2-methyl-3-(2-methylphenyl)-7-amino-4(3H)-quinazolinone | 734-44-1

• 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-3-(2-methylphenyl)-7-amino-4(3H)-quinazolinone
• 英文别名: 7-aminomethaqualone；7-amino-2-methyl-3-o-tolyl-3H-quinazolin-4-one；2-Methyl-3--7-amino-chinazolon；7-Amino-2-methyl-3-o-tolyl-3H-chinazolin-4-on；7-Amino-2-methyl-3-(2-methylphenyl)quinazolin-4(3H)-one；7-amino-2-methyl-3-(2-methylphenyl)quinazolin-4-one
• CAS: 734-44-1
• 化学式: C₁₆H₁₅N₃O
• 分子量: 265.315
• InChiKey: SWFRTLIVJQMMEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-3-(2-methylphenyl)-7-amino-4(3H)-quinazolinone 在 tetraphosphorus decasulfide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 12.0h， 生成 2-methyl-3-(2-methylphenyl)-7-amino-4(3H)-quinazolinthione
  参考文献：
  名称：

  Design and synthesis of novel 7-aminoquinazoline derivatives: Antitumor and anticonvulsant activities

  摘要：

  A novel series of 7-substituted-4(3H)-quinazolinone were designed, synthesized and evaluated for their antitumor and anticonvulsant activity. Compound 7 revealed broad-spectrum antitumor effectiveness toward numerous cell lines that belong to different tumor subpanels, whereas compounds 9 and 18 possess selective activity toward leukemia cell lines. Additionally, compounds 3, 15, 16, 18, 19 and 20 showed advanced anticonvulsant activity as well as lower neurotoxicity than reference drugs. The achieved results proved that the distinctive compounds could be valuable as a model for future devise, acclimatization and investigation to construct more active analogues. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.071
• 作为产物：
  描述：

  2-氨基-4-硝基苯甲酸 在 盐酸 、 铁粉 作用下， 以 乙醇 、 水 为溶剂， 生成 2-methyl-3-(2-methylphenyl)-7-amino-4(3H)-quinazolinone
  参考文献：
  名称：

  Design and synthesis of novel 7-aminoquinazoline derivatives: Antitumor and anticonvulsant activities

  摘要：

  A novel series of 7-substituted-4(3H)-quinazolinone were designed, synthesized and evaluated for their antitumor and anticonvulsant activity. Compound 7 revealed broad-spectrum antitumor effectiveness toward numerous cell lines that belong to different tumor subpanels, whereas compounds 9 and 18 possess selective activity toward leukemia cell lines. Additionally, compounds 3, 15, 16, 18, 19 and 20 showed advanced anticonvulsant activity as well as lower neurotoxicity than reference drugs. The achieved results proved that the distinctive compounds could be valuable as a model for future devise, acclimatization and investigation to construct more active analogues. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.071

文献信息

• Anticonvulsant substituted quinazolones
  申请人：Research Corporation Technologies, Inc.

  公开号：US05283247A1

  公开（公告）日：1994-02-01

  Disclosed herein are substituted quinazolones and their N.sup.1 -oxide derivatives, methods of synthesizing such compounds, and methods of using them to treat or prevent convulsions in mammals. The substituted quinazolones are represented by the formula: ##STR1## wherein X.sub.1 is N, S, O, or CH, X.sub.2 is N or CH, R.sub.1 and R.sub.2 are H, NO.sub.2, or NH.sub.2 except that when one of R.sub.1 and R.sub.2 is NO.sub.2 or NH.sub.2 the other is H, R.sub.3 and R.sub.4 are alkyl with 1-5 C atoms, and R.sub.5, R.sub.6, and R.sub.7 are H or halogen, provided that when X.sub.1 is N, S, or O, X.sub.2 is CH.

  本文披露了取代喹唑酮及其N.sup.1-氧化物衍生物，合成这些化合物的方法，以及使用它们治疗或预防哺乳动物的惊厥的方法。 取代喹唑酮的化学式为：##STR1## 其中X.sub.1为N，S，O或CH，X.sub.2为N或CH，R.sub.1和R.sub.2为H，NO.sub.2或NH.sub.2，但当R.sub.1和R.sub.2中的一个为NO.sub.2或NH.sub.2时，另一个为H，R.sub.3和R.sub.4为1-5个碳原子的烷基，R.sub.5，R.sub.6和R.sub.7为H或卤素，但当X.sub.1为N，S或O时，X.sub.2为CH。
• US5283247A
  申请人：——

  公开号：US5283247A

  公开（公告）日：1994-02-01
• [EN] ANTICONVULSANT SUBSTITUTED QUINAZOLONES
  申请人：RESEARCH CORPORATION TECHNOLOGIES, INC.

  公开号：WO1992013535A1

  公开（公告）日：1992-08-20

  (EN) Disclosed herein are substituted quinazolones and their N1-oxide derivatives, methods of synthesizing such compounds, and methods of using them to treat or prevent convulsions in mammals. The substituted quinazolones are represented by formula (II): wherein X1 is N, S, O, or CH, X2 is N or CH, R1 and R2 are H, NO2, or NH2 except that when one of R1 and R2 is NO2 or NH2 the other is H, R3 and R4 are alkyl with 1-5 C atoms, and R5, R6, and R7 are H or halogen, provided that when X1 is N, S, or O, X2 is CH.(FR) Cette invention concerne des quinazolones substituées et leurs dérivés oxyde-N1, des procédés de synthèse de ces composés ainsi que des prcédés d'utilisation de ces derniers pour traiter ou prévenir les convulsions chez les mammifères. Les quinazolones substituées sont représentées par la formule (I) dans laquelle X1 représente N, S, O ou CH, X2 représente N ou CH, R1 et R2 représentent H, NO2, ou NH2 excepté que lorsque R1 ou R2 représente NO2 ou NH2, l'autre élément représente H, R3 et R4 représentent alkyle comprenant de 1 à 5 atomes de carbone, et R5, R6 et R7 représentent H ou halogène, à condition que lorsque X1 représente N, S, ou O, X2 représente CH.