METHYLEPHEDRINE

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

SMILES

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

InChI

InChIKey=FMCGSUUBYTWNDP-ONGXEEELSA-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-/m0/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

L-methylephedrine is an isomer of DL form, which possesses beta 1-adrenoceptor agonist activity, while d-isomer is suggested to have only low or no affinity for beta 1-adrenoceptors.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-1 adrenergic receptor 158	Agonist 2,678
Beta-1 adrenergic receptor 158	Agonist 2,678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Antitussives 4	Primary		Approved 8,429	Unknown
Unknown 2,578

PubMed

Show entries

Title	Date	PubMed
[Determination of dl-methylephedrine hydrochloride and noscapine in mixed pharmaceutical preparations by high performance liquid chromatography-autoanalyser system separation].	1983	6675749
Chronotropic effects of optical isomers of ephedrine and methylephedrine in the isolated rat right atria and in vitro assessment of direct and indirect actions on beta 1-adrenoceptors.	1996 Nov	8951157
Methcathinone: a new postindustrial drug.	2005 Oct 4	15919169