| Identification | Back Directory | [Name]
ACIBENZOLAR-S-METHYL | [CAS]
135158-54-2 | [Synonyms]
BTH
Actigard
Bendicar
Unix Bion
Bion, BTH
cga 245704
ACIDENZOLAR
Actigard AM 87
Bion (pesticide)
BTH (agrochemical)
ACIBENZOLAR-S-METHYL
Acibenzolar-S-methyl [iso]
Chlordiazepoxide Impurity 3
ACIBENZOLAR-S-METHYL STANDARD
Acibenzolar-S-methyl Solution, 100ppm
Acibenzolar-S-methyl@100 μg/mL in Methanol
S-Methyl-1,2,3-benzothiadiazole-7-carbothioate
S-methyl benzo[d][1,2,3]thiadiazole-7-carbothioate
Acibenzolar-S-methyl Solution in Acetonitrile, 1000μg/mL
1,2,3-Benzothiadiazole-7-carbothiolic acid, S-methyl ester
acibenzolar-S-methyl benzo[1,2,3]thiadiazole-7-carbothioic acid S-methyl ester | [EINECS(EC#)]
420-050-0 | [Molecular Formula]
C8H6N2S3 | [MDL Number]
MFCD03427349 | [MOL File]
135158-54-2.mol | [Molecular Weight]
226.34 |
| Chemical Properties | Back Directory | [Melting point ]
134-135℃ | [Boiling point ]
267°C (rough estimate) | [density ]
1.450 | [vapor pressure ]
4.4 x 10-4 Pa (25 °C) | [refractive index ]
1.5690 (estimate) | [storage temp. ]
0-6°C | [solubility ]
Chloroform (Slightly), Methanol (Very Slightly) | [form ]
neat | [pka]
-3.90±0.50(Predicted) | [Water Solubility ]
7.7 mg l-1 (25 °C) | [color ]
Off-White to Light Beige | [Henry's Law Constant]
8.3×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [Major Application]
agriculture
environmental | [InChI]
1S/C8H6N2OS2/c1-12-8(11)5-3-2-4-6-7(5)13-10-9-6/h2-4H,1H3 | [InChIKey]
UELITFHSCLAHKR-UHFFFAOYSA-N | [SMILES]
CSC(=O)c1cccc2nnsc12 | [LogP]
3.100 | [EPA Substance Registry System]
Acibenzolar-S-methyl (135158-54-2) |
| Hazard Information | Back Directory | [Description]
Acibenzolar-S-methyl (Novartis) has attracted special
attention because it acts against a very wide range of
plant diseases but does not directly affect the growth
or metabolism of the causal organisms. It is known to
act by stimulating systemic activated resistance (SAR)
in the treated plant. The well-established compound
probenazole, which for some years has been the leading
treatment for rice blast in Japan, is thought to act in a
similar way. Pathogen resistance to probenazole has not
developed, and such stability of performance may well be
a general feature of SAR-inducing compounds. | [Chemical Properties]
The pure product is a white to beige powdery solid with a pseudo-burnt odor. Its mp value is 132.9°C, bp is approximately 267°C, relative density is 1.54 (20°C), and vapor pressure is 4.4×10-4 Pa (25°C). Solubility at 25°C is: methanol 4.2 g/L, ethyl acetate 25 g/L, n-hexane 1.3 g/L, toluene 36 g/L, acetone 28 g/L, n-octanol 5.4 g/L, dichloromethane 160 g/L, and water 7.7 g/L. Partition coefficient is 3.1 (20°C). Hydrolysis half-life is 3.8 years (20°C, pH=5), 23 weeks (20°C, pH=7), and 19.4 hours (20°C, pH=9). | [Uses]
CGA245704 is used to control a range of diseases in wheat and
it is being developed for use on rice, bananas, vegetables and tobacco. | [Uses]
Plant disease resistance activator. | [Definition]
ChEBI: A benzothiadiazole that is the S-methyl thioester derivative of acibenzolar. It is used as a fungicide and plant activator on a variety of crops, including cotton, chili peppers, lettuce, onions, spinach, tobacco, and tomatoes. | [Production Methods]
Acibenzolar-S-methyl is manufactured through a multi-step chemical synthesis that begins with the formation of the 1,2,3-benzothiadiazole core. This heterocyclic ring is created via a classic ring-closure reaction, where a thiol group reacts with an adjacent diazonium group on a benzene ring. The resulting compound, 1,2,3-benzothiadiazole-7-carboxylic acid, is then converted into its S-methyl thioester form through standard chemical transformations, typically involving hydrolysis to the free acid followed by reaction with thionyl chloride to form the acid chloride, and finally methylation with a thiol reagent. | [Mechanism of action]
Systemic Activated Resistance (SAR). Induces host plant defence. | [Metabolic pathway]
Very little information on the fate of CGA245704 has been published. It
is readily degraded in soil and plants and it is rapidly eliminated from
animals. A partial metabolic pathway is shown in Scheme 1. | [storage]
Store at -20°C | [Degradation]
CGA245704 is a stable substance and it is very stable in solution other
than at high pH values. Its DT50 values (20 °C) at pH 5, 7 and 9 were 3.8
years, 23 weeks and 19 hours, respectively (PM). Hydrolysis of the
thioester link and ring opening would be anticipated. | [Pesticide Type]
Fungicide |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Henan Alpha Chemical Co., Ltd.
|
| Telephone: |
0371-55055611 18137792234 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList31206/0.htm |
|