4-<(3-methoxybenzylidene)hydrazino>-1H-2,3-benzoxazine | 76217-30-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-<(3-methoxybenzylidene)hydrazino>-1H-2,3-benzoxazine
• 英文别名: 4-[2-(3-methoxybenzyliden)hydrazino]-1H-2,3-benzoxazine；(Z)-N-[(3-methoxyphenyl)methylideneamino]-1H-2,3-benzoxazin-4-imine
• CAS: 76217-30-6
• 化学式: C₁₆H₁₅N₃O₂
• 分子量: 281.314
• InChiKey: YJKZIYSSTOVZBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 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：
  55.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-<(3-methoxybenzylidene)hydrazino>-1H-2,3-benzoxazine 在 乙醇 作用下， 以 邻二甲苯 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：

  3,5-Diphenyl-1H-1,2,4-triazoles pharmaceutical compositions and uses

  摘要：

  具有抗妊娠活性的3,5-二苯基-1H-1,2,4-三唑的化合物，其化学式如下：##STR1## 其中R可以位于两个相邻的氮原子之一上，可以表示氢或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的烃基，R.sub.1、R.sub.2和R.sub.3分别独立地选择氢、较低的烷基和较低的烷氧基，或者R.sub.2和R.sub.3可以表示一个亚甲二氧基基团，R.sub.4是由1至20个碳组成的脂肪饱和或不饱和的烃基，但是当R为氢或R.sub.5 CO -基团，其中R.sub.5含有4个或更少的碳原子时，R.sub.4必须含有5个或更多的碳。这些化合物已被证明在单次皮下注射后，对几种动物物种终止妊娠具有高效的作用。

  公开号：

  US04535090A1
• 作为产物：
  描述：

  4-hydrazino-1H-2,3-benzoxazine 、 3-甲氧基苯甲醛 以 乙醇 为溶剂， 以61.3%的产率得到4-<(3-methoxybenzylidene)hydrazino>-1H-2,3-benzoxazine
  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

• 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。