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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:
Molecular Weight:
151.21
Beilstein:
2207678
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
Pricing and availability is not currently available.

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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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
E Oyungu et al.
East African medical journal, 84(5), 219-225 (2007-09-26)
Khat is a plant whose young shoots and leaves are habitually used in Eastern Africa and the Arabian Peninsula as a drug of recreation. Although it is used without any control in these regions, it contains two controlled substances, cathinone
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
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
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

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