Cycloxydim
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 598417

CAS#: 101205-02-1

Description: Cycloxydim is a cyclohexene oxime herbicide that is used for the control of grass weeds of many agricultural and horticultural broad-leaved crops.

Chemical Structure

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Cycloxydim
CAS# 101205-02-1
Instruction

Theoretical Analysis

MedKoo Cat#: 598417
Name: Cycloxydim
CAS#: 101205-02-1
Chemical Formula: C17H27NO3S
Exact Mass: 325.17
Molecular Weight: 325.460
Elemental Analysis: C, 62.74; H, 8.36; N, 4.30; O, 14.75; S, 9.85

Price and Availability

Size Price Availability Quantity
100mg USD 330
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Synonym: Cycloxydim; BAS 517-02H; BAS-517-02H; BAS517-02H; BAS 517; BAS-517; BAS517;

IUPAC/Chemical Name: (Z)-2-(1-(ethoxyimino)butyl)-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)cyclohex-2-en-1-one

InChi Key: GGWHBJGBERXSLL-JXAWBTAJSA-N

InChi Code: InChI=1S/C17H27NO3S/c1-3-6-14(18-21-4-2)17-15(19)9-13(10-16(17)20)12-7-5-8-22-11-12/h12-13,19H,3-11H2,1-2H3/b18-14-

SMILES Code: O=C1C(/C(CCC)=N\OCC)=C(O)CC(C2CSCCC2)C1

Appearance: Solid powder

Purity: >95% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 325.46 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Monadjemi S, ter Halle A, Richard C. Accelerated dissipation of the herbicide cycloxydim on wax films in the presence of the fungicide chlorothalonil and under the action of solar light. J Agric Food Chem. 2014 May 28;62(21):4846-51. doi: 10.1021/jf500771s. Epub 2014 May 19. PubMed PMID: 24820122.

2: Wagner N, Lötters S, Veith M, Viertel B. Acute toxic effects of the herbicide formulation and the active ingredient used in cycloxydim-tolerant maize cultivation on embryos and larvae of the African clawed frog, Xenopus laevis. Bull Environ Contam Toxicol. 2015 Apr;94(4):412-8. doi: 10.1007/s00128-015-1474-z. Epub 2015 Jan 30. PubMed PMID: 25634323.

3: Monadjemi S, de Sainte-Claire P, Abrunhosa-Thomas I, Richard C. Photolysis of cycloxydim, a cyclohexanedione oxime herbicide. Detection, characterization and reactivity of the iminyl radical. Photochem Photobiol Sci. 2013 Dec;12(12):2067-75. doi: 10.1039/c3pp50209k. PubMed PMID: 24061498.

4: Vione D. A test of the potentialities of the APEX software (Aqueous Photochemistry of Environmentally occurring Xenobiotics). Modelling the photochemical persistence of the herbicide cycloxydim in surface waters, based on literature kinetic data. Chemosphere. 2014 Mar;99:272-5. doi: 10.1016/j.chemosphere.2013.10.078. Epub 2013 Nov 20. PubMed PMID: 24268170.

5: Monadjemi S, Halle AT, Richard C. Reactivity of cycloxydim toward singlet oxygen in solution and on wax film. Chemosphere. 2012 Sep;89(3):269-73. doi: 10.1016/j.chemosphere.2012.04.035. Epub 2012 May 15. PubMed PMID: 22595528.

6: Wagner N, Lötters S, Veith M, Viertel B. Effects of an environmentally relevant temporal application scheme of low herbicide concentrations on larvae of two anuran species. Chemosphere. 2015 Sep;135:175-81. doi: 10.1016/j.chemosphere.2015.04.028. Epub 2015 May 15. PubMed PMID: 25950411.

7: Momcilović B, Ivicić N, Bosnjak I, Stanić G, Ostojić Z, Hrlec G. ["More is not better"--evaluation of toxicologic risks of the heavy metals, lead and cadmium, and the herbicides, linuron, fluazifop-P-butyl and cycloxydim in dried Chamomile flowers (Chamomilla recutita L. Rauschert)]. Arh Hig Rada Toksikol. 1999 Jun;50(2):201-10. Croatian. PubMed PMID: 10566198.

