Ciclopirox

Synonyms: HOE 296b, Penlac

Ciclopirox(HOE 296b, Penlac) is a broad-spectrum antifungal agent working as an iron chelator.

Ciclopirox  Chemical Structure

Ciclopirox Chemical Structure

CAS No. 29342-05-0

Purity & Quality Control

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

Ciclopirox Related Products

Signaling Pathway

Biological Activity

Description Ciclopirox(HOE 296b, Penlac) is a broad-spectrum antifungal agent working as an iron chelator.
Targets
ATPase [6]
In vitro
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. Ciclopirox olamine (CPX)-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).[1] Ciclopirox inhibits growth of C. albicans yeast and hyphal cells in a dose-dependent manner. [2] Ciclopirox blocks H2O2-induced mitochondrial injury by maintaining mitochondrial transmembrane potential (Deltapsim). Ciclopirox 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. Ciclopirox effectively inhibits H2O2-induced mitochondrial permeability transition pore (MPTP) opening. [3] Ciclopirox increases the MTP, maintained it high, and blocks the ATP depletion in glucose-deprived SIN-1-treated astrocytes. Ciclopirox protects astrocytes from peroxynitritecytotoxicity by attenuating peroxynitrite-induced mitochondrial dysfunction. [4] Ciclopirox is a substituted pyridone antimycotic drug, unrelated to the imidazole derivatives and its topical application ensures maximum local bioavailability. Ciclopirox 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. [5]

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

Chemical Information & Solubility

Molecular Weight 207.27 Formula

C12H17NO2

CAS No. 29342-05-0 SDF Download Ciclopirox SDF
Smiles CC1=CC(=O)N(C(=C1)C2CCCCC2)O
Storage (From the date of receipt)

In vitro
Batch:

DMSO : 41 mg/mL ( (197.8 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Ethanol : 41 mg/mL

Water : Insoluble


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In vivo
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Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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