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喹唑啉

喹唑啉
Quinazoline molecule
C=黑球,H=白球,N=蓝球
喹唑啉分子
C=黑球,H=白球,N=蓝球
IUPAC名
Quinazoline
别名 Benzopyrimidine, phenmiazine, benzo-1,3-diazine
识别
CAS号 253-82-7  checkY
PubChem 9210
ChemSpider 8855
SMILES
 
  • c1ccc2c(c1)cncn2
InChI
 
  • 1/C8H6N2/c1-2-4-8-7(3-1)5-9-6-10-8/h1-6H
InChIKey JWVCLYRUEFBMGU-UHFFFAOYAV
ChEBI 36621
性质
化学式 C8H6N2
摩尔质量 130.15 g·mol−1
外观 黄色结晶
熔点 45–48 °C[1]
沸点 243 °C[2]
pKa 3.51[3]
相关物质
相关化学品 喹喔啉噌啉酞嗪
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

喹唑啉Quinazoline)是一种杂环化合物,化学式C8H6N2,由一个苯环与一个嘧啶环稠合而成。喹唑啉也可看做环的两个CH被N原子替换,这样的结构称为萘啶

制备

喹唑啉及其衍生物的典型制备方法是在氨或胺存在下加热2-酰基-N-酰苯胺。[3]

邻氨基苯甲酸酰胺反应合成4-氧代-3,4-二氢喹唑啉类,称为涅门托夫斯基喹唑啉合成

Niementowski喹唑啉合成
Niementowski喹唑啉合成

存在与应用

喹唑啉的环结构是多种生物碱的骨架。喹唑啉酮类药物具有多重生物活性,例如用于抗疟疾的常山碱,目前有研究指出其适用领域可能会扩展到治疗癌症等;[4]曾作为安眠药而又曾经被广泛滥用的精神药品忽得抗高血压药多沙唑嗪英语Doxazosin

参考资料

  1. ^ Datenblatt 喹唑啉 bei AlfaAesar, abgerufen am (({Abruf))}..
  2. ^ 数据表 喹唑啉 从 Acros公司,访问关于 8. Februar 2007..
  3. ^ 3.0 3.1 Armarego, W.L.F. Advances in Heterocyclic Chemistry Volume 1. Advances in Heterocyclic Chemistry 1: 253. 1963. ISBN 9780120206018. doi:10.1016/S0065-2725(08)60527-9.  |chapter=被忽略 (帮助)
  4. ^ [1]页面存档备份,存于互联网档案馆) γ-Dichroine, the antimalarial alkaloid of Ch'ang Shan
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喹唑啉
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