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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:
24221-86-1
Molecular Weight:
201.69
Beilstein:
6118541
EC Number:
246-090-7
MDL number:
MFCD00064551
UNSPSC Code:
12352116
PubChem Substance ID:
24888441
NACRES:
NA.22

Quality Level

200

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
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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An efficient synthesis of aziridines from ephedrines
Cruz A, et al.
Tetrahedron Asymmetry, 21(8), 909-913 (2010)
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)
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)
Efficient synthesis of cis-thiazolidinethiones derived from ephedrines
Cruz A, et al.
Tetrahedron Asymmetry, 22(4), 394-398 (2011)
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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