TRIMETHOBENZAMIDE HYDROCHLORIDE
Synonym(s):N-{{4-[2-(Dimethylamino)ethoxy]phenyl}methyl}-3,4,5-trimethoxybenzamide monohydrochloride
- CAS NO.:554-92-7
- Empirical Formula: C21H29ClN2O5
- Molecular Weight: 424.92
- MDL number: MFCD00057999
- EINECS: 209-075-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-08 09:02:54
What is TRIMETHOBENZAMIDE HYDROCHLORIDE?
Originator
Tigan,Beecham,US,1973
The Uses of TRIMETHOBENZAMIDE HYDROCHLORIDE
Trimethobenzamide Hydrochloride a pharmaceutical compound used in the prevention of nausea and vomiting in patients. Also used in the treatment of Parkinson’s disease.
The Uses of TRIMETHOBENZAMIDE HYDROCHLORIDE
antiemetic
Manufacturing Process
To 122 grams (1 mol) of p-hydroxybenzaldehyde in 1 liter of chlorobenzene
were added 66 grams (1.04 mols) of sodium methoxide (85%) and 108 grams
(1 mol) of 2-dimethylaminoethyl chloride. The mixture was stirred and
refluxed for 15 hours, then cooled and the precipitated sodium chloride
filtered off. The filtrate was concentrated at steam temperature under water
vacuum and the residual oil was fractionated in high vacuum, to give 4-(2-
dimethylaminoethoxy)benzaldehyde, BP2.2145°C.
Two teaspoons of Raney nickel catalyst were added to a solution of 65.6
grams (0.34 mol) of 4-(2-dimethylaminoethoxy)benzaldehyde in 300 ml of
10% ammoniacal ethanol. The mixture was hydrogenated at 80°C and a
pressure of 1,000 psi. The catalyst was filtered off, the volatiles were distilled
off and the residual oil was fractionated in high vacuum, to obtain 4-(2-
dimethylaminoethoxy)benzylamine, BP0.3120° to 123°C.
To 9.7 grams (0.05 mol) of 4-(2-dimethylaminoethoxy)benzylamine, dissolved
in 100 ml of acetonitrile, was added all at once 12 grams (0.051 mol) of
3,4,5-trimethoxybenzoyl chloride, dissolved in 75 ml of acetonitrile. The
mixture was stirred and refluxed for 8 hours, and then cooled. The crystalline
solid, which had formed, was filtered off, washed with acetonitrile and
recrystallized from acetonitrile, to give 4-(2-dimethylaminoethoxy)-N-(3,4,5-
trimethoxybenzoyl)benzylamine hydrochloride, MP 185° to 186°C.
brand name
Tigan (King).
Therapeutic Function
Antinauseant
Properties of TRIMETHOBENZAMIDE HYDROCHLORIDE
Melting point: | 187.5-190° |
storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
solubility | DMSO (Slightly), Methanol (Slightly), Water (Slightly) |
form | Solid |
color | White to Off-White |
Safety information for TRIMETHOBENZAMIDE HYDROCHLORIDE
Signal word | Danger |
Pictogram(s) |
Exclamation Mark Irritant GHS07 Health Hazard GHS08 |
GHS Hazard Statements |
H302:Acute toxicity,oral H317:Sensitisation, Skin H334:Sensitisation, respiratory |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P284:Wear respiratory protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P342+P311:IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
Computed Descriptors for TRIMETHOBENZAMIDE HYDROCHLORIDE
Abamectin manufacturer
DK Pharmachem Pvt Ltd
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