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Guazatine (Ref: EM 379)
Last updated: 09/02/2021
(Also known as: guanoctine; MC 25; guazatine triacetate)

GENERAL INFORMATION
Description
A fungicide seed dressing used to control a range of pathogens mainly on citrus fruit.
Example pests controlled
Septoria, Fusarium and Helminthosporium spp.
Example applications
Citrus fruits including oranges, manderines, lemons, grapefruit, pineapple, melon; Sugarcane
Efficacy & activity
-
Availability status
Current
Introduction & key dates
1974, Sweden
UK regulatory status
UK COPR regulatory status
Not approved
Date COPR inclusion expires
Expired
UK LERAP status
None
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
UK
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
Australia
Chemical structure
Isomerism
-
Chemical formula
C₁₈H₄₁N₇
Canonical SMILES
C(CCCCN=C(N)N)CCCNCCCCCCCCN=C(N)N
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
RONFGUROBZGJKP-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C18H41N7/c19-17(20)24-15-11-7-3-1-5-9-13-23-14-10-6-2-4-8-12-16-25-18(21)22/h23H,1-16H2,(H4,19,20,24)(H4,21,22,25)
2D structure diagram/image available?
Yes
General status
Pesticide type
Fungicide
Substance group
Guanidine
Minimum active substance purity
500 g kg⁻¹
Known relevant impurities
EU dossier - None declared
Substance origin
Synthetic
Mode of action
Inhibition of lipid biosynthesis. Multi-site activity. Broad-spectrum.
CAS RN
108173-90-6
EC number
236-855-3
CIPAC number
361
US EPA chemical code
-
PubChem CID
3526
Molecular mass
355.57
PIN (Preferred Identification Name)
-
IUPAC name
guazatine triacetate
CAS name
1,1'-(Iminobis(octamethylene))diguanidine
Other status information
Chemical subject to PIC regulations
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)
M7
Examples of recorded resistance
-
Physical state
Brown solid, product is orange liquid
Related substances & organisms
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Ravine Plus
  • Panoctine 35
  • Kenopel
Example products using this active
  • Makhteshim-Agan
  • Murphy
  • Kenogard
Formulation and application details
Often supplied as an aqueous solution for use as a seed treatment
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
6000000
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
High
Solubility - In organic solvents at 20 °C (mg l⁻¹)
2000000
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Ethanol
-
510000
A4 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 )
4 = Verified data
Methanol
-
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
Acetone
-
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
Toluene
-
Melting point (°C)
60
A4 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 )
4 = Verified data
-
Boiling point (°C)
100
A3 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 )
3 = Unverified data of known source
-
Degradation point (°C)
165
A3 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 )
3 = Unverified data of known source
-
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
1.00 X 10-04 Calculated -
Log P
-4.0
A3 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 )
3 = Unverified data of known source
Low
Bulk density (g ml⁻¹)
1.06
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
10
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
-
Pka(2) = 4.6, Acetate salt of strong base
Vapour pressure at 20 °C (mPa)
0.01
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
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
3.80 X 10-08
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
Non-volatile
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
No absorbance above 290nm
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
-
Surface tension (mN m⁻¹)
66.87
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
at 20°C
-
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
18
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
Non-persistent
DT₅₀ (lab at 20 °C)
18
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
Non-persistent
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
68.5
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
Moderately persistent
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
EU dossier Lab studies DT₅₀ range 10.8-38.2 days, DT₉₀ range 36-127 days; Other studies Lab studies DT₅₀ range 400-600 days
Dissipation rate RL₅₀ on plant matrix
Value
- - -
Note
-
Dissipation rate RL₅₀ on and in plant matrix
Value
469
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
-
Note
Apple leaves, n=1
Aqueous photolysis DT₅₀ (days) at pH 7
Value
30
C4 C = AGRITOX (click here )
4 = Verified data
Stable
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Stable
C4 C = AGRITOX (click here )
4 = Verified data
Stable
Note
Stable pH 5 to pH 9 for 30 days at 25 °C
Water-sediment DT₅₀ (days)
100
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Slow
Water phase only DT₅₀ (days)
30
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Stable
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Non-mobile
Koc
25000
Notes and range
Literature Koc range 3646-46250 mL g⁻¹
Freundlich
Kf
