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Ametoctradin

certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Synonym(s):

5-Ethyl-6-octyl[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

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About This Item

Empirical Formula (Hill Notation):
C15H25N5
CAS Number:
Molecular Weight:
275.39
MDL number:
UNSPSC Code:
41116107
NACRES:
NA.24

grade

certified reference material
TraceCERT®

Quality Level

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

storage temp.

−20°C

SMILES string

CCCCCCCCc1c(CC)nc2cnnn2c1N

InChI

1S/C15H25N5/c1-3-5-6-7-8-9-10-12-13(4-2)19-15-17-11-18-20(15)14(12)16/h11H,3-10,16H2,1-2H3

InChI key

GGKQIOFASHYUJZ-UHFFFAOYSA-N

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General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ. Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate. Download your certificate at: http://www.sigma-aldrich.com.

Ametoctradin is a fungicide that belongs to the class of triazolo-pyrimidylamines in FRAC group 45. Ametoctradin is a mitochondrial respiration inhibitor that binds to the complex III (complex bc1) in the electron transport chain of oomycete pathogens, causing a rapid decrease in oxygen consumption and intracellular ATP levels. It is effective in controlling late blight and downy mildews in potato, grape, cucumber, apple, tomato, and other crops.

Ametoctradin has to be monitored in the Multiannual Control Programmes for Pesticides Residues (MACP), run within the EU and EFTA in/on products of plant origin.
Ametoctradin is approved for its use in the EU under Reg. (EC) No 1107/2009. Maximum residue levels (MRLs) have been set according to Reg (EC) No 2021/1110 for ametoctradin for various products of plant and animal origin from 0.01 to 60 mg/kg.

Application

It is intended to be used as a certified reference material (CRM) for calibration in chromatography and other analytical techniques.
Ametoctradin CRM may also find its use as described below:
  • QuEChERS method to analyze ametoctradin residue in apple, cucumber, cabbage, tomato, and grape using UPLC-MS/MS.
  • Comparative study of three sample preparation methods for multi-residue extraction of pesticide residues analysis in hop matrix.
  • Simultaneous and rapid analysis of 300 pesticide residues in human hair using LC-MS/MS and GC-MS/MS.
  • To determine the behavior of field-applied pesticides in barley during the malting and mashing stages of beermaking.
  • To study the effect of new generation fungicides on Saccharomyces cerevisiae growth, grape must fermentation, and aroma biosynthesis.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Martin Dušek et al.
Journal of agricultural and food chemistry, 69(31), 8649-8659 (2021-07-28)
The present work aimed to study the fate of field-applied pesticides during malting and mashing processes. Twenty-four field-collected barley samples were subject to micromalting followed by lab-scale mashing to investigate the carryover of residual pesticides from barley to malt and
R Noguerol-Pato et al.
Food chemistry, 146, 234-241 (2013-11-02)
The influence of ten new generation fungicides (ametoctradin, benthiavalicarb-isopropyl, boscalid, cyazofamid, dimethomorph, fenhexamid, kresoxim-methyl, mepanipyrim, metrafenone, and pyraclostrobin) on the fermentative activity of Saccharomyces cerevisiae yeast was initially evaluated in pasteurised red must. The presence of ametoctradin, dimethomorph and mepanipyrim
Comparative Study of Three Sample Preparation Methods for Multi-residue Extraction of Pesticide Residues in Hop Samples
Dusek M, et al.
Food Analytical Methods, 503-515 null
Mingfeng Hu et al.
Food chemistry, 175, 395-400 (2015-01-13)
A rapid, effective and sensitive method to quantitatively determine ametoctradin residue in apple, cucumber, cabbage, tomato and grape was developed and validated using ultra-performance liquid chromatography coupled with tandem mass spectrometry (UPLC-MS/MS). The target compound was determined in less than
Adalbert Dreinert et al.
Biochimica et biophysica acta. Bioenergetics, 1859(8), 567-576 (2018-04-29)
Ametoctradin is an agricultural fungicide that selectively inhibits the cytochrome bc1 complex of oomycetes. Previous spectrophotometric studies using the purified cytochrome bc1 complex from Pythium sp. showed that Ametoctradin binds to the Qo-site of the enzyme. However, as modeling studies

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