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4093-35-0

Basic Information
CAS No.: 4093-35-0
Name: BROMOPRIDE
Article Data: 14
Molecular Structure:
Molecular Structure of 4093-35-0 (BROMOPRIDE)
Formula: C14H22 Br N3 O2
Molecular Weight: 344.252
Synonyms: o-Anisamide,4-amino-5-bromo-N-[2-(diethylamino)ethyl]- (7CI,8CI); 2-Methoxy-4-amino-5-bromo-N,N-diethylaminoethylbenzamide;Bromopride; Emepride; Emoril;N-Diethylaminoethyl-2-methoxy-4-amino-5-bromobenzamide; Viadil
Density: 1.313g/cm3
Melting Point: 148-150?C
Boiling Point: 435.8°Cat760mmHg
Flash Point: 217.3°C
Hazard Symbols:
Risk Codes: 20/21/22
Safety: Poison by ingestion and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx and Br.
PSA: 67.59000
LogP: 3.08360
Synthetic route
201230-82-2

carbon monoxide

1285695-16-0

2-bromo-4-iodo-5-methoxyaniline

100-36-7

N,N-diethylethylenediamine

4093-35-0

bromopride

Conditions
ConditionsYield
With triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 80℃; Inert atmosphere; Sealed chamber;74.7 mg
5344-78-5

4-bromo-3-nitroanizole

4093-35-0

bromopride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride; iron / ethanol; water / 3 h / Reflux
2: tetramethylammonium dichloroiodate(I) / ethyl acetate / 96 h
3: triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 80 °C / Inert atmosphere; Sealed chamber
View Scheme
59557-92-5

2-bromo-5-methoxyaniline

4093-35-0

bromopride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetramethylammonium dichloroiodate(I) / ethyl acetate / 96 h
2: triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 80 °C / Inert atmosphere; Sealed chamber
View Scheme
96-96-8

4-methoxy-2-nitroaniline

4093-35-0

bromopride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sulfuric acid; acetic acid; sodium nitrite / water / 15 - 20 °C
1.2: 20 - 80 °C
2.1: hydrogenchloride; iron / ethanol; water / 3 h / Reflux
3.1: tetramethylammonium dichloroiodate(I) / ethyl acetate / 96 h
4.1: triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 80 °C / Inert atmosphere; Sealed chamber
View Scheme
4093-35-0

bromopride

Bromoprid-N-oxid

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol Ambient temperature;11%
4093-35-0

bromopride

4-amino-5-bromo-N-(2-diethylamino-ethyl)-3-iodo-2-methoxy-benzamide

Conditions
ConditionsYield
Stage #1: bromopride With trifluoroacetic acid; thallium(III) trifluoroacetate at 20℃; for 0.5h; thallation;
Stage #2: With trifluoroacetic acid; sodium iodide at 20℃; for 5h; Iodination; Further stages.;
4093-35-0

bromopride

[131I]-iodo-Bromopride

Conditions
ConditionsYield
Stage #1: bromopride With trifluoroacetic acid; thallium(III) trifluoroacetate for 0.166667h; thallation;
Stage #2: With [131I]-sodium iodide; trifluoroacetic acid for 0.0833333h; Iodination; Further stages.;
4093-35-0

bromopride

6203-18-5

p-dimethylaminocinnamaldehyde

C25H34BrN4O2(1+)

Conditions
ConditionsYield
With hydrogenchloride; sodium dodecyl-sulfate In water Reagent/catalyst; Flow reactor;
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Chemistry

IUPAC Name: 4-amino-5-bromo-N-(2-diethylaminoethyl)-2-methoxybenzamide
Synonyms: 4-amino-5-bromo-n-(2-(diethylamino)ethyl)-2-methoxy-benzamid ; 4-amino-5-bromo-n-(2-(diethylamino)ethyl)-o-anisamid ; Artomey ; Bromoprida ; Emepride
Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
Molecular Formula of  Valopride (CAS NO. 4093-35-0 ) : C14H22BrN3O2
Structure of  Valopride (CAS NO.4093-35-0 ) :

EINECS: 223-842-2
Molecular Weight: 344.25 g/mol
Surface Tension: 44.8 dyne/cm
Index of Refraction: 1.565
Melting point : 149°C 
Storage temp: 2-8°C
Density: 1.313 g/cm3
Flash Point: 217.3 °C
Boiling Point: 435.8 °C at 760 mmHg
Vapour Pressure: 8.53E-08 mmHg at 25°C 
Enthalpy of Vaporization: 69.21 kJ/mol
Appearance: a solid

 

Uses

 Valopride (CAS NO.4093-35-0 ) was used as an antiemetic.

Toxicity Data With Reference

1.    

orl-rat LD50:545 mg/kg

    YAKUD5    Gekkan Yakuji. Pharmaceuticals Monthly. 21 (1979),516.
2.    

ipr-rat LD50:125 mg/kg

    YAKUD5    Gekkan Yakuji. Pharmaceuticals Monthly. 21 (1979),516.
3.    

orl-mus LD50:310 mg/kg

    YAKUD5    Gekkan Yakuji. Pharmaceuticals Monthly. 21 (1979),516.
4.    

ipr-mus LD50:105 mg/kg

    YAKUD5    Gekkan Yakuji. Pharmaceuticals Monthly. 21 (1979),516.

Safety Profile

Poison by ingestion and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx and Br.

Hazard Codes: HarmfulXn
Risk Statements: 20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
Safety Statements: 36
S36:Wear suitable protective clothing. 
WGK Germany: 3
RTECS: BZ3280000

Specification

Classification Code of  Valopride (CAS NO.4093-35-0 ) : Drug / Therapeutic Agent;Reproductive Effect;Tumor data