MedKoo Cat#: 146362 | Name: Tepraloxydim

Description:

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

Tepraloxydim is a selective post-emergence herbicide belonging to the cyclohexanedione (DIM) chemical family. It is primarily used to control annual and perennial grass weeds in broadleaf crops such as soybeans, sugar beets, and canola. Tepraloxydim works by inhibiting the acetyl-CoA carboxylase (ACCase) enzyme, which is essential for fatty acid synthesis in grasses, leading to disrupted cell membrane formation and plant death. Its selectivity allows it to target grass species without harming most broadleaf crops.

Chemical Structure

Tepraloxydim
Tepraloxydim
CAS#149979-41-9

Theoretical Analysis

MedKoo Cat#: 146362

Name: Tepraloxydim

CAS#: 149979-41-9

Chemical Formula: C17H24ClNO4

Exact Mass: 341.1394

Molecular Weight: 341.83

Elemental Analysis: C, 59.73; H, 7.08; Cl, 10.37; N, 4.10; O, 18.72

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Tepraloxydim; Caloxydim;
IUPAC/Chemical Name
2-((E)-1-((((E)-3-chloroallyl)oxy)imino)propyl)-3-hydroxy-5-(tetrahydro-2H-pyran-4-yl)cyclohex-2-en-1-one
InChi Key
IOYNQIMAUDJVEI-BMVIKAAMSA-N
InChi Code
1S/C17H24ClNO4/c1-2-14(19-23-7-3-6-18)17-15(20)10-13(11-16(17)21)12-4-8-22-9-5-12/h3,6,12-13,20H,2,4-5,7-11H2,1H3/b6-3+,19-14+
SMILES Code
CC\C(=N/OC\C=C\Cl)C1=C(O)CC(CC1=O)C2CCOCC2
Appearance
To be determined
Purity
>98% (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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 341.83 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
1: Lim SJ, Jeong DY, Jin YD, Ro JH. Monitoring and risk assessment of tepraloxydim in banana (Musa paradisiaca) and sweet orange (Citrus sinensis). Environ Sci Pollut Res Int. 2020 Sep;27(27):33882-33889. doi: 10.1007/s11356-020-09350-7. Epub 2020 Jun 14. PMID: 32535830. 2: Xiang S, Callaghan MM, Watson KG, Tong L. A different mechanism for the inhibition of the carboxyltransferase domain of acetyl-coenzyme A carboxylase by tepraloxydim. Proc Natl Acad Sci U S A. 2009 Dec 8;106(49):20723-7. doi: 10.1073/pnas.0908431106. Epub 2009 Nov 19. PMID: 19926852; PMCID: PMC2791573. 3: Yu LP, Kim YS, Tong L. Mechanism for the inhibition of the carboxyltransferase domain of acetyl-coenzyme A carboxylase by pinoxaden. Proc Natl Acad Sci U S A. 2010 Dec 21;107(51):22072-7. doi: 10.1073/pnas.1012039107. Epub 2010 Dec 6. PMID: 21135213; PMCID: PMC3009786. 4: Huynh D, Wu CW. High-throughput identification of oxidative stress-inducing environmental chemicals in the C. elegans system. Free Radic Biol Med. 2022 Oct;191:59-65. doi: 10.1016/j.freeradbiomed.2022.08.032. Epub 2022 Aug 27. PMID: 36031165. 5: Michitte P, Espinoza N, De Prado R. Cross-resistance to ACCase inhibitors of Lolium multiflorum, Lolium perenne and Lolium rigidum found in Chile. Commun Agric Appl Biol Sci. 2003;68(4 Pt A):397-402. PMID: 15149135. 6: 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. PMID: 23936046; PMCID: PMC3723891. 7: 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. PMID: 23469130; PMCID: PMC3585232.