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Itraconazole

Itraconazole Structure
CAS No.
84625-61-6
Chemical Name:
Itraconazole
Synonyms
SPORANOX;Itrizole;ORICONAZOLE;traconazole;R51211;Orungal;Sempera;Sporamelt;Canditral;Itraconaz
CBNumber:
CB4716071
Molecular Formula:
C35H38Cl2N8O4
Molecular Weight:
705.63
MOL File:
84625-61-6.mol
MSDS File:
SDS
Modify Date:
2024/4/23 13:02:50

Itraconazole Properties

Melting point 166°C
Boiling point 850.0±75.0 °C(Predicted)
alpha -0.1~+0.1°(D/20℃)(c=10,CH2Cl2)
Density 1.27 g/cm3
Flash point >110°(230°F)
storage temp. 2-8°C
solubility chloroform: 50 mg/mL, clear, colorless
pka 3.7(at 25℃)
form White powder
color white
Water Solubility Insoluble in water. Solube in chloroform at 50 mg/ml. Slightly soluble in ethanol or methanol
Merck 14,5245
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey VHVPQPYKVGDNFY-UHFFFAOYSA-N
CAS DataBase Reference 84625-61-6(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xi,Xn,T,F
Risk Statements  36/37/38-36/38-22-39/23/24/25-23/24/25-11
Safety Statements  22-26-36-45-36/37-16
RIDADR  UN 3286 8(6.1)(3) / PGII
WGK Germany  3
RTECS  XZ5481000
HS Code  2934990002
Toxicity LD50 (14 day) in mice, rats, dogs (mg/kg): >320, >320, >200 orally (Van Cauteren)
NFPA 704
0
2 0

Itraconazole price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) PHR1834 Itraconazole Pharmaceutical Secondary Standard; Certified Reference Material 84625-61-6 200MG ₹18037.5 2022-06-14 Buy
Sigma-Aldrich(India) I6657 Itraconazole ≥98% (TLC) 84625-61-6 100MG ₹23111.38 2022-06-14 Buy
Sigma-Aldrich(India) I-015 Itraconazole solution 2.0?mg/mL (Methanol with 1% 1M HCl), ampule of 1?mL, certified reference material, Cerilliant? 84625-61-6 1ML ₹11251.8 2022-06-14 Buy
Sigma-Aldrich(India) 419825 Hh Signaling Antagonist X, Itraconazole - CAS 84625-61-6 - Calbiochem The Hh Signaling Antagonist X, Itraconazole, also referenced under CAS 84625-61-6, controls the biological activity of Hh pathway. This small molecule 84625-61-6 250MG ₹14100 2022-06-14 Buy
TCI Chemicals (India) I0732 Itraconazole 84625-61-6 5G ₹10900 2022-05-26 Buy
Product number Packaging Price Buy
PHR1834 200MG ₹18037.5 Buy
I6657 100MG ₹23111.38 Buy
I-015 1ML ₹11251.8 Buy
419825 250MG ₹14100 Buy
I0732 5G ₹10900 Buy

Itraconazole Chemical Properties,Uses,Production

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.

Chemical Properties

Off-White Crystalline Solid

Uses

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..

Indications

Itraconazole (Sporanox) is effective in the treatment of histoplasmosis, blastomycosis, candidiasis, and dermatophyte infection. Its efficacy in the treatment of tinea capitis in children is equal to griseofulvin, and it is usually better tolerated (21). It is metabolized by the cytochrome P-450 system and may increase the levels ofwarfarin, cyclosporine, and digoxin among others. Its use is contraindicated with certain medications.
Itraconazole (Sporanox) is a triazole antifungal that is related to the imidazole ketoconazole. Similar to ketoconazole, it interferes with ergosterol synthesis and cell membrane integrity. It is clinically active against dimorphic fungi, yeast, dermatophytes, Blastomycetes, histoplasmosis, sporotrichosis, and Aspergillus. Itraconazole is a potent inhibitor of the cytochrome P450 3A enzyme system, which may elevate blood levels of other drugs metabolized by this system if taken concomitantly. Itraconazole levels may decrease in patients who are concurrently taking rifampin, phenobarbital, or phenytoin. Cyclosporine, felodipine, digoxin, warfarin, and oral hypoglycemic levels may increase when given in conjunction with itraconazole. Itraconazole, like ketoconazole, is contraindicated in patients taking cisapride. Itraconazole may induce torsades de pointes, ventricular arrhythmias, and congestive heart failure.

Antimicrobial activity

The spectrum includes dermatophytes, dimorphic fungi (Blast. dermatitidis, Coccidioides spp., Hist. capsulatum, Paracocc. brasiliensis, Penicillium marneffei and Spor. schenckii), molds (including Aspergillus spp.), dematiaceous fungi and yeasts (Candida spp. and Cryptococcus spp.).

Acquired resistance

This is uncommon, but fluconazole-resistant C. albicans and C. glabrata are often cross-resistant to itraconazole. There are reports of itraconazole-resistant strains of A. fumigatus.

