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Vitamin K


DATA No : VVK0018 INFORMANT : Tetsuya Nakamura

NAME : 2-Mthyl-1,4-naphthalenediamine / 1,4-diamino-2-methylnaphthalene / 2-methyl-1,4-diaminonaphthalene.

COMMON NAME: Vitamin K6
SYMBOL:
FORMULA: C11H12N2 MOL.WT (average) : 172.226


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:300degC (blackening)(Ref. 0041)

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CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS
A suspension of 40 g of 1-amino-2-methyl-4-p-sulphophenylazo-naphthalenee in 200 cm3 of concentrated hydrochloric acid (d=1.19) is added to a hot solution of 75 g of stannous chloride in 400 cm3 of hydrochloric acid (d=1.19). The mixture is boiled until it has become colorless, with the occasional addition of a piece of spongy tin. After adding 500 cm3 of hydrochloric acid (d=1.19) and cooling, the white crystalline material filtered by suction and washed three times with 100 cm3 of hydrochloric acid (d=1.19). The substance is dissolved in a solution of 3 g of K2S2O5 in 300 cm3 of water, decolorlized with charcoal, and after filtration the pure dihydrochloride precipitated by adding 300 cm3 of hydrochloric acid (d=1.19). After cooling to 0degC the compound is filtered by suction, washed three times with 50 cm3 of 4n hydrochloric acid, then with 150cm3 of alcohol and dried in vacua over potassium hydroxide. Yield 20g. (70%).(Ref. 0041)
METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0041]
AUTHOR:Verdstra, H., and Wiardi, P. W.
TITLE:Water soluble antihemorrhagic substances I. Synthesis of 2-methyl-1,4-aminonaphthol-1 hydrochloride and 2-methyl-1,4-diaminonaphthalene dihydrochloride, the water soluble synthetic vitamins K5 and K6.
JOURNAL:Rec. Trav. Chim.
VOL:62 PAGE : 75 -84 (1943)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.