METHYLEPHEDRINE HYDROCHLORIDE, (+)-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C11H17NO.ClH
Molecular Weight	215.72
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of METHYLEPHEDRINE HYDROCHLORIDE, (+)-

Structure Search

SMILES

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

InChI

InChIKey=NTCYWJCEOILKNG-FOKYBFFNSA-N

InChI=1S/C11H17NO.ClH/c1-9(12(2)3)11(13)10-7-5-4-6-8-10;/h4-9,11,13H,1-3H3;1H/t9-,11-;/m1./s1

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2327112
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/9681334 http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=1310.12

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 Target	Pharmacology	Condition	Potency
Histamine receptors 2 Target ID: Histamine receptors Sources: https://www.ncbi.nlm.nih.gov/pubmed/8990487	Blocker 537

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cough 106 Sources: http://www.rad-ar.or.jp/siori/english/kekka_plain.cgi?n=1463	Palliative		Approved 8429	Sanwa Approved Use It is usually used in the treatment of cough associated with diseases such as bronchial asthma, cold, acute or chronic bronchitis, pulmonary tuberculosis, and upper airway inflammation.

PubMed

Title	Date	PubMed
[Broncholytic effect of methylephedrine in acute study].	1974 Sep	4479800
Methylephedrine concentrations in blood and urine specimens.	1998 Jul-Aug	9681334

Patents

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.

Name

Type

Language

METHYLEPHEDRINE HYDROCHLORIDE, (+)-

Common Name

English

NOREPHEDRINE, N,N-DIMETHYL, HYDROCHLORIDE

Common Name

English

BENZENEMETHANOL, .ALPHA.-((1R)-1-(DIMETHYLAMINO)ETHYL)-, HYDROCHLORIDE (1:1), (.ALPHA.S)-

Common Name

English

METHYLEPHEDRINE HYDROCHLORIDE, D-

Common Name

English

(+)-METHYLEPHEDRINE HYDROCHLORIDE

Common Name

English

BENZENEMETHANOL, .ALPHA.-((1R)-1-(DIMETHYLAMINO)ETHYL)-, HYDROCHLORIDE, (.ALPHA.S)-

Common Name

English

BENZENEMETHANOL, .ALPHA.-(1-(DIMETHYLAMINO)ETHYL)-, HYDROCHLORIDE, (S-(R*,S*))-

Common Name

English

N-METHYLEPHEDRINE D-FORM HYDROCHLORIDE [MI]

Common Name

English

Code System Code Type Description

FDA UNII

P982XVV768