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Merck
CN

SMB00580

Vitamin K4

≥98% (HPLC)

Synonym(s):

2-Methyl-1,4-naphthalenediol diacetate, Menadiol diacetate, Vitamin K diacetate, acetomenaphthone

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About This Item

Empirical Formula (Hill Notation):
C15H14O4
CAS Number:
Molecular Weight:
258.27
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352205
EC Number:
209-352-1
MDL number:
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InChI key

RYWSYCQQUDFMAU-UHFFFAOYSA-N

InChI

1S/C15H14O4/c1-9-8-14(18-10(2)16)12-6-4-5-7-13(12)15(9)19-11(3)17/h4-8H,1-3H3

SMILES string

CC(OC1=CC(C)=C(OC(C)=O)C2=CC=CC=C21)=O

assay

≥98% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white to off-white

storage temp.

2-8°C

Quality Level

General description

Vitamin K4 (VK4), also referred to as 2-methyl-1,4-naphthalenediyldiacetate, is a synthetic hydrophilic form of vitamin K that belongs to menadione family. It is a diacetate form of VK3.

Biochem/physiol Actions

Vitamin K4 elicits anti-cancer functionality and induces apoptosis in prostate carcinoma.

signalword

Danger

pictograms

Corrosion

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Vitamin K4 induces tumor cytotoxicity in human prostate carcinoma PC-3 cells via the mitochondria-related apoptotic pathway.
Jiang Y
Pharmazie, 68, 442-448 (2013)
One-Pot Hydroacetylation of Menadione (Vitamin K3) to Menadiol Diacetate (Vitamin K4) by Heterogeneous Catalysis.
Dobrinescu C
Advanced Synthesis & Catalysis, 354, 1301-1306 (2012)
Yu Jiang et al.
Die Pharmazie, 68(6), 442-448 (2013-07-24)
Vitamin K4 (VK4) is a synthetic hydrophilic menadione compound, which is clinically used as hemostasis medicine. It has been reported that several vitamin Ks had inhibitory effects on various cancer cells. However, there is no report about VK4s anticancer activity.

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