Imazamox (CL29926)
(Synonyms: 甲氧咪草烟; CL29926; (±)-Imazamox) 目录号 : GC30093
Imazamox (CL29926) (CL29926) 是一种内吸性除草剂，具有高选择性、高活性、安全性和广谱活性，可抑制植物中乙酰乳酸合酶 (ALS) 的产生，进而抑制植物生长并最终导致植物死亡。
Cas No.:114311-32-9
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
Imazamox is an imidazolinone (IMI) herbicides, inhibition of the biosynthesis of acetohydroxyacid synthase, which would then inhibit plant growth and ultimately lead to plant death.increase the GST (The glutathione-S-transferase) activity.in vivo: Half-life of imazamox in the soil ranges from 1 to 3 months exhibit low mammalian toxicity. [1] plants are treated with imazamox (250 μM) in the nutrient solution and harvested 7 days after. Imazamox is mainly accumulated inV. sativa, six fold higher than those detected in P.vulgaris. [2]
[1]. Wei J et al. Enantioselective Phytotoxicity of Imazamox Against Maize Seedlings. Bull Environ Contam Toxicol. 2016 Feb;96(2):242-7. [2]. García-Garijo A et al. Metabolic responses in root nodules of Phaseolus vulgaris and Vicia sativa exposed to the imazamoxherbicide. Pestic Biochem Physiol. 2014 May;111:19-23.
| Cas No. | 114311-32-9 | SDF | |
| 别名 | 甲氧咪草烟; CL29926; (±)-Imazamox | ||
| Canonical SMILES | O=C(C1=CC(COC)=CN=C1C(NC2(C)C(C)C)=NC2=O)O | ||
| 分子式 | C15H19N3O4 | 分子量 | 305.33 |
| 溶解度 | DMSO : 20 mg/mL (65.50 mM) | 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 | 3.2751 mL | 16.3757 mL | 32.7514 mL |
| 5 mM | 0.655 mL | 3.2751 mL | 6.5503 mL |
| 10 mM | 0.3275 mL | 1.6376 mL | 3.2751 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。
Imazamox-clay complexes with chitosan- and iron(III)-modified smectites and their use in nanoformulations
Pest Manag Sci 2016 Jul;72(7):1285-94.26436824 10.1002/ps.4106
Background: Imazamox is an ionisable herbicide, weakly retained and with high soil vertical mobility, that is used for the control of the root-parasitic plants Orobanche spp. A natural smectite (SW) modified with the biopolymer chitosan (Ch) or with Fe(3+) cation was assayed as adsorbent or carrier for Imazamox controlled-release formulations (CRFs). Results: The greatest adsorption (74%) was observed for SWFe at high initial concentration (500 µM) and low pH (4.3). The interaction mechanism of Imazamox on SWFe implies interlayer polar adsorption, followed by protonation of the imidazolinone ring, whereas ionic, polar and hydrophobic interactions seemed to occur in Imazamox adsorption on SWCh. The herbicide release into water was inversely related to the strength of the imazamox-clay interactions and ranged in the first 10 min for imazamox-SWFe and imazamox-SWCh complexes from 27 to 75%, whereas commercial Imazamox released 86%. The imazamox-SWCh weak complex (SWCh6 WC) showed similar herbicidal activity to the commercial formulation but produced a reduction of 15% in the total soil leaching losses and a reduction of 40% in the peak maximum concentration in soil column leachates. Conclusion: The imazamox-clay weak complex (WC) of SWFe and SWCh and the strong complex (SC) with SWCh showed appropriate behaviour as nanopesticides or smart delivery systems to be incorporated in CRFs. © 2015 Society of Chemical Industry.
Enantioselective Phytotoxicity of Imazamox Against Maize Seedlings
Bull Environ Contam Toxicol 2016 Feb;96(2):242-7.26508428 10.1007/s00128-015-1682-6
There is increasing concern about the enantioselective effects of chiral herbicides. To study the enantioselective toxicity of the chiral herbicide Imazamox on maize, maize seedlings (Zhengda 619, Zea mays L.) were exposed to Imazamox racemate and enantiomers in hydroponic experiments. The results showed that Imazamox enantiomers selectively affected maize. The effective concentration of Rac-, S- and R-imazamox that caused 50 % inhibition after 5 days treatments (EC50,5d) were 0.4212, 1.2142 and 0.2460 mg L(-1), respectively, for maize root length; 0.0002, 0.1005, 0.0032 mg L(-1), respectively, for maize root fresh weight; 0.7114, 1.4056 and 0.4530 mg L(-1), respectively, for maize shoot height; 0.6220, 1.5418, 0.2286 mg L(-1), respectively, for maize shoot fresh weight; and 0.1100, 0.3306, 0.0307 mg L(-1), respectively, for the total chlorophyll content of leaves. The root morphological parameters and root activity reflected the toxicity effects in the order R-imazamox > Rac-imazamox > S-imazamox. Maize roots were more sensitive to Imazamox than maize shoots. The chiral herbicide Imazamox poses enantioselective phytotoxicity on maize seedlings: the order of toxicity is R-imazamox > Rac-imazamox > S-imazamox.
