Phenyl-pyrazin-2-yl-methanone oxime | 75020-18-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: Phenyl-pyrazin-2-yl-methanone oxime
• 英文别名: Phenyl pyrazinyl ketone oxime；N-[phenyl(pyrazin-2-yl)methylidene]hydroxylamine
• CAS: 75020-18-7
• 化学式: C₁₁H₉N₃O
• 分子量: 199.212
• InChiKey: QEFYLVOKUCKEAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Phenyl-pyrazin-2-yl-methanone oxime 在 溶剂黄146 、 锌 、 水 、 碳酸氢钠 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 phenyl(pyrazin-2-yl)methylamine
  参考文献：
  名称：

  WO2008/85008

  摘要：

  公开号：
• 作为产物：
  描述：

  phenyl(pyrazin-2-yl)methanone 在 sodium hydroxide 、 盐酸羟胺 作用下， 以 乙醇 、 水 为溶剂， 生成 Phenyl-pyrazin-2-yl-methanone oxime
  参考文献：
  名称：

  WO2008/85008

  摘要：

  公开号：

文献信息

• Oxime ethers, their preparation and pharmaceutical compositions
  申请人：ACF Chemiefarma NV

  公开号：US04352804A1

  公开（公告）日：1982-10-05

  Oxime ether derivatives of the formula (I): ##STR1## wherein Het is a monocyclic heteroaromatic group containing two hetero atoms at least one of which is nitrogen, or a bicyclic heteroaromatic group containing one or two hetero atoms at least one of which is nitrogen, Ar is a phenyl or a 5- or 6-membered monocyclic heteroaromatic group, and R is an alkyl, alkenyl, alkynyl, cyanoalkyl, carbamidoalkyl or aminoalkyl group, or N-oxides thereof, have anti-ulcer activity in the gastro-intestinal tract of mammals.

  式(I)中的肟醚衍生物：##STR1## 其中，Het是一个含有至少两个杂原子的单环杂芳基团，其中至少一个是氮，或者是一个含有至少一个氮杂原子的双环杂芳基团，Ar是苯或5-或6-成员单环杂芳基团，R是烷基、烯基、炔基、氰基烷基、氨基烷基或者是它们的N-氧化物，具有对哺乳动物胃肠道的抗溃疡活性。
• 10.1021/acs.jafc.3c09874
  作者：He, Xiaodan、Sun, Shengxin、Kong, Wenlong、Li, Mengyang、Li, Shengkun

  DOI：10.1021/acs.jafc.3c09874

  日期：——

  as a novel antifungal scaffold accompanied by acquiring oxime 5bm with remarkable activity (EC50 = 3.57 μM) against Pyricularia oryzae. Molecular docking showed that candidate 5am could form more hydrogen bonds with the amino acid residues of actin than metrafenone. This compound also demonstrated better curative efficacy than that of fluoxastrobin and metrafenone in controlling the plant disease caused

  在现代农业化学科学中，发现结构不同的先导化合物势在必行。受eudistomins Y和框架相关药物的启发，芳基杂芳基酮被绘制为通用模型，激发了14种杂芳基酮及其肟衍生物的设计和发散合成。抗真菌功能导向的表型筛选表明苯并噻唑基-苯基肟5a是一种有前景的模型，同时进行的修饰使苯并噻唑基肟5am (EC 50 = 5.17 μM) 成为比氟嘧菌酯 (EC 50 = 7.54 μM) 更优越的抗核盘菌先导物。苯基亚基的支架跳跃鉴定出苯并噻唑基吡啶基肟作为一种新型抗真菌支架，同时获得了具有显着抗稻瘟病活性（EC 50 = 3.57 μM）的肟5bm 。分子对接表明，候选5am比苯菌酮能与肌动蛋白的氨基酸残基形成更多的氢键。该化合物在防治核盘菌引起的植物病害方面也表现出比氟嘧菌酯和苯菌酮更好的疗效。这些结果合理化了基于芳基杂芳基酮的抗真菌候选药物的发现。
• On the Bioisosteric Potential of Diazines:  Diazine Analogues of the Combined Thromboxane A₂ Receptor Antagonist and Synthetase Inhibitor Ridogrel
  作者：Gottfried Heinisch、Wolfgang Holzer、Friedbert Kunz、Thierry Langer、Peter Lukavsky、Christoph Pechlaner、Hans Weissenberger

  DOI：10.1021/jm960341g

  日期：1996.1.1

  In this SAR study the bioisosteric potential of diazines in the field of combined antithrombotic thromboxane A(2) synthetase inhibitors and receptor antagonists was investigated. In this context, two series of (E)- and (Z)-omega-[[(aryldiazinylmethylene)amino]oxy]alkanoic acids were synthesized of which pentanoic acid derivatives with a 2-pyrazinyl, 4-pyridazinyl, or 6-pyrimidinyl group were found to exhibit this dual activity, while 4-pyrimidinyl as well as 3-pyridazinyl analogues showed only receptor antagonistic activity and 2-pyrimidinyl congeners were inactive. In the series of diazine analogues of Ridogrel (1), replacement of the 3-pyridyl group by a 2-pyrazinyl, 4-pyridazinyl, or 5-pyrimidinyl moiety led to compounds that inhibit thromboxane A(2) synthetase in gel-filtered human platelets comparable to 1 (IC50 Of 0.006, 0.016, and 0.039 mu M, respectively, versus 0.007 mu M) Radioligand-binding studies with [H-3]SQ 29,548 in washed human platelets revealed that these diazine analogues block the thromboxane Az receptor with an IC50 of 11, 6.0, and 1.5 mu M, respectively. This compares well with the IC50 = 1.7 mu M of 1. Finally, testing of inhibition of collagen-induced platelet aggregation in human platelet-rich plasma with 2-pyrazinyl, 4-pyridazinyl, or 5-pyrimidinyl congeners of Ridogrel indicated that these heteroaromatic moieties may serve as bioisosteric substitutes of a 3-pyridyl group in dual-acting antiplatelet agents.
• WO2008/85008
  申请人：——

  公开号：——

  公开（公告）日：——