N-Methylephedrine

N-Methylephedrine
Names
	IUPAC name (1R,2S)-2-(Dimethylamino)-1-phenyl-1-propanol
	Other names N-Methyl-L-ephedrine
Identifiers
CAS Number	552-79-4 ; 18760-80-0 (HCl) ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1589978;
ChemSpider	58315;
ECHA InfoCard	100.008.203
KEGG	D08206 ; D02109 ;
PubChem CID	64782;
UNII	60VH42A1KJ ; 99214P83XM (HCl) ;
CompTox Dashboard (EPA)	DTXSID7045992 ;
	InChI 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;
	SMILES 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); 192 °C (HCl)
Solubility in water	Readily soluble
	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 derivative of ephedrine. It has been isolated from Ephedra distachya.

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. Pharmacologically, N-methylephedrine is a non-selective adrenergic receptor agonist.

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

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