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126-27-2

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126-27-2 Usage

Chemical Properties

White Solid

Originator

Oxaine,Wyeth,US,1960

Uses

Different sources of media describe the Uses of 126-27-2 differently. You can refer to the following data:
1. A potent local anesthetic that is active even in acidic conditions. It is used (usually in combination with an antacid) for the relief of pain associated with peptic ulcer disease or esophagitis.
2. antiviral, RT inhibitor

Manufacturing Process

Chlor-N-methyl-N-ω-phenyl-tert-butyl acetamide (23.95 g) (0.1 mol) is added to n-butanol (150.0 cc) containing anhydrous potassium carbonate (50.0 g). To the stirred refluxing solution is added dropwise freshly distilled ethanolamine (3.1 g) (0.05 mol). Stirring and refluxing is maintained for twenty hours. Upon cooling the solution is filtered; the residue is washed with n-butanol. The combined filtrates are washed with aqueous sodium carbonate solution then water and finally dried over anhydrous magnesium sulfate. The solvent is distilled under vacuum leaving a dry solid residue. The residue is dissolved in dry benzene to which is added n-hexane to crystallize the product melting at 104°C to 104.5°C. Yield 71-73%. Analysis-Carbon: calc. 71.9%; found 71.93%; hydrogen: calc. 8.8%; found 8.9%; nitrogen: calc. 9.0%; found 9.0%. To make the hydrochloride salt, the bisacetamide or, by another name, 1,11diphenyl-2,2,3,9,10,10-hexamethyl-4,8-diketo-6-(β-hydroxyethyl)-3,6,9triazaundecane is dissolved in n-butanol. The solution is chilled and then dry hydrogen chloride gas is passed into the solution causing an oil to separate. To the heavy oil ether is added and then stirred causing crystallization to occur. MP 146°C to 147°C. Analysis for nitrogen: calc. 83%. found 8.2%. To make the acetate salt, the bisacetamide (4.7 g) (0.01 mol) is dissolved in ethyl acetate to which is added glacial acetic acid (0.6 g) (0.01 mol). Ether is added to precipitate the acetate as a gum which is washed with hexane, and finally added to dry ether. Allow to stand for crystallization. MP 141°C. Analysis for nitrogen: calc. 8.0%; found 8.2%. Other salts are: sulfate, MP 56°C; acid oxalate, MP 127°C; tartrate, MP 45°C; picrate, MP 151°C to 152°C.

Therapeutic Function

Local anesthetic

General Description

White powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A hydroxylated amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Fire Hazard

Flash point data are not available for Oxethazaine, but Oxethazaine is probably combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 126-27-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 6 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 126-27:
(5*1)+(4*2)+(3*6)+(2*2)+(1*7)=42
42 % 10 = 2
So 126-27-2 is a valid CAS Registry Number.
InChI:InChI=1/C28H41N3O3/c1-27(2,19-23-13-9-7-10-14-23)29(5)25(33)21-31(17-18-32)22-26(34)30(6)28(3,4)20-24-15-11-8-12-16-24/h7-16,32H,17-22H2,1-6H3

126-27-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Oxethazaine

1.2 Other means of identification

Product number -
Other names 2-[2-hydroxyethyl-[2-[methyl-(2-methyl-1-phenylpropan-2-yl)amino]-2-oxoethyl]amino]-N-methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:126-27-2 SDS

126-27-2Synthetic route

2-chloro-N-(2-methyl-1-phenylpropan-2-yl)acetamide
26187-18-8

2-chloro-N-(2-methyl-1-phenylpropan-2-yl)acetamide

ethanolamine
141-43-5

ethanolamine

oxethazaine
126-27-2

oxethazaine

Conditions
ConditionsYield
With potassium carbonate; butan-1-ol
chloro-acetic acid-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]
2293-55-2

chloro-acetic acid-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

ethanolamine
141-43-5

ethanolamine

oxethazaine
126-27-2

oxethazaine

Conditions
ConditionsYield
With potassium carbonate In butan-1-ol
mephentermine
100-92-5

mephentermine

oxethazaine
126-27-2

oxethazaine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: K2CO3 / butan-1-ol
View Scheme
oxethazaine
126-27-2

oxethazaine

acetic anhydride
108-24-7

acetic anhydride

(2-acetoxy-ethylimino)-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]
103170-15-6

(2-acetoxy-ethylimino)-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

Conditions
ConditionsYield
In benzene Heating;
With potassium carbonate; toluene
p-nitrobenzoic anhydride
902-47-6

p-nitrobenzoic anhydride

oxethazaine
126-27-2

oxethazaine

[2-(4-nitro-benzoyloxy)-ethylimino]-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]
97615-58-2

[2-(4-nitro-benzoyloxy)-ethylimino]-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

Conditions
ConditionsYield
In benzene Heating;
lauric anhydride
645-66-9

lauric anhydride

oxethazaine
126-27-2

oxethazaine

Ester aus Dodecansaeure u. 2-Hydroxy-aethylimino-bis-

Ester aus Dodecansaeure u. 2-Hydroxy-aethylimino-bis-

Conditions
ConditionsYield
In benzene Heating;
p-methylbenzoic anhydride
13222-85-0

p-methylbenzoic anhydride

oxethazaine
126-27-2

oxethazaine

Ester aus 4-Methyl-benzoesaeure u. 2-Hydroxy-aethylimino-bis-

Ester aus 4-Methyl-benzoesaeure u. 2-Hydroxy-aethylimino-bis-

Conditions
ConditionsYield
In benzene Heating;
oxethazaine
126-27-2

oxethazaine

4-aminobenzoic anhydride

4-aminobenzoic anhydride

4-Amino-benzoic acid 2-(bis-{[(1,1-dimethyl-2-phenyl-ethyl)-methyl-carbamoyl]-methyl}-amino)-ethyl ester

