9521. Toloxatone

Nomenclature

CAS number: 29218-27-7
5-(Hydroxymethyl)-3-(3-methylphenyl)-2-oxazolidinone; 5-(hydroxymethyl)-3-m-tolyl-2-oxazolidinone; MD-69276; Humoryl (Delalande); Perenum (Delalande).
C11H13NO3; mol wt 207.23.
C 63.75%, H 6.32%, N 6.76%, O 23.16%.

Description and references

Reversible monoamine oxidase type A inhibitor. Prepn: C. Fauran et al., DE 2012120; eidem, US 3655687 (1970, 1972 both to Delalande); eidem, Chim. Ther. 8, 324 (1973). Pharmacology: G. Raynaud et al., ibid. 328. Psychopharmacological profile: J.-P. Kan et al., Eur. J. Med. Chem. 12, 13 (1977); H. Giono-Barber et al., Arzneim.-Forsch. 27, 1188 (1977). Pharmacokinetics: M. S. Benedetti et al., ibid. 32, 276 (1982). Metabolism: A. Malnoe, M. S. Benedetti, Xenobiotica 9, 281 (1979). GLC determn in plasma: S. Vajta et al., J. Chromatogr. 274, 139 (1983). Clinical evaluation in panic disorder: G. Perna et al., J. Clin. Psychopharmacol. 14, 414 (1994).

Chemical structure

Properties

Crystals from isopropyl alcohol, mp 76°. LD50 orally in mice (mg/kg): 1850 (Fauran); also reported as 1500 (Raynaud).

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Phenyloxazolidinones; Monoamine Oxidase Inhibitor