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Bithionol

VETRANAL®, analytical standard

Synonym(s):

2,2′-Thio-bis(4,6-dichlorophenol), Bis(2-hydroxy-3,5-dichlorophenyl) sulfide

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About This Item

Empirical Formula (Hill Notation):
C12H6Cl4O2S
CAS Number:
97-18-7
Molecular Weight:
356.05
Beilstein/REAXYS Number:
2003535
EC Number:
202-565-0
MDL number:
MFCD00055727
UNSPSC Code:
41116107
PubChem Substance ID:
329753850
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

antibiotic activity spectrum

parasites

application(s)

cleaning products
clinical
cosmetics
food and beverages
forensics and toxicology
personal care
pharmaceutical (small molecule)

format

neat

mode of action

enzyme | inhibits
protein synthesis | interferes

SMILES string

Oc1c(Cl)cc(Cl)cc1Sc2cc(Cl)cc(Cl)c2O

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

InChI key

JFIOVJDNOJYLKP-UHFFFAOYSA-N

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General description

Bithionol is a dichlorophenol compound that shows antimicrobial property.1
Chemical structure: diphenylsulfide

Application

Bithionol has been used as reference standard for measuring the concentration of antihelmintic substance in pharmacy products using HPLC.2
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG4854
BCBW2025
SZBD008XV
SZBC101XV
SZB7151XV

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Ok-Jae Lee et al.
Journal of gastroenterology and hepatology, 21(10), 1631-1633 (2006-08-25)
Fascioliasis is not common in humans and, furthermore, its ectopic migration into the pancreas is extremely rare. A definitive diagnosis of ectopic fascioliasis is based on the demonstration of flukes in the affected organ. If the flukes invade the parenchyma
C Perez et al.
Journal of the American Academy of Dermatology, 42(5 Pt 2), 900-902 (2000-04-18)
Eosinophilic panniculitis is characterized by a prominent infiltration of subcutaneous fat with eosinophils. We report a case of Fasciola hepatica infection presenting with eosinophilic panniculitis successfully treated with bithionol. To our knowledge, this is the first report of recurrent eosinophilic
L Reid et al.
Toxicology in vitro : an international journal published in association with BIBRA, 15(4-5), 441-445 (2001-09-22)
Exposure to hydrogen peroxide causes oxidative stress in keratinocytes. Previous work has shown that the antiparasitic drug bithionol has an EC(50) of 0.7 microg/ml (2 microM) with primary human keratinocytes, but that these cells do not respond to photoactivated bithionol.
E Durbize et al.
Contact dermatitis, 48(3), 144-149 (2003-05-21)
Contact photoallergy to ketoprofen gels has been widely reported, and cross-sensitivity reactions with other compounds, such as tiaprofenic acid, fenofibrate and benzophenones, are well known. However, positive photopatch tests to other different non-benzophenone-related compounds have recently been observed. We report
Bo Yang et al.
Neuropharmacology, 51(4), 896-906 (2006-08-01)
The Slack (Sequence like a calcium-activated K channel) (Slo2.2) gene is abundantly expressed in the mammalian brain and encodes a sodium-activated K+ (KNa) channel. Although the specific roles of Slack channel subunits in neurons remain to be identified, they may
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