(S)-albendazole S-oxide

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

What is the (S)-albendazole S-oxide?

The molecule (S)-albendazole S-oxide presents a molecular formula of C12H15N3O3S and its IUPAC name is methyl N-[6-[(S)-propylsulfinyl]-1H-benzimidazol-2-yl]carbamate.

S-albendazole S-oxide is a molecule that is used as an anthelmintic drug. It is a prodrug of albendazole, meaning that it is converted into the active drug in the body. S-albendazole S-oxide is used to treat a variety of parasitic infections, including those caused by roundworms, hookworms, and whipworms. It is typically taken as a single dose, although it can be given for multiple days if necessary. The most common side effect of S-albendazole S-oxide is abdominal pain..

3D structure

Cartesian coordinates

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

2D drawing

 

(S)-albendazole S-oxide VXTGHWHFYNYFFV-IBGZPJMESA-N chemical compound 2D structure molecule svg
(S)-albendazole S-oxide

 

Molecule descriptors

 
IUPAC namemethyl N-[6-[(S)-propylsulfinyl]-1H-benzimidazol-2-yl]carbamate
InChI codeInChI=1S/C12H15N3O3S/c1-3-6-19(17)8-4-5-9-10(7-8)14-11(13-9)15-12(16)18-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)/t19-/m0/s1
InChI KeyVXTGHWHFYNYFFV-IBGZPJMESA-N
SMILESCCC[S@](=O)c1ccc2[nH]/c(=N\C(=O)OC)[nH]c2c1

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.

  • (-)-(S)-Albendazole sulfoxide
  • (-)-Albendazole sulfoxide
  • (S)-albendazole S-oxide
  • 1610590-72-1
  • Albendazole oxide, (-)-
  • Albendazole oxide, (S)-
  • Carbamic acid, (5-(propylsulfinyl)-1H-benzimidazol-2-yl)-, methyl ester, (-)-
  • Carbamic acid, N-(6-((S)-propylsulfinyl)-1H-benzimidazol-2-yl)-, methyl ester
  • Carbamic acid, N-(6-(propylsulfinyl)-1H-benzimidazol-2-yl)-, methyl ester, (-)-
  • LPF4XH2SAB
  • NSC-795061
  • NSC795061
  • Q27118048
  • S-Ricobendazole
  • methyl {5-[(S)-propane-1-sulfinyl]-1H-benzimidazol-2-yl}carbamate
  • methyl {5-[(S)-propylsulfinyl]-1H-benzimidazol-2-yl}carbamate

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC17
  • UNII-LPF4XH2SAB
  • CHEBI:38950
  • SCHEMBL17968582

Physico-Chemical properties

IUPAC namemethyl N-[6-[(S)-propylsulfinyl]-1H-benzimidazol-2-yl]carbamate
Molecular formulaC12H15N3O3S
Molecular weight281.331
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity72.58
LogP2.5
Topological polar surface area106.5

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.