SML0113
Brequinar sodium salt hydrate
≥97% (HPLC), DHODH inhibitor, powder
Synonyme(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
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A propos de cet article
Formule empirique (notation de Hill) :
C23H14F2NO2·Na · xH2O
Numéro CAS:
Poids moléculaire :
397.35 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Laissez-nous vous aiderNom du produit
Brequinar sodium salt hydrate, ≥97% (HPLC)
Quality Level
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
Application
Brequinar sodium salt hydrate may be used in cell signaling studies.
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
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).
Brequinar sodium salt hydrate is a dihydroorotate dehydrogenase (DHODH) inhibitor; antiviral
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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PTEN regulates glutamine flux to pyrimidine synthesis and sensitivity to dihydroorotate dehydrogenase inhibition
Mathur D, et al.
Cancer Discovery, 7(4), 380-390 (2017)
Identification of new activators of mitochondrial fusion reveals a link between mitochondrial morphology and pyrimidine metabolism
Miret-Casals L, et al.
Cell Chemical Biology, 25(3), 268-278 (2018)
Twana Alkasalias et al.
Cell death discovery, 8(1), 464-464 (2022-11-25)
Highly specific and potent inhibitors of dihydroorotate dehydrogenase (DHODH), an essential enzyme of the de novo pyrimidine ribonucleotide synthesis pathway, are in clinical trials for autoimmune diseases, viral infections and cancer. However, because DHODH inhibitors (DHODHi) are immunosuppressants they may