2-氯-4-乙酰氨基-6-(乙基氨基)-s-三嗪 | 142179-76-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-氯-4-乙酰氨基-6-(乙基氨基)-s-三嗪
• 英文名称: 6-acetamido-2-chloro-4-isopropylamino-1,3,5-triazine
• 英文别名: 2-chloro-4-acetamido-6-(ethylamino)-s-triazine；4-acetamido-2-chloro-6-(ethylamino)-s-triazine；4-acetamido-2-chloro-6-ethyllamino-s-atrazine；4-acetamido-2-chloro-6-ethylamino-s-triazine；α-SETOxo；Acetamide, N-(4-chloro-6-(ethylamino)-1,3,5-triazin-2-yl)-；N-[4-chloro-6-(ethylamino)-1,3,5-triazin-2-yl]acetamide
• CAS: 142179-76-8
• 化学式: C₇H₁₀ClN₅O
• 分子量: 215.642
• InChiKey: PXIUCQKUBNRZIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  79.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  西玛津 、 水 生成 2-氯-4-乙酰氨基-6-(乙基氨基)-s-三嗪
  参考文献：
  名称：

  ACHER, A.;SALTZMAN, S., TOXIC ORG. CHEM. POROUS MEDIA: PAP. 2ND INT. WORKSHOP BEHAV. POLLUT. PORO+

  摘要：

  DOI：

文献信息

• Cytochrome P450-catalyzed dealkylation of atrazine by<i>Rhodococcus</i>sp. strain NI86/21 involves hydrogen atom transfer rather than single electron transfer
  作者：Armin H. Meyer、Agnieszka Dybala-Defratyka、Peter J. Alaimo、Inacrist Geronimo、Ariana D. Sanchez、Christopher J. Cramer、Martin Elsner

  DOI：10.1039/c4dt00891j

  日期：——

  Cytochrome P450 enzymes are responsible for a multitude of natural transformation reactions. For oxidative N-dealkylation, single electron (SET) and hydrogen atom abstraction (HAT) have been debated as underlying mechanisms. Combined evidence from (i) product distribution and (ii) isotope effects indicate that HAT, rather than SET, initiates N-dealkylation of atrazine to desethyl- and desisopropylatrazine

  细胞色素P450酶负责多种自然转化反应。对于氧化性N-脱烷基反应，单电子（SET）和氢原子抽象（HAT）已被讨论为潜在的机制。来自（i）产品分布和（ii）同位素效应的综合证据表明，HAT而非SET通过微生物红球菌（Rhodococcus sp。）引发了r去津的N-去烷基化作用，形成了去乙基和去异丙基去去津。NI86 / 21株 （i）产物分析表明，在烷基链的αC和βC原子上均发生了非选择性氧化，这是自由基反应所期望的，但不是SET。（ii）正常的13 C和15 N以及明显的2 H同位素效应（ε碳：-4.0‰±0.2‰；ε氮：−1.4‰±0.3‰，KIE H：3.6±0.8）与HAT的计算值定性吻合，而SET预测有13 C和15 N同位素反作用。用Fe（IV）O模型系统[5,10,15,20-四（五氟苯基）卟啉-铁（III）-氯化物+ NaIO 4 ]观察到相似的结果，但用高锰酸盐观察不到。
• Identification of Fenton's reagent-generated atrazine degradation products by high-performance liquid chromatography and megaflow electrospray ionization tandem mass spectrometry
  作者：Scott M. Arnold、Rasmy E. Talaat、William J. Hickey、Robin F. Harris

  DOI：10.1002/jms.1190300309

  日期：1995.3

  High-performance liquid chromatography megaflow electrospray tandem mass spectrometry (HPLC/ES-MS/MS) with an on-line radioisotope detector was used to identify [2,4,6-14C] atrazine degradation products generated by treatment with Fenton's reagent (Fe2+ and H2O2). Fenton's reagent produced dealkylated and/or partially oxidized [2,4,6-14C] atrazine products in preference to dechlorinated products. Seven major products were identified by collision-induced dissociation spectra: 4-acetamido-2-chloro-6-(isopropylamino)-s-triazine, 4-amino-2-chloro-6-(isopropylamino)-s-triazine, 4-acetamido-2-chloro-6-(ethylamino)-s-triazine, 6-amino-2-chloro-4-(ethylamino)-s-triazine, 4-acetamido-6-amino-2-chloro-s-triazine, 2-chloro-4,6-diamino-s-triazine and the first report of 4-acetamido-2-hydroxy-6-(isopropylamino)-s-triazine. HPLC/ES-MS/MS provided a rapid method for identifying a wide range of atrazine transformation products in aqueous samples and obviated the need for fraction collection, extraction, and chemical derivatization of the more polar atrazine products. Furthermore, because analyte retention times in HPLC/UV and HPLC/ES-MS/MS were similar, compound identities determined using the latter could be directly assigned to peaks in UV chromatograms.

  采用高效液相色谱法（HPLC）和串联质谱法（MS/MS），并在线使用放射性同位素检测器，对用Fenton试剂（Fe2+和H2O2）处理后产生的[2,4,6-14C]莠去津降解产物进行了鉴定。Fenton试剂产生的脱烷基和/或部分氧化的[2,4,6-14C]莠去津产物优先于脱氯产物。通过碰撞诱导解离光谱法鉴定出了7种主要产物：4-乙酰氨基-2-氯-6-(异丙基氨基)-s-三嗪、4-氨基-2-氯-6-(异丙基氨基)-s-三嗪、4-乙酰氨基-2-氯-6-(乙基氨基)-s-三嗪、6-氨基-2-氯-4-(乙基氨基)-s-三嗪、4-乙酰氨基-6-氨基-2-氯-s-三嗪、2-氯-4,6-二氨基-s-三嗪，以及首次报告的4-乙酰氨基-2-羟基-6-(异丙基氨基)-s-三嗪。HPLC/ES-MS/MS为鉴定水样中多种莠去津转化产物