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Merck

689661

Sigma-Aldrich

(1S,2S)-(+)-Norpseudoephedrin

≥98.0% (NT)

Synonym(e):

(+)-Cathin, (+)-Pseudonorephedrin, (1S,2S)-2-Amino-1-phenyl-1-propanol, D-(+)-Norpseudoephedrin

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About This Item

CAS-Nummer:
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352116
PubChem Substanz-ID:

Assay

≥98.0% (NT)

Form

crystals

Optische Aktivität

[α]/D +34.0±2.0°, c = 3.5 in ethanol

Arzneimittelkontrolle

USDEA Schedule IV; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIB (Portugal)

Lagertemp.

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

InChIKey

DLNKOYKMWOXYQA-IONNQARKSA-N

Anwendung

(1S,2S)-(+)-Norpseudoephedrine can be used:
  • As a starting material for the synthesis of benzamide based ligands applicable in the Tsuji−Trost allylic alkylation reactions.
  • To prepare its catalyst derivatives, which are applicable in the alkylation of benzaldehydes using diethylzinc.

Piktogramme

Skull and crossbones

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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β-Hydroxy and β-(o-diphosphino) benzoyloxy (o-diphosphino) benzamides as ligands for asymmetric allylic alkylation
Mahadik GS, et al.
Tetrahedron Asymmetry, 20(10), 1132-1137 (2009)
β-Amino alcohols derived from (1R,2S)-norephedrine and (1S, 2S)-pseudonorephedrine as catalysts in the asymmetric addition of diethylzinc to aldehydes
Parrott II, et al.
Tetrahedron Asymmetry, 19(1), 19-26 (2008)
Kuei Hui Chan et al.
Journal of analytical toxicology, 33(3), 162-166 (2009-04-18)
Sho-seiryu-to is one of the most common Traditional Chinese Medicine preparations for the attenuation of colds. Ephedrae Herba is one of the prescriptions of Sho-seiryu-to. The major ingredients of Ephedrae Herba, ephedrines, are banned substances on the World Anti-Doping Agency
Carlos Castillo-Henkel et al.
Proceedings of the Western Pharmacology Society, 53, 33-36 (2010-01-01)
Here we contrast the vascular smooth muscle contractility produced by D-nor-pseudoephedrine, alone or combined with triiodothyronine, on the aorta and coronary vasculature of the rat. At high concentrations (greater than those found in normal therapeutic dosing) D-nor-pseudoephedrine contracted the aorta.
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

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