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Details

Stereochemistry RACEMIC
Molecular Formula C17H13ClN3O.C2H5O3S
Molecular Weight 419.882
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRAZIUM ESILATE

SMILES

CCS([O-])(=O)=O.OC1(NC=N[N+]2=C1C3=CC=CC=C3C=C2)C4=CC=C(Cl)C=C4

InChI

InChIKey=SHXJBCWOVPAZQL-UHFFFAOYSA-M
InChI=1S/C17H13ClN3O.C2H6O3S/c18-14-7-5-13(6-8-14)17(22)16-15-4-2-1-3-12(15)9-10-21(16)20-11-19-17;1-2-6(3,4)5/h1-11,22H,(H,19,20);2H2,1H3,(H,3,4,5)/q+1;/p-1

HIDE SMILES / InChI

Molecular Formula C17H13ClN3O
Molecular Weight 310.758
Charge 1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula C2H5O3S
Molecular Weight 109.124
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Trazium is a putative antidepressant compound with special pharmacological effects on the catecholaminergic systems. Trazium esilate (EGYT-3615) is structurally an as-triazino isoquinolinium salt which showed considerable activity in pharmacological tests characteristic for antidepressants (antagonism of tetrabenazine, potentiation of yohimbine, behavioral despair). The compound exhibited the minimal sedative effect. The drug potentiated actions of amphetamine such as stereotypy and hypermotility. It differentially blocked the hypothermic and the stereotypy inducing action of apomorphine. Trazium esilate also inhibited the cataleptic state provoked by bulbocapnine in mice. In higher dose it decreased the plasma prolactin level in rats. Trazium esilate is a weak displacer on a1-, a2- and D2-receptors, however, it induced a2-receptor desenzitization after repeated treatment. Trazium bounds to the serum proteins and the binding was sensitive to pH and salt concentration. The binding of trazium was not saturable at a wide range of drug concentration. Trazium has both specific and non-specific binding sites on serum proteins.

Approval Year

PubMed

PubMed

TitleDatePubMed
Possible involvement of the dopaminergic system in the mode of action of the potential antidepressant trazium esilate.
1989-07
[Pharmacokinetic and metabolic study of EGYT-3615 in rats].
1989
Studies on serum binding of some drugs.
1987-03-01
In vitro metabolic study of EGYT-3615 using rat liver microsomes.
1987-03-01
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:02:45 GMT 2025
Edited
by admin
on Mon Mar 31 18:02:45 GMT 2025
Record UNII
1PO9LWW5IN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(1,2,4)TRIAZINO(6,1-A)ISOQUINOLIN-5-IUM, 1-(4-CHLOROPHENYL)-1,2-DIHYDRO-1-HYDROXY-, ETHANESULFONATE (SALT)
Preferred Name English
TRAZIUM ESILATE
INN  
INN  
Official Name English
TRAZIUM ESILATE, (±)-
Common Name English
(±)-TRAZIUM ESILATE
Common Name English
trazium esilate [INN]
Common Name English
4H-(1,2,4)TRIAZINO(6,1-A)ISOQUINOLIN-5-IUM, 1-(4-CHLOROPHENYL)-1-HYDRO-1-HYDROXY-, ETHANESULFONATE (1:1)
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Mon Mar 31 18:02:45 GMT 2025 , Edited by admin on Mon Mar 31 18:02:45 GMT 2025
Code System Code Type Description
SMS_ID
100000077496
Created by admin on Mon Mar 31 18:02:45 GMT 2025 , Edited by admin on Mon Mar 31 18:02:45 GMT 2025
PRIMARY
INN
5783
Created by admin on Mon Mar 31 18:02:45 GMT 2025 , Edited by admin on Mon Mar 31 18:02:45 GMT 2025
PRIMARY
ChEMBL
CHEMBL2111166
Created by admin on Mon Mar 31 18:02:45 GMT 2025 , Edited by admin on Mon Mar 31 18:02:45 GMT 2025
PRIMARY
NCI_THESAURUS
C72873
Created by admin on Mon Mar 31 18:02:45 GMT 2025 , Edited by admin on Mon Mar 31 18:02:45 GMT 2025
PRIMARY
PUBCHEM
72166
Created by admin on Mon Mar 31 18:02:45 GMT 2025 , Edited by admin on Mon Mar 31 18:02:45 GMT 2025
PRIMARY
EVMPD
SUB11223MIG
Created by admin on Mon Mar 31 18:02:45 GMT 2025 , Edited by admin on Mon Mar 31 18:02:45 GMT 2025
PRIMARY
FDA UNII
1PO9LWW5IN
Created by admin on Mon Mar 31 18:02:45 GMT 2025 , Edited by admin on Mon Mar 31 18:02:45 GMT 2025
PRIMARY
EPA CompTox
DTXSID70910384
Created by admin on Mon Mar 31 18:02:45 GMT 2025 , Edited by admin on Mon Mar 31 18:02:45 GMT 2025
PRIMARY
CAS
97110-59-3
Created by admin on Mon Mar 31 18:02:45 GMT 2025 , Edited by admin on Mon Mar 31 18:02:45 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY