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

• ChemBase ID: 133115
• Molecular Formular: C11H18ClNO
• Molecular Mass: 215.71972
• Monoisotopic Mass: 215.10769188
• SMILES: Cc1cccc(c1OCC(C)N)C.Cl
• Canonical SMILES: CC(COc1c(C)cccc1C)N.Cl
• InChI: InChI=1S/C11H17NO.ClH/c1-8-5-4-6-9(2)11(8)13-7-10(3)12;/h4-6,10H,7,12H2,1-3H3;1H
• InChIKey: NFEIBWMZVIVJLQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2,6-dimethylphenoxy)propan-2-amine hydrochloride; 2-(2-aminopropoxy)-1,3-dimethylbenzene hydrochloride
• IUPAC Traditional name: 1-(2,6-dimethylphenoxy)propan-2-amine hydrochloride; mexiletine hydrochloride
• Synonyms: Mexiletine HCl; 1-(2,6-Xylyloxy)-2-aminopropane hydrochloride; Mexiletine hydrochloride; 1-(2,6-Dimethylphenoxy)-2-propanamine hydrochloride; 2-(2-aminopropoxy)-1,3-dimethylbenzene hydrochloride; 1-(2,6-Dimethylphenoxy)-2-propanamine Hydrochloride; 1-Methyl-2-(2,6-xylyloxy)ethylamine Hydrochloride; Katen; Ko 1173; Ko 1173Cl; Mexilitene; Mexitil; Ritalmex; Mexiletine Hydrochloride; (2S)-1-(2,6-Dimethylphenoxy)-2-propanamine Hydrochloride; (+)-(S)-Mexiletine Hydrochloride; (+)-Mexiletine Hydrochloride; S-(+)-Mexiletine Hydrochloride; 1-(2,6-二甲基苯氧基)-2-丙胺 盐酸盐

Database IDs

• CAS Number: 81771-85-9; 5370-01-4
• EC Number: 250-825-7
• MDL Number: MFCD00216024
• PubChem SID: 24869930; 162227392; 24278542
• PubChem CID: 21467

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.52837545
• LogD (pH = 7.4): 0.39041123
• Log P: 2.4620085
• Molar Refractivity: 54.9722 cm^3
• Polarizability: 21.605932 Å^3
• Polar Surface Area: 35.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol; methanol: soluble50 mg/mL; Water
• Apperance: white to off-white powder; White to Off-White Solid
• Melting Point: 200 - 203°C; 200-203 °C(lit.); 203-205°C
• Hydrophobicity(logP): 2.569

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98% (GC); 95%; 97%
• Salt Data: HCl
• Linear Formula: (CH3)2C6H3OCH2CH(CH3)NH2·HCl

DETAILS

Sigma Aldrich - M2727

Biochem/physiol Actions
Class IB antiarrhythmic; sodium channel blocker

Sigma Aldrich - 462047

Packaging
1 g in glass bottle

Toronto Research Chemicals - M340800

Antiarrhythmic (class IB).

Toronto Research Chemicals - M340795

The S-enantiomer of Mexiletine (M340800). Antiarrhythmic (class IB).

REFERENCES

• Singh, E.M., et al.: Br. J. Pharmacol., 44, 1 (1972)
• Scott, K.N., et al.: Drug Metab. Dispos., 1, 506 (1972)
• Chew, C.Y.C., et al.: Drugs, 17, 161 (1972)
• Abounassif, M.A., et al.: Anal. Profiles Drug Subs., 20, 433 (1972)
• Singh, E.M., et al.: Br. J. Pharmacol., 44, 1 (1972)
• Scott, K.N., et al.: Drug Metab. Dispos., 1, 506 (1972)
• Chew, C.Y.C., et al.: Drugs, 17, 161 (1972)
• Abounassif, M.A., et al.: Anal. Profiles Drug Subs., 20, 433 (1972)