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Details

Stereochemistry ACHIRAL
Molecular Formula C16H24N2O5
Molecular Weight 324.3722
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRICETAMIDE

SMILES

CCN(CC)C(=O)CNC(=O)C1=CC(OC)=C(OC)C(OC)=C1

InChI

InChIKey=NLRFFZRHTICQBO-UHFFFAOYSA-N
InChI=1S/C16H24N2O5/c1-6-18(7-2)14(19)10-17-16(20)11-8-12(21-3)15(23-5)13(9-11)22-4/h8-9H,6-7,10H2,1-5H3,(H,17,20)

HIDE SMILES / InChI

Molecular Formula C16H24N2O5
Molecular Weight 324.3722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Trimeglamide is a central nervous system depressant. In the course of an investigation of new compounds with action on the central nervous system, trimethoxybenzoyl-glycine-diethylamide (Riker 548; trimeglamide) demonstrated the ability to induce in animals a state of somnolence which could not be distinguished from the physiologic state of sleep. The absence of hypnosis or anesthesia at five to ten times the effective soporific dose in dogs is rather unique and distinguishes trimeglamide from such used sedatives as barbiturates, chloral hydrate, methyprylon, ethchlorvynol and others. Trimeglamide has anticonvulsant effects in mice against supramaximal electroshock. In dogs, trimeglamide had a mild protective effect against apomorphine-induced emesis. The drug was generally ineffective in the treatment of anxiety symptoms associated with various psychiatric illnesses. In man, oral doses of 500 to 1500 mg caused sedation or drowsiness, or both, in half the cases. No spindling or drug-induced artifacts were found in electroencephalographic recordings.

Approval Year

PubMed

PubMed

TitleDatePubMed
New type sedative and soporific drug.
1958 Dec 19
Clinical evaluation of trimeglamide in anxiety.
1959 Aug
Studies on central nervous system depressants. I. General pharmacological properties of trimeglamide.
1962 May 1

Sample Use Guides

500 to 1500 mg from 7 to 100 days
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:36:30 GMT 2023
Edited
by admin
on Fri Dec 15 15:36:30 GMT 2023
Record UNII
V6X0RFU7AF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRICETAMIDE
USAN  
USAN  
Official Name English
TRICETAMIDE [USAN]
Common Name English
R-548 (TRICETAMIDE)
Code English
N-[(Diethylcarbamoyl)methyl]-3,4,5-trimethoxybenzamide
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29756
Created by admin on Fri Dec 15 15:36:31 GMT 2023 , Edited by admin on Fri Dec 15 15:36:31 GMT 2023
Code System Code Type Description
PUBCHEM
67763
Created by admin on Fri Dec 15 15:36:31 GMT 2023 , Edited by admin on Fri Dec 15 15:36:31 GMT 2023
PRIMARY
NCI_THESAURUS
C74378
Created by admin on Fri Dec 15 15:36:31 GMT 2023 , Edited by admin on Fri Dec 15 15:36:31 GMT 2023
PRIMARY
EPA CompTox
DTXSID10189835
Created by admin on Fri Dec 15 15:36:31 GMT 2023 , Edited by admin on Fri Dec 15 15:36:31 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106468
Created by admin on Fri Dec 15 15:36:31 GMT 2023 , Edited by admin on Fri Dec 15 15:36:31 GMT 2023
PRIMARY
CAS
363-20-2
Created by admin on Fri Dec 15 15:36:31 GMT 2023 , Edited by admin on Fri Dec 15 15:36:31 GMT 2023
PRIMARY
FDA UNII
V6X0RFU7AF
Created by admin on Fri Dec 15 15:36:31 GMT 2023 , Edited by admin on Fri Dec 15 15:36:31 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY