6,7,8,9-tetrahydro-11H-pyrido<2,1-b>quinazoline | 2614-49-5

• 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: 6,7,8,9-tetrahydro-11H-pyrido<2,1-b>quinazoline
• 英文别名: 7,8,9,11-tetrahydro-6H-pyrido[2,1-b]quinazoline；tetramethylenequinazoline；6,8,9,11-tetrahydro-7H-pyrido[2,1-b]quinazoline；6,8,9,11-Tetrahydro-7H-pyrido[2,1-b]chinazolin；6,7,8,9-Tetrahydro-11H-pyrido-<2,1-b>-chinazolin；6,7,8,9-Tetrahydro-11H-pyrido<2,1-b>-chinazolin；6,8,9,11-Tetrahydro-7H-pyrido[2,1-b]quinazoline
• CAS: 2614-49-5
• 化学式: C₁₂H₁₄N₂
• 分子量: 186.257
• InChiKey: PZRHMLTUOQZGFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6,7,8,9-tetrahydro-11H-pyrido<2,1-b>quinazoline 在 乙醇 、 sodium 作用下， 生成 5,5a,6,7,8,9-hexahydro-11H-pyrido<2,1-b>quinazoline
  参考文献：
  名称：

  Spaeth; Platzer, Chemische Berichte, 1935, vol. 68, p. 2221,2225

  摘要：

  DOI：
• 作为产物：
  描述：

  8,9-二氢-6H-吡啶并[2,1-b]喹唑啉-11(7h)-酮 在 盐酸 、 溶剂黄146 、 锌 作用下， 生成 6,7,8,9-tetrahydro-11H-pyrido<2,1-b>quinazoline
  参考文献：
  名称：

  Acetylcholinesterase inhibition by fused dihydroquinazoline compounds

  摘要：

  A new type of dihydroquinazoline-based inhibitor of acetylcholinesterase (AChE) is described. These compounds were designed to interact with the catalytic site of AChE in a manner similar to the known inhibitor tacrine, In a manner analogous to the potency enhancement obtained by addition of chlorine atoms to the tacrine molecule, a 3-chloro derivative of the parent hexahydroazepino[2,1-b]quinazoline structure was found to be about 8 times more potent as an AChE inhibitor than the unsubstituted compound.

  DOI：

  10.1016/0960-894x(96)00102-3

文献信息

• Remarkable effect of CF3CH2OH for the halogen induced oxidative rearrangement reaction of aminals leading to 3,4-dihydroquinazolines
  作者：Kenichi Murai、Masato Shimura、Ryu Nagao、Daisuke Endo、Hiromichi Fujioka

  DOI：10.1039/c3ob40132d

  日期：——

  CF3CH2OH was found to be a useful solvent for the oxidative rearrangement reactions of aminals promoted by N-chlorosuccinimide, which proceed via the intermediacy of in situ formed chloro-aminals and that produce 3,4-dihydroquinazolines.

  研究发现，CF3CH2OH 是 N-氯代丁二酰亚胺促进的氨基化合物氧化重排反应的有效溶剂，该反应通过原位形成的氯代氨基化合物中间体进行，并生成 3,4-二氢喹唑啉类化合物。
• Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids
  作者：Matthew T Richers、Chenfei Zhao、Daniel Seidel

  DOI：10.3762/bjoc.9.135

  日期：——

  acetate/acetic acid/O2 and potassium iodide/tert-butylhydroperoxide systems are shown to affect the selective oxidation of ring-fused aminals to dihydroquinazolines and quinazolinones, respectively. These methods enable the facile preparation of a number of quinazoline alkaloid natural products and their analogues.

  乙酸铜(II)/乙酸/O2 和碘化钾/叔丁基过氧化氢体系分别影响稠环缩醛胺选择性氧化为二氢喹唑啉和喹唑啉酮。这些方法使得能够容易地制备多种喹唑啉生物碱天然产物及其类似物。
• Malhotra, S.; Koul, S. K.; Sharma, R. L., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 937 - 940
  作者：Malhotra, S.、Koul, S. K.、Sharma, R. L.、Anand, K. K.、Gupta, O. P.、Dhar, K. L.

  DOI：——

  日期：——
• Johns, Stanley R.; Lamberton, John A.; Suares, Hector, Australian Journal of Chemistry, 1985, vol. 38, # 6, p. 1007 - 1008
  作者：Johns, Stanley R.、Lamberton, John A.、Suares, Hector

  DOI：——

  日期：——
• ORIPOV EH.; SHAXIDOYATOV X. M.; KADYROV CH. SH.; ABDULLAEV N. D., XIMIYA GETEROTSIKL. SOEDIN., 1979, HO 5, 684-691
  作者：ORIPOV EH.、 SHAXIDOYATOV X. M.、 KADYROV CH. SH.、 ABDULLAEV N. D.

  DOI：——

  日期：——