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

Structure Search

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

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.jp-orangebook.gr.jp/cgi-bin/search/search_e.cgi?action=detail_frame&effect=222&find=dl%20-Methylephedrine%20Hydrochloride,Chlorpheniramine%20Maleate,Dihydrocodeine%20Phosphatehttps://www.ncbi.nlm.nih.gov/pubmed/8951157

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 Target ID: CHEMBL213 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8951157	Agonist 2678
Beta-1 adrenergic receptor 158 Target ID: CHEMBL213 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8951157	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Antitussives 4 Sources: http://www.jp-orangebook.gr.jp/cgi-bin/search/search_e.cgi?action=detail_frame&effect=222&find=dl%20-Methylephedrine%20Hydrochloride,Chlorpheniramine%20Maleate,Dihydrocodeine%20Phosphate	Primary		Approved 8429	Unknown Approved Use Unknown
Unknown 2578

PubMed

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

Patents

Sample Use Guides

In Vivo Use Guide

Powder (1g); tablets (1 tab); Ssolutions (1 mL)

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:05:21 GMT 2023` Edited by `admin` on `Fri Dec 15 16:05:21 GMT 2023`
Record UNII	60VH42A1KJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METHYLEPHEDRINE

Common Name

English

(1R,2S)-2-DIMETHYLAMINO-1-PHENYL-1-PROPANOL

Systematic Name

English

NSC-760389

Code

English

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

Common Name

English

Methylephedrine [WHO-DD]

Common Name

English

N-METHYLEPHEDRINE

Common Name

English

N-METHYLEPHEDRINE [MI]

Common Name

English

Classification Tree Code System Code

DEA NO.

8115