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282553

(1R,2S)-(−)-Norephedrine

Name: (1<I>R</I>,2<I>S</I>)-(−)-Norephedrine
Brand: ALDRICH

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

EC Number:

207-755-7

UNSPSC Code:

12352116

PubChem Substance ID:

24857054

Beilstein/REAXYS Number:

2207678

MDL number:

MFCD00008079

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Properties

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)

Description

pictograms

GHS07

signalword

Warning

hcodes

H302,H315,H319,H335

pcodes

P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338

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

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

Regulatory Information

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Cathinone preservation in khat evidence via drying.

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

Stereoselective synthesis of norephedrine and norpseudoephedrine by using asymmetric transfer hydrogenation accompanied by dynamic kinetic resolution.

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

Problems of the use of pseudoephedrine by athletes.

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

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