hexazinone (Ref: DPX A3674) ** DPX-3674 ** Translations

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

GENERAL INFORMATION
for hexazinone

Description: A broad-spectrum herbicide used to control many annual, biennial and perennial weeds.

Example pests controlled: Grasses; Broad-leaved weeds; Woody plants

Example applications: Fruit; Sugarcane; Alfalfa; Forestry; Pastures; Rangeland; Fallow land

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1975, USA

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

Status	Not approved
Dossier rapporteur/co-rapporteur	-
Date inclusion expires	Expired
EU Candidate for substitution (CfS)	-
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

Chemical structure:

Isomerism	-
Chemical formula	C12H20N4O2
Canonical SMILES	CN1C(=NC(=O)N(C1=O)C2CCCCC2)N(C)C
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	CAWXEEYDBZRFPE-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C12H20N4O2/c1-14(2)10-13-11(17)16(12(18)15(10)3)9-7-5-4-6-8-9/h9H,4-8H2,1-3H3
2D structure diagram/image available?	Yes

General status:

Pesticide type	Herbicide
Substance group	Triazinone
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Non-selective with contact action, absorbed through the roots and foliage of plants. Inhibits photosynthesis (photosystem II).
CAS RN	51235-04-2
EC number	257-074-4
CIPAC number	374
US EPA chemical code	107201
PubChem CID	39965
Molecular mass (g mol-1)	252.31
PIN (Preferred Identification Name)	-
IUPAC name	3-cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4(1H,3H)-dione
CAS name	3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4(1H,3H)-dione
Other status information	Potential groundwater contaminant; Chemical subject to PIC regulations
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	Colourless crystals
Related substances & organisms	diuron sulfometuron-methyl

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	DuPont AgroCare Makhteshim Agan Group FCC Ltd
Example products using this active	Velpar Weed Killer Pronone Fertihexa Elinone
UK LERAP status	No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details	Available in a variety of formulations including wettable granules, suspension concentrates and tablets.

ENVIRONMENTAL FATE
for hexazinone

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		33000	K4	High
Solubility - In organic solvents at 20oC (mg l-1)		626000	C4 - Acetone	-
		334000	C4 - Toluene	-
		2146500	C4 - Methanol	-
		837000	C4 - Benzene	-
Melting point (oC)		113.5	L3	-
Boiling point (oC)		Decomposes on distillation	L2	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		-	-	-
Octanol-water partition coefficient at pH 7, 20oC	P	1.48 X 1001	Calculated	-
	Log P	1.17	P4	Low
Bulk density (g ml-1)/Specific gravity		1.25	L3	-
Dissociation constant (pKa) at 25oC		2.2	L3	-
		Note: Weak base
Vapour pressure at 20oC (mPa)		0.03	G4	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		1.10 X 10-07	H4	Non-volatile
GUS leaching potential index		4.43	Calculated	High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	2.15 X 10+00	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		-	-	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	105	L3	Persistent
	DT50 (lab at 20oC)	90	F3	Moderately persistent
	DT50 (field)	-	-	-
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note	Other sources: DT50 30 (sand) - 180 (clay) days (R3); General literature DT50 range 59-64 days (R3)
Dissipation rate RL50 on plant matrix	Value	-	-	-
	Note	-
Dissipation rate RL50 on and in plant matrix	Value	11.3	R4	-
	Note	Published literature RL50 range 10.5-12.0 days, 2 field crops, various matrices, n=2
Aqueous photolysis DT50 (days) at pH 7	Value	56	K4	Stable
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	56	K4	Moderately persistent
	Note	-
Water-sediment DT50 (days)		-	-	-
Water phase only DT50 (days)		-	-	-

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	G3	Mobile
	Koc	54
	Notes and range	Other sources: Koc 610 (P3)
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
3-(4-hydroxycyclohexyl)-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4(1H,3H)dione		Soil	-	-
3-cyclohexyl-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione		Soil	-	Major
3-(4-hydroxycyclohexyl)-6-(methylamino)-1-methyl-1,3,5-triazine-2,4(1H,3H)-dione		Soil	-	Major

ECOTOXICOLOGY
for hexazinone

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	7	P4	Low potential
	CT50 (days)	Not available		-
Mammals - Acute oral LD50 (mg kg-1)		1690	G4 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	-	L2 Rat, 2 year	-
	(ppm diet)	> 200		-
Birds - Acute LD50 (mg kg-1)		> 2258	G4 Colinus virginianus	Low
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		> 320	G4 Oncorhynchus mykiss	Low
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		> 85	J4 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		> 50	F3 Daphnia magna, LOEC	Low
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)		> 0.072	F2 Lemna minor, 7 day	Moderate
Non-target plants		-	-	-
		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		0.0145	F4 Pseudokirchneriella subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees	Contact acute 48 hour LD50 (μg bee-1)	> 100	F4 Apis mellifera	Low
	Oral acute 48 hour LD50 (μg bee-1)	-	-	-
	Unknown mode acute 48 hour LD50 (μg bee-1)	60	L2	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		-	-	-
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	-	-	-
	% 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
for hexazinone

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)		1690	G4 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 5000	L3 Rabbit	-
Mammals - Inhalation LC50 (mg l-1)		7.48	L3 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.05	L3	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		-	-	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		-	-	-
Dermal penetration studies (%)		-	-	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	-
	Occupational	-
European MRLs		Click here for the EU MRL pesticide database
Drinking Water Standards		-	-	-
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		Highly toxic

: 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		No information available
CLP classification 2013		Health: H302, H319 Environment: H400, H410
EC Risk Classification		Xn - Harmful: R22 Xi - Irritant: R36 N - Dangerous for the environment: R50, R53
EC Safety Classification		S2, S60, S61
WHO Classification		II	-	Moderately hazardous
US EPA Classification (formulation)		II	-	Warning - Moderately toxic
UN Number		-
Waste disposal & packaging		-

TRANSLATIONS
for hexazinone

Language	Name
English	hexazinone
French	hexazinone
German	Hexazinon
Danish	hexazinon
Italian	esazinone
Spanish	hexazinona
Greek	-
Slovenian	heksazinon
Polish	heksazynon
Swedish	-
Hungarian	hexazinone
Dutch	-

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Record last updated: Wednesday 23 May 2018
Contact: aeru@herts.ac.uk