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Pyridalyl

PESTANAL®, analytical standard

Synonym(s):

2-{3-{2,6-Dichloro-4-[(3,3-dichloro-2-propen-1-yl)oxy]phenoxy}propoxy}-5-(trifluoromethyl)pyridine, [2,6-Dichloro-4-(3,3-dichloroallyloxy)phenyl]-3-(5-trifluoromethyl-2-pyridyloxy)propyl ether

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About This Item

Empirical Formula (Hill Notation):
C18H14Cl4F3NO3
CAS Number:
Molecular Weight:
491.12
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

application(s)

agriculture
environmental

format

neat

SMILES string

ClC1=C(OCCCOC2=NC=C(C(F)(F)F)C=C2)C(Cl)=CC(OCC=C(Cl)Cl)=C1

InChI

1S/C18H14Cl4F3NO3/c19-13-8-12(27-7-4-15(21)22)9-14(20)17(13)29-6-1-5-28-16-3-2-11(10-26-16)18(23,24)25/h2-4,8-10H,1,5-7H2

InChI key

AEHJMNVBLRLZKK-UHFFFAOYSA-N

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General description

Pyridalyl belongs to a new class of insecticides that has no cross-resistance with any other class of insecticides. Pyridalyl acts by contact and ingestion and is effective in controlling lepidopteran and thysanopteran pests in cotton, fruits, and vegetables such as cucurbits and lettuce.

Pyridalyl has to be monitored in the Multiannual Control Programme for Pesticides Residues (MACP), run within the EU and EFTA in/on products of plant origin.

Pyridalyl was approved on 1 July 2014 under the Commission Regulation (EU) No 143/2014/EU as per the Regulation (EC) No 1107/2009 as amended by Commission Implementing Regulations (EU) No 540/2011 and 541/2011. Upon receiving an application to set the new MRLs for pyridalyl from the Evaluating Member State (EMS) following Article 9 of the Regulation on 14 January 2009, EFSA has proposed an MRL of 1 mg/kg for tomatoes, 1 mg/kg for aubergines (eggplants), 2 mg/kg for peppers, 0.2 mg/kg for cucurbits (inedible peel), 3 mg/kg for lettuce, and 0.1 mg/kg for cottonseed.

Application

The analytical standard can be used for the following:
  • To determine the toxicity of pyridalyl on each growth stage of 2 insect pest species and to evaluate its cytotoxicity on the Sf9 insect and CHO-K1 mammalian cell line using the trypan blue exclusion method
  • To assess the lethal and sublethal effects of methoxyfenozide and pyridalyl on the larval ectoparasitoid Habrobracon hebetor
  • Investigation of the molecular action of Pyridalyl via cytochrome P450 activity using non-selective cytochrome P450 inhibitor, 1-ABT (1-aminobenzotriazole)
  • Evaluation of in vitro insecticidal activity of pyridalyl nanosuspension in comparison to technical material and commercial product against tomato fruit and shoot borer (Helicoverpa armigera)
  • To elucidate the persistence behavior and risk assessment of pyridalyl in tomato, cabbage, and cultivated field soil over two consecutive seasons

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

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

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Maria Anastassiadou et al.
EFSA journal. European Food Safety Authority, 17(9), e05814-e05814 (2020-07-07)
According to Article 12 of Regulation (EC) No 396/2005, EFSA has reviewed the maximum residue levels (MRLs) currently established at European level for the pesticide active substance pyridalyl. To assess the occurrence of pyridalyl residues in plants, processed commodities, rotational crops
Development of pyridalyl nanocapsule suspension for efficient management of tomato fruit and shoot borer (Helicoverpa armigera)
Saini P, et al.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, 344-351 null
S Isayama et al.
Archives of insect biochemistry and physiology, 58(4), 226-233 (2005-03-10)
Pyridalyl is an insecticide of a novel chemical class (unclassified insecticides). Toxicity of pyridalyl to two insect pest species, Spodoptera litura and Frankliniella occidentalis, an insect predator, Orius stringicollis, and a pollinator, Bombus terrestris, was evaluated in the laboratory. The
Marilena E Dasenaki et al.
Food chemistry, 213, 395-401 (2016-07-28)
Two liquid chromatography-tandem mass spectrometric methods were developed and validated to determine spinosyn A and D, thiacloprid and pyridalyl in spring onions cultivated under Egyptian field conditions. The degradation rates, the pre-harvest interval (PHI) values and the half-life values of
Gerard F Powell et al.
Insect biochemistry and molecular biology, 41(7), 459-469 (2011-04-19)
Pyridalyl is a recently discovered insecticide that exhibits high insecticidal activity against Lepidoptera and Thysanoptera. Pyridalyl action requires cytochrome P450 activity, possibly for production of a bioactive derivative, Pyridalyl metabolism being prevented by general P450 inhibitors. Apoptosis is apparently not

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