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Anilazine (Ref: ENT 26 058)
Last updated: 29/12/2020
(Also known as: NCI-C08684; triasyn; anivaline; zinochlor ; dyrene; B-622)

SUMMARY
Anilazine is a fungicide that no longer has approval for use in the EU. It has a low aqueous solubility, volatile and presents a low risk of leaching to groundwater. Whilst it is not highly toxic to humans there are some concerns regarding its potential to bioaccumulate. It is highly toxic to fish and moderately toxic to most other aquatic organisms, birds, honeybees and earthworms.
GENERAL INFORMATION
Description
An obsolete fungicide once used to control various fungal pathogens including blights and Botrytis on fruit and other crops
Example pests controlled
Late blights; Leaf spots; Anthracnose; Downy mildew; Botrytis; Alternaria
Example applications
Fruit including blackberry, cranberry, raspberry, blueberry and melon; Celery; Cucumber; Garlic and onions; Potato; Pumpkin
Efficacy & activity
-
Availability status
Obsolete
Introduction & key dates
circa 1955
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
-
Date EC 1107/2009 inclusion expires
Expired
EU Candidate for substitution (CfS)
-
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
C₉H₅Cl₃N₄
Canonical SMILES
C1=CC=C(C(=C1)NC2=NC(=NC(=N2)Cl)Cl)Cl
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
IMHBYKMAHXWHRP-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C9H5Cl3N4/c10-5-3-1-2-4-6(5)13-9-15-7(11)14-8(12)16-9/h1-4H,(H,13,14,15,16)
2D structure diagram/image available?
Yes
Cambridge Crystallographic Data Centre diagrams
Common Name Relationship Link
anilazine -
General status
Pesticide type
Fungicide
Substance group
Triazine
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Non-systemic with protective action, enzyme inhibitor. Multi-site activity.
CAS RN
101-05-3
EC number
202-910-5
CIPAC number
294
US EPA chemical code
080811
PubChem CID
7541
Molecular mass
275.53
PIN (Preferred Identification Name)
4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine
IUPAC name
4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine
CAS name
4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine
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)
M8
Examples of recorded resistance
-
Physical state
White to light brown crystals
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Kemate
  • Triasym
  • Direz
  • Dyrene
  • Triazin Jet
  • Botrysan
  • Triasyn
Example products using this active
  • Scotts Company
  • Bayer CropScience
  • Nippon
  • Mobbay
Formulation and application details
-
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
8
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
90000
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Dichloromethane
-
1700
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
n-Hexane
-
40000
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Toluene
-
8000
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Isopropanol
-
Melting point (°C)
159
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
-
Boiling point (°C)
Decomposes before boiling
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
-
Degradation point (°C)
- - -
Flashpoint (°C)
Not expected to self ignite; Not highly flammable
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
-
Octanol-water partition coefficient at pH 7, 20 °C
P
1.05 X 1003 Calculated -
Log P
3.02
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
High
Bulk density (g ml⁻¹)
1.7
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
-
Dissociation constant pKa) at 25 °C
Not applicable
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
-
No dissociation
Vapour pressure at 20 °C (mPa)
8.20 X 10-04
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
1.10 X 10-04
H4 H = The US ARS pesticide properties database (click here )
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)
1
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Non-persistent
DT₅₀ (lab at 20 °C)
1
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Non-persistent
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Lab studies (1) DT₅₀: 15 hours (2) DT₅₀: 34 hours
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
180
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Stable
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
15
K3 K = Research datasets, e.g. Pandora, Demetra
3 = Unverified data of known source
Non-persistent
Note
-
Water-sediment DT₅₀ (days)
1
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Fast
Water phase only DT₅₀ (days)
1
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Moderately fast
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
H3 H = The US ARS pesticide properties database (click here )
3 = Unverified data of known source
Slightly mobile
Koc
2000
Notes and range
Best available data
Freundlich
Kf
20.6
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Slightly mobile
Kfoc
1980
1/n
0.86
Notes and range
UK dossier Kf range 9.2-37.9 mL g⁻¹, Kfoc range 1438-2724 mL g⁻¹, 1/n - no data, Soils=4
pH sensitivity
No
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
0.00 Calculated Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
1.39 X 10-04 Calculated -
Note
-
Potential for particle bound transport index
Low Calculated -
Potential for loss via drain flow
Slightly mobile Calculated -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
210
P4 P = Other governments and regulators
4 = Verified data
Threshold for concern
CT₅₀ (days)
Not available -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
4570
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Rat
Low
Mammals - Short term dietary NOEL
(mg kg⁻¹)
42
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Rat
High
(ppm diet)
500 -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 2000
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Colinus virginianus
Low
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
0.095
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Oncorhynchus mykiss
High
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
0.56
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Daphnia magna
Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
0.058
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
Daphnia magna
Moderate
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)
1.02
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Scenedemus subspicatus
Moderate
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
1
Q2 Q = Miscellaneous internet resources
2 = Unverified data of unknown source
Unknown species
Moderate
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)
100
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Moderate
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)
1000
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Moderate
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
- - -
Other soil macro-organisms
Acute LC₅₀ (mg kg⁻¹)
2938
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Folsomia candida as LC₅₀
-
Chronic NOEC (mg kg⁻¹)
- - -
Other arthropod (1)
LR₅₀ g ha⁻¹
1000 LC₅₀ as mg kg⁻¹ soil
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Calathus fuscipes
-
% Effect
- - -
Other arthropod (2)
LR₅₀ g ha⁻¹
- - -
% Effect
- - -
Soil micro-organisms
Nitrogen mineralisation: Chronic effect
Carbon mineralisation: No significant adverse effect
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data

Dose: 100 mg kg⁻¹ soil
-
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)
4570
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Rat
Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
5000
AC4 AC = EC Joint Research Centre ESIS European Chemical Substance Information Systems including EINECS, now integrated with the database provided by the European Chemicals Agency (ECHA) (click here )
4 = Verified data
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
0.25
AC4 AC = EC Joint Research Centre ESIS European Chemical Substance Information Systems including EINECS, now integrated with the database provided by the European Chemicals Agency (ECHA) (click here )
4 = Verified data
Rat 4 hr
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.1
A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications )
5 = Verified data used for regulatory purposes
UK ACP 1999
-
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
[Since substance is no longer used as a fungicide in the most of the developed world consumer exposure is expected to be low] - -
Exposure Routes
Public
Since substance is no longer used as a fungicide in the most of the developed world occupational exposure is expected to be low
Occupational
-
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
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
;
E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
?Possibly, status not identified
XNo, known not to cause a problem
XNo, known not to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
No data found
Yes, known to cause a problem
Yes, known to cause a problem
Eye irritant Phototoxicant  
Yes, known to cause a problem
No data found  
General human health issues
Toxic by inhalation, skin absorption, and/or ingestion
Handling issues
Property
Value and interpretation
General
Incompatible with oils and alkaline materials
CLP classification 2013
Health: H315, H319
Environment: H400, H410
EC Risk Classification
Xi - Irritant: R36/38
N - Dangerous for the environment: R50, R53
EC Safety Classification
S2, S22, S60, S61
WHO Classification
O (Obsolete substance)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
anilazine
French
anilazine
German
Anilazin
Danish
anilazin
Italian
anilazina
Spanish
anilazina
Greek
anilazine
Polish
anilazyna
Swedish
-
Hungarian
-
Dutch
anilazine

Record last updated: 29/12/2020
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