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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:
Molecular Weight:
356.05
EC Number:
202-565-0
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
2003535
MDL number:
Assay:
98% (HPLC)
Form:
powder
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assay

98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

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

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.


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pictograms

Skull and crossbones

signalword

Danger

hcodes

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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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'
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
Leonard K Kaczmarek
ISRN neuroscience, 2013(2013) (2013-12-10)
The



Global Trade Item Number

SKUGTIN
SML1440-50MG04061832637556