1,3-Diamino-benzochinazolin | 7066-12-8

• 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: 1,3-Diamino-benzochinazolin
• 英文别名: 2,4-Diamino-5,6-benzochinazolin；Benzo[f]quinazoline-1,3-diamine
• CAS: 7066-12-8
• 化学式: C₁₂H₁₀N₄
• 分子量: 210.238
• InChiKey: DADBJRYAIYGTPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-Diamino-benzochinazolin 在 盐酸 作用下， 反应 24.0h， 以78%的产率得到3-aminobenzoquinazolin-1(2H)-one hydrochloride
  参考文献：
  名称：

  Benzoquinazoline inhibitors of thymidylate synthase: enzyme inhibitory activity and cytotoxicity of some 3-amino- and 3-methylbenzo[f]quinazolin-1(2H)-ones

  摘要：

  The synthesis and thymidylate synthase (TS) inhibitory activity of a series of simple benzo-[f]-quinazolin-1(2H)-ones are described. Fully aromatic 3-amino compounds with compact lipophilic substituents in the 9-position were found to have I50 values as low as 20 nM on the isolated enzyme, and represent the first examples of potent, folate-based TS inhibitors that completely lack any structural feature corresponding to the (p-aminobenzoyl)glutamate moiety of the cofactor. A number of the compounds also showed moderate growth inhibitory activity against a human colon adenocarcinoma cell line (SW480), with IC50 values as low as 2 muM.

  DOI：

  10.1021/jm00068a004
• 作为产物：
  描述：

  1,3-dichloro benzo[f]quinazoline 在 乙醇 、 氨 作用下， 生成 1,3-Diamino-benzochinazolin
  参考文献：
  名称：

  Diazine-aldehyde resinous condensation products

  摘要：

  通式为的二氮杂苯（其中X和Y代表氢或单价基团，可以是单核或多核碳环或杂环）与醛或能够分解成醛的化合物缩合。缩合可以在中性、酸性或碱性介质中，在冷热状态下，在有机或无机液体或熔体中进行。可以在填料或染料的存在下进行缩合，或将产物与填料或染料混合。其他能够与醛缩合的化合物可以添加到缩合混合物中。这些树脂可以与其他天然或人造树脂（如酚醛树脂、脲醛树脂、苯胺树脂、醇酸树脂和酮树脂）混合使用。这些耐热、稳定的产品可以用作电绝缘材料、模塑制品、以及作为漆或浸渍剂。在实例中，2：4：6-三氨基嘧啶或2：4-二氨基喹噁啉与甲醛缩合。参考文献为专利号455,008。

  公开号：

  US02211710A1

文献信息

• DE667542
  申请人：——

  公开号：——

  公开（公告）日：——
• Benzoquinazoline inhibitors of thymidylate synthase: enzyme inhibitory activity and cytotoxicity of some 3-amino- and 3-methylbenzo[f]quinazolin-1(2H)-ones
  作者：William Pendergast、Jay V. Johnson、Scott H. Dickerson、Inderjit K. Dev、David S. Duch、Robert Ferone、William R. Hall、Joan Humphreys、Joseph M. Kelly、David C. Wilson

  DOI：10.1021/jm00068a004

  日期：1993.8

  The synthesis and thymidylate synthase (TS) inhibitory activity of a series of simple benzo-[f]-quinazolin-1(2H)-ones are described. Fully aromatic 3-amino compounds with compact lipophilic substituents in the 9-position were found to have I50 values as low as 20 nM on the isolated enzyme, and represent the first examples of potent, folate-based TS inhibitors that completely lack any structural feature corresponding to the (p-aminobenzoyl)glutamate moiety of the cofactor. A number of the compounds also showed moderate growth inhibitory activity against a human colon adenocarcinoma cell line (SW480), with IC50 values as low as 2 muM.
• Diazine-aldehyde resinous condensation products
  申请人：IG FARBENINDUSTRIE AG

  公开号：US02211710A1

  公开（公告）日：1940-08-13

  Diazines of the general formula (wherein X and Y stand for hydrogen or monovalent radicles which may be members of mono- or poly-nuclear carbocyclic or heterocyclic rings) are condensed with aldehydes or compounds splitting off aldehydes. The condensation may be effected in neutral, acid or alkaline medium, in the cold or hot, and in organic or inorganic liquids or melts. The condensation may be effected in the presence of fillers or dyestuffs or the products may be mixed with fillers or dyestuffs. Other compounds capable of condensation with aldehydes may be added to the condensation mixture. The resins may be employed in admixture with other natural or artificial resins such as phenol, urea, aniline, alkyd and ketone resins. The products which are resistant to heat and stable to light may be used as electric insulation, for moulded articles, and as lacquers or impregnating agents. In examples, 2 : 4 : 6-triaminopyrimidine or 2 : 4-diaminoquinazoline are condensed with formaldehyde. Reference has been directed by the Comptroller to Specification 455,008.

  通式为的二氮杂苯（其中X和Y代表氢或单价基团，可以是单核或多核碳环或杂环）与醛或能够分解成醛的化合物缩合。缩合可以在中性、酸性或碱性介质中，在冷热状态下，在有机或无机液体或熔体中进行。可以在填料或染料的存在下进行缩合，或将产物与填料或染料混合。其他能够与醛缩合的化合物可以添加到缩合混合物中。这些树脂可以与其他天然或人造树脂（如酚醛树脂、脲醛树脂、苯胺树脂、醇酸树脂和酮树脂）混合使用。这些耐热、稳定的产品可以用作电绝缘材料、模塑制品、以及作为漆或浸渍剂。在实例中，2：4：6-三氨基嘧啶或2：4-二氨基喹噁啉与甲醛缩合。参考文献为专利号455,008。