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HomeProduct name listTRIMETHOBENZAMIDE HYDROCHLORIDE

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
TRIMETHOBENZAMIDE HYDROCHLORIDE Structural

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)
ghs
Exclamation Mark
Irritant
GHS07
ghs
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

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