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Hexaconazole (Ref: PP 523)
(Not known by any other names)
SUMMARY
Hexaconazole is a fungicide used to control powdery mildew, scabs and rusts. It has a low aqueous solubility and a low viscosity. It tends to be environmentally persistent in both soil and aquatic systrems. It is moderately toxic to birds, fish, aquatic invertebrates, algae and earthworms but has a low toxicity to honeybees. It has a low mammalian toxicity and no information on other health issues has been identified although it my be a skin and eye irritant
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:
Persistent; Potential for particle bound transport: High
Ecotoxicity
Moderate alert:
Fish acute ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate; Daphnia chronic ecotoxicity: Moderate; Earthworms acute ecotoxicity: Moderate
Human health
High alert:
Endocrine distrupter
GENERAL INFORMATION
Description
A conazole (imidazole) fungicide used to control both seed-borne and soil-borne diseases especially Ascomycetes and Basidiomycetes spp.
Example pests controlled
Powdery mildew, Scabs, Rusts
Example applications
Vines; Apples; Pears,; Bananas; Vegetables; Some small grain cereals
Efficacy & activity
-
Availability status
Current
Introduction & key dates
1986
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
Italy
Date EC 1107/2009 inclusion expires
Not applicable
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
                 
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
Australia
Chemical structure
Isomerism
A chiral molecule existing in the R- and S-forms. The R-enantiomer exhibits the greatest fungicial activity.
Chemical formula
C₁₄H₁₇Cl₂N₃O
Canonical SMILES
CCCCC(CN1C=NC=N1)(C2=C(C=C(C=C2)Cl)Cl)O
Isomeric SMILES
-
International Chemical Identifier key (InChIKey)
STMIIPIFODONDC-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C14H17Cl2N3O/c1-2-3-6-14(20,8-19-10-17-9-18-19)12-5-4-11(15)7-13(12)16/h4-5,7,9-10,20H,2-3,6,8H2,1H3
2D structure diagram/image available?
Yes
Cambridge Crystallographic Data Centre diagrams
Common Name Relationship Link
hexaconazole Unstated isomerism
General status
Pesticide type
Fungicide, Other substance
Other constituent type
Wood preservative
Substance groups
Triazole fungicide; Conazole fungicide
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Broad spectrum, systemic with protective and curative action. Disrupts membrane function. Sterol biosynthesis inhibitor.
CAS RN
79983-71-4
EC number
413-050-7
CIPAC number
465
US EPA chemical code
128925
PubChem CID
66461
CLP index number
613-171-00-7
Molecular mass
314.21
PIN (Preferred Identification Name)
-
IUPAC name
(RS)-2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol
CAS name
α-butyl-α-(2,4-dichlorophenyl)-1H-1,2,4-triazole-1-ethanol
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)
3
Examples of recorded resistance
-
Physical state
White crystalline solid
Related substances & organisms
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • AgroCare
  • FCC
  • Syngenta
Example products using this active
  • Passport
  • Manage
  • Anvil
  • Planete Aster
Formulation and application details
Available in a variety of formulations including oil miscible liquids, soluble grains and suspension concentrates.
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
18
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
 Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
120000
C4 C = AGRITOX dataset. Dataset is no longer available.
4 = Verified data
Ethyl acetate		 -
164000
C4 C = AGRITOX dataset. Dataset is no longer available.
4 = Verified data
Acetone		 -
810
C4 C = AGRITOX dataset. Dataset is no longer available.
4 = Verified data
Hexane		 -
246000
C4 C = AGRITOX dataset. Dataset is no longer available.
4 = Verified data
Methanol		 -
Melting point (°C)
111
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
 -
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
7.94 X 1003 Calculated -
Log P
3.9
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
 High
Fat solubility of residues
Solubility
Likely to be soluble
Q3 Q = Miscellaneous data from online sources
3 = Unverified data of known source
 -
Data type
Based on chemical group
Q3 Q = Miscellaneous data from online sources
3 = Unverified data of known source
 -
Density (g ml⁻¹)
1.29
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
 -
Dissociation constant pKa) at 25 °C
2.3
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
 -
Strong acid
Vapour pressure at 20 °C (mPa)
0.018
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)
3.33 X 10-04
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
 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)
122
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data
 Persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
225
P3 P = Other non-EU, UK or US Governments and Regulators
3 = Unverified data of known source
 Persistent
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Sandy loam DT₅₀ ~ 10 months, clay loam ~ 5 months; General literature DT₅₀ range 49-200 days (R3)
Dissipation rate RL₅₀ on plant matrix
Value
5.3
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
 -
Note
Mango, n=1
Dissipation rate RL₅₀ on and in plant matrix
Value
5.5
R4 R = Peer reviewed scientific publications
4 = Verified data
 -
Note
Published literature RL₅₀ range 1.7-7.8 days, 7 field crops, various matrices, n=9
Aqueous photolysis DT₅₀ (days) at pH 7
Value
10
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data
 Moderately fast
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Stable
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data
 Stable
Note
Not greatly sensitive to pH
Water-sediment DT₅₀ (days)
112
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data
 Slow
Water phase only DT₅₀ (days)
112
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data
 Stable
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
DW3 DW = Don Wauchope personal database for Pka data: Wauchope, R. D. and Edwards, J. Dissociation constants for pesticide active ingredients: a database and comparison with predicted values. Dataset is no longer available.
3 = Unverified data of known source
 Slightly mobile
Koc
1040
Notes and range
-
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
2.31 Calculated Transition state
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
1.29 X 10-01 Calculated -
Note
-
Potential for particle bound transport index
High Calculated -
Potential for loss via drain flow
Slightly mobile Calculated -
Bio-concentration factor
BCF (l kg⁻¹)
412
Q2 Q = Miscellaneous data from online sources
2 = Unverified data of unknown source
Estimated		 Threshold for concern
CT₅₀ (days)
Not available -
Known soil metabolites
Metabolite
Major/Minor fraction
Estimated maximum occurrence fraction
Notes
1,2,4-triazole (Ref: CGA 71019)
- - -
1H-1,2,4-triazol-1-ylacetic acid (Ref: CGA 142856)
- - -
Known groundwater metabolites

