Passa al contenuto
Merck
Tutte le immagini(1)

Documenti fondamentali

Visualizza tutta la documentazione

UC280

Sigma-Aldrich

Ketoconazole

Sinonimo/i:

(±)-cis-1-Acetyl-4-(4-[(2-[2,4-dichlorophenyl]-2-[1H-imidazol-1-ylmethyl]-1,3-dioxolan-4-yl)-methoxy]phenyl)piperazine

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali
Tutte le immagini(1)

About This Item

Formula empirica (notazione di Hill):
C26H28Cl2N4O4
Numero CAS:
65277-42-1
Peso molecolare:
531.43
Numero CE:
265-667-4
Numero MDL:
MFCD00058579
Codice UNSPSC:
12161501
ID PubChem:
24724652
NACRES:
NA.77

Saggio

≥99% (HPLC)

Stato

solid

Colore

white to light yellow

Solubilità

DMSO: soluble

Spettro attività antibiotica

fungi
yeast

Modalità d’azione

enzyme | inhibits

Ideatore

Johnson & Johnson

Temperatura di conservazione

2-8°C

Stringa SMILE

CC(=O)N1CCN(CC1)c2ccc(OC[C@H]3CO[C@@](Cn4ccnc4)(O3)c5ccc(Cl)cc5Cl)cc2

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-/m0/s1
XMAYWYJOQHXEEK-OZXSUGGESA-N

Informazioni sul gene

human ... ABCB1(5243) , CYP11B1(1584) , CYP11B2(1585) , CYP17A1(1586) , CYP19A1(1588) , CYP1A2(1544) , CYP24A1(1591) , CYP26A1(1592) , CYP3A4(1576) , CYP51A1(1595) , KCNH1(3756)
mouse ... Abcb1a(18671) , Abcb1b(18669)
rat ... Alox5(25290) , Cyp17a1(25146) , Cyp51(25427) , Cyp7a1(25428)

Cerchi prodotti simili? Visita Guida al confronto tra prodotti

Applicazioni

CYP3A4 inhibitor
Ketoconazole has been used as a cytochrome P450 (CYP) inhibitor to study its functions in embryonic testes of rats. Ketoconazole has also been used for the screening of antimicrobial agents against nonreplicating M. tuberculosis. Furthermore, studies have used ketoconazole for antifungal susceptibility testing and also as a standard antifungal agent.

Azioni biochim/fisiol

Antifungal agent
Ketoconazole is an imidazole derivative. It plays an important role in inhibiting the conversion of lanosterol to ergosterol in the cell wall of fungi. Ketoconazole has therapeutic effects against dermatophytosis, superficial candidiasis, and paracoccidioidomycosis.

Caratteristiche e vantaggi

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Nota sulla preparazione

Ketoconazole is soluble in DMSO.

Avvertenze

Danger

Indicazioni di pericolo

H301,H360F,H373,H410

Classi di pericolo

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - STOT RE 2

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Scegli una delle versioni più recenti:

Certificati d'analisi (COA)

Lot/Batch Number
BCBH0425V
SI/610/28A
BCBD3641V
BCBD3640V
BCBC0673

Non trovi la versione di tuo interesse?

Se hai bisogno di una versione specifica, puoi cercare il certificato tramite il numero di lotto.

Cerca un COA

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

I clienti hanno visto anche

Slide 1 of 5

1 of 5

(±)-Miconazole nitrate salt imidazole antibiotic

Sigma-Aldrich

M3512

(±)-Miconazole nitrate salt

Clotrimazole

Sigma-Aldrich

C6019

Clotrimazole

(+)-N-3-Benzyl Nirvanol ≥98% (HPLC), powder

Sigma-Aldrich

B8686

(+)-N-3-Benzyl Nirvanol

USP

USP

1443409

Miconazole

Sulfaphenazole ≥98%

Sigma-Aldrich

S0758

Sulfaphenazole

Po-Ren Hsueh et al.
Antimicrobial agents and chemotherapy, 49(2), 512-517 (2005-01-28)
The susceptibilities of nonduplicate isolates to six antifungal agents were determined for 391 blood isolates of seven Candida species, 70 clinical isolates (from blood or cerebrospinal fluid) of Cryptococcus neoformans, and 96 clinical isolates of four Aspergillus species, which were
Gökalp Işcan et al.
Journal of agricultural and food chemistry, 50(14), 3943-3946 (2002-06-27)
Essential oils of peppermint Mentha piperita L. (Lamiaceae), which are used in flavors, fragrances, and pharmaceuticals, were investigated for their antimicrobial properties against 21 human and plant pathogenic microorganisms. The bioactivity of the oils menthol and menthone was compared using
Jana Koubova et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(8), 2474-2479 (2006-02-08)
In mammals, meiosis is initiated at different time points in males and females, but the mechanism underlying this difference is unknown. Female germ cells begin meiosis during embryogenesis. In males, embryonic germ cells undergo G0/G1 mitotic cell cycle arrest, and
Ketoconazole.
Hay, R.
British Medical Journal (Clinical Research ed.), 285(6342), 584-584 (1982)
Bhaskar Das et al.
Frontiers in pharmacology, 13, 990926-990926 (2023-01-24)
Mollugo oppositifolia Linn. is traditionally used in neurological complications. The study aimed to investigate in-vitro neuroprotective effect of the plant extracts through testing against acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and β-secretase linked to Alzheimer's disease (AD). To understand the safety aspects
Visualizza tutti i documenti correlati

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.