M5750

Menadione sodium bisulfite

synthetic, ≥95% (TLC), Prothrombogenic compound, powder

• Synonym(s): 2-Methyl-1,4-naphthoquinone sodium bisulfite
• Empirical Formula (Hill Notation): C₁₁H₉NaO₅S
• CAS Number: 130-37-0
• Molecular Weight: 276.24
• NACRES: NA.77
• PubChem Substance ID: 24897038
• UNSPSC Code: 12352200
• EC Number: 204-987-0
• MDL number: MFCD00051456
• Assay: ≥95% (TLC)
• Form: powder

Properties

• Product Name: Menadione sodium bisulfite, ≥95% (TLC)
• biological source: synthetic
• Quality Segment: 200
• assay: ≥95% (TLC)
• form: powder
• color: white to off-white
• solubility: H₂O: ≥50 mg/mL, clear, colorless to faintly yellow
• application(s): cell analysis
• originator: Eli Lilly
• storage temp.: −20°C
• SMILES string: [Na+].CC1(CC(=O)c2ccccc2C1=O)S([O-])(=O)=O
• InChI: 1S/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
• InChI key: XDPFHGWVCTXHDX-UHFFFAOYSA-M

Description

Application

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

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.

Features and Benefits

This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Other Notes

Water soluble vitamin K₃.

Safety Information

• pictograms: GHS07,GHS09
• signalword: Warning
• hcodes: H315,H319,H410
• pcodes: P264 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves