L-Norpseudoephedrine
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| Systematic (IUPAC) name | |
|---|---|
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(1R,2R)-2-amino-1-phenyl-1-propanol | |
| Identifiers | |
| CAS Number | 53643-20-2 |
| ATC code | None |
| PubChem | CID 162265 |
| ChemSpider | 142493 |
| UNII |
QQ0FVC4PXS  |
| Chemical data | |
| Formula | C9H13NO |
| Molar mass | 151.206 g/mol |
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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.
See also
References
- ↑ F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 121. ISBN 978-0-412-46630-4. Retrieved 18 May 2012.
- ↑ Rothman RB, Vu N, Partilla JS, et al. (October 2003). "In vitro characterization of ephedrine-related stereoisomers at biogenic amine transporters and the receptorome reveals selective actions as norepinephrine transporter substrates". The Journal of Pharmacology and Experimental Therapeutics 307 (1): 138–45. doi:10.1124/jpet.103.053975. PMID 12954796.
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