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بی‌تیونول

Structure via PubChem · Public domain (PubChem)

EntityQ4918862· pop 9· linked from 278 articles

بی‌تیونول

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Also 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

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Withdrawn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

Wikidata facts

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

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via Wikidata sitelinks · CC0