12-08273. Racefemine [Archived]

Nomenclature

CAS number: 22232-57-1
(αR)-rel-α-Methyl-N-[(1R)-1-methyl-2-phenoxyethyl]benzeneethanamine; threo-(±)-α-methyl-N-(1-methyl-2-phenoxyethyl)phenethylamine; dl-threo-α-methyl-N-(1-phenoxy-2-propyl)phenethylamine; dl-threo-N-(1-methyl-2-phenylethyl)-N-(2-phenoxy-1-methylethyl)amine.
C18H23NO; mol wt 269.38.
C 80.26%, H 8.61%, N 5.20%, O 5.94%.

Description and references

Uterine relaxant. Prepn: NL 6407309; J. Schmit, M. D. P. Brunaud, US 3437731 (1964, 1969 both to Clin-Byla). Clinical evaluation as utero-relaxant: P. Houlné, P. Hervé, Rev. Fr. Gynecol. Obstet. 62, 108 (1967); P. Dorangeon, ibid. 65, 385 (1970).

Chemical structure

Derivative

Fumarate.

Nomenclature

CAS number: 10509-73-6
3697-CB; Dysmalgine.
C18H23NO.C4H4O4; mol wt 385.45.
C 68.55%, H 7.06%, N 3.63%, O 20.75%.

Properties

LD50 in mice (mg/kg): 420 orally; 240 s.c. (Houlnè).

Note

Has also been marketed as dextrofemine, the (+)-form.

Therapeutic Category

Antispasmodic.

Status

This monograph has been retired and is no longer subject to revision or update.