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1443500

USP

Miconazole nitrate

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

(±)-Miconazole nitrate salt, 1-(2,4-Dichloro-β-[(2,4-dichlorobenzyl)oxy]phenethyl)imidazole

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About This Item

Empirical Formula (Hill Notation):
C18H14Cl4N2O · HNO3
CAS Number:
22832-87-7
Molecular Weight:
479.14
MDL number:
MFCD00058161
UNSPSC Code:
41116107
PubChem Substance ID:
329750464
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

miconazole

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

ClC1=CC(Cl)=CC=C1C(OCC2=CC=C(Cl)C=C2Cl)CN3C=CN=C3.[O-][N+](O)=O

InChI

1S/C18H14Cl4N2O.HNO3/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;2-1(3)4/h1-8,11,18H,9-10H2;(H,2,3,4)

InChI key

MCCACAIVAXEFAL-UHFFFAOYSA-N

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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

Miconazole nitrate USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia.

Biochem/physiol Actions

Miconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary for ergosterol biosynthesis. The inhibition of ergosterol results in increased cellular permeability causing leakage of cellular contents. Miconazole may also inhibit endogenous respiration, interact with phospholipids in the cell membrane, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and interfere with triglyceride and phospholipid biosynthesis.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

related product

Product No.
Description
Pricing

PHR1163

(±)-Miconazole nitrate salt, Pharmaceutical Secondary Standard; Certified Reference Material

M1900000

Miconazole nitrate, European Pharmacopoeia (EP) Reference Standard

M1880000

Miconazole, European Pharmacopoeia (EP) Reference Standard

Y0001620

2,4-Dichlorobenzyl alcohol, European Pharmacopoeia (EP) Reference Standard

1443409

Miconazole, United States Pharmacopeia (USP) Reference Standard

PHR1618

Miconazole, Pharmaceutical Secondary Standard; Certified Reference Material

1443431

Miconazole Related Compound C, United States Pharmacopeia (USP) Reference Standard

1443464

Miconazole Related Compound F, United States Pharmacopeia (USP) Reference Standard

1443497

Miconazole Related Compound I, United States Pharmacopeia (USP) Reference Standard

BP253

Miconazole nitrate, British Pharmacopoeia (BP) Reference Standard

BP884

Miconazole impurity A, British Pharmacopoeia (BP) Reference Standard

PHR9002

1-[(2RS)-2-(Benzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazolium nitrate, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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