Phenmetrazine Chemical Properties

Boiling point:

bp12 138-140°; bp1 104°

Density 

1.0290 (rough estimate)

refractive index 

1.5302 (estimate)

pka

pKa 8.45 (Uncertain)

EPA Substance Registry System

Morpholine, 3-methyl-2-phenyl- (134-49-6)

Safety Information

Hazardous Substances Data

134-49-6(Hazardous Substances Data)

Phenmetrazine Usage And Synthesis

Originator

Preludin, Boehringer Ingelheim, US ,1956

Uses

Anorexic.

Definition

ChEBI: Phenmetrazine is a member of the class of morpholines that is morpholine substituted with a phenyl group at position 2 and a methyl group at position 3. It has a role as a metabolite and a sympathomimetic agent. It derives from a morpholine.

Manufacturing Process

10 grams of β-phenyl-α-methyl-β,β'-dihydroxy-diethylamine hydrochloride (produced by hydrogenation in the presence of palladium and charcoal of βphenyl-α-methyl-β-keto-β'-hydroxy-N-benzyl-diethylamine hydrochloride obtained from bromopropiophenone by reacting with benzyl-ethanolamine), are warmed with 10% hydrochloric acid for 6 hours on a water bath.After working up in the usual manner, the hydrochloride of the 2-phenyl-3methyl-morpholine crystallizes out from methanolic hydrochloric acid and acetone, MP = 182°C, according to US Patent 2,835,669.

brand name

Preludin (Boehringer Ingelheim);Anorex;Bromadryl;Emagrin;Filon;Gratsidin;Marsin;Neo-zine;Prelazine.

Therapeutic Function

Antiobesity

World Health Organization (WHO)

Phenmetrazine, a sympathomimetic amine, was introduced in 1956 for use as an anorexic agent. Although preparations remain available, the use of phenmetrazine is no longer indicated for the treatment of obesity. Moreover, since it has been subject to abuse, and because dependence can occur, it is now controlled under Schedule II of the 1971 Convention on Psychotropic Substances. (Reference: (UNCPS2) United Nations Convention on Psychotropic Substances (II), , , 1971)

Pharmacology

Phenmetrazine is a sympathomimetic drug used primarily as an appetite depressant. Its actions and mechanisms are similar to dextroamphetamine. Amphetamines are non-catecholamine sympathomimetic amines with CNS stimulant activity. Phenmetrazine was originally sold under the tradename Preludin as an anorectic. It has since been removed from the market. It is by some considered to have a greater potential for addiction than the amphetamines, and has been abused in many countries, for example Sweden.

Phenmetrazine(134-49-6)Related Product Information

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