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Acibenzolar-S-methyl

PESTANAL®, analytical standard

Synonym(s):

S-Methyl-1,2,3-benzothiadiazole-7-carbothioate

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About This Item

Empirical Formula (Hill Notation):
C8H6N2OS2
CAS Number:
Molecular Weight:
210.28
EC Number:
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

CSC(=O)c1cccc2nnsc12

InChI

1S/C8H6N2OS2/c1-12-8(11)5-3-2-4-6-7(5)13-10-9-6/h2-4H,1H3

InChI key

UELITFHSCLAHKR-UHFFFAOYSA-N

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General description

Acibenzolar-S-methyl is one of the functional analogs of salicylic acid that can bring about systemic acquired resistance in plants.

Application

Acibenzolar-S-methyl may be used as an analytical reference standard for the determination of the analyte in:
  • Food samples by low-pressure gas chromatography and liquid chromatography combined with tandem mass spectrometry (LPGC-MS/MS and LC-MS/MS).
  • Tobacco samples by LC-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

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Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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María Pilar López-Gresa et al.
Viruses, 11(5) (2019-05-17)
Benzothiadiazole (BTH) is a functional analogue of the phytohormone salycilic acid (SA) involved in the plant immune response. NahG tomato plants are unable to accumulate SA, which makes them hypersusceptible to several pathogens. Treatments with BTH increase the resistance to
Robert N Schaeffer et al.
Oecologia, 186(4), 973-982 (2018-01-25)
Herbivore-induced changes in host quality mediate indirect interactions between herbivores. The nature of these indirect interactions can vary depending on the identity of herbivores involved, species-specific induction of defense-signaling pathways, and sequence of attack. However, our understanding of the role
Use of ammonium formate in QuEChERS for high-throughput analysis of pesticides in food by fast, low-pressure gas chromatography and liquid chromatography tandem mass spectrometry.
Gonzalez-Curbelo MA, et al.
Journal of Chromatography A, 1358(15), 75-84 (2014)
Method development for the determination of 52 pesticides in tobacco by liquid chromatography-tandem mass spectrometry.
Mayer-Helm B, et al.
Journal of Chromatography A, 1216(51), 8953-8959 (2009)
SABP2, a methyl salicylate esterase is required for the systemic acquired resistance induced by acibenzolar-S-methyl in plants.
Tripathi D, et al.
Febs Letters, 584(15), 3458-3463 (2010)

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