Levoamphetamine

Levoamphetamine
Stereo, Kekulé, skeletal formula of levoamphetamine
Names
Preferred IUPAC name
(2R)-1-Phenylpropan-2-amine[2]
Other names
l-Amphetamine, Levamfetamine[1]
Identifiers
3D model (JSmol)
2432739
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.320 Edit this at Wikidata
EC Number
  • 205-850-8
1125855
UNII
  • InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m1/s1 checkY
    Key: KWTSXDURSIMDCE-MRVPVSSYSA-N checkY
  • C[C@@H](N)Cc1ccccc1
  • C[C@@H](N)CC1=CC=CC=C1
Properties
C9H13N
Molar mass 135.2062 g mol−1
log P 1.789
Pharmacology
Oral (as part of Adderall, Evekeo, and generic amphetamine sulfate[3][4])
Legal status
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Levoamphetamine[note 1] is a central nervous system (CNS) stimulant known to increase wakefulness and concentration in association with decreased appetite and fatigue. Pharmaceuticals that contain levoamphetamine are currently indicated and prescribed for the treatment of attention deficit hyperactivity disorder (ADHD), obesity, and narcolepsy in some countries.

Levoamphetamine is the levorotatory stereoisomer of the amphetamine molecule. While pharmaceutical formulations containing enantiopure levoamphetamine are no longer manufactured, levomethamphetamine (levmetamfetamine) is still marketed and sold over-the-counter as a nasal decongestant.

  1. ^ CID 32893 from PubChem
  2. ^ a b "L-Amphetamine". PubChem Compound. United States National Library of Medicine – National Center for Biotechnology Information. 30 December 2017. Retrieved 2 January 2018.
  3. ^ Cite error: The named reference Amph Uses was invoked but never defined (see the help page).
  4. ^ Cite error: The named reference Evekeo FDA label was invoked but never defined (see the help page).
  5. ^ "R(-)amphetamine". IUPHAR/BPS Guide to Pharmacology. International Union of Basic and Clinical Pharmacology. Retrieved 2 January 2018.


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