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=C2SN=NC2=CC=C1

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

Approval Year

PubMed

Title	Date	PubMed
Molecular characterization of the cDNA encoding an acidic isoform of PR-1 protein in rice.	2001 Feb 28	11266113
beta-Aminobutyric acid-induced protection of Arabidopsis against the necrotrophic fungus Botrytis cinerea.	2001 Jun	11402183
Persistence and translocation of a benzothiadiazole derivative in tomato plants in relation to systemic acquired resistance against Pseudomonas syringae pv tomato.	2001 Mar	11455656
Environmentally sensitive, SA-dependent defense responses in the cpr22 mutant of Arabidopsis.	2001 May	11439131
Identification of potato genes induced during colonization by Phytophthora infestans.	2001 May 1	20573000
NIM1 overexpression in Arabidopsis potentiates plant disease resistance and results in enhanced effectiveness of fungicides.	2001 Sep	11551076
Preexisting systemic acquired resistance suppresses hypersensitive response-associated cell death in Arabidopsis hrl1 mutant.	2002 Apr	11950972
Enhancement of population densities of fluorescent pseudomonads in the rhizosphere of tomato plants by addition of acibenzolar-S-methyl.	2002 Dec	12619819
Abscisic acid determines basal susceptibility of tomato to Botrytis cinerea and suppresses salicylic acid-dependent signaling mechanisms.	2002 Feb	11842153
Knockout of Arabidopsis accelerated-cell-death11 encoding a sphingosine transfer protein causes activation of programmed cell death and defense.	2002 Feb 15	11850411
Benzothiadiazole Activates Resistance in Sunflower (Helianthus annuus) to the Root-Parasitic Weed Orobanche cuman.	2002 Jan	18944140
Mode of action of acibenzolar-S-methyl against sheath blight of rice, caused by Rhizoctonia solani Kühn.	2002 Jan	11838287
Chloroisonicotinamide derivative induces a broad range of disease resistance in rice and tobacco.	2002 Jul	12154146
Priming in plant-pathogen interactions.	2002 May	11992826
Stimulation of furanochromone accumulation in callus cultures of Ammi visnaga L. by addition of elicitors.	2003 Aug	12967041
Pyrazolecarboxylic acid derivative induces systemic acquired resistance in tobacco.	2003 Dec	14730140
Effects of acibenzolar-s-methyl and ethirimol on the composition of a laboratory population of barley powdery mildew.	2003 Mar	18944340
Systemic acquired resistance in sunflower (Helianthus annuus L.).	2003 May-Jun	12945177
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
Cloning and expression analysis of cDNAs corresponding to genes activated in cucumber showing systemic acquired resistance after BTH treatment.	2004 Aug 26	15331019
Induction of pathogen resistance in barley by abiotic stress.	2004 Sep	15375723
beta-Aminobutyric acid-induced resistance against downy mildew in grapevine acts through the potentiation of callose formation and jasmonic acid signaling.	2005 Aug	16134894
A two disulfide bridge Kazal domain from Phytophthora exhibits stable inhibitory activity against serine proteases of the subtilisin family.	2005 Aug 23	16117831
Benzothiadiazole induces local resistance to Bemisia tabaci (Hemiptera: Aleyrodidae) in tomato plants.	2005 Dec	16539159
Evaluation of a chemically inducible promoter for developing a within-plant refuge for resistance management.	2005 Dec	16539150
Root-to-shoot signalling: apoplastic alkalinization, a general stress response and defence factor in barley (Hordeum vulgare).	2005 Dec	16389490
Specific patterns of changes in wheat gene expression after treatment with three antifungal compounds.	2005 Mar	15988564
Evidence that DL-3-aminobutyric acid and acibenzolar-S-methyl induce resistance against bacterial head rot disease of broccoli.	2005 Nov	16041690
Differential responses of Coffea arabica L. leaves and roots to chemically induced systemic acquired resistance.	2006 Dec	17426774
Benzothiadiazole inhibits mitochondrial NADH:ubiquinone oxidoreductase in tobacco.	2006 Jul	16777535
From field to health: a simple way to increase the nutraceutical content of grape as shown by NO-dependent vascular relaxation.	2006 Jul 26	16848515
Bacillus thuringiensis protein production, signal transduction, and insect control in chemically inducible PR-1a/cry1Ab broccoli plants.	2006 Jun	16418860
Competence of roots for race-specific resistance and the induction of acquired resistance against Magnaporthe oryzae.	2006 May 1	20507439
[Effects of silicon acid and of acibenzolar-S-methyl on Schizaphis graminum (Rondani) (Hemiptera: Aphididae) in wheat plants].	2006 Nov-Dec	17273717
PR genes of apple: identification and expression in response to elicitors and inoculation with Erwinia amylovora.	2006 Oct 9	17029637
Induction of systemic acquired resistance in cotton foliage does not adversely affect the performance of an entomopathogen.	2007 Aug	17619222
Systemic acquired resistance in canola is linked with pathogenesis-related gene expression and requires salicylic Acid.	2007 Jul	18943928
Salicylic acid inhibits pathogen growth in plants through repression of the auxin signaling pathway.	2007 Oct 23	17919906
Resistance of red clover (Trifolium pratense) to the root parasitic plant Orobanche minor is activated by salicylate but not by jasmonate.	2007 Sep	17660517
Expression of mitochondrial tatC in Nicotiana tabacum is responsive to benzothiadiazole and salicylic acid.	2007 Sep	17350139
Biological and molecular analyses of the acibenzolar-S-methyl-induced systemic acquired resistance in flue-cured tobacco against Tomato spotted wilt virus.	2008 Feb	18943196
Antagonistic interaction between systemic acquired resistance and the abscisic acid-mediated abiotic stress response in Arabidopsis.	2008 Jun	18586869
Ultrastructural study on acibenzolar-S-methyl-induced scab resistance in epidermal pectin layers of Japanese pear leaves.	2008 May	18943227
Systemic acquired resistance in soybean is regulated by two proteins, Orthologous to Arabidopsis NPR1.	2009 Aug 5	19656407
Activation of the salicylic acid signaling pathway enhances Clover yellow vein virus virulence in susceptible pea cultivars.	2009 Feb	19132869
The salicylic acid-induced protection of non-climacteric unripe pepper fruit against Colletotrichum gloeosporioides is similar to the resistance of ripe fruit.	2009 Oct	19701640
SABP2, a methyl salicylate esterase is required for the systemic acquired resistance induced by acibenzolar-S-methyl in plants.	2010 Aug 4	20621100
Effect of BTH on anthocyanin content and activities of related enzymes in Strawberry after harvest.	2010 May 12	20377227
Sensitivity of Botrytis cinerea to chitosan and acibenzolar-S-methyl.	2010 Sep	20730989

Patents

Name

Type

Language

ACIBENZOLAR-S-METHYL

Common Name

English

ACIBENZOLAR-S-METHYL [HSDB]

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