N-Methyltyramine

HCID 9727

Substructure search Find similar structures

Basic information

CAS: 370-98-9
Standard SMILES: CNCCc1ccc(O)cc1
InChIKey: AXVZFRBSCNEKPQ-UHFFFAOYSA-N
Molecular formula: C9H13NO
Average molar mass: 151.21 g/mol
Monoisotopic mass: 151.09971404

Overview

N-methyltyramine is a member of tyramines. It has a role as a mouse metabolite. It is a conjugate base of a N-methyltyraminium.

Names & identifiers

Preferred name: N-Methyltyramine
IUPAC: 4-[2-(methylamino)ethyl]phenol
English name: 4-(2-Methylamino-ethyl)-phenol
Molecular formula: C9H13NO
Molecular weight: 151.21

Names & synonyms

N-Methyltyramine370-98-94-[2-(Methylamino)ethyl]phenol4-(2-(Methylamino)ethyl)phenolMethyl-4-tyramine4-Hydroxy-N-methylphenethylaminep-(2-Methylaminoethyl)phenolWIN 5582Phenol, 4-[2-(methylamino)ethyl]-Phenol, 4-(2-(methylamino)ethyl)-G3S4E2F7TANSC-113958

Show more names

n-methyl-tyraminMETHYLTYRAMINE, N-N-Methyl-4-tyramineAdrenaline Impurity 119p-(2-methylaminoethyl)-phenohigh qualtiy N-MethyltyramineN-Methyltyramine hydrochloride

CHEBI:17458DTXSID60190496N-methyltyrosamineRefChem:163914DTXCID70112987206-731-3N-Methyl-p-tyramine4-(2-METHYLAMINO-ETHYL)-PHENOL

Database identifiers

CAS: 370-98-9
PubChem CID: 9727
DTXSID: DTXSID60190496
ChEMBL: CHEMBL5169925
ChEBI: CHEBI:17458
UNII: G3S4E2F7TA
EC Number: 206-731-3
Nikkaji: J50.151D

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 32.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 11
Formal charge: 0
Complexity: 97.7

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Amino Acids and Derivatives

DrugsDEA NFLIS-Drug Category -> Phenethylamines

LogP1.455

Physical DescriptionSolid

Physicochemical properties

Melting point: 130 · 130~131℃
Boiling point: 270.9 · 270.9±15.0 °C(Predicted)
Density: 1.035 · 1.035±0.06 g/cm3(Predicted)
storage temp.: Refrigerator
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 9.86 · 9.86±0.15(Predicted)
form: Solid
color: Pale Beige to Light Beige
InChI: InChI=1S/C9H13NO/c1-10-7-6-8-2-4-9(11)5-3-8/h2-5,10-11H,6-7H2,1H3
InChIKey: AXVZFRBSCNEKPQ-UHFFFAOYSA-N
SMILES: C1(O)=CC=C(CCNC)C=C1
FDA UNII: 3 S4E2F7TA · G3S4E2F7TA
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319-H335-H302+H312+H332-H315
Precautionary statements: 280 · P280-P301+P312-P362+P364
HS Code: 2922290090 · 2922290090

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P330, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Safety data

hs_code: 2922290090
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H319-H335-H302+H312+H332-H315
Precautionary statements: P280-P301+P312-P362+P364

Chemistry & industry

Uses & manufacturing

UsesFound in barley malt. [ChemIDplus]

Applications · 1 item

UsesN-Methyltyramine is a protoalkaloid that can be isolated from various plant species. N-Methyltyramine is an α2-adrenoreceptor antagonist. N-Methyltyramine enhances appetite and digestion of foods by stimulating gastrin and pancreatic secretions. N-Methyltyramine can relax mouse small intestinal smooth muscle and inhibits small intestinal propulsion[1][2].