An imazamox-based herbicide causes apoptotic changes in rat liver and pancreas
Toxicol Rep 2018 Nov 19;6:42-50.30560060 PMC6289906
We studied the acute toxicity of an imazamox-based herbicide at 12, 24 and 36 mg/kg body (bw) weight Imazamox equivalent dose on the liver and pancreatic tissue in Sprague Dawley rats. Alanine aminotransferase (ALT) and aspartate aminotransferase (AST) activities, glucose, calcium as well as creatinine, were determined in blood samples, which were collected after 24, 48 and 72 h exposure. Caspase 3 and anti-insulin expression and immunopositivity were evaluated using in situ hybridization and immunohistochemistry, respectively. The imazamox-based herbicide evaluated in this study induced toxic effects even from the lowest dose tested (12 mg/kg bw). The two highest doses caused a statistically significant cytotoxicity on the Langerhans islet cells. Necrotic and degenerative changes were detected in hepatocytes at the two highest doses. Imazamox is considered to be poorly toxic to the liver. Nevertheless, the imazamox-based herbicide formulation tested here reduced the size of the β-islet cells, induced an elevation in serum glucose and calcium. Our data shows that commercial formulations of Imazamox containing various co-formulants can have hepatic and pancreatic toxic effects.
Influence of temperature on the retention, absorption and translocation of fomesafen and Imazamox in Euphorbia heterophylla
Pestic Biochem Physiol 2021 Mar;173:104794.33771265 10.1016/j.pestbp.2021.104794
Climate change will be an additional issue to the challenge to manage herbicide resistant weeds. This work investigated the impact of three temperature regimes (10/5, 20/15 and 30/25 °C) on the efficacy, foliar retention, absorption and translocation of fomesafen, protoporphyrinogen oxidase (PPO) inhibitor, and Imazamox, acetolactate synthase (ALS) inhibitor, between two Euphorbia heterophylla populations, one susceptible (S) and one multiple PPO and ALS resistant (R). The R population went from 5 (fomesafen) and 12 (Imazamox) times more resistant than the S population at 10/5 °C to more than 100 times to both herbicides at 20/15 and 30/25 °C. Leaf retention of fomesafen was not affected by temperature; however, Imazamox retention was less at 10/5 and 20/15 °C than at 30/25 °C, and the R population always retained less Imazamox than the S population. 14C-fomesafen absorption was similar between populations, but lower amounts were absorbed at 10/5 °C regardless of the evaluation time. Recovered 14C-imazamox rates decreased in both populations as the evaluation time increased, ranging from 82 to 92% at 6 h after treatment (HAT), and from 47 to 76% at 48 HAT, depending on the temperature regime. The 14C-imazamox losses were greater from 24 HAT in R plants grown at 30/25 °C and in all temperature regimes at 48 HAT. Although both populations translocated large amounts of Imazamox, the S population distributed it in the rest of the plant (33%) and roots (15%), while the R population kept it mainly on the treated leaf (24%) or lost ~20% more herbicide than S population at 48 HAT, indicating the need for further studies on root exudation between these populations. Low temperatures reduced resistance levels to fomesafen and Imazamox in E. heterophylla, suggesting that temperature influences the expression of the mechanisms that govern this multiple resistance.
Multiple mechanisms are involved in new imazamox-resistant varieties of durum and soft wheat
Sci Rep 2017 Nov 1;7(1):14839.29093532 PMC5665993
Weed control in wheat is one of the major goals of farmers in their efforts toward obtaining the highest crop yields for human foods. Several studies (dose-response, enzyme activity, absorption-translocation and metabolism) were conducted to characterize the resistance level of two new wheat cultivars called Rafalín (Triticum aestivum) and Antoñín (T. durum) that were obtained by conventional breeding based on Clearfield® technology; they are resistant (R) to Imazamox compared to their sensitive (S) counterparts (Gazul and Simeto, respectively). The R-cultivars were 93.7-fold (Rafalín) and 43.7-fold (Antoñín) more resistant than their respective S-cultivars. The acetolactate synthase (ALS) enzyme activity revealed high resistance to imidazolinone (IMI) herbicides in R-cultivars, but no cross-resistance to other ALS herbicides was found. The Ser653Asn mutation that confers resistance to IMI herbicides was identified in the imi1 and imi2 genes of Rafalín and only in the imi1 gene of Antoñín. The 14C-imazamox absorption did not differ between the R- and S-cultivars. Imazamox was metabolized by Cyt-P450 into imazamox-hydroxyl and imazamox-glucoside in the R-cultivars, altering their translocation patterns. The differential sensitivity to Imazamox between R-cultivars was due to the number of resistance genes that carry each genotype. The R-cultivars Rafalín and Antoñín could be excellent weed control tools.