Azocyclotin is an organotin acaricide which is largely considered obsolete. It has a low aqueous solubility, is non-volatile and is not expected to leach to groundwater. Data is limited but is not expected to be persistent in soil systems but may be persistent in aquatic systems under certain conditions. It is highly toxic to mammals and also has a high potential to bioaccumulate. It is thought to be a skin, eye and respiratory system irritant. It is highly toxic to fish and aquatic invertebrates and moderately toxic to 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: Potential for particle bound transport: Medium
Warning: Significant data are missing
Ecotoxicity High alert: Fish acute ecotoxicity: High; Daphnia acute ecotoxicity: High
Human health High alert: Mammals acute toxicity: High; Reproduction/development effects
GENERAL INFORMATION
Description
An organotin acaricide used mainly for Phytophagous mite control
Example pests controlled
Mites including spider mites, citrus mites, bulb mites, tomato-russet mite
Example applications
Fruit including apples, pears, strawberries, grapes, citrus; Egg plant
Efficacy & activity
-
Availability status
-
Introduction & key dates
1978, 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 plant protection agent
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
Italy
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
New Zealand; Chile; Australia; Morocco; South Africa; Iran; Lebanon
Contact action. Inhibits oxidative phosphorylation. Inhibitor of mitochondrial ATP synthase.
CAS RN
41083-11-8
EC number
255-209-1
CIPAC number
404
US EPA chemical code
484600
PubChem CID
91634
CLP index number
050-019-00-3
Molecular mass
436.22
PIN (Preferred Identification Name)
1-(tricyclohexylstannyl)-1H-1,2,4-triazole
IUPAC name
tri(cyclohexyl)-1H-1,2,4-triazol-1-yltin
CAS name
1-(tricyclohexylstannyl)-1H-1,2,4-triazole
Other status information
Chemical subject to PIC regulations
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)
12B
Fungicide Resistance Class (FRAC MOA class)
Not applicable
Examples of recorded resistance
Tetranychus urticae
Physical state
Colourless crystalline powder
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
AgroCare
King Tech Corp
Arysta LifeScience Corp
Bayer
Example products using this active
Caligur
Peropal
Formulation and application details
Usually supplied as a wettable powder
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
0.04
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
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
35000
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Dichloromethane
-
30
L2 L = Pesticide manuals and hard copy reference books / other sources 2 = Unverified data of unknown source
Isopropanol
-
500
L2 L = Pesticide manuals and hard copy reference books / other sources 2 = Unverified data of unknown source
n-Hexane
-
3.5
L2 L = Pesticide manuals and hard copy reference books / other sources 2 = Unverified data of unknown source
Toluene
-
Melting point (°C)
210
L3 L = Pesticide manuals and hard copy reference books / other 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)
210
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
-
Flashpoint (°C)
-
-
-
Octanol-water partition coefficient at pH 7, 20 °C
P
2.40 X 1005
Calculated
-
Log P
5.38
T4 T = UN EPFA database. Dataset no longer available. 4 = Verified data
High
Fat solubility of residues
Solubility
-
-
-
Data type
-
-
-
Density (g ml⁻¹)
1.34
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
5.36
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
-
Weak base
Vapour pressure at 20 °C (mPa)
1.17 X 10-04
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
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
7.00 X 10-02
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
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)
27
W4 W = French database provided by ARVALIS-Institut du Végétal. Dataset no longer available. 4 = Verified data
Non-persistent
DT₅₀ (lab at 20 °C)
-
-
-
DT₅₀ (field)
-
-
-
DT₉₀ (lab at 20 °C)
-
-
-
DT₉₀ (field)
-
-
-
DT₅₀ modelling endpoint
-
-
-
Note
Best available data
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
-
-
-
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Rapid
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
Rapid
Note
Complete hydrolysis occurs in under 10 mins at pH 5, 7 and 9
Water-sediment DT₅₀ (days)
-
-
-
Water phase only DT₅₀ (days)
-
-
-
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)
-
W3 W = French database provided by ARVALIS-Institut du Végétal. Dataset no longer available. 3 = Unverified data of known source
Non-mobile
Koc (mL g⁻¹)
4450
Notes and range
Best available data
Freundlich
Kf (mL g⁻¹)
-
-
-
Kfoc (mL g⁻¹)
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
0.50
Calculated
Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
9.93 X 10-03
Calculated
-
Note
-
Potential for particle bound transport index
Medium
Calculated
-
Potential for loss via drain flow
Non-mobile
Calculated
-
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
-
-
-
Bio-concentration factor
BCF (l kg⁻¹)
7500
J3 J = Pesticide Action Network database (click here ) 3 = Unverified data of known source
L2 L = Pesticide manuals and hard copy reference books / other sources 2 = Unverified data of unknown source
Rat 2 yr
-
(ppm diet)
5
-
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Birds - Acute LD₅₀ (mg kg⁻¹)
144
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Coturnix japonica
Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
-
-
-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)
806
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
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)
-
-
-
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)
> 100
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
Apis mellifera
Low
Chronic
-
-
-
Notes
-
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)
Harmful
Q2 Q = Miscellaneous data from online sources 2 = Unverified data of unknown source
Typhlodromus pyri
-
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)
0.004
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Oncorhynchus mykiss
High
Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)
-
-
-
Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
0.02
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Rat
-
Other Mammal toxicity endpoints
-
-
-
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.003
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)
0.02
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
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
Environmental fate
Warning:
Ecotoxicity
