MedKoo Cat#: 463783 | Name: Flutolanil
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Description:

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

Flutolanil is a benzanilide fungicide. It is active against a panel of 241 field isolates of the plant pathogenic fungus R. solani when grown in flutolanil-enriched growth media. Flutolanil inhibits R. solani hyphal growth and infection cushion formation on rice plant leaf sheaths. It is toxic to zebrafish embryos, larvae, and adults. Formulations containing flutolanil have been used to control fungal infections on rice crops.

Chemical Structure

Flutolanil
Flutolanil
CAS#66332-96-5

Theoretical Analysis

MedKoo Cat#: 463783

Name: Flutolanil

CAS#: 66332-96-5

Chemical Formula: C17H16F3NO2

Exact Mass: 323.1133

Molecular Weight: 323.32

Elemental Analysis: C, 63.15; H, 4.99; F, 17.63; N, 4.33; O, 9.90

Price and Availability

Size Price Availability Quantity
50mg USD 250.00 2 Weeks
100mg USD 450.00 2 Weeks
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Related CAS #
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Synonym
Flutolanil; Moncut; Folistar; Prostar;
IUPAC/Chemical Name
N-(3-isopropoxyphenyl)-2-(trifluoromethyl)benzamide
InChi Key
PTCGDEVVHUXTMP-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H16F3NO2/c1-11(2)23-13-7-5-6-12(10-13)21-16(22)14-8-3-4-9-15(14)17(18,19)20/h3-11H,1-2H3,(H,21,22)
SMILES Code
O=C(NC1=CC(OC(C)C)=CC=C1)C2=C(C=CC=C2)C(F)(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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 323.32 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: Guarda PM, Pontes AMS, Domiciano RS, Gualberto LDS, Mendes DB, Guarda EA, da Silva JEC. Assessment of Ecological Risk and Environmental Behavior of Pesticides in Environmental Compartments of the Formoso River in Tocantins, Brazil. Arch Environ Contam Toxicol. 2020 Nov;79(4):524-536. doi: 10.1007/s00244-020-00770-7. Epub 2020 Nov 4. PMID: 33150460. 2: Abdelfatah RM, Mahmoud HM, Elsayed MA, Hegazy AM. Resolution of the spectra of acetamiprid, flutolanil and etofenprox residues for their analysis in tomato fruits. Spectrochim Acta A Mol Biomol Spectrosc. 2020 Sep 5;238:118444. doi: 10.1016/j.saa.2020.118444. Epub 2020 May 6. PMID: 32413719. 3: Aliste M, Garrido I, Flores P, Hellín P, Vela N, Navarro S, Fenoll J. Reclamation of agro-wastewater polluted with thirteen pesticides by solar photocatalysis to reuse in irrigation of greenhouse lettuce grown. J Environ Manage. 2020 Jul 15;266:110565. doi: 10.1016/j.jenvman.2020.110565. Epub 2020 Apr 17. PMID: 32314743. 4: Teng M, Wang C, Song M, Chen X, Zhang J, Wang C. Chronic exposure of zebrafish (Danio rerio) to flutolanil leads to endocrine disruption and reproductive disorders. Environ Res. 2020 May;184:109310. doi: 10.1016/j.envres.2020.109310. Epub 2020 Feb 26. PMID: 32163770. 5: Hegazy AM, Abdelfatah RM, Mahmoud HM, Elsayed MA. Development and validation of two robust simple chromatographic methods for estimation of tomatoes specific pesticides' residues for safety monitoring prior to food processing line and evaluation of local samples. Food Chem. 2020 Feb 15;306:125640. doi: 10.1016/j.foodchem.2019.125640. Epub 2019 Oct 4. PMID: 31606625. 6: Shin JA, Cho H, Seo DW, Jeong HG, Kim SC, Lee JH, Hong ST, Lee KT. Approach Study for Mass Balance of Pesticide Residues in Distillers' Stillage along with Distillate and Absence Verification of Pesticides in Distilled Spirits from Pilot-Scale of Distillation Column. Molecules. 2019 Jul 15;24(14):2572. doi: 10.3390/molecules24142572. PMID: 31311184; PMCID: PMC6680727. 7: Xu C, Li M, Zhou Z, Li J, Chen D, Duan Y, Zhou M. Impact of Five Succinate Dehydrogenase Inhibitors on DON Biosynthesis of Fusarium asiaticum, Causing Fusarium Head Blight in Wheat. Toxins (Basel). 2019 May 15;11(5):272. doi: 10.3390/toxins11050272. PMID: 31096549; PMCID: PMC6563320. 