ContaminantDB: Mexiletine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:20:05 UTC

Update Date

2016-11-09 01:17:25 UTC

Accession Number

CHEM022103

Identification

Common Name

Mexiletine

Class

Small Molecule

Description

An aromatic ether which is 2,6-dimethylphenyl ether of 2-aminopropan-1-ol.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-1-(2,6-Dimethylphenoxy)propan-2-amine	ChEBI
(2Rs)-1-(2,6-Dimethylphenoxy)-2-aminopropane	ChEBI
1-(2',6'-Dimethylphenoxy)-2-aminopropane	ChEBI
1-(2,6-Dimethylphenoxy)-2-propanamine	ChEBI
1-Methyl-2-(2,6-xylyloxy)ethanamine	ChEBI
Mexiletina	ChEBI
Mexiletinum	ChEBI
Mexilitine	HMDB
Mexiletene	HMDB
Mexitil PL	HMDB
Novo mexiletine	HMDB
Novo-mexiletine	HMDB
Mexitil	HMDB
Mexityl	HMDB
Boehringer ingelheim brand OF mexiletine hydrochloride	HMDB
Mexiletine hydrochloride	HMDB
Novopharm brand OF mexiletine hydrochloride	HMDB

Chemical Formula

C₁₁H₁₇NO

Average Molecular Mass

179.259 g/mol

Monoisotopic Mass

179.131 g/mol

CAS Registry Number

31828-71-4

IUPAC Name

1-(2,6-dimethylphenoxy)propan-2-amine

Traditional Name

1-(2,6-dimethylphenoxy)propan-2-amine

SMILES

CC(N)COC1=C(C)C=CC=C1C

InChI Identifier

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

InChI Key

VLPIATFUUWWMKC-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenol ether
Xylene
M-xylene
Phenoxy compound
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Amine
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:6916 )
primary amino compound (CHEBI:6916 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.54 g/L	ALOGPS
logP	2.17	ALOGPS
logP	2.46	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	9.52	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	35.25 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	54.97 m³·mol⁻¹	ChemAxon
Polarizability	21.17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9100000000-6d40293ed4e486f9cf9e	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0a4i-9300000000-147905f020f0139cfe20	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9100000000-6d40293ed4e486f9cf9e	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0a4i-9300000000-147905f020f0139cfe20	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9400000000-e9948c49f03b5a215db0	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-01q9-0900000000-083bab651324c62f4cd5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-01q9-0900000000-feace6e16ed93a4bd13e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9400000000-d9f9d0eeea2a47e42771	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9300000000-76838bfcf2fd2b0e2b17	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9400000000-c5920fd67439f418b86f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9500000000-b5f13a7a078d1c192691	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9500000000-24a61cef86793ffcf760	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9400000000-d740cc5fc7a9b2b380a6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-01q9-0900000000-083bab651324c62f4cd5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-01q9-0900000000-feace6e16ed93a4bd13e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9400000000-94985b5db6692d615971	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9300000000-c1e103780c7df279dc6c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9400000000-d077857c1d4a1d567c03	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9500000000-9ef54de393ed768d242f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9500000000-9a364fda721f96e6e368	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0a4i-9400000000-6b280de493776a9dc242	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0a4i-9500000000-be0a7f708a3a6a0bccd0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-9300000000-bacd798fb57178717712	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0a4i-9300000000-320ad3be57ff9aced9a9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-1900000000-939b7c3be7e71365188c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9400000000-16d73c9c92a1487bbc7c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9200000000-9a25be6ae97cd157924e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-3aee50267bd861738c2e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-d552a69206ce56dd07b0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-3900000000-c2586c04dbdd926fce0c	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00379

HMDB ID

HMDB0014523

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10883344

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11009230

Mexiletine (CHEM022103)

Structure for CHEM022103: Mexiletine