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MedKoo Cat#: 146311 | Name: Pethoxamid

Description:

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

Pethoxamid is a pre-emergent herbicide used to control annual grasses and certain broadleaf weeds in crops such as corn, soybeans, and sunflowers. It belongs to the chloroacetamide chemical class and works by inhibiting very-long-chain fatty acid (VLCFA) synthesis, disrupting cell division and growth in germinating weed seeds. Pethoxamid is absorbed primarily through the roots and coleoptiles of emerging seedlings, providing early-season weed control. Its soil persistence and selectivity make it effective in integrated weed management programs with minimal crop injury.

Chemical Structure

Pethoxamid
CAS#106700-29-2

Theoretical Analysis

MedKoo Cat#: 146311

Name: Pethoxamid

CAS#: 106700-29-2

Chemical Formula: C16H22ClNO2

Exact Mass: 295.1339

Molecular Weight: 295.81

Elemental Analysis: C, 64.97; H, 7.50; Cl, 11.98; N, 4.74; O, 10.82

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
Pethoxamid;
IUPAC/Chemical Name
2-chloro-N-(2-ethoxyethyl)-N-(2-methyl-1-phenylprop-1-en-1-yl)acetamide
InChi Key
CSWIKHNSBZVWNQ-UHFFFAOYSA-N
InChi Code
1S/C16H22ClNO2/c1-4-20-11-10-18(15(19)12-17)16(13(2)3)14-8-6-5-7-9-14/h5-9H,4,10-12H2,1-3H3
SMILES Code
CCOCCN(C(=O)CCl)C(=C(C)C)C1=CC=CC=C1
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 295.81 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: Liman R, Ali MM, Istifli ES, Ciğerci İH, Bonciu E. Genotoxic and cytotoxic effects of pethoxamid herbicide on Allium cepa cells and its molecular docking studies to unravel genotoxicity mechanism. Environ Sci Pollut Res Int. 2022 Sep;29(42):63127-63140. doi: 10.1007/s11356-022-20166-5. Epub 2022 Apr 22. Erratum in: Environ Sci Pollut Res Int. 2022 Sep;29(42):63141. doi: 10.1007/s11356-022-20946-z. PMID: 35449332. 2: European Food Safety Authority (EFSA); Arena M, Auteri D, Barmaz S, Bellisai G, Brancato A, Brocca D, Bura L, Byers H, Chiusolo A, Court Marques D, Crivellente F, De Lentdecker C, De Maglie M, Egsmose M, Erdos Z, Fait G, Ferreira L, Goumenou M, Greco L, Ippolito A, Istace F, Janossy J, Jarrah S, Kardassi D, Leuschner R, Lythgo C, Magrans JO, Medina P, Miron I, Molnar T, Nougadere A, Padovani L, Parra Morte JM, Pedersen R, Reich H, Sacchi A, Santos M, Serafimova R, Sharp R, Stanek A, Streissl F, Sturma J, Szentes C, Tarazona J, Terron A, Theobald A, Vagenende B, Verani A, Villamar-Bouza L. Peer review of the pesticide risk assessment of the active substance pethoxamid. EFSA J. 2017 Sep 20;15(9):e04981. doi: 10.2903/j.efsa.2017.4981. PMID: 32625646; PMCID: PMC7009861. 3: Pirozzi AVA, Stellavato A, Schiraldi C, Giuliano M. Herbicide Widespread: The Effects of Pethoxamid on Nonalcoholic Fatty Liver Steatosis In Vitro. J Toxicol. 2020 Sep 4;2020:7915795. doi: 10.1155/2020/7915795. PMID: 32952552; PMCID: PMC7487099. 4: Chandrasekaran A, Bentley K, McClanahan R, Nallani G. Effects of pethoxamid treatment on the disposition of thyroxine in rats. Toxicol Appl Pharmacol. 2024 Jun;487:116959. doi: 10.1016/j.taap.2024.116959. Epub 2024 May 9. PMID: 38734151. 5: English CD, Ivantsova E, Avidan L, Kazi K, Valle EMA, Konig I, Martyniuk CJ. Neurotoxicity assessment of the herbicide pethoxamid in zebrafish (Danio rerio) embryos/larvae. Neurotoxicol Teratol. 2024 Jul-Aug;104:107369. doi: 10.1016/j.ntt.2024.107369. Epub 2024 Jul 2. PMID: 38964665. 6: Kodranov ID, Pergal MV, Avdin VV, Manojlović DD. Examination of degradation and ecotoxicology of pethoxamid and metazachlor after chlorine dioxide treatment. Environ Monit Assess. 2020 Jun 9;192(7):422. doi: 10.1007/s10661-020-08392-1. PMID: 32519186. 7: Liman R, Muddassir Ali M, Salih Istifli E, Hakkı Ciğerci İ, Bonciu E. Correction to: Genotoxic and cytotoxic effects of pethoxamid herbicide on Allium cepa cells and its molecular docking studies to unravel genotoxicity mechanism. Environ Sci Pollut Res Int. 2022 Sep;29(42):63141. doi: 10.1007/s11356-022-20946-z. Erratum for: Environ Sci Pollut Res Int. 2022 Sep;29(42):63127-63140. doi: 10.1007/s11356-022-20166-5. PMID: 35596871. 8: Madsen JT, Sherson DL, Kralund HR, Kyndi M, Baelum J, Andersen KE. Occupational allergic airborne contact dermatitis caused by pethoxamid - a new herbicide. Contact Dermatitis. 2016 May;74(5):315-6. doi: 10.1111/cod.12540. PMID: 27040882. 9: Pose-Juan E, Marín-Benito JM, Sánchez-Martín MJ, Rodríguez-Cruz MS. Dissipation of herbicides after repeated application in soils amended with green compost and sewage sludge. J Environ Manage. 2018 Oct 1;223:1068-1077. doi: 10.1016/j.jenvman.2018.07.026. Epub 2018 Jul 11. PMID: 30096747. 10: Schröder P, Maier H, Debus R. Detoxification of herbicides in Phragmites australis. Z Naturforsch C J Biosci. 2005 Mar-Apr;60(3-4):317-24. doi: 10.1515/znc-2005-3-417. PMID: 15948601. 11: Haluzova I, Blahova J, Smejkalova L, Kruzikova K, Havelkova M, Groch L, Modra H, Slais M, Svobodova Z. Effects of subchronic exposure to Successor 600 (pethoxamid 600 g L-1) on common carp Cyprinus carpio. Neuro Endocrinol Lett. 2009;30 Suppl 1:230-5. PMID: 20027176. 12: Valverde JR, Marín S, Mellado RP. Effect of herbicide combinations on Bt- maize rhizobacterial diversity. J Microbiol Biotechnol. 2014 Nov 28;24(11):1473-83. doi: 10.4014/jmb.1405.05054. PMID: 25394507. 13: Haluzová I, Modrá H, Blahová J, Havelková M, Siroká Z, Svobodová Z. Biochemical markers of contamination in fish toxicity tests. Interdiscip Toxicol. 2011 Jun;4(2):85-9. doi: 10.2478/v10102-011-0015-9. PMID: 21753904; PMCID: PMC3131679. 14: Dücker R, Zöllner P, Parcharidou E, Ries S, Lorentz L, Beffa R. Enhanced metabolism causes reduced flufenacet sensitivity in black-grass (Alopecurus myosuroides Huds.) field populations. Pest Manag Sci. 2019 Nov;75(11):2996-3004. doi: 10.1002/ps.5414. Epub 2019 Apr 29. PMID: 30891919.