235210
(1R,2S)-(−)-N-Methylephedrine
99%
Synonym(s):
(−)-(1R,2S)-2-Dimethylamino-1-phenylpropanol, (−)-N-Methylephedrine, [R-(R*,S*)]-α-[1-(Dimethylamino)ethyl]benzenemethanol
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About This Item
Linear Formula:
C6H5CH(OH)CH(CH3)N(CH3)2
CAS Number:
Molecular Weight:
179.26
Beilstein:
3031197
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
99%
form
solid
optical activity
[α]21/D −29.2°, c = 5 in methanol
mp
86-88 °C (lit.)
functional group
amine
hydroxyl
phenyl
storage temp.
2-8°C
SMILES string
C[C@@H]([C@H](O)c1ccccc1)N(C)C
InChI
1S/C11H17NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9,11,13H,1-3H3/t9-,11-/m0/s1
InChI key
FMCGSUUBYTWNDP-ONGXEEELSA-N
Application
Resolving agent. Precursor to chiral supporting electrolytes, phase-transfer catalysts, and reducing agents.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Angewandte Chemie (International Edition in English), 23, 165-165 (1984)
Chemistry Letters (Jpn), 981-981 (1980)
H J Lee et al.
Journal of obstetrics and gynaecology : the journal of the Institute of Obstetrics and Gynaecology, 30(6), 563-566 (2010-08-13)
No information is currently available on the safety of methylephedrine, a component of various cold medications available in South Korea. With previous approval by an Institutional Review Board, 349 women inadvertently exposed to methylephedrine during the 1st trimester of pregnancy
Guoyi Ma et al.
The Journal of pharmacology and experimental therapeutics, 322(1), 214-221 (2007-04-05)
Ephedra species of plants have both beneficial and adverse effects primarily associated with the presence of ephedrine alkaloids. Few reports have appeared that examine the direct actions of ephedrine alkaloids on human subtypes of adrenergic receptors (ARs). In the present
María José Ojeda-Montes et al.
Future medicinal chemistry, 9(18), 2129-2146 (2017-11-28)
Extracts from Ephedra species have been reported to be effective as antidiabetics. A previous in silico study predicted that ephedrine and five ephedrine derivatives could contribute to the described antidiabetic effect of Ephedra extracts by inhibiting dipeptidyl peptidase IV (DPP-IV).
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