CAS 29342-05-0|Ciclopirox

Introduction：Basic information about CAS 29342-05-0|Ciclopirox, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Ciclopirox BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Articles48
7. Synonyms

Common Name	Ciclopirox
CAS Number	29342-05-0	Molecular Weight	207.269
Density	1.2±0.1 g/cm3	Boiling Point	350.0±25.0 °C at 760 mmHg
Molecular Formula	C₁₂H₁₇NO₂	Melting Point	1440C
MSDS	/	Flash Point