Metrafenone | CAS#220899-03-6 | fungicide

MedKoo Cat#: 585386 | Name: Metrafenone

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Description:

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

Metrafenone is a fungicide with protectant and curative properties, it is used for the control of powdery mildew in cereals and grape vines.

Chemical Structure

Metrafenone

CAS#220899-03-6

Theoretical Analysis

MedKoo Cat#: 585386

Name: Metrafenone

CAS#: 220899-03-6

Chemical Formula: C19H21BrO5

Exact Mass: 408.0572

Molecular Weight: 409.28

Elemental Analysis: C, 55.76; H, 5.17; Br, 19.52; O, 19.55

Price and Availability

Size	Price	Availability	Quantity
100mg	USD 450.00	2 weeks

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Related CAS #

No Data

Synonym

Metrafenone; BAS 560 02F; Flexity; Vivando

IUPAC/Chemical Name

(3-bromo-6-methoxy-2-methylphenyl)-(2,3,4-trimethoxy-6-methylphenyl)methanone

InChi Key

AMSPWOYQQAWRRM-UHFFFAOYSA-N

InChi Code

InChI=1S/C19H21BrO5/c1-10-9-14(23-4)18(24-5)19(25-6)15(10)17(21)16-11(2)12(20)7-8-13(16)22-3/h7-9H,1-6H3

SMILES Code

O=C(C1=C(OC)C=CC(Br)=C1C)C2=C(C)C=C(OC)C(OC)=C2OC

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

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Metrafenone is a fungicide.

In vitro activity:

TBD

In vivo activity:

TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 409.28 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:

TBD

In vitro protocol:

TBD

In vivo protocol:

