Chemical Component Summary

Name(2S)-1-phenylpropan-2-amine
SynonymsDextroamphetamine; D-amphetamine; Dexamphetamine; Dexedrine; Dextrostat
Identifiers(2S)-1-phenylpropan-2-amine
FormulaC9 H13 N
Molecular Weight135.206
TypeNON-POLYMER
Isomeric SMILESC[C@@H](Cc1ccccc1)N
InChIInChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1
InChIKeyKWTSXDURSIMDCE-QMMMGPOBSA-N

Chemical Details

Formal Charge0
Atom Count23
Chiral Atom Count1
Bond Count23
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB01576 
NameDextroamphetamine
Groups
  • illicit
  • approved
DescriptionDextroamphetamine is the dextrorotatory enantiomer of amphetamine[A2505]. Dextroamphetamine was approved by the FDA in 2001 for the treatment of attention deficit hyperactivity disorder[L6010,Label].
Synonyms
  • (S)-amphetamine
  • (+)-α-methylphenylethylamine
  • (+)-(S)-amphetamine
  • (S)-1-phenyl-2-propylamine
  • Dexamfetamina
Brand Names
  • Dextroamphetamine Saccharate, Amphetamine Aspartate, Dextroamphetamine Sulfate, Amphetamine Sulfate Tablets,CII
  • Mixed Salts of a Single Entity Amphetamine Product XR
  • Dextroamphetamine saccharate, amphetamine aspartate monohydrate, dextroamphetamine sulfate and amphetamine sulfate
  • Dextroamphetamine saccharate, amphetamine aspartate monohydrate, dextroamphetamine sulfate, amphetamine sulfate
  • Dextroamphetamine Saccharate, Amphetamine Aspartate, Dextroamphetamine Sulfate, and Amphetamine Sulfate
IndicationDextroamphetamine is indicated for the treatment of attention deficit hyperactivity disorder (ADHD).[Label]
Categories
  • Agents producing tachycardia
  • Agents that produce hypertension
  • Amines
  • Amphetamines
  • Central Nervous System Agents
ATC-CodeN06BA02
CAS number51-64-9

Drug Targets

NameTarget SequencePharmacological ActionActions
Synaptic vesicular amine transporterMALSELALVRWLQESRRSRKLILFIVFLALLLDNMLLTVVVPIIPSYLYS...unknowninducer
Sodium-dependent noradrenaline transporterMLLARMNPQVQPENNGADTGPEQPLRARKTAELLVVKERNGVQCLLAPRD...unknownnegative modulator
Sodium-dependent dopamine transporterMSKSKCSVGLMSSVVAPAKEPNAVGPKEVELILVKEQNGVQLTSSTLTNP...unknownnegative modulator
Trace amine-associated receptor 1MMPFCHNIINISCVKNNWSNDVRASLYSLMVLIILTTLVGNLIVIVSISH...unknownagonist
Alpha-1B adrenergic receptorMNPDLDTGHNTSAPAHWGELKNANFTGPNQTSSNSTLPQLDITRAISVGL...unknownantagonist
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL612
PubChem 5826
ChEMBL CHEMBL612
ChEBI CHEBI:4469
CCDC/CSD FANJAG, AMPETS