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Merck
CN

M1880000

Miconazole

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

(±)-1-[2-(2,4-Dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole

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About This Item

Empirical Formula (Hill Notation):
C18H14Cl4N2O
CAS Number:
22916-47-8
Molecular Weight:
416.13
UNSPSC Code:
41116107
NACRES:
NA.24

Key Documents

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Product Name

Miconazole, European Pharmacopoeia (EP) Reference Standard

SMILES string

Clc1c(ccc(c1)Cl)C(OCc3c(cc(cc3)Cl)Cl)C[n]2cncc2

InChI

1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2

InChI key

BYBLEWFAAKGYCD-UHFFFAOYSA-N

grade

pharmaceutical primary standard

API family

miconazole

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

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Application

Miconazole EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

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.

Other Notes

Sales restrictions may apply.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Pascale Quatresooz et al.
Expert opinion on pharmacotherapy, 9(11), 1927-1934 (2008-07-17)
Miconazole nitrate is a time-honored antifungal of the imidazole class. To revisit the various aspects of action of the drug in a dermatologic setting. Review of the current peer-reviewed publications. Miconazole essentially inhibits 14alpha-demethylase, an enzyme required for the biosynthesis
J Symoens
Proceedings of the Royal Society of Medicine, 70 Suppl 1, 4-8 (1977-01-01)
Intravenous treatment with miconazole brought about the recovery of 90% of patients with gastrointestinal or systemic candidosis. Miconazole given by the same route has also been found effective in the treatment of cryptococcosis, coccidioidomycosis, and paracoccidioidomycosis. Cryptococcal and coccidioidal meningitis
A Miki et al.
Journal of clinical pharmacy and therapeutics, 36(6), 642-650 (2010-12-15)
Miconazole is a strong inhibitor of CYP2C9, one of the main enzymes involved in the metabolism of warfarin. Concurrent use of the two drugs leads to potentially serious adverse effects. Although it is often assumed that use of the oral
R C Heel et al.
Drugs, 19(1), 7-30 (1980-01-01)
Miconazole is an imidazole antifungal drug which has recently become available for systemic use. Its antifungal activity has been well studied and it is active in vitro against a wide range of fungi. Published and unpublished reports of the use
C M Horton et al.
The Journal of heart and lung transplantation : the official publication of the International Society for Heart Transplantation, 11(6), 1127-1132 (1992-11-11)
Several antimicrobial drugs have been shown to pharmacokinetically interact with cyclosporine. On two separate occasions, we observed increases in cyclosporine plasma concentrations during concomitant miconazole therapy in a heart transplant patient with an infection secondary to Pseudallescheria boydii. To our
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