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139-10-6

139-10-6 Structure

139-10-6 Structure
IdentificationBack Directory
[Name]

Amphetamine phosphate
[CAS]

139-10-6
[Synonyms]

(?-?-methylphenethylammonium dihydrogen phosphate
(±)-alpha-methylphenethylammonium dihydrogen phosphate
[EINECS(EC#)]

205-353-6
[Molecular Formula]

C9H16NO4P
[MOL File]

139-10-6.mol
[Molecular Weight]

233.2
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[Description]

Amphetamine is a potent central nervous system (CNS) stimulant that is used in the treatment of attention deficit hyperactivity disorder (ADHD), narcolepsy, and obesity. Amphetamine was discovered in 1887 and exists as two enantiomers: levoamphetamine and dextroamphetamine. The mode of therapeutic action in ADHD is not known. 
Hazard InformationBack Directory
[Originator]

Raphetamlne,Strasenburgh,US,1950
[Manufacturing Process]

1 mol of phenyl-nitropropylene, C6H5CH=C(CH3)NO2, is dissolved with a solvent prepared by mixing one liter of ethanol with one-half liter of acetic acid and one-half liter of 12 N sulfuric acid. The resultant solution is placed in the cathode compartment of a divided electrolytic cell containing a metallic cathode of mercury, copper, or other metal of similar nature. Current is passed, using a current density of ~0.2 amp/cm2 of cathode surface. The temperature is kept at about 40°C during the electrolysis which is continued until at least eight Faradays of electricity have been passed.
When the reduction is completed, the 1-phenyl-2-aminopropane may be separated from the solution. A convenient way of doing this is by removing the ethanol and ethyl acetate present by evaporation and then making the residual solution strongly alkaline by addition of caustic alkali. The basic layer thus formed is separated from the aqueous solution and contains the desired 1-phenyl-2-aminopropane.
135 g (1 mol) of amphetamine (1-phenyl-2-aminopropane) were stirred into 300 cc of acetone in a stainless-steel vessel. To the resultant solution there were slowly added under constant agitation 115.3 g of 85% phosphoric acid (containing 1 mol of H3PO4), care being taken to avoid any sudden rise in temperature or local overheating due to the considerable amount of heat that is evolved. During the addition of the phosphoric acid a fine, white, flocculent precipitate appears which becomes more and more dense and abundant, as the quantity of added acid increases.
When the entire quantity of the phosphoric acid has thus been added, agitation of the mixture is continued for about a half-hour or more to insure complete conversion. The precipitate is then allowed to settle, the supernatant liquid is drawn off, and the residue is filtered. The precipitate thus separated may, if desired, be washed with acetone and is then dried by evaporation to constant weight. It forms a fine, white, impalpable powder consisting of pure monobasic amphetamine phosphate.
[Therapeutic Function]

Central stimulant
[Safety Profile]

Poison by ingestion andintraperitoneal routes. When heated to decomposition itemits very toxic fumes of POx and NOx. See otheramphetamine entries.
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[Toxicity]

LD50 orl-rat: 175 mg/kg TXAPA9 1,42,59
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