7220. Phendimetrazine

Nomenclature

CAS number: 634-03-7
3,4-Dimethyl-2-phenylmorpholine; d-2-phenyl-3,4-dimethylmorpholine; 3,4-dimethyl-2-phenyltetrahydro-1,4-oxazine.
C12H17NO; mol wt 191.27.
C 75.35%, H 8.96%, N 7.32%, O 8.36%.

Description and references

Prepn from ethylene chlorohydrin and l-ephedrine: Otto, Angew. Chem. 68, 181 (1956); from 2-phenyl-2-hydroxy-3,4-dimethylmorpholine: Boehringer et al., GB 791416 (1958); GB 862198 (1961). Stereochemistry: Dvornik, Schilling, J. Med. Chem. 8, 466 (1965). Toxicity data: Stegen et al., Toxicol. Appl. Pharmacol. 2, 589 (1960).

Chemical structure

Properties

bp8 122-124°; bp12 134-135°.

Derivative

Bitartrate.

Nomenclature

CAS number: 50-58-8
Adphen (Ferndale); Bacarate (Tutag); Neo-Nilorex (A.V.P.); Obepar (Parmed); Phenazine (Jenkins); Plegine (Ayerst); Statobex (Lemmon); Symetra (Forest); Trimstat (Laser); Trimtabs (Mayrand).

Derivative

Hydrochloride.

Nomenclature

CAS number: 7635-51-0
Antapentan (Ayerst).
C12H17NO.HCl; mol wt 227.73.
C 63.29%, H 7.97%, N 6.15%, O 7.03%, Cl 15.57%.

Properties

mp 191° (Otto), 208° (Boehringer). [α]D20 +35.7°. LD50 in rats (mg/kg): 455 orally; 245 i.p. (Stegen).

Derivative

Pamoate.

Nomenclature

CAS number: 27922-80-1
Fringanor (Sobio).
(C12H17NO)2.C23H16O6; mol wt 770.91.
C 73.23%, H 6.54%, N 3.63%, O 16.60%.

Note

This is a controlled substance (stimulant): 21 CFR, 1308.13.

Therapeutic Category

Anorexic.

Keywords

Anorexic; CNS Stimulant