Amicarbazone
(Synonyms: 胺唑草酮; BAY314666; BAY-MKH 3586) 目录号 : GC35317
Amicarbazone(BAY-MKH3586; BAY314666) 通过与光系统II（PSII）的 Qb 结构域结合而成为光合电子传递的有效抑制剂；具有广谱杂草控制的除草剂。
Cas No.:129909-90-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Amicarbazone(BAY-MKH3586; BAY314666) is a potent inhibitor of photosynthetic electron transport via binding to the Qb domain of photosystem II (PSII); herbicide with a broad spectrum of weed control.IC50 value:Target: PSII inhibitorThe phenotypic responses of sensitive plants exposed to amicarbazone include chlorosis, stunted growth, tissue necrosis, and death. Its efficacy as both a foliar- and root-applied herbicide suggests that absorption and translocation of this compound is very rapid. As a result, its efficacy is susceptible to the most common form of resistance to PSII inhibitors. Nonetheless, amicarbazone has a good selectivity profile and is a more potent herbicide than atrazine, which enables its use at lower rates than those of traditional photosynthetic inhibitors.
[1]. Franck E. Dayan, et al. Amicarbazone, a New Photosystem II Inhibitor. ed Science 57(6):579-583. 2009
| Cas No. | 129909-90-6 | SDF | |
| 别名 | 胺唑草酮; BAY314666; BAY-MKH 3586 | ||
| Canonical SMILES | O=C(N1N=C(C(C)C)N(N)C1=O)NC(C)(C)C | ||
| 分子式 | C10H19N5O2 | 分子量 | 241.29 |
| 溶解度 | Water: 1 mg/mL (4.14 mM; ultrasonic and heat to 50°C) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.1444 mL | 20.722 mL | 41.4439 mL |
| 5 mM | 0.8289 mL | 4.1444 mL | 8.2888 mL |
| 10 mM | 0.4144 mL | 2.0722 mL | 4.1444 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Amicarbazone
Acta Crystallogr Sect E Struct Rep Online 2013 Mar 28;69(Pt 4):o603.PMID:23634130DOI:10.1107/S1600536813007782.
Three independent mol-ecules comprise the asymmetric unit of the title compound, C10H19N5O2, (systematic name: 4-amino-N-tert-butyl-3-isopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-carboxamide) . In all three mol-ecules, the triazole ring and the carboxamide group are almost coplanar [within 4.0-5.9 (9)°], particularly because of the formation of an intra-molecular N-H⋯O hydrogen bond. On other hand, the orientation of the isopropyl group varies significantly from mol-ecule to mol-ecule. The crystal packing is dominated by N-H⋯O and N-H⋯N hydrogen bonds, which connect the mol-ecules into infinite chains along [010].
Amicarbazone degradation promoted by ZVI-activated persulfate: study of relevant variables for practical application
Environ Sci Pollut Res Int 2018 Feb;25(6):5474-5483.PMID:29214480DOI:10.1007/s11356-017-0862-9.
Alarming amounts of organic pollutants are being detected in waterbodies due to their ineffective removal by conventional treatment techniques, which warn of the urgent need of developing new technologies for their remediation. In this context, advanced oxidation processes (AOPs), especially those based on Fenton reactions, have proved to be suitable alternatives, due to their efficacy of removing persistent organic compounds. However, the use of ferrous iron in these processes has several operational constraints; to avoid this, an alternative iron source was here investigated: zero-valent-iron (ZVI). A Fenton-like process based on the activation of a recently explored oxidant-persulfate (PS)-with ZVI was applied to degrade an emerging contaminant: Amicarbazone (AMZ). The influence of ZVI size and source, PS/ZVI ratio, pH, UVA radiation, dissolved O2, and inorganic ions was evaluated in terms of AMZ removal efficiency. So far, this is the first time these parameters are simultaneously investigated, in the same study, to evaluate a ZVI-activated PS process. The radical mechanism was also explored and two radical scavengers were used to determine the identity of major active species taking part in the degradation of AMZ. The degradation efficiency was found to be strongly affected by the ZVI dosage, while positively affected by the PS concentration. The PS/ZVI system enabled AMZ degradation in a wide range of pH, although with a lower efficiency under slightly alkaline conditions. Dissolved O2 revealed to play an important role in reaction kinetics as well as the presence of inorganic ions. UVA radiation seems to improve the degradation kinetics only in the presence of extra O2 content. Radicals quenching experiments indicated that both sulfate (SO4•-) and hydroxyl (•OH) radicals contributed to the overall oxidation performance, but SO4•- was the dominant oxidative species.
