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M0300000

Menadione

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

2-Methyl-1,4-naphthoquinone, Vitamin K3

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About This Item

Empirical Formula (Hill Notation):
C11H8O2
CAS Number:
58-27-5
Molecular Weight:
172.18
Beilstein:
1908453
MDL number:
MFCD00001681
UNSPSC Code:
41116107
PubChem Substance ID:
329817767
NACRES:
NA.24

biological source

synthetic

grade

pharmaceutical primary standard

Agency

EP

API family

menadione

form

solid

manufacturer/tradename

EDQM

technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

mp

105-107 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

CC1=CC(=O)c2ccccc2C1=O

InChI

1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3

InChI key

MJVAVZPDRWSRRC-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.
Menadione, a fat-soluble vitamin, is an antihemorrhagic compound that plays an important role in blood coagulation. It takes part in blood clotting by activating prothrombin, the thrombin precursor.

Application

Menadione may be used as an EP reference standard for the determination of the analyte in pharmaceutical formulations by chromatography and spectrophotometry techniques.

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.

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Description
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Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Spectrophotometric methods for the rapid determination of menadione and menadione sodium bisulphite and their application in pharmaceutical preparations
Nagaraja P, et al.
Journal of Pharmaceutical and Biomedical Analysis, 28(1), 161-168 (2002)
Spectrophotometric determination of menadione and menadione sodium bisulfite in pharmaceutical preparations
Sastry CSP, et al.
International Journal of Pharmaceutics, 39(1-2), 137-140 (1987)
GC-FID and HPLC-DAD methods for the determination of menadione sodium bisulphite directly and by converting menadione sodium bisulphite to menadione in pharmaceutical preparation
Demirkaya-Miloglu F, et al.
The Iranian Journal of Pharmaceutical Research, 13(2), 353-353 (2014)
Menadione
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 13(2), 2998-2998 (2008)
Laetitia G Garcia et al.
The Journal of antimicrobial chemotherapy, 67(12), 2873-2881 (2012-09-25)
Phagocytosed methicillin-resistant Staphylococcus aureus (MRSA) are susceptible to β-lactams because of an acid-induced conformational change of penicillin-binding protein (PBP) 2a within phagolysosomes. We have examined whether this mechanism applies to menD and hemB small-colony variants (SCVs) of the COL MRSA
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