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282553

Sigma-Aldrich

(1R,2S)-(−)-Norephedrine

99%

Synonym(s):

(1R,2S)-2-Amino-1-phenyl-1-propanol, L-(−)-Norephedrine

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About This Item

Linear Formula:
C6H5CH(OH)CH(CH3)NH2
CAS Number:
492-41-1
Molecular Weight:
151.21
Beilstein/REAXYS Number:
2207678
EC Number:
207-755-7
MDL number:
MFCD00008079
UNSPSC Code:
12352116
PubChem Substance ID:
24857054

assay

99%

form

solid

optical activity

[α]20/D −41°, c = 7 in 1 M HCl

mp

51-53 °C (lit.)

storage temp.

2-8°C

SMILES string

C[C@H](N)[C@H](O)c1ccccc1

InChI

1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m0/s1

InChI key

DLNKOYKMWOXYQA-CBAPKCEASA-N

Gene Information

rat ... Adra1a(29412) , Adra1b(24173) , Adra1d(29413)

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hyeon-Kyu Lee et al.
The Journal of organic chemistry, 77(12), 5454-5460 (2012-05-25)
Each of the enantiomers of both norephedrine and norpseudoephedrine were stereoselectively prepared from the common, prochiral cyclic sulfamidate imine of racemic 1-hydroxy-1-phenyl-propan-2-one by employing asymmetric transfer hydrogenation (ATH) catalyzed by the well-defined chiral Rh-complexes, (S,S)- or (R,R)-Cp*RhCl(TsDPEN), and HCO(2)H/Et(3)N as
John S Chappell et al.
Forensic science international, 195(1-3), 108-120 (2009-12-29)
A primary concern with the forensic analysis of the khat plant (Catha edulis) has been the need to preserve the principle psychoactive component, cathinone, which converts to the less-active substance, cathine, after harvesting. The loss of cathinone has serious legal
A Pokrywka et al.
International journal of sports medicine, 30(8), 569-572 (2009-04-22)
Pseudoephedrine (PSE) as a sympathomimetic is an ingredient of many proprietary medicines which are available on the medical market over the counter (OTC drugs). It can be converted to cathine (CATH, norpseudoephedrine) inside the body. Until the end of 2003
Sabina Strano-Rossi et al.
Therapeutic drug monitoring, 31(4), 520-526 (2009-07-03)
This article describes a method for the detection and quantitation of cathine, pseudoephedrine, ephedrine, and methylephedrine in urine, using their deuterated analogues as internal standards and derivatization to form the corresponding trimethylsilyl derivatives after a simple liquid-liquid extraction. The study
Raz Krizevski et al.
Journal of ethnopharmacology, 114(3), 432-438 (2007-10-12)
Khat (Catha edulis Forsk., Celastraceae) is a perennial shrub that was introduced to Israel by Yemenite immigrants. Khat young leaves are chewed as a stimulant. The main stimulating active principles in this plant are the phenylpropylamino alkaloids (-)-cathinone [(S)-alpha-aminopropiophenone], (+)-cathine
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Chromatograms

application for HPLC

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