Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C15H14N2O2 |
Molecular Weight | 254.2839 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(=O)N1C2=CC=CC=C2C[C@@H](O)C3=CC=CC=C13
InChI
InChIKey=BMPDWHIDQYTSHX-CQSZACIVSA-N
InChI=1S/C15H14N2O2/c16-15(19)17-12-7-3-1-5-10(12)9-14(18)11-6-2-4-8-13(11)17/h1-8,14,18H,9H2,(H2,16,19)/t14-/m1/s1
Molecular Formula | C15H14N2O2 |
Molecular Weight | 254.2839 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Licarbazepine, (R)- is a hydroxy derivative of R-licarbazepine acetate. Eslicarbazepine acetate (ESL), or S-licarbazepine acetate (ESL), Licarbazepine, (R)- acetate and their racemic mixture, as well as other related compounds, were orally assessed in rats for anticonvulsant activity and compared with carbamazepine (CBZ) and oxcarbazepine (OXC). Metabolism of OXC and its derivatives varies considerably between species. Rats metabolize ESL to OXC with minimal (S)-licarbazepine or Licarbazepine, (R)- metabolites. Licarbazepine, (R)- undergoes a further oxidation to the trans-diol metabolite, demonstrating an increased predisposition to earlier inactivation. Administration of ESL and of eslicarbazepine significantly protected mice against Maximal electroshocks-induced seizures, whereas that of Licarbazepine, (R)- failed to provide protection. This finding raises doubts on the contribution of Licarbazepine, (R)- as an active anticonvulsant.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21557472 | https://www.ncbi.nlm.nih.gov/pubmed/18306292
Curator's Comment: Known to be CNS penetrant in mouse. Human data not available.
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25489632
Mice: 20 mg/kg
Route of Administration:
Intraperitoneal
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:40:16 GMT 2025
by
admin
on
Mon Mar 31 22:40:16 GMT 2025
|
Record UNII |
UQY83V0QWA
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
9816485
Created by
admin on Mon Mar 31 22:40:16 GMT 2025 , Edited by admin on Mon Mar 31 22:40:16 GMT 2025
|
PRIMARY | |||
|
104746-03-4
Created by
admin on Mon Mar 31 22:40:16 GMT 2025 , Edited by admin on Mon Mar 31 22:40:16 GMT 2025
|
PRIMARY | |||
|
DBMET01020
Created by
admin on Mon Mar 31 22:40:16 GMT 2025 , Edited by admin on Mon Mar 31 22:40:16 GMT 2025
|
PRIMARY | |||
|
UQY83V0QWA
Created by
admin on Mon Mar 31 22:40:16 GMT 2025 , Edited by admin on Mon Mar 31 22:40:16 GMT 2025
|
PRIMARY | |||
|
DTXSID501346125
Created by
admin on Mon Mar 31 22:40:16 GMT 2025 , Edited by admin on Mon Mar 31 22:40:16 GMT 2025
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> METABOLITE |
|
||
|
PARENT -> METABOLITE ACTIVE |