N-[2-(5-氨基-7-溴-4-氯-2H-苯并三唑-2-基)-5-[(2-氰基乙基)乙基氨基]-4-甲氧基苯基]-乙酰胺 | 215245-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: N-[2-(5-氨基-7-溴-4-氯-2H-苯并三唑-2-基)-5-[(2-氰基乙基)乙基氨基]-4-甲氧基苯基]-乙酰胺
• 英文名称: 2-[2-(acetylamino)-4-[N-(2-cyanoethyl)ethylamino]-5-methoxyphenyl]-5-amino-7-bromo-4-chloro-2H-benzotriazole
• 英文别名: 2-(2-(Acetylamino)-4-(N-(2-cyanoethyl)ethylamino)-5-methoxyphenyl)-5-amino-7-bromo-4-chloro-2H-benzotriazole；N-[2-(5-amino-7-bromo-4-chlorobenzotriazol-2-yl)-5-[2-cyanoethyl(ethyl)amino]-4-methoxyphenyl]acetamide
• CAS: 215245-16-2
• 化学式: C₂₀H₂₁BrClN₇O₂
• 分子量: 506.789
• InChiKey: CVBXOARNTJWWLQ-UHFFFAOYSA-N

物化性质

• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-[2-[(2-溴-4,6-二硝基苯基)偶氮]-5-[(2-氰乙基)乙氨基]-4-甲氧苯基]乙酰胺 在 sodium hypochlorite 、 sodium dithionite 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 N-[2-(5-氨基-7-溴-4-氯-2H-苯并三唑-2-基)-5-[(2-氰基乙基)乙基氨基]-4-甲氧基苯基]-乙酰胺
  参考文献：
  名称：

  Identification of a 2-Phenylbenzotriazole (PBTA)-Type Mutagen, PBTA-2, in Water from the Nishitakase River in Kyoto

  摘要：

  We previously isolated five mutagens, compounds I-V, in blue rayon-adsorbed materials from the Nishitakase River in Kyoto. The chemical structure of compound I, a major mutagen that accounted for 21% of the total mutagenicity, was determined to be 2-[2-(acetylamino)-4-[bis(2-methoxyethyl)amino]-5-methoxyphenyl]-5-amino-7-bromo -4-chloro-2H-benzotriazole (PBTA-1). Compound II was also a major mutagen and accounted for 17% of the total mutagenicity. In this study, a large quantity (1.2 mg) of compound II was isolated from adsorbate to 27 kg of blue cotton, and its UV, mass, and H-1 NMR spectra were analyzed. On the basis of the spectral data, compound II was deduced to be the PBTA-1 analogue 2-[2-(acetylamino)-4-[N-(2-cyanoethyl)ethylamino]-5-methoxyphenyl]-5-amino-7-bromo-4-chloro- 2H-benzotriazole (PBTA-2). As with PBTA-1, PBTA-2 was synthesized from an azo dye by reduction and chlorination. Since all of the spectra of PBTA-2 coincided with those of compound II obtained from river water, compound II was concluded to be PBTA-2. PBTA-2 is a newly identified potent mutagen, which induces 93 000 and 3 200 000 revertants of Salmonella typhimurium TA98 and YG1024 per microgram, respectively, in the presence of S9 mix. Like PBTA-1, PBTA-2 may also be produced from an azo dye during industrial processes in dyeing factories and treatment at sewage plants.

  DOI：

  10.1021/tx980133m