Retigabine

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

What is the Retigabine?

The molecule Retigabine presents a molecular formula of C30H38N4 and its IUPAC name is ethyl N-[2-amino-4-[(4-fluorophenyl)methylamino]phenyl]carbamate.

Retigabine is a molecule that belongs to a class of drugs known as anticonvulsants. It is used to treat epilepsy and has been shown to be effective in reducing seizure frequency in people with epilepsy. Retigabine is thought to work by modulating the activity of voltage-gated sodium channels in the brain, which are involved in the propagation of electrical signals in neurons..

3D structure

Cartesian coordinates

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

2D drawing

 

Retigabine PCSWXVJAIHCTMO-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Retigabine

 

Molecule descriptors

 
IUPAC nameethyl N-[2-amino-4-[(4-fluorophenyl)methylamino]phenyl]carbamate
InChI codeInChI=1S/C30H38N4/c1-23-21-27(31)25-15-9-11-17-29(25)33(23)19-13-7-5-3-4-6-8-14-20-34-24(2)22-28(32)26-16-10-12-18-30(26)34/h9-12,15-18,21-22,31-32H,3-8,13-14,19-20H2,1-2H3
InChI KeyPCSWXVJAIHCTMO-UHFFFAOYSA-N
SMILESCc1cc(=N)c2ccccc2n1CCCCCCCCCCn1c(C)cc(=N)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.

  • 12G01I6BBU
  • 150812-12-7
  • 2-AMINO-4-(4-FLUORBENZYLAMINO)-1-ETHOXYCARBONYLAMINOBENZENE
  • 812R127
  • A809076
  • AC-6908
  • ADD-230001
  • AMY18466
  • AW21-360
  • AWD-21360
  • AWD21-360
  • BCP04194
  • BCP0726000089
  • BDBM50143558
  • CARBAMIC ACID, (2-AMINO-4-(((4-FLUORO-PHENYL)METHYL)AMINO)PHENYL)-ETHYL ESTER
  • CCG-267503
  • CS-0990
  • Carbamic acid, (2-amino-4-(((4-fluorophenyl)methyl)amino)phenyl)-, ethyl ester
  • D 20443
  • D 23129
  • D-23129
  • D09569
  • DB04953
  • DEA No. 2779
  • EX-A2203
  • Ethyl (2-amino-4-(((4-fluorophenyl)methyl)amino)phenyl)carbamate
  • Ethyl 2-amino-4-((p-fluorobenzyl)amino)carbanilate
  • Ethyl [2-amino-4-[[(4-fluorophenyl)methyl]amino]phenyl]carbamate
  • Ezogabine
  • Ezogabine (USAN)
  • FBX
  • FT-0601527
  • GKE-841
  • GKI 841
  • GTPL2601
  • GW 582892X
  • GW-582892X
  • GW582892X
  • HMS3748I09
  • HMS3885L20
  • HSDB 8171
  • HY-15471
  • KE-0201
  • MFCD04307735
  • N-(2-Amino-4-(4-fluorobenzylamino)-phenyl) carbamic acid ethyl ester
  • N-(2-Amino-4-(4-fluorobenzylamino)phenyl)carbamic acid ethyl ester
  • N-(2-amino-4-(4-fluorobenzylamino)-phenyl)carbamic acid ethylester
  • N-[2-amino-4-[(4-fluorophenyl)methylamino]phenyl]carbamic acid ethyl ester
  • N03AX21
  • NCGC00346739-01
  • NCGC00346739-05
  • NCGC00346739-06
  • Potiga
  • Potiva
  • Q-101418
  • Q2146170
  • RTG
  • Retigabin
  • Retigabine
  • Retigabine (INN)
  • Retigabine,D2312, D-23129
  • Retigabine-[d4] Dihydrochloride
  • Trobalt
  • WAY 143841
  • WAY-143841
  • [2-Amino-4-(4-fluoro-benzylamino)-phenyl]-carbamic acid ethyl ester
  • [2-Amino-4-[[(4-fluorophenyl)methyl]amino]phenyl]-carbamate
  • ethyl 2-amino-4-(4-fluorobenzylamino)phenylcarbamate
  • ethyl N-(2-amino-4-{[(4-fluorophenyl)methyl]amino}phenyl)carbamate
  • ethyl N-[2-amino-4-[(4-fluorophenyl)methylamino]phenyl]carbamate
  • ethyl N-[2-azanyl-4-[(4-fluorophenyl)methylamino]phenyl]carbamate
  • ethyl {2-amino-4-[(4-fluorobenzyl)amino]phenyl}carbamate
  • n-(2-amino-4-(4-fluorobenzylamino)-phenyl)carbamic acid ethyl ester
  • s4733

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC16154
  • ZINC00016154
  • UNII-12G01I6BBU
  • AKOS015895311
  • DTXSID40164615
  • CHEMBL41355
  • CHEBI:68584
  • SCHEMBL20835

Physico-Chemical properties

IUPAC nameethyl N-[2-amino-4-[(4-fluorophenyl)methylamino]phenyl]carbamate
Molecular formulaC30H38N4
Molecular weight454.65
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity145.73
LogP7.2
Topological polar surface area57.6

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.