A1,
A2,
B,
C1,
C2,
D,
E,
F,
G-H,
I-K,
L,
M,
N,
O,
P1,
P2,
Q-R,
S,
T,
U-V,
W-Z
Sporanox Online, Description, Chemistry, Ingredients - Itraconazole Capsules
Sporanox Online, Description, Chemistry, Ingredients - Itraconazole Capsules
DESCRIPTION
WARNING
|
Coadministration of terfenadine with itraconazole
is contraindicated. Serious cardiovascular
adverse events, including death,
ventricular
tachycardia, and torsades de pointes have occurred in patients
taking itraconazole concomitantly with terfenadine. This is
due to elevated terfenadine concentrations caused by itraconazole.
See CONTRAINDICATIONS,
WARNINGS and PRECAUTIONS
sections.
Another oral
azole antifungal,
ketoconazole, inhibits the metabolism of astemizole, resulting
in elevated plasma
concentrations of astemizole and its active metabolite
desmethylastemizole, which may prolong QT intervals. Based
on results of an in vitro study and the chemical
resemblance of itraconazole and ketoconazole, coadministration
of astemizole and itraconazole is contraindicated. See CONTRAINDICATIONS,
WARNINGS and PRECAUTIONS
sections.
Coadministration of cisapride
with itraconazole is contraindicated. Serious cardiovascular
adverse events including death,
ventricular
tachycardia, and torsades de pointes have occurred in patients
taking itraconazole concomitantly with cisapride. See CONTRAINDICATIONS,
WARNINGS and PRECAUTIONS
sections.
|
Sporanox is the brand name of itraconazole, a synthetic
triazole antifungal agent. Itraconazole is a 1:1:1:1 racemic
mixture of four diastereomers
(two enantiomeric pairs), each possessing three chiral centers.
It may be represented by the following nomenclature:
(±)-1-[(R*)-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]-delta2-1,2,4-triazolin-5-one
mixture with (±)-1-[(R*)-sec-butyl]-4-[p-[4-[p-
[[(2S*4R*)-2-(2,4,-dichlorophenyl)-2-(1H-1,2,4-
triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-delta2-1,2,4-triazolin-5-one
or
(±)-1-[(RS)-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]-delta2-1,2,4-triazolin-5-one
Itraconazole has a molecular formula
of C35H38Cl2N8O4
and a molecular weight
of 705.64. It is a white
to slightly yellowish powder. It is insoluble
in water, very slightly soluble
in alcohols, and freely soluble in dichloromethane. It has a pKa
of 3.70 (based on extrapolation of values obtained from methanolic
solutions) and a log (n-octanol/water)
partition coefficient
of 5.66 at pH 8.1.
Sporanox contains 100 mg of itraconazole coated on sugar
spheres. Inactive ingredients are gelatin, hydroxypropyl methylcellulose,
polyethylene glycol (PEG)
20,000, starch, sucrose, titanium
dioxide, FD&C Blue No. 1, FD&C Blue No. 2, D&C Red No. 22
and D&C Red No. 28.
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