Analysis of Amicarbazone and its two metabolites in grains and soybeans by liquid chromatography with tandem mass spectrometry
J Sep Sci 2015 Jul;38(13):2245-52.PMID:25907799DOI:10.1002/jssc.201500265.
A sensitive, simple and reliable analytical method based on a modified quick, easy, cheap, effective, rugged, safe sample preparation and liquid chromatography with tandem mass spectrometry detection was developed for the simultaneous determination of Amicarbazone and its two major metabolites desamino Amicarbazone and isopropyl-2-hydroxy-desamino Amicarbazone residues in grains (rice, wheat, corn, buckwheat) and soybean. Several parameters, including liquid chromatography and tandem mass spectrometry conditions, extraction approaches and the adsorbents for clean-up, which might influence the accuracy of the method, were extensively investigated. The established method was further validated by determining the linearity (R(2) > 0.99), fortified recovery (79-118%), precision (1-12%) and sensitivity (limit of quantification, 5 μg/kg for Amicarbazone and desamino Amicarbazone, and 10 μg/kg for isopropyl-2-hydroxy-desamino Amicarbazone). Finally, the established method was successfully applied to determine the residues of Amicarbazone and its metabolites in 49 real samples of grain and soybean.
Evaluation of Amicarbazone toxicity removal through degradation processes based on hydroxyl and sulfate radicals
J Environ Sci Health A Tox Hazard Subst Environ Eng 2019;54(11):1126-1143.PMID:31328643DOI:10.1080/10934529.2019.1643693.
The herbicide Amicarbazone (AMZ), which appeared as a possible alternative to atrazine, presents moderate environmental persistence and is unlikely to be removed by conventional water treatment techniques. Advanced oxidation processes (AOPs) driven by •OH and/or SO4•- radicals are then promising alternatives to AMZ-contaminated waters remediation, even though, in some cases, they can originate more toxic degradation products than the parent-compound. Therefore, assessing treated solutions toxicity prior to disposal is of extreme importance. In this study, the toxicity of AMZ solutions, before and after treatment with different •OH-driven and SO4•--driven AOPs, was evaluated for five different microorganisms: Vibrio fischeri, Chlorella vulgaris, Tetrahymena thermophila, Escherichia coli, and Bacillus subtilis. In general, the toxic response of AMZ was greatly affected by the addition of reactants, especially when persulfate (PS) and/or Fe(III)-carboxylate complexes were added. The modifications of this response after treatment were correlated with AMZ intermediates, which were identified by mass spectrometry. Thus, low molecular weight by-products, resulting from fast degradation kinetics, were associated with increased toxicity to bacteria and trophic effects to microalgae. These observations were compared with toxicological predictions given by a Structure-Activity Relationships software, which revealed to be fairly compatible with our empirical findings.
Physiological effects of temperature on turfgrass tolerance to Amicarbazone
Pest Manag Sci 2015 Apr;71(4):571-8.PMID:25045054DOI:10.1002/ps.3853.
Background: Amicarbazone effectively controls annual bluegrass (Poa annua L.) in bermudagrass [Cynodon dactylon (L.) Pers. × C. transvaalensis Burtt-Davy] and tall fescue (Festuca arundinacea Schreb.) with spring applications, but summer applications may excessively injure tall fescue. The objective of this research was to investigate physiological effects of temperature on Amicarbazone efficacy, absorption, translocation and metabolism in annual bluegrass, bermudagrass and tall fescue. Results: At 25/20 °C (day/night), annual bluegrass absorbed 58 and 40% more foliar-applied Amicarbazone than bermudagrass and tall fescue, respectively, after 72 h. Foliar absorption increased at 40/35 °C in all species, compared with 25/20 °C, and tall fescue had similar absorption to annual bluegrass at 40/35 °C. At 6 days after treatment, annual bluegrass metabolized 54% of foliar-applied Amicarbazone, while bermudagrass and tall fescue metabolized 67 and 64% respectively. Conclusion: Tall fescue is more tolerant to Amicarbazone than annual bluegrass at moderate temperatures (≈25/20 °C) owing to less absorption and greater metabolism. However, tall fescue susceptibility to Amicarbazone injury at high temperatures (40/35 °C) results from enhanced herbicide absorption compared with lower temperatures (25/20 °C). Bermudagrass is more tolerant to Amicarbazone than annual bluegrass and tall fescue owing to less herbicide absorption, regardless of temperature.