| Size | Price | Stock | Qty |
|---|---|---|---|
| 50mg |
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| 100mg |
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| 250mg | |||
| Other Sizes |
| Targets |
(S)-Metolachor targets the biosynthesis of very-long-chain fatty acids (VLCFAs) in susceptible plants, inhibiting the elongase enzyme system involved in the condensation of acetyl-CoA with long-chain fatty acids, thereby disrupting cell membrane formation in developing seedlings.
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|---|---|
| ln Vitro |
In vitro studies demonstrate that (S)-Metolachor effectively inhibits VLCFA elongation in plant microsomal preparations, with the S-isomer showing significantly higher herbicidal activity compared to the R-isomer, reflecting its enantioselective target interaction and greater potency at the molecular level.
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| ln Vivo |
In vivo, (S)-Metolachor is absorbed primarily through the emerging shoots (coleoptile of grasses) and to a lesser extent by roots, causing inhibited shoot growth and root development in weed seedlings, leading to emergence failure and characteristic tightly-furled leaves in grasses that do emerge.
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| Enzyme Assay |
The in vitro enzyme assay for (S)-Metolachor involves preparing microsomal fractions from etiolated plant seedlings, incubating with radiolabeled malonyl-CoA and fatty acyl primers, and measuring the inhibition of VLCFA elongation by quantifying the incorporation of radioactivity into fatty acid products via radio-HPLC or scintillation counting.
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| Cell Assay |
In vitro cell culture studies utilize plant cell suspension cultures (e.g., from maize or soybean) treated with varying concentrations of (S)-Metolachor, with cell viability assessed via Evans blue staining or FDA staining, and fatty acid composition analyzed by GC-MS to determine the extent of VLCFA synthesis inhibition.
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| Animal Protocol |
In vivo animal studies are not applicable for this herbicide; however, standard environmental toxicity assays involve exposing earthworms (Eisenia fetida) or aquatic organisms (Daphnia magna) to (S)-Metolachor in controlled systems, monitoring mortality, reproductive effects, and behavioral changes over 48-96 hours according to OECD guidelines.
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| ADME/Pharmacokinetics |
Metabolism / Metabolites
S-metolachlor's known human metabolites include 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-hydroxy-1-methylethyl)acetamide. (S)-Metolachor exhibits moderate soil persistence with a half-life ranging from 15 to 50 days depending on soil type and conditions; it is readily absorbed by plant roots and shoots, with systemic translocation primarily via the xylem, and undergoes metabolic degradation in plants and soil microorganisms. |
| Toxicity/Toxicokinetics |
(S)-Metolachor shows low acute toxicity to mammals (LD50 > 2000 mg/kg in rats), is not classified as a carcinogen, and exhibits low toxicity to birds and beneficial insects, though it is moderately toxic to fish and aquatic invertebrates, with careful environmental risk assessment required for application near water bodies.
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| Additional Infomation |
(S)-Metholatum is the (S)-enantiomer of 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropyl-2-yl)acetamide, and also the enantiomer of (R)-Metholatum.
(S)-Metolachor is registered for agricultural use in numerous countries, applied pre-emergence or early post-emergence at rates of 1.0-2.5 kg active ingredient per hectare; it is available in various formulations including emulsifiable concentrates and microencapsulated suspensions, and is often used in combination with other herbicides for resistance management and broader weed control spectra. |
| Molecular Formula |
C15H22CLNO2
|
|---|---|
| Molecular Weight |
283.79
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| Exact Mass |
283.134
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| CAS # |
87392-12-9
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| Related CAS # |
Metolachlor;51218-45-2
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| PubChem CID |
11140605
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| Appearance |
Typically exists as solid at room temperature
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| Density |
1.101g/cm3
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| Boiling Point |
670.9ºC at 760 mmHg
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| Melting Point |
-39.9°C
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| Flash Point |
4ºC
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| Vapour Pressure |
0mmHg at 25°C
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| Index of Refraction |
1.533
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| LogP |
3.164
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
2
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| Rotatable Bond Count |
6
|
| Heavy Atom Count |
19
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| Complexity |
285
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| Defined Atom Stereocenter Count |
1
|
| SMILES |
N(C1C(C)=CC=CC=1CC)(C(=O)CCl)[C@@H](C)COC
|
| InChi Key |
WVQBLGZPHOPPFO-LBPRGKRZSA-N
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| InChi Code |
InChI=1S/C15H22ClNO2/c1-5-13-8-6-7-11(2)15(13)17(14(18)9-16)12(3)10-19-4/h6-8,12H,5,9-10H2,1-4H3/t12-/m0/s1
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| Chemical Name |
2-chloro-N-(2-ethyl-6-methylphenyl)-N-[(2S)-1-methoxypropan-2-yl]acetamide
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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 : ~100 mg/mL (~352.37 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.81 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 25.0 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: ≥ 2.5 mg/mL (8.81 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 25.0 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: ≥ 2.5 mg/mL (8.81 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 | 3.5237 mL | 17.6187 mL | 35.2373 mL | |
| 5 mM | 0.7047 mL | 3.5237 mL | 7.0475 mL | |
| 10 mM | 0.3524 mL | 1.7619 mL | 3.5237 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.
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