492.1
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
Non-mobile
Kfoc
14152
1/n
1.09
Notes and range
EU dossier Kf range 85.33-2404 mL g⁻¹, Kfoc range 3646-15390 mL g⁻¹, 1/n range 0.999=1.271, Soils=7
pH sensitivity
No
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
-0.19 Calculated Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
5.35 X 10-03 Calculated -
Note
Estimated concentrations of chemicals with Koc values greater than 9995 ml g⁻¹ are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index
Medium Calculated -
Potential for loss via drain flow
Non-mobile Calculated -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
0.04
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Low potential
CT₅₀ (days)
Not available -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
308
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
Rat
Moderate
Mammals - Short term dietary NOEL
(mg kg⁻¹)
> 10
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)
> 200 -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
> 27
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
Rat Reproductive NOAEL
Moderate
Birds - Acute LD₅₀ (mg kg⁻¹)
57.9
A3 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 )
3 = Unverified data of known source
Columba livia
High
Birds - Short term dietary (LC₅₀/LD₅₀)
164.4 mg kg bw⁻¹ day⁻¹
A4 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 )
4 = Verified data
Colinus virginianus
-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
18.9
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
Coturnix japonica
Moderate
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
0.42
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
Lepomis macrochirus
Moderate
Fish - Chronic 21 day NOEC (mg l⁻¹)
0.044
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
Oncorhynchus mykiss
Moderate
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
0.15
B3 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
3 = Unverified data of known source
Daphnia magna
Moderate
Aquatic invertebrates - Chronic 21 day NOEC (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)
- - -
Non-target plants
- - -
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
0.0135
C4 C = AGRITOX (click here )
4 = Verified data
Raphidocelis subcapitata
Moderate
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
- - -
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)
> 59
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)
3420
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
Eisenia foetida
Low
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
14.4
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
Eisenia foetida
Moderate
Other soil macro-organisms
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Other arthropod (1)
LR₅₀ g ha⁻¹
- - -
% Effect
- - -
Other arthropod (2)
LR₅₀ g ha⁻¹
- - -
% Effect
- - -
Soil micro-organisms
- - -
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)
308
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
Rat
Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
1064
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
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
0.163
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)
0.0048
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
Dog SF=500
-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
0.04
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
Dog SF=100
-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
- - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
0.002
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
Dog SF=100
-
Dermal penetration studies (%)
0.4-6.0
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
concentration dependent
-
Dangerous Substances Directive 76/464
- - -
Exposure Routes
Public
Acceptable for proposed uses
Occupational
Acceptable for proposed uses
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
?Possibly, status not identified
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
No data found
Respiratory tract irritant Skin irritant Skin sensitiser
No data found
Yes, known to cause a problem
No data found
Eye irritant Phototoxicant  
Yes, known to cause a problem
No data found  
General human health issues
Moderately toxic
Although no conclusive evidence regarding carcinogenity available some sutudies raise concerns
Handling issues
Property
Value and interpretation
General
Not explosive or oxidising
Ensure adequate ventilation when using
IMDG Transport Code is usually 9
CLP classification 2013
Health: H302, H312, H315, H318, H330, H335
Environment: H400, H410
EC Risk Classification
Xn - Harmful: R20/22, R41
Xi - Irritant: R37/38
EC Safety Classification
-
WHO Classification
II (Moderately hazardous)
UN Number
Usually 3082
Waste disposal & packaging
Packaging Group III (minor danger)
TRANSLATIONS
Language
Name
English
guazatine
French
triacétate de guazatine
German
Guazatin
Danish
guazatin
Italian
guazatina
Spanish
guazatina
Greek
-
Polish
guazatyna
Swedish
guazatinacetater
Hungarian
guazatin
Dutch
-

Record last updated: 09/02/2021
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