Diflufenican | CAS#83164-33-4 | herbicide

MedKoo Cat#: 584660 | Name: Diflufenican

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Description:

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

Diflufenican induces inhibition of phytoene desaturase gene expression in carrot cell cultures that results in an increased production of phytoene.

Chemical Structure

Diflufenican

CAS#83164-33-4

Theoretical Analysis

MedKoo Cat#: 584660

Name: Diflufenican

CAS#: 83164-33-4

Chemical Formula: C19H11F5N2O2

Exact Mass: 394.0741

Molecular Weight: 394.30

Elemental Analysis: C, 57.88; H, 2.81; F, 24.09; N, 7.10; O, 8.12

Price and Availability

Size	Price	Availability	Quantity
1g	USD 250.00	2 weeks
5g	USD 550.00	2 Weeks

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Related CAS #

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Synonym

Diflufenican; Diflufenicanil;

IUPAC/Chemical Name

3-Pyridinecarboxamide, N-(2,4-difluorophenyl)-2-(3-(trifluoromethyl)phenoxy)-

InChi Key

WYEHFWKAOXOVJD-UHFFFAOYSA-N

InChi Code

InChI=1S/C19H11F5N2O2/c20-12-6-7-16(15(21)10-12)26-17(27)14-5-2-8-25-18(14)28-13-4-1-3-11(9-13)19(22,23)24/h1-10H,(H,26,27)

