N-Methylephedrine

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

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
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)[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

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]

See also

• N-Methylpseudoephedrine

References

1. Merck Index, 11th Edition, 5987
2. Smith (1927). "CCLXX. l-Methylephedrine, an alkaloid from Ephedra species". J. Chem. Soc.: 2056–2059. doi:10.1039/jr9270002056.
3. (1R,2S)-(−)-N-Methylephedrine at Sigma-Aldrich