CAS 65277-42-1

Ketoconazole

Description:

Ketoconazole is an antifungal medication primarily used to treat various fungal infections, including those affecting the skin and mucous membranes. It belongs to the class of imidazole derivatives and functions by inhibiting the synthesis of ergosterol, a critical component of fungal cell membranes, thereby disrupting their integrity and function. Ketoconazole is characterized by its relatively low solubility in water but is soluble in organic solvents, which influences its formulation in topical and oral dosage forms. The substance has a molecular formula that reflects its complex structure, which includes multiple rings and functional groups that contribute to its pharmacological activity. Ketoconazole is known for its broad-spectrum antifungal properties, making it effective against a variety of fungi, including dermatophytes and yeasts. However, its use has been associated with potential side effects, including hepatotoxicity and endocrine effects, leading to restrictions in its systemic use. As a result, it is often prescribed in topical formulations for localized infections or in specific cases where systemic treatment is warranted.

Formula: C₂₆H₂₈Cl₂N₄O₄

InChI: InChI=1/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-/s2

InChI key: InChIKey=XMAYWYJOQHXEEK-MKNUCDGGNA-N

SMILES: C([C@]1(O[C@@H](COC2=CC=C(C=C2)N3CCN(C(C)=O)CC3)CO1)C4=C(Cl)C=C(Cl)C=C4)N5C=CN=C5

Synonyms:

• 1-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethanone
• 1-[4-(4-{[(2S,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethanone
• 1-[4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethanone
• 1-acetyl-4-(4-{[(2R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine
• Brizoral
• Cis-1-Acetyl-4-(4-((2-(2,4-Dichlorophenyl)-2-(1H-Imidazol-1-Ylmethyl)-1,3-Dioxolan-4-Yl)Methoxy)Phenyl)Piperazine
• Ethanone, 1-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]-, rel-
• Fungarest
• Fungoral
• Ketoconazol
• Ketoderm
• Ketoisdin
• Ketozoral
• Micosin
• Nizaral
• Nizoral
• Nizral
• Onofin K
• Orifungal M
• Panfungol
• Phytorol
• Piperazine, 1-acetyl-4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, rel-
• Piperazine, 1-acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, cis-
• R 41400
• Tocon
• cis-1-Acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazole-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazine
• rel-1-[4-[4-[[(2R,4S)-2-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]ethanone

Ketoconazole, 98%

CAS: 65277-42-1

Potent inhibitor of cytochrome P450c17

Formula: C₂₆H₂₈Cl₂N₄O₄

Purity: 98%

Color and Shape: White, Powder

Molecular weight: 531.43

Ref: 02-J63367

Ketoconazole 2.0 mg/ml in Methanol

CAS: 65277-42-1

Color and Shape: Single Solution

Ref: 61-AMP0145.00-07

Ketoconazole impurity standard

CAS: 65277-42-1, 67914-61-8

Ketoconazole impurity standard

Color and Shape: Off-White

Ref: 47-1170

Ketoconazole

CAS: 283-00-6, 65277-42-1

Ketoconazole

Formula: C₂₆H₂₈CI₂N₄O₄

Purity: 100.0%

Color and Shape: White. To. Off-White

Molecular weight: 726.02

Ref: 47-1169

KETOCONAZOLE RS

CAS: 65277-42-1

KETOCONAZOLE RS

Formula: C₂₆H₂₈Cl₂N₄O₄

Color and Shape: Powder

Molecular weight: 531.4309

Ref: 41-ICRS47046

KETOCONAZOLE CRS

CAS: 65277-42-1

KETOCONAZOLE CRS

Formula: C₂₆H₂₈Cl₂N₄O₄

Color and Shape: Powder

Molecular weight: 531.4309

Ref: 41-K0600000

Ketoconazole

CAS: 65277-42-1

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

Formula: C₂₆H₂₈Cl₂N₄O₄

Color and Shape: White Off-White Powder

Molecular weight: 530.14876

Ref: 45-1356508

1-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethan-1-one

CAS: 65277-42-1

Formula: C₂₆H₂₈Cl₂N₄O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 531.4309

Ref: IN-DA00352N

Ketoconazole

CAS: 65277-42-1

Ketoconazole (R-41400), a CYP3A4 inhibitor, is an imidazole anti-fungal agent.

Formula: C₂₆H₂₈Cl₂N₄O₄

Purity: 99.53% - 99.62%

Color and Shape: Crystals From 4-Methylpentanone Solid

Molecular weight: 531.43

Ref: TM-T0679

Ketoconazole

CAS: 65277-42-1

Formula: C₂₆H₂₈Cl₂N₄O₄

Purity: ≥ 99.0% (anhydrous basis)

Color and Shape: White to off-white crystalline powder

Molecular weight: 531.43

Ref: 7W-GA6740

Ketoconazole

CAS: 65277-42-1

Ketoconazole

Purity: 98%

Molecular weight: 531.43g/mol

Ref: 54-OR1030256

Ketoconazole

CAS: 65277-42-1

Formula: C₂₆H₂₈Cl₂N₄O₄

Color and Shape: White To Off-White Solid

Molecular weight: 531.44

Ref: 4Z-K-018

Ketoconazole, EP grade

CAS: 65277-42-1

Formula: C₂₆H₂₈Cl₂N₄O₄

Purity: (Titration) 99.0 - 101.0 % (dried basis)

Color and Shape: White to almost white powder

Molecular weight: 531.43

Ref: 7W-GA1761

Ketoconazole

CAS: 65277-42-1

Ketoconazole

Purity: ≥98%

Molecular weight: 531.43g/mol

Ref: 54-BUP17176

(±)-Ketoconazole-d4(piperazine-3,3,5,5-d4) (cis--isomers)

CAS: 1398065-75-2, 65277-42-1

Purity: 98 atom % D

Color and Shape: White To Off-White Solid

Molecular weight: 535.46

Ref: 3U-D7488

Ketoconazole

CAS: 65277-42-1

Formula: C₂₆H₂₈Cl₂N₄O₄

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 531.43

Ref: 3B-K0045

Ketoconazole

Controlled Product

CAS: 65277-42-1

Formula: C₂₆H₂₈Cl₂N₄O₄

Color and Shape: Neat

Molecular weight: 531.43

Ref: 04-C14532000

Ketoconazole

CAS: 65277-42-1

Color and Shape: Neat

Ref: 86-MM0145.00

Ketoconazole

Controlled Product

CAS: 65277-42-1

Applications Inhibits cytochrome P-450 dependent steps in the biosynthesis of steroid hormones in vivo. Antimetastatic and antineoplastic activity. Orally active 5-lipoxygenase and thromboxane synthase inhibitor. Inhibitor of exosome secretion.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Lambert, A., et al.: Biochem. Pharmacol., 35, 3999 (1986), Van Wauwe, J.P. and Janssen, P.A.J., J. Med. Chem., 32, 2231 (1989), Nardone, P.A., et al.: . Surg. Res., 44, 425 (1988), Tucker, W.F.G., et al.: Br. Med. J., 293, 882 (1986); Scientific Reports 8: 8161 (2018)

Formula: C₂₆H₂₈Cl₂N₄O₄

Color and Shape: Neat

Molecular weight: 531.43

Ref: TR-K186000

Ketoconazole

CAS: 65277-42-1

Ketoconazole is an azole antifungal compound with a mode of action that inhibits ergosterol synthesis, disrupting fungal cell membranes. It is used for treating fungal infections of the skin and scalp.

Formula: C₂₆H₂₈Cl₂N₄O₄

Color and Shape: White Powder

Molecular weight: 531.43 g/mol

Ref: 3D-FK24800