SMILES Code

O=C(C1=CC=CN=C1OC2=CC=CC(C(F)(F)F)=C2)NC3=CC=C(F)C=C3F

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 394.30 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: Tejada M. Evolution of soil biological properties after addition of glyphosate, diflufenican and glyphosate+diflufenican herbicides. Chemosphere. 2009 Jul;76(3):365-73. doi: 10.1016/j.chemosphere.2009.03.040. Epub 2009 Apr 18. PubMed PMID: 19376558. 2: Miras-Moreno B, Pedreño MA, Fraser PD, Sabater-Jara AB, Almagro L. Effect of diflufenican on total carotenoid and phytoene production in carrot suspension-cultured cells. Planta. 2018 Aug 6. doi: 10.1007/s00425-018-2966-y. [Epub ahead of print] PubMed PMID: 30083808. 3: Baćmaga M, Borowik A, Kucharski J, Tomkiel M, Wyszkowska J. Microbial and enzymatic activity of soil contaminated with a mixture of diflufenican + mesosulfuron-methyl + iodosulfuron-methyl-sodium. Environ Sci Pollut Res Int. 2015 Jan;22(1):643-56. doi: 10.1007/s11356-014-3395-5. Epub 2014 Aug 7. PubMed PMID: 25096492; PubMed Central PMCID: PMC4284394. 4: Dang HT, Malone JM, Gill G, Preston C. Cross-resistance to diflufenican and picolinafen and its inheritance in oriental mustard (Sisymbrium orientale L.). Pest Manag Sci. 2018 May 24. doi: 10.1002/ps.5087. [Epub ahead of print] PubMed PMID: 29799165. 5: Ashton IP, Pallett KE, Cole DJ, Harwood JL. The effect of diflufenican on lipid metabolism in plants. Biochem Soc Trans. 1991 Aug;19(3):320S. PubMed PMID: 1838339. 6: Lecomte V, Barriuso E, Bresson LM, Koch C, Le Bissonnais Y. Soil surface structure effect on isoproturon and diflufenican loss in runoff. J Environ Qual. 2001 Nov-Dec;30(6):2113-9. PubMed PMID: 11790021. 7: Dang HT, Malone JM, Boutsalis P, Gill G, Preston C. The mechanism of diflufenican resistance and its inheritance in oriental mustard (Sisymbrium orientale L.) from Australia. Pest Manag Sci. 2018 Jun;74(6):1279-1285. doi: 10.1002/ps.4858. Epub 2018 Feb 26. PubMed PMID: 29330913. 8: Houbraken M, van den Berg F, Butler Ellis CM, Dekeyser D, Nuyttens D, De Schampheleire M, Spanoghe P. Volatilisation of pesticides under field conditions: inverse modelling and pesticide fate models. Pest Manag Sci. 2016 Jul;72(7):1309-21. doi: 10.1002/ps.4149. Epub 2015 Oct 19. PubMed PMID: 26374459. 9: Bending GD, Lincoln SD, Edmondson RN. Spatial variation in the degradation rate of the pesticides isoproturon, azoxystrobin and diflufenican in soil and its relationship with chemical and microbial properties. Environ Pollut. 2006 Jan;139(2):279-87. Epub 2005 Jul 25. PubMed PMID: 16043274. 10: Rouchaud J, Neus O, Bulcke R, Cools K, Eelen H, Dekkers T. Soil dissipation of diuron, chlorotoluron, simazine, propyzamide, and diflufenican herbicides after repeated applications in fruit tree orchards. Arch Environ Contam Toxicol. 2000 Jul;39(1):60-5. PubMed PMID: 10790503. 11: Araujo L, Troconis ME, Cubillán D, Mercado J, Villa N, Prieto A. Single drop microextraction and gas chromatography-mass spectrometry for the determination of diflufenican, mepanipyrim, fipronil, and pretilachlor in water samples. Environ Monit Assess. 2013 Dec;185(12):10225-33. doi: 10.1007/s10661-013-3327-8. Epub 2013 Jul 27. PubMed PMID: 23887887. 12: Pinto AP, Rodrigues SC, Caldeira AT, Teixeira DM. Exploring the potential of novel biomixtures and Lentinula edodes fungus for the degradation of selected pesticides. Evaluation for use in biobed systems. Sci Total Environ. 2016 Jan 15;541:1372-1381. doi: 10.1016/j.scitotenv.2015.10.046. Epub 2015 Nov 11. PubMed PMID: 26479911. 13: Ashworth MB, Walsh MJ, Flower KC, Powles SB. Identification of the first glyphosate-resistant wild radish (Raphanus raphanistrum L.) populations. Pest Manag Sci. 2014 Sep;70(9):1432-6. doi: 10.1002/ps.3815. Epub 2014 May 15. PubMed PMID: 24764154. 14: Larsbo M, Sandin M, Jarvis N, Etana A, Kreuger J. Surface Runoff of Pesticides from a Clay Loam Field in Sweden. J Environ Qual. 2016 Jul;45(4):1367-74. doi: 10.2134/jeq2015.10.0528. PubMed PMID: 27380086. 15: Goggin DE, Emery RJ, Kurepin LV, Powles SB. A potential role for endogenous microflora in dormancy release, cytokinin metabolism and the response to fluridone in Lolium rigidum seeds. Ann Bot. 2015 Feb;115(2):293-301. doi: 10.1093/aob/mcu231. Epub 2014 Dec 2. PubMed PMID: 25471097; PubMed Central PMCID: PMC4551082. 16: Vítek P, Novotná K, Hodaňová P, Rapantová B, Klem K. Detection of herbicide effects on pigment composition and PSII photochemistry in Helianthus annuus by Raman spectroscopy and chlorophyll a fluorescence. Spectrochim Acta A Mol Biomol Spectrosc. 2017 Jan 5;170:234-41. doi: 10.1016/j.saa.2016.07.025. Epub 2016 Jul 15. PubMed PMID: 27450121. 17: Appenzeller BMR, Hardy EM, Grova N, Chata C, Faÿs F, Briand O, Schroeder H, Duca RC. Hair analysis for the biomonitoring of pesticide exposure: comparison with blood and urine in a rat model. Arch Toxicol. 2017 Aug;91(8):2813-2825. doi: 10.1007/s00204-016-1910-9. Epub 2016 Dec 23. PubMed PMID: 28011991; PubMed Central PMCID: PMC5515982. 18: Bro E, Devillers J, Millot F, Decors A. Residues of plant protection products in grey partridge eggs in French cereal ecosystems. Environ Sci Pollut Res Int. 2016 May;23(10):9559-73. doi: 10.1007/s11356-016-6093-7. Epub 2016 Feb 3. PubMed PMID: 26841780; PubMed Central PMCID: PMC4871908. 19: Feckler A, Rakovic J, Kahlert M, Tröger R, Bundschuh M. Blinded by the light: Increased chlorophyll fluorescence of herbicide-exposed periphyton masks unfavorable structural responses during exposure and recovery. Aquat Toxicol. 2018 Oct;203:187-193. doi: 10.1016/j.aquatox.2018.08.015. Epub 2018 Aug 19. PubMed PMID: 30153560. 20: Patty L, Guyot C. Analytical methods for the determination of isoproturon and diflufenican residues in runoff and soil. Bull Environ Contam Toxicol. 1995 Dec;55(6):802-9. PubMed PMID: 8601057.