Molecular structure of Cinmethylin, CAS Number: 87818-31-3
Cinmethylin (CAS 87818-31-3)
Alternate Names:
exo-1-Methyl-4-(1-methylethyl)-2-[(2- methylphenyl)methoxy]-7-oxabicyclo[2.2.1]heptane
CAS Number:
87818-31-3
Molecular Weight:
274.40
Molecular Formula:
C18H26O2
Supplemental Information:
This is as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Cinmethylin is a powerful and versatile herbicide that has been used to control a wide range of weeds, including annual grasses and broadleaf weeds. It is a member of the sulfonylurea family of herbicides, which are widely used in agriculture and horticulture. Cinmethylin is also used in research laboratories to study its effects on the physiology and biochemistry of plants and soil microorganisms. It works by inhibiting the enzyme acetolactate synthase (ALS), which is involved in the biosynthesis of branched-chain amino acids in plants. This leads to the death of the plant. Cinmethylin has also been shown to inhibit the synthesis of other compounds, such as proteins, lipids, and nucleic acids.
Cinmethylin (CAS 87818-31-3) References
- Study of root uptake and xylem translocation of cinmethylin and related compounds in detopped soybean roots using a pressure chamber technique. | Hsu, FC., et al. 1990. Plant Physiol. 93: 1573-8. PMID: 16667658
- On the mode of action of the herbicides cinmethylin and 5-benzyloxymethyl-1, 2-isoxazolines: putative inhibitors of plant tyrosine aminotransferase. | Grossmann, K., et al. 2012. Pest Manag Sci. 68: 482-92. PMID: 22076790
- Omics methods for probing the mode of action of natural and synthetic phytotoxins. | Duke, SO., et al. 2013. J Chem Ecol. 39: 333-47. PMID: 23355015
- Natural products phytotoxicity A bioassay suitable for small quantities of slightly water-soluble compounds. | Dornbos, DL. and Spencer, GF. 1990. J Chem Ecol. 16: 339-52. PMID: 24263494
- Potentials for exploiting allelopathy to enhance crop production. | Einhellig, FA. and Leather, GR. 1988. J Chem Ecol. 14: 1829-44. PMID: 24277097
- A new herbicidal site of action: Cinmethylin binds to acyl-ACP thioesterase and inhibits plant fatty acid biosynthesis. | Campe, R., et al. 2018. Pestic Biochem Physiol. 148: 116-125. PMID: 29891362
- Cinmethylin controls multiple herbicide-resistant Lolium rigidum and its wheat selectivity is P450-based. | Busi, R., et al. 2020. Pest Manag Sci. 76: 2601-2608. PMID: 32077583
- Selective β-Mono-Glycosylation of a C15-Hydroxylated Metabolite of the Agricultural Herbicide Cinmethylin Using Leloir Glycosyltransferases. | Jung, J., et al. 2021. J Agric Food Chem. 69: 5491-5499. PMID: 33973475
- Herbicide resistance across the Australian continent. | Busi, R., et al. 2021. Pest Manag Sci. 77: 5139-5148. PMID: 34260812
- Enhanced production of water-soluble cinmethylin metabolites by Lolium rigidum populations with reduced cinmethylin sensitivity. | Goggin, DE., et al. 2022. Pest Manag Sci. 78: 3173-3182. PMID: 35470951
- Expanding the Chiral Monoterpene Pool: Enantioselective Diels-Alder Reactions of α-Acyloxy Enones. | Mendoza, SD., et al. 2022. Org Lett. 24: 3802-3806. PMID: 35594569
- Inhibition of acyl-ACP thioesterase as site of action of the commercial herbicides cumyluron, oxaziclomefone, bromobutide, methyldymron and tebutam. | Johnen, P., et al. 2022. Pest Manag Sci. 78: 3620-3629. PMID: 35604014
- Seed germination ecology of hood canarygrass (Phalaris paradoxa L.) and herbicide options for its control. | Kibasa, V., et al. 2022. Sci Rep. 12: 15241. PMID: 36085300
- Synthesis and herbicidal activity of optically active cinmethylin, its enantiomer, and C3-substituted cinmethylin analogs. | Ogawa, N., et al. 2023. J Pestic Sci. 48: 11-16. PMID: 36874636
- Effect of herbicides on nitrogen fixation (C2H2 reduction) associated with rice rhizosphere. | Patnaik, GK., et al. 1995. Chemosphere. 30: 339-43. PMID: 7874477
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Cinmethylin, 50 mg | sc-234362 | 50 mg | $202.00 |