嗪草酮多巴胺 | 35045-02-4

• 物质功能分类: 化学农药原药 - 杀虫剂 - 有机氯杀虫剂
• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 嗪草酮多巴胺
• 英文名称: desaminometribuzin
• 英文别名: 1,2,4-Triazin-5(2H)-one, 6-(1,1-dimethylethyl)-3-(methylthio)-；6-tert-butyl-3-methylsulfanyl-4H-1,2,4-triazin-5-one
• CAS: 35045-02-4
• 化学式: C₈H₁₃N₃OS
• mdl: MFCD00270156
• 分子量: 199.277
• InChiKey: MIWRSUQXSCLDNV-UHFFFAOYSA-N

物化性质

• 熔点：
  199-200 °C
• 密度：
  1.24±0.1 g/cm3(Predicted)
• 保留指数：
  1836.9
• 稳定性/保质期：
  常规情况下不会分解，也没有危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  79.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933699090
• 储存条件：
  密封保存于－18 ℃ 干燥环境中

反应信息

• 作为反应物：
  描述：

  嗪草酮多巴胺 在 双氧水 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以10%的产率得到嗪草酮DADK
  参考文献：
  名称：

  5,10,15,20-四芳基卟啉铁（III）氯化物催化过氧化氢仿制甲卡因

  摘要：

  赛克津的仿生氧化，氢气的前和出苗后除草剂过氧化物通过5,10,15,20- tetraarylporphyrinatoiron（III）氯化物[TAPFe（III）CL]催化，已被研究，得到6-吨丁基- 3-甲硫基1,2,4-三嗪-5（4 H）-一，4-氨基-6-叔丁基-3,5（2 H，4 H）-二酮和6-叔丁基-1在各种反应条件下，2,4-三嗪-3,5（2 H，4 H）-二酮。

  DOI：

  10.1016/j.tetlet.2007.05.115
• 作为产物：
  描述：

  嗪草酮 在 磷酸 、 sodium nitrite 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 0.67h， 以85%的产率得到嗪草酮多巴胺
  参考文献：
  名称：

  6-叔丁基-5-氧代-1,2,4-三嗪-3-羧酸盐的裂解-氧化和反应性合成

  摘要：

  7-bromo-1,4-dihydropyrazolo[5,1- c ][1,2,4]triazin-4-ols 与 BuLi 的开环 2-(1,2,4-triazin-3(2 H ) -亚叉基）丙二腈，在伯醇存在下用m CPBA 处理得到一系列新的烷基 6-叔丁基-2-R 1 -5-氧代-2,5-二氢-1,2,4- triazine-3-carboxylates (Alk = Me, Et, Bu n , Bu i , neopentyl; R 1  = Me, Bu n , CH 2 Boc) 的收率很高。后者与脂肪胺、水合肼或氢氧化钾反应得到相应的N -R 2 3-甲酰胺和酰肼（R 2 = Me, Bu t , NH 2 ) 或 3-未取代的衍生物作为脱羧的结果。在 C3 环位置进行亲核加成并进一步氧化芳构化导致官能化的 3-R 3 -1,2,4-triazin-5(2 H )-ones

  DOI：

  10.1016/j.tetlet.2022.154097

文献信息

• Design, synthesis and biological evaluation of 2-aminopyrimidinones and their 6-aza-analogs as a new class of CK2 inhibitors
  作者：Maksym O. Chekanov、Olga V. Ostrynska、Sergii S. Tarnavskyi、Anatoliy R. Synyugin、Nadiia V. Briukhovetska、Volodymyr G. Bdzhola、Alexander E. Pashenko、Andrey A. Fokin、Sergiy M. Yarmoluk

  DOI：10.3109/14756366.2013.837898

  日期：2014.10.1

  In order to find the new potent CK2 inhibitors the 60 derivatives of 2-aminopyrimidinone and their 6-aza-substituted analogs were synthesized and tested in vitro. Among them, the most efficient inhibitor 2-hydroxy-5-[4-(4-methoxyphehyl)-6-oxo-1,6-dihydropyrimidin-2-ylamino] benzoic acid was identified (IC50 = 1.1 mu M). The structure-activity relationship study of newly synthesized derivatives was carried out and their binding mode with adenosine triphosphate-acceptor site of CK2 was proposed.
• Sanemitsu, Yuzuru; Nakayama, Yoshinori; Shiroshita, Masao, Journal of Heterocyclic Chemistry, 1983, vol. 20, p. 1671 - 1675
  作者：Sanemitsu, Yuzuru、Nakayama, Yoshinori、Shiroshita, Masao

  DOI：——

  日期：——
• Specific deamination of 4-amino-1,2,4-triazin-5(4H)-ones by catalytic oxidation with t-butylhydroperoxide. A chemical model for metabolism of 1,2,4-triazine herbicides
  作者：Y. Nakayama、Y. Sanemitsu、H. Yoshioka、A. Nishinaga

  DOI：10.1016/s0040-4039(00)87379-7

  日期：1982.1
• Photocatalytic mitigation of triazinone herbicide residues using titanium dioxide in slurry photoreactor
  作者：N. Vela、J. Fenoll、I. Garrido、G. Navarro、M. Gambín、S. Navarro

  DOI：10.1016/j.cattod.2014.12.011

  日期：2015.9

  Heterogeneous photocatalysis offers an alternative for the treatment of wastewater containing refractory pollutants. The photocatalytic degradation of metamitron and metribuzin, asymmetrical triazine compounds used worldwide as herbicides, was investigated in aqueous suspension of different commercial TiO2 nanopowders with different composition of anatase/rutile phases, using artificial UV-A light. In addition, we have studied the role of the most important operating parameters (catalyst loading, effect of electron acceptor, pH, light intensity, initial concentration of pollutants, and interfering substances) on the photooxidation of both herbicides. TiO2 P25 (70% anatase/30% rutile) was found to be highly active for herbicide decomposition. The progress of photocatalytic degradation of both herbicides has been observed by monitoring the change in substrate concentration using HPLC/MS2. Results showed that the addition of TiO2 in tandem with an electron acceptor like Na2S2O8 strongly enhances the degradation rate of metamitron and metribuzin in comparison with photolytic test. The degradation of these herbicides followed a pseudo-first order kinetics. The time required for 50% degradation was lower than 8 min for both. Thus, complete disappearance was achieved after 30 min of illumination in the TiO2/Na2S2O8 system. Both herbicides were rapidly deaminated. (C) 2014 Elsevier B.V. All rights reserved.
• Jacobsen, Noel W.; Rose, Stephen E., Australian Journal of Chemistry, 1988, vol. 41, # 4, p. 609 - 615
  作者：Jacobsen, Noel W.、Rose, Stephen E.

  DOI：——

  日期：——