Bisacodyl

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

What is the Bisacodyl?

The molecule Bisacodyl presents a molecular formula of C22H19NO4 and its IUPAC name is [4-[(4-acetyloxyphenyl)-pyridin-2-ylmethyl]phenyl] acetate.

Bisacodyl is a molecule used as a laxative. It is a white, crystalline powder that is insoluble in water. When taken orally, it is rapidly absorbed from the gastrointestinal tract and acts as a stimulant laxative. It can be found as a suppository, which is inserted into the rectum where it dissolves and produces a bowel movement within 15 to 30 minutes..

3D structure

Cartesian coordinates

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

2D drawing

 

Bisacodyl KHOITXIGCFIULA-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Bisacodyl

 

Molecule descriptors

 
IUPAC name[4-[(4-acetyloxyphenyl)-pyridin-2-ylmethyl]phenyl] acetate
InChI codeInChI=1S/C22H19NO4/c1-15(24)26-19-10-6-17(7-11-19)22(21-5-3-4-14-23-21)18-8-12-20(13-9-18)27-16(2)25/h3-14,22H,1-2H3
InChI KeyKHOITXIGCFIULA-UHFFFAOYSA-N
SMILESCC(=O)Oc1ccc(C(c2ccc(OC(C)=O)cc2)c2ccccn2)cc1

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.

  • (4,4'-Diacetoxydiphenyl)(2-pyridyl)methane
  • (Pyridin-2-ylmethylene)bis(4,1-phenylene) diacetate
  • (pyridin-2-ylmethanediyl)dibenzene-4,1-diyl diacetate
  • (pyridin-2-ylmethylene)di-4,1-phenylene diacetate
  • 10X0709Y6I
  • 2-(4,4'-Diacetoxydiphenylmethyl)pyridine
  • 4,4'-(2-Pyridylmethylene)diphenol diacetate
  • 4,4'-(2-Pyridylmethylene)diphenol diacetate (ester)
  • 4,4'-(2-pyridylmethylene)bisphenol diacetate
  • 4,4'-(pyridin-2-ylmethylene)bis(4,1-phenylene) diacetate
  • 4,4'-Diacetoxydiphenylpyrid-2-ylmethane
  • 4,4'-Diacetoxydiphenylpyridyl-2-methane
  • 4,4-(2-Pyridylmethylene)diphenol diacetate
  • 4-[[4-(Acetyloxy)phenyl](2-pyridinyl)methyl]phenyl acetate #
  • 4-[[4-(acetyloxy)phenyl](2-pyridyl)methyl]phenyl acetate
  • 4-{[4-(acetyloxy)phenyl](pyridin-2-yl)methyl}phenyl acetate
  • 603-50-9
  • A14914
  • A832704
  • AB00051928
  • AB00051928-17
  • AB00051928_18
  • AB00051928_19
  • AC-24284
  • AS-15820
  • B1898
  • B5066
  • BCP18567
  • BDBM61400
  • BISACODYL COMPONENT OF HALFLYTELY
  • BPBio1_000416
  • BRN 0323727
  • BSPBio_000378
  • BSPBio_001916
  • Bicol
  • Bis(p-acetoxyphenyl)-2-pyridylmethane
  • Bisacodilo
  • Bisacodyl
  • Bisacodyl (JP17/USP/INN)
  • Bisacodyl, active ingredient of Viraplex
  • Bisacodyl,(S)
  • Bisacodylum
  • Brocalax
  • CCG-35661
  • CCG-36442
  • CCRIS 8864
  • Correctol Tablets, Caplets
  • D00245
  • D81813
  • DB09020
  • DSSTox_CID_2681
  • DSSTox_GSID_22681
  • DSSTox_RID_76689
  • Deficol
  • Di-(4-acetoxyphenyl)-2-pyridylmethane
  • Di-(p-acetoxyphenyl)-2-pyridylmethane
  • DivK1c_000347
  • Dulcolan
  • Dulcolax
  • Durolax
  • Endokolat
  • Eulaxan
  • Evac-Q-Tabs
  • FT-0603486
  • Feen-a-Mint Tablets
  • Fenilaxan
  • Godalax
  • HALFLYTELY COMPONENT BISACODYL
  • HMS1569C20
  • HMS1920G21
  • HMS2090K15
  • HMS2091O03
  • HMS2096C20
  • HMS2235I11
  • HMS3373L17
  • HMS3652E04
  • HMS3713C20
  • HMS501B09
  • HSDB 3016
  • HY-B0557
  • HalfLytely
  • Hillcolax
  • Horton
  • IDI1_000347
  • Ivilax
  • KBio1_000347
  • KBio2_000506
  • KBio2_003074
  • KBio2_005642
  • KBio3_001416
  • KBioGR_000692
  • KBioSS_000506
  • LA96a
  • LACO
  • Laxadin
  • Laxanin N
  • Laxans
  • Laxine
  • Laxorex
  • MFCD00038039
  • MLS000069729
  • MLS002701749
  • Modane
  • NCGC00016522-01
  • NCGC00016522-02
  • NCGC00016522-03
  • NCGC00016522-04
  • NCGC00016522-05
  • NCGC00016522-06
  • NCGC00016522-07
  • NCGC00016522-08
  • NCGC00016522-09
  • NCGC00016522-10
  • NCGC00016522-11
  • NCGC00016522-12
  • NCGC00023260-03
  • NCGC00023260-04
  • NCGC00023260-05
  • NCGC00023260-06
  • NCGC00257892-01
  • NCI60_004954
  • NCIChal_000004
  • NCIMech_000456
  • NINDS_000347
  • NSC 755914
  • NSC-614826
  • NSC-755914
  • NSC614826
  • NSC755914
  • Neolax
  • Nigalax
  • Opera_ID_884
  • Pharmakon1600-01500147
  • Phenol, 4,4'-(2-pyridinylmethylene)bis-, 1,1'-diacetate
  • Phenol, 4,4'-(2-pyridinylmethylene)bis-, diacetate
  • Phenol, 4,4'-(2-pyridinylmethylene)bis-, diacetate (ester)
  • Phenol, 4,4'-(2-pyridylmethylene)di-, diacetate
  • Phenol, 4,4'-(2-pyridylmethylene)di-, diacetate (ester)
  • Phenol,4'-(2-pyridinylmethylene)bis-, diacetate (ester)
  • Prestwick0_000419
  • Prestwick1_000419
  • Prestwick2_000419
  • Prestwick3_000419
  • Prestwick_780
  • Pyrilax
  • Q-200726
  • Q-200727
  • Q417874
  • REGID_for_CID_2391
  • SBI-0051297.P003
  • SMR000058226
  • SPECTRUM1500147
  • SR-01000000233
  • SR-01000000233-2
  • SR-01000000233-3
  • STK293202
  • SW196918-3
  • Sanvacual
  • Sk-bisacodyl
  • Stadalax
  • Telemin
  • Theralax
  • Ulcolax
  • Zetrax
  • [4-[(4-acetoxyphenyl)-(2-pyridyl)methyl]phenyl] acetate;Bisacodyl
  • [4-[(4-acetyloxyphenyl)-pyridin-2-ylmethyl]phenyl] acetate
  • bisacodyl
  • cid_2391
  • phenol,4,4'-(2-pyridinylmethylene)bis-,1,1'-diacetate
  • s4047

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3830321
  • CAS-603-50-9
  • UNII-10X0709Y6I
  • AKOS001599884
  • BRD-K39987650-001-05-0
  • BRD-K39987650-001-15-9
  • DTXSID1022681
  • CHEMBL942
  • CHEBI:3125
  • Tox21_110472
  • Tox21_200338
  • Tox21_110472_1
  • EINECS 210-044-4
  • SPBio_000258
  • SPBio_002317
  • SCHEMBL21044
  • Spectrum_000086
  • Spectrum2_000149
  • Spectrum3_000318
  • Spectrum4_000256
  • Spectrum5_000898

Physico-Chemical properties

IUPAC name[4-[(4-acetyloxyphenyl)-pyridin-2-ylmethyl]phenyl] acetate
Molecular formulaC22H19NO4
Molecular weight361.391
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity101.18
LogP4.1
Topological polar surface area65.5

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.