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130-37-0

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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

130-37-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Sigma

  • (M5750)  Menadionesodiumbisulfite  ≥95% (TLC)

  • 130-37-0

  • M5750-25G

  • 499.59CNY

  • Detail
  • Sigma

  • (M5750)  Menadionesodiumbisulfite  ≥95% (TLC)

  • 130-37-0

  • M5750-100G

  • 1,350.18CNY

  • Detail
  • Sigma

  • (M5750)  Menadionesodiumbisulfite  ≥95% (TLC)

  • 130-37-0

  • M5750-1KG

  • 6,762.60CNY

  • Detail

130-37-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name menadione sodium sulfonate

1.2 Other means of identification

Product number -
Other names sodium 1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-2-naphthalenesulfonate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:130-37-0 SDS

130-37-0Synthetic route

menadione
58-27-5

menadione

Hykinone
130-37-0

Hykinone

Conditions
ConditionsYield
With sodium hydrogensulfite In ethanol; water at 75℃; Temperature;78%
With sodium hydrogensulfite In chloroform; water at 20 - 40℃; for 2h;
2-Methylnaphthalene
91-57-6

2-Methylnaphthalene

Hykinone
130-37-0

Hykinone

Conditions
ConditionsYield
With sodium hydrogen sulfite In water; toluene at 25℃; for 2h; Product distribution / selectivity;17.1%
Hykinone
130-37-0

Hykinone

menadione
58-27-5

menadione

Conditions
ConditionsYield
With sodium hydroxide In chloroform; water at 20℃; Product distribution / selectivity;100%
With water; sodium carbonate at 25℃; for 120h; Time;
Hykinone
130-37-0

Hykinone

thiourea
17356-08-0

thiourea

5-Hydroxy-4-methyl-naphth<2,1-d>1,3-oxathiol-2-on
74677-72-8

5-Hydroxy-4-methyl-naphth<2,1-d>1,3-oxathiol-2-on

Conditions
ConditionsYield
With hydrogenchloride In acetic acid for 1h; Cyclization; Heating;93%
Hykinone
130-37-0

Hykinone

aqueous NaOH-solution

aqueous NaOH-solution

menadione
58-27-5

menadione

water
7732-18-5

water

semicarbazide hydrochloride
563-41-7

semicarbazide hydrochloride

sodium acetate
127-09-3

sodium acetate

Hykinone
130-37-0

Hykinone

sodium-salt of/the/ 1-oxo-4-semicarbazono-2-methyl-1.2.3.4-tetrahydro-naphthalene-sulfonic acid-(2)

sodium-salt of/the/ 1-oxo-4-semicarbazono-2-methyl-1.2.3.4-tetrahydro-naphthalene-sulfonic acid-(2)

Conditions
ConditionsYield
analoge Reaktionen mit Phenylhydrazin und mit 4-Nitro-phenylhydrazin;
piperazine
110-85-0

piperazine

Hykinone
130-37-0

Hykinone

bis(1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-2-naphthalenesulfonate)hexahydropyrazine

bis(1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-2-naphthalenesulfonate)hexahydropyrazine

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 1.5h;

130-37-0Downstream Products

130-37-0Related news

Detection of Menadione sodium bisulfite (cas 130-37-0) (vitamin K 3 ) by reversed-phase high performance liquid chromatography with series dual-electrode amperometric detector09/29/2019

A reversed-phase high-performance liquid chromatography with series dual glassy carbon electrodes for the amperometric detection of water-soluble menadione is described. The complex post-column derivatization reaction and the high background currents were avoided. The menadione sodium bisulfit...detailed

Chemiluminescence analysis of Menadione sodium bisulfite (cas 130-37-0) and analgin in pharmaceutical preparations and biological fluids09/28/2019

A novel chemiluminescence (CL) flow system for two sulfite-containing drugs, namely, menadione sodium bisulfite (MSB) and analgin is described. It is based on the weak chemiluminescence induced by the oxidation of sulfite group in drugs with dissolved oxygen in the presence of acidic Rh6G. Tween...detailed

Study on the electrochemiluminescent behavior of Menadione sodium bisulfite (cas 130-37-0) in presence of luminol10/01/2019

Menadione sodium bisulfite (MSB) is a stable water-soluble derivative of Vitamin K 3 , which is found to be able to enhance the ECL of luminol at potential of 0.88V in phosphate buffer solution. The conditions for the enhanced ECL, such as the selection of the type of buffer solution, ap...detailed

Study on sensitized photochemical fluorescence of Menadione sodium bisulfite (cas 130-37-0) and its application in pharmaceutics analysis09/27/2019

Menadione sodium bisulfite (MSB), vitamin K 3 , a non-fluorescent compound, was converted into an intensive fluorescent compound (λ e x /λ e m =340 nm/465 nm) on irradiation with ultraviolet radiation in an anaerobic alkaline medium, and acetone showed a strong ...detailed

Amperometric monitoring of redox activity in living yeast cells: comparison of menadione and Menadione sodium bisulfite (cas 130-37-0) as electron transfer mediators09/25/2019

An amperometric method was applied for real-time monitoring of intracellular redox enzyme activity. Baker's yeast (Saccharomyces cerevisiae) cells were immobilized on platinum microband electrodes and mediated anodic currents were measured. The currents were observed in the absence and in the pr...detailed

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.

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