| Size | Price | Stock | Qty |
|---|---|---|---|
| 100mg |
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| Other Sizes |
| ln Vivo |
Treatment with chlorimuron-ethyl (30 mg/kg) significantly damages CHL accumulation[1].
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|---|---|
| ADME/Pharmacokinetics |
Absorption, Distribution and Excretion
The compound chlorimuron-ethyl is absorbed via the gastrointestinal tract and excreted in equal amounts via urine and feces, with a biological half-life of approximately 50 hours. Chlorimuron-ethyl is distributed throughout the body, primarily in the liver. Metabolism/Metabolites Chlorimuron-ethyl is extensively metabolized in both male and female rats at both low and high doses. Excretion monitoring lasted up to 168 hours, with equal amounts of radioactive material excreted via urine and feces at both low and high doses. The half-life is 50 hours. Five major metabolites were identified. (14)C-chlorimuron-ethyl is readily absorbed by the roots of young, intact maize seedlings and by cuts in detached leaves, but not readily by intact leaves. Under the conditions employed, the metabolic rate of (14)C-chlorimuron-ethyl in both intact roots and detached leaves was moderate (approximately 2.4 nmol/g fresh weight tissue/hour). Based on high performance liquid chromatography analysis, the metabolic pathways of (14)C-chlorimuron-methyl appear to be similar in roots and leaves. Seven hours after herbicide treatment, (14)C-chlorimuron-methyl and 10 radioactive metabolites were detected in maize roots. (14) C-chloropyrimidine ethyl ester and its following metabolites (roughly ordered by abundance): chloropyrimidine ethyl ester (N-(4-chloro-6-methoxypyrimidine-2-yl)-N'-(2-ethoxycarbonylbenzenesulfonyl)urea; N-(4-chloro-5-hydroxy-6-methoxypyrimidine-2-yl)-N'-(2-ethoxycarbonylbenzenesulfonyl)urea, 2-ethoxycarbonylbenzenesulfonamide, N-(4-(S-glutathioneyl)-6-methoxypyrimidine-2-yl)-N'-(2-ethoxycarbonylbenzenesulfonyl)urea, N-(4-(S-glutathioneyl)-5-hydroxy-6-methoxypyrimidine-2-yl)-N'-(2-ethoxycarbonylbenzenesulfonyl)urea, N-(4-chloro-5-(O-β-D-glucosyl)-6-methoxypyrimidin-2-yl)-N'-ethoxycarbonylbenzenesulfonyl)urea and N-(4-(S-cysteyl)-6-methoxypyrimidin-2-yl)-N'-(2-ethoxycarbonylbenzenesulfonyl)urea. Chlorimuron-ethyl ester and its metabolites were purified by high-performance liquid chromatography (HPLC) and characterized by rapid atomic impact mass spectrometry (FABMS). In addition to FABMS, some metabolites were characterized by the following methods: synthesis, β-glucosidase hydrolysis, hydrolysis product analysis, electron impact mass spectrometry (EIMMS), and proton nuclear magnetic resonance (400 MHz). Biological half-life Approximately 50 hours |
| Toxicity/Toxicokinetics |
Toxicity Data
LC50 (Rat) > 5,000 mg/m³/4h Non-human toxicity values Rat inhalation LC50 >5 mg/L/4 hours Rabbit dermal LD50 >2000 mg/kg Rat oral LD50 >5000 mg/kg |
| References | |
| Additional Infomation |
Chlorimuron-methyl ethyl ester is a colorless crystal used as a herbicide. Chlorimuron-methyl ethyl ester is an ethyl ester formed by the condensation of the carboxyl group of chlorimuron with ethanol. As a precursor herbicide of chlorimuron, it is used as a herbicide against broadleaf weeds in peanuts, soybeans, and other crops. It has multiple functions, including as a precursor herbicide, an EC 2.2.1.6 (acetolactate synthase) inhibitor, and an agrochemical. It is a sulfonylurea ester, N-sulfonylurea compound, aromatic ether, ethyl ester, organochlorine pesticide, and pyrimidine compound. Its function is similar to that of chlorimuron. It is the conjugate acid of chlorimuron-methyl ethyl ester (1-). Mechanism of Action: A sulfonylurea herbicide that inhibits acetolactate synthase, thereby regulating plant growth. A branched-chain amino acid synthesis (ASL or AHAS) inhibitor. It works by inhibiting the biosynthesis of the essential amino acids valine and isoleucine, thereby preventing cell division and plant growth. Crop selectivity stems from its effects on plant metabolism, including homoglutathione binding and deesterification. ...acetolactate synthase is a target enzyme of chlorimuron-methyl.
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| Molecular Formula |
C15H15CLN4O6S
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|---|---|
| Molecular Weight |
414.82
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| Exact Mass |
414.04
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| CAS # |
90982-32-4
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| PubChem CID |
56160
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| Appearance |
Crystals from butyl chloride
White solid Colorless crystals |
| Density |
1.493 g/cm3
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| Melting Point |
180-182°C
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| Index of Refraction |
1.598
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| LogP |
3.37
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
8
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| Rotatable Bond Count |
7
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| Heavy Atom Count |
27
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| Complexity |
628
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O=C(C1C(S(NC(NC2N=C(OC)C=C(Cl)N=2)=O)(=O)=O)=CC=CC=1)OCC
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| InChi Key |
NSWAMPCUPHPTTC-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C15H15ClN4O6S/c1-3-26-13(21)9-6-4-5-7-10(9)27(23,24)20-15(22)19-14-17-11(16)8-12(18-14)25-2/h4-8H,3H2,1-2H3,(H2,17,18,19,20,22)
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| Chemical Name |
ethyl 2-[(4-chloro-6-methoxypyrimidin-2-yl)carbamoylsulfamoyl]benzoate
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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: 250 mg/mL (602.67 mM)
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|---|---|
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.4107 mL | 12.0534 mL | 24.1068 mL | |
| 5 mM | 0.4821 mL | 2.4107 mL | 4.8214 mL | |
| 10 mM | 0.2411 mL | 1.2053 mL | 2.4107 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.