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Trimethobenzamide

Product Name
Trimethobenzamide
CAS No.
138-56-7
Chemical Name
Trimethobenzamide
Synonyms
C07178;TRIMETHOBENZAMIDE;Ro 2-9578 free base;Trimethobenzamide USP/EP/BP;n-[(2-dimethylaminoethoxy)benzyl]-3,4,5-trimethoxybenzamide;n-(p-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxy-benzamid;N-(4-[2-(Dimethylamino)ethoxy]benzyl)-3,4,5-trimethoxybenzamide;N-[p-[2-(Dimethylamino)ethoxy]benzyl]-3,4,5-trimethoxybenzamide;4-(2-dimethylaminoethoxy)-n-(3,4,5-trimethoxybenzoyl)benzylamine;N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxybenzamide
CBNumber
CB5700149
Molecular Formula
C21H28N2O5
Formula Weight
388.46
MOL File
138-56-7.mol
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Trimethobenzamide Property

storage temp. 
2-8°C
pka
pKa 8.27±0.03(H2O) (Uncertain)
NIST Chemistry Reference
Benzamide, n-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-(138-56-7)
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Safety

Hazardous Substances Data
138-56-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
CHM0146945
Product name
TRIMETHOBENZAMIDE
Purity
95.00%
Packaging
5MG
Price
$503.21
Updated
2021/12/16
Aaron Chemicals
Product number
AR0018I1
Product name
Benzamide,N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-
Purity
95%
Packaging
100mg
Price
$101
Updated
2021/12/16
Alichem
Product number
138567
Product name
N-(4-(2-(Dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxybenzamide
Packaging
250mg
Price
$203.94
Updated
2021/12/16
Alichem
Product number
138567
Product name
N-(4-(2-(Dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxybenzamide
Packaging
1g
Price
$388.97
Updated
2021/12/16
Chemenu
Product number
CM110386
Product name
Trimethobenzamide
Purity
95%
Packaging
1g
Price
$464
Updated
2021/12/16
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Trimethobenzamide Chemical Properties,Usage,Production

Originator

Tigan,Beecham,US,1973

Uses

Antiemetic.

Definition

ChEBI: The amide obtained by formal condensation of 3,4,5-trihydroxybenzoic acid with 4-[2-(N,N-dimethylamino)ethoxy]benzylamine. It is used to prevent nausea and vomitting in humans.

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

Trimethobenzamide Preparation Products And Raw materials

Raw materials

Preparation Products

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Trimethobenzamide Suppliers

Alfa Chemistry
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info@Alfa-Chemistry.com
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United States
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6814
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Amfinecom Inc.
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United States
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AmplaChem, Inc.
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United States
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Wonda Science
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wonda@wondascience.com
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CacheSyn Inc.
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United States
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Waterstone Technology, LLC
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sales@waterstonetech.com
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United States
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3B Scientific Corporation
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sales@3bsc.com
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AK Scientific, Inc.
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American Custom Chemicals Corporation
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sales@acccorporation.com
Country
United States
ProdList
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138-56-7, TrimethobenzamideRelated Search:


  • 4-(2-dimethylaminoethoxy)-n-(3,4,5-trimethoxybenzoyl)benzylamine
  • Benzamide, N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-
  • n-((4-(2-(dimethylamino)ethoxy)phenyl)methyl)-3,4,5-trimethoxy-benzamid
  • N-(4-[2-(Dimethylamino)ethoxy]benzyl)-3,4,5-trimethoxybenzamide
  • n-(p-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxy-benzamid
  • n-[(2-dimethylaminoethoxy)benzyl]-3,4,5-trimethoxybenzamide
  • N-[p-[2-(Dimethylamino)ethoxy]benzyl]-3,4,5-trimethoxybenzamide
  • TRIMETHOBENZAMIDE
  • C07178
  • N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxybenzamide
  • Trimethobenzamide USP/EP/BP
  • Ro 2-9578 free base
  • 138-56-7
  • C9H1303