2-(thiocyanomethylthio)benzothiazole	Last updated: 22/02/2021
(Also known as: TCMTB; benthiazole; alentisan; KVK 733059; TCMB)

---

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.
Example pests controlled	Mildews; Moulds; Bacterial blight; Bacterial slime; Basal rot; Brown rot; Damping off; Kernal smut; Bunt
Example applications	Cereals including barley, wheat, oats; Ornamentals; Cotton, Rice; Legumes; Sorghum; Sugar beet
Efficacy & activity	-
Availability status	Current
Introduction & key dates	1980, USA

UK regulatory status

UK COPR regulatory status	Not approved
Date COPR inclusion expires	Expired
UK LERAP status	No UK approval for use

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status	Not approved
Dossier rapporteur/co-rapporteur	Not applicable
Date EC 1107/2009 inclusion expires	Expired
EU Candidate for substitution (CfS)	Not applicable
Listed in EU database	Yes
Approved for use (✓) under EC 1107/2009 in the following EU Member States	ATAustria BEBelgium BGBulgaria CYCyprus CZCzech Republic DEGermany DKDenmark EEEstonia ELGreece                   ESSpain FIFinland FRFrance HRCroatia HUHungary IEIreland ITItaly LTLithuania LULuxembourg                   LVLatvia MTMalta NLNetherlands PLPoland PTPortugal RORomania SESweden SISlovenia SKSlovakia

Also used in

Also used in	USA

Chemical structure

Isomerism	-
Chemical formula	C₉H₆N₂S₃
Canonical SMILES	C1=CC=C2C(=C1)N=C(S2)SCSC#N
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	TUBQDCKAWGHZPF-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C9H6N2S3/c10-5-12-6-13-9-11-7-3-1-2-4-8(7)14-9/h1-4H,6H2
2D structure diagram/image available?	Yes

General status

Pesticide type	Fungicide, Microbiocide, Other substance
Other constituent type	Wood preservative
Substance group	Mercaptobenzothiazole
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	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	-
US EPA chemical code	035603
PubChem CID	30692
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 Classification (HRAC)	Not applicable
Herbicide Resistance Classification (WSSA)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	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	Busan 30 Busan 44 Superdavloxan
Example products using this active	-
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	CA4 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here ) 4 = Verified data at 24 °C	Moderate
Solubility - In organic solvents at 20 °C (mg l⁻¹)		Miscible	Q3 Q = Miscellaneous internet resources 3 = Unverified data of known source Ethanol	-
		Miscible	Q3 Q = Miscellaneous internet resources 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 (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source	-
Degradation point (°C)		60	-	-
Flashpoint (°C)		189	Q3 Q = Miscellaneous internet resources 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 / IPCS INCHEM (ChemID; IPCS INCHEM ) 3 = Unverified data of known source	High
Bulk density (g ml⁻¹)		1.4	Q3 Q = Miscellaneous internet resources 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 / IPCS INCHEM (ChemID; IPCS INCHEM ) 3 = Unverified data of known source	Non-volatile
Maximum UV-vis absorption L mol⁻¹ cm⁻¹		-	-	-
Surface tension (mN m⁻¹)		-	-	-

Degradation

Property		Value	Source; quality score; and other information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT₅₀ (typical)	1.4	F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data	Non-persistent
	DT₅₀ (lab at 20 °C)	-	-	-
	DT₅₀ (field)	-	-	-
	DT₉₀ (lab at 20 °C)	-	-	-
	DT₉₀ (field)	-	-	-
	DT₅₀ modelling endpoint	-	-	-
	Note	-
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	-	-	-
	Note	-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7	Value	-	F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data	-
	Note	Stable at pH 5, slow hydrolysis at pH 7, around 2 days at pH 9
Water-sediment DT₅₀ (days)		-	-	-
Water phase only DT₅₀ (days)		-	-	-

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	-

Other known metabolites

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
2-mercaptobenzothiazole (2-MBT) Note: Concerns for drinking water	-	Soil	-	-
2-benzothiazolesulfonic acid (2-BTSA) Note: Less toxic than parent	-	Plant; Soil	-	-

