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Levoamphetamine

Levoamphetamine
Stereo, Kekulé, skeletal formula of levoamphetamine
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Systematic IUPAC name
(2R)-1-Phenylpropan-2-amine[1]
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2432739
156-34-3 7pxY
ChEBI CHEBI:42724 7pxY
ChEMBL ChEMBL19393 7pxY
ChemSpider 30477 7pxY
EC number 205-850-8
1125855
Jmol-3D images Image
Image
PubChem Template:Chembox PubChem/format
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C9H13N
Molar mass Lua error in Module:Math at line 495: attempt to index field 'ParserFunctions' (a nil value). g·mol−1
log P 1.789
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Oral (as part of Adderall)
Legal status
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 14pxY verify (what is10pxY/10pxN?)
Infobox references

Levoamphetamine (also levamfetamine (INN), (R)-amphetamine or (−)-amphetamine) is a central nervous system (CNS) stimulant known to increase wakefulness and concentration in association with decreased appetite and fatigue. Levoamphetamine is the levorotatory stereoisomer of the amphetamine molecule.

Chemistry

Levoamphetamine is the levorotary stereoisomer of the amphetamine molecule. Racemic amphetamine contains two optical isomers, dextroamphetamine and levoamphetamine.[2]

Formulations

Adderall

Adderall (nonproprietary name: dextroamphetamine sulfate, dextroamphetamine saccharate, amphetamine sulfate and amphetamine aspartate)[3] is an amphetamine pharmaceutical that contains 25% levoamphetamine salts and 75% dextroamphetamine salts.[2]

Benzedrine

Benzedrine was a racemic (equal parts) mixture of levoamphetamine and dextroamphetamine introduced in the United States in 1934 as an inhaler for nasal decongestion.[4] It was later realized that amphetamine could treat narcolepsy and ADHD.[4]

See also

References

  1. ^ "Amphetamine - PubChem Public Chemical Project". The PubChem Project. USA: National Center for Biotechnology Information. 8 August 2005. Descriptors Computed from Structure. Retrieved 26 September 2011. 
  2. ^ a b "Adderall XR Prescribing Information" (PDF). United States Food and Drug Administration. December 2013. Retrieved 30 December 2013. 
  3. ^ "National Drug Code Amphetamine Search Results". National Drug Code Directory. United States Food and Drug Administration. Archived from the original on 7 February 2014. Retrieved 16 December 2013. 
  4. ^ a b Heal DJ, Smith SL, Gosden J, Nutt DJ (June 2013). "Amphetamine, past and present – a pharmacological and clinical perspective". J. Psychopharmacol. 27 (6): 479–496. PMC 3666194. PMID 23539642. doi:10.1177/0269881113482532.