2-(2-morpholin-4-yl-3-phenyl-4H-quinazolin-4-yl)acetic acid | 200571-82-0

• 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-(2-morpholin-4-yl-3-phenyl-4H-quinazolin-4-yl)acetic acid
• CAS: 200571-82-0
• 化学式: C₂₀H₂₁N₃O₃
• 分子量: 351.405
• InChiKey: RTOYJUPHPSWMCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  65.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-morpholin-4-yl-3-phenyl-4H-quinazolin-4-yl)acetic acid 、 苯甲醇 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 反应 5.0h， 以88%的产率得到(2-Morpholin-4-yl-3-phenyl-3,4-dihydro-quinazolin-4-yl)-acetic acid benzyl ester
  参考文献：
  名称：

  3,4-Dihydroquinazoline derivatives as novel selective T-type Ca2+ channel blockers

  摘要：

  For LVA T-type Ca2+ channel blockers, 3,4-dihydroquinazoline derivatives as new scaffolds were prepared and evaluated for the inhibitory activity against two members of the recombinant T-type Ca2+ channel family. Among them, 8a (KYS05001, IC50 = 0-9 muM) was nearly equipotent with mibefradil (IC50 = 0.84 muM) and inhibited LVA T-type Ca2+ channel with greater efficacy than HVA Ca2+ channel. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.090
• 作为产物：
  描述：

  (2-Morpholin-4-yl-3-phenyl-3,4-dihydro-quinazolin-4-yl)-acetic acid methyl ester 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以99%的产率得到2-(2-morpholin-4-yl-3-phenyl-4H-quinazolin-4-yl)acetic acid
  参考文献：
  名称：

  3,4-Dihydroquinazoline derivatives as novel selective T-type Ca2+ channel blockers

  摘要：

  For LVA T-type Ca2+ channel blockers, 3,4-dihydroquinazoline derivatives as new scaffolds were prepared and evaluated for the inhibitory activity against two members of the recombinant T-type Ca2+ channel family. Among them, 8a (KYS05001, IC50 = 0-9 muM) was nearly equipotent with mibefradil (IC50 = 0.84 muM) and inhibited LVA T-type Ca2+ channel with greater efficacy than HVA Ca2+ channel. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.090

文献信息

• Solid-phase synthesis of 3,4-dihydroquinazoline
  作者：Fengjiang Wang、James R. Hauske

  DOI：10.1016/s0040-4039(97)10377-x

  日期：1997.12

  A novel, facile and efficient method for the synthesis of aryl iminophosphorane has been developed by treating a series of Ar-NH2 (1) attached to a solid support with Ph3P and diethyl azodicarboxylate at room temperature. The resulting solid-supported cinnamyl iminophosphorane (4) was treated with an aryl isocyanate to generate the corresponding solid-supported carbodiimide (5), which upon exposure to a secondary amine underwent 1,2-addition followed by an intramolecular Michael addition to afford the desired 3,4-dihydroquinazoline (7). (C) 1997 Elsevier Science Ltd.
• 3,4-Dihydroquinazoline derivatives as T-type calcium channel blockers and method of preparing the same
  申请人：Korea Institute of Science and Technology

  公开号：EP1568695B1

  公开（公告）日：2016-03-09
• US7271260B2
  申请人：——

  公开号：US7271260B2

  公开（公告）日：2007-09-18
• 3,4-Dihydroquinazoline derivatives as novel selective T-type Ca2+ channel blockers
  作者：Yong Sup Lee、Bum Hoon Lee、Seong Jun Park、Soon Bang Kang、Hyewhon Rhim、Jin-Yong Park、Jung-Ha Lee、Seong-Woo Jeong、Jae Yeol Lee

  DOI：10.1016/j.bmcl.2004.04.090

  日期：2004.7

  For LVA T-type Ca2+ channel blockers, 3,4-dihydroquinazoline derivatives as new scaffolds were prepared and evaluated for the inhibitory activity against two members of the recombinant T-type Ca2+ channel family. Among them, 8a (KYS05001, IC50 = 0-9 muM) was nearly equipotent with mibefradil (IC50 = 0.84 muM) and inhibited LVA T-type Ca2+ channel with greater efficacy than HVA Ca2+ channel. (C) 2004 Elsevier Ltd. All rights reserved.