1-methyl-γ-oxo-2-phenyl-1H-imidazole-5-butanoic acid | 95402-88-3

• 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-5-butanoic acid
• 英文别名: 1-methyl-gamma-oxo-2-phenyl-1H-imidazole-5-butanoic acid；4-(3-methyl-2-phenylimidazol-4-yl)-4-oxobutanoic acid
• CAS: 95402-88-3
• 化学式: C₁₄H₁₄N₂O₃
• 分子量: 258.277
• InChiKey: TWZBDQPBJZBXCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  72.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-methyl-γ-oxo-2-phenyl-1H-imidazole-5-butanoic acid 生成 4,5-dihydro-6-(1-methyl-2-phenyl-1H-imidazol-5-yl)-3(2H)-pyridazinone
  参考文献：
  名称：

  SIRCAR, I.;BRISTOL, J. A.

  摘要：

  DOI：
• 作为产物：
  描述：

  1-methyl-γ-oxo-2-phenyl-1H-imidazole-5-butanenitrile 生成 1-methyl-γ-oxo-2-phenyl-1H-imidazole-5-butanoic acid
  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。
• 4,5-Dihydro-6-[(substituted)-1H-imidazol-4-yl or
  申请人：Warner-Lambert Company

  公开号：US04521416A1

  公开（公告）日：1985-06-04

  4,5-Dihydro-6-[(substituted)-1H-imidazol-4-yl or 5-yl]-3(2H)-pyridazinones 6-[(substituted)-1H- 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 .gamma.-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-[(取代基)-1H-咪唑-4-基或5-基]-3(2H)-吡啶嗪酮6-[(取代基)-1H-咪唑-4-基或5-基]-3(2H)-吡啶嗪酮及其药学上可接受的酸加合物可作为心力衰竭和抗高血压药物。以上化合物可导致狗的心肌收缩力显著增强，并可导致自发性高血压大鼠的血压降低。所述化合物是通过将适当的γ-氧代咪唑丁酸与适当取代的肼反应而制得的，从而得到4,5-二氢-6-(取代)咪唑基-3(2H)-吡啶嗪酮，其被氧化为6-(取代)咪唑基-3(2H)-吡啶嗪酮。
• 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