Eslicarbazepine acetate

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Eslicarbazepine acetate are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Eslicarbazepine acetate?

The molecule Eslicarbazepine acetate presents a molecular formula of C17H16N2O3 and its IUPAC name is [(5S)-11-carbamoyl-5,6-dihydrobenzo[b][1]benzazepin-5-yl] acetate.

Eslicarbazepine acetate (Aptiom) is an anticonvulsant medication used to treat partial-onset seizures in people with epilepsy. It is a stereoisomer of oxcarbazepine (Trileptal)..

Eslicarbazepine acetate is a white to off-white, crystalline powder with a molecular weight of 351.39. It is soluble in methanol and ethanol, and has a pKa of 9.3..

The mechanism of action of eslicarbazepine acetate is not completely understood, but it is thought to work by inhibiting voltage-gated sodium channels..

Eslicarbazepine acetate exists as 200 mg and 400 mg tablets. The recommended starting dose is 400 mg once daily. The dose may be increased by 400 mg increments every two weeks, up to a maximum of 1600 mg per day..

Common side effects of eslicarbazepine acetate include dizziness, headache, nausea, and fatigue..

Eslicarbazepine acetate should not be used by people with a history of hypersensitivity to the drug. It should also be used with caution in people with a history of psychiatric illness..

Eslicarbazepine acetate is a prescription medication. It is not available over-the-counter..

3D structure

Cartesian coordinates

Geometry of Eslicarbazepine acetate in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Eslicarbazepine acetate QIALRBLEEWJACW-INIZCTEOSA-N chemical compound 2D structure molecule svg
Eslicarbazepine acetate

 

Molecule descriptors

 
IUPAC name[(5S)-11-carbamoyl-5,6-dihydrobenzo[b][1]benzazepin-5-yl] acetate
InChI codeInChI=1S/C17H16N2O3/c1-11(20)22-16-10-12-6-2-4-8-14(12)19(17(18)21)15-9-5-3-7-13(15)16/h2-9,16H,10H2,1H3,(H2,18,21)/t16-/m0/s1
InChI KeyQIALRBLEEWJACW-INIZCTEOSA-N
SMILESCC(=O)O[C@H]1Cc2ccccc2N(C(N)=O)c2ccccc21

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (10S)-5-CARBAMOYL-10,11-DIHYDRO-5H-DIBENZO(B,F)AZEPIN-10-YL ACETATE
  • (S)-10-ACETOXY-10,11-DIHYDRO-5HDIBENZ( B,F)AZEPINE-5-CARBOXAMIDE
  • 236395-14-5
  • 5H-DIBENZ(B,F)AZEPINE-5-CARBOXAMIDE, 10-(ACETYLOXY)-10,11-DIHYDRO-, (10S)-
  • 5H-Dibenz9b,f)azepine-5-carboxamide, 10-(acetyloxy)-10,11-dihydro-, (10S)-
  • AC-31734
  • AR-270/43507894
  • AS-14058
  • Aptiom
  • BDBM50240669
  • BEA68ZVB2K
  • BIA 2-093
  • BIA 2093
  • BIA-2-093
  • BIA-2093
  • CCG-222406
  • D09612
  • DB09119
  • E1046
  • Erelib
  • Eslicarbazapine Acetate
  • Eslicarbazepine (acetate)
  • Eslicarbazepine acetate
  • Eslicarbazepine acetate (USAN)
  • Exalief
  • H11471
  • HMS3263M06
  • HMS3885N14
  • HY-B0703
  • J-015175
  • LP01102
  • MFCD06798333
  • NCGC00165752-01
  • NCGC00165752-02
  • NCGC00165752-04
  • NCGC00165752-06
  • NCGC00261787-01
  • Pazzul
  • Q410273
  • SDCCGSBI-0633789.P001
  • SEP - 0002093
  • SEP-0002093
  • Sep 0002093
  • Stedesa
  • Zebinix
  • [(5S)-11-carbamoyl-5,6-dihydrobenzo[b][1]benzazepin-5-yl] acetate
  • eslicarbazepine-acetate
  • exelief
  • s4657

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC7295
  • UNII-BEA68ZVB2K
  • AKOS005145781
  • DTXSID90178308
  • CHEMBL87992
  • CHEBI:87016
  • Tox21_501102
  • SCHEMBL250594

Physico-Chemical properties

IUPAC name[(5S)-11-carbamoyl-5,6-dihydrobenzo[b][1]benzazepin-5-yl] acetate
Molecular formulaC17H16N2O3
Molecular weight296.321
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity85.84
LogP3.8
Topological polar surface area72.6

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.