TBD

1: Kunova A, Pizzatti C, Bonaldi M, Cortesi P. Metrafenone resistance in a population of Erysiphe necator in northern Italy. Pest Manag Sci. 2016 Feb;72(2):398-404. doi: 10.1002/ps.4060. Epub 2015 Jul 14. PubMed PMID: 26079510; PubMed Central PMCID: PMC5034827. 2: Li J, Li Y, Xu D, Zhang J, Wang Y, Luo C. Determination of metrafenone in vegetables by matrix solid-phase dispersion and HPLC-UV method. Food Chem. 2017 Jan 1;214:77-81. doi: 10.1016/j.foodchem.2016.07.061. Epub 2016 Jul 11. PubMed PMID: 27507450. 3: López-Fernández O, Pose-Juan E, Yáñez R, Rial-Otero R, Simal-Gándara J. Modelling the isothermal degradation kinetics of metrafenone and mepanipyrim in a grape juice analog. Food Res Int. 2018 Jun;108:339-346. doi: 10.1016/j.foodres.2018.03.058. Epub 2018 Mar 24. PubMed PMID: 29735065. 4: Wang S, Liu Y, Sun H. Determination of metrafenone in bitter gourd and soil by GC with ECD. Food Chem. 2016 Apr 1;196:170-3. doi: 10.1016/j.foodchem.2015.09.019. Epub 2015 Sep 8. PubMed PMID: 26593479. 5: Opalski KS, Tresch S, Kogel KH, Grossmann K, Köhle H, Hückelhoven R. Metrafenone: studies on the mode of action of a novel cereal powdery mildew fungicide. Pest Manag Sci. 2006 May;62(5):393-401. PubMed PMID: 16602071. 6: Briz-Cid N, Figueiredo-González M, Rial-Otero R, Cancho-Grande B, Simal-Gándara J. Effect of two anti-fungal treatments (metrafenone and boscalid plus kresoxim-methyl) applied to vines on the color and phenol profile of different red wines. Molecules. 2014 Jun 16;19(6):8093-111. doi: 10.3390/molecules19068093. PubMed PMID: 24936710; PubMed Central PMCID: PMC6270733. 7: Noguerol-Pato R, Sieiro-Sampedro T, González-Barreiro C, Cancho-Grande B, Simal-Gándara J. Effect on the aroma profile of Graciano and Tempranillo red wines of the application of two antifungal treatments onto vines. Molecules. 2014 Aug 13;19(8):12173-93. doi: 10.3390/molecules190812173. Erratum in: Molecules. 2014;19(11):17422-3. Sieiro-Sampredro, Thais [Corrected to Sieiro-Sampedro, Thais]. PubMed PMID: 25123185; PubMed Central PMCID: PMC6271956. 8: Wang X, Glawe DA, Kramer E, Weller D, Okubara PA. Biological Control of Botrytis cinerea: Interactions with Native Vineyard Yeasts from Washington State. Phytopathology. 2018 Jun;108(6):691-701. doi: 10.1094/PHYTO-09-17-0306-R. Epub 2018 Apr 26. PubMed PMID: 29334476. 9: Feng X, Nita M, Baudoin AB. Evaluation of Quinoxyfen Resistance of Erysiphe necator (Grape Powdery Mildew) in a Single Virginia Vineyard. Plant Dis. 2018 Dec;102(12):2586-2591. doi: 10.1094/PDIS-11-17-1822-RE. Epub 2018 Oct 11. PubMed PMID: 30307835. 10: Martínez G, Morales A, Maestro A, Cermeño S, Oliva J, Barba A. Determination of Nine Fungicides in Grape and Wine Using QuEChERS Extraction and LC/MS/MS Analysis. J AOAC Int. 2015 Nov-Dec;98(6):1745-51. doi: 10.5740/jaoacint.14-216. Epub 2015 Sep 22. PubMed PMID: 26400110. 11: Leroux P, Gredt M, Remuson F, Micoud A, Walker AS. Fungicide resistance status in French populations of the wheat eyespot fungi Oculimacula acuformis and Oculimacula yallundae. Pest Manag Sci. 2013 Jan;69(1):15-26. doi: 10.1002/ps.3408. Epub 2012 Oct 16. Review. PubMed PMID: 23073993. 12: Cermeño S, Martínez G, Oliva J, Cámara MA, Barba A. Influence of the presence of ethanol on in vitro bioavailability of fungicide residues. Food Chem Toxicol. 2016 Jul;93:1-4. doi: 10.1016/j.fct.2016.04.016. Epub 2016 Apr 22. PubMed PMID: 27112541. 13: Noguerol-Pato R, Torrado-Agrasar A, González-Barreiro C, Cancho-Grande B, Simal-Gándara J. Influence of new generation fungicides on Saccharomyces cerevisiae growth, grape must fermentation and aroma biosynthesis. Food Chem. 2014 Mar 1;146:234-41. doi: 10.1016/j.foodchem.2013.09.058. Epub 2013 Sep 19. PubMed PMID: 24176337. 14: Regueiro J, Olguín N, Simal-Gándara J, Suñol C. Toxicity evaluation of new agricultural fungicides in primary cultured cortical neurons. Environ Res. 2015 Jul;140:37-44. doi: 10.1016/j.envres.2015.03.013. Epub 2015 Mar 29. PubMed PMID: 25825129. 15: Noguerol-Pato R, Fernández-Cruz T, Sieiro-Sampedro T, González-Barreiro C, Cancho-Grande B, Cilla-García DA, García-Pastor M, Martínez-Soria MT, Sanz-Asensio J, Simal-Gándara J. Dissipation of Fungicide Residues during Winemaking and Their Effects on Fermentation and the Volatile Composition of Wines. J Agric Food Chem. 2016 Feb 17;64(6):1344-54. doi: 10.1021/acs.jafc.5b05187. Epub 2016 Feb 3. PubMed PMID: 26808836. 16: Schmitt MR, Carzaniga R, Cotter HV, O'Connell R, Hollomon D. Microscopy reveals disease control through novel effects on fungal development: a case study with an early-generation benzophenone fungicide. Pest Manag Sci. 2006 May;62(5):383-92. PubMed PMID: 16602068.