1-(2,6-Dimethylphenoxy)-2-propanamine
- Product Name
- 1-(2,6-Dimethylphenoxy)-2-propanamine
- 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
- Formula Weight
- 179.26
- MOL File
- 31828-71-4.mol
1-(2,6-Dimethylphenoxy)-2-propanamine Property
- 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)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P330Rinse mouth.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- D481040
- Product name
- 1-(2,6-Dimethylphenoxy)-2-aminopropane
- Packaging
- 1g
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 127877
- Product name
- 1-(2,6-Dimethylphenoxy)-2-aminopropane
- Purity
- 97%
- Packaging
- 1g
- Price
- $94
- Updated
- 2021/12/16
- Product number
- 127877
- Product name
- 1-(2,6-Dimethylphenoxy)-2-aminopropane
- Purity
- 97%
- Packaging
- 10g
- Price
- $383
- Updated
- 2021/12/16
- Product number
- API0006831
- Product name
- MEXILETINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $427
- Updated
- 2021/12/16
- Product number
- API0006831
- Product name
- MEXILETINE
- Purity
- 95.00%
- Packaging
- 2.5G
- Price
- $456
- Updated
- 2021/12/16
1-(2,6-Dimethylphenoxy)-2-propanamine Chemical Properties,Usage,Production
Description
Mexiletine is effective both parenterally and orally , . Because the substance has a large distribution volume, a high initial dose is necessary.
Originator
Mexitil,Boehringer Ingelheim,US,1976
Uses
Cardiac depressant (anti-arrhythmic).
Uses
Mexiletine is used for ventricular extrasystole and ventricular tachycardia, and ventricular fibrillation (including during the severe period of myocardial infarction).
Uses
Mexiletine is a useful analgesia.It is used in treatment of amyotrophic lateral sclerosis comprising administering a bile acid and a phenylbutyrate compound and an additional therapeutic agent.
Definition
ChEBI: An aromatic ether which is 2,6-dimethylphenyl ether of 2-aminopropan-1-ol.
Manufacturing Process
The sodium salt of dimethyl phenol was reacted with chloroacetone and this
product with hydroxylamine to give the starting material.
245 g of this 1-(2',6'-dimethyl-phenoxy)-propanone-(2)-oxime were dissolved
in 1,300 cc of methanol, and the solution was hydrogenated at 5 atmospheres
gauge and 60°C in the presence of Raney nickel. After the calculated amount
of hydrogen had been absorbed, the catalyst was filtered off, the methanol
was distilled out of the filtrate,and the residue, raw 1-(2',6'-dimethylphenoxy)-2-amino-propane, was dissolved in ethanol. The resulting solution
was acidified with ethereal hydrochloric acid, the acidic solution was allowed
to cool, and the precipitate formed thereby was collected by vacuum filtration.
The filter cake was dissolved in ethanol and recystallized therefrom by
addition of ether. 140.5 g (51.5% of theory) of a substance having a melting
point of 203°C to 205°C were obtained, which was identified to be 1-(2',6'-
dimethyl-phenoxy)-2-anino-propane hydrochloride.
brand name
Mexitil (Boehringer Ingelheim).
Therapeutic Function
Antiarrhythmic
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.
Synthesis
Mexiletine is 1-methyl-2-(2,2-dimethylphenoxy)ethylamine (18.1.11). Mexiletine is synthesized by reacting the sodium salt of 2,6-dimethylphenol with chloroacetone, forming 1-(2,6-dimethylphenoxy)-2-propanone (18.1.9). Reacting this with hydroxylamine gives the corresponding oxime (18.1.10). Reduction of the oximine group using hydrogen over Raney nickel gives mexiletine (18.1.11).
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.
1-(2,6-Dimethylphenoxy)-2-propanamine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-(2,6-Dimethylphenoxy)-2-propanamine manufacturers
- Product
- 1-(2,6-Dimethylphenoxy)-2-propanamine 31828-71-4
- Price
- US $35.00-25.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 2000000
- Release date
- 2023-10-25
- Product
- Mexiletine 31828-71-4
- Price
- US $1.00-1.00/KG
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 50tons
- Release date
- 2020-05-11
- Product
- 1-(2,6-Dimethylphenoxy)-2-propanamine 31828-71-4
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.9%
- Supply Ability
- 100 Tons min
- Release date
- 2021-08-11