N-Methylpseudoephedrine

N-Methylpseudoephedrine
Names
Preferred IUPAC name
(1S,2S)-2-(Dimethylamino)-1-phenylpropan-1-ol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.154.419 Edit this at Wikidata
UNII
  • InChI=1S/C11H17NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9,11,13H,1-3H3/t9-,11+/m0/s1
    Key: FMCGSUUBYTWNDP-GXSJLCMTSA-N
  • InChI=1/C11H17NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9,11,13H,1-3H3/t9-,11+/m0/s1
    Key: FMCGSUUBYTWNDP-GXSJLCMTBS
  • O[C@@H](c1ccccc1)[C@@H](N(C)C)C
Properties
C11H17NO
Molar mass 179.263 g·mol−1
Melting point 29 to 31 °C (84 to 88 °F; 302 to 304 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N-Methylpseudoephedrine is a stimulant. It is a derivative of pseudoephedrine and an isomer of N-methylephedrine. It is present in ephedra.[2]

In organic chemistry, it is used in asymmetric synthesis.[1]

  1. ^ a b (1S,2S)-(+)-N-Methylpseudoephedrine at Sigma-Aldrich
  2. ^ Roger Bartlet (2006). Encyclopedia of International Sports Studies: A-E. Taylor & Francis. p. 425.