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857335

Sigma-Aldrich

(1S,2R)-(+)-Ephedrine hydrochloride

99%

Synonym(s):

(1S,2R)-(+)-α-(1-Methylaminoethyl)benzyl alcohol hydrochloride, (1S,2R)-(+)-2-Methylamino-1-phenyl-1-propanol hydrochloride, D-α-(1-Methylaminoethyl)benzyl alcohol hydrochloride

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About This Item

Linear Formula:
C6H5CH[CH(NHCH3)CH3]OH · HCl
CAS Number:
Molecular Weight:
201.69
Beilstein/REAXYS Number:
6118541
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

crystals

optical activity

[α]23/D +34.3°, c = 5 in H2O

mp

218-220 °C (lit.)

SMILES string

Cl[H].CN[C@H](C)[C@@H](O)c1ccccc1

InChI

1S/C10H15NO.ClH/c1-8(11-2)10(12)9-6-4-3-5-7-9;/h3-8,10-12H,1-2H3;1H/t8-,10-;/m1./s1

InChI key

BALXUFOVQVENIU-GHXDPTCOSA-N

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General description

Ephedrines are quite significant components in asymmetric synthesis; they are commonly used as key components in the preparation of heterocyclic compounds. They are also used as reagents/ catalytic substances or ligands for the synthesis of aryl/heteroaryl derivatives and organometallic complexes.

Application

(1S,2R)-(+)-Ephedrine hydrochloride may be used in the preparation of (R)-methcathinone via permanganate method of oxidation.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Chiral identification and determination of ephedrine, pseudoephedrine, methamphetamine and metecathinone by gas chromatography and nuclear magnetic resonance.
LeBelle MJ, et al.
Forensic Science International, 71(3), 215-223 (1995)
Metal-Drug Interactions: Synthesis and Spectroscopic Characteristics, Surface Morphology, and Pharmacological Activity of Ephedrine-HCl Complexes with Mo (V), Nb (V), Ga (III), and Ge (IV)
El-Habeeb AA and Refat MS
Russ. J. Gen. Chem., 88(10), 2163-2169 (2018)
An efficient synthesis of aziridines from ephedrines
Cruz A, et al.
Tetrahedron Asymmetry, 21(8), 909-913 (2010)
Noel Kong et al.
Journal of separation science, 37(21), 3015-3023 (2014-08-22)
A sensitive hydrophilic interaction liquid chromatography coupled with tandem mass spectrometry method was developed and validated for the simultaneous detection and quantification of etilefrine and oxilofrine in equine blood plasma and urine. The method is highly sensitive and specific with

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