bithionol
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)
Bithionol is an antibacterial, anthelmintic, and algaecide. It is used to treat Anoplocephala perfoliata (tapeworms) in horses and Fasciola hepatica (liver flukes). __TOC__ ==Mechanism of action== Bithionol has been shown to be a potent inhibitor of soluble adenylyl cyclase, an intracellular enzyme important in the catalysis of adenosine triphosphate (ATP) to cyclic adenosine monophosphate (cAMP). Soluble adenylyl cyclase is uniquely activated by bicarbonate. The cAMP formed by this enzyme is associated with capacitation of sperm, eye pressure regulation, acid-base regulation, and astrocyte/ne
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
- Mass
- 353.88426115199997
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
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Article
3 sectionsContents
- Mechanism of action
- Safety and regulation
- References
Bithionol is an antibacterial, anthelmintic, and algaecide. It is used to treat Anoplocephala perfoliata (tapeworms) in horses and Fasciola hepatica (liver flukes). __TOC__ ==Mechanism of action== Bithionol has been shown to be a potent inhibitor of soluble adenylyl cyclase, an intracellular enzyme important in the catalysis of adenosine triphosphate (ATP) to cyclic adenosine monophosphate (cAMP). Soluble adenylyl cyclase is uniquely activated by bicarbonate. The cAMP formed by this enzyme is associated with capacitation of sperm, eye pressure regulation, acid-base regulation, and astrocyte/neuron communication.
It is related to the organochlorine hexachlorophene, which has been shown to be an isomer-specific inhibitor of soluble adenylyl cyclase. Bithionol has two aromatic rings with a sulfur atom bonded between them and multiple chlorine ions and hydroxyl groups attached to the phenyl groups. These functional groups are capable of hydrophobic, ionic, and polar interactions.
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