General Description

Itraconazole is an antifungal drug prescribed for oral or intravenous treatment of fungal infections. The drug is sold under trade names such as Sporanoxor Onmel?. This Certified Spiking Solution? is suitable as starting material for calibrators, controls, or linearity standards for clinical and diagnostic testing or therapeutic drug monitoring of itraconazole in patient blood, serum, or plasma samples by LC-MS/MS or HPLC.

Pharmaceutical Applications

A synthetic dioxolane triazole available for oral or parenteral administration.

Clinical Use

Aspergillosis
Systemic mycoses with dimorphic fungi (blastomycosis, coccidioidomycosis, histoplasmosis, paracoccidioidomycosis, penicilliosis) Subcutaneous mycoses (chromoblastomycosis, sporotrichosis)
Mucosal and cutaneous candidosis.
Dermatophytosis
Phaeohyphomycosis
Pityriasis versicolor

Side effects

Unwanted effects are more common with oral solution than with capsules, and are more severe. They include nausea, abdominal discomfort, dyspepsia, diarrhea, headache, pruritus and skin rash. Rare side effects include Stevens–Johnson syndrome, transient abnormalities of liver enzymes, reversible idiosyncratic hepatitis and hypokalemia.
Intravenous itraconazole has been associated with congestive heart failure. Neither intravenous nor oral itraconazole should be used to treat infections in patients with evidence of ventricular dysfunction unless the expected benefit clearly exceeds the risk. Patients with risk factors for congestive heart failure should be treated with caution and their condition monitored.

Global( 807)Suppliers
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Jigs Chemical ltd +919099003427 Gujarat, India 239 58 Inquiry
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Virchow Groups +919394860022 Telangana, India 24 58 Inquiry
Hetero Drugs Limited +91-4023704923 +91-4023704923 Telangana, India 296 58 Inquiry

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Itraconazole Spectrum

Oriconazole, R51211, Sporanox 4-[4-[4-[4-[[2-(2,4-Dichlomphenyl)-2-(1H-1,2,4-tfiazol-1- yl-methyl)-1,3-dioxolan-4-y1]methoxyl]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one Oricomzole Oyiconazole 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)- Canditral Sporamelt 4-[4-[4-[4-[[2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-2-(1-methylpropyl)-2,4-dihydro-1,2,4-triazol-3-one 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 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]-2-sec-butyl-1,2,4-triazol-3-one Itraconazole,Oriconazole, R51211, Sporanox Itraconazole, EP Itraconazole (100 mg) 1-[(2R)-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 (+/-)-4-[4-[4-[4-[[(2R,4S)-(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 Itraconazole(Oriconazole) Itraconazole (Sporanox) Itraconazole solution Itraconaz 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 ITRACONAZOLE POWDER (OR) 4-[4-[4-[4-[[2-(2,4-DICHLOROPHENYL)-2-(1H-1,2,4-TRIAZOL-1YL-METHYL)-1,3-DIOXOLAN-4-YL]METHOXY]P Hh Signaling Antagonist X, Itraconazole ITRACONAZOLE-D3 ITRACONAZOLE R51211 TRIASPORIN -1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-1-piperazinyl)phenyl)-2,4-dihyd 3h-1,2,4-triazol-3-one,4-(4-(4-(4-((2-(2,4-dichlorophenyl)-2-(1h-1,2,4-triazol ro-2-(1-methylpropyl)- 2-butan-2-yl-4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl methyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-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)-3H-1,2,4-TRIAZOL-3-ONE AKOS 92112 Cetririzine Dihydrochloride 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)-3H-1,2,4-triazol-3-one ITRACONAZOLE, EP STANDARD Oriconazole, Sporanox, Triasporin 2-sec-Butyl-4-[4-(4-{4-[2-(2,4-dichloro-phenyl)-2-[1,2,4]triazol-1-yl-methyl-[1,3]dioxolan-4-yl-meth 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)- (9CI) Orungal Sempera Itraconazole (1354251) 4-[4-[4-[4-[[cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy] phenyl]piperazin-1-yl]phenyl]-2-[(1RS)-1-methylpropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one itraconozole 2-Butan-2-yl-4(4-(4(-4-((2-(2 4-dichloro phenyl)-2-(1 2 4-triazol-1-yl- methyl)-1 3-dioxolan-4- yl)methoxy)phenyl)piperaz Hh Signaling Antagonist X, Itraconazole - CAS 84625-61-6 - Calbiochem antifungal Itraconazole Itraconazole for system suitability CRS Itraconazole> Itraconazole CRS 3H-1,2,4-Triazol-3-one, 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)-, rel- 4-(4-(4-(4-((2-((1H-1,2,4-Triazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-2-(sec-butyl)-2,4-dihydro-3H-1,2,4-triazol-3-one ITRACONAZOL PELLETS 22% Itraconazole USP/EP/BP Iitraconazole 2-butan-2-yl-4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl methyl)-1, Itraconazole- BP/USP/Ph. Eur ItraconazoleQ: What is Itraconazole Q: What is the CAS Number of Itraconazole Q: What is the storage condition of Itraconazole Q: What are the applications of Itraconazole Itraconazole for system suitability (Y0001100)