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Merck
모든 사진(1)

주요 문서

UC280

Sigma-Aldrich

Ketoconazole

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C26H28Cl2N4O4
CAS Number:
Molecular Weight:
531.43
EC Number:
MDL number:
UNSPSC 코드:
12161501
PubChem Substance ID:
NACRES:
NA.77

분석

≥99% (HPLC)

양식

solid

색상

white to light yellow

solubility

DMSO: soluble

항생제 활성 스펙트럼

fungi
yeast

동작 모드

enzyme | inhibits

주관자

Johnson & Johnson

저장 온도

2-8°C

SMILES string

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

InChI key

XMAYWYJOQHXEEK-OZXSUGGESA-N

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애플리케이션

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.

생화학적/생리학적 작용

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.

특징 및 장점

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.

포장

Bottomless glass bottle. Contents are inside inserted fused cone.

제조 메모

Ketoconazole is soluble in DMSO.

픽토그램

Skull and crossbonesHealth hazardEnvironment

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

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


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시험 성적서(COA)

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문서 라이브러리 방문

Ketoconazole.
Hay, R.
British Medical Journal (Clinical Research ed.), 285(6342), 584-584 (1982)
Ketoconazole and other imidazole derivatives as inhibitors of steroidogenesis
Feldman, David
Endocrine Reviews, 7(4), 409-420 (1986)
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
Ketoconazole and other imidazole derivatives as inhibitors of steroidogenesis.
D Feldman
Endocrine reviews, 7(4), 409-420 (1986-11-01)

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