3-Methoxytyramine (HCID 1669)

Overview

3-methoxytyramine is a monomethoxybenzene that is dopamine in which the hydroxy group at position 3 is replaced by a methoxy group. It is a metabolite of the neurotransmitter dopamine and considered a potential biomarker of pheochromocytomas and paragangliomas. It has a role as a biomarker, a human urinary metabolite and a human blood serum metabolite. It is a monomethoxybenzene, a member of phenols, a phenylethylamine and a primary amino compound. It is functionally related to a dopamine. It is a conjugate base of a 3-methoxytyraminium.

Names & identifiers

Preferred name: 3-Methoxytyramine
IUPAC: 4-(2-aminoethyl)-2-methoxyphenol
English name: 4-(2-Amino-ethyl)-2-methoxy-phenol
Molecular formula: C9H13NO2
Molecular weight: 167.21

Names & synonyms

4-(2-Aminoethyl)-2-methoxyphenol554-52-93-Methoxytyramine4-(2-Amino-ethyl)-2-methoxy-phenol3-O-methyldopamineMethoxytyramine3-Methoxy-4-hydroxyphenethylaminePhenol, 4-(2-aminoethyl)-2-methoxy-JCH2767EDPHOMOVANILLINAMINEHOMOVANILLYLAMINEDTXSID40862189

Show more names

3-MethyldopamineHomovanily amine3-MethoxydopamineDopamine impurity BDopamine EP Impurity B4-(2-Aminoeth-yl)guaiacol4-Hydroxy-3-methoxytyramine

4-hydroxy-3-methoxyphenylethylamine3-METHOXY-P-TYRAMINECHEBI:15822-(4-hydroxy-3-methoxyphenyl)ethylamine2-METHOXY-4-(2-AMINOETHYL)PHENOL4-HYDROXY-3-METHOXY-2-PHENETHYLAMINERefChem:503313DTXCID60200701

Database identifiers

CAS: 554-52-9
PubChem CID: 1669
DTXSID: DTXSID40862189
ChEMBL: CHEMBL1160785
ChEBI: CHEBI:1582
UNII: JCH2767EDP
EC Number: 611-267-3
Nikkaji: J31.076J

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 55.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 12
Formal charge: 0
Complexity: 130

Experimental & physicochemical properties

LogP-0.08

Physical DescriptionSolid

Collision Cross Section · 2 items

146.7 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

146.9 Å² [M+H]+

Physicochemical properties

Melting point: 89 °C · 89 °C
Boiling point: 304.5 · 304.5±27.0 °C(Predicted)
Density: 1.126 · 1.126±0.06 g/cm3(Predicted)
storage temp.: Refrigerator, under inert atmosphere
solubility: Acetonitrile (Slightly, Heated), Methanol (Slightly, Heated), Water (Slightly)
form: Solid
pka: 9.57 · 9.57±0.31(Predicted)
color: Pale Brown to Light Brown
Stability: Hygroscopic
InChI: InChI=1S/C9H13NO2/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,11H,4-5,10H2,1H3
InChIKey: DIVQKHQLANKJQO-UHFFFAOYSA-N
SMILES: C1(O)=CC=C(CCN)C=C1OC
FDA UNII: 2767 EDP · JCH2767EDP
NIST Chemistry Reference: 3 · 3-Methoxy-4-hydroxyphenylethyl amine(554-52-9)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
HS Code: 29225090 · 29225090

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 3.3% (1 of 30) of reports.

Warning

H319 (96.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 30 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationStatus: Active Update: 03-05-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19202

Hazard Classes and CategoriesEye Irrit. 2 (96.7%)

Safety data

hs_code: 29225090
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Pharmacology

Tissue LocationsBrain

Cellular LocationsCytoplasm

Metabolite PathwaysAlkaptonuria

Applications

Uses4-(2-Aminoethyl)-2-methoxyphenol is a respective metabolite to dopamine and is being biologically study in Parkinson’s disease, and Wilms’ tumors.

Upstream & downstream products

Upstream raw materials

Suppliers50 total

绍兴赜军生物医药科技有限公司0575-82126188 15395856318

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]

湖北宥澄新材料科技有限公司17764017698 13163370568 · [email protected]

Additional notes · 1 item

DefinitionChEBI: 3-methoxytyramine is a monomethoxybenzene that is dopamine in which the hydroxy group at position 3 is replaced by a methoxy group. It is a metabolite of the neurotransmitter dopamine and considered a potential biomarker of pheochromocytomas and paragangliomas. It has a role as a human blood serum metabolite, a human urinary metabolite and a biomarker. It is a member of phenols, a primary amino compound, a monomethoxybenzene and a phenylethylamine. It is functionally related to a dopamine. It is a conjugate base of a 3-methoxytyraminium.