Aminocyclopyrachlor (Ref: DPX-MAT28)	Last updated: 22/01/2023
(Also known as: KJM44)

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SUMMARY

Aminocyclopyrachlor is a herbicide that is approved for use in most of the developed world. It is highly soluble in water. has a low volatility and is moderately persistent in soil systems. Persistent in aquatic systems will depend on local conditions. Based on its chemical properties there is a risk this chemical could leach to groundwater. It is not highly toxic to humans and tends to generally have a low to moderate toxicity to biodiversity.

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 High alert: GUS: High leachability; Drainflow: Mobile Warning: Significant data are missing	Ecotoxicity Moderate alert: Fish chronic ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate; Daphnia chronic ecotoxicity: Moderate; Earthworms acute ecotoxicity: Moderate	Human health Low alert

GENERAL INFORMATION

Description	An unclassified herbicide for the control of woody weeds
Example pests controlled	Woody weeds; Vines; Brambles
Example applications	Sod farms; Turf lawns; Recreational areas; Sports fields including golf courses
Efficacy & activity	-
Availability status	Current
Introduction & key dates	2008

UK regulatory status

UK COPR regulatory status	Not approved
Date COPR inclusion expires	Not applicable
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	Not applicable
EU Candidate for substitution (CfS)	Not applicable
Listed in EU database	No
Approved for use (✓) under EC 1107/2009; by Mutual Recognition of Authorisation; and/or national regulations in the following EEA countries	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                   ISIceland NONorway

Additional information

Also used in	-

Chemical structure

Isomerism	None
Chemical formula	C₈H₈ClN₃O₂
Canonical SMILES	C1CC1C2=NC(=C(C(=N2)N)Cl)C(=O)O
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	KWAIHLIXESXTJL-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C8H8ClN3O2/c9-4-5(8(13)14)11-7(3-1-2-3)12-6(4)10/h3H,1-2H2,(H,13,14)(H2,10,11,12)
2D structure diagram/image available?	Yes

General status

Pesticide type	Herbicide
Metabolite Type	Soil
Substance groups	Unclassified pesticide
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Synthetic auxin readily absorbed by plant leaves and roots. Translocates in both the xylem and phloem and is thought to accumulate in the meristematic areas of the plant.
CAS RN	858956-08-8
EC number	617-769-9
CIPAC number	None allocated
US EPA chemical code	288008
PubChem CID	17747875
CLP index number	No data found
Molecular mass	213.62
PIN (Preferred Identification Name)	6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylic acid
IUPAC name	6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylic acid
CAS name	6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylic acid
Other status information	PAN listed Highly Hazardous Chemical; Highly toxic to spruce and pine trees
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Classification (HRAC)	O
Herbicide Resistance Classification (WSSA)	4
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	Not applicable
Examples of recorded resistance	None identified
Physical state	White solid with a fruit odour
Related substances & organisms	aminocyclopyrachlor-dimethylammonium aminocyclopyrachlor-methyl aminocyclopyrachlor-potassium

Formulations

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Du Pont
Example products using this active	Imprellis DPX-MAT28
Formulation and application details	-

ENVIRONMENTAL FATE

Property		Value	Source; quality score; and other information	Interpretation
Solubility - In water at 20 °C (mg l⁻¹)		3130	E4 E = Manufacturers safety data sheets 4 = Verified data	High
Solubility - In organic solvents at 20 °C (mg l⁻¹)		-	-	-
Melting point (°C)		140.5	E4 E = Manufacturers safety data sheets 4 = Verified data	-
Boiling point (°C)		-	-	-
Degradation point (°C)		-	-	-
Flashpoint (°C)		-	-	-
Octanol-water partition coefficient at pH 7, 20 °C	P	3.31 X 10-03	Calculated	-
	Log P	-2.48	P4 P = Other non-EU, UK or US Governments and Regulators 4 = Verified data	Low
Fat solubility of residues	Solubility	-	-	-
	Data type	-	-	-
Density (g ml⁻¹)		1.47	E4 E = Manufacturers safety data sheets 4 = Verified data	-
Dissociation constant pKa) at 25 °C		4.6	E4 E = Manufacturers safety data sheets 4 = Verified data	-
		-
Vapour pressure at 20 °C (mPa)		6.92 X 10-03	P4 P = Other non-EU, UK or US Governments and Regulators 4 = Verified data	Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)		3.47 X 10-12	P4 P = Other non-EU, UK or US Governments and Regulators 4 = Verified data	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)	31	P4 P = Other non-EU, UK or US Governments and Regulators 4 = Verified data	Moderately persistent
	DT₅₀ (lab at 20 °C)	-	-	-
	DT₅₀ (field)	-	-	-
	DT₉₀ (lab at 20 °C)	-	-	-
	DT₉₀ (field)	-	-	-
	DT₅₀ modelling endpoint	-	-	-
	Note	Literature data bare soil DT₅₀ 31days, turf DT₅₀ range 10.8-21 days; Manuufacterer data: DT₅₀ turf 37 to 103 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	1.2	P4 P = Other non-EU, UK or US Governments and Regulators 4 = Verified data	Moderately fast
	Note	-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7	Value	-	-	-
	Note	-
Water-sediment DT₅₀ (days)		365	P3 P = Other non-EU, UK or US Governments and Regulators 3 = Unverified data of known source	Stable
Water phase only DT₅₀ (days)		450	P4 P = Other non-EU, UK or US Governments and Regulators 4 = Verified data	Stable

