5-甲基-2-苯基-4-(3-苯基丙酰基)-1,2-二氢-3H-吡唑-3-酮 | 188985-50-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-甲基-2-苯基-4-(3-苯基丙酰基)-1,2-二氢-3H-吡唑-3-酮
• 英文名称: 5-methyl-2-phenyl-4-(3-phenylpropionyl)-1,2-dihydro-3H-pyrazol-3-one
• CAS: 188985-50-4
• 化学式: C₁₉H₁₈N₂O₂
• 分子量: 306.364
• InChiKey: QERXPJSRWGSXNL-UHFFFAOYSA-N

物化性质

• 沸点：
  491.6±45.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  55.12
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-甲基-2-苯基-4-(3-苯基丙酰基)-1,2-二氢-3H-吡唑-3-酮 在 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 1-(2-Hydroxy-3-pyrrolidin-1-yl-propyl)-5-methyl-2-phenyl-4-(3-phenyl-propionyl)-1,2-dihydro-pyrazol-3-one
  参考文献：
  名称：

  Synthesis of pyrazole-based hybrid molecules: Search for potent multidrug resistance modulators

  摘要：

  The hybrid molecules have been designed on the basis of the structural features of pyrazole-based drugs and MDR modulator propafenone. A simple synthetic strategy and solvent-based regio selectivity have been used for the synthesis of newly designed molecules and they are evaluated for their interactions with P-glycoprotein (P-gp). Some of the molecules show considerable interactions with P-gp and compounds 15, 28 and 40 could be the potential candidates for their use as MDR modulators. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.02.046
• 作为产物：
  描述：

  5-甲基-2-苯基-1,2-二氢吡唑-3-酮 、 3-苯丙酰氯 在 calcium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 以53%的产率得到5-甲基-2-苯基-4-(3-苯基丙酰基)-1,2-二氢-3H-吡唑-3-酮
  参考文献：
  名称：

  4-Acyl-5-methyl-2-phenylpyrazolones: NMR and X-Ray Structure Investigations

  摘要：

  H-1- and C-13-NMR investigations with 4-acyl-5-methyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-ones (1-6) are presented, indicating these compounds to exist predominantely as hydroxypyrazoles in CDCl3 or benzene-d(6) solution, whereas in DMSO-d(6) also a considerable amount of NH tautomer is present. X-Ray crystal analyses revealed that in the solid state the 4-propionyl compound (2) is present as hydroxypyrazole, the 4-(2-thienyl) derivative (6) as NH isomer and the 4-cinnamoyl product (4) to have an exocyclic double bond structure stabilized by an intramolecular hydrogen bond. Cyclisation of the latter compound (4) in acidic medium leads to the formation of 3-methyl-1,6-diphenyl-5,6-dihydro-1H-pyrano[2,3-c]pyrazol-4-one (7) in very low yields.

  DOI：

  10.3987/com-98-s(h)74