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689661

Sigma-Aldrich

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

≥98.0% (NT)

Synonym(s):

(+)-Cathine, (+)-Pseudonorephedrine, (1S,2S)-2-Amino-1-phenyl-1-propanol, D-(+)-Norpseudoephedrine

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About This Item

CAS Number:
492-39-7
EC Number:
207-754-1
MDL number:
MFCD01711268
UNSPSC Code:
12352116
PubChem Substance ID:
329761281

assay

≥98.0% (NT)

form

crystals

optical activity

[α]/D +34.0±2.0°, c = 3.5 in ethanol

drug control

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

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-IONNQARKSA-N

Application

(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.[1]
  • To prepare its catalyst derivatives, which are applicable in the alkylation of benzaldehydes using diethylzinc.[2]

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBK7045V
BCBF9322V
1351588

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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)
K Deventer et al.
Drug testing and analysis, 1(5), 209-213 (2010-04-01)
Until the end of 2003 a urinary concentration of pseudoephedrine exceeding 25 microg/mL was regarded as a doping violation by the World Anti-Doping Agency. Since its removal from the prohibited list in 2004 the number of urine samples in which
Veniero Gambaro et al.
Forensic science international, 217(1-3), 87-92 (2011-10-26)
In the last years, all the vegetable material supposed to belong to the Catha Edulis species, seized at the Malpensa and Orio al Serio airports, were analyzed in our laboratory on behalf of the Tribunals of Busto Arsizio and Bergamo
Richard Hoffman et al.
Journal of ethnopharmacology, 132(3), 554-563 (2010-06-18)
Although there is a rich body of research available regarding the effect of acute and chronic khat dosing in animal models, research on the behavioral and cognitive effects of khat in human subjects is not extensive and several of the
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