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Itraconazole

Athanor · official

C35H38Cl2N8O4 · 705.6 g/mol

IUPAC name: 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

Also called Sporanox, triazole antifungal, azole

Drugs
Open in Athanor
The structure of Itraconazole
Drawn from its SMILES with RDKit
Harmful or irritantWarningHarmful if swallowed · Causes skin irritation · Causes serious eye irritation · May cause respiratory irritation

Names and identifiers

IUPAC name
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
Synonyms
Sporanox, triazole antifungal, azole
+ 37 more

Oriconazole, Itraconazol, Canditral, Traconal, Triasporin, Sporonox, Fungitraxx, Itraconazolo, Onmel, DTXSID3023180, 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, Itraconazolum, Candistat, Itralek, Sempera, Sporamelt, Sporal, Itrac, Cladosal 100, CHEBI:6076, Spherazole CR, Spherazole IR, NSC-759239, 304NUG5GF4, DTXCID903180, R-51211, R51211, Sporanos, R 51211, 1-(butan-2-yl)-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)piperazin-1-yl]phenyl}-4,5-dihydro-1H-1,2,4-triazol-5-one, 3H-1,2,4-Triazol-3-one, 4-(4-(4-(4-((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)-, R 51,211, Itrafungol, Lozanoc, Sporanox-pulse, Itraconazole Oral, Sporanox i.v.

Molecular formula
C35H38Cl2N8O4
Empirical formula
C35H38Cl2N8O4
Molecular weight
705.6 g/mol
Exact mass
704.23931
CAS number
84625-61-6
PubChem CID
55283
Canonical SMILES
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
Isomeric SMILES
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
InChI
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
InChIKey
VHVPQPYKVGDNFY-ZPGVKDDISA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

Appearance
Solid[1]

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms
49
Rings
7
Aromatic rings
5
Fraction sp³ carbons (Fsp3)
0.37
H-bond donors
0
H-bond acceptors
9
Rotatable bonds
11
TPSA (Ų)
104.7 computed here · PubChem 101
Formal charge
0
XLogP3
5.7 PubChem
Complexity
1120 PubChem
Stereocenters
2 defined, 1 undefinedCIP: C3: undefined · C23: S · C26: R
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C59.57%
  • H5.43%
  • Cl10.05%
  • N15.88%
  • O9.07%

Isotope pattern

100%704.23941%705.24273%706.23728%707.24016%708.2375.2%709.2381.1%710.240711.242

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
5.58 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-7.43 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
4.12 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 705.65
  • log P ≤ 5 (Crippen): 5.58
  • H-bond donors ≤ 5: 0
  • H-bond acceptors ≤ 10: 9

Breaks 2 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 88 company reports to ECHA. Source [2].

  • Harmful or irritant
  • H302Harmful if swallowed
  • H315Causes skin irritation (87.5% of reports)
  • H319Causes serious eye irritation (87.5% of reports)
  • H335May cause respiratory irritation (86.4% of reports)

Precautionary statements: P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

View all classifications (2)
  • [2] European Chemicals Agency (ECHA) · 88 reports · WarningH302, H315, H319, H335
  • [2] European Chemicals Agency (ECHA) · 2 reports · WarningH302

Storage

  • Itraconazole capsules should be stored at a controlled room temperature of 15-25 °C and protected from light and moisture. Itraconazole oral solution should be stored at 25 °C or lower and should not be frozen.[1]
  • Commercially available itraconazole injection should be stored at 25 °C or lower and protected from light; freezing should be avoided. Following dilution of itraconazole injection in the 0.9% sodium chloride injection diluent supplied by the manufacturer, itraconazole injections may be stored at 2-8 deg or 15-25 °C for up to 48 hours. The injection should be protected from light during storage, but may be exposed to normal room light during administration.[1]
  • Store in tight, light-resistant container as defined in the usp-nf. This material should be handled and stored per label instructions to ensure product integrity.[1]

Incompatibilities

  • (incompatible with) oxidizing agents.[1]
  • The manufacturer states that itraconazole injection should not be diluted with 5% dextrose injection or with lactated Ringer's injection, alone or in combination with any other diluent, since information is not available regarding the physical and/or chemical compatibility of itraconazole with these diluents.[1]

Safety data sheets on the supplier’s page: EvitaChem, Biorbyt, Midas Pharma GmbH.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
  2. [2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  3. [3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  6. [6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  7. [7]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  8. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  9. ·Literature on PubChem

Data last updated 2026-10-14.