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Anilazine (Ref: ENT 26 058)
Last updated: 21/08/2024
(Also known as: NCI C08684; triasyn; anivaline; zinochlor ; dyrene; B-622; NSC-3851)

SUMMARY
Anilazine is a largely obsolete fungicide. 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.
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
Moderate alert:
Drainflow: Slightly mobile
Ecotoxicity
High alert:
Fish acute ecotoxicity: High
Human health
High alert:
Genotoxic
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; Cereals; Coffee
Efficacy & activity
-
Availability status
Considered obsolete but may be available in some countries
Introduction & key dates
circa 1955, introduced
GB regulatory status
GB COPR regulatory status
Not approved
Date COPR inclusion expires
Expired
GB LERAP status
No UK approval for use as a pesticide
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
Expired
EU Candidate for substitution (CfS)
Not applicable
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
                 
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
USA
Chemical structure
Isomerism
None
Chemical formula
C₉H₅Cl₃N₄
Canonical SMILES
C1=CC=C(C(=C1)NC2=NC(=NC(=N2)Cl)Cl)Cl
Isomeric SMILES
-
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 groups
Triazine fungicide
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
CLP index number
613-053-00-5
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 Class (HRAC MoA class)
Not applicable
Herbicide Resistance Class (WSSA MoA class)
Not applicable
Insecticide Resistance Class (IRAC MoA class)
Not applicable
Fungicide Resistance Class (FRAC MOA class)
M08
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
  • Scotts Company
  • Bayer CropScience
  • Nippon
  • Mobbay
Example products using this active
  • Kemate
  • Triasym
  • Direz
  • Dyrene
  • Triazin Jet
  • Botrysan
  • Triasyn
  • Agrico Lawn Fungicide
Formulation and application details
Supplied mainly as a wettable or flowable powder
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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
4 = Verified data
Dichloromethane
-
1700
B4 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
4 = Verified data
n-Hexane
-
40000
B4 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
4 = Verified data
Toluene
-
8000
B4 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
4 = Verified data
Isopropanol
-
Melting point (°C)
159
Q3 Q = Miscellaneous data from online sources
3 = Unverified data of known source
-
Boiling point (°C)
Decomposes before boiling
V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID )
3 = Unverified data of known source
-
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
5 = Verified data used for regulatory purposes
High
Fat solubility of residues
Solubility
- - -
Data type
- - -
Density (g ml⁻¹)
1.7
B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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. Dataset is no longer available.
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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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. Dataset is no longer available.
4 = Verified data
Non-volatile
Volatilisation as max % of applied dose lost
From plant surface
- - -
From soil surface
- - -
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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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 (days) on plant matrix
Value
- - -
Note
-
Dissipation rate RL₅₀ (days) 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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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; these datasets no longer available). Norman Ecotoxicology database. (click here )
3 = Unverified data of known source
Non-persistent
Note
-
Water-sediment DT₅₀ (days)
1
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data
Fast
Water phase only DT₅₀ (days)
1
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data
Moderately fast
Sediment phase only DT₅₀ (days)
- - -
Air degradation
As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Decay in stored produce DT₅₀
-
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd (mL g⁻¹)
-
H3 H = The US ARS pesticide properties database. Dataset is no longer available.
3 = Unverified data of known source
Slightly mobile
Koc (mL g⁻¹)
2000
Notes and range
Best available data
Freundlich
Kf (mL g⁻¹)
20.6
B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
5 = Verified data used for regulatory purposes
Slightly mobile
Kfoc (mL g⁻¹)
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 -
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
- - -
Bio-concentration factor
BCF (l kg⁻¹)
210
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Threshold for concern
CT₅₀ (days)
Not available -
Known soil metabolites
Metabolite
Major/Minor fraction
Estimated maximum occurrence fraction
Notes
4,6-dihydroxy-N-(2-chlorophenyl)-2-amino-1,3,-5-triazine (Ref: dihydroxy-anilazine)
- - -
Known groundwater metabolites

None

Other known metabolites
Metabolite name and reference
Aliases
Formation medium / Rate
Estimated maximum occurrence fraction
2-(2-chloroanilino)-s-triazinodione - Human -
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
4570
B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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)
- - -
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)
1000
B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
5 = Verified data used for regulatory purposes
Moderate
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
- - -
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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
4 = Verified data

Dose: 100 mg kg⁻¹ soil
-
Collembola
Acute LC₅₀ (mg kg⁻¹)
2938
B4 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
4 = Verified data
Folsomia candida as LC₅₀
-
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)
- - -
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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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)
- - -
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
Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
0.095
B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
5 = Verified data used for regulatory purposes
Oncorhynchus mykiss
High
Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
7.27
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
Danio rerio
Moderate
Temperate Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
0.56
B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
5 = Verified data used for regulatory purposes
Daphnia magna
Moderate
Temperate Freshwater 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 / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
Daphnia magna
Moderate
Tropical Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
- - -
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)
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
1.02
B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here )
5 = Verified data used for regulatory purposes
Scenedesmus subspicatus
Moderate
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
1
Q2 Q = Miscellaneous data from online sources
2 = Unverified data of unknown source
Unknown species
Moderate
Mesocosm study data
NOEAEC mg l⁻¹
- - -
NOEAEC mg l⁻¹
- - -
Marine bivalves
- - -
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; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (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
-
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 
Great Britain
GB MRL Register 
Notes
-
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Mammalian dose elimination route and rate
- - -
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
;
E1 E = Unspecified genotoxicity type (miscellaneous data source)
1 = Positive
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
Not expected to auto-ignite; Not highly flammable
CLP classification 2013
Health: H315, H319
Environment: H400, H410
WHO Classification
III (Slightly hazardous)
UN Number
-
Waste disposal & packaging
-
Shelf-life, storage, stability and reactivity
-
TRANSLATIONS
Language
Name
English
anilazine
French
anilazine
German
Anilazin
Danish
anilazin
Italian
anilazina
Spanish
anilazina
Greek
anilazine
Polish
anilazyna
Swedish
-
Hungarian
-
Dutch
anilazine
Norwegian
-

Record last updated: 21/08/2024
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