5.08321

Dihydroorotate Dehydrogenase Inhibitor, Brequinar

• Sinônimo(s): Dihydroorotate Dehydrogenase Inhibitor, Brequinar, 6-fluoro-2-(2ʹ-fluoro-1,1ʹ-biphenyl-4-yl)-3-methyl-4-quinoline-carboxylic acid sodium salt, NSC 368390, DuP 785, NSC 368390, DuP 785, 6-fluoro-2-(2ʹ-fluoro-1,1ʹ-biphenyl-4-yl)-3-methyl-4-quinoline-carboxylic acid sodium salt
• Fórmula empírica (Notação de Hill): C₂₃H₁₄F₂NNaO₂
• Número CAS: 96201-88-6
• Peso molecular: 397.35
• Número MDL: MFCD22648381
• Código UNSPSC: 12352200
• NACRES: NA.77

Propriedades

• Ensaio: ≥98% (HPLC)
• Nível de qualidade: 100
• Formulário: solid
• potência: 12 nM IC₅₀
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze; protect from light
• cor: off-white
• solubilidade: DMSO: 50 mg/mL
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: [Na+].Fc1c(cccc1)c2ccc(cc2)c3nc4c(c(c3C)C(=O)[O-])cc(cc4)F
• InChI: 1S/C23H15F2NO2.Na/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);/q;+1/p-1
• chave InChI: PZOHOALJQOFNTB-UHFFFAOYSA-M

Descrição

Descrição geral

A quinolinecarboxylic acid derivative with immunosuppressive and anti-neoplastic properties. Inhibits pyrimidine synthesis by blocking the activity of mammalian mitochondrial dihydroorotate dehydrogenase (DHODH; IC₅₀ = 12 nM). Does not affect DHODH in non-mammalian species. Also reported to inhibit glycosylation of adhesion molecules. Potentiates the sensitivity of U1690 small cell lung cancer cells to TRAIL-induced apoptosis and synergistically enhances the anti-tumor effects of doxorubicin ( ~100 µM).

Ações bioquímicas/fisiológicas

Cell permeable: yes

Primary Target
DHODH

Embalagem

Packaged under inert gas

Advertência

Toxicity: Standard Handling (A)

Reconstituição

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Outras notas

He, T. et al. 2013. Oncogene32, in press.
Hurt, D.E., et al. 2006. Bioorg. Med. Chem. Lett.16, 1610.
Schnellrath, L. et al. 2011. Int. J. Antimicrob. Agents.38, 435.
Batt, D.G., et al. 1995. Bioorg. Med. Chem. Lett.14, 1549.
Allison, A., et al. 1993. Transplantation Proc.25, 67.
Cramer, D. et al. 1992. Transplantation.53, 303.

Informações legais

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable