130-37-0 Usage
Chemical Properties
white powder
Originator
Kavitol,Lannacher Heilmittel
Uses
Menadione sodium bisulfite has been used:as a priming agent in tomato for improving salt toleranceto induce reactive oxygen species (ROS) in human lung epithelium BEAS-2B microtissuesto induce endogenous superoxide production in mouse C17.2 neural stem cells
Definition
ChEBI: An organic sodium salt that is the monosodium salt of menadione sulfonate. A synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation i
vivo.
Manufacturing Process
The 2-naphthalenesulfonic acid, 1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-, sodium salt, trihydrate can be prepared by mixing the 2-methyl-1,4- naphthoquinone with the bisulphite salt in the presence of water. Ordinarily gentle warming of the aqueous mixture is preferred to facilitate solution. The mixture of 2-methyl-1,4-naphthoquinone (250 mg; 1 molar equivalent); sodium bisulphite (149 mg; 1 molar equivalent); distilled water (250 ml) or 2- methyl-1,4-naphthoquinone (250 mg; 1 molar equivalent); potassium bisulphate (349 mg; 2 molar equivalent); distilled water 250 ml may be used. These examples representing preferred ratios of ingredients are merely illustrative and are not to be interpreted as limiting.The bisulphite addition compounds have been found to be stable in sunlight
and also to be heat stable. Tests, for example, carried out in ampoules have
shown aqueous solutions of the compounds not to be decomposed after
exposure to a month's sunlight, while other tests have shown the solutions of such compounds to retain their original potency (a) when stored in an oven at
60°C for 15 days or (b) when sterilized at 15 pounds for 0.5 hour in an
autoclave at about 122°C. These properties emphasize the radical differences
between the stable salts and the properties of 2-methyl-1,4-naphthoquinone,
the characteristic instability of which is illustrated by its sensitivity, i. e.,
decomposition, when exposed to light.The bisulphite addition compounds have a vitamin K activity equal to that of
the 2-methyl-1,4-naphthoquinone contained in the molecule. The compounds,
although suitable for oral administration, are particularly adaptable in aqueous
solution for parenteral administration in the treatment of hemorrhagic
conditions.
Brand name
Hykinone
(Abbott); Klotogen (Abbott).
Therapeutic Function
Prothrombogenic vitamin
Biochem/physiol Actions
Menadione sodium bisulfite is a water-soluble form of menadione, which belongs to the Vitamin K class of compounds. These are necessary for the biosynthesis of prothrombin and other blood clotting factors. Menadione is a prothrombogenic compound and is used as a model quinone in cell culture and in vivo investigations. Menadione has been shown to affect gap-junctional intercellular communication by mediation of tyrosine phosphorylation. Menadione has demonstrated cytotoxic activity against a variety of cell lines and can induce apoptosis in cultured cells, such as osteoclasts and osteoblasts, via elevation of peroxide and superoxide radical levels.An HPLC method for detection of menadione sodium bisulfite in multivitamin formulations has been published. A chemiluminescence assay for menadione sodium bisulfite in pharmaceutical preparations and biological fluids has been reported.
Check Digit Verification of cas no
The CAS Registry Mumber 130-37-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 0 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 130-37:
(5*1)+(4*3)+(3*0)+(2*3)+(1*7)=30
30 % 10 = 0
So 130-37-0 is a valid CAS Registry Number.
InChI:InChI=1/C11H10O5S.Na/c1-11(17(14,15)16)6-9(12)7-4-2-3-5-8(7)10(11)13;/h2-5H,6H2,1H3,(H,14,15,16);/q;+1/p-1
130-37-0Relevant articles and documents
New route to vicasol, a water-soluble form of vitamin K3
Matveev,Odyakov,Zhizhina
, p. 469 - 472 (2001)
A procedure was suggested for preparing vicasol in an approximately 85% yield in a two-phase system consisting of concentrated (5 6 M) aqueous solution of NaHSO3 and a solution of 2-methyl-1,4-naphthoquinone in an incombustible organic solvent
Green preparation method of menadione sodium bisulfite
-
Page/Page column 0078-0083, (2021/07/31)
The invention provides a preparation method of menadione sodium bisulfite. The method comprises the following steps of: by using cheap and easily available 3, 4-dihydro-1 (2H)-naphthalenone as a raw material, carrying out halogenation-elimination to obtain 1-naphthol; carrying out methylation reaction to generate 2-methyl-1-naphthol; carrying out air oxidation on the 2-methyl-1-naphthol to obtain 2-methyl-1, 4-naphthoquinone; and carrying out addition reaction on the 2-methyl-1, 4-naphthoquinone and sodium hydrogen sulfite so as to obtain the menadione sodium bisulfite. The method has the advantages of cheap and easily available raw materials, low cost, safe, simple and convenient process operation, less process wastewater generation, green and environment-friendly performance, high stability of raw materials and intermediate products, high reaction activity and selectivity, easy realization of reaction conditions, few side reactions and high product purity and yield, and can facilitate the industrial production of the menadione sodium bisulfite.
Method for producing 2-methyl-1,4-naphthoquinone
-
Page/Page column 5-6, (2008/06/13)
[PROBLEM TO BE SOLVED]: To provide a method for easily collecting high pure 2-methyl-1,4-naphthoquinone in the shape to converts easily to hydrosulfite in a high yield from hydrogen peroxide oxidation reaction mixture of 2-methylnaphthalene in aliphatic carboxylic acid. [SOLUTION]: The method for collecting 2-methyl-1,4-naphthoquinone into aromatic hydrocarbon layer characterized by concentrating the oxidation reaction mixture obtained by liquid phase oxidizing 2-methylnaohthalene in aliphatic carboxylic acid so that the density of the reaction product may become 30-80 wt% by distillation, and by touching with aromatic hydrocarbon solvent and water for the layer separation.