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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H10ClN5O2
Molecular Weight 267.672
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CENOBAMATE

SMILES

NC(=O)O[C@@H](CN1N=CN=N1)C2=CC=CC=C2Cl

InChI

InChIKey=GFHAXPJGXSQLPT-VIFPVBQESA-N
InChI=1S/C10H10ClN5O2/c11-8-4-2-1-3-7(8)9(18-10(12)17)5-16-14-6-13-15-16/h1-4,6,9H,5H2,(H2,12,17)/t9-/m0/s1

HIDE SMILES / InChI

Description

Cenobamate (also known as YKP3089) is a small molecule sodium channel blocker in development for the treatment of partial-onset seizures in adult patients. In mice and rats, Cenobamate displayed an anticonvulsant activity in the maximal electroshock test and prevented seizures induced by chemical convulsants such as pentylenetetrazol and picrotoxin. In addition, Cenobamate was reported to be effective in two models of focal seizure, the hippocampal kindled rat and the mouse 6 Hz psychomotor seizure models. Two completed adequate and well-controlled clinical studies demonstrated a significant reduction in focal seizures with Cenobamate in patients with epilepsy, and a long-term open-label phase 3 safety clinical trial is currently ongoing. Cenobamate is considered a new generation antiepileptic therapy and clinical trials have shown that it may be more effective and safer than existing drugs. If licensed, Cenobamate will offer a new adjunctive treatment option for patients with partial focal epilepsy.

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Antiepileptic Drugs in Clinical Development: Differentiate or Die?
2017
Patents

Sample Use Guides

In Vivo Use Guide
target dose of 200 mg/day
Route of Administration: Oral
Name Type Language
CENOBAMATE
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
2H-TETRAZOLE-2-ETHANOL, .ALPHA.-(2-CHLOROPHENYL)-, CARBAMATE (ESTER), (.ALPHA.R)-
Systematic Name English
YKP-3089
Code English
CARBAMIC ACID (R)-(+)-1-(2-CHLOROPHENYL)-2-(2H-TETRAZOL-2-YL)ETHYL ESTER
Systematic Name English
CENOBAMATE [INN]
Common Name English
2H-TETRAZOLE-2-ETHANOL, .ALPHA.-(2-CHLOROPHENYL)-, 2-CARBAMATE, (.ALPHA.R)-
Systematic Name English
CENOBAMATE [WHO-DD]
Common Name English
CENOBAMATE [USAN]
Common Name English
YKP3089
Code English
(1R)-1-(2-CHLOROPHENYL)-2-(2H-TETRAZOL-2-YL)ETHYL CARBAMATE
Systematic Name English
Code System Code Type Description
CAS
913088-80-9
Created by admin on Tue Oct 22 01:37:24 UTC 2019 , Edited by admin on Tue Oct 22 01:37:24 UTC 2019
PRIMARY
PUBCHEM
11962412
Created by admin on Tue Oct 22 01:37:24 UTC 2019 , Edited by admin on Tue Oct 22 01:37:24 UTC 2019
PRIMARY
INN
10116
Created by admin on Tue Oct 22 01:37:24 UTC 2019 , Edited by admin on Tue Oct 22 01:37:24 UTC 2019
PRIMARY