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1 See also  





2 References  














N-Methylephedrine






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From Wikipedia, the free encyclopedia
 


N-Methylephedrine
Names
IUPAC name

(1R,2S)-2-(Dimethylamino)-1-phenyl-1-propanol

Other names

N-Methyl-L-ephedrine

Identifiers

CAS Number

  • 18760-80-0 (HCl) checkY
  • 3D model (JSmol)

    ChEMBL
    ChemSpider
    ECHA InfoCard 100.008.203 Edit this at Wikidata
    KEGG
  • D02109 checkY
  • PubChem CID

    UNII
  • 99214P83XM (HCl) checkY
  • CompTox Dashboard (EPA)

    • 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-ONGXEEELSA-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-ONGXEEELBH

    • O[C@H](c1ccccc1)[C@@H](N(C)C)C

    Properties

    Chemical formula

    C11H17NO
    Molar mass 179.263 g·mol−1
    Melting point 87 to 87.5 °C (188.6 to 189.5 °F; 360.1 to 360.6 K)[1]
    192 °C (HCl)[1]

    Solubility in water

    Readily soluble[1]

    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    Infobox references

    N-Methylephedrine is a derivativeofephedrine. It has been isolated from Ephedra distachya.[2]

    In organic chemistry, N-methylephedrine is used as a resolving agent and as a precursor to chiral supporting electrolytes, phase-transfer catalysts, and reducing agents.[3] Pharmacologically, N-methylephedrine is a non-selective adrenergic receptor agonist.[4]

    Just like ephedrine, it may have abuse potential [citation needed]. N-methylephedrine is one of the four constituents of BRON, a Japanese OTC cough medicine with reports of abuse.[5] Addiction liability of BRON was attributed primarily to the Codeine component.

    See also[edit]

    References[edit]

    1. ^ a b c Merck Index, 11th Edition, 5987
  • ^ Smith (1927). "CCLXX. l-Methylephedrine, an alkaloid from Ephedra species". J. Chem. Soc.: 2056–2059. doi:10.1039/jr9270002056.
  • ^ (1R,2S)-(−)-N-MethylephedrineatSigma-Aldrich
  • ^ "KEGG DRUG: dl-Methylephedrine hydrochloride". www.genome.jp. Retrieved 2023-01-12.
  • ^ Jun, Ishigooka; Yoshiko, Yoshida; Mitsukuni, Murasaki (1991-01-01). "Abuse of "BRON": A Japanese OTC cough suppressant solution containing methylephedrine, codeine, caffeine and chlorpheniramine". Progress in Neuro-Psychopharmacology and Biological Psychiatry. 15 (4): 513–521. doi:10.1016/0278-5846(91)90026-W. ISSN 0278-5846. PMID 1749828. S2CID 53187238.

  • t
  • e

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=N-Methylephedrine&oldid=1177139317"

    Categories: 
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