Product Name

Terconazole

CAS Number

67915-31-5

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Product Name:
Terconazole
CAS Number:
67915-31-5
Indication:
For the treatment of candidiasis (a yeast-like fungal infection) of the vulva and vagina.
Mode of Action:

Terconazole may exert its antifungal activity by disrupting normal fungal cell membrane permeability. Terconazole and other triazole antifungal agents inhibit cytochrome P450 14-alpha-demethylase in susceptible fungi, which leads to the accumulation of lanosterol and other methylated sterols and a decrease in ergosterol concentration. Depletion of ergosterol in the membrane disrupts the structure and function of the fungal cell leading to a decrease or inhibition of fungal growth.

Pharmacodynamics:

Terconazole is a triazole antifungal agent available for intravaginal use. It is structurally related to imidazole-derivative antifungal agents, although terconazole and other triazoles have 3 nitrogens in the azole ring. By inhibiting the 14-alpha-demethylase (lanosterol 14-alpha-demethylase), Terconazole inhibits ergosterol synthesis. Depletion of ergosterol in fungal membrane disrupts the structure and many functions of fungal membrane leading to inhibition of fungal growth.

Metabolism:

Systemically absorbed drug appears to be rapidly and extensively metabolized. Terconazole primarily undergoes oxidatative N- and O-dealkylation, dioxolane ring cleavage, and conjugation.

Toxicity:

The oral LD50 values were found to be 1741 and 849 mg/kg for the male and female in rat.

IUPAC:
1-(4-{[(2R, 4S)-2-(2, 4-dichlorophenyl)-2-(1H-1, 2, 4-triazol-1-ylmethyl)-1, 3-dioxolan-4-yl]methoxy}phenyl)-4-(propan-2-yl)piperazine
ATC:
G01AG02
PubChem:
441383
DrugBank:
DB00251 (APRD00659)
Formula:
C181H291N55O51S2
Molecular Mass:
532.462
Synonyms:
Triaconazole
SMILES:
CC(C)N1CCN(CC1)C1=CC=C(OC[C@H]2CO[C@@](CN3C=NC=N3)(O2)C2=C(Cl)C=C(Cl)C=C2)C=C1
AHFS Code:
84:04.08.08
InChi:
BLSQLHNBWJLIBQ-OZXSUGGESA-N

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