2,4-dichloro-6-[(3,5-dichloro-2-hydroxyphenyl)sulfanyl]phenol

• ChemBase ID: 4357
• Molecular Formular: C12H6Cl4O2S
• Molecular Mass: 356.05184
• Monoisotopic Mass: 353.88426115
• SMILES: Clc1c(O)c(Sc2c(O)c(Cl)cc(Cl)c2)cc(Cl)c1
• Canonical SMILES: Clc1cc(Sc2cc(Cl)cc(c2O)Cl)c(c(c1)Cl)O
• InChI: InChI=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
• InChIKey: JFIOVJDNOJYLKP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,4-dichloro-6-[(3,5-dichloro-2-hydroxyphenyl)sulfanyl]phenol
• IUPAC Traditional name: bithionol; bitin
• Brand Name: Actamer; Bidiphen; Bisoxyphen; Bithin; Bitin; Bitionol; Lorothidol; Lorothiodol; Neopellis; Nobacter; Prevenol; Vancide BL
• Synonyms: 2,2′-Thio-bis(4,6-dichlorophenol); Bithionol; 2,2'-Dihydroxy-3,3',5,5'-tetrachlorodiphenyl sulfide; 2,2'-Dihydroxy-3,3',5,5'-tetrachlorodiphenylsulfide; 2,2'-sulfanediylbis(4,6-dichlorophenol); 2,2'-Thiobis (4,6-dichlorophenol); 2,2'-Thiobis(4,6-dichlorophenol); 2,2'-Thiobis-(4,6-dichlorophenol); 2,2'-Thiobis[4,6-dichlorophenol]; 2-Hydroxy-3,5-dichlorophenyl sulfide; 2-Hydroxy-3,5-dichlorophenyl sulphide; Bis(2-hydroxy-3,5-dichlorophenyl) sulfide; Bis(3,5-dichloro-2-hydroxyphenyl) sulfide; Bitionol [inn-spanish]; Bithionolum [inn-latin]; Bithionol sulfide; Bithional; Bithionolate; Caswell No. 852; Usaf B-22; TBP; Bithionol; 2,4-dichloro- 6-(3,5-dichloro- 2-hydroxyphenyl)sulfanylphenol; 2,2′-硫代双(4,6-二氯苯酚); 双(2-羟基-3,5-二氯苯)硫醚; 硫氯酚

Database IDs

• CAS Number: 97-18-7
• EC Number: 202-565-0
• MDL Number: MFCD00055727
• Beilstein Number: 2003535
• PubChem SID: 24900609; 160967789; 24869749; 46508019
• PubChem CID: 2406
• CHEBI ID: 3131
• ATC CODE: QP52AG07; P02BX01; D10AB01
• CHEMBL: 290106
• Chemspider ID: 2313
• DrugBank ID: DB04813
• IUPHAR ligand ID: 2338
• Unique Ingredient Identifier: AMT77LS62O
• Wikipedia Title: Bithionol

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.879444
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.251809
• LogD (pH = 7.4): 3.2790732
• Log P: 5.971043
• Molar Refractivity: 81.9231 cm^3
• Polarizability: 31.845959 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.12
• LOG S: -5.33
• Solubility (Water): 1.66e-03 g/l

PROPERTIES

Physical Property

• Solubility: 0.004 mg/mL at 25 oC [MERCK INDEX (1996)]

Safety Information

• RTECS: SN0525000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 28
• Safety Statements: 28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300
• GHS Precautionary statements: P264-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

Product Information

• Purity: ≥97%
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C12H6Cl4O2S

DETAILS

DrugBank - DB04813

• Drug Groups: withdrawn
• Description: Bithionol, formerly marketed as an active ingredient in various topical drug; products, was shown to be a potent photosensitizer with the potential; to cause serious skin disorders. Approvals of the NDA's for bithionol; drug products were withdrawn on October 24, 1967 (see the Federal; Register of October 31, 1967 (32 FR 15046)).

Sigma Aldrich - 31622

Legal Information
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