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Substance Name: Trimethobenzamide [INN]
RN: 138-56-7
UNII: W2X096QY97
InChIKey: FEZBIKUBAYAZIU-UHFFFAOYSA-N

Note

  • DrugBank: Trimethobenzamide is a novel antiemetic which prevents nausea and vomiting in humans. Its actions are unclear but most likely involves the chemoreceptor trigger zone (CTZ). In dogs pretreated with trimethobenzamide HCl, the emetic response to apomorphine is inhibited, while little or no protection is afforded against emesis induced by intragastric copper sulfate.

Molecular Formula

  • C21-H28-N2-O5

Molecular Weight

  • 388.4612
 

Classification Codes

  • Antiemetics
  • Autonomic Agents
  • Central Nervous System Agents
  • Gastrointestinal Agents
  • Peripheral Nervous System Agents

Names and Synonyms

Results Name

  • Trimethobenzamide [INN]

Name of Substance

  • Trimethobenzamide
  • Trimethobenzamide [INN]

Synonyms

  • 4-(2-Dimethylaminoethoxy)-N-(3,4,5-trimethoxybenzoyl)benzylamine
  • Benzacot
  • Benzamide, N-((4-(2-(dimethylamino)ethoxy)phenyl)methyl)-3,4,5-trimethoxy-
  • Benzamide, N-(p-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxy-
  • EINECS 205-332-1
  • HSDB 3198
  • N-((2-Dimethylaminoethoxy)benzyl)-3,4,5-trimethoxybenzamide
  • Stemetic
  • Tribenzagan
  • Trimethobenzamide
  • Trimethobenzamidum
  • Trimethobenzamidum [INN-Latin]
  • Trimetobenzamida
  • Trimetobenzamida [INN-Spanish]
  • UNII-W2X096QY97

Systematic Names

  • Benzamide, N-((4-(2-(dimethylamino)ethoxy)phenyl)methyl)-3,4,5-trimethoxy-
  • Trimethobenzamide

Registry Numbers

CAS Registry Number

  • 138-56-7

FDA UNII

  • W2X096QY97

Related Registry Number

  • 554-92-7 (mono-hydrochloride)

System Generated Number

  • 0000138567

Structure Descriptors

InChI

1S/C21H28N2O5/c1-23(2)10-11-28-17-8-6-15(7-9-17)14-22-21(24)16-12-18(25-3)20(27-5)19(13-16)26-4/h6-9,12-13H,10-11,14H2,1-5H3,(H,22,24)

InChIKey

FEZBIKUBAYAZIU-UHFFFAOYSA-N

Smiles

CN(C)CCOc1ccc(cc1)CNC(=O)c2cc(c(c(c2)OC)OC)OC

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 188.7 deg C   EXP
pKa Dissociation Constant 8.78 (none)   EXP
log P (octanol-water) 2.29 (none)   EXP
Water Solubility 40 mg/L 25 EST
Vapor Pressure 3.08E-11 mm Hg 25 EST
Henry's Law Constant 3.16E-18 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.30E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.