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PHR1411

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Menadione

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Menadione, MN, 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/REAXYS Number:
1908453
EC Number:
200-372-6
MDL number:
MFCD00001681
UNSPSC Code:
41116107
PubChem Substance ID:
329823383
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

agency

traceable to Ph. Eur. M0300000
traceable to USP 1381006

API family

menadione

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): 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

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Menadione is an antihemorrhagic compound and it finds application in blood clotting and bone metabolism as an essential cofactor. Additionally, at relatively higher dose, menadione exhibits antitumor activity on several human cancer cells.

Application

Menadione may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by chromatography and spectrophotometric methods.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA2475 in the slot below. This is an example certificate only and may not be the lot that you receive.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

related product

Product No.
Description
Pricing

pictograms

Exclamation markEnvironment
GHS07,GHS09

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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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
LRAD1258
LRAA9195
LRAC4367
LRAA2475

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Sigma-Aldrich

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Sigma-Aldrich

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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.
Iranian Journal of Pharmaceutical Research : IJPR, 13(2), 353-353 (2014)
Determination by converting Menadione sodium bisulphite to Menadione in pharmaceutical preparation by two derivative spectrophotometric methods
Demirkaya-Miloglu F, et al.
European International Journal of Science and Technology, 2(2), 89-96 (2013)
Signaling effects of menadione: from tyrosine phosphatase inactivation to connexin phosphorylation.
Kotb Abdelmohsen et al.
Methods in enzymology, 378, 258-272 (2004-03-25)
Renqiong Chen et al.
Microbes and infection, 16(5), 401-408 (2014-03-04)
Penicillium marneffei (P. marneffei) is a human pathogen which persists in macrophages and threatens the immunocompromised patients. To elucidate the mechanisms involved, we investigated the role of extracellular signal-regulated kinases 1 and 2 (ERK1/2) and p38 mitogen-activated protein kinase (p38)
Vera Pader et al.
Infection and immunity, 82(10), 4337-4347 (2014-08-06)
Staphylococcus aureus is responsible for numerous chronic and recurrent infections, which are frequently associated with the emergence of small-colony variants (SCVs) that lack a functional electron transport chain. SCVs exhibit enhanced expression of fibronectin-binding protein (FnBP) and greatly reduced hemolysin
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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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