Itraconazole
Last updated: 31/08/2023
(Also known as: oriconazole; itrizole; ITZ)
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
 
 
Used to treat a range of fungal infections including those that affect the skin, claws, brain, respiratory tract, bone and other tissues, for example cryptococcosis (cats) and dermatophyte infections (dogs and cats).
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1984, invented
Dogs, Cats
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C₃₅H₃₈Cl₂N₈O₄
CCC(C)N1C(=O)N(C=N1)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(C=C4)OCC5COC(O5)(CN6C=NC=N6)C7=C(C=C(C=C7)Cl)Cl
CCC(C)N1C(=O)N(C=N1)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(C=C4)OC[C@H]5CO[C@](O5)(CN6C=NC=N6)C7=C(C=C(C=C7)Cl)Cl
VHVPQPYKVGDNFY-ZPGVKDDISA-N
InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3/t25?,31-,35-/m0/s1
Yes
Cambridge Crystallographic Data Centre diagrams
Common Name
Relationship
Link
itraconazole
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Antifungl, Fungicide
Triazole fungicide
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Synthetic
Broad spectrum, systemic, inhibits ergosterol synthesis of the fungal cell membrane by binding to cytochrome P450 3A4 CC-3.
[Ergosterol, binder]
84625-61-6
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55283
QJ02AC02
Antiinfectants for systemic use: Antimycotics for systemic use
No
No data
705.64
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2-butan-2-yl-4-[4-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one
rel-4-[4-[4-[4-[[(2R,4S)-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one
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Brown to yellow coloured powder
Itrafungol 10 mg/ml oral solution
Janssen-Cilag Ltd
EU Mutually recognised procedure
Prescription only medicine to be authorised by a veterinarian (POM-V)
Itrafungol Vet 10 mg/ml oral solution
Janssen-Cilag Ltd
No UK authorisation for use
Not applicable
Available as capsules or as an oral solution
0.0005
Low
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162
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4.57 X 1005
Calculated
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5.66
High
Likely to be soluble
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
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Based on chemical group
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
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3.7
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
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Soil adsorption and mobility
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Known soil and groundwater metabolites
None
hydroxy-itraconazole Note: Major liver metabolite
OH-ITZ
Human (Liver)
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Cytochrome P450 3A4
keto-itraconazole
Keto-ITZ
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N-desalkyl-itraconazole
ND-ITZ
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Terrestrial ecotoxicology
> 320
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
Rat
Moderate
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HUMAN HEALTH AND PROTECTION
High (class III)
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> 320
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
Rat
Moderate
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Intravenous LD₅₀ = 40 mg kg⁻¹
Rat
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Extensively metabolised by the liver to a large number of metabolites, excreted mainly in the faeces
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Carcinogen
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
XNo, known not to cause a problem
Reproduction / development effects
Acetyl cholinesterase inhibitor
Neurotoxicant
✓Yes, known to cause a problem
No data found
No data found
Respiratory tract irritant
Skin irritant
Skin sensitiser
✓Yes, known to cause a problem
✓Yes, known to cause a problem
No data found
Eye irritant
Phototoxicant
 
✓Yes, known to cause a problem
No data found
 
Possible blood, liver and adrenal gland toxicant May cause dermatitis, nausea, upset stomach, abdominal cramps, vomiting and diarrhoea
No information available
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Not listed (Not listed)
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itraconazole
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itraconazol
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Record last updated:
31/08/2023
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