Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C20H20FNO4 |
| Molecular Weight | 357.3755 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)C1=CC2=C(OC(C)(C)[C@H](O)[C@H]2NC(=O)C3=CC=C(F)C=C3)C=C1
InChI
InChIKey=RCLXAPJEFHPYEG-ZWKOTPCHSA-N
InChI=1S/C20H20FNO4/c1-11(23)13-6-9-16-15(10-13)17(18(24)20(2,3)26-16)22-19(25)12-4-7-14(21)8-5-12/h4-10,17-18,24H,1-3H3,(H,22,25)/t17-,18+/m0/s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/12387702Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/9283703 | https://www.ncbi.nlm.nih.gov/pubmed/19443931 | https://www.ncbi.nlm.nih.gov/pubmed/15115635
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12387702
Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/9283703 | https://www.ncbi.nlm.nih.gov/pubmed/19443931 | https://www.ncbi.nlm.nih.gov/pubmed/15115635
Carabersat is an anticonvulsant devoid of cardiovascular side effects with minimal central nervous system adverse actions. Carabersat does not bind to ion channels, purinergic, aminergic, opioid and other peptidergic receptors. It selectively interacts with its own binding site, which is not yet elucidated. Carabersat has no effect on sodium channels, GABAergic or glutamate pathways. Carabersat had been in phase II clinical trials for the treatment of epilepsy. It has a potential action in preventing migraines because it acts through an inhibition of the cortical spreading depression trigeminal nerve-induced vasodilatation in cats. Its good therapeutic index and the markedly reduced neurological impairments could make it a useful agent for migraine prophylaxis pending efficacy parameters of controlled studies, which are underway.
CNS Activity
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Third-generation antiepileptic drugs: mechanisms of action, pharmacokinetics and interactions. | 2008-03-02 |
|
| Prophylactic migraine therapy: emerging treatment options. | 2004-06 |
|
| Novel anticonvulsant medications in development. | 2002-10 |
|
| Progress report on new antiepileptic drugs: a summary of the Sixth Eilat Conference (EILAT VI). | 2002-09 |
|
| SB-204269 SmithKline Beecham. | 1998-09 |
|
| The novel anticonvulsant SB 204269 binds to a stereospecific site in the mouse brain. | 1996-10-31 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9283703
Rats: 1-30 mg/kg
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8957267
The binding of [3H]SB 204269 (Carabersat) to mouse forebrain membranes is saturable (Bmax 217 fmol/mg protein, Kd 32 nM) and stereospecific.
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C264
Created by
admin on Mon Mar 31 18:26:14 GMT 2025 , Edited by admin on Mon Mar 31 18:26:14 GMT 2025
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
DTXSID6047319
Created by
admin on Mon Mar 31 18:26:14 GMT 2025 , Edited by admin on Mon Mar 31 18:26:14 GMT 2025
|
PRIMARY | |||
|
7764
Created by
admin on Mon Mar 31 18:26:14 GMT 2025 , Edited by admin on Mon Mar 31 18:26:14 GMT 2025
|
PRIMARY | |||
|
K9R83652CK
Created by
admin on Mon Mar 31 18:26:14 GMT 2025 , Edited by admin on Mon Mar 31 18:26:14 GMT 2025
|
PRIMARY | |||
|
184653-84-7
Created by
admin on Mon Mar 31 18:26:14 GMT 2025 , Edited by admin on Mon Mar 31 18:26:14 GMT 2025
|
PRIMARY | |||
|
193943
Created by
admin on Mon Mar 31 18:26:14 GMT 2025 , Edited by admin on Mon Mar 31 18:26:14 GMT 2025
|
PRIMARY | |||
|
CHEMBL39933
Created by
admin on Mon Mar 31 18:26:14 GMT 2025 , Edited by admin on Mon Mar 31 18:26:14 GMT 2025
|
PRIMARY | |||
|
300000034115
Created by
admin on Mon Mar 31 18:26:14 GMT 2025 , Edited by admin on Mon Mar 31 18:26:14 GMT 2025
|
PRIMARY | |||
|
C77999
Created by
admin on Mon Mar 31 18:26:14 GMT 2025 , Edited by admin on Mon Mar 31 18:26:14 GMT 2025
|
PRIMARY |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)