Home Transmembrane Transporters ATPase inhibitor Ciclopirox

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Ciclopirox ATPase inhibitor

Cat.No.S2528

Ciclopirox (HOE 296b, Penlac) is a broad-spectrum antifungal agent working as an iron chelator. This compound is a broad-spectrum antifungal agent working as an iron chelator. This chemical is a broad-spectrum antifungal agent working as an iron chelator.
Ciclopirox ATPase inhibitor Chemical Structure

Chemical Structure

Molecular Weight: 207.27

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Quality Control

Batch: S252801 DMSO]41 mg/mL]false]Ethanol]41 mg/mL]false]Water]Insoluble]false Purity: 99.88%
99.88

Solubility

In vitro
Batch:

DMSO : 41 mg/mL (197.8 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Ethanol : 41 mg/mL

Water : Insoluble

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In vivo
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
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Chemical Information, Storage & Stability

Molecular Weight 207.27 Formula

C12H17NO2

 Storage (From the date of receipt)
CAS No. 29342-05-0 Download SDF Storage of Stock Solutions

Synonyms HOE 296b, Penlac Smiles CC1=CC(=O)N(C(=C1)C2CCCCC2)O

Mechanism of Action

Targets/IC50/Ki
ATPase
In vitro

Ciclopirox olamine (CPX) is a lipophilic bidentate iron chelator that stabilizes HIF-1alpha under normoxic conditions at lower concentrations than other iron chelators, probably by inhibiting HIF-1alpha hydroxylation. This compound-induced HIF-1 mediates reporter gene activity and endogenous HIF-1 target gene expression, including elevation of transcription, mRNA, and protein levels of the vascular endothelial growth factor (VEGF). It inhibits growth of C. albicans yeast and hyphal cells in a dose-dependent manner. This chemical blocks H2O2-induced mitochondrial injury by maintaining mitochondrial transmembrane potential (Deltapsim). It completely blocks H2O2-stimulated release of lactate dehydrogenase (a marker of cell death) and decreases in MTT reduction (a marker of mitochondrial function) in adenocarcinoma SK-HEP-1 cells. This compound effectively inhibits H2O2-induced mitochondrial permeability transition pore (MPTP) opening. It increases the MTP, maintained it high, and blocks the ATP depletion in glucose-deprived SIN-1-treated astrocytes. This chemical protects astrocytes from peroxynitritecytotoxicity by attenuating peroxynitrite-induced mitochondrial dysfunction. It is a substituted pyridone antimycotic drug, unrelated to the imidazole derivatives and its topical application ensures maximum local bioavailability. This compound acts on fungi by inhibiting the intracellular uptake of essential substrates and ions and this probably acts on the Candida ability to express its adherence mechanisms.

References
  • [4] https://pubmed.ncbi.nlm.nih.gov/12243770/
  • [5] https://pubmed.ncbi.nlm.nih.gov/1492854/

Clinical Trial Information

(data from https://clinicaltrials.gov, updated on 2024-05-22)

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT00990587 Completed
Hematologic Malignancy|Acute Lymphocytic Leukemia|Chronic Lymphocytic Leukemia|Myelodysplasia|Acute Myeloid Leukemia|Chronic Myelogenous Leukemia|Hodgkin''s Disease
University Health Network Toronto|The Leukemia and Lymphoma Society
 October 2009 Phase 1
NCT01646580 Terminated
Dermatomycoses
Ferrer Internacional S.A.
 October 2008 Phase 4

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