2378. Clofibric Acid

Nomenclature

CAS number: 882-09-7
2-(4-Chlorophenoxy)-2-methylpropanoic acid; 2-(p-chlorophenoxy)-2-methylpropionic acid; α-(p-chlorophenoxy)isobutyric acid; chlorophibrinic acid; Arteriohom (Weisskopf); Regulipid (Heilit).
C10H11ClO3; mol wt 214.65.
C 55.95%, H 5.17%, Cl 16.52%, O 22.36%.

Description and references

Prepn: Galimberti, Defranceschi, Gazz. Chim. Ital. 77, 431 (1947); Gilman, Wilder, J. Am. Chem. Soc. 77, 6644 (1955); Jones et al., GB 860303 (1961 to I.C.I.). Prepn and resolution of isomers: Witiak et al., J. Med. Chem. 11, 1086 (1968). Activity thought to be due to its displacement of thyroxin and its inhibition of cholesterol biosynthesis. See Chang et al., Biochem. Pharmacol. 16, 2053 (1967); Walsh et al., Arch. Biochem. Biophys. 130, 7 (1969); Witiak et al., J. Med. Chem. 14, 754 (1971). Metabolism: Almirante et al., Boll. Chim. Farm. 108, 292 (1969).

Chemical structure

Properties

Crystals from water or methanol, mp 118-119°.

Derivative

Basic aluminum salt.

Nomenclature

CAS number: 24818-79-9
Alufibrate; Atherolip; Atherolipin (Schwarz).
C20H21AlCl2O7; mol wt 471.26.
C 50.97%, H 4.49%, Al 5.73%, Cl 15.05%, O 23.77%.

Derivative

Magnesium salt.

Nomenclature

CAS number: 14613-30-0
Magnesium clofibrate; UR-112; Clomag.
C20H20Cl2MgO6; mol wt 451.58.
C 53.19%, H 4.46%, Cl 15.70%, Mg 5.38%, O 21.26%.

Properties

White powder, mp 326-328°. Soly in g/100 mg: water 4.5; abs ethanol 0.7; chloroform 0.02.

Derivative

Pyridoxine salt.

Nomenclature

CAS number: 29952-87-2
Pyridoxine p-chlorophenoxyisobutyrate; Claresan.
C10H11ClO3.C8H11NO3; mol wt 383.82.
C 56.33%, H 5.78%, Cl 9.24%, O 25.01%, N 3.65%.

Description and references

Prepn: Sarbach et al., DE 1915497 (1970 to Inst. Rech. Sci.), C.A. 74, 13011g (1971).

Derivative

Ethyl ester see Clofibrate.

Derivative

Etofylline ester see Theofibrate.

Therapeutic Category

Antilipemic.

Keywords

Antilipemic; Fibrates