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
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.
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.