ACIBENZOLAR-S-METHYL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H6N2OS2
Molecular Weight	210.276
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CSC(=O)C1=CC=CC2=C1SN=N2

InChI

InChIKey=UELITFHSCLAHKR-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C8H6N2OS2
Molecular Weight	210.276
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Sensitivity of Botrytis cinerea to chitosan and acibenzolar-S-methyl.	2010-09	20730989
SABP2, a methyl salicylate esterase is required for the systemic acquired resistance induced by acibenzolar-S-methyl in plants.	2010-08-04	20621100
Effect of BTH on anthocyanin content and activities of related enzymes in Strawberry after harvest.	2010-05-12	20377227
The salicylic acid-induced protection of non-climacteric unripe pepper fruit against Colletotrichum gloeosporioides is similar to the resistance of ripe fruit.	2009-10	19701640
Systemic acquired resistance in soybean is regulated by two proteins, Orthologous to Arabidopsis NPR1.	2009-08-05	19656407
Activation of the salicylic acid signaling pathway enhances Clover yellow vein virus virulence in susceptible pea cultivars.	2009-02	19132869
Antagonistic interaction between systemic acquired resistance and the abscisic acid-mediated abiotic stress response in Arabidopsis.	2008-06	18586869
Ultrastructural study on acibenzolar-S-methyl-induced scab resistance in epidermal pectin layers of Japanese pear leaves.	2008-05	18943227
Biological and molecular analyses of the acibenzolar-S-methyl-induced systemic acquired resistance in flue-cured tobacco against Tomato spotted wilt virus.	2008-02	18943196
Salicylic acid inhibits pathogen growth in plants through repression of the auxin signaling pathway.	2007-10-23	17919906
Resistance of red clover (Trifolium pratense) to the root parasitic plant Orobanche minor is activated by salicylate but not by jasmonate.	2007-09	17660517
Expression of mitochondrial tatC in Nicotiana tabacum is responsive to benzothiadiazole and salicylic acid.	2007-09	17350139
Induction of systemic acquired resistance in cotton foliage does not adversely affect the performance of an entomopathogen.	2007-08	17619222
Systemic acquired resistance in canola is linked with pathogenesis-related gene expression and requires salicylic Acid.	2007-07	18943928
Differential responses of Coffea arabica L. leaves and roots to chemically induced systemic acquired resistance.	2006-12	17426774
PR genes of apple: identification and expression in response to elicitors and inoculation with Erwinia amylovora.	2006-10-09	17029637
From field to health: a simple way to increase the nutraceutical content of grape as shown by NO-dependent vascular relaxation.	2006-07-26	16848515
Benzothiadiazole inhibits mitochondrial NADH:ubiquinone oxidoreductase in tobacco.	2006-07	16777535
Bacillus thuringiensis protein production, signal transduction, and insect control in chemically inducible PR-1a/cry1Ab broccoli plants.	2006-06	16418860
Competence of roots for race-specific resistance and the induction of acquired resistance against Magnaporthe oryzae.	2006-05-01	20507439
Benzothiadiazole induces local resistance to Bemisia tabaci (Hemiptera: Aleyrodidae) in tomato plants.	2005-12	16539159
Evaluation of a chemically inducible promoter for developing a within-plant refuge for resistance management.	2005-12	16539150
Root-to-shoot signalling: apoplastic alkalinization, a general stress response and defence factor in barley (Hordeum vulgare).	2005-12	16389490
Evidence that DL-3-aminobutyric acid and acibenzolar-S-methyl induce resistance against bacterial head rot disease of broccoli.	2005-11	16041690
[Effects of silicon acid and of acibenzolar-S-methyl on Schizaphis graminum (Rondani) (Hemiptera: Aphididae) in wheat plants].	2005-09-01	17273717
