terbuthylazine ** bellacide ** Translations

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GENERAL INFORMATION
for terbuthylazine

Description: A herbicide to control grass and broad-leaved weeds in a variety of situations including forestry and for control slime-forming algae, fungi, and bacteria in non-agricultural situations

Example pests controlled: Pigwed; Goosefoot; Bladder weed; Dwarf marigold; Blackjack; Starbur; Evening primrose

Example applications: Maize; Sorghum; Apples; Citrus; Bush vines; Non-crop sites including roads, railways, industrial sites

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1967

EC Regulation 1107/2009 (repealing 91/414):

Status	Approved
Dossier rapporteur/co-rapporteur	Spain/Hungary
Date inclusion expires	31/12/2021
EU Candidate for substitution (CfS)	No
Listed in EU database	Yes

Approved for use () or known to be used () in the following European countries:

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, New Zealand

Chemical structure:

Isomerism	-
Chemical formula	C9H16ClN5
Canonical SMILES	CCNC1=NC(=NC(=N1)Cl)NC(C)(C)C
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	FZXISNSWEXTPMF-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C9H16ClN5/c1-5-11-7-12-6(10)13-8(14-7)15-9(2,3)4/h5H2,1-4H3,(H2,11,12,13,14,15)
2D structure diagram/image available?	Yes

General status:

Pesticide type	Herbicide, Microbiocide, Algicide
Substance group	Triazine
Minimum active substance purity	930 g/kg, typically 960-980 g/kg
Known relevant impurities	EU 2017 dossier - propazine, atrazine, simazine
Substance origin	Synthetic
Mode of action	Broad-spectrum with strong and rapid effects. Inhibits photosynthesis (photosystem II).
CAS RN	5915-41-3
EC number	227-637-9
CIPAC number	234
US EPA chemical code	080814
PubChem CID	22206
Molecular mass (g mol-1)	229.71
PIN (Preferred Identification Name)	N2-tert-butyl-6-chloro-N4-ethyl-1,3,5-triazine-2,4-diamine
IUPAC name	N2-tert-butyl-6-chloro-N4-ethyl-1,3,5-triazine-2,4-diamine
CAS name	6-chloro-N-(1,1-dimethylethyl)-N'-ethyl-1,3,5-triazine-2,4-diamine
Other status information	-
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Classification (HRAC)	C1
Herbicide Resistance Classification (WSSA)	5
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	Not applicable
Examples of recorded resistance	-
Physical state	White crystalline powder
Related substances & organisms	ethylene glycol bromoxynil isoxaben mesotrione S-metolachlor

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Makhteshim Orion Crop Protection Ltd Sipcam Syngenta
Example products using this active	Calaris Skirmish Gardo Gold
UK LERAP status	Buffer probably required in UK - see product label
Formulation and application details	Usually supplied as a suspension concentrate or suspended emulsion formulation.

ENVIRONMENTAL FATE
for terbuthylazine

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		6.6	A5	Low
Solubility - In organic solvents at 20oC (mg l-1)		41000	A5 - Acetone	-
		9800	A5 - Toluene	-
		12000	A5 - n-Octanol	-
		410	A5 - n-Hexane	-
Melting point (oC)		175	A5	-
Boiling point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		224	A5	-
Flashpoint (oC)		Not expected to self ignite; Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	2.51 X 1003	Calculated	-
	Log P	3.4	A5	High
Bulk density (g ml-1)/Specific gravity		1.19	L3	-
Dissociation constant (pKa) at 25oC		1.9	A5	-
		Note:
Vapour pressure at 20oC (mPa)		0.152	A5	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		2.3 X 10-03	A5	Non-volatile
GUS leaching potential index		3.04	Calculated	High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	3.33 X 10-01	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		Neutral solution: 222nm = 385386, 263nm = 3444; [Acidic solution: 223nm = 30103, 263nm=4468; [Basic solution, 223nm = 37426, 263nm = 3395	A5	-
Surface tension (mN m-1)		71.8	A5 at 20oC, 90% solution	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		Not readily biodegradable
Soil degradation (days) (aerobic)	DT50 (typical)	72.0	A5	Moderately persistent
	DT50 (lab at 20oC)	72.0	A5	Moderately persistent
	DT50 (field)	21.8	A5	Non-persistent
	DT90 (lab at 20oC)	353	A5	-
	DT90 (field)	72.6	A5	-
	DT50 modelling endpoint	-	-	-
	Note	EU 2017 dossier lab studies DT50 range 38.2-167 days, Soils = 12, Field studies DT50 range 6.43-149 days, DT90 range 1,6-497 days, Soils = 23; EU dossier 2007 lab studies DT90 range 196-837 days; field studies DT50 range 10.0-35.8 days, DT90 range 33.3-119 days
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	Stable	A5	-
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	Stable	A5	-
	Note	pH variable: stable @ pH 7 and pH 9, 73 days @ pH 5, 50 degC
Water-sediment DT50 (days)		70	A5	Moderately fast
Water phase only DT50 (days)		6	A3	Moderately fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	5.1	A5	Moderately mobile
	Kfoc	231
	1/n	0.93
	Notes and range	EU dossier Kf range 2.1-10.49 mL/g, Kfoc range 151-333 mL/g, 1/n range 0.88-0.98, Soils=9
pH sensitivity		No

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
desethyl-terbuthylazine (Ref: GS26379)		Soil	0.251	Major fraction, Relevant
hydroxy-terbuthylazine (Ref: GS 23158)		Soil	0.345	Major fraction, Relevant
2-hydroxy-desethyl-terbuthylazine (Ref: GS 28620)		Soil	-	Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
de-t-butyl-hydroxy terbuthylazine	MT19	-	-	-
diamino-chlorotriazine	MT20	Plant	-	-
de-t-butyl-terbuthylazine	MT22	-	-	-
amino-dihydroxy triazine	MT24	-	-	-
terbutryn (Ref: GS 14260) Note: Relevant	MT26	Sediment	-	-

ECOTOXICOLOGY
for terbuthylazine

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	34	A5 Whole fish	Low potential
	CT50 (days)	0.8		-
Mammals - Acute oral LD50 (mg kg-1)		> 1000	A5 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	> 0.22	L2 Rat, 2 year	High
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 1236	A5 Colinus virginianus	Moderate
Birds - Short term dietary (LC50/LD50)		> 395 mg kg bw-1 day-1	A5 Anas platyrhynchos	-
Fish - Acute 96 hour LC50 (mg l-1)		2.2	A5 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.09	A5 Oncorhynchus mykiss	Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		21.2	J4 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.019	A5 Daphnia magna	Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		0.167	F3 Americamysis bahia	Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1)		-	-	-
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1)		0.5	A5 Chironomus riparius	Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		-	-	-
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		0.0128	A5 Lemna gibba	Moderate
Non-target plants		321	A5 Lettuce Pre-emergence, EC50 as mL product/ha (Gardoprim Plus Gold containing 187.5 g/l terbuthylazine)	-
		439	A5 Lettuce Post-emergence, EC50 as mL product/ha (Gardoprim Plus Gold containing 187.5 g/l terbuthylazine)	-
Algae - Acute 72 hour EC50, growth (mg l-1)		0.012	A5 Pseudokirchneriella subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees	Contact acute 48 hour LD50 (μg bee-1)	> 32	A5	Moderate
	Oral acute 48 hour LD50 (μg bee-1)	> 22.6	A5	Moderate
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		> 141.7	A5 Eisenia foetida, corr	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		-	-	-
Other soil macro-organisms - e.g. Collembola	LR50 / EC50 / NOEC / % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	750	>, Mortality A5 Typhlodromus pyri	-
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	750	>, Mortality A5 Aphidius rhopalosiphi	-
	% Effect	-	-	-
Soil micro-organisms		Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect	A5 Dose: 10.9 mg kg-1 soil	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for terbuthylazine

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Threshold of Toxicological Concern (Cramer Class)		High (class III)	-	-
Mammals - Acute oral LD50 (mg kg-1)		> 1000	A5 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 5.3	A5 Rat, 4 hr (nose only)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.004	A5 Dog, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.008	A5	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		None reported	A1	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.0032	A5	-
Dermal penetration studies (%)		0.1-2.5	A5 concentration dependent	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	Acceptable for proposed uses
	Occupational	Acceptable risk for authorised agricultural uses
European MRLs		Click here for the EU MRL pesticide database
Drinking Water Standards		Non-statutory WHO drinking water guideline 0.007 mg/L	UK EA QS database, 2018	-
Drinking Water MAC (μg l-1)		-	-	-

Health issues:

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Cholinesterase inhibitor	Neurotoxicant
	-	-			-
Respiratory tract irritant	Skin irritant	Skin sensitiser	Eye irritant	Phototoxicant
				-
General human health issues		Toxic, may be fatal if inhaled, swallowed or absorbed through skin Health effects may be delayed Weak skin sensitiser

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		Not explosive or oxidising IMDG Transport Code is usually 6.1
CLP classification 2013		Health: H373, H302
EC Risk Classification		Xn - Harmful: R22
EC Safety Classification		S13, S36
WHO Classification		III	-	Slightly hazardous
US EPA Classification (formulation)		III	-	Caution - Slightly toxic
UN Number		Usually 1230 or 2763
Waste disposal & packaging		Packaging Group II (medium danger) or III (minor danger)

TRANSLATIONS
for terbuthylazine

Language	Name
English	terbuthylazine
French	terbuthylazine
German	Terbuthylazin
Danish	terbutylazin
Italian	terbutilazina
Spanish	terbutilazina
Greek	-
Slovenian	terbutilazin
Polish	terbutylazyna
Swedish	-
Hungarian	terbuthylazine
Dutch	terbuthylazine

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Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk