ACIBENZOLAR-S-METHYL Chemical Properties

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)

Water Solubility 

7.7 mg l^-1 (25 °C)

pka

-3.90±0.50(Predicted)

color 

Off-White to Light Beige

LogP

3.100

EPA Substance Registry System

Acibenzolar-S-methyl (135158-54-2)

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

36/37/38-43-50/53

Safety Statements 

24/25-37-46-59-60-61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

Hazardous Substances Data

135158-54-2(Hazardous Substances Data)

Toxicity

LD50 in rats (mg/kg): >2000 orally; >2000 dermally (Ruess)

ACIBENZOLAR-S-METHYL Usage And Synthesis

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.

Uses

Acibenzolar-S-methyl is a S-methyl thioester derivative of acibenzolar. Acibenzolar-S-Methyl acts as a fungicide in pesticidal formulations.

Uses

Plant disease resistance activator.

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.

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.

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.

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.

ACIBENZOLAR-S-METHYL(135158-54-2)Related Product Information

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