UC280

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
• 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

Proprietà

• Saggio: ≥99% (HPLC)
• Forma fisica: 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)

Descrizione

Applicazioni

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.

CYP3A4 inhibitor

Azioni biochim/fisiol

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.

Antifungal agent

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.

Informazioni sulla sicurezza

• Pittogrammi: GHS06,GHS08,GHS09
• Avvertenze: Danger
• Indicazioni di pericolo: H301,H360F,H373,H410
• Consigli di prudenza: P202 - P260 - P264 - P273 - P280 - P301 + P310
• 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