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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:
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

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Susan A Adeoya-Osiguwa et al.
Human reproduction (Oxford, England), 20(1), 198-207 (2004-10-30)
Cathinone, released when Catha edulis leaves (khat) are chewed, has euphoric, stimulatory properties. It is metabolized to the phenylpropanolamines (PPAs) cathine and norephedrine. This study investigated whether PPAs affect mammalian sperm function, using primarily mouse, but also human, spermatozoa. Uncapacitated
Saba Kassim et al.
Journal of ethnopharmacology, 140(1), 193-196 (2012-01-17)
Khat chewing amongst the UK communities originating from Yemen and the East African coast is suggested to create dependency through its main stimulant components (cathinone, norephedrine and norpseudoephedrine) on the central nervous system. To validate self-reported khat chewing behaviours by
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Chromatograms

application for HPLC

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