282553
(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
EC Number:
207-755-7
UNSPSC Code:
12352116
PubChem Substance ID:
Beilstein/REAXYS Number:
2207678
MDL number:
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)
signalword
Warning
hcodes
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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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
Susan A Adeoya-Osiguwa et al.
Human reproduction (Oxford, England), 20(1), 198-207 (2004-10-30)
Cathinone, released when Catha edulis leaves (khat) are chewed, has euphoric, stimulatory properties. It is metabolized to the phenylpropanolamines (PPAs) cathine and norephedrine. This study investigated whether PPAs affect mammalian sperm function, using primarily mouse, but also human, spermatozoa. Uncapacitated
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