饱和或不饱和烃基团，但当R为氢或一个含有4个或更少碳原子的R.sub.5 CO--基团时，R.sub.4必须含有5个或更多碳原子。这些化合物已被证明在多种动物物种中通过单次肌肉注射高效地终止妊娠。
• 1,2,4-Triazole derivatives, and their use as antifertility agents
  申请人：Gruppo Lepetit S.p.A.

  公开号：US04409388A1

  公开（公告）日：1983-10-11

  Novel 1,2,4-triazole derivatives are described having the following formula ##STR1## wherein R represents hydrogen or methyl, R.sub.1 stands for hydrogen or (C.sub.1 -C.sub.4)alkyl, or R and R.sub.1 taken together may represent a further bond between the carbon atom and the oxygen atom, R.sub.2 and R.sub.4, each independently, represent hydrogen, chloro, fluoro, bromo, (C.sub.1 -C.sub.4)alkyl or (C.sub.1 -C.sub.4)alkoxy, R.sub.3 stands for (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy, allyloxy, propargyloxy, trifluoromethyl, phenyl, chloro, fluoro, bromo or dimethylamino or R.sub.3 and R.sub.4 taken together may represent a methylenedioxy group. Also described is a process for their manufacture. Use of the novel compounds as antireproductive agents and pharmaceutical compositions containing them as active ingredients are also claimed.

  本发明涉及一种新型1,2,4-三唑衍生物，其具有以下公式：##STR1## 其中R代表氢或甲基，R.sub.1代表氢或(C.sub.1-C.sub.4)烷基，或R和R.sub.1一起表示碳原子和氧原子之间的进一步键合，R.sub.2和R.sub.4，各自独立地，表示氢，氯，氟，溴，(C.sub.1-C.sub.4)烷基或(C.sub.1-C.sub.4)烷氧基，R.sub.3代表(C.sub.1-C.sub.4)烷基，(C.sub.1-C.sub.4)烷氧基，丙烯氧基，丙炔氧基，三氟甲基，苯基，氯，氟，溴或二甲氨基，或R.sub.3和R.sub.4一起表示亚甲二氧基基团。还描述了它们的制造过程。本发明还声明了将这些新化合物用作抗生殖剂和含有它们作为活性成分的制药组合物的用途。
• 1,2,4-Triazole derivatives as antifertility agents and pharmaceutical
  申请人：Gruppo Lepetit S.p.A.

  公开号：US04370337A1

  公开（公告）日：1983-01-25

  Novel 1,2,4-triazole derivatives are described having the following formula ##STR1## wherein R represents hydrogen or methyl, R.sub.1 stands for hydrogen or (C.sub.1 -C.sub.4)alkyl, or R and R.sub.1 taken together may represent a further bond between the carbon atom and the oxygen atom, R.sub.2 and R.sub.4, each independently, represent hydrogen, chloro, fluoro, bromo, (C.sub.1 -C.sub.4)alkyl or (C.sub.1 -C.sub.4)alkoxy, R.sub.3 stands for (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy, allyloxy, propargyloxy, trifluoromethyl, phenyl, chloro, fluoro, bromo or dimethylamino or R.sub.3 and R.sub.4 taken together may represent a methylenedioxy group. Also described is a process for their manufacture. Use of the novel compounds as antireproductive agents and pharmaceutical compositions containing them as active ingredient are also claimed.

  描述了一种具有以下结构式的新型1,2,4-三唑衍生物 ##STR1## 其中R代表氢或甲基，R.sub.1代表氢或（C.sub.1-C.sub.4）烷基，或R和R.sub.1一起表示碳原子和氧原子之间的进一步键合，R.sub.2和R.sub.4各自独立地表示氢，氯，氟，溴，（C.sub.1-C.sub.4）烷基或（C.sub.1-C.sub.4）烷氧基，R.sub.3代表（C.sub.1-C.sub.4）烷基，（C.sub.1-C.sub.4）烷氧基，烯丙氧基，丙炔氧基，三氟甲基，苯基，氯，氟，溴或二甲基氨基，或R.sub.3和R.sub.4一起表示亚甲二氧基基团。还描述了它们的制造过程。还声明了将新型化合物用作抗生育剂以及含有它们作为活性成分的制药组合物的用途。
• New 1,2,4-triazole derivatives, a process for their manufacture and pharmaceutical compositions containing them
  申请人：GRUPPO LEPETIT S.P.A.

