ABC00787LK

Ketoconazole

Ketoconazole is a synthetic antifungal agent characterized by a 4-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-1,3-thiazole core linked to an imidazole ring via a methylene bridge, featuring a 2-(2-hydroxyethoxy) substituent and a 4-methyl-2-oxazolidinone moiety. The molecule incorporates two chlorophenyl groups, a thiazole heterocycle, and an imidazole nitrogen donor, conferring lipophilic and hydrogen-bonding interactions critical for CYP51 inhibition. As the parent drug, it exists in a single enantiomeric form with defined stereochemistry at the thiazole junction. Serves as the active pharmaceutical ingredient in antifungal therapeutic formulations.

On Request
Molecular Formula C26H28Cl2N4O4
Molecular Weight 531.4000
CAS Number 65277-42-1 โœ“ Verified
PubChem CID 47576 โ†—
Purity N/A
Product Type API
Parent Drug Ketoconazole
Lead Time On Request
IUPAC Name 1-[4-[4-[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone
Official Reference Standards
Std Catalog # Quantity Price
EP K0600000 โ†— 150 MG EUR 90.00
USP 1356508 โ†— 200 mg USD 283.00

๐Ÿ“ Synonyms

ketoconazole 65277-42-1 Panfungol Ketoderm Nizoral Fungarest Fungoral Ketoisdin Ketozole Orifungal M

๐Ÿ”ฌ Chemical Identifiers

CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OC[C@@H]3CO[C@@](O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl
InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m1/s1
XMAYWYJOQHXEEK-ZEQKJWHPSA-N

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