Bilastine

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

What is the Bilastine?

The molecule Bilastine presents a molecular formula of C28H37N3O3 and its IUPAC name is 2-[4-[2-[4-[1-(2-ethoxyethyl)benzimidazol-2-yl]piperidin-1-yl]ethyl]phenyl]-2-methylpropanoic acid.

Bilastine is a new, second-generation, non-sedating antihistamine. It has a molecular weight of 455.5 and the molecular formula C22H22ClN3O2. The pKa values are 9.47 and 4.12. Bilastine is a white to off-white powder that is slightly soluble in water (1.5 mg/mL) and methanol (4.8 mg/mL)..

Bilastine was developed by ISDIN, a Spanish pharmaceutical company. It is currently approved in over 50 countries for the treatment of allergic rhinitis and urticaria. The recommended dose is 20 mg once daily..

Bilastine has a number of advantages over other antihistamines. It has a rapid onset of action (within 30 minutes) and a long duration of action (up to 24 hours). It is non-sedating and does not interact with other medications. Bilastine is also less likely to cause drowsiness or fatigue than other antihistamines..

The most common side effects of bilastine are headache, dizziness, and fatigue. Bilastine is contraindicated in patients with severe hepatic impairment..

Bilastine is a new antihistamine with a rapid onset of action and a long duration of action. It is non-sedating and has a low risk of side effects. Bilastine is an effective treatment for allergic rhinitis and urticaria..

3D structure

Cartesian coordinates

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

2D drawing

 

Bilastine ACCMWZWAEFYUGZ-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Bilastine

 

Molecule descriptors

 
IUPAC name2-[4-[2-[4-[1-(2-ethoxyethyl)benzimidazol-2-yl]piperidin-1-yl]ethyl]phenyl]-2-methylpropanoic acid
InChI codeInChI=1S/C28H37N3O3/c1-4-34-20-19-31-25-8-6-5-7-24(25)29-26(31)22-14-17-30(18-15-22)16-13-21-9-11-23(12-10-21)28(2,3)27(32)33/h5-12,22H,4,13-20H2,1-3H3,(H,32,33)
InChI KeyACCMWZWAEFYUGZ-UHFFFAOYSA-N
SMILESCCOCCn1c(C2CCN(CCc3ccc(C(C)(C)C(=O)O)cc3)CC2)nc2ccccc21

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.

  • 189B784
  • 2-(4-(2-(4-(1-(2-ethoxyethyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)ethyl)phenyl)-2-methylpropanoic acid
  • 2-[4-(2-{4-[1-(2-ethoxy-ethyl)-1H-benzoimidazol-2-yl]-piperidin-1-yl}-ethyl)-phenyl]-2-methyl-propionic acid
  • 2-[4-(2-{4-[1-(2-ethoxy-ethyl)-1H-benzoimidazol-2-yl]-piperidin-1-yl}ethyl)-phenyl]-2-methyl-propionic acid
  • 2-[4-[2-[4-[1-(2-Ethoxyethyl)-1H-benzo[d]imidazol-2-yl]piperidin-1-yl]ethyl]phenyl]-2-methylpropanoic Acid
  • 2-[4-[2-[4-[1-(2-Ethoxyethyl)-1H-benzoimidazole-2-yl]piperidine-1-yl]ethyl]phenyl]-2-methylpropanoic acid
  • 2-[4-[2-[4-[1-(2-ethoxyethyl)benzimidazol-2-yl]piperidin-1-yl]ethyl]phenyl]-2-methylpropanoic acid
  • 2-[4-[2-[4-[1-(2-ethoxyethyl)benzoimidazol-2-yl]-1-piperidyl]ethyl]phenyl]-2-methyl-propanoic acid
  • 202189-78-4
  • A856214
  • AC-29231
  • AMY16470
  • B5392
  • BCP02576
  • BCP9000412
  • BENZENEACETIC ACID, 4-(2-(4-(1-(2-ETHOXYETHYL)-1H-BENZIMIDAZOL-2-YL)-1-PIPERIDINYL)ETHYL-ALPHA, ALPHA-DIMETHYL-
  • BENZENEACETICACID,4-(2-(4-(1-(2-ETHOXYETHYL)-1H-BENZIMIDAZOL-2-YL)-1-PIPERIDINYL)ETHYL-ALPHA,ALPHA-DIMETHYL-
  • BS-15792
  • Benzeneacetic acid, 4-[2-[4-[1-(2-ethoxyethyl)-1H-benzimidazol-2-yl]-1-piperidinyl]ethyl]-alpha,alpha-dimethyl-
  • Benzeneacetic acid,4-[2-[4-[1-(2-ethoxyethyl)-1H-benzimidazol-2-yl]-1-piperidinyl]ethyl]-a,a-dimethyl-
  • Bilastine
  • Bilastine (JAN/INN)
  • Bilastine; 2-(4-(2-(4-(1-(2-ethoxyethyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)ethyl)phenyl)-2-methylpropanoic acid
  • Bilastinum
  • Bilatex
  • Bilaxten
  • CCG-269384
  • D09570
  • DB11591
  • DSSTox_CID_31467
  • DSSTox_GSID_57678
  • DSSTox_RID_97352
  • EX-A2962
  • F-96221-BM
  • FT-0700542
  • GTPL11579
  • HMS3887O17
  • HY-14447
  • Ilaxten
  • MFCD09837814
  • NCGC00262907-01
  • P-(2-(4-(1-(2-ETHOXYETHYL)-2-BENZIMIDAZOLYL)PIPERIDINO)ETHYL)-.ALPHA.-METHYLHYDRATROPIC ACID
  • PA1123N395
  • Q2902977
  • SB17508
  • p-(2-(4-(1-(2-Ethoxyethyl)-2-benzimidazolyl)piperidino)ethyl)-alpha-methylhydratropic acid
  • s3721

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3822702
  • CAS-202189-78-4
  • UNII-PA1123N395
  • AKOS030241723
  • DTXSID5057678
  • CHEMBL1742423
  • CHEBI:135954
  • Tox21_113905
  • SCHEMBL991810

Physico-Chemical properties

IUPAC name2-[4-[2-[4-[1-(2-ethoxyethyl)benzimidazol-2-yl]piperidin-1-yl]ethyl]phenyl]-2-methylpropanoic acid
Molecular formulaC28H37N3O3
Molecular weight463.612
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity140.54
LogP4.8
Topological polar surface area67.6

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.