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Merck
CN

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

Key Documents

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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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBD8273V
STBC4716V
MKBD8273
STBB4870
01804AH

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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
Hesham Abdul Aziz et al.
The journal of sexual medicine, 6(3), 682-695 (2009-01-16)
Khat (Catha edulis) is an evergreen tree/shrub that is thought to affect sexual motivation or libido. Its positive effect on sexual desire is more frequently observed in females than in males and occurs when khat is chewed. Thus, khat's effects
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
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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Chromatograms

application for HPLC

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