Product Name

  • Name

    Oxethazaine

  • EINECS 204-780-5
  • CAS No. 126-27-2
  • Density 1.094 g/cm3
  • Solubility <0.1 g/100 mL at 23 °C in water
  • Melting Point 104-105°C
  • Formula C28H41N3O3
  • Boiling Point 630.412 °C at 760 mmHg
  • Molecular Weight 467.652
  • Flash Point 335.062 °C
  • Transport Information
  • Appearance White powder
  • Safety 36
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 126-27-2 (Oxethazaine)
  • Hazard Symbols HarmfulXn
  • Synonyms Acetamide,2,2'-[(2-hydroxyethyl)imino]bis[N-(a,a-dimethylphenethyl)-N-methyl-(6CI,7CI,8CI);2,2'-[(2-Hydroxyethyl)imino]bis[N-(a,a-dimethylphenethyl)-N-methylacetamide];2-Di(N-methyl-N-phenyl-tert-butyl-carbamoylmethyl)aminoethanol;Betalgil;FH099;Mucoxin;Oxaine;Oxetacaine;Storocain;Storocaine;Topicain;
  • PSA 64.09000
  • LogP 3.24010

Synthetic 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

Oxethazaine Chemical Properties

IUPAC Name: Oxethazaine
The MF of Oxethazaine (126-27-2) is C28H41N3O3.

               
The MW of Oxethazaine (126-27-2) is 467.64.
Synonyms of Oxethazaine (126-27-2): 2,2'-[(2-Hydroxyethyl)imino]bis[N(1,1-dimethyl-2-phenylethyl)-N-methylacetamide] ; 2,2'-[(2-Hydroxyethyl)imino]bis[N-methyl-N-(2-methyl-1-phenyl-2-propanyl)acetamide] ; Acetamide, 2,2'-[(2-hydroxyethyl)imino]bis[N-(1,1-dimethyl-2-phenylethyl)-N-methyl- ; N,N-Bis[N-methyl-N-phenyl-tert-butylacetamido]-b-hydroxyethylamine ; Oxaine M ; Oxethazine
Water Solubility: <0.1 g/100 mL at 23 ºC
Index of Refraction: 1.557  
Form: White powder
EINECS: 204-780-5
Density: 1.093 g/ml 
Flash Point: 335.1 °C 
Boiling Point: 630.4 °C
Melting Point: 104-105 °C

Oxethazaine Toxicity Data With Reference

1.    

sln-asn 1 mg/L

    MUREAV    Mutation Research. 26 (1974),159.
2.    

ipr-rat LD50:30 mg/kg

    GMITAB    Gazzetta Medica Italiana. 134 (1975),642.
3.    

ipr-mus LD50:27 mg/kg

    GMITAB    Gazzetta Medica Italiana. 134 (1975),642.
4.    

scu-mus LD50:58 mg/kg

    GMITAB    Gazzetta Medica Italiana. 134 (1975),642.

Oxethazaine Safety Profile

Poison by intraperitoneal and subcutaneous routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Safety information of Oxethazaine (126-27-2):
Hazard Codes  Xn
Risk Statements 
22  Harmful if swallowed
Safety Statements 
36  Wear suitable protective clothing
WGK Germany  3
RTECS  AC3325000

Oxethazaine Specification

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).

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