SML0113

Brequinar sodium salt hydrate

≥97% (HPLC)

• Synonym(s): 6-Fluoro-2-(2′-fluoro[1,1′-biphenyl]-4-yl)-3-methyl-4-quinolinecarboxylic acid sodium hydrate, Biphenquinate sodium hydrate, DuP 785 hydrate, NSC 368390 hydrate
• Empirical Formula (Hill Notation): C₂₃H₁₄F₂NO₂·Na · xH₂O
• CAS Number: 96187-53-0
• Molecular Weight: 397.35 (anhydrous basis)
• MDL number: MFCD21363375
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825165
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥97% (HPLC)
• form: powder
• color: off-white to brown
• solubility: DMSO: ≥5 mg/mL
• storage temp.: 2-8°C
• SMILES string: O.[Na+].Cc1c(nc2ccc(F)cc2c1C([O-])=O)-c3ccc(cc3)-c4ccccc4F
• InChI: 1S/C23H15F2NO2.Na.H2O/c1-13-21(23(27)28)18-12-16(24)10-11-20(18)26-22(13)15-8-6-14(7-9-15)17-4-2-3-5-19(17)25;;/h2-12H,1H3,(H,27,28);;1H2/q;+1;/p-1
• InChI key: IZXTTXFXRQGHKO-UHFFFAOYSA-M

Description

Application

Brequinar sodium salt hydrate has been used as a dihydroorotate dehydrogenase (DHODH) inhibitor:

• in drug response assays
• to induce depletion of cellular pyrimidine pools
• in cell proliferation assays

Brequinar sodium salt hydrate may be used in cell signaling studies.

Biochem/physiol Actions

Brequinar exhibits anti-neoplastic activity against refractory solid tumors in human and mouse models. Continuous treatment is required for depletion of pyrimidine pools in the cancer cells and tumor inhibition.

Brequinar inhibits dihydroorotate dehydrogenase (DHODH), the fourth enzyme in the de novo pyrimidine biosynthesis pathway, preventing the synthesis of DNA and RNA. Brequinar has recently been found to have antiviral activity against a broad spectrum of viruses including flaviviruses (dengue virus, West Nile virus, yellow fever virus, and Powassan virus) and also a plus-strand RNA alphavirus (Western equine encephalitis virus) and a negative-strand RNA rhabdovirus (vesicular stomatitis virus).

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable