1-methyl-γ-oxo-2-phenyl-1H-imidazole-4-butanenitrile | 94938-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-methyl-γ-oxo-2-phenyl-1H-imidazole-4-butanenitrile
• 英文别名: 4-(1-Methyl-2-phenylimidazol-4-yl)-4-oxobutanenitrile
• CAS: 94938-06-4
• 化学式: C₁₄H₁₃N₃O
• 分子量: 239.277
• InChiKey: INFVMRMRROHDAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  α-(1-methyl-2-phenyl-1H-imidazol-4-yl)-4-morpholineacetonitrile 、 丙烯腈 生成 1-methyl-γ-oxo-2-phenyl-1H-imidazole-4-butanenitrile
  参考文献：
  名称：

  SIRCAR, I.;BRISTOL, J. A.

  摘要：

  DOI：

文献信息

• Cardiotonic agents. 3. Synthesis and biological activity of novel 6-(substituted 1H-imidazol-4(5)-yl)-3(2H)-pyridazinones
  作者：Ila Sircar、George Bobowski、James A. Bristol、Ronald E. Weishaar、Dale B. Evans

  DOI：10.1021/jm00152a015

  日期：1986.2

  Several 6-(substituted 1H-imidazol-4(5)-yl)-3(2H)-pyridazinones were synthesized and evaluated for positive inotropic activity. The 1H-imidazol-4-yl regioisomers 4,5-dihydro-6-(1-methyl-2-phenyl-1H-imidazol-4-yl)-3(2H)-pyridazinone (25a) and 6-(1-methyl-2-phenyl-1H-imidazol-4-yl)-3(2H)-pyridazinone (28a) were potent positive inotropic agents. By contrast, the corresponding 1H-imidazol-5-yl regioisomers

  几个6-（取代的1H-咪唑-4（5）-基）-3（2H）-哒嗪酮被合成并评估其正性肌力活性。1H-咪唑-4-基区域异构体4,5-二氢-6-（1-甲基-2-苯基-1H-咪唑-4-基）-3（2H）-哒嗪酮（25a）和6-（1-甲基-2-苯基-1H-咪唑-4-基）-3（2H）-哒嗪酮（28a）是有效的正性肌力药。相比之下，相应的1H-咪唑-5-基区域异构体25b和​​28b只是弱的正性肌力药。化合物25a和28a也是心脏磷酸二酯酶部分III的有效抑制剂。
• Imidazolyl-pyridazinones
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0125749A2

  公开（公告）日：1984-11-21

  4,5-Dihydro-6-[(substituted)-1H-imidazol-4-yl or 5-yl]-3(2H)-pyridazinones 6-[(substituted)-lH-imidazol-4-yl or 5-yl]-3(2H)-pyridazinones and pharmaceutically acceptable acid addition salts thereof are useful as cardiotonic and antihypertensive agents. The above compounds cause a significant increase in myocardial contractility in the dog and also cause a decrease in blood pressure in the spontaneously hypertensive rat. The compounds are produced by reacting the appropriate y-oxo-imidazolebutanoic acid with a suitably substituted hydrazine to provide 4,5-dihydro -6- (substituted) imidazolyl -3(2H)- pyridazinones which are oxidized to 6- (substituted)imidazolyl -3(2H)- pyridazinones.

  4,5-二氢-6-[(取代的)-1H-咪唑-4-基或 5-基]-3(2H)-哒嗪酮 6-[(取代的)-lH-咪唑-4-基或 5-基]-3(2H)-哒嗪酮及其药学上可接受的酸加成盐可用作强心剂和降压药。 上述化合物能显著增强狗的心肌收缩力，还能降低自发性高血压大鼠的血压。这些化合物是由适当的 y-氧代咪唑丁酸与适当取代的肼反应生成 4,5-二氢-6-（取代的）咪唑基-3(2H)-哒嗪酮，后者被氧化成 6-（取代的）咪唑基-3(2H)-哒嗪酮。
• SIRCAR, I.;BOBOWSKI, G.;BRISTOL, J. A.;WEISHAAR, R. E.;EVANS, D. B., J. MED. CHEM., 1986, 29, N 2, 261-267
  作者：SIRCAR, I.、BOBOWSKI, G.、BRISTOL, J. A.、WEISHAAR, R. E.、EVANS, D. B.

  DOI：——

  日期：——
• US4521416A
  申请人：——

  公开号：US4521416A

  公开（公告）日：1985-06-04