Brequinar

Chemical compound From Wikipedia, the free encyclopedia

Brequinar (DuP-785) is a drug that acts as a potent and selective inhibitor of the enzyme dihydroorotate dehydrogenase. It blocks synthesis of pyrimidine based nucleotides in the body and so inhibits cell growth. Brequinar was invented by DuPont Pharmaceuticals in the 1980s.[1] In 2001, Bristol-Myers Squibb acquired DuPont, and in 2017, Clear Creek Bio acquired the rights to brequinar from BMS.[2]

Trade namesBrequinar
CAS Number
PubChem CID
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Quick facts Clinical data, Trade names ...
Brequinar
Clinical data
Trade namesBrequinar
Identifiers
  • 6-fluoro-2-(2'-fluoro-1,1'-biphenyl-4-yl)-3-methyl-4-quinolinecarboxylic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC23H15F2NO2
Molar mass375.375 g·mol−1
3D model (JSmol)
  • CC1=C(C2=C(C=CC(=C2)F)N=C1C3=CC=C(C=C3)C4=CC=CC=C4F)C(=O)O
  • InChI=1S/C23H15F2NO2/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)
  • Key:PHEZJEYUWHETKO-UHFFFAOYSA-N
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Brequinar has been investigated as an immunosuppressant for preventing rejection after organ transplant and also as an anti-cancer drug, but was not accepted for medical use in either application largely due to its narrow therapeutic dose range and severe side effects when dosed inappropriately.[3][4] It has been researched both as part of a potential combination therapy for some cancers,[5][6] or alternatively as an antiparasitic,[7] or antiviral drug.[8][9][10] Clear Creek Bio is currently developing brequinar as a potential treatment for COVID-19.[11]

Inhibition of dihydroorotate dehydrogenase activity by brequinar may represent an efficient approach to the elimination of undifferentiated cells for safe PSC-derived differentiated cells based therapies.[12] Brequinar has been shown to inhibit completely vaccinia virus in cell based assay.[13]

See also

References

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