Amphetamine sulfateProduct ingredient for Amphetamine

Name
Amphetamine sulfate
Drug Entry
Amphetamine

Amphetamine, a compound discovered over 100 years ago, is one of the more restricted controlled drugs. It was previously used for a large variety of conditions and this changed until this point where its use is highly restricted. Amphetamine, with the chemical formula alpha-methylphenethylamine, was discovered in 1910 and first synthesized by 1927. After being proven to reduce drug-induced anesthesia and produce arousal and insomnia, amphetamine racemic mix was registered by Smith, Kline and French in 1935. Amphetamine structure presents one chiral center and it exists in the form of dextro- and levo-isomers.[1] The first product of Smith, Kline and French was approved by the FDA on 1976.[12]

During World War II, amphetamine was used to promote wakefulness in the soldiers. This use derived into a large overproduction of amphetamine and all the surplus after the war finalized end up in the black market which produced the initiation of the illicit abuse.[1]

Accession Number
DBSALT001205
Structure
Thumb
Synonyms
Amfetamine sulfate / Benzedrine / beta-phenylisopyropylaminesulfate / DL-amphetamine sulfate / DL-amphetamine sulphate
UNII
6DPV8NK46S
CAS Number
60-13-9
Weight
Average: 368.49
Monoisotopic: 368.176978564
Chemical Formula
C18H28N2O4S
InChI Key
PYHRZPFZZDCOPH-UHFFFAOYSA-N
InChI
InChI=1S/2C9H13N.H2O4S/c2*1-8(10)7-9-5-3-2-4-6-9;1-5(2,3)4/h2*2-6,8H,7,10H2,1H3;(H2,1,2,3,4)
IUPAC Name
bis(1-phenylpropan-2-amine); sulfuric acid
SMILES
OS(O)(=O)=O.CC(N)CC1=CC=CC=C1.CC(N)CC1=CC=CC=C1
External Links
ChemSpider
5831
ChEBI
51063
Wikipedia
Amphetamine
Predicted Properties
PropertyValueSource
Water Solubility1.74 mg/mLALOGPS
logP1.85ALOGPS
logP1.8ChemAxon
logS-1.9ALOGPS
pKa (Strongest Basic)10.01ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity43.71 m3·mol-1ChemAxon
Polarizability16.18 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon