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Dextroamphetamine

Clinical dataPronunciationTrade namesDexedrine, Zenzedi, othersOther namesd-Amphetamine, (S)-Amphetamine, S(+)-AmphetamineAHFS/Drugs.comMonographMedlinePlusa605027License dataUSDailyMed: DextroamphetaminePregnancycategoryAU: B3DependenceliabilityPhysical: NonePsychological: ModerateAddictionliabilityModerateRoutes ofadministrationBy mouth, transdermal, intravenous, insufflation, rectalDrug classStimulantATC codeN06BA02 (WHO) Legal statusLegal statusAU:S8 (Controlled drug)BR:Class A3 (Psychoactive drugs)CA: ℞-only /Schedule G (CDSA I)DE: Anlage III (Special prescription form required)UK:Class BUS:Schedule IIUN:Psychotropic Schedule IIEU: Rx-onlySE: Förteckning IIPharmacokinetic dataBioavailabilityOral: ~90%Protein binding15–40%MetabolismCYP2D6, DBH, FMO3Metabolites4-HydroxyamphetamineOnset of actionIR dosing: 30–45 minutesXR dosing: 1.5–2 hoursElimination half-life9–11 hourspH-dependent: 7–34 hoursDuration of actionIR dosing: 3–6 hoursXR dosing: 8–12 hoursExcretionKidney (45%); urinary pH-dependentIdentifiersIUPAC name(2S)-1-Phenylpropan-2-amineCAS Number51-64-9PubChemCID5826IUPHAR/BPS2147DrugBankDB01576ChemSpider5621UNIITZ47U051FIKEGGD03740ChEBICHEBI:4469ChEMBLChEMBL612CompTox Dashboard(EPA)DTXSID8022907ECHA InfoCard100.000.103Chemical and physical dataFormulaC9H13NMolar mass135.210 g·mol3D model (JSmol)Interactive imageChiralityDextrorotatoryenantiomerDensity0.913 g/cmBoiling point201.5 °C (394.7 °F)Solubility in water20mg per mlSMILESC[C@@H](Cc1ccccc1)NInChIInChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1Key:KWTSXDURSIMDCE-QMMMGPOBSA-N(verify)Dextroamphetamine is a central nervous system (CNS) stimulant and enantiomer of amphetamine that is used in the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy.

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