(5-oxo-5,6,7,8-tetrahydroquinazolin-7-yl)methyl 4-methylbenzenesulfonate | 924897-98-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (5-oxo-5,6,7,8-tetrahydroquinazolin-7-yl)methyl 4-methylbenzenesulfonate
• CAS: 924897-98-3
• 化学式: C₁₆H₁₆N₂O₄S
• 分子量: 332.38
• InChiKey: GGQICSQFIQQQQF-UHFFFAOYSA-N

物化性质

• 熔点：
  89-90 °C
• 沸点：
  541.0±35.0 °C(Predicted)
• 密度：
  1.334±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  86.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (5-oxo-5,6,7,8-tetrahydroquinazolin-7-yl)methyl 4-methylbenzenesulfonate 、 6-氟-3-(哌啶-4-基)苯并[D]异恶唑 以 苯 为溶剂， 生成 QF3508B
  参考文献：
  名称：

  Synthesis and binding affinity of potential atypical antipsychotics with the tetrahydroquinazolinone motif

  摘要：

  A series of 8 new tetrahydroquinazolinone derivatives was synthesized and evaluated for binding affinity to D-2 and 5-HT2A human receptors; in addition, some properties related to blood-brain barrier penetration were calculated. From the results of these assays, three compounds were selected for further binding tests on D-1, D-3, and 5-HT2C human receptors, which are thought to be involved in schizophrenia. From these data, compound 19b emerged as the most promising candidate based on its good binding affinities for D-1, D-2, and D-3 receptors, high affinity for 5-HT2A, low affinity for 5-HT2C receptors, and a Meltzer's ratio characteristic of an atypical antipsychotic profile. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.041
• 作为产物：
  描述：

  7-(hydroxymethyl)-7,8-dihydro-6H-quinazolin-5-one 、 对甲苯磺酰氯 在 吡啶 作用下， 反应 24.0h， 生成 (5-oxo-5,6,7,8-tetrahydroquinazolin-7-yl)methyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Synthesis and binding affinity of potential atypical antipsychotics with the tetrahydroquinazolinone motif

  摘要：

  A series of 8 new tetrahydroquinazolinone derivatives was synthesized and evaluated for binding affinity to D-2 and 5-HT2A human receptors; in addition, some properties related to blood-brain barrier penetration were calculated. From the results of these assays, three compounds were selected for further binding tests on D-1, D-3, and 5-HT2C human receptors, which are thought to be involved in schizophrenia. From these data, compound 19b emerged as the most promising candidate based on its good binding affinities for D-1, D-2, and D-3 receptors, high affinity for 5-HT2A, low affinity for 5-HT2C receptors, and a Meltzer's ratio characteristic of an atypical antipsychotic profile. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.041