2-methyl-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one | 60811-48-5

• 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: 2-methyl-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one
• 英文别名: 2-methyl-7,8,9,10-tetrahydro-6H-azepino[2,1-b]quinazolin-12-one；2-methyl-7,8,9,10-tetrahydro-6H-azepino[2,1-b]quinazolin-12-one
• CAS: 60811-48-5
• 化学式: C₁₄H₁₆N₂O
• 分子量: 228.294
• InChiKey: RNWRFZQMDQTFFB-UHFFFAOYSA-N

物化性质

• 熔点：
  68-70 °C
• 沸点：
  400.0±35.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one 生成 2-methyl-7,8,9,10-tetrahydro-6H-azepino[2,1-b]quinazolin-12-one;hydrochloride
  参考文献：
  名称：

  HERMECZ, ISTVAN;VASVARI-DEBRECZY, LELLE;HORVATH, AGNES;BALOGH, MARIA;KOKO+, J. MED. CHEM., 30,(1987) N 9, 1543-1549

  摘要：

  DOI：
• 作为产物：
  描述：

  己内酰胺 在 三甲基氯硅烷 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 2.25h， 生成 2-methyl-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one
  参考文献：
  名称：

  Chemoenzymatic Synthesis of Pyrrolo[2,1-b]quinazolinones:  Lipase-Catalyzed Resolution of Vasicinone

  摘要：

  A facile synthesis of bronchodilatory pyrrolo [2,1-b] quinazoline alkaloids by azidoreductive cyclization strategy employing TMSCl-NaI and bakers' yeast is described. Both the chemical and enzymatic methods are mild and take place at room temperature in good yields. Further, synthesis and resolution of vasicinone has been carried out by employing different lipases. It has been observed that lipase PS provides acetate of (S)-vasicinone in 98% ee.

  DOI：

  10.1021/jo0011484

文献信息

• Mild and efficient reduction of azides to amines: synthesis of fused [2,1-b]quinazolinones
  作者：Ahmed Kamal、K.Venkata Ramana、Hari Babu Ankati、A.Venkata Ramana

  DOI：10.1016/s0040-4039(02)01454-5

  日期：2002.9

  FeCl3/NaI has been employed for an efficient reduction of a variety of azides. This method is selective in the presence of a nitro functionality and has been extended for the synthesis of fused [2,1-b]quinazolinone ring systems such as deoxyvasicinone.

  FeCl 3 / NaI已用于有效还原各种叠氮化物。该方法在硝基官能团存在的情况下是选择性的，并且已经扩展为合成稠合的[ 2,1- b ]喹唑啉酮环系统，例如脱氧维辛酮。
• Nitrogen bridgehead compounds. 66. Bronchodilator nitrogen bridgehead compounds with a pyrimidinone moiety
  作者：Istvan Hermecz、Lelle Vasvari-Debreczy、Agnes Horvath、Maria Balogh、Jozsef Kokosi、Christine DeVos、Ludovic Rodriguez

  DOI：10.1021/jm00392a003

  日期：1987.9

  New types of bronchodilator agents, bi- and tricyclic nitrogen bridgehead compounds with a pyrimidin-4(3H)-one ring, were synthesized and evaluated for bronchodilator activity against serotonin-, histamine-, and acetylcholine-induced spasms in the guinea pig Konzett-Rössler test. The structure-activity relationships are discussed. The effects of some bi- and tricyclic derivatives on the human bronchus

  合成了新型的支气管扩张剂，即具有嘧啶4（3H）-环的双环和三环氮桥头化合物，并评估了其对豚鼠Konzett-中血清素，组胺和乙酰胆碱诱导的痉挛的支气管扩张活性。 Rössler测试。讨论了构效关系。还研究了一些双环和三环衍生物对人支气管的影响。在分离的豚鼠回肠和气管上测试了同源的三环化合物68和69，并在毛果芸香碱处理的狗中研究了化合物69的作用。选择Azepino [2,1-b]喹唑啉（69; CHINOIN-1289）进行进一步的生化和临床研究。
• Synthesis of 3,4-dihydroquinazolin-4-one: selenium-catalyzed reductive N-heterocyclization of N-(2-nitrobenzoyl)amides with carbon monoxide
  作者：Yutaka Nishiyama、Masaharu Hirose、Wataru Kitagaito、Noboru Sonoda

  DOI：10.1016/s0040-4039(02)00035-7

  日期：2002.3

  A catalytic synthetic method of 3,4-dihydroquinazolin-4-ones has been developed. When N-(2-nitrobenzoyl)amides were treated with carbon monoxide in the presence of a catalytic amount of selenium, reductive N-heterocyclization of N-(2-nitrobenzoyl)amide efficiently proceeded to give the corresponding 3,4-dihydroquinazolin-4-ones in moderate to good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Synthesis, methylation, and acylation of 1,2-dihydrodeoxyvasicinones and their homologs
  作者：Kh. M. Shakhidoyatov、G. A. Belova

  DOI：10.1007/bf00601291

  日期：1990.9
• SHAXIDOYATOV, X. M.;BELOVA, G. A., XIMIYA PRIROD. SOED.,(1990) N, S. 659-663
  作者：SHAXIDOYATOV, X. M.、BELOVA, G. A.

  DOI：——

  日期：——