1370. Brequinar

Nomenclature

CAS number: 96187-53-0
6-Fluoro-2-(2′-fluoro[1,1′-biphenyl]-4-yl)-3-methyl-4-quinolinecarboxylic acid.
C23H15F2NO2; mol wt 375.37.
C 73.59%, H 4.03%, F 10.12%, N 3.73%, O 8.52%.

Description and references

Inhibitor of dihydroorotate dehydrogenase, the fourth enzyme in the de novo pyrimidine biosynthetic pathway; depresses lymphocyte proliferation. Prepn: D. P. Hesson, EP 133244; idem, US 4680299 (1985, 1987 both to DuPont). Mechanisms of action: T. L. Forrest et al., Transplantation 58, 920 (1994). Clinical pharmacokinetics: M. de Forni et al., Eur. J. Cancer 29A, 983 (1993). Symposium on pharmacology, toxicology: Transplant. Proc. 25, Suppl. 2, 1-83 (1993). Review of development and clinical experience: L. Makowka et al., Immunol. Rev. 136, 51-70 (1993).

Chemical structure

Properties

White crystals from DMF + water, mp 315-317°.

Derivative

Sodium salt.

Nomenclature

CAS number: 96201-88-6
DUP-785; NSC-368390.
C23H14F2NNaO2; mol wt 397.35.
C 69.52%, H 3.55%, F 9.56%, N 3.53%, Na 5.79%, O 8.05%.

Properties

White solid, mp >360°. Sol in water.

Therapeutic Category

Immunosuppressant.

Keywords

Immunosuppressant