α-ethyl-4-(1H-imidazol-1-yl)-α-methyl-β-oxobenzenepropanoic acid methyl ester | 108818-65-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-ethyl-4-(1H-imidazol-1-yl)-α-methyl-β-oxobenzenepropanoic acid methyl ester
• 英文别名: alpha-Ethyl-4-(1H-imidazol-1-yl)-alpha-methyl-beta-oxobenzenepropanoic acid methyl ester；methyl 2-(4-imidazol-1-ylbenzoyl)-2-methylbutanoate
• CAS: 108818-65-1
• 化学式: C₁₆H₁₈N₂O₃
• 分子量: 286.331
• InChiKey: HVQVHXKJOPBUNV-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：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-ethyl-4-(1H-imidazol-1-yl)-α-methyl-β-oxobenzenepropanoic acid methyl ester 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以71%的产率得到4-ethyl-2,4-dihydro-5-[4-(1H-imidazol-1-yl)phenyl]-4-methyl-3H-pyrazol-3-one
  参考文献：
  名称：

  Cardiotonic agents. 6. Synthesis and inotropic activity of 2,4-dihydro-5-[4-(1H-imidazol-1-yl)phenyl]-3H-pyrazol-3-ones: ring-contracted analogs of imazodan (CI-914)

  摘要：

  A series of 2,4-dihydro-5-[4-(1H-imidazol-1-yl)phenyl]-3H-pyrazol-3-ones was synthesized and evaluated for positive inotropic activity. Only compounds with two small alkyl groups at C-4 showed significant activity. The structure-activity relationships for optimal inotropic activity are presented and compared with those of the 4,5-dihydro-3(2H)-pyridazinone series. The phosphodiesterase inhibitory activity is also reported and correlated with the substitution pattern at C-4 in the pyrazolone ring.

  DOI：

  10.1021/jm00393a007
• 作为产物：
  描述：

  4-(1H-imidazol-1-yl)-β-oxobenzenepropanoic acid methyl ester 在 sodium hydride 作用下， 反应 40.0h， 生成 α-ethyl-4-(1H-imidazol-1-yl)-α-methyl-β-oxobenzenepropanoic acid methyl ester
  参考文献：
  名称：

  Cardiotonic agents. 6. Synthesis and inotropic activity of 2,4-dihydro-5-[4-(1H-imidazol-1-yl)phenyl]-3H-pyrazol-3-ones: ring-contracted analogs of imazodan (CI-914)

  摘要：

  A series of 2,4-dihydro-5-[4-(1H-imidazol-1-yl)phenyl]-3H-pyrazol-3-ones was synthesized and evaluated for positive inotropic activity. Only compounds with two small alkyl groups at C-4 showed significant activity. The structure-activity relationships for optimal inotropic activity are presented and compared with those of the 4,5-dihydro-3(2H)-pyridazinone series. The phosphodiesterase inhibitory activity is also reported and correlated with the substitution pattern at C-4 in the pyrazolone ring.

  DOI：

  10.1021/jm00393a007

文献信息

• Cardiotonic and antihypertensive
  申请人：Warner-Lambert Company

  公开号：US04661496A1

  公开（公告）日：1987-04-28

  2,4-Dihydro-5-[(substituted)phenyl]-4,4-disubstituted-3H-pyrazol-3-one compounds as cardiotonic and antihypertensive agents, pharmaceutical compositions and methods of treating diseases with such agents as well as a process for the preparation of said compounds are described.

  本文介绍了2,4-二氢-5-[(取代)苯基]-4,4-二取代-3H-吡唑-3-酮类化合物作为心力增强剂和降压剂、制药组合物以及使用这些剂治疗疾病的方法，以及制备上述化合物的过程。
• 2,4-Dihydro-5-[(substituted)phenyl]-4,4-disubstituted-3H-pyrazol-3-ones
  申请人：——

  公开号：US04526982A1

  公开（公告）日：1985-07-02

  2,4-Dihydro-5-[(substituted)phenyl]-4,4-disubstituted-3H-pyrazol-3-one compounds as cardiotonic and antihypertensive agents, pharmaceutical compositions and methods of treating diseases with such agents as well as a process for the preparation of said compounds are described.

  本文描述了2,4-二氢-5-[(取代)苯基]-4,4-二取代-3H-吡唑烷-3-酮类化合物作为心脏强心剂和降压剂的药物组合物以及使用该类化合物治疗疾病的方法，以及制备该类化合物的方法。
• 2,4-Dihydro-5-((substituted)phenyl)-4,4-disubstituted-3H-pyrazol-3-ones, 2,4-dihydro-5-((substituted)phenyl)-4, 4-disubstituted-3H-pyrazol-3-thiones, and a process for producing the same
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0126651A2

  公开（公告）日：1984-11-28

  2,4-Dihydro-5-[(substituted]phenyl]-4,4-disubstituted--3H-pyrazol-3-one and -3-thione compounds suitable for use as cardiotonic and antihypertensive agents are disclosed. A pharmaceutical composition and a process for the preparation of the said compounds are also described.

  本发明公开了适合用作强心剂和降压药的 2,4-二氢-5-[（取代的）苯基]-4,4-二取代--3H-吡唑-3-酮和-3-硫酮化合物。此外，还描述了制备上述化合物的药物组合物和工艺。
• US4550119A
  申请人：——

  公开号：US4550119A

  公开（公告）日：1985-10-29
• US4526982A
  申请人：——

  公开号：US4526982A

  公开（公告）日：1985-07-02