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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H17NO
Molecular Weight 179.2588
Optical Activity ( + )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYLEPHEDRINE, (+)-

SMILES

C[C@H]([C@@H](O)C1=CC=CC=C1)N(C)C

InChI

InChIKey=FMCGSUUBYTWNDP-MWLCHTKSSA-N
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-/m1/s1

HIDE SMILES / InChI

Molecular Formula C11H17NO
Molecular Weight 179.2588
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Methylephedrine is one of the ephedra alkaloids that is found in varying amounts in different species of the plant genus Ephedra. Methylephedrine is a popular antitussive, bronchodilator, analgesic, antipyretic, and widely used mixed with other drugs in preparations for treatment of the common cold. N-Methylephedrine, its salts, optical isomers, and salts of optical isomers are in FDA list of Exempt chemical mixtures.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Sanwa

PubMed

Sample Use Guides

In Vivo Use Guide
Take 0.25-0.5 g (25-50 mg of the active ingredient) at a time, 3 times daily
Route of Administration: Oral
In Vitro Use Guide
l-MEP inhibited the twitch response at high concentrations (3 x 10(-5)-10(-3) M). On the other hand, d-MEP showed the potentiation of twitch response, and competitively antagonized the twitch-inhibitory effect of clonidine (10(-9)-10(-6) M) with the pA2 value of 4.3 in the presence of prazosin.
Substance Class Chemical
Record UNII
VP306Z33KI
Record Status Validated (UNII)
Record Version