  公开号：EP0011129A1

  公开（公告）日：1980-05-28

  Novel 1,2,4-triazole derivatives are described having the following formula wherein R represents hydrogen or methyl, R, stands for hydrogen or (C1-C4)alkyl, or R and R, taken together may represent a further bond between the carbon atom and the oxygen atom, R2 and R4, each independently, represent hydrogen, chloro, fluoro, bromo, (C1-C4)alkyl or (C1-C4)alkoxy, R3 stands for (C1-C4)alkyl, (C1-C4)alkoxy, allyloxy, propargyloxy, trifluoromethyl, phenyl, chloro, fluoro, bromo or dimethylamino or R3 and R4 taken together may represent a methytenedioxy group. Also described is a process for their manufacture. Use of , the novel compounds as antireproductive agents and pharmaceutical compositions containing them as active ingredient are also claimed.

  所述新型 1，2，4-三唑衍生物具有下式 其中R代表氢或甲基，R代表氢或(C1-C4)烷基，或R和R合在一起可代表碳原子和氧原子之间的进一步键，R2和R4各自独立地代表氢、氯、氟、溴、(C1-C4)烷基或(C1-C4)烷氧基，R3代表(C1-C4)烷基、R3代表(C1-C4)烷基、(C1-C4)烷氧基、烯丙基氧基、丙基氧基、三氟甲基、苯基、氯代、氟代、溴代或二甲基氨基，或 R3 和 R4 合在一起可代表甲基tenedioxy 基团。 此外，还描述了其制造工艺。本发明还要求将这些新型化合物用作抗生殖剂和含有它们作为活性成分的药物组合物。
• 3,5-Diphenyl-1H-1,2,4-triazoles with contragestational activity, pharmaceutical compositions thereof and process for their preparation
  申请人：GRUPPO LEPETIT S.P.A.

  公开号：EP0080053A1

  公开（公告）日：1983-06-01

  3,5-diphenyl-1H-1,2,4-friazoles with contragestational activity of the following formula wherein R may be located on one or the other of the two adjacent nitrogen atoms and may represent hydrogen or a group R5CO- wherein R5 is an aliphatic saturated or unsaturated hydrocarbyl containing from 1 to 20 carbon atoms, R1, R2 and R3, each independently are selected from hydrogen, lower alkyl and lower alkoxy or R2 and R3 together may represent a methylenedioxy group, and R4 is an aliphatic saturated or unsaturated hydrocarbyl group of from 1 to 20 carbons, with the proviso that when R is hydrogen or an R5O- group wherein R5 contains 4 or less carbon atoms, R4 must contain 5 or more carbons. These compounds have proven to be highly effective in terminating pregnancy in several animal species after a single parenteral injection.

  下式中具有避孕活性的 3,5-二苯基-1H-1,2,4-三唑 其中 R 可位于相邻两个氮原子中的一个或另一个上，并可代表氢或一个基团 R5CO-，其中 R5 是含有 1 至 20 个碳原子的脂肪族饱和或不饱和烃基，R1、R2 和 R3 各自独立地选自氢、低级烷基和低级烷氧基，或 R2 和 R3 一起代表亚甲基二氧基，R1、R2 和 R3 各自独立地选自氢、低级烷基和低级烷氧基，或 R2 和 R3 一起代表亚甲基二氧基、R4为含 1 至 20 个碳原子的脂肪族饱和或不饱和烃基，但当 R 为氢或 R5O- 基团（其中 R5 含 4 个或更少碳原子）时，R4 必须含 5 个或更多碳原子。 事实证明，这些化合物通过一次肠外注射就能非常有效地终止几种动物的妊娠。