Itraconazole
Synonym(s):;Itraconazole;Oriconazole;Sporanox
- CAS NO.:84625-61-6
- Empirical Formula: C35H38Cl2N8O4
- Molecular Weight: 705.63
- MDL number: MFCD00870168
- EINECS: 617-596-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-23 13:02:50
What is Itraconazole?
Absorption
The absolute oral bioavailability of itraconazole is 55%, and is maximal when taken with a full meal.
Toxicity
No significant lethality was observed when itraconazole was administered orally to mice and rats at dosage levels of 320 mg/kg or to dogs at 200 mg/kg.
Description
Itraconazole is an orally-active triazole antifungal indicated for use in the treatment of dermal, vaginal and systemic mycoses. In immunocompromised and AIDS patients, itraconazole has been shown to significantly reduce the incidence of relapses of cryptococcal meningitis.
The Uses of Itraconazole
Itraconazole is a triazole antifungal agent. It is used to inhibit cytochrome P-450-dependent enzymes and ergosterol synthesis. It has been used against histoplasmosis, blastomycosis, cryptococcal meningitis, and aspergillosis. It?s different formulations are used to study Candida strains in murine invasive infections. It has been used to study proliferative changes of the forestomach mucosa in alloxan-induced diabetic rats..
Background
One of the triazole antifungal agents that inhibits cytochrome P-450-dependent enzymes resulting in impairment of ergosterol synthesis. It has been used against histoplasmosis, blastomycosis, cryptococcal meningitis & aspergillosis.
Indications
For the treatment of the following fungal infections in immunocompromised and non-immunocompromised patients: pulmonary and extrapulmonary blastomycosis, histoplasmosis, aspergillosis, and onychomycosis.
What are the applications of Application
Itraconazole is a triazole antifungal agent
Pharmacokinetics
Itraconazole is an imidazole/triazole type antifungal agent. Itraconazole is a highly selective inhibitor of fungal cytochrome P-450 sterol C-14 α-demethylation via the inhibition of the enzyme cytochrome P450 14α-demethylase. This enzyme converts lanosterol to ergosterol, and is required in fungal cell wall synthesis. The subsequent loss of normal sterols correlates with the accumulation of 14 α-methyl sterols in fungi and may be partly responsible for the fungistatic activity of fluconazole. Mammalian cell demethylation is much less sensitive to fluconazole inhibition. Itraconazole exhibits in vitro activity against Cryptococcus neoformans and Candida spp. Fungistatic activity has also been demonstrated in normal and immunocompromised animal models for systemic and intracranial fungal infections due to Cryptococcus neoformans and for systemic infections due to Candida albicans.
Metabolism
Itraconazole is extensively metabolized by the liver into a large number of metabolites, including hydroxyitraconazole, the major metabolite. The main metabolic pathways are oxidative scission of the dioxolane ring, aliphatic oxidation at the 1-methylpropyl substituent, N-dealkylation of this 1-methylpropyl substituent, oxidative degradation of the piperazine ring and triazolone scission.
Properties of Itraconazole
Melting point: | 166°C |
Boiling point: | 850.0±75.0 °C(Predicted) |
Density | 1.27 g/cm3 |
Flash point: | >110°(230°F) |
storage temp. | 2-8°C |
solubility | chloroform: 50 mg/mL, clear, colorless |
form | White powder |
color | white |
Water Solubility | Insoluble in water. Solube in chloroform at 50 mg/ml. Slightly soluble in ethanol or methanol
|
Safety information for Itraconazole
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Itraconazole
InChIKey | VHVPQPYKVGDNFY-UHFFFAOYSA-N |
Abamectin manufacturer
Jigs Chemical ltd
HEMA PHARMACEUTICALS PVT LTD
SGMR PHARMACEUTICALS PVT LTD
ANWITA
Shree HariKrishna Pharmaceuticals
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