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1-(2,6-Dimethylphenoxy)-2-propanamine

1-(2,6-Dimethylphenoxy)-2-propanamine Structure
CAS No.
31828-71-4
Chemical Name:
1-(2,6-Dimethylphenoxy)-2-propanamine
Synonyms
Mexiletine;C07220;MEXILETIN;Mexilitine;Mexiletene;Mexilitine R;dl-Mexiletine;(RS)-Mexiletine;Mexiletine - API;1-Methyl-2-(2,6-xylyloxy)ethylamine
CBNumber:
CB9497353
Molecular Formula:
C11H17NO
Molecular Weight:
179.26
MOL File:
31828-71-4.mol
MSDS File:
SDS
Modify Date:
2024/3/19 15:37:50

1-(2,6-Dimethylphenoxy)-2-propanamine Properties

Melting point 203-205 °C
Boiling point 271.5±28.0 °C(Predicted)
Density 0.979±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility ethanol: 50 mg/mL
pka pKa 9.14± 0.01(H2O,t =25±0.2,I=0.01(NaCl))(Approximate)
form powder
color white
BCS Class 1
CAS DataBase Reference 31828-71-4(CAS DataBase Reference)
NIST Chemistry Reference Mexiletine(31828-71-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  36
RIDADR  3249
WGK Germany  3
RTECS  KR9300000
HazardClass  6.1(b)
PackingGroup  III

1-(2,6-Dimethylphenoxy)-2-propanamine Chemical Properties,Uses,Production

Uses

Cardiac depressant (anti-arrhythmic).

Definition

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

Clinical Use

Mexiletine (Mexitil) is an antiarrhythmic agent with pharmacological and antiarrhythmic properties similar to those of lidocaine and tocainide. Like tocainide,mexiletine is available for oral administration.
Mexiletine is useful as an antiarrhythmic agent in the management of patients with either acute or chronic ventricular arrhythmias.While it is not at present an indication for use, there is interest in using mexiletine to treat the congenital long QT syndrome when an abnormality in the SCN5A gene (LQTS 3) has been found.

Side effects

A very narrow therapeutic window limits mexiletine use. The first signs of toxicity manifest as fine tremor of the hands, followed by dizziness and blurred vision. Hypotension, sinus bradycardia, and widening of the QRS complex have been noted as the most common unwanted cardiovascular effects of IV mexiletine. The side effects of oral maintenance therapy include reversible upper gastrointestinal distress, tremor, lightheadedness, and coordination difficulties. These effects generally are not serious and can be reduced by downward dose adjustment or administering the drug with meals. Cardiovascular adverse effects, which are less common, include palpitations, chest pain, and angina or anginalike pain.

Drug interactions

An upward adjustment in dose may be required when mexiletine is administered with phenytoin or rifampin, since these drugs stimulate the hepatic metabolism of mexiletine, reducing its plasma concentration.

Precautions

Mexiletine is contraindicated in the presence of cardiogenic shock or preexisting second- or third-degree heart block in the absence of a cardiac pacemaker. Caution must be exercised in administration of the drug to patients with sinus node dysfunction or disturbances of intraventricular conduction.

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1-(2,6-dimethylphenoxy)-2-propanamin 1-methyl-2-(2,6-xylyloxy)-ethylamin 1-Methyl-2-(2,6-xylyloxy)ethylamine 2-Propanamine, 1-(2,6-dimethylphenoxy)- Ethylamine, 1-methyl-2-(2,6-xylyloxy)- Mexilitine 1-(2,6-xylyloxy)-2-aminopropane hydrochloride MEXILETIN (+-)-2-Amino-1-(2',6'-dimethylphenoxy)propane (RS)-Mexiletine 2-Amino-1-(2,6-dimethylphenoxy)propane 2-Propanamine, 1-(2,6-dimethylphenoxy)- (9CI) dl-Mexiletine Ethylamine, 1-methyl-2-(2,6-xylyloxy)- (8CI) Mexiletine (base and/or unspecified salts) 1-(2,6-Dimethylphenoxy)-2-propanamine (2R)-1-(2,6-Dimethylphenoxy)propane-2-amine (R)-1-Methyl-2-(2,6-xylyloxy)ethylamine Mexilitine R (S)-1-Methyl-2-(2,6-xylyloxy)ethylamine 1-(2,6-Dimethylphenoxy)propane-2-amine C07220 1-(2,6-Dimethylphenoxy)-2-propanamine USP/EP/BP Mexiletene Mexiletine Mexiletine - API 31828-71-4