A two disulfide bridge Kazal domain from Phytophthora exhibits stable inhibitory activity against serine proteases of the subtilisin family.	2005-08-23	16117831
beta-Aminobutyric acid-induced resistance against downy mildew in grapevine acts through the potentiation of callose formation and jasmonic acid signaling.	2005-08	16134894
Specific patterns of changes in wheat gene expression after treatment with three antifungal compounds.	2005-03	15988564
Induction of pathogen resistance in barley by abiotic stress.	2004-09	15375723
Cloning and expression analysis of cDNAs corresponding to genes activated in cucumber showing systemic acquired resistance after BTH treatment.	2004-08-26	15331019
Effects of Acibenzolar-S-methyl on the specific activities of peroxidase, chitinase and phenylalanine ammonia-lyase and phenolic content of host leaves in cucumber-powdery mildew interaction.	2004	15756839
Pyrazolecarboxylic acid derivative induces systemic acquired resistance in tobacco.	2003-12	14730140
Systemic acquired resistance in sunflower (Helianthus annuus L.).	2003-08-30	12945177
Stimulation of furanochromone accumulation in callus cultures of Ammi visnaga L. by addition of elicitors.	2003-08	12967041
Effects of acibenzolar-s-methyl and ethirimol on the composition of a laboratory population of barley powdery mildew.	2003-03	18944340
Enhancement of population densities of fluorescent pseudomonads in the rhizosphere of tomato plants by addition of acibenzolar-S-methyl.	2002-12	12619819
Chloroisonicotinamide derivative induces a broad range of disease resistance in rice and tobacco.	2002-07	12154146
Priming in plant-pathogen interactions.	2002-05	11992826
Preexisting systemic acquired resistance suppresses hypersensitive response-associated cell death in Arabidopsis hrl1 mutant.	2002-04	11950972
Knockout of Arabidopsis accelerated-cell-death11 encoding a sphingosine transfer protein causes activation of programmed cell death and defense.	2002-02-15	11850411
Abscisic acid determines basal susceptibility of tomato to Botrytis cinerea and suppresses salicylic acid-dependent signaling mechanisms.	2002-02	11842153
Benzothiadiazole Activates Resistance in Sunflower (Helianthus annuus) to the Root-Parasitic Weed Orobanche cuman.	2002-01	18944140
Mode of action of acibenzolar-S-methyl against sheath blight of rice, caused by Rhizoctonia solani Kühn.	2002-01	11838287
NIM1 overexpression in Arabidopsis potentiates plant disease resistance and results in enhanced effectiveness of fungicides.	2001-09	11551076
beta-Aminobutyric acid-induced protection of Arabidopsis against the necrotrophic fungus Botrytis cinerea.	2001-06	11402183
Identification of potato genes induced during colonization by Phytophthora infestans.	2001-05-01	20573000
Environmentally sensitive, SA-dependent defense responses in the cpr22 mutant of Arabidopsis.	2001-05	11439131
Persistence and translocation of a benzothiadiazole derivative in tomato plants in relation to systemic acquired resistance against Pseudomonas syringae pv tomato.	2001-03	11455656
Molecular characterization of the cDNA encoding an acidic isoform of PR-1 protein in rice.	2001-02-28	11266113

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:34:46 GMT 2025` Edited by `admin` on `Mon Mar 31 19:34:46 GMT 2025`
Record UNII	BCW6119347
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ACIBENZOLAR-S-METHYL [HSDB]

Preferred Name

English

ACIBENZOLAR-S-METHYL

Common Name

English

1,2,3-BENZOTHIADIAZOLE-7-CARBOTHIOIC ACID S-METHYL ESTER

Systematic Name

English

S-METHYL 1,2,3-BENZOTHIADIAZOLE-7-CARBOTHIOATE

Systematic Name

English

ACIBENZOLAR-S-METHYL [MI]

Common Name

English

S-METHYL BENZO(1,2,3)THIADIAZOLE-7-CARBOTHIOATE

Systematic Name

English

7-(METHYLTHIOCARBONYL)-BENZO-1,2,3-THIADIAZOLE

Systematic Name

English

ACIBENZOLAR-S-METHYL [ISO]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

61402