8: Kaundun SS, Hutchings SJ, Dale RP, McIndoe E. Role of a novel I1781T mutation and other mechanisms in conferring resistance to acetyl-CoA carboxylase inhibiting herbicides in a black-grass population. PLoS One. 2013 Jul 25;8(7):e69568. doi: 10.1371/journal.pone.0069568. Print 2013. PubMed PMID: 23936046; PubMed Central PMCID: PMC3723891.

9: Sparacino AC, Tano F, Ferro R, Ditto D, Riva N, Braggio R. Effects of water management and herbicide treatments on red rice control. Meded Rijksuniv Gent Fak Landbouwkd Toegep Biol Wet. 2002;67(3):441-9. PubMed PMID: 12696411.

10: Henriet F, Bodson B, Morales RM. Silky bent grass resistance to herbicides: one year of monitoring in Belgium. Commun Agric Appl Biol Sci. 2013;78(3):665-70. PubMed PMID: 25151844.

11: Claerhout S, De Cauwer B, Reheul D. HERBICIDE SENSITIVITY OF ECHINOCHLOA CRUS-GALLI POPULATIONS: A COMPARISON BETWEEN CROPPING SYSTEMS. Commun Agric Appl Biol Sci. 2014;79(2):81-8. PubMed PMID: 26084085.

12: Wagner N, Lötters S, Veith M, Viertel B. Acute Toxic Effects of the Herbicide Formulation Focus(®) Ultra on Embryos and Larvae of the Moroccan Painted Frog, Discoglossus scovazzi. Arch Environ Contam Toxicol. 2015 Nov;69(4):535-44. doi: 10.1007/s00244-015-0176-1. Epub 2015 Jun 29. PubMed PMID: 26118991.

13: Kalogridi EC, Christophoridis C, Bizani E, Drimaropoulou G, Fytianos K. Part II: temporal and spatial distribution of multiclass pesticide residues in lake sediments of northern Greece: application of an optimized MAE-LC-MS/MS pretreatment and analytical method. Environ Sci Pollut Res Int. 2014 Jun;21(12):7252-62. doi: 10.1007/s11356-014-2794-y. Epub 2014 Apr 3. PubMed PMID: 24691934.

14: Alarcón-Reverte R, Moss SR. Resistance to ACCase-inhibiting herbicides in the weed Lolium multiflorum. Commun Agric Appl Biol Sci. 2008;73(4):899-902. PubMed PMID: 19226841.

15: Marshall R, Hanley SJ, Hull R, Moss SR. The presence of two different target-site resistance mechanisms in individual plants of Alopecurus myosuroides Huds., identified using a quick molecular test for the characterisation of six ALS and seven ACCase SNPs. Pest Manag Sci. 2013 Jun;69(6):727-37. doi: 10.1002/ps.3429. Epub 2012 Nov 16. PubMed PMID: 23165793.

16: Cocker KM, Northcroft DS, Coleman JO, Moss SR. Resistance to ACCase-inhibiting herbicides and isoproturon in UK populations of Lolium multiflorum: mechanisms of resistance and implications for control. Pest Manag Sci. 2001 Jul;57(7):587-97. PubMed PMID: 11464789.

17: Pakdaman BS, Goltapeh EM. In vitro studies on the integrated control of rapeseed white stem rot disease through the application of herbicides and Trichoderma species. Pak J Biol Sci. 2007 Jan 1;10(1):7-12. PubMed PMID: 19069980.

18: Yuan Q, Toroz D, Kidley N, Gould IR. Mechanism of Photoinduced Triplet Intermolecular Hydrogen Transfer between Cycloxydim and Chlorothalonil. J Phys Chem A. 2018 May 3;122(17):4285-4293. doi: 10.1021/acs.jpca.7b12523. Epub 2018 Apr 20. PubMed PMID: 29659278.

19: Kaundun SS, Bailly GC, Dale RP, Hutchings SJ, McIndoe E. A novel W1999S mutation and non-target site resistance impact on acetyl-CoA carboxylase inhibiting herbicides to varying degrees in a UK Lolium multiflorum population. PLoS One. 2013;8(2):e58012. doi: 10.1371/journal.pone.0058012. Epub 2013 Feb 28. PubMed PMID: 23469130; PubMed Central PMCID: PMC3585232.

20: Marechal PY, Henriet F, Bodson B. Detection of ACCase target-site resistant Alopecurus myosuroides Huds. (black-grass) in Belgian populations. Commun Agric Appl Biol Sci. 2009;74(2):497-504. PubMed PMID: 20222610.