4,5-dihydro-4,4-dimethylthiazolo<4,5-f>quinolin-2-amine | 153260-28-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4,5-dihydro-4,4-dimethylthiazolo<4,5-f>quinolin-2-amine
• 英文别名: 4,5-Dihydro-4,4-dimethylthiazolo(4,5-f)quinolin-2-amine；4,4-dimethyl-5H-[1,3]thiazolo[4,5-f]quinolin-2-amine
• CAS: 153260-28-7
• 化学式: C₁₂H₁₃N₃S
• 分子量: 231.321
• InChiKey: SJXDYXTZYGIWNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7,7-dimethyl-7,8-dihydroquinolin-5(6H)-one 、 硫脲 在 碘 作用下， 反应 4.0h， 以73%的产率得到4,5-dihydro-4,4-dimethylthiazolo<4,5-f>quinolin-2-amine
  参考文献：
  名称：

  Assessment of mutagenic potential in a series of compounds structurally related to 2-amino-3-methylimidazo [4,5-f]quinoline (IQ)

  摘要：

  The bacterial mutagenicity of a series of compounds related to the mutagen 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) was determined in the Ames test using Salmonella strain TA-1538. Thiazolo[4,5-f]quinoline-2-amine 3 and its 4,5-dihydro derivative 4, where the N(3)-Me moiety of IQ has been replaced by a sulfur atom, were both potent mutagens. A structure-mutagenicity study was performed in a group of aminothiazole compounds related to 3. In addition to the aromatic NH2 group, a fully aromatic tricyclic structure is required for mutagenicity. Enzymatic oxidation can provide the required aromaticity to partially reduced analogues, but more extensively reduced compounds, or compounds where the central ring cannot be oxidized, are not mutagenic.

  DOI：

  10.1016/0223-5234(93)90085-s

文献信息

• Assessment of mutagenic potential in a series of compounds structurally related to 2-amino-3-methylimidazo [4,5-f]quinoline (IQ)
  作者：JC Jaen、ML Kropko、JC Theiss、S Wold、BW Caprathe、LD Wise

  DOI：10.1016/0223-5234(93)90085-s

  日期：1993.1

  The bacterial mutagenicity of a series of compounds related to the mutagen 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) was determined in the Ames test using Salmonella strain TA-1538. Thiazolo[4,5-f]quinoline-2-amine 3 and its 4,5-dihydro derivative 4, where the N(3)-Me moiety of IQ has been replaced by a sulfur atom, were both potent mutagens. A structure-mutagenicity study was performed in a group of aminothiazole compounds related to 3. In addition to the aromatic NH2 group, a fully aromatic tricyclic structure is required for mutagenicity. Enzymatic oxidation can provide the required aromaticity to partially reduced analogues, but more extensively reduced compounds, or compounds where the central ring cannot be oxidized, are not mutagenic.