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Merck
CN

290041

(1S,2S)-(+)-N-Methylpseudoephedrine

99%

Synonym(s):

(+)-N-Methylpseudoephedrine, (1S,2S)-2-Dimethylamino-1-phenylpropanol

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About This Item

Linear Formula:
C6H5CH[CH(CH3)N(CH3)2]OH
CAS Number:
Molecular Weight:
179.26
UNSPSC Code:
12352116
PubChem Substance ID:
MDL number:
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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

SMILES string

C[C@@H]([C@@H](O)c1ccccc1)N(C)C

InChI key

FMCGSUUBYTWNDP-GXSJLCMTSA-N

assay

99%

optical activity

[α]21/D +48°, c = 5 in methanol

bp

145 °C/24 mmHg (lit.)

mp

29-31 °C (lit.)

storage temp.

2-8°C

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - 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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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
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
Mario Thevis et al.
European journal of mass spectrometry (Chichester, England), 15(4), 507-515 (2009-08-08)
The sympathomimetic agent metamfepramone (2-dimethylamino-1-phenylpropan-1-one, dimethylpropion) is widely used for the treatment of the common cold or hypotonic conditions. Due to its stimulating properties and its rapid metabolism resulting in major degradation products such as methylpseudoephedrine and methcathinone, it has
Satoshi Murao et al.
Internal medicine (Tokyo, Japan), 47(11), 1013-1015 (2008-06-04)
We report a 35-year-old man who was referred to our hospital with generalized convulsion and mixed acidosis presumably caused by abuse of SS-BRON tablets, an over-the-counter (OTC) antitussive medication sold in Japan. These tablets contain dihydrocodeine phosphate, methylephedrine, chlorpheniramine, and
Jingguo Hou et al.
Electrophoresis, 28(9), 1352-1363 (2007-05-01)
In this work, simultaneous separation of eight stereoisomers of ephedrine and related compounds ((+/-)-ephedrine, (+/-)-pseudoephedrine, (+/-)-norephedrine and (+/-)-N-methylephedrine) was accomplished using a polymeric chiral surfactant, i.e. polysodium N-undecenoxycarbonyl-L-leucinate (poly-L-SUCL) by chiral (C)MEKC-ESI-MS. The conditions of CMEKC were first investigated. The

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