Bithionol

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

What is the Bithionol?

The molecule Bithionol presents a molecular formula of C12H6Cl4O2S and its IUPAC name is 2,4-dichloro-6-(3,5-dichloro-2-hydroxyphenyl)sulfanylphenol.

Bithionol is an organic compound with the chemical formula C22H32O3S. It is a white solid that is soluble in water and organic solvents. It is used as an antiseptic and disinfectant..

Bithionol was first isolated in 1887 by German chemist Richard Willstätter. It is produced by the reaction of thiophenol with dithionite..

Bithionol is an effective antiseptic against a wide range of bacteria, including Gram-positive and Gram-negative bacteria, as well as fungi and viruses. It is also effective against the bacteria that cause tuberculosis and leprosy..

Bithionol is used to treat skin infections, such as athlete's foot, and to disinfect wounds. It is also used in the manufacture of soaps and detergents..

Bithionol is a toxic compound and can cause liver damage if ingested in large amounts. It lies as a hazardous substance in the United States..

3D structure

Cartesian coordinates

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

2D drawing

 

Bithionol JFIOVJDNOJYLKP-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Bithionol

 

Molecule descriptors

 
IUPAC name2,4-dichloro-6-(3,5-dichloro-2-hydroxyphenyl)sulfanylphenol
InChI codeInChI=1S/C12H6Cl4O2S/c13-5-1-7(15)11(17)9(3-5)19-10-4-6(14)2-8(16)12(10)18/h1-4,17-18H
InChI KeyJFIOVJDNOJYLKP-UHFFFAOYSA-N
SMILESOc1c(Cl)cc(Cl)cc1Sc1cc(Cl)cc(Cl)c1O

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.

  • 1394-04-3
  • 2,2'-Dihydroxy-3,3',5,5'-tetrachlorodiphenyl sulfide
  • 2,2'-Dihydroxy-3,3',5,5'-tetrachlorodiphenylsulfide
  • 2,2'-Thiobis(4,6-dichlorophenol)
  • 2,2'-Thiobis[4,6-dichlorophenol]
  • 2,2'-sulfanediylbis(4,6-dichlorophenol)
  • 2,3',5,5'-tetrachlorodiphenyl sulfide
  • 2,4-dichloro-6-(3,5-dichloro-2-hydroxy-phenyl)sulfanyl-phenol
  • 2,4-dichloro-6-(3,5-dichloro-2-hydroxyphenyl)sulfanylphenol
  • 2,4-dichloro-6-[(3,5-dichloro-2-hydroxy-phenyl)thio]phenol
  • 2,4-dichloro-6-[(3,5-dichloro-2-hydroxyphenyl)thio]phenol
  • 2,6-Difluoropyridine-4-boronicacid
  • 2-Hydroxy-3,5-dichlorophenyl sulfide
  • 2-Hydroxy-3,5-dichlorophenyl sulphide
  • 2-[3,5-bis(chloranyl)-2-oxidanyl-phenyl]sulfanyl-4,6-bis(chloranyl)phenol
  • 6,6'-thiobis(2,4-dichlorophenol)
  • 97-18-7
  • A14941
  • A1B988
  • AI3-50518
  • AMT77LS62O
  • Actamer
  • B1T
  • BDBM36880
  • BIS(2-HYDROXY-3,5-DICHLOROPHENYL)SULFIDE
  • BRN 2003535
  • BS-18280
  • BSPBio_001918
  • Bidiphen
  • Bis(2-hydroxy-3,5-dichlorophenyl) sulfide
  • Bis(3,5-dichloro-2-hydroxyphenyl) sulfide
  • Bisoxyphen
  • Bithin
  • Bithional
  • Bithionol
  • Bithionol (JAN/INN)
  • Bithionol sulfide
  • Bithionolate
  • Bithionolum
  • Bitin
  • Bitionol
  • C07967
  • C77336
  • CCG-268103
  • CCRIS 2043
  • CP 3438
  • CS-3874
  • Caswell No. 852
  • D 26
  • D00802
  • DB04813
  • DSSTox_CID_1342
  • DSSTox_GSID_21342
  • DSSTox_RID_76096
  • DivK1c_000639
  • EPA Pesticide Chemical Code 064201
  • FT-0707601
  • GTPL2338
  • HMS501P21
  • HSDB 6380
  • HY-17592
  • IDI1_000639
  • JFIOVJDNOJYLKP-UHFFFAOYSA-
  • KBio1_000639
  • KBio2_000508
  • KBio2_003076
  • KBio2_005644
  • KBio3_001418
  • KBioGR_000694
  • KBioSS_000508
  • KSC-19-055
  • KUC106451N
  • Lorothidol
  • Lorothiodol
  • MFCD00055727
  • MLS000028403
  • NCGC00018163-01
  • NCGC00018163-02
  • NCGC00018163-03
  • NCGC00018163-04
  • NCGC00018163-05
  • NCGC00018163-06
  • NCGC00018163-07
  • NCGC00018163-08
  • NCGC00018163-09
  • NCGC00018163-10
  • NCGC00021272-04
  • NCGC00021272-05
  • NCGC00021272-06
  • NCGC00256573-01
  • NCGC00257938-01
  • NCI-C60628
  • NINDS_000639
  • NSC 47129
  • NSC-47129
  • NSC-9872
  • NSC47129
  • NSC9872
  • Neopellis
  • Nobacter
  • Oprea1_473080
  • Phenol, 2,2'-thiobis(4,6-dichloro-
  • Phenol, 2,2'-thiobis[4,6-dichloro-
  • Phenol,2'-thiobis[4,6-dichloro-
  • Prevenol
  • Q-200730
  • Q4918862
  • QTL1_000014
  • REGID_for_CID_2406
  • SBI-0051298.P003
  • SMR000058374
  • STL257451
  • T0865
  • TKhsd
  • Usaf B-22
  • Vancide BL
  • WLN: QR BG DG FSR BQ CG EG
  • XEROSIN
  • XL 7
  • XL-7
  • bithionol
  • cid_2406
  • s4552

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC608213
  • CAS-97-18-7
  • UNII-AMT77LS62O
  • AKOS015856712
  • BRD-K39120595-304-03-9
  • DTXSID9021342
  • CHEMBL290106
  • CHEBI:3131
  • Tox21_110832
  • Tox21_200384
  • Tox21_302919
  • Tox21_110832_1
  • EINECS 202-565-0
  • SPBio_000126
  • SCHEMBL64385
  • Spectrum_000088
  • Spectrum2_000113
  • Spectrum3_000319
  • Spectrum4_000257
  • Spectrum5_000922

Physico-Chemical properties

IUPAC name2,4-dichloro-6-(3,5-dichloro-2-hydroxyphenyl)sulfanylphenol
Molecular formulaC12H6Cl4O2S
Molecular weight356.052
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity81.09
LogP5.9
Topological polar surface area65.8

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.