4-Amino-benzoic acid 2-(bis-{[(1,1-dimethyl-2-phenyl-ethyl)-methyl-carbamoyl]-methyl}-amino)-ethyl ester

Conditions
ConditionsYield
In benzene Heating;
oxethazaine
126-27-2

oxethazaine

N.N-Bis-

N.N-Bis-

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether
oxethazaine
126-27-2

oxethazaine

(2-chloro-ethylimino)-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]
115916-47-7

(2-chloro-ethylimino)-di-acetic acid bis-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amide]

Conditions
ConditionsYield
With thionyl chloride In chloroform
oxethazaine
126-27-2

oxethazaine

p-Methoxybenzoic anhydride
794-94-5

p-Methoxybenzoic anhydride

Ester aus 4-Methoxy-benzoesaeure u. 2-Hydroxy-aethylimino-bis-

Ester aus 4-Methoxy-benzoesaeure u. 2-Hydroxy-aethylimino-bis-

Conditions
ConditionsYield
In benzene Heating;
oxethazaine
126-27-2

oxethazaine

4-chlorobenzoic anhydride
790-41-0

4-chlorobenzoic anhydride

Ester aus 4-Chlor-benzoesaeure u. 2-Hydroxy-aethylimino-bis-

Ester aus 4-Chlor-benzoesaeure u. 2-Hydroxy-aethylimino-bis-

Conditions
ConditionsYield
In benzene Heating;
oxethazaine
126-27-2

oxethazaine

A

mephentermine
100-92-5

mephentermine

B

<2-Hydroxy-aethyl>-
119483-39-5

<2-Hydroxy-aethyl>-

C

N-(1,1-Dimethyl-2-phenyl-ethyl)-N-methyl-2-(2-oxo-morpholin-4-yl)-acetamide

N-(1,1-Dimethyl-2-phenyl-ethyl)-N-methyl-2-(2-oxo-morpholin-4-yl)-acetamide

D

[{[(1,1-Dimethyl-2-phenyl-ethyl)-methyl-carbamoyl]-methyl}-(2-hydroxy-ethyl)-amino]-acetic acid

[{[(1,1-Dimethyl-2-phenyl-ethyl)-methyl-carbamoyl]-methyl}-(2-hydroxy-ethyl)-amino]-acetic acid

E

N-(1,1-Dimethyl-2-phenyl-ethyl)-2-[(2-hydroxy-ethyl)-methylcarbamoylmethyl-amino]-N-methyl-acetamide

N-(1,1-Dimethyl-2-phenyl-ethyl)-2-[(2-hydroxy-ethyl)-methylcarbamoylmethyl-amino]-N-methyl-acetamide

Conditions
ConditionsYield
at 90℃; for 2184h; Product distribution; other temperatures, other times, also in acidic solutions; stability under various conditions;
oxethazaine
126-27-2

oxethazaine

2-Amino-aethylimino-bis-

2-Amino-aethylimino-bis-

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2 / CHCl3
2: NH3 / methanol
View Scheme

126-27-2Related news

Clinical trial of aludrox and Oxethazaine (cas 126-27-2) in radiotherapy09/28/2019

SummaryA series of 103 patients undergoing radiation therapy for carcinoma of the larynx, oesophagus, breast, bronchus and the reticuloses, on whom a clinical trial of aludrox and oxethazaine was performed in an attempt to relieve their symptoms of radiation-induced sore throat and oesophagitis,...detailed

Effect of Oxethazaine (cas 126-27-2) HCl on control of food and water intake in the rat10/01/2019

Oral administration of the local anesthetic oxethazaine HCl was used to modify eating and drinking patterns in the rat. The addition of the oxethazaine HCl to the diet (0.5 gm/100 gm diet) markedly reduced food intake. Similarly, administration of the drug by gatric inturbation (gavage) also red...detailed

Short CommunicationMechanisms Involved in the Contraction of Intrahepatic Portal Vein Branches by Clomipramine and Oxethazaine (cas 126-27-2) in Isolated Perfused Rat Livers09/27/2019

Clomipramine (CLM) and oxethazaine (OXZ) were previously reported to increase portal pressure by contracting portal vein branches (PVBs) in isolated perfused rat liver. In the present study, to characterize the contractile mechanisms, the effects of Y27632, HA1077, staurosporine, papaverine, SKF...detailed

Research paperAlteration of hepatic microcirculation by Oxethazaine (cas 126-27-2) and some vasoconstrictors in the perfused rat liver09/26/2019

We previously reported that, in isolated perfused rat livers in a constant flow system, oxethazaine (OXZ) rapidly increased portal pressure (PP) accompanied by inhibition of oxygen uptake and the subsequent metabolic effects. In this study, hemodynamic changes were studied by using an indicator ...detailed

Regular PapersThe Metabolic and Hemodynamic Effects of Oxethazaine (cas 126-27-2) in the Perfused Rat Liver09/24/2019

.Alteration of hepatic microcirculation and its effects on hepatic metabolism were examined using oxethazaine (OXZ). The infusion of OXZ into isolated perfused livers rapidly increased the portal perfusion pressure (PP) and inhibited oxygen (O2) uptake, which was followed by a decrease in tissue...detailed

The abuse potential of Oxethazaine (cas 126-27-2): Effects of Oxethazaine (cas 126-27-2) on drug-seeking behavior and analysis of its metabolites in plasma and hair in animal models09/09/2019

Oxethazaine, an over-the-counter (OTC) antacid, is a precursor of phentermine, which is the most abused anorectic by methamphetamine users in Korea. However, no studies have investigated the abuse potential of oxethazaine. Therefore, we examined and compared the consequences of oxethazaine and p...detailed

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