1,3-Diacetyl-4-(4-dimethylamino-benzoyl)-5-methyl-1,3-dihydro-imidazol-2-one | 82709-68-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-Diacetyl-4-(4-dimethylamino-benzoyl)-5-methyl-1,3-dihydro-imidazol-2-one
• 英文别名: 1,3-Diacetyl-4-[4-(dimethylamino)benzoyl]-5-methylimidazol-2-one
• CAS: 82709-68-0
• 化学式: C₁₇H₁₉N₃O₄
• 分子量: 329.356
• InChiKey: GSPSPLIUHAEUBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-dihydro-4-(4-fluorobenzoyl)-5-methyl-2H-imidazol-2-one 反应 28.0h， 生成 1,3-Diacetyl-4-(4-dimethylamino-benzoyl)-5-methyl-1,3-dihydro-imidazol-2-one
  参考文献：
  名称：

  4-Aroyl-1,3-dihydro-2H-imidazol-2-ones, a new class of cardiotonic agents

  摘要：

  A series of 4-aroyl-1,3-dihydro-2H-imidazol-2-ones was synthesized and evaluated for pharmacological activity in the anesthetized dog. Most members of this series produced dose-related increases in cardiac contractile force as well as relatively minor increases in heart rate and decreases in systemic arterial blood pressure that were not blocked by propranolol. In general, 4-methoxy or 4-methylthiobenzoyl substitution afforded compounds of greatest inotropic potency. 1,3-Dihydro-4-(4-methoxybenzoyl)-5-methyl-2H-imidazol-one (6) was shown to produce a dose-related positive inotropic effect and reverse the depressant effect of pentobarbital on cardiac pump function in the dog heart-lung preparation. The cardiotonic activity of this series may have important utility in the treatment of congestive heart failure. 1,3-Dihydro-4-[4-(methylthio)benzoyl]-5-methyl-2H-imidazol-2-one (17) was chosen for human studies and is currently undergoing clinical trials.

  DOI：

  10.1021/jm00354a017

文献信息

• 4-Aminomethyl-5-acyl-1,3-dihydro-2H-imidazol-2-ones
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0064704A1

  公开（公告）日：1982-11-17

  1,3-Dihydro-2H-imidazol-2-ones having 5-acyl and 4-(substituted amino) methyl substituents, are useful as cardiotonics, antihypertensives and antithrombotic agents. The compounds are obtained by the reaction of an appropriate amine with a substituted 4-bromomethyl-1,3-dihydro-2H-imidazol-2-one.

  具有 5-酰基和 4-（取代氨基）甲基取代基的 1,3-二氢-2H-咪唑-2-酮可用作强心剂、降压药和抗血栓药。这些化合物是通过适当的胺与取代的 4-溴甲基-1,3-二氢-2H-咪唑-2-酮反应得到的。
• 4-(4-Phenyl-1-piperidinyl)methyl-5-acyl-1,3-dihydro-2H-imidazol-2-ones
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0064707A1

  公开（公告）日：1982-11-17

  1,3-Dihydro-2H-imidazol-2-ones having 5-acyl and 4-(4-phenyl-1-piperidinyl)methyl substituents, are useful as cardiotonics, antihypertensives and antithrombotic agents. The compounds are obtained by the reaction of an appropriate substituted piperidine with a substituted 4-bromomethyl-1,3-dihydro-2H-imidazol-2-one.

  具有 5-酰基和 4-(4-苯基-1-哌啶基)甲基取代基的 1,3-二氢-2H-咪唑-2-酮可用作强心剂、抗高血压药和抗血栓药。 这些化合物是由适当的取代哌啶与取代的 4-溴甲基-1,3-二氢-2H-咪唑-2-酮反应而得。
• SCHNETTLER, R. A.;DAGE, R. C.;GRISAR, J. M., J. MED. CHEM., 1982, 25, N 12, 1477-1481
  作者：SCHNETTLER, R. A.、DAGE, R. C.、GRISAR, J. M.

  DOI：——

  日期：——
• 5-Oxymethyl-4-acyl-1,3-dihydro-2H-imidazol-2-ones
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0065165B1

  公开（公告）日：1986-06-18
• US4329471A
  申请人：——

  公开号：US4329471A

  公开（公告）日：1982-05-11