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34232

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Prothioconazole

PESTANAL®, analytical standard

Synonym(s):

2-[2-(1-Chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-3H-1,2,4-triazole-3-thione

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About This Item

Empirical Formula (Hill Notation):
C14H15Cl2N3OS
CAS Number:
178928-70-6
Molecular Weight:
344.26
UNSPSC Code:
41116107
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

agriculture
environmental

format

neat

SMILES string

OC(CN1N=CNC1=S)(Cc2ccccc2Cl)C3(Cl)CC3

InChI

1S/C14H15Cl2N3OS/c15-11-4-2-1-3-10(11)7-14(20,13(16)5-6-13)8-19-12(21)17-9-18-19/h1-4,9,20H,5-8H2,(H,17,18,21)

InChI key

MNHVNIJQQRJYDH-UHFFFAOYSA-N

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General description

Prothioconazole is a triazolinethione derivative, which can be used as a fungicide in order to inhibit the activity of demethylase enzyme.(1) It can be used in the treatment of infection in crops like wheat, caused by Mycosphaerella graminicola, a plant-pathogenic fungus.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

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

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG0073
BCCB2271
BCBT2374
SZBE225XV
SZBC146XV

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Carsten Albrecht Brühl et al.
Environmental science and pollution research international, 18(1), 31-37 (2010-06-15)
Seed treatments are widely used on cereals and other annual crops throughout Europe. Most of the formulated pesticide is found on the outside of the seed, the husk. Risk assessments of seed treatments are especially needed for granivorous mice living
Zhaoxian Zhang et al.
Journal of agricultural and food chemistry, 65(37), 8241-8247 (2017-08-29)
An efficient and sensitive chiral analytical method was established for the determination of the chiral fungicide prothioconazole and its major chiral metabolite prothioconazole-desthio in agricultural and environmental samples using ultraperformance liquid chromatography-tandem mass spectrometry. The optical rotation and absolute configuration
Mechanism of binding of prothioconazole to Mycosphaerella graminicola CYP51 differs from that of other azole antifungals
Parker.EJ, et al.
Applied and Environmental Microbiology, 77, 1460-1465 (2011)
Joel D A Tyndall et al.
PloS one, 11(12), e0167485-e0167485 (2016-12-03)
Azole antifungals, known as demethylase inhibitors (DMIs), target sterol 14α-demethylase (CYP51) in the ergosterol biosynthetic pathway of fungal pathogens of both plants and humans. DMIs remain the treatment of choice in crop protection against a wide range of fungal phytopathogens
Hyunkyu Sang et al.
Frontiers in microbiology, 9, 2335-2335 (2018-10-18)
The succinate dehydrogenase inhibitor (SDHI) fungicide, fluopyram, is used as a soybean seed treatment to manage Fusarium virguliforme, the casual agent of sudden death syndrome (SDS). More recently, other species within clade 2 of the Fusarium solani species, F. tucumaniae
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