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Merck
CN

SML1440

Bithionol

98% (HPLC)

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
EC Number:
202-565-0
UNSPSC Code:
12352200
PubChem Substance ID:
329825880
Beilstein/REAXYS Number:
2003535
MDL number:
MFCD00055727

Key Documents

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InChI key

JFIOVJDNOJYLKP-UHFFFAOYSA-N

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

SMILES string

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

assay

98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

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Biochem/physiol Actions

Bithionol was originally used as an anthelmintic. Bithionol has more recently been investigated for potential use as an anti-ovarian cancer drug and as a possible treatment for Alzheimer′s disease. Bithionol inhibited Aβ42 seeding capacity and fibril growth, stabilized diffuse amyloid plaques, reduced the levels of Aβ42 oligomers and ameliorated synapse loss, neuronal damage and astrogliosis in a transgenic mouse model of Alzheimer′s disease. Bithionol appears to act through several mechanisms of action including uncoupling of oxidative phosphorylation, ROS generation, NF-κB inhibition, autotaxin inhibition, and as an activator of Slack sodium-activated potassium (KNa) channels.

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

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
0000049348
0000047724
0000026137
095M4733V

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Simona Eleuteri et al.
Neurobiology of disease, 74, 144-157 (2014-09-01)
Aβ accumulation plays a central role in the pathogenesis of Alzheimer's disease (AD). Recent studies suggest that the process of Aβ nucleated polymerization is essential for Aβ fibril formation, pathology spreading and toxicity. Therefore, targeting this process represents an effective
Vijayalakshmi N Ayyagari et al.
BMC cancer, 14, 61-61 (2014-02-06)
Drug resistance is a cause of ovarian cancer recurrence and low overall survival rates. There is a need for more effective treatment approaches because the development of new drug is expensive and time consuming. Alternatively, the concept of 'drug repurposing'
Leonard K Kaczmarek
ISRN neuroscience, 2013(2013) (2013-12-10)
The
Dan Zhang et al.
Food chemistry, 237, 1202-1208 (2017-08-03)
A reliable and highly sensitive screening method based on liquid chromatography coupled withtriple-quadrupoleelectrospray tandemmass spectrometry (LC-MS/MS) analysis has been developed for the detection and quantification of three veterinary drugs, including buparvaquone, nystatin, and etomidate impurity B CRS. The tested drugs
Sven B Hinca et al.
Journal of neurochemistry, 157(6), 1861-1875 (2020-10-08)
The endothelial cells of the blood-brain barrier participate in the regulation of glutamate concentrations in the brain interstitial fluid by taking up brain glutamate. However, endothelial glutamate metabolism has not been characterized, nor is its role in brain glutamate homeostasis
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