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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H19N3O3
Molecular Weight 337.3725
Optical Activity ( - )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TALAMPANEL

SMILES

C[C@@H]1CC2=C(C=C3OCOC3=C2)C(=NN1C(C)=O)C4=CC=C(N)C=C4

InChI

InChIKey=JACAAXNEHGBPOQ-LLVKDONJSA-N
InChI=1S/C19H19N3O3/c1-11-7-14-8-17-18(25-10-24-17)9-16(14)19(21-22(11)12(2)23)13-3-5-15(20)6-4-13/h3-6,8-9,11H,7,10,20H2,1-2H3/t11-/m1/s1

HIDE SMILES / InChI

Description

Talampanel (TLP) was developed as a noncompetitive (allosteric) antagonist of the AMPA receptor. Talampanel does not act directly on the AMPA receptor, but at an allosteric site referred to as the GYKI receptor. Talampanel is being studied in the treatment of brain tumors and other brain disorders, such as epilepsy, Parkinson disease, amyotrophic lateral sclerosis, dyskinesias, glioblastoma, multiple sclerosis. It is a type of AMPA receptor antagonist. Dizziness has been the most commonly reported adverse event, with some sedation and ataxia, drowsiness and headaches reported at higher doses.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
3.1 µM [IC50]
28.1 µM [IC50]
23.9 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
95.5 μg/L
35 mg single, oral
TALAMPANEL plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
489 μg × h/L
35 mg single, oral
TALAMPANEL plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
3.3 h
35 mg single, oral
TALAMPANEL plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
25 or 50mg Talampanel 3 times per day (during 52 weeks).
Route of Administration: Oral
In Vitro Use Guide
[3H]GYKI 53405 binds specifically to Xenopus brain membranes with KD and Bmax values of 4.5 microM and 35 pmol mg-1 protein respectively. Binding is increased in the presence of Mg2+ and is unaffected by AMPA or kainate.