8: Yang Y, Dong F, Liu X, Xu J, Wu X, Zheng Y. Flutolanil affects circadian rhythm in zebrafish (Danio rerio) by disrupting the positive regulators. Chemosphere. 2019 Aug;228:649-655. doi: 10.1016/j.chemosphere.2019.04.207. Epub 2019 Apr 29. PMID: 31063912. 9: Teng M, Zhou Y, Song M, Dong K, Chen X, Wang C, Bi S, Zhu W. Chronic Toxic Effects of Flutolanil on the Liver of Zebrafish ( Danio rerio). Chem Res Toxicol. 2019 Jun 17;32(6):995-1001. doi: 10.1021/acs.chemrestox.8b00300. Epub 2019 Apr 17. PMID: 30942079. 10: Namiki S, Seike N, Motoki Y. Relationship between growth stage of Brassica rapa var. perviridis and the abilities for uptake and translocation of pesticides in soil. J Pestic Sci. 2019 Feb 20;44(1):1-8. doi: 10.1584/jpestics.D18-062. PMID: 30846904; PMCID: PMC6399001. 11: European Food Safety Authority (EFSA), Abdourahime H, Anastassiadou M, Brancato A, Brocca D, Carrasco Cabrera L, De Lentdecker C, Ferreira L, Greco L, Jarrah S, Kardassi D, Leuschner R, Lostia A, Lythgo C, Medina P, Miron I, Molnar T, Nave S, Pedersen R, Raczyk M, Reich H, Ruocco S, Sacchi A, Santos M, Stanek A, Sturma J, Tarazona J, Theobald A, Vagenende B, Verani A, Villamar-Bouza L. Evaluation of confirmatory data following the Article 12 MRL review for flutolanil. EFSA J. 2019 Feb 4;17(2):e05593. doi: 10.2903/j.efsa.2019.5593. PMID: 32626220; PMCID: PMC7009047. 12: Namiki S, Otani T, Motoki Y, Seike N. The influence of Brassica rapa var. perviridis growth conditions on the uptake and translocation of pesticides. J Pestic Sci. 2018 Nov 20;43(4):248-254. doi: 10.1584/jpestics.D18-041. PMID: 30479545; PMCID: PMC6240782. 13: Kikuchi H, Sakai T, Nemoto S, Akiyama H. Total determination of residual flutolanil and its metabolites in livestock products and seafood using liquid chromatography-tandem mass spectrometry. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2018 Dec;35(12):2366-2374. doi: 10.1080/19440049.2018.1530457. Epub 2018 Oct 23. PMID: 30352013. 14: Qian L, Qi S, Cao F, Zhang J, Li C, Song M, Wang C. Effects of penthiopyrad on the development and behaviour of zebrafish in early-life stages. Chemosphere. 2019 Jan;214:184-194. doi: 10.1016/j.chemosphere.2018.09.117. Epub 2018 Sep 19. Erratum in: Chemosphere. 2018 Oct 30;: PMID: 30265925. 15: Teng M, Zhu W, Wang D, Yan J, Qi S, Song M, Wang C. Acute exposure of zebrafish embryo (Danio rerio) to flutolanil reveals its developmental mechanism of toxicity via disrupting the thyroid system and metabolism. Environ Pollut. 2018 Nov;242(Pt B):1157-1165. doi: 10.1016/j.envpol.2018.07.092. Epub 2018 Jul 31. PMID: 30114598. 16: Rice PJ, Horgan BP, Hamlin JL. Off-site transport of fungicides with runoff: A comparison of flutolanil and pentachloronitrobeneze applied to creeping bentgrass managed as a golf course fairway. Ecotoxicol Environ Saf. 2018 Aug 15;157:143-149. doi: 10.1016/j.ecoenv.2018.03.070. Epub 2018 Apr 2. PMID: 29621705. 17: Koehler AM, Shew HD. Seasonal dynamics and fungicide sensitivity of organisms causing brown patch of tall fescue in North Carolina. Mycologia. 2017 Jul-Aug;109(4):667-675. doi: 10.1080/00275514.2017.1377587. Epub 2017 Oct 11. PMID: 29020516. 18: Koehler AM, Shew HD. Enhanced Overwintering Survival of Stevia by QoI Fungicides Used for Management of Sclerotium rolfsii. Plant Dis. 2017 Aug;101(8):1417-1421. doi: 10.1094/PDIS-02-17-0277-RE. Epub 2017 May 30. PMID: 30678586. 19: Gallart-Mateu D, Armenta S, de la Guardia M. Indoor and outdoor determination of pesticides in air by ion mobility spectrometry. Talanta. 2016 Dec 1;161:632-639. doi: 10.1016/j.talanta.2016.09.020. Epub 2016 Sep 6. PMID: 27769458. 20: Sun HY, Lu CQ, Li W, Deng YY, Chen HG. Homozygous and heterozygous point mutations in succinate dehydrogenase subunits b, c and d of Rhizoctonia cerealis conferring resistance to thifluzamide. Pest Manag Sci. 2017 May;73(5):896-903. doi: 10.1002/ps.4361. Epub 2016 Aug 31. PMID: 27415408.