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BP253

Miconazole nitrate

British Pharmacopoeia (BP) Reference Standard

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Synonym(s):
(±)-Miconazole nitrate salt, 1-(2,4-Dichloro-β-[(2,4-dichlorobenzyl)oxy]phenethyl)imidazole
Empirical Formula (Hill Notation):
C18H14Cl4N2O · HNO3
CAS Number:
22832-87-7
Molecular Weight:
479.14
EC Number:
245-256-6
MDL number:
MFCD00058161
UNSPSC Code:
12352200
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

miconazole

form

solid

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

BP

application(s)

pharmaceutical
pharmaceutical small molecule

format

neat

storage temp.

2-8°C

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 BP Reference standard, intended for use in laboratory tests only as specifically prescribed in the British Pharmacopoeia.

Also used in monographs such as:
  • Miconazole and Hydrocortisone Acetate Cream
  • Miconazole and Hydrocortisone Cream
  • Miconazole and Hydrocortisone Ointment
  • Miconazole Eye Drops
  • Miconazole Oromucosal Gel
  • Miconazole Cream

    • 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.

    Packaging

    Unit quantity: 100 mg. Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity please visit British Pharmacopoeia

    Other Notes

    Sales restrictions may apply.

    related product

    Product No.
    Description
    Pricing

    PHR1163

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

    1443500

    Miconazole nitrate, United States Pharmacopeia (USP) Reference Standard

    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

    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

    Signal Word

    Warning

    Hazard Statements

    H302,H317

    Precautionary Statements

    P280 - P301 + P312 + P330

    Hazard Classifications

    Acute Tox. 4 Oral - Skin Sens. 1

    WGK

    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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