Amphetamine sulfateProduct ingredient for Amphetamine

Name
Amphetamine sulfate
Drug (Active Moiety)
Amphetamine

Amphetamines are non-catecholamine sympathomimetic amines with CNS stimulant activity. By mimicking the structures of the catecholamine neurotransmitters, noradrenaline and dopamine, amphetamines modulate monoamine release, reuptake, and signalling within the brain. Although "amphetamine" is used as a descriptor of its own structural class, amphetamine properly refers to a racemic free base composed of equal parts of its two optical antipodes: levo-amphetamine and dextro-amphetamine. Used in the past for the treatment of depression, stress, and for concentration improvement, it is currently available as a prescription drug for the treatment of attention hyperactivity disorder (ADHD), narcolepsy, and as an adjunct in the treatment of exogenous obesity. Amphetamine is also available in a mixed salt/mixed enantiomer form (Adderall), where d-amphetamine and l-amphetamine are available in a ratio of 3:1. It is also available in a prodrug form as lisdexamfetamine.

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