4-丙基-1,3-二氢咪唑-2-酮 | 100791-01-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-丙基-1,3-二氢咪唑-2-酮
• 英文名称: 1,3-dihydro-4-propyl-2H-imidazol-2-one
• 英文别名: 4-propyl-1,3-dihydro-imidazol-2-one；4-Propyl-1,3-dihydro-imidazol-2-on；4-Propyl-1H-imidazol-2(3H)-one；4-propyl-1,3-dihydroimidazol-2-one
• CAS: 100791-01-3
• 化学式: C₆H₁₀N₂O
• mdl: MFCD19217440
• 分子量: 126.158
• InChiKey: XVRUDUVVABJXSC-UHFFFAOYSA-N

物化性质

• 熔点：
  194 °C
• 密度：
  1.028±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-丙基-1,3-二氢咪唑-2-酮 、 4-(甲硫基)苯甲酰氯 在 三氯化铝 作用下， 以 硝基苯 为溶剂， 反应 6.0h， 以23%的产率得到4-(4-Methylsulfanylbenzoyl)-5-propyl-1,3-dihydroimidazol-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
• 作为产物：
  描述：

  DL-norvaline ethyl ester; hydrochloride 在 sodium amalgam 作用下， 生成 4-丙基-1,3-二氢咪唑-2-酮
  参考文献：
  名称：

  Lawson, Journal of the Chemical Society, 1957, p. 1443

  摘要：

  DOI：

文献信息

• 4-Aroyl-1,3-dihydro-2H-imidazol-2-ones: a new class of cardiotonic agents. 2. Effect of 4-pyridoyl substituents and related compounds
  作者：Richard A. Schnettler、Richard C. Dage、Frank P. Palopoli

  DOI：10.1021/jm00155a043

  日期：1986.5

  A group of 4-pyridoyl-1,3-dihydro-2H-imidazol-2-ones was prepared and tested for inotropic activity in the anesthetized dog. Positive inotropic effects as well as increases in heart rate and decreases in blood pressure were noted for most of these compounds. One of the compounds (8) is currently undergoing clinical trials for the treatment of congestive heart failure.

  制备了一组4-吡啶基-1，3-二氢-2H-咪唑-2-酮，并测试了麻醉狗的正性肌力。对于这些化合物中的大多数，都注意到了正性肌力作用以及心率增加和血压降低。一种化合物（8）目前正在接受临床试验以治疗充血性心力衰竭。
• Novel aroylimidazolones
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0059948A1

  公开（公告）日：1982-09-15

  This invention relates to aroylimidazole-2-ones and their acid and base addition salts as well as their use as cardiotonics in the treatment of cardiac failure.

  本发明涉及甲酰基咪唑-2-酮及其酸和碱加成盐，以及它们作为治疗心力衰竭的强心剂的用途。
• Pfeil; Barth, Justus Liebigs Annalen der Chemie, 1955, vol. 593, p. 81,87
  作者：Pfeil、Barth

  DOI：——

  日期：——
• Pascual; Masso, Anales de la Real Sociedad Espanola de Fisica y Quimica, 1952, vol. <B> 48, p. 155,160
  作者：Pascual、Masso

  DOI：——

  日期：——
• 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：——