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Merck

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
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329817767
MDL number:
MFCD00001681
Beilstein/REAXYS Number:
1908453

Key Documents

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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

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.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

M0300000-1EA: + M0300000-100MG: + M0300000:

jan

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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)
Menadione
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 13(2), 2998-2998 (2008)
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)
Y Usui et al.
The American journal of clinical nutrition, 51(5), 846-852 (1990-05-01)
Vitamin K deficiency has been reported in patients who were treated with antibiotics and placed on poor diets after surgery. High-performance liquid chromatography (HPLC) was used to study the influence of dietary intake on vitamin K concentrations in surgical patients
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Protocols

HPLC Analysis of Fat Soluble Vitamins by Normal Phase Chromatography on Ascentis® Si

Separation of (±)-α-Tocopherol, analytical standard; Menadione (K3), analytical standard; (+)-γ-Tocopherol, analytical standard; Cholecalciferol (D3), analytical standard

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