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Chemical Structure| 97-18-7 Chemical Structure| 97-18-7

Structure of Bithionol
CAS No.: 97-18-7

Chemical Structure| 97-18-7

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Bithionol is an anti-parasitic drug and can be used to inhibit solid tumor growth in several preclinical cancer models.

Synonyms: CP 3438; Actamer; Lorothidol

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Product Details of Bithionol

CAS No. :97-18-7
Formula : C12H6Cl4O2S
M.W : 356.05
SMILES Code : OC1=C(Cl)C=C(Cl)C=C1SC2=CC(Cl)=CC(Cl)=C2O
Synonyms :
CP 3438; Actamer; Lorothidol
MDL No. :MFCD00055727
InChI Key :JFIOVJDNOJYLKP-UHFFFAOYSA-N
Pubchem ID :2406

Safety of Bithionol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P301+P312+P330

Related Pathways of Bithionol

GPCR

Isoform Comparison

Biological Activity

Target
  • AC

    sAC, IC50:4.0 μM

In Vitro:

Cell Line
Concentration Treated Time Description References
Citrullus vulgaris urease (CVU) 376.50 µM 1 hour Inhibition of CVU activity, IC50 value of 376.50 μM Molecules. 2016 Nov 26;21(12):1628.
Rat locus coeruleus neurons 1-10 µM 10 minutes Potentiated glutamate-induced post-activation inhibition (PAI) in a concentration-dependent manner, without altering glutamate-induced activation Br J Pharmacol. 2009 Feb;156(4):649-61.
KG-1a cells 7, 14, 28 µM 12, 24, 48, 72 hours To evaluate bithionol-induced DNA fragmentation and cell cycle arrest, showing an increased proportion of sub-G0/G1 phase cells. Cell Death Discov. 2024 Aug 29;10(1):390.
MRSA MW2 8, 16, 32 μg/mL 2 hours To evaluate the bactericidal activity of Bithionol against MRSA MW2 persister cells, results showed complete eradication within 2 hours. Proc Natl Acad Sci U S A. 2019 Aug 13;116(33):16529-16534.
Neuro2A cells 10 µM 2 hours Inhibition of NAPE-PLD activity, significantly reducing synaptamide production Int J Mol Sci. 2020 Nov 20;21(22):8768.
MRSA MW2 8, 16, 32 μg/mL 24 hours To evaluate the bactericidal activity of Bithionol against MRSA MW2 biofilm persister cells, results showed complete eradication within 24 hours. Proc Natl Acad Sci U S A. 2019 Aug 13;116(33):16529-16534.
Primary cortical neurons 0.5, 5, 10, 20, 50 µM 24 hours To evaluate the toxicity of Bithionol on cortical neurons and its protective effect against Aβ42-induced toxicity. Results showed that Bithionol was not toxic to neurons at tested concentrations and significantly reversed Aβ42-induced toxicity at 5 and 10 μM. Neurobiol Dis. 2015 Feb;74:144-57.
Saccharomyces cerevisiae BY4741 0.3, 1, 10, 50 µM 24 hours To evaluate the fungicidal activity of Bithionol against Saccharomyces cerevisiae, results showed fungicidal effects at low micromolar concentrations. mBio. 2016 Aug 2;7(4):e01073-16.
Cryptococcus neoformans H99 0.3, 1, 10, 50 µM 24 hours To evaluate the fungicidal activity of Bithionol against Cryptococcus neoformans, results showed significant fungicidal effects at low micromolar concentrations. mBio. 2016 Aug 2;7(4):e01073-16.
MRSA MW2 10 μg/mL 3 hours To evaluate the bactericidal activity of Bithionol against MRSA MW2, results showed complete eradication within 3 hours. Proc Natl Acad Sci U S A. 2019 Aug 13;116(33):16529-16534.
Mycobacterium abscessus 19977 20 µM 4 days Screening compounds for antimicrobial activity against M. abscessus, Bithionol showed excellent antibacterial activity Antibiotics (Basel). 2024 Jun 5;13(6):529.