None

Other known metabolites

None
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
2189
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Rat		 Low
Mammals - Short term dietary NOEL
(mg kg⁻¹)
5
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat		 High
(ppm diet)
- -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 4000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
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)
414
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)
> 100
K3 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
3 = Unverified data of known source
Apis mellifera		 Low
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 100
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Apis mellifera		 Low
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)
Harmless at dose 120 g ha⁻¹
AA2 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
2 = Unverified data of unknown source
Chrysoperla carnea		 -
Beneficial insects (Parasitic wasps)
- - -
Beneficial insects (Predatory mites)
Harmless at dose 120 g ha⁻¹
AA2 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
2 = Unverified data of unknown source
Typhlodromus pyri		 -
Beneficial insects (Ground beetles)
- - -
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
3.4
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Oncorhynchus mykiss		 Moderate
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
> 2.9
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Daphnia magna		 Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
0.226
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
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)
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
> 0.1
P3 P = Other non-EU, UK or US Governments and Regulators
3 = Unverified data of known source
Chlorella pyrenoidosa		 Moderate
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)
2189
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Rat		 Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
2000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat		 -
Mammals - Inhalation LC₅₀ (mg l⁻¹)
5.9
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)
0.005
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
- - -
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
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
?Possibly, status not identified
A3 A = Chromosome aberration (EFSA database)
3 = Negative
;
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
✓Yes, known to cause a problem
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
No data found
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
USEPA - possible human carcinogen
Endocrine issues - Inhibition of aromatase activity, decrease of the estrogens production
Handling issues
Property
Value and interpretation
General
No information available
CLP classification 2013
Health: H302, H317
Environment: H411
WHO Classification
III (Slightly hazardous)
UN Number
-
Waste disposal & packaging
-
Shelf-life, storage, stability and reactivity
-
TRANSLATIONS
Language
Name
English
hexaconazole
French
hexaconazole
German
Hexaconazol
Danish
hexaconazol
Italian
esaconozolo
Spanish
hexaconazol
Greek
-
Polish
heksakonazol
Swedish
-
Hungarian
hexakonazol
Dutch
-
Norwegian
-
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