(Also known as: TCMTB; TCMB; alentisan; KVK 733059)
SUMMARY
2-(thiocyanomethylthio)benzothiazole is a soil and seed treatment used to control various fungal and bacterial infections. It is moderately soluble in water, has a low volatility and is not expected to be persistent in soil systems. It is not expected to leach to groundwater. It has a pungent odour, is highly toxic to most aquatic species and moderately toxic to birds. 2-(thiocyanomethylthio)benzothiazole is highly toxic to humans via the oral route and is a recognised irritant.
Data alerts
The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.
Environmental fate
Ecotoxicity
Human health
Environmental fate Moderate alert: Potential for particle bound transport: Medium
Warning: Significant data are missing
Ecotoxicity High alert: Fish acute ecotoxicity: High; Fish chronic ecotoxicity: High; Daphnia acute ecotoxicity: High; Daphnia chronic ecotoxicity: High
Human health Moderate alert: Mammals acute toxicity: Moderate; Possible Carcinogen
GENERAL INFORMATION
Description
Used as a soil and seed treatment against various diseases. Also used as a marine biocide, and as a wood and leather preservative.
Complex - reacts with the nucleophilic cell entities which causes the antimicrobial activity. Also known to inhibit flavoenzymes in the tricarboxylic acid cycle.
CAS RN
21564-17-0
EC number
244-445-0
CIPAC number
None allocated
US EPA chemical code
035603
PubChem CID
30692
CLP index number
613-119-00-3
Molecular mass
238.36
PIN (Preferred Identification Name)
-
IUPAC name
2-(thiocyanatomethylthio)-1,3-benzothiazole
CAS name
(2-benzothiazolylthio)methyl thiocyanate
Other status information
-
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Class (HRAC MoA class)
Not applicable
Herbicide Resistance Class (WSSA MoA class)
Not applicable
Insecticide Resistance Class (IRAC MoA class)
Not applicable
Fungicide Resistance Class (FRAC MOA class)
Not known
Examples of recorded resistance
-
Physical state
Dark orange liquid
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
-
Example products using this active
Busan 30
Busan 44
Superdavloxan
Busan 72
Formulation and application details
Usually supplied as an emulsifiable liquid, ready-to-use liquids and wettable powders
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
125
V4 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 4 = Verified data
at 24 °C
Moderate
Solubility - In organic solvents at 20 °C (mg l⁻¹)
Miscible
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
Ethanol
-
Miscible
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
Ethyl acetate
-
Melting point (°C)
-
-
-
Boiling point (°C)
191
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source
-
Degradation point (°C)
60
-
-
Flashpoint (°C)
189
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
-
Octanol-water partition coefficient at pH 7, 20 °C
P
2.00 X 1003
Calculated
-
Log P
3.3
V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source
High
Fat solubility of residues
Solubility
-
-
-
Data type
-
-
-
Density (g ml⁻¹)
1.4
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
-
-
-
-
Vapour pressure at 20 °C (mPa)
-
-
-
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
6.58 X 10-07
V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source
Stable at pH 5, slow hydrolysis at pH 7, around 2 days at pH 9
Water-sediment DT₅₀ (days)
-
-
-
Water phase only DT₅₀ (days)
-
-
-
Air degradation
As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
R4 R = Peer reviewed scientific publications 4 = Verified data
Non-mobile
Koc
4089
Notes and range
Koc range 282 - 7896 mL g⁻¹
Freundlich
Kf
-
-
-
Kfoc
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
0.06
Calculated
Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
2.07 X 10-04
Calculated
-
Note
-
Potential for particle bound transport index
Medium
Calculated
-
Potential for loss via drain flow
Non-mobile
Calculated
-
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
-
-
-
Bio-concentration factor
BCF (l kg⁻¹)
230
P3 P = Other non-EU, UK or US Governments and Regulators 3 = Unverified data of known source
Whole fish
Threshold for concern
CT₅₀ (days)
Not available
-
Known soil metabolites
Metabolite
Major/Minor fraction
Estimated maximum occurrence fraction
Notes
2-mercaptobenzothiazole
Minor fraction
-
-
2-benzothiazolesulfonic acid
Minor fraction
-
-
Known groundwater metabolites
Metabolite
EC SANCO/221/2000 relevancy
ADI (mg kg⁻¹ bodyweight day⁻¹)
WHO drinking water guidance value (μg L⁻¹ day⁻¹)
2-mercaptobenzothiazole
Relevant
-
-
Other known metabolites
None
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
143
V4 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 4 = Verified data
Rat
Moderate
Mammals - Short term dietary NOEL
(mg kg⁻¹)
-
-
-
(ppm diet)
-
-
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Birds - Acute LD₅₀ (mg kg⁻¹)
> 1310
V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source
Anas platyrhynchos
Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
-
-
-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)
-
-
-
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
-
-
-
Soil micro-organisms
-
-
-
Collembola
Acute LC₅₀ (mg kg⁻¹)
-
-
-
Chronic NOEC (mg kg⁻¹)
-
-
-
Non-target plants
-
-
-
-
-
-
Honeybees (Apis 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)
-
-
-
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
Chronic
-
-
-
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 bee species (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
-
-
-
Mode of exposure
-
Other bee species (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
-
-
-
Mode of exposure
-
Beneficial insects (Ladybirds)
-
-
-
Beneficial insects (Lacewings)
-
-
-
Beneficial insects (Parasitic wasps)
-
-
-
Beneficial insects (Predatory mites)
-
-
-
Beneficial insects (Ground beetles)
-
-
-
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
V4 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 4 = Verified data
Rat
Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
10000
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source
Rabbit
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
0.0671
P3 P = Other non-EU, UK or US Governments and Regulators 3 = Unverified data of known source
Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242
Environmental fate
Warning:
Ecotoxicity