CV1 monkey kidney cells 30 µM 48 hours To evaluate the effect of Bithionol on SV40 replication, results showed that Bithionol inhibited viral replication nearly 100-fold Antiviral Res. 2012 Oct;96(1):70-81.
Mycobacterium abscessus biofilms 128 µg/mL 48 hours Evaluate the antibiofilm effect of Bithionol, 128 µg/mL could completely eradicate biofilms Antibiotics (Basel). 2024 Jun 5;13(6):529.
Vero monkey kidney cells 30 µM 5 days To evaluate the effect of Bithionol on BKV replication, results showed that Bithionol inhibited viral replication by ~70% Antiviral Res. 2012 Oct;96(1):70-81.
KG-1a, KG-1, Kasumi-1, HL-60 cells 28 µM 72 hours To evaluate the synergistic effect of bithionol with venetoclax, showing a significant reduction in cell viability. Cell Death Discov. 2024 Aug 29;10(1):390.
Mycobacterium abscessus clinical isolates 0.625 µM to 2.5 µM Evaluate the antibacterial activity of Bithionol against different subtypes of M. abscessus Antibiotics (Basel). 2024 Jun 5;13(6):529.
VRSA VRS1 8, 16, 32 μg/mL To evaluate the bactericidal activity of Bithionol against VRSA VRS1 persister cells, results showed complete eradication. Proc Natl Acad Sci U S A. 2019 Aug 13;116(33):16529-16534.
SAC KO mouse embryonic fibroblasts 100 µM To test the effect of Bithionol on tmAC-dependent cAMP formation, results showed that Bithionol did not inhibit tmAC-dependent cAMP accumulation at concentrations up to 100 μM. J Biol Chem. 2016 Apr 29;291(18):9776-84.
4-4 cells 50 µM and 100 µM To test the effect of Bithionol on sAC activity in cellular systems, results showed that Bithionol caused a dose-dependent decrease in cAMP formation with essentially complete inhibition of sAC-dependent cAMP accumulation at 100 μM. J Biol Chem. 2016 Apr 29;291(18):9776-84.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Transgenic mice (mThy1-APPtg) Alzheimer's disease model Intraperitoneal injection 10 mg/kg Daily for 1 month To evaluate the effects of Bithionol on Aβ deposition, synapse loss, and neuronal damage in APP transgenic mice. Results showed that Bithionol significantly reduced Aβ42 oligomer levels, stabilized diffuse-like plaques, and ameliorated synapse loss, neuronal damage, and astrogliosis. Neurobiol Dis. 2015 Feb;74:144-57.
Mice MRSA thigh infection model Intraperitoneal injection 30 mg/kg Every 12 hours for 3 days To evaluate the bactericidal effect of Bithionol in combination with gentamicin against MRSA persister cells, results showed significant reduction in bacterial burden. Proc Natl Acad Sci U S A. 2019 Aug 13;116(33):16529-16534.
NSG mice KG-1a cell leukemia xenograft model Intraperitoneally 50 mg/kg Once daily for two weeks To evaluate the inhibitory effect of bithionol on AML growth, showing a significant reduction in the percentage of hCD45+ cells in the bone marrow and peripheral blood. Cell Death Discov. 2024 Aug 29;10(1):390.
Mice Intravenous mouse meningoencephalitis model induced by Cryptococcus neoformans H99 Oral gavage 50 mg/kg Single dose To evaluate the pharmacokinetics and anti-Cryptococcus neoformans efficacy of Bithionol in mice, results showed limited drug concentrations in brain tissue and limited therapeutic efficacy. mBio. 2016 Aug 2;7(4):e01073-16.

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.81mL

0.56mL

0.28mL

14.04mL

2.81mL

1.40mL

28.09mL

5.62mL

2.81mL

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