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Aminocyclopyrachlor (Ref: DPX-MAT28)
(Also known as: KJM44)
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 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
                 
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
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
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 day⁻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 foetida 		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
-
Shelf-life, storage, stability and reactivity
-
TRANSLATIONS
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aminocyclopyrachlor
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