2,3-双(对甲氧基苯基)-5-氰基吡嗪 | 122956-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2,3-双(对甲氧基苯基)-5-氰基吡嗪
• 英文名称: 2,3-bis(p-methoxyphenyl)-5-cyanopyrazine
• 英文别名: 2,3-Di(4-methoxyphenyl)-5-cyano-pyrazine；5,6-bis(4-methoxyphenyl)pyrazine-2-carbonitrile
• CAS: 122956-27-8
• 化学式: C₁₉H₁₅N₃O₂
• 分子量: 317.347
• InChiKey: KJHDLGHTXGUXCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  68
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3-双(对甲氧基苯基)-5-氰基吡嗪 在 氢氧化钾 、 硫酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 5.0h， 生成 2,3-bis(p-methoxyphenyl)-5-methoxycarbonylpyrazine
  参考文献：
  名称：

  Anti-Platelet Aggregation Activity of Some Pyrazines.

  摘要：

  本报告介绍了 48 种吡嗪类化合物的抗血小板聚集活性。在测试的烷基和芳基吡嗪中，2, 3-二苯基吡嗪的抗血小板聚集活性最强。然后，在苯基上引入了各种取代基，结果发现 2，3-双（对甲氧基苯基）吡嗪衍生物具有相当强的抑制活性。

  DOI：

  10.1248/bpb.20.1076
• 作为产物：
  描述：

  5,6-bis(4-methoxyphenyl)-1H-pyrazin-2-one 在 四(三苯基膦)钯 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 2,3-双(对甲氧基苯基)-5-氰基吡嗪
  参考文献：
  名称：

  Synthesis and bioactivities of novel pyridazine derivatives: inhibitors of interleukin-1 beta (IL-1β) production

  摘要：

  New pyridazine derivatives were prepared, and their abilities to inhibit IL-1 beta production were evaluated. Some compounds showed potent inhibitory activity against IL-1 beta production in HL-60 cells stimulated with lipopolysaccharide (LPS). The synthesis and structure-activity relationships of these compounds are described. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00432-2

文献信息

• PYRAZINE DERIVATIVES AND MEDICINAL PREPARATION CONTAINING SAME
  申请人：TERUMO KABUSHIKI KAISHA

  公开号：EP0397859A1

  公开（公告）日：1990-11-22

  Pyrazine derivatives represented by general formula (I), wherein X represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group or a cyano group, R1 represents a hydrogen atom, a lower alkyl group or a group of (a) (wherein X is as defined above), R2 represents a hydrogen atom, a halogen atom or (a) (wherein X is as defined above), R3 represents a hydrogen atom, a halogen atom, a lower alkyl group, a cyano group, a naphthylmethyl group, a benzyl group or (b) (wherein R4represents a hydrogen atom, a halogen atom or a lower alkylamino group), a carboxyl group or a lower alkoxycarbonyl group or, when taken together, R2 and R3 represent a cyclohexane ring or a benzene ring together with the carbon atoms to which they are bound, provided that the case where X represents a hydrogen atom, R, represents (a) (wherein X represents a hydrogen atom), and R2 and R3 represent hydrogen atoms and the case where X represents a hydrogen atom, R1 represents a hydrogen atom, R2 represents (a) (wherein X represents a hydrogen atom), and R3 represents a methyl group are excluded. The pyrazine derivatives have a strong blood platelet agglutination depressing effect and a cyclooxygenase inhibiting effect. The above-described compounds are used as blood platelet agglutination inhibitor or anti-inflammatory agents.

  通式(I)代表的吡嗪衍生物，其中X代表氢原子、卤素原子、低级烷基、低级烷氧基或氰基，R1代表氢原子、低级烷基或(a)基团(其中X如上定义)，R2代表氢原子、卤素原子或(a)基团(其中X如上定义)，R3代表氢原子、卤素原子、低级烷基、氰基、腈基、R3 代表氢原子、卤素原子、低级烷基、氰基、萘甲基、苄基或 (b) 基团（其中 R4 代表氢原子、卤素原子或低级烷基氨基）、羧基或低级烷氧羰基，或者当 R2 和 R3 结合在一起时，R2 和 R3 与它们所结合的碳原子一起代表环己烷环或苯环，但不包括 X 代表氢原子、R 代表(a)（其中 X 代表氢原子）、R2 和 R3 代表氢原子的情况，以及 X 代表氢原子、R1 代表氢原子、R2 代表(a)（其中 X 代表氢原子）、R3 代表甲基的情况。吡嗪衍生物具有很强的血小板凝集抑制作用和环氧化酶抑制作用。上述化合物可用作血小板凝集抑制剂或抗炎剂。
• Synthesis and bioactivities of novel pyridazine derivatives: inhibitors of interleukin-1 beta (IL-1β) production
  作者：Takayuki Matsuda、Taro Aoki、Tadaaki Ohgiya、Tomoyuki Koshi、Masao Ohkuchi、Hiromichi Shigyo

  DOI：10.1016/s0960-894x(01)00432-2

  日期：2001.9

  New pyridazine derivatives were prepared, and their abilities to inhibit IL-1 beta production were evaluated. Some compounds showed potent inhibitory activity against IL-1 beta production in HL-60 cells stimulated with lipopolysaccharide (LPS). The synthesis and structure-activity relationships of these compounds are described. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Anti-Platelet Aggregation Activity of Some Pyrazines.
  作者：Akihiro OHTA、Hiromitsu TAKAHASHI、Naoomi MIYATA、Hiroyuki HIRONO、Toyotaka NISHIO、Etsuo UCHINO、Kenji YAMADA、Yutaka AOYAGI、Yasushi SUWABE、Masayuki FUJITAKE、Takahiro SUZUKI、Kazuo OKAMOTO

  DOI：10.1248/bpb.20.1076

  日期：——

  This report describes the anti-platelet aggregation activity of 48 pyrazines. Among alkyl- and arylpyrazines tested, 2, 3-diphenylpyrazines showed the strongest anti-platelet aggregation activity. Then, various substituents were introduced into the phenyl groups, and the 2, 3-bis(p-methoxyphenyl)pyrazine derivatives were consequently found to possess considerably strong inhibitory activity.

  本报告介绍了 48 种吡嗪类化合物的抗血小板聚集活性。在测试的烷基和芳基吡嗪中，2, 3-二苯基吡嗪的抗血小板聚集活性最强。然后，在苯基上引入了各种取代基，结果发现 2，3-双（对甲氧基苯基）吡嗪衍生物具有相当强的抑制活性。