2-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]-3H-quinazolin-4-one | 1186403-39-3

• 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: 2-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]-3H-quinazolin-4-one
• CAS: 1186403-39-3
• 化学式: C₂₁H₂₃N₃O₂
• 分子量: 349.433
• InChiKey: CQABFCNBDVHTAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  53.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]-3H-quinazolin-4-one 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-methyl-2-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]-4(3H)-quinazolinone
  参考文献：
  名称：

  Development of a selective and potent radioactive ligand for histamine H3 receptors: A compound potentially useful for receptor occupancy studies

  摘要：

  Radioligands are powerful tools for examining the pharmacological profiles of chemical leads and thus facilitate drug discovery. In this study, we identified and characterized 3-([1,1,1-H-3]methyl)-2-(4-{[3-(1-pyrrolidinyl)propyl]oxy} phenyl)-4(3H)-quinazolinone ([H-3]1) as a potent and selective radioligand for histamine H-3 receptors. Radioligand [H-3]1 exhibited appreciable specific signal in brain slices prepared from wild-type mice but not from histamine H-3 receptor-deficient mice, demonstrating the specificity and utility of [H-3]1 as a selective histamine H-3 receptor radioligand for ex-vivo receptor occupancy assays. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.025
• 作为产物：
  描述：

  4-(3-(pyrrolidin-1-yl)propoxy)benzaldehyde 、 2-氨基苯甲酰胺 在 对甲苯磺酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 21.0h， 以67%的产率得到2-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]-3H-quinazolin-4-one
  参考文献：
  名称：

  Development of a selective and potent radioactive ligand for histamine H3 receptors: A compound potentially useful for receptor occupancy studies

  摘要：

  Radioligands are powerful tools for examining the pharmacological profiles of chemical leads and thus facilitate drug discovery. In this study, we identified and characterized 3-([1,1,1-H-3]methyl)-2-(4-{[3-(1-pyrrolidinyl)propyl]oxy} phenyl)-4(3H)-quinazolinone ([H-3]1) as a potent and selective radioligand for histamine H-3 receptors. Radioligand [H-3]1 exhibited appreciable specific signal in brain slices prepared from wild-type mice but not from histamine H-3 receptor-deficient mice, demonstrating the specificity and utility of [H-3]1 as a selective histamine H-3 receptor radioligand for ex-vivo receptor occupancy assays. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.025

文献信息

• OXYNTOMODULIN ANALOGS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2398483A1

  公开（公告）日：2011-12-28
• [EN] OXYNTOMODULIN ANALOGS<br/>[FR] ANALOGUES DE L'OXYNTOMODULINE
  申请人：MERCK SHARP & DOHME

  公开号：WO2010096142A1

  公开（公告）日：2010-08-26

  Peptide analogs of oxyntomodulin (OXM, glucagon-37), which have been modified to be resistant to cleavage and inactivation by dipeptidyl peptidase IV (DPP-IV) and to increase in vivo half-life of the peptide analog while enabling the peptide analog to act as a dual GLP-1/glucagon receptor (GCGR) agonist, are described. The peptide analogs are useful for treatment of metabolic disorders such as diabetes and obesity.