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关于此项目
经验公式（希尔记法）:
C35H38Cl2N8O4
化学文摘社编号:
分子量:
705.63
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
InChI
1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3
SMILES string
CCC(C)N1N=CN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(OCC5COC(Cn6cncn6)(O5)c7ccc(Cl)cc7Cl)cc4
InChI key
VHVPQPYKVGDNFY-UHFFFAOYSA-N
grade
pharmaceutical primary standard
API family
itraconazole
manufacturer/tradename
EDQM
application(s)
pharmaceutical (small molecule)
format
neat
storage temp.
2-8°C
General description
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.
Application
Itraconazole for system suitability EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.
Biochem/physiol Actions
伊曲康唑抑制细胞色素 P-450 依赖性酶，从而抑制麦角固醇的合成。它通过与 14-α 脱甲基酶相互作用来实现该抑制作用，14-α 脱甲基酶是将羊毛甾醇转化为麦角固醇所必需的细胞色素 P-450 酶。麦角固醇是真菌细胞膜的重要组成部分。因此，它的抑制作用导致细胞通透性增加，造成细胞内容物外泄。伊曲康唑还可能抑制内源性呼吸、与膜磷脂相互作用、抑制酵母转化为菌丝体形式、抑制嘌呤摄取，并减少甘油三酸酯和磷脂的生物合成。
合成广谱三唑类抗真菌药。作用方式：抑制细胞色素 P450 依赖性酶，包括 14α-脱甲基酶。抑制作用导致麦角固醇（一种重要的真菌细胞壁成分）的生物合成受到阻止。
Packaging
The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.
Other Notes
Sales restrictions may apply.
signalword
Warning
存储类别
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
hcodes
Hazard Classifications
Acute Tox. 4 Oral
wgk
WGK 1
Gabriele Sass et al.
The American journal of tropical medicine and hygiene, 101(2), 383-391 (2019-06-21)
Trypanosoma cruzi is the etiologic agent of Chagas disease (CD), which can result in severe cardiomyopathy. Trypanosoma cruzi is endemic to the Americas, and of particular importance in Latin America. In the United States and other non-endemic countries, rising case
Marie Charles et al.
Therapie, 66(2), 103-108 (2011-06-04)
Itraconazole is a triazole antifungal agent that is active against Aspergillus, histoplasmosis, and rare fungal infections. Itraconazole exhibit marked variability in drug concentration as a result of inconsistent absorption, metabolism, or interaction with concomitant medications. Preclinical and clinical data have
Hans Christian Korting et al.
Journal der Deutschen Dermatologischen Gesellschaft = Journal of the German Society of Dermatology : JDDG, 7(1), 11-19 (2008-05-16)
Itraconazole is an antifungal drug from the triazole group with distinct in vitro activity against dermatophytes, yeasts and some molds. Itraconazole has a primarily fungistatic activity. Itraconazole accumulates in the stratum corneum and in nail material due to its high
Hiroshi Tsubamoto et al.
Anticancer research, 34(4), 2007-2014 (2014-04-03)
Recurrent ovarian clear cell carcinoma (CCC) rarely responds to cytotoxic agents. Itraconazole is a potent inhibitor of the P-glycoprotein efflux pump, angiogenesis, and the Hedgehog pathway. We evaluated the efficacy of chemotherapy with itraconazole for CCC. Medical charts of patients
Susan S Buchkowsky et al.
Therapeutic drug monitoring, 27(3), 322-333 (2005-05-21)
Itraconazole is a synthetic triazole antifungal agent that is commonly used in the prophylaxis and treatment of fungal infection. A role for itraconazole drug monitoring has been suggested previously; however, the advent of new formulations and increased clinical evidence may
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