Structure via PubChem · Public domain (PubChem)
bitionolo
Sign in to saveAlso known as Bithionol sulfide, Bis(3,5-dichloro-2-hydroxyphenyl) sulfide, 2-Hydroxy-3,5-dichlorophenyl sulfide, 2,2'-Thiobis(4,6-dichlorophenol), 2,2'-Dihydroxy-3,3',5,5'-tetrachlorodiphenyl sulfide, Bithin, 2,2'-Thiobis[4,6-dichlorophenol], 2,2'-Thiobis-(4,6-dichlorophenol)
composto chimico
Chemical data
- Formula
- C12H6Cl4O2S
- Molecular weight
- 356 g/mol
- IUPAC name
- 2,4-dichloro-6-(3,5-dichloro-2-hydroxyphenyl)sulfanylphenol
- SMILES
- C1=C(C=C(C(=C1SC2=C(C(=CC(=C2)Cl)Cl)O)O)Cl)Cl
- InChIKey
- JFIOVJDNOJYLKP-UHFFFAOYSA-N
- XLogP
- 5.8
- Polar surface area
- 65.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Indications
- acne, Helminthiasis
via ChEMBL · EBI
Research
325 papers- Bithionol eliminates acute myeloid leukaemia stem-like cells by suppressing NF-κB signalling and inducing oxidative stress, leading to apoptosis and ferroptosis.Cell death discovery · 2024
- Bithionol Restores Sensitivity of Multidrug-Resistant Gram-Negative Bacteria to Colistin with Antimicrobial and Anti-biofilm Effects.ACS infectious diseases · 2023
- The potential target of bithionol against Staphylococcus aureus: design, synthesis and application of biotinylated probes Bio-A2.The Journal of antibiotics · 2023
- Antimicrobial and Antibiofilm Effects of Bithionol against Mycobacterium abscessus.Antibiotics (Basel, Switzerland) · 2024
- Bithionol is ineffective in a mouse model of S. aureus implant-associated osteomyelitis despite potent in vitro activity.Scientific reports · 2025
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 353.88426115199997
- Has use
- medication
Show 4 more facts
- chemical formula
- C₁₂H₆Cl₄O₂S
- World Health Organisation international non-proprietary name
- bithionol
- canonical SMILES
- C1=C(C=C(C(=C1Cl)O)SC2=CC(=CC(=C2O)Cl)Cl)Cl
- Commons category
- Bithionol
Sources (2)
via Wikidata · CC0
Article · Italiano
Il bitionolo è un farmaco antielmintico usato per la cura di infestazioni da trematodi e Fasciola hepatica. Valido anche per uso umano, il suo utilizzo ha perso importanza rimanendo relegato solo in ambito veterinario. È una polvere cristallina bianca o grigiastra, inodore o con lieve odore aromatico. Il punto di fusione è compreso fra 186° e 189°. È praticamente insolubile in acqua (0,0004% a 25°) ma lo è nelle soluzioni diluite di NaOH, in etanolo, etere, glicol propilenico, acetone, cloroformio, lanolina.
Abstract from DBpedia / Wikipedia · CC BY-SA
Available in 8 languages
via Wikidata sitelinks · CC0