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MedKoo Cat#: 461200 | Name: Fomesafen
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Description:

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

Fomesafen is a diphenyl ether herbicide that has an important role in the removal of broadleaf weeds in bean and fruit tree fields. It degrades slowly in soils and has been linked to crop damage.

Chemical Structure

Fomesafen
Fomesafen
CAS#72178-02-0

Theoretical Analysis

MedKoo Cat#: 461200

Name: Fomesafen

CAS#: 72178-02-0

Chemical Formula: C15H10ClF3N2O6S

Exact Mass: 437.9900

Molecular Weight: 438.75

Elemental Analysis: C, 41.06; H, 2.30; Cl, 8.08; F, 12.99; N, 6.38; O, 21.88; S, 7.31

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
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Related CAS #
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Synonym
Fomesafen; Fomesafene; Reflex; PP021; PP-021; PP 021;
IUPAC/Chemical Name
5-(2-chloro-4-(trifluoromethyl)phenoxy)-N-(methylsulfonyl)-2-nitrobenzamide
InChi Key
BGZZWXTVIYUUEY-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H10ClF3N2O6S/c1-28(25,26)20-14(22)10-7-9(3-4-12(10)21(23)24)27-13-5-2-8(6-11(13)16)15(17,18)19/h2-7H,1H3,(H,20,22)
SMILES Code
O=C(NS(=O)(C)=O)C1=CC(OC2=CC=C(C(F)(F)F)C=C2Cl)=CC=C1[N+]([O-])=O
Appearance
Solid powder
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
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

Preparing Stock Solutions

The following data is based on the product molecular weight 438.75 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: Khorram MS, Wang Y, Jin X, Fang H, Yu Y. Reduced mobility of fomesafen through enhanced adsorption in biochar-amended soil. Environ Toxicol Chem. 2015 Jun;34(6):1258-66. doi: 10.1002/etc.2946. Epub 2015 Apr 28. PubMed PMID: 25703508. 2: Zhang Q, Zhu L, Wang J, Xie H, Wang J, Wang F, Sun F. Effects of fomesafen on soil enzyme activity, microbial population, and bacterial community composition. Environ Monit Assess. 2014 May;186(5):2801-12. doi: 10.1007/s10661-013-3581-9. Epub 2013 Dec 22. PubMed PMID: 24362514. 3: Wu X, Xu J, Dong F, Liu X, Zheng Y. Responses of soil microbial community to different concentration of fomesafen. J Hazard Mater. 2014 May 30;273:155-64. doi: 10.1016/j.jhazmat.2014.03.041. Epub 2014 Mar 30. PubMed PMID: 24731936. 4: Costa AI, Queiroz ME, Neves AA, de Assis RC, dos Soares CE, da Silva AA, D'Antonino L, de Oliveira AF, Bellato CR. Mobility and persistence of the herbicide fomesafen in soils cultivated with bean plants using SLE/LTP and HPLC/DAD. Environ Sci Pollut Res Int. 2015 Mar;22(5):3457-66. doi: 10.1007/s11356-014-3557-5. Epub 2014 Sep 23. PubMed PMID: 25242590. 5: Zhang Q, Zhu L, Wang J, Xie H, Wang J, Han Y, Yang J. Oxidative stress and lipid peroxidation in the earthworm Eisenia fetida induced by low doses of fomesafen. Environ Sci Pollut Res Int. 2013 Jan;20(1):201-8. doi: 10.1007/s11356-012-0962-5. Epub 2012 May 15. PubMed PMID: 22585392. 6: Feng ZZ, Li QF, Zhang J, Zhang J, Huang X, Lu P, Li SP. Microbial degradation of fomesafen by a newly isolated strain Pseudomonas zeshuii BY-1 and the biochemical degradation pathway. J Agric Food Chem. 2012 Jul 25;60(29):7104-10. doi: 10.1021/jf3011307. Epub 2012 Jul 16. PubMed PMID: 22757645. 7: Yang F, Liu L, Liu C, Li Y, Yu H, Song F, Geng G. [Isolation, identification and soil remediation of fomesafen-degrading strain FB8]. Wei Sheng Wu Xue Bao. 2011 Sep;51(9):1232-9. Chinese. PubMed PMID: 22126079. 8: Silva MG, Arf O, Teodoro PE. Nitrogen topdressing and application ways of fluazifop-p-butyl + fomesafen in weed control and agronomic performance of common bean. An Acad Bras Cienc. 2015 Oct-Dec;87(4):2301-7. doi: 10.1590/0001-3765201520140347. Epub 2015 Nov 27. PubMed PMID: 26628016. 9: Potter TL, Bosch DD, Strickland TC. Field and Laboratory Dissipation of the Herbicide Fomesafen in the Southern Atlantic Coastal Plain (USA). J Agric Food Chem. 2016 Jun 29;64(25):5156-63. doi: 10.1021/acs.jafc.6b01649. Epub 2016 Jun 15. PubMed PMID: 27268304. 10: Salas RA, Burgos NR, Tranel PJ, Singh S, Glasgow L, Scott RC, Nichols RL. Resistance to PPO-inhibiting herbicide in Palmer amaranth from Arkansas. Pest Manag Sci. 2016 May;72(5):864-9. doi: 10.1002/ps.4241. Epub 2016 Mar 4. PubMed PMID: 26817647; PubMed Central PMCID: PMC5069602. 11: Krijt J, Stránská P, Sanitrák J, Chlumská A, Fakan F. Liver preneoplastic changes in mice treated with the herbicide fomesafen. Hum Exp Toxicol. 1999 May;18(5):338-44. PubMed PMID: 10372757. 12: Russo J, Lefeuvre-Orfila L, Lagadic L. Hemocyte-specific responses to the peroxidizing herbicide fomesafen in the pond snail Lymnaea stagnalis (Gastropoda, Pulmonata). Environ Pollut. 2007 Mar;146(2):420-7. Epub 2006 Aug 23. PubMed PMID: 16930795. 13: Caquet T, Deydier-Stephan L, Lacroix G, Le Rouzic B, Lescher-Moutoué F. Effects of fomesafen, alone and in combination with an adjuvant, on plankton communities in freshwater outdoor pond mesocosms. Environ Toxicol Chem. 2005 May;24(5):1116-24. PubMed PMID: 16110989. 14: Jumel A, Coutellec MA, Cravedi JP, Lagadic L. Nonylphenol polyethoxylate adjuvant mitigates the reproductive toxicity of fomesafen on the freshwater snail Lymnaea stagnalis in outdoor experimental ponds. Environ Toxicol Chem. 2002 Sep;21(9):1876-88. PubMed PMID: 12206427. 15: Krijt J, Psenák O, Vokurka M, Chlumská A, Fakan F. Experimental hepatic uroporphyria induced by the diphenyl-ether herbicide fomesafen in male DBA/2 mice. Toxicol Appl Pharmacol. 2003 May 15;189(1):28-38. PubMed PMID: 12758057. 16: Liang B, Lu P, Li H, Li R, Li S, Huang X. Biodegradation of fomesafen by strain Lysinibacillus sp. ZB-1 isolated from soil. Chemosphere. 2009 Dec;77(11):1614-9. doi: 10.1016/j.chemosphere.2009.09.033. Epub 2009 Oct 20. PubMed PMID: 19846192. 17: Potter TL, Truman CC, Webster TM, Bosch DD, Strickland TC. Tillage, cover-crop residue management, and irrigation incorporation impact on fomesafen runoff. J Agric Food Chem. 2011 Jul 27;59(14):7910-5. doi: 10.1021/jf201731u. Epub 2011 Jun 30. PubMed PMID: 21692513. 18: Krijt J, Vokurka M, Sanitrak J, Janousek V, van Holsteijn I, Blaauboer BJ. Effect of the protoporphyrinogen oxidase-inhibiting herbicide fomesafen on liver uroporphyrin and heptacarboxylic porphyrin in two mouse strains. Food Chem Toxicol. 1994 Jul;32(7):641-50. PubMed PMID: 8045477. 19: Gorzerino C, Quemeneur A, Hillenweck A, Baradat M, Delous G, Ollitrault M, Azam D, Caquet T, Lagadic L. Effects of diquat and fomesafen applied alone and in combination with a nonylphenol polyethoxylate adjuvant on Lemna minor in aquatic indoor microcosms. Ecotoxicol Environ Saf. 2009 Mar;72(3):802-10. doi: 10.1016/j.ecoenv.2008.08.001. Epub 2008 Oct 31. PubMed PMID: 18951630. 20: Krijt J, Maruna P, Petrovicky P, Janousek V. The effect of protoporphyrinogen oxidase inhibitors on microsomal and mitochondrial cytochromes. Obes Res. 1995 Dec;3 Suppl 5:785S-788S. PubMed PMID: 8653563.