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=C1C=CC=C3
InChI
InChIKey=BMPDWHIDQYTSHX-AWEZNQCLSA-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-/m0/s1
DescriptionCurator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/?term=11926264
Curator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/?term=11926264
Eslicarbazepine acetate is a third generation antiepileptic drug indicated for the treatment of partial-onset seizures. Structurally, it belongs to the dibenzazepine family and is closely related to carbamazepine and oxcarbazepine. Eslicarbazepine acetate was developed by scientists in Portugal. Its main mechanism of action is by blocking the voltage-gated sodium channel. Eslicarbazepine acetate is a pro-drug that is rapidly metabolized almost exclusively into eslicarbazepine (S-licarbazepine), the biologically active drug. It has a favorable pharmacokinetic and drug-drug interaction profile. However, it may induce the metabolism of oral contraceptives and should be used with caution in females of child-bearing age.
CNS Activity
Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=17199020 | http://www.ncbi.nlm.nih.gov/pubmed/?term=18710399
Curator's Comment: Eslicarbazepine acetate exerts its effect on CNS in human by blocking voltage-gated sodium channels. Its active metabolite was found to cross the blood-brain barrier in mice
Originator
Approval Year
Sample Use Guides
The recommended initial dosage is 400 mg once daily. For some patients, treatment may be initiated at 800 mg once daily if the need for seizure reduction outweighs an increased risk of adverse reactions during initiation. Dosage should be increased in weekly increments of 400 mg to 600 mg, based on clinical response and tolerability, to a recommended maintenance dosage of 800 mg to 1600 mg once daily. For patients on drug monotherapy, the 800 mg once daily maintenance dose should generally be considered in patients who are unable to tolerate a 1200 mg daily dose. For patients on adjunctive therapy, the 1600 mg daily dose should generally be considered in patients who did not achieve a satisfactory response with a 1200 mg daily dose.
Route of Administration:
Oral
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=15571507
Curator's Comment: No degeneration and swelling of neurites or increased ROS production was observed indicating low toxicity of eslicarbazepine acetate to neuronal cells
Hippocampal neurons were treated for 24 h with 300 uM BIA 2-093 (eslicarbazepine acetate). No degeneration and swelling of neurites or increased ROS production was observed indicating low toxicity of eslicarbazepine acetate to neuronal cells.
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WHO-ATC |
N03AF04
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WHO-VATC |
QN03AF04
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NCI_THESAURUS |
C264
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m5024
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C81473
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Eslicarbazepine
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7350
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CHEMBL315985
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S5VXA428R4
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9881504
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DB14575
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S5VXA428R4
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SUB27751
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104746-04-5
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1482502
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C571001
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100000091741
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8403
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N0000185506
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PRIMARY | Cytochrome P450 3A4 Inducers [MoA] | ||
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N0000182140
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PRIMARY | Cytochrome P450 2C19 Inhibitors [MoA] |
ACTIVE MOIETY
METABOLITE (PARENT)
METABOLITE (PARENT)
METABOLITE ACTIVE (PARENT)
PRODRUG (METABOLITE ACTIVE)