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Key Documents

M1641

Sigma-Aldrich

Methoxyphenamine hydrochloride

≥99%

Synonym(s):

2-Methoxy-N,α-dimethylbenzeneethanamine hydrochloride, NSC 65644

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About This Item

Empirical Formula (Hill Notation):
C11H17NO · HCl
CAS Number:
Molecular Weight:
215.72
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99%

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

SMILES string

Cl.CNC(C)Cc1ccccc1OC

InChI

1S/C11H17NO.ClH/c1-9(12-2)8-10-6-4-5-7-11(10)13-3;/h4-7,9,12H,8H2,1-3H3;1H

InChI key

FGSJNNQVSUVTPW-UHFFFAOYSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mario Thevis et al.
European journal of mass spectrometry (Chichester, England), 14(3), 145-152 (2008-08-19)
Methoxyphenamine (o-methoxy-N,alpha-dimethylphenethylamine, Orthoxine) used in earlier times as a bronchodilator is prohibited in sports according to the regulations of the World Anti-Doping Agency (WADA). The drug and several of its metabolites are commonly analysed in doping control screening assays using
R T Coutts et al.
Drug metabolism and disposition: the biological fate of chemicals, 22(5), 756-760 (1994-09-01)
Metabolism of methoxyphenamine (MP) was conducted in vitro using commercially available microsomes prepared from human AHH-1 TK+/-cells in which CYP2D6 had been expressed. This study has confirmed the involvement of CYP2D6 in the metabolism of MP to O-desmethylmethoxyphenamine (ODMP) and
G Muralidharan et al.
Xenobiotica; the fate of foreign compounds in biological systems, 19(2), 189-197 (1989-02-01)
1. Lewis and Dark Agouti (DA) rat strains (n = 4), models of human extensive and poor metabolizer phenotypes of debrisoquine/sparteine, respectively, were dosed with methoxyphenamine with and without prior administration of quinidine. Methoxyphenamine and its three metabolites, namely N-desmethylmethoxyphenamine
A Guttman
Electrophoresis, 16(10), 1900-1905 (1995-10-01)
A systematic approach is described for methods development of chiral separations of weak acidic and basic compounds by capillary electrophoresis, using several natural and derivatized neutral cyclodextrins as chiral selectors. Following the methods development scheme suggested here, the appropriate pH
S D Roy
Xenobiotica; the fate of foreign compounds in biological systems, 20(1), 55-70 (1990-01-01)
1. Methoxyphenamine (MP) was metabolized in vitro by rat liver preparations to O-desmethylmethoxyphenamine (O-desmethyl-MP), N-desmethylmethoxyphenamine (N-desmethyl-MP) and 5-hydroxymethoxyphenamine (5-hydroxy-MP). These metabolic pathways were inhibited by SKF 525-A and carbon monoxide, which indicates that these reactions were mediated at least partly

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