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84625-61-6

Basic Information
CAS No.: 84625-61-6
Name: Itraconazole
Molecular Structure:
Molecular Structure of 84625-61-6 (Itraconazole)
Formula: C35H38Cl2N8O4
Molecular Weight: 705.63
Synonyms: ITCZ;ITR;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-pipera-zinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl);ITZ;Itraconazolum [Latin];R 51211;Itrizole;Itraconazole [USAN:BAN:INN:JAN];Itraconazole (JAN/USAN);Itrizole (TN);Itraconazol [Spanish];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)-;Sporanox (TN);Oriconazole;Sporanox;
EINECS: 617-596-9
Density: 1.4 g/cm3
Melting Point: 166 ºC
Boiling Point: 850 ºC at 760 mmHg
Flash Point: 467.9 ºC
Solubility: chloroform: 50 mg/mL, clear, colorless
Appearance: off-white crystalline solid
Hazard Symbols: IrritantXi,HarmfulXn
Risk Codes: 36/37/38
Safety: 22-26-36
Transport Information:
PSA: 104.70000
LogP: 5.70730
Raw Materials
78-76-2
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  • Itraconazole

  • Casno:

    84625-61-6

    Itraconazole

    Min.Order: 1 Gram

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Chemistry


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
Molecular Formula: C35H38Cl2N8O4
Molecular Weight: 705.63 g/mol
Canonical SMILES: c1(cc(ccc1[C@]1(Cn2cncn2)O[C@H](CO1)COc1ccc(cc1)N1CCN(CC1)c1ccc(cc1)n1c(n(nc1)[C@@H](C)CC)=O)Cl)Cl
InChI: InChI=1/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
Classification Code: Anti-Infective Agents; Antifungal ; Antifungal agents; Antiparasitic Agents; Antiprotozoal Agents; Drug / Therapeutic Agent; Human Data; Reproductive Effect
Product Categories: Active Pharmaceutical Ingredients; Antibiotic Explorer; Chiral Reagents; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Antifungal
Index of Refraction: 1.678 
Molar Refractivity: 189.33 cm3 
Molar Volume: 502 cm3 
Polarizability: 75.05×10-24 cm3 
Surface Tension: 55.9 dyne/cm 
Density: 1.4 g/cm
Flash Point: 467.9 °C 
Enthalpy of Vaporization: 123.51 kJ/mol 
Boiling Point: 850 °C at 760 mmHg 
Melting Point: 166 °C
Storage temperature: 2-8 °C
Solubility:  chloroform: 50 mg/mL, clear, colorless
Stability: Stable. Incompatible with strong oxidizing agents
Vapour Pressure of Itraconazole (CAS NO.84625-61-6): 3.53E-29 mmHg at 25 °C

History

It was  invented in 1984.

Uses

  Itraconazole (CAS NO.84625-61-6) is a triazole antifungal agent that is prescribed to patients with fungal infections. Itraconazole is available as capsules or as an oral solution. It is used as an orally active antimycotic structurally related to Ketoconazole.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 200mg/kg (200mg/kg)   Reviews of Infectious Diseases. Vol. 9(Suppl,
guinea pig LD50 oral > 160mg/kg (160mg/kg)   Reviews of Infectious Diseases. Vol. 9(Suppl,
man TDLo oral 240mg/kg/6W-I (240mg/kg) LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

LIVER: LIVER FUNCTION TESTS IMPAIRED
Lancet. Vol. 340, Pg. 251, 1992.
mouse LD50 intravenous 46400ug/kg (46.4mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 25, Pg. 381, 1991.
mouse LD50 oral > 320mg/kg (320mg/kg)   Reviews of Infectious Diseases. Vol. 9(Suppl,
rat LD50 intravenous 40mg/kg (40mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 25, Pg. 381, 1991.
rat LD50 oral > 320mg/kg (320mg/kg)   Reviews of Infectious Diseases. Vol. 9(Suppl,
women TDLo oral 32mg/kg/8D-I (32mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER British Medical Journal. Vol. 293, Pg. 822, 1986.
women TDLo oral 140mg/kg/5W-I (140mg/kg) LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

LIVER: LIVER FUNCTION TESTS IMPAIRED

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Lancet. Vol. 340, Pg. 251, 1992.

Safety Profile

Hazard Codes: IrritantXi,HarmfulXn
Risk Statements: 36/37/38-36/38-22 
R36/37/38: Irritating to eyes, respiratory system and skin. 
R36/38: Irritating to eyes and skin. 
R22: Harmful if swallowed.
Safety Statements: 22-26-36 
S22: Do not breathe dust. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3
RTECS Itraconazole (CAS NO.84625-61-6): XZ5481000

Specification

 Itraconazole (CAS NO.84625-61-6), its Synonyms are (+-)-1-sec-Butyl-4-(p-(4-(p-(((2R*,4S*)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-1-piperazinyl)phenyl)-delta(sup 2)-1,2,4-triazolin-5-one ; Hyphanox ; Itraconazol ; Itraconazolum ; Oriconazole ; 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)- . It is an off-white crystalline solid.