ChemicalBook--->CAS DataBase List--->130-37-0

130-37-0

130-37-0 Structure

130-37-0 Structure
IdentificationBack Directory
[Name]

Menadione sodium bisulfite
[CAS]

130-37-0
[Synonyms]

MSB
msbc
ido-k
kalzon
vikasol
kavitan
kawitan
MNB,MSN
klotogen
golagenk
hemoklot
hykinone
hetrogenk
klotogenf
kavitamin
k-trombina
klotogenf16
klotogenf227
hetrogekpremix
VITAMIN K3 MSB96
vitaminkinjection
Menadione Sodium Bis
Menadionesodiumbisulfi
MENADIONEODIUMBISULFITE
sodiummenadionebisulfite
Menadion sodium bisulfite
MENADIONESODIUMBISULPHITE
VITAMINK3SODIUMBISULPHITE
menadione sodium sulfonate
Menadione Sodium Bisulfate
menadioneiisodiumbisulfite
menaphthonesodiumbisulfite
MENADIONE SODIUM BISULFITE
VITAMIN K3 SODIUM BISULFITE
menaphthonesodiumbisulphite
Menadione Sodium Bisulphate
Menadione bisulfite (sodium)
Menadionesodiumbisulfite,MSB
MenadioneSodiumBisulphitePure
Menadione sodium hydrogen sulfite
Menadione sodium bisulfite USP/EP/BP
vitamin k2(Menadione Sodium Bisulfite
A sodiuM hydrogen sulfite naphthoquinone
2-methylnaphthoquinonesodiumhydrogensulfite
2-METHYL-1,4-NAPHTHOQUINONE SODIUM BISULFATE
2-METHYL-1,4-NAPHTHOQUINONE SODIUM BISULFITE
MENADIONE SODIUM BISULFITE TRIHYDRATE 63-75%
2-methyl-1,4-naphthoquinonesodiumhydrogensulfite
1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-, sodium salt
2-Methyl-1,4-naphthoquinone sodium bisulfite trihydrate
2,3-dihydro-2-methyl-1,4-naphthoquinone-2-sulfonatesodium
Sodium 2-methyl-1,4-dioxo-1,2,3,4-tetrahydronaphthalene-2-sulfonate
1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-2-naphthalenesulfonicacisodiumsalt
1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-2-naphthalenesulfonicacidsodiumsalt
2-Naphthalenesulfonicacid,1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-,sodiumsalt
[EINECS(EC#)]

204-987-0
[Molecular Formula]

C11H9NaO5S
[MDL Number]

MFCD08063339
[MOL File]

130-37-0.mol
[Molecular Weight]

276.24
Chemical PropertiesBack Directory
[Melting point ]

121-124°C
[storage temp. ]

−20°C
[solubility ]

H2O: ≥50mg/mL, clear, colorless to faintly yellow
[InChI]

InChI=1S/C11H10O5S.Na.H/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);;
[InChIKey]

JWNUEPMMANLFQO-UHFFFAOYSA-N
[SMILES]

O=C1C(CC(=O)C2=CC=CC=C12)(C)S(O)(=O)=O.[NaH]
[EPA Substance Registry System]

2-Naphthalenesulfonic acid, 1,2,3,4-tetrahydro-2-methyl- 1,4-dioxo-, sodium salt(130-37-0)
Safety DataBack Directory
[Hazard Codes ]

Xi,N
[Risk Statements ]

36-50/53-36/38
[Safety Statements ]

26-61-60-24/25
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
Hazard InformationBack Directory
[Chemical Properties]

white powder
[Originator]

Kavitol,Lannacher Heilmittel
[Uses]

Menadione sodium bisulfite has been used:
  • as a priming agent in tomato for improving salt tolerance
  • to induce reactive oxygen species (ROS) in human lung epithelium BEAS-2B microtissues
  • to 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.
Questions And AnswerBack Directory
[Detection method]

Menadione sodium bisulfite was detected under the following separation conditions: uncoated fused silica capillary (55 cm × 75 μnm), background electrolyte 40 mmol/L phosphate + 50 mmol/L sodium dodecylsulfate (SDS) (pH 7.5), operation voltage 15 kV and UV detection wavelength 231 nm. The experimental results show that menadione sodium bisulfite in injection was quantified with pyridoxal 5-phosphate as the internal standard, which means that the determination of menadione sodium bisulfite was very simple, feasible and satisfactory.
Spectrum DetailBack Directory
[Spectrum Detail]

Menadione sodium bisulfite(130-37-0)1HNMR
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