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L-Norpseudoephedrine

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L-Norpseudoephedrine
Systematic (IUPAC) name
(1R,2R)-2-amino-1-phenyl-1-propanol
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 53643-20-2
ATC code None
PubChem CID 162265
ChemSpider 142493
Chemical data
Formula C9H13NO
Mol. mass 151.206 g/mol

L-Norpseudoephedrine, or (-)-norpseudoephedrine, also referable to as (-)-threo-β-hydroxyamphetamine, is a psychostimulant drug of the amphetamine family. It is one of the four optical isomers of phenylpropanolamine, the other three being cathine ((+)-norpseudoephedrine), (-)-norephedrine, and (+)-norephedrine; as well as one of the two enantiomers of norpseudoephedrine (the other, of course, being cathine).[1] Similarly to cathine, L-norpseudoephedrine acts as a releasing agent of norepinephrine (EC50 = 30 nM) and to a lesser extent of dopamine (EC50 = 294 nM).[2] Due to the 10-fold difference in its potency for inducing the release of the two neurotransmitters however, L-norpseudoephedrine could be called a modestly selective or preferential norepinephrine releasing agent, similarly to related compounds like ephedrine and pseudoephedrine.

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