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Flucycloxuron

PESTANAL®, analytical standard, mixture of (E) and (Z) isomers

Synonym(s):

N-[[[4-[[[[(4-Chlorophenyl)cyclopropylmethylene]amino]oxy]methyl]phenyl]amino]carbonyl]-2,6-difluorobenzamide

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About This Item

Empirical Formula (Hill Notation):
C25H20ClF2N3O3
CAS Number:
Molecular Weight:
483.89
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

Fc1cccc(F)c1C(=O)NC(=O)Nc2ccc(CO\N=C(\C3CC3)c4ccc(Cl)cc4)cc2

InChI

1S/C25H20ClF2N3O3/c26-18-10-8-17(9-11-18)23(16-6-7-16)31-34-14-15-4-12-19(13-5-15)29-25(33)30-24(32)22-20(27)2-1-3-21(22)28/h1-5,8-13,16H,6-7,14H2,(H2,29,30,32,33)/b31-23-

InChI key

PCKNFPQPGUWFHO-SXBRIOAWSA-N

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General description

Flucycloxuron is a new derivative of benzoylphenylurea (BPU) that acts against mites and insects by inhibiting the chitin synthesis that results in abnormal endocuticular deposition and abortive molting in the target species.

Application

Flucycloxuron may be used as an analytical standard for the determination of the analyte in:
  • Vegetables and fruits by liquid chromatography in conjunction with full scan high resolution mass spectrometry (LC-full scan HRMS).
  • Edible Chinese traditional herbs by LC coupled to tandem mass spectrometry (MS/MS).

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

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Chronic toxicity of flucycloxuron in the mosquitofish, Gambusia affinis: acetylcholinesterase and catalase activities and pattern of recovery.
Zaidi N, et al.
Annals of Biological Research, 1(4), 210-217 (2010)
Determination of 16 insect growth regulators in edible Chinese traditional herbs by liquid chromatography electrospray tandem mass spectrometry.
Qian M, et al.
Analytical and Bioanalytical Chemistry, 402(7), 2451-2462 (2012)
Uptake and distribution of three insect growth regulators?diflubenzuron, flucycloxuron and halofenozide-in pupae and adults of Tenebrio molitor.
Chebira S, et al.
Phytoparasitica, 34(2), 187-196 (2006)
Qualitative aspects and validation of a screening method for pesticides in vegetables and fruits based on liquid chromatography coupled to full scan high resolution (Orbitrap) mass spectrometry.
Mol HGJ, et al.
Analytical and Bioanalytical Chemistry, 403(10), 2891-2908 (2012)
Vassilis Douris et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(51), 14692-14697 (2016-12-09)
Despite the major role of chitin biosynthesis inhibitors such as benzoylureas (BPUs) in the control of pests in agricultural and public health for almost four decades, their molecular mode of action (MoA) has in most cases remained elusive. BPUs interfere

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