N-METHYLTYRAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H13NO
Molecular Weight	151.2056
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNCCC1=CC=C(O)C=C1

InChI

InChIKey=AXVZFRBSCNEKPQ-UHFFFAOYSA-N

InChI=1S/C9H13NO/c1-10-7-6-8-2-4-9(11)5-3-8/h2-5,10-11H,6-7H2,1H3

HIDE SMILES / InChI

Molecular Formula	C9H13NO
Molecular Weight	151.2056
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Stimulatory effect of N-methyltyramine, a congener of beer, on pancreatic secretion in conscious rats.	2010-02	19298333
Examination of a pre-exercise, high energy supplement on exercise performance.	2009-01-06	19126213
Certification of standard reference materials containing bitter orange.	2008-07	18425642
Mass spectrometric determination of the predominant adrenergic protoalkaloids in bitter orange (Citrus aurantium).	2007-11-28	17966980
Fast high-performance liquid chromatography analysis of phenethylamine alkaloids in Citrus natural products on a pentafluorophenylpropyl stationary phase.	2007-09-21	17675045
Determination of bitter orange alkaloids in dietary supplement Standard Reference Materials by liquid chromatography with atmospheric-pressure ionization mass spectrometry.	2007-09	17579842
Chromatographic and electrophoretic methods for the analysis of phenethylamine [corrected] alkaloids in Citrus aurantium.	2007-08-17	17582424
Determination of Bitter Orange alkaloids in dietary supplements standard reference materials by liquid chromatography with ultraviolet absorbance and fluorescence detection.	2007-07-13	17524413
Efficient and sensitive method for quantitative analysis of alkaloids in hardinggrass (Phalaris aquatica L.).	2006-12-13	17147408
Evidence that N-methyltyramine does not cause Phalaris aquatica-related sudden death in ruminants.	2006-12	17156323
Alkaloids of Haloxylon salicornicum (Moq.) Bunge ex Boiss. (Chenopodiaceae).	2005-12	16398274
[Determination of synephrine and N-methyltyramine in Pericarpium Citri Reticulatae viride by HPLC].	2004-06	15706918

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:22:01 GMT 2025` Edited by `admin` on `Mon Mar 31 19:22:01 GMT 2025`
Record UNII	G3S4E2F7TA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-113958

Preferred Name

English

N-METHYLTYRAMINE

Systematic Name

English

4-HYDROXY-N-METHYLPHENETHYLAMINE

Systematic Name

English

N-METHYL-N-(2-(4-HYDROXYPHENYL)ETHYL)AMINE

Systematic Name

English

N-METHYL-P-TYRAMINE

Common Name

English

PHENOL, 4-(2-(METHYLAMINO)ETHYL)-

Systematic Name

English

PHENOL, P-(2-(METHYLAMINO)ETHYL)-

Common Name

English

4-(2-METHYLAMINOETHYL)PHENOL

Systematic Name

English

METHYL-4-TYRAMINE

Common Name

English

Classification Tree Code System Code

DSLD

1786 (Number of products:143)