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acibenzolar-S-methyl (Ref: CGA245704)
** benzothiadiazole ** 1,2,3-benzothiadiazole-7-carbothioic acid ** azibenzolar-S-methyl ** ASM ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Acibenzolar-S-methyl is a preventative fungicide that is currently approved for EU use. It is not highly soluble in water but is highly soluble in most organic solvents. It is quite volatile. It is not expected to leach to groundwater. It is slightly mobile but tends not to be persistence in soil or aquatic systems. It has a moderate mammalian toxicity and there is some concern regarding its potential for bioaccumulation. Acibenzolar-S-methyl is moderately toxic to birds, honeybees, earthworms and most aquatic organisms.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for acibenzolar-S-methyl

Description: A preventative fungicide used to control various fungi, bacteria and viruses but also has some insecticide activity

Example pests controlled: Downy mildew; White rust; Bacteria spot; Bacteria speck; Blue mould

Example applications: Leafy vegetables; Tobacco; Tomatoes; Cotton

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1996, Germany

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France/Spain
Date inclusion expires 31/03/2031
EU Candidate for substitution (CfS) No
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also used in: Australia; USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Isomeric
Chemical formula C8H6N2OS2
Canonical SMILES CSC(=O)C1=C2C(=CC=C1)N=NS2
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) UELITFHSCLAHKR-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C8H6N2OS2/c1-12-8(11)5-3-2-4-6-7(5)13-10-9-6/h2-4H,1H3
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide, Insecticide, Plant activator
Substance group Benzothiadiazole
Minimum active substance purity 970 g/kg
Known relevant impurities EU dossier - Toluene < 5g/kg
Substance origin Synthetic
Mode of action Systemic Activated Resistance (SAR). Induces host plant defence.
CAS RN 135158-54-2
EC number 420-050-0
CIPAC number 597
US EPA chemical code 061402
PubChem CID 86412
Molecular mass (g mol-1) 210.3
PIN (Preferred Identification Name) S-methyl 1,2,3-benzothiadiazole-7-carbothioate
IUPAC name S-methyl benzo[1,2,3]thiadiazole-7-carbothioate
CAS name 1,2,3-benzothiadiazole-7-carbothioic acid, S-methyl ester
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not known
Fungicide Resistance Classification (FRAC) P1
Examples of recorded resistance -
Physical state White to beige crystalline powder
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Novartis
  • Syngenta
Example products using this active
  • Actigard
  • Bion 50WG
  • Blockade
  • Boost
UK LERAP status None
Formulation and application details Usually supplied as water dispersible granules for foliar application or as a seed treatment.


ENVIRONMENTAL FATE

for acibenzolar-S-methyl

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 7.7 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 28000 A5 - Acetone -
36000 A5 - Toluene -
1300 A5 - Hexane -
4200 A5 - Methanol -
Melting point (oC) 133 A5 -
Boiling point (oC) 267 A4 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.26 X 1003 Calculated -
Log P 3.1 A5 - @ 25 DegC High
Bulk density (g ml-1)/Specific gravity 1.54 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.46 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.30 X 10-02 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.69 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 2.81 X 10-06 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 253nm = 14700, 288nm = 5400, 324nm = 7200 A5 -
Surface tension (mN m-1) 70.7 A5 at 20.5 oC -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 0.138 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.131 A5 Non-persistent
DT50 (field) 17.1 A5 Non-persistent
DT90 (lab at 20oC) 0.986 A4 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 0.031-0.441 days, DT90 range 0.36-3.3 days; Field studies DT50 range 0.1-30 days; Other sources: 16.0 days (DW3)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 0.1 A5 Fast
Note DT50: 0.75 hrs at pH 5, 25 degC
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 162 A5 Persistent
Note pH sensitive: 1400 days at pH 5, <1 day at pH 9
Water-sediment DT50 (days) 1 A5 Fast
Water phase only DT50 (days) 1 A5 Moderately fast

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - - -
Koc -
Notes and range -
Freundlich Kf 19.0 A5 Slightly mobile
Kfoc 1650
1/n 0.83
Notes and range EU dossier Kf range 3.6-58.0 mL/g, Kfoc range 493-3288 mL/g, 1/n range 0.75-1.00, Soils=10
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
benzo(1,2,3)thiadiazole-7-carboxylic acid (Ref: CGA 210007) This metabolite may cause environmental pollution, click here for further information Soil   0.961   Major fraction, Relevant
6-hydroxy-benzo(1,2,3)thiadiazole-7-carboxylic acid (Ref: SYN 546642) This metabolite may cause environmental pollution, click here for further information Soil   0.390   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
5-hydroxy acibenzolar
(Ref: CGA 323060)
Note: Not toxicologically relevant
- Plant - -
4-hydroxy acibenzolar
(Ref: CGA 324041)
Note: Not toxicologically relevant
- Plant - -


ECOTOXICOLOGY

for acibenzolar-S-methyl

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 117 A5 Whole fish Threshold for concern
CT50 (days) 0.35 -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - A5 Rat -
(ppm diet) 200 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5200 ppm A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.4 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.026 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 2.4 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.044 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.88 A5 Mysidopsis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.5 A4 Scenedemus subspicatus, 72 hour Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 128 A5 Low
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) > 500 A5 Eisenia foetida corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 1.34 A5 Eisenia foetida corr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 200 >
A5 Aphidius rhopalosphi
-
% Effect -4 Mortality
Parasitism
Dose: 0.03 kg ha-1
A5 Aphidius matricariae, adult female
-
Other arthropod (2) LR50 g ha-1 200 >
A5 Typhlodromus pyri
-
% Effect 15.6 Mortality and Fecundity
Dose: 0.03 kg ha-1
A5 Typhlodromus pyri, adult and protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A3
Dose: Not stated
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for acibenzolar-S-methyl

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.0 A5 Rat, 4hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.1 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.1 A5 -
Dermal penetration studies (%) 0.1-33 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Minimal risk of dietary exposure
Negligible risk to bystanders
Occupational No unacceptable risks to operators or other workers identified considering intended uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B3; C3; D0; E2

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues Possible skin sensitiser
Weak evidence of clastogenicity
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive or oxidising
IMDG Transport class 9
CLP classification 2013 Health: H315, H317, H319, H335
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R43
Xi - Irritant: R36/37/38
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S36, S37, S60, S61, S63
WHO Classification NL - Not listed
UN Number 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for acibenzolar-S-methyl

Language Name
English acibenzolar-S-methyl
French acibenzolar-S-methyl
German Acibenzolar-S-methyl
Danish acibenzolar-S-methyl
Italian acibenzolar-S-metile
Spanish acibenzolar-S-metil
Greek -
Slovenian acibenzolar-S-metil
Polish acybenzolar-S metylowy
Swedish -
Hungarian acibenzolar S-metil
Dutch -

Record last updated: Tuesday 25 June 2019
Contact: aeru@herts.ac.uk