Oxyfluorfen | CAS#42874-03-3 | herbicide

MedKoo Cat#: 461288 | Name: Oxyfluorfen

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Description:

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

Oxyfluorfen is a fat-soluble solid pesticide and herbicide of the nitrodiphenyl ether class. It is being used to control annual and perennial broad-leaved weeds and sedges in a variety of field crops.

Chemical Structure

Oxyfluorfen

CAS#42874-03-3

Theoretical Analysis

MedKoo Cat#: 461288

Name: Oxyfluorfen

CAS#: 42874-03-3

Chemical Formula: C15H11ClF3NO4

Exact Mass: 361.0329

Molecular Weight: 361.70

Elemental Analysis: C, 49.81; H, 3.07; Cl, 9.80; F, 15.76; N, 3.87; O, 17.69

Price and Availability

Size	Price	Availability	Quantity
100mg	USD 450.00

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Synonym

Oxyfluorfen; Boxer; Galigan; Goldate; Koltar; RH-2915; RH 2915; RH2915; Zoomer;

IUPAC/Chemical Name

2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene

InChi Key

OQMBBFQZGJFLBU-UHFFFAOYSA-N

InChi Code

InChI=1S/C15H11ClF3NO4/c1-2-23-14-8-10(4-5-12(14)20(21)22)24-13-6-3-9(7-11(13)16)15(17,18)19/h3-8H,2H2,1H3

SMILES Code

FC(C1=CC=C(OC2=CC=C([N+]([O-])=O)C(OCC)=C2)C(Cl)=C1)(F)F

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Oxyfluorfen is a protoporphyrinogen oxidase inhibitor.

In vitro activity:

TBD

In vivo activity:

In this study, zebrafish was used as a model animal to evaluate OXY (oxyfluorfen)-induced liver toxicity. The study found that 0.25, 0.5, and 1 mg/L of OXY affected the early development of zebrafish and severely damaged the lipid and sugar metabolism in the liver of zebrafish larvae. Furthermore, a metabolic function disorder caused liver damage. OXY also caused inflammation by upregulating the inflammatory factors IL-6, IL-8, and TNF-α, and activated the apoptotic pathway to inhibit hepatocyte proliferation, resulting in zebrafish liver toxicity. Reference: Ecotoxicol Environ Saf. 2021 Dec 31;230:113140. https://pubmed.ncbi.nlm.nih.gov/34979306/

	Solvent	mg/mL	mM
Solubility
	DMSO	100.0	276.47

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 361.70 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

Formulation protocol:

Li Z, Guo J, Jia K, Zheng Z, Chen X, Bai Z, Yang Y, Chen B, Yuan W, Chen W, Yang J. Oxyfluorfen induces hepatotoxicity through lipo-sugar accumulation and inflammation in zebrafish (Danio rerio). Ecotoxicol Environ Saf. 2021 Dec 31;230:113140. doi: 10.1016/j.ecoenv.2021.113140. Epub ahead of print. PMID: 34979306.

In vitro protocol:

TBD

In vivo protocol:

1: Peña B, Sosa D, Hilber I, Escobar A, Bucheli TD. Validation of a modified QuEChERS method for the quantification of residues of currently used pesticides in Cuban agricultural soils, using gas chromatography tandem mass spectrometry. Environ Sci Pollut Res Int. 2024 May;31(23):33623-33637. doi: 10.1007/s11356-024-33237-6. Epub 2024 Apr 30. PMID: 38684615; PMCID: PMC11136849. 2: Mesquita AF, Gonçalves FJM, Gonçalves AMM. Temperature influence on the sensitivity of Artemia franciscana to globally used pesticides - Oxyfluorfen and copper. Chemosphere. 2024 Jun;357:142092. doi: 10.1016/j.chemosphere.2024.142092. Epub 2024 Apr 21. PMID: 38653396. 3: Fernández-Marchante CM, Vieira Dos Santos E, Souza FL, Martínez-Huitle CA, Rodríguez-Gómez A, Lobato J, Rodrigo MA. Environmental impact assessment of the electrokinetic adsorption barriers to remove different herbicides from agricultural soils. Sci Total Environ. 2024 Jun 1;927:172287. doi: 10.1016/j.scitotenv.2024.172287. Epub 2024 Apr 7. PMID: 38593877. 4: Zhang F, Erskine TC, McClymont EL, Moore LM, LeBaron MJ, McNett D, Marty SS. Predictions of tissue concentrations of myclobutanil, oxyfluorfen, and pronamide in rat and human after oral exposures via GastroPlusTM physiologically based pharmacokinetic modelling. SAR QSAR Environ Res. 2024 Apr;35(4):285-307. doi: 10.1080/1062936X.2024.2333878. Epub 2024 Apr 8. PMID: 38588502. 5: Gao Y, Chen T, Long J, Shen G, Tian Z. Complete chloroplast genome and comparison of herbicides toxicity on Aeschynomene indica (Leguminosae) in upland direct-seeding paddy field. BMC Genomics. 2024 Mar 14;25(1):277. doi: 10.1186/s12864-024-10102-x. PMID: 38486176; PMCID: PMC10938726. 6: Stoker TE, DeVane GD, Buckalew AR, Bailey JR, Ford JL, Murr AS. Evaluation of the diphenyl herbicide, oxyfluorfen, for effects on thyroid hormones in the juvenile rat. Curr Res Toxicol. 2023 Dec 21;6:100146. doi: 10.1016/j.crtox.2023.100146. PMID: 38223505; PMCID: PMC10787258. 7: Song J, Lin X, Wu H, Huang Z, Gan T, Hu H, Qin Y, Zhang Y. Fabrication of biodegradable and cold-water-soluble starch/polyvinyl alcohol films as inner packaging materials of pesticides: Enhanced emulsification, dispersibility, and efficacy. Carbohydr Polym. 2024 Mar 15;328:121713. doi: 10.1016/j.carbpol.2023.121713. Epub 2023 Dec 22. PMID: 38220345. 8: Rodrigues Barbosa D, da Rocha Fortes Saraiva AL, Ferreira Santaren KC, da Costa Barros de Souza C, Souto Abreu Lima E, da Silva Coelho I, Moura Brasil do Amaral Sobrinho N. Influence of nutrient, toxic metal and herbicide contents on the soil bacterial communities in tropical vegetable growing areas. J Environ Sci Health B. 2024;59(3):88-97. doi: 10.1080/03601234.2023.2301117. Epub 2024 Jan 8. PMID: 38189415. 9: Mesquita AF, Gonçalves FJM, Gonçalves AMM. Toxicity of two pesticides in binary mixture on survival and enzymatic response of Cerastoderma edule - The warming influence. Sci Total Environ. 2024 Feb 25;913:169676. doi: 10.1016/j.scitotenv.2023.169676. Epub 2023 Dec 30. PMID: 38160819. 10: Decrane R, Stoker T, Murr A, Ford J, El-Masri H. Cross species extrapolation of the disruption of thyroid hormone synthesis by oxyfluorfen using in vitro data, physiologically based pharmacokinetic (PBPK), and thyroid hormone kinetics models. Curr Res Toxicol. 2023 Nov 23;5:100138. doi: 10.1016/j.crtox.2023.100138. PMID: 38074188; PMCID: PMC10697989. 11: Ma J, Ren W, Dai S, Wang H, Chen S, Song J, Jia J, Chen H, Tan C, Sui Y, Teng Y, Luo Y. Spatial distribution and ecological-health risks associated with herbicides in soils and crop kernels of the black soil region in China. Sci Total Environ. 2024 Jan 15;908:168439. doi: 10.1016/j.scitotenv.2023.168439. Epub 2023 Nov 8. PMID: 37949128. 12: Brochado MGDS, Guidi YM, Lima ADC, Medeiros BAP, D'Angieri R, Mendes KF. Can herbicides of different mode of action cause injury symptoms in non-herbicide- tolerant young soybean due to simulated drift? J Environ Sci Health B. 2023;58(12):726-743. doi: 10.1080/03601234.2023.2275512. Epub 2023 Nov 2. PMID: 37904543. 13: Zilnik G, Bergeron PE, Chuang A, Diepenbrock L, Hanel A, Middleton E, Moretti E, Schmidt-Jeffris R. Meta-Analysis of Herbicide Non-Target Effects on Pest Natural Enemies. Insects. 2023 Sep 26;14(10):787. doi: 10.3390/insects14100787. PMID: 37887799; PMCID: PMC10607068. 14: Qasem JR. Chemical control and herbicide resistance of hairy fleabane (Erigeron bonariensis L.) in Jordan. PLoS One. 2023 Oct 12;18(10):e0263154. doi: 10.1371/journal.pone.0263154. PMID: 37824594; PMCID: PMC10569565. 15: Mesquita AF, Gonçalves FJM, Gonçalves AMM. Effects of Inorganic and Organic Pollutants on the Biomarkers' Response of Cerastoderma edule under Temperature Scenarios. Antioxidants (Basel). 2023 Sep 13;12(9):1756. doi: 10.3390/antiox12091756. PMID: 37760058; PMCID: PMC10525251. 16: Nguyen A, Crespi CM, Vergara X, Kheifets L. Pesticides as a potential independent childhood leukemia risk factor and as a potential confounder for electromagnetic fields exposure. Environ Res. 2023 Dec 1;238(Pt 1):116899. doi: 10.1016/j.envres.2023.116899. Epub 2023 Aug 19. PMID: 37598846. 17: Mir MS, Singh P, Bhat TA, Kanth RH, Nazir A, Al-Ashkar I, Kamran M, Hadifa AA, El Sabagh A. Influence of Sowing Time and Weed Management Practices on the Performance and Weed Dynamics of Direct Drum Seeded Rice. ACS Omega. 2023 Jul 10;8(29):25861-25876. doi: 10.1021/acsomega.3c01361. PMID: 37521617; PMCID: PMC10372940. 18: Jang H, Song J, Ham J, An G, Lee H, Song G, Lim W. Oxyfluorfen induces cell cycle arrest by regulating MAPK, PI3K and autophagy in ruminant immortalized mammary epithelial cells. Pestic Biochem Physiol. 2023 Jun;193:105461. doi: 10.1016/j.pestbp.2023.105461. Epub 2023 May 9. PMID: 37248026. 19: Bergeron P, Schmidt-Jeffris R. Herbicides Harm Key Orchard Predatory Mites. Insects. 2023 May 19;14(5):480. doi: 10.3390/insects14050480. PMID: 37233108; PMCID: PMC10231069. 20: Verdú I, González-Pleiter M, Leganés F, Fernández-Piñas F, Rosal R. Leaching of herbicides mixtures from pre-exposed agricultural plastics severely impact microalgae. Chemosphere. 2023 Jun;326:138475. doi: 10.1016/j.chemosphere.2023.138475. Epub 2023 Mar 21. PMID: 36958502.