TALTRIMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H16N2O4S
Molecular Weight	296.342
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)NS(=O)(=O)CCN1C(=O)C2=C(C=CC=C2)C1=O

InChI

InChIKey=NZKNHIQZWSVJGP-UHFFFAOYSA-N

InChI=1S/C13H16N2O4S/c1-9(2)14-20(18,19)8-7-15-12(16)10-5-3-4-6-11(10)13(15)17/h3-6,9,14H,7-8H2,1-2H3

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3143554 | https://www.ncbi.nlm.nih.gov/pubmed/3031533 | https://adisinsight.springer.com/drugs/800007910

Taltrimide, a taurine derivative that was developed as an anticonvulsive agent. Taltrimide strongly inhibits the sodium-independent binding of taurine to synaptic membranes of the brain and it does not appear to bind to GABAA and benzodiazepine receptor. The drug was studied in phase II clinical trial Finland as an anticonvulsant agent to treat epilepsy. However, the further development of this drug was discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glycine receptor 13 Target ID: CHEMBL3392921 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3437979 \| https://www.ncbi.nlm.nih.gov/pubmed/3031533	Binding Agent 1064		68.0 nM [Ki]

PubMed

Title	Date	PubMed
The anticonvulsive actions of two lipophilic taurine derivatives.	1985	20492992
Effects of the anticonvulsant taurine derivative, taltrimide, on membrane transport and binding of GABA and taurine in the mouse cerebrum.	1987 Jan	3031533
Effects of taltrimide, an experimental taurine derivative, on photoconvulsive response in epileptic patients.	1987 Mar-Apr	3816708
A controlled study with taltrimide and sodium valproate: valproate effective in partial epilepsy.	1990 Aug	2124033

Patents

Sample Use Guides

In Vivo Use Guide

in daily doses of 1 and 2 g for 2 weeks with an interval of 2.5 months in 2 phase I clinical trials to 9 drug-resistant epileptic patients.

Route of Administration: Oral

Name

Type

Language

TALTRIMIDE

Official Name

English

taltrimide [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C264