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Benzphetamine

Benzphetamine Basic information
Product Name:Benzphetamine
Synonyms:Benzphetamine;N-benzyl-N-methyl-1-phenyl-propan-2-amine;Benzfetamine;(αS)-N,α-Dimethyl-N-(phenylmethyl)benzeneethaneamine;[αS,(+)]-N,α-Dimethyl-N-benzylbenzeneethanamine;C07538;N-Benzylmethamphetamine;YXKTVDFXDRQTKV-HNNXBMFYSA-N
CAS:156-08-1
MF:C17H21N
MW:239.36
EINECS:
Product Categories:
Mol File:156-08-1.mol
Benzphetamine Structure
Benzphetamine Chemical Properties
Boiling point bp0.02 127°
density 1.0137 (rough estimate)
refractive index nD19 1.5515
pkapKa 6.55 (Uncertain)
Safety Information
RIDADR 3249
HazardClass 6.1(b)
PackingGroup III
Hazardous Substances Data156-08-1(Hazardous Substances Data)
Toxicityman,TDLo,oral,5357ug/kg (5.357mg/kg),AUTONOMIC NERVOUS SYSTEM: SYMPATHOMIMETICVASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION,Therapie. Vol. 34, Pg. 205, 1979.
DEA Controlled SubstancesCSCN: 1228
CAS SCH: Ⅲ
NARC: N
MSDS Information
Benzphetamine Usage And Synthesis
OriginatorDidrex,Upjohn,US,1960
UsesBenzphetamine is an appetite suppressant; used to assay certain isozymes of cytochrome P-450.
DefinitionChEBI: Dextroamphetamine in which the the hydrogens attached to the amino group are substituted by a methyl and a benzyl group. A sympathomimetic agent with properties similar to dextroamphetamine, it is used as its hydrochloride salt in the treatment of obesity.
Manufacturing ProcessFifty grams of d-desoxyephedrine hydrochloride was dissolved in a small amount of water and a molar excess of sodium hydroxide was .added thereto. The resulting forty grams of precipitated oily d-desoxyephedrine was collected in ether and the whole was thereafter dried with anhydrous potassium carbonate. The ether was then removed, the resulting oily residue having an nD22 of 1.5045 was stirred in a flask with 40 grams of anhydrous sodium carbonate at 120°C, and 34.6 grams of benzyl chloride was added dropwise thereto over a period of thirty minutes. Stirring was continued for 2 hours, whereafter the reaction mixture was extracted with benzene.
The benzene was distilled from the extract and the residue of d-N-methyl-Nbenzyl-β-phenylisopropylamine was distilled at reduced pressure. The thus obtained free base, distilling at 127°C at a pressure of 0.2 mm of mercury and having an nD19 of 1.5515, was dissolved in ethyl acetate and a molar equivalent of ethanolic hydrogen chloride was added thereto. Anhydrous ether was added to the mixture and d-N-methyl-N-benzyl-β-phenylisopropylamine hydrochloride precipitated from the reaction mixture as an oil which was crystallized from ethyl acetate to give crystals melting at 129° to 130°C.
Therapeutic FunctionAntiobesity
HazardElevate blood pressure, disturb heart rhythm, cause restlessness, insomnia, hyperactivity, headache, euphoria, depression, psychosis, tremor, dryness of mouth, unpleasant tastes, diarrhea, stom- ach upset, altered sex drive, impotence, aggressive- ness, hallucinations, panic.
Benzphetamine Preparation Products And Raw materials
Raw materials(+)METHAMPHETAMINE HYDROCHLORIDE-->Hydrochloric acid-->Sodium hydroxide-->Benzyl chloride
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