Tioxolone

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

What is the Tioxolone?

The molecule Tioxolone presents a molecular formula of C7H4O3S and its IUPAC name is 6-hydroxy-1,3-benzoxathiol-2-one.

Tioxolone is a molecule that has shown promise as an anti-cancer agent. It is currently in clinical trials for the treatment of various types of cancer..

Tioxolone is a small molecule that belongs to the class of drugs known as quinolones. It is similar to the well-known drug, camptothecin. Tioxolone inhibits the enzyme topoisomerase II, which is required for the replication of DNA. This results in the death of cancer cells..

Tioxolone has been shown to be effective against a variety of cancer cell types, including breast, ovarian, and lung cancer. It is currently being tested in clinical trials for the treatment of advanced breast cancer..

The side effects of tioxolone are similar to those of other quinolones, and include gastrointestinal upset, headache, and dizziness. Tioxolone is generally well-tolerated, and there have been no reports of serious side effects in clinical trials..

Tioxolone is a promising new anti-cancer agent that is currently being tested in clinical trials. It has shown activity against a variety of cancer cell types, and is generally well-tolerated..

3D structure

Cartesian coordinates

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

2D drawing

 

Tioxolone SLYPOVJCSQHITR-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Tioxolone

 

Molecule descriptors

 
IUPAC name6-hydroxy-1,3-benzoxathiol-2-one
InChI codeInChI=1S/C7H4O3S/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3,8H
InChI KeySLYPOVJCSQHITR-UHFFFAOYSA-N
SMILESO=c1oc2cc(O)ccc2s1

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.

  • 1,3-Benzoxathiol-2-one, 6-hydroxy-
  • 4991-65-5
  • 6-HYDROXY-1,3-BENZOXANTHIOL-2-ONE
  • 6-Hydro-2-oxo-1,3-benzoxathiole
  • 6-Hydroxy-1,3-benzoxathiol-2-one
  • 6-Hydroxy-2-oxobenzoxathiole
  • 6-hydroxy- 1,3-Benzoxathiol-2-one
  • 6-hydroxy-1,3(2H)-benzoxathiol-2-one
  • 6-hydroxy-2H-1,3-benzoxathiol-2-one
  • 6-hydroxybenzo[d][1,3]oxathiol-2-one
  • A15598
  • AB00052428-08
  • AB00052428-10
  • AB00052428_11
  • AB00052428_12
  • Acnosan
  • BBL027543
  • BCP27320
  • BDBM50252093
  • BSPBio_002809
  • C75325
  • CCG-39965
  • Camyna
  • D07211
  • DB-051701
  • DB13343
  • DSSTox_CID_25885
  • DSSTox_GSID_45885
  • DSSTox_RID_81199
  • DivK1c_006997
  • F0001-1301
  • FT-0635501
  • H0740
  • HMS1922E09
  • HMS2233I16
  • HMS3656G22
  • HY-B0483
  • J-518772
  • KBio1_001941
  • KBio2_001838
  • KBio2_004406
  • KBio2_006974
  • KBio3_002029
  • KBioGR_001731
  • KBioSS_001838
  • MFCD00005859
  • MLS000766887
  • MLS002207047
  • MLS006011819
  • NCGC00095003-01
  • NCGC00095003-02
  • NCGC00095003-03
  • NCGC00095003-05
  • NCGC00095003-06
  • NCGC00178457-01
  • NSC 758240
  • NSC-758240
  • NSC758240
  • Pharmakon1600-01503094
  • Q7808755
  • S0FAJ1R9CD
  • SBI-0051902.P002
  • SLYPOVJCSQHITR-UHFFFAOYSA-
  • SMR000718631
  • SPECTRUM1503094
  • SR-01000842162
  • SR-01000842162-2
  • STK525157
  • SW219434-1
  • SpecPlus_000901
  • Thioxalone
  • Thioxolone
  • Tioxolon
  • Tioxolona
  • Tioxolone
  • Tioxolone (INN/BAN)
  • Tioxolonum
  • VS-08561
  • Z955123730
  • cid_72139
  • s2603

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC2181
  • CAS-4991-65-5
  • UNII-S0FAJ1R9CD
  • AKOS000120818
  • BRD-K41876534-001-02-0
  • DTXSID5045885
  • CHEMBL442687
  • CHEBI:568021
  • Tox21_111384
  • EINECS 225-653-0
  • SPBio_000500
  • SCHEMBL36433
  • Spectrum_001358
  • Spectrum2_000450
  • Spectrum3_001025
  • Spectrum4_001156
  • Spectrum5_001539

Physico-Chemical properties

IUPAC name6-hydroxy-1,3-benzoxathiol-2-one
Molecular formulaC7H4O3S
Molecular weight168.17
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity42.38
LogP1.6
Topological polar surface area78.7

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.