ChemicalBook > CAS DataBase List > 1-(2,6-Dimethylphenoxy)-2-propanamine

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
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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)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
36
RIDADR 
3249
WGK Germany 
3
RTECS 
KR9300000
HazardClass 
6.1(b)
PackingGroup 
III
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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..…

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N-Bromosuccinimide Price

TRC
Product number
D481040
Product name
1-(2,6-Dimethylphenoxy)-2-aminopropane
Packaging
1g
Price
$45
Updated
2021/12/16
Matrix Scientific
Product number
127877
Product name
1-(2,6-Dimethylphenoxy)-2-aminopropane
Purity
97%
Packaging
1g
Price
$94
Updated
2021/12/16
Matrix Scientific
Product number
127877
Product name
1-(2,6-Dimethylphenoxy)-2-aminopropane
Purity
97%
Packaging
10g
Price
$383
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0006831
Product name
MEXILETINE
Purity
95.00%
Packaging
1G
Price
$427
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0006831
Product name
MEXILETINE
Purity
95.00%
Packaging
2.5G
Price
$456
Updated
2021/12/16
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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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1-(2,6-Dimethylphenoxy)-2-propanamine Suppliers

Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
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China
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9387
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Beijing HuaMeiHuLiBiological Chemical
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010-56205725
Fax
010-65763397
Email
waley188@sohu.com
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China
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12335
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Aikon International Limited
Tel
025-58859352 18068836627
Fax
02557626880
Email
sales01@aikonchem.com
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China
ProdList
15084
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Nanjing Xinmeihe Pharmaceutical Co., Ltd.
Tel
025-57672321 13739186949
Fax
025-57672123
Email
2548785915@qq.com
Country
China
ProdList
277
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Chengdu Saint - Kay Biotechnology Co., Ltd.
Tel
028-85157043 15882256948
Email
676046971@qq.com
Country
China
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4391
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58
Shanghai Han-Xiang Chemical Co., Ltd.
Tel
15971444841
Fax
18327183813
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amber@biochempartner.com
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China
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3061
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58
TOSUN PHARM
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020-61855200 13326451905
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260366801@qq.com
Country
China
ProdList
7774
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TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
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58
Hefei TNJ Chemical Industry Co.,Ltd.
Tel
+86-0551-65418671 +8618949823763
Fax
0551-65418697
Email
sales@tnjchem.com
Country
China
ProdList
34553
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58
AFINE CHEMICALS LIMITED
Tel
+86-0571-85134551
Fax
008657185134895
Email
sales@afinechem.com
Country
China
ProdList
15354
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View Lastest Price from 1-(2,6-Dimethylphenoxy)-2-propanamine manufacturers

Shanghai Chinqesen Biotechnology Co., Ltd.
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

31828-71-4, 1-(2,6-Dimethylphenoxy)-2-propanamineRelated Search:


  • 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
  • Mexiletine
  • 1-(2,6-Dimethylphenoxy)-2-propanamine USP/EP/BP
  • Mexiletene
  • Mexiletine - API
  • 31828-71-4