Soil adsorption and mobility

Property		Value	Source; quality score; and other information	Interpretation
Linear	Kd	0.39	-	Mobile
	Koc	24.0
	Notes and range	Manufacturers data Kd range 0.03-2.05, Koc range 2.0-55 mL g⁻¹, soils=20
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		3.91	Calculated	High leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate	Value	7.94 X 10-01	Calculated	-
	Note	-
Potential for particle bound transport index		Low	Calculated	-
Potential for loss via drain flow		Mobile	Calculated	-
Bio-concentration factor	BCF (l kg⁻¹)	3.162	P4 P = Other non-EU, UK or US Governments and Regulators 4 = Verified data	Low potential
	CT₅₀ (days)	-		-

Known soil metabolites

None

Known groundwater metabolites

Metabolite	EC SANCO/221/2000 relevancy	ADI (mg kg⁻¹ bodyweight day⁻¹)	WHO drinking water guidance value (μg L⁻¹)
cyclopropanecarboxylic acid	Relevancy unknown	-	-

Other known metabolites

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
cyclopropanecarboxylic acid	-	Surface water (aqueous photolysis)	-	-
(3-[5-cyclopropyl-I ,2,4-oxadiazol-3yl]-5-[ I -methylethyl]-imidazo ( 1,5-a )-19 quinoxalin-4[5H]-one)	panadiplon	Animals	-	-

ECOTOXICOLOGY

Terrestrial ecotoxicology

Property		Value	Source; quality score; and other information	Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)		> 5000	E4 E = Manufacturers safety data sheets 4 = Verified data Rat	Low
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)		> 5290	F4 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 ) 4 = Verified data Anas platyrhynchos	Low
Birds - Short term dietary (LC₅₀/LD₅₀)		-	-	-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)		-	-	-
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)		367	E4 E = Manufacturers safety data sheets 4 = Verified data Eisenia fetida	Moderate
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)	> 100	F4 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 ) 4 = Verified data	Low
	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
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)		> 120	F4 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 ) 4 = Verified data Lepomis macrochirus	Low
Fish - Chronic 21 day NOEC (mg l⁻¹)		11.0	P3 P = Other non-EU, UK or US Governments and Regulators 3 = Unverified data of known source Oncorhynchus mykiss 90 day	Low
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)		> 27.2	F4 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 ) 4 = Verified data Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)		< 0.37	F4 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 ) 4 = Verified data Daphnia magna	Moderate
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)		> 122	F4 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 ) 4 = Verified data Americamysis bahia	Low
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)		> 122	E4 E = Manufacturers safety data sheets 4 = Verified data Lemna gibba	Low
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)		> 120	F4 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 ) 4 = Verified data Pseudokirchneriella subcapitata	Low
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)		-	-	-
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)		> 5000	E4 E = Manufacturers safety data sheets 4 = Verified data Rat	Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)		5000	E4 E = Manufacturers safety data sheets 4 = Verified data Rat	-
Mammals - Inhalation LC₅₀ (mg l⁻¹)		> 6.9	E4 E = Manufacturers safety data sheets 4 = Verified data 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	-
MRLs	European	EU MRL pesticide database
	Great Britain	GB MRL Register
	Notes	-
Drinking Water Standards		-	-	-
Drinking Water MAC (μg l⁻¹)		-	-	-
Mammalian dose elimination route and rate		>85% of dose excreted; <1% of dose in milk and edible tissues	E4 E = Manufacturers safety data sheets 4 = Verified data	-

Health issues

Specific human health issues		Carcinogen Genotoxic Endocrine disruptor XNo, known not to cause a problem 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 ; E3 E = Unspecified genotoxicity type (miscellaneous data source) 3 = Negative XNo, known not to cause a problem 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 ?Possibly, status not identified No data found Eye irritant Phototoxicant   ✓Yes, known to cause a problem No data found
General human health issues		No further information available

Handling issues

Property	Value and interpretation
General	No information available
CLP classification 2013	-
WHO Classification	Not listed
UN Number	-
Waste disposal & packaging	-

TRANSLATIONS

Language	Name
English	aminocyclopyrachlor
French	-
German	-
Danish	-
Italian	-
Spanish	-
Greek	-
Polish	-
Swedish	-
Hungarian	-
Dutch	-
Norwegian	-

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Record last updated:	22/01/2023
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