ECOTOXICOLOGY

Property		Value	Source; quality score; and other information	Interpretation
Bio-concentration factor	BCF (l kg⁻¹)	230	P3 P = Other governments and regulators 3 = Unverified data of known source Whole fish	Threshold for concern
	CT₅₀ (days)	Not available		-
Mammals - Acute oral LD₅₀ (mg kg⁻¹)		-	-	-
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 / IPCS INCHEM (ChemID; IPCS INCHEM ) 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)		-	-	-
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)		0.0021	F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data Oncorhynchus mykiss	High
Fish - Chronic 21 day NOEC (mg l⁻¹)		0.00034	P4 P = Other governments and regulators 4 = Verified data Oncorhynchus mykiss 60 day	High
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)		0.0153	F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data Ceriodaphnia dubia	High
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)		0.00089	P4 P = Other governments and regulators 4 = Verified data Daphnia magna	High
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)		-	-	-
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)		0.43	F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data Pseudokirchneriella subcapitata	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)	-	-	-
	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)	-	-	-
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)		-	-	-
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)		-	-	-
Other soil macro-organisms	Acute LC₅₀ (mg kg⁻¹)	-	-	-
	Chronic NOEC (mg kg⁻¹)	-	-	-
Other arthropod (1)	LR₅₀ g ha⁻¹	-	-	-
	% Effect	-	-	-
Other arthropod (2)	LR₅₀ g ha⁻¹	-	-	-
	% Effect	-	-	-
Soil micro-organisms		-	-	-
Mesocosm study data	NOEAEC mg l⁻¹	-	-	-
	NOEAEC mg l⁻¹	-	-	-

HUMAN HEALTH AND PROTECTION

General

Property		Value	Source; quality score; and other information	Interpretation
Threshold of Toxicological Concern (Cramer Class)		High (class III)	-	-
Mammals - Acute oral LD₅₀ (mg kg⁻¹)		-	-	-
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 (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 governments and regulators 3 = Unverified data of known source Rat	-
Other Mammal toxicity endpoints		-	-	-
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)		-	-	-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)		-	-	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)		-	-	-
Dermal penetration studies (%)		-	-	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Routes	Public	-
	Occupational	Can be absorbed into the body by inhalation of its aerosol and by ingestion
MRLs	European	EU MRL pesticide database
	Notes	-
Drinking Water Standards		-	-	-
Drinking Water MAC (μg l⁻¹)		-	-	-

Health issues

Specific human health issues		Carcinogen Genotoxic Endocrine disruptor ?Possibly, status not identified A0 A = Chromosome aberration (EFSA database) 0 = No data ; B0 B = DNA damage/repair (EFSA database) 0 = No data ; C0 C = Gene mutation (EFSA database) 0 = No data ; D0 D = Genome mutation (EFSA database) 0 = No data ; E0 E = Unspecified genotoxicity type (miscellaneous data source) 0 = No data No data found Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant XNo, known not to cause a problem XNo, known not to cause a problem No data found Respiratory tract irritant Skin irritant Skin sensitiser No data found ✓Yes, known to cause a problem ?Possibly, status not identified Eye irritant Phototoxicant   ✓Yes, known to cause a problem No data found
General human health issues		Probably liver and kidney toxicant May damage eyes

Handling issues

Property	Value and interpretation
General	Corrosive Combustable
CLP classification 2013	-
EC Risk Classification	T+ - Very toxic: R26 Xn - Harmful: R22, R43 Xi - Irritant: R36/38 N - Dangerous for the environment: R50
EC Safety Classification	-
WHO Classification	O (Obsolete substance)
UN Number	-
Waste disposal & packaging	-

TRANSLATIONS

Language	Name
English	2-(thiocyanomethylthio)benzothiazole
French	-
German	-
Danish	-
Italian	-
Spanish	-
Greek	-
Polish	-
Swedish	-
Hungarian	-
Dutch	-

---

Record last updated:	22/02/2021
Contact:	aeru@herts.ac.uk
Please cite as:	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