Brexpiprazole

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

What is the Brexpiprazole?

The molecule Brexpiprazole presents a molecular formula of C25H27N3O2S and its IUPAC name is 7-[4-[4-(1-benzothiophen-4-yl)piperazin-1-yl]butoxy]-1H-quinolin-2-one.

Bexpiprazole ( trade name Abilify, Aripiprazole ) is an antipsychotic medication used to treat schizophrenia and bipolar disorder, as well as major depressive disorder. It is a second-generation atypical antipsychotic (SGA) and is approved by the U.S. Food and Drug Administration (FDA) for the treatment of schizophrenia, bipolar disorder, and major depressive disorder. The exact mechanism of action of bexipiprazole is unknown, but it is thought to work by binding to dopamine and serotonin receptors in the brain..

Bexpiprazole was developed by Otsuka Pharmaceuticals and Lundbeck. It is currently approved for use in the United States, Canada, Europe, Australia, and Japan..

The most common side effects of bexipiprazole include nausea, vomiting, constipation, headache, dizziness, and drowsiness. Bexpiprazole can also cause weight gain and changes in blood sugar levels..

Bexpiprazole is generally well-tolerated, but some people may experience serious side effects. These include an increased risk of death in older adults with dementia-related psychosis, and an increased risk of suicidal thoughts and behaviors in children, adolescents, and young adults..

If you experience any of these side effects, contact your doctor immediately. You should also report any other side effects you may experience to the FDA..

3D structure

Cartesian coordinates

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

2D drawing

 

Brexpiprazole ZKIAIYBUSXZPLP-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Brexpiprazole

 

Molecule descriptors

 
IUPAC name7-[4-[4-(1-benzothiophen-4-yl)piperazin-1-yl]butoxy]-1H-quinolin-2-one
InChI codeInChI=1S/C25H27N3O2S/c29-25-9-7-19-6-8-20(18-22(19)26-25)30-16-2-1-11-27-12-14-28(15-13-27)23-4-3-5-24-21(23)10-17-31-24/h3-10,17-18H,1-2,11-16H2,(H,26,29)
InChI KeyZKIAIYBUSXZPLP-UHFFFAOYSA-N
SMILESO=c1ccc2ccc(OCCCCN3CCN(c4cccc5sccc45)CC3)cc2[nH]1

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.

  • 2(1H)-Quinolinone, 7-(4-(4-benzo(b)thien-4-yl-1-piperazinyl)butoxy)-
  • 2J3YBM1K8C
  • 7-(4-(4-(1-Benzothiophen-4-yl)piperazin-1-yl)butoxy)quinolin-2(1H)-one
  • 7-(4-(4-(Benzo[b]thiophen-4-yl)piperazin-1-yl)butoxy)quinolin-2(1H)-one
  • 7-[4-(4-Benzo[b]thiophen-4-ylpiperazin-1-yl)butoxy]-1H-quinolin-2-one
  • 7-[4-(4-benzo[b]thien-4-yl-1-piperazinyl)butoxy]- 2(1H)-Quinolinone
  • 7-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)-butoxy]-1H-quinolin-2-one
  • 7-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)butoxy]-1H-quinolin-2-one
  • 7-[4-[4-(1-benzothiophen-4-yl)piperazin-1-yl]butoxy]-1H-quinolin-2-one
  • 913611-97-9
  • A13527
  • AC-30404
  • AMY6914
  • AS-56467
  • BCP10218
  • BCP24077
  • BREXPIPRAZOLE
  • Brexpiprazole
  • Brexpiprazole (JAN/USAN/INN)
  • Brexpiprazole(OPC34712)
  • Brexpiprazole-[d8]
  • Brexpiprazole.2H2O
  • Brexpiprazole; OPC-34712
  • CCG-269055
  • D10309
  • DA-35913
  • DB09128
  • EX-A2639
  • FT-0712292
  • GTPL7672
  • HMS3885P12
  • HY-15780
  • MFCD27987920
  • NCGC00378574-01
  • NCGC00378574-02
  • OPC 34712
  • OPC-34712
  • OPC34712
  • Q2924764
  • Rexulti
  • Rxulti
  • SB16735
  • s4639

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC84758479
  • UNII-2J3YBM1K8C
  • AKOS025291100
  • AKOS037515802
  • DTXSID40238527
  • CHEMBL2105760
  • CHEBI:134716
  • SCHEMBL1037592
  • SCHEMBL14772509

Physico-Chemical properties

IUPAC name7-[4-[4-(1-benzothiophen-4-yl)piperazin-1-yl]butoxy]-1H-quinolin-2-one
Molecular formulaC25H27N3O2S
Molecular weight433.566
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity136.65
LogP4.7
Topological polar surface area76.8

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.