Size | Price | Stock | Qty |
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50mg |
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Other Sizes |
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ln Vitro |
Imazethapyr is a herbicide that is part of the imidazolinones family, which is widely used in many cropping systems to increase crop yields and shield crops from weeds and annual grasses in soybean and peanut cultivation. Imazethapyr would influence the transcription of genes linked to photosynthesis, suppress the plant's antioxidant system, and have an impact on the synthesis of chlorophyll[2].
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ADME/Pharmacokinetics |
Absorption, Distribution and Excretion
In rats, following oral administration, 92% was excreted in the urine and 5% in the feces within 24 hr. Residue levels in blood, liver, kidney, muscle, and fat tissues were <0.01 ppm after 48 hr. Metabolism / Metabolites In a rat metabolism study, almost 100% of the administered radiolabeled test material /imazethapyr/ was recovered in the excreta within 96 hours (89-95% in the urine and 6-11% in the feces). Greater than 95% of the oral dose was excreted in the first 31 hours. The major residue in both urine and feces was the parent compound. Approximately 2% of the oral dose was metabolized and excreted as CL 288511 (1-hydroxy ethyl derivative of imazethapyr). A high percentage of the administered material was excreted in the urine as the unmodified parent compound (> 97%) and a very small amount as CL 288511. In the high dose group, the unmodified parent compound was the major fecal component in both sexes, particularly at 12 hours or less. CL 288511 was the major metabolite. One unknown metabolite was also found in significant quantities. In the low dose group, six components were found in the feces: parent compound, CL 288511, the unknown previously mentioned and three minor unknowns. Rapidly metabolized in non-susceptible plants (50% loss in soyabeans in 1.6 days). |
Toxicity/Toxicokinetics |
Toxicity Data
LC50 (rat) = 3,270 mg/m3 Non-Human Toxicity Values LD50 Rat oral >5000 mg/kg LD50 Rabbit dermal >2000 mg/kg LC50 Rat inhalation 3.27 mg/L /Duration not specified/ |
References |
[1]. Luca Carena, et al. Modelling the photochemistry of imazethapyr in rice paddy water. Sci Total Environ. 2018 Dec 10;644:1391-1398.
[2]. Yanqiang Zhou, et al. Preparation of Imazethapyr Surface Molecularly Imprinted Polymers for Its Selective Recognition of Imazethapyr in Soil Samples. J Anal Methods Chem. 2018 Sep 30;2018:7535417. |
Additional Infomation |
Imazethapyr is an aromatic carboxylic acid and a member of pyridines.
Mechanism of Action Absorbed by plant roots and foliage, being translocated to meristematic regions where it inhibits the biosynthesis of valine, leucine and isoleucine preventing cell division. Imazapyr (IMZR), Imazapic (IMZC), Imazethapyr (IMZT), Imazamox (IMZX) and Imazaquin (IMZQ) ... are classified as imidazolinone (IMI) herbicides and their mode of action is to inhibit acetohydroxyacid synthase (AHAS), an enzyme involved in the biosynthesis of the amino acids leucine, isoleucine and valine. ... |
Molecular Formula |
C15H19N3O3
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Molecular Weight |
289.33
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Exact Mass |
289.143
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CAS # |
81335-77-5
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Related CAS # |
101917-66-2 (ammonium-salt)
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PubChem CID |
54740
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Appearance |
White to off-white crystalline solid
Off-white to tan solid |
Density |
1.28 g/cm3
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Boiling Point |
446.8ºC at 760 mmHg
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Melting Point |
169-173ºC
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Flash Point |
224ºC
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LogP |
1.397
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Hydrogen Bond Donor Count |
2
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Hydrogen Bond Acceptor Count |
5
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Rotatable Bond Count |
4
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Heavy Atom Count |
21
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Complexity |
475
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Defined Atom Stereocenter Count |
0
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SMILES |
O=C(C1C(C2NC(C(C)C)(C)C(=O)N=2)=NC=C(CC)C=1)O
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InChi Key |
XVOKUMIPKHGGTN-UHFFFAOYSA-N
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InChi Code |
InChI=1S/C15H19N3O3/c1-5-9-6-10(13(19)20)11(16-7-9)12-17-14(21)15(4,18-12)8(2)3/h6-8H,5H2,1-4H3,(H,19,20)(H,17,18,21)
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Chemical Name |
5-ethyl-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)pyridine-3-carboxylic acid
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO: 83.33 mg/mL (288.01 mM)
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Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (7.19 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (7.19 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (7.19 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.4563 mL | 17.2813 mL | 34.5626 mL | |
5 mM | 0.6913 mL | 3.4563 mL | 6.9125 mL | |
10 mM | 0.3456 mL | 1.7281 mL | 3.4563 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.