7-hydroxy-3-(4-hydroxyphenyl)-3-hydroquinazolin-4-one | 887468-70-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7-hydroxy-3-(4-hydroxyphenyl)-3-hydroquinazolin-4-one
• 英文别名: 7-Hydroxy-3-(4-hydroxyphenyl)-3,4-dihydroquinazolin-4-one；7-hydroxy-3-(4-hydroxyphenyl)quinazolin-4-one
• CAS: 887468-70-4
• 化学式: C₁₄H₁₀N₂O₃
• 分子量: 254.245
• InChiKey: NECCEJFVHJYYDA-UHFFFAOYSA-N

物化性质

• 沸点：
  551.0±60.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-hydroxy-3-(4-hydroxyphenyl)-3-hydroquinazolin-4-one 、 Isopropyl 3-(chloromethyl)benzoate 在 氢氧化钾 、 potassium iodide 作用下， 以 水 、 丙酮 为溶剂， 反应 48.0h， 生成 methylethyl 3-((3-(4-hydroxyphenyl)-4-oxo-3-hydroquinazolin-7-yloxy)methyl)benzoate
  参考文献：
  名称：

  QUINAZOLINONE DERIVATIVES AS ALDH-2 INHIBITORS

  摘要：

  本发明涉及一种新型的喹唑啉酮衍生物，可用作ALDH-2抑制剂，用于治疗哺乳动物的各种疾病状态，如治疗可卡因依赖症或酒精依赖症。

  公开号：

  US20080249116A1
• 作为产物：
  描述：

  间苯胺氢氟乙酰氯 在 4-二甲氨基吡啶 、 sodium hydroxide 、 双氧水 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 为溶剂， 反应 28.67h， 生成 7-hydroxy-3-(4-hydroxyphenyl)-3-hydroquinazolin-4-one
  参考文献：
  名称：

  Synthesis and Characterization of 3-Arylquinazolinone and 3-Arylquinazolinethione Derivatives as Selective Estrogen Receptor Beta Modulators

  摘要：

  On the basis of the stucture of genistein, a new series of 3-arylquinazolines was prepared and tested for their estrogen receptor (ER) alpha and beta affinities. 5,7-Dihydroxy-3 -(4-hydroxyphenyl)-4(3H)-quinazolinone (1aa) acts as an agonist on both ER subtypes. It has 62-fold higher binding affinity [IC50(ER beta) = 179 nM] and 38-fold higher functional potency in a transcription assay [EC50(ER beta) = 76 nM] with ER beta than with ER alpha, thus improving upon the selectivity of genistein. All of the analogues showed preferential binding affinity for ER. Many are also more potent in activating transcription by ER beta than by ER alpha. Transformation of the C=O functionality at position 4 into a C=S group provided 5,7-dihydroxy-3-(4-hydroxyphenyl)4(3H)-quinazolinethione (1ba), which acts as an agonist on both ER subtypes but has 56-fold higher binding affinity for ER beta over ER alpha [IC50(ER beta) = 47 nM] and 215-fold higher potency in the transcription assay [EC50(ER beta) = 13 nM]. These ER beta-selective compounds may represent valuable tools in understanding the differences in structure and biological function of ER beta and ER alpha.

  DOI：

  10.1021/jm0509389

文献信息

• US7951813B2
  申请人：——

  公开号：US7951813B2

  公开（公告）日：2011-05-31
• [EN] QUINAZOLINONE DERIVATIVES AS ALDH-2 INHIBITORS<br/>[FR] DÉRIVÉS DE QUINAZOLINONE EN TANT QU'INHIBITEURS DE L'ALDH-2
  申请人：CV THERAPEUTICS INC

  公开号：WO2008124532A1

  公开（公告）日：2008-10-16

  [EN] Disclosed are novel quinazolinone derivatives, useful as ALDH-2 inhibitors for treating mammals for various disease states, such as treatment for cocaine dependency or alcohol dependency.
  [FR] Dérivés de quinazolinone convenant comme inhibiteurs de l'ALDH-2 pour le traitement de divers états pathologiques chez des mammifères dont le traitement de la cocaïnodépendance et de l'alcoolodépendance.
• Synthesis and Characterization of 3-Arylquinazolinone and 3-Arylquinazolinethione Derivatives as Selective Estrogen Receptor Beta Modulators
  作者：Timur Güngör、Ying Chen、Rajasree Golla、Zhengping Ma、James R. Corte、John P. Northrop、Bin、John K. Dickson、Terry Stouch、Rong Zhou、Susan E. Johnson、Ramakrishna Seethala、Jean H. M. Feyen

  DOI：10.1021/jm0509389

  日期：2006.4.1

  On the basis of the stucture of genistein, a new series of 3-arylquinazolines was prepared and tested for their estrogen receptor (ER) alpha and beta affinities. 5,7-Dihydroxy-3 -(4-hydroxyphenyl)-4(3H)-quinazolinone (1aa) acts as an agonist on both ER subtypes. It has 62-fold higher binding affinity [IC50(ER beta) = 179 nM] and 38-fold higher functional potency in a transcription assay [EC50(ER beta) = 76 nM] with ER beta than with ER alpha, thus improving upon the selectivity of genistein. All of the analogues showed preferential binding affinity for ER. Many are also more potent in activating transcription by ER beta than by ER alpha. Transformation of the C=O functionality at position 4 into a C=S group provided 5,7-dihydroxy-3-(4-hydroxyphenyl)4(3H)-quinazolinethione (1ba), which acts as an agonist on both ER subtypes but has 56-fold higher binding affinity for ER beta over ER alpha [IC50(ER beta) = 47 nM] and 215-fold higher potency in the transcription assay [EC50(ER beta) = 13 nM]. These ER beta-selective compounds may represent valuable tools in understanding the differences in structure and biological function of ER beta and ER alpha.
• QUINAZOLINONE DERIVATIVES AS ALDH-2 INHIBITORS
  申请人：Zablocki Jeff

  公开号：US20080249116A1

  公开（公告）日：2008-10-09

  Disclosed are novel quinazolinone derivatives, useful as ALDH-2 inhibitors for treating mammals for various disease states, such as treatment for cocaine dependency or alcohol dependency.

  本发明涉及一种新型的喹唑啉酮衍生物，可用作ALDH-2抑制剂，用于治疗哺乳动物的各种疾病状态，如治疗可卡因依赖症或酒精依赖症。