4299. Furazabol

Nomenclature

CAS number: 1239-29-8
(5α,17β)-17-Methylandrostano[2,3-c][1,2,5]oxadiazol-17-ol; 17β-hydroxy-17α-methyl-5α-androstano[2,3-c]furazan; androfurazanol; furazalon; DH-245; Miotolon (Daiichi).
C20H30N2O2; mol wt 330.46.
C 72.69%, H 9.15%, N 8.48%, O 9.68%.

Description and references

Anabolic steroid with hypocholesterolemic properties. Prepn: G. Ohta et al., BE 645743; eidem, US 3245988 (1964, 1966 both to Daiichi Seiyaku); Shimizu et al., Chem. Pharm. Bull. 13, 895 (1965); Ohta et al., ibid. 1445. Pharmacological studies: Kasahara et al., ibid. 13, 1460 (1965); 16, 1456, 1460 (1968). Toxicity: eidem, ibid. 14, 285 (1966). Metabolic studies: Takegoshi et al., ibid. 20, 1243 (1972). GC-MS determn in urine: T. Kim et al., J. Chromatogr. B 687, 79 (1996).

Chemical structure

Properties

Needles from methanol, mp 152-153°. [α]D +39.4° (c = 1.42 in CHCl3). uv max (ethanol): 217 nm (ε 4300). LD50 in mice (g/kg): 2.330 orally; >4 s.c.; 0.494 i.p. (Kasahara, 1966).

Note

This is a controlled substance (anabolic steroid): 21 CFR, 1308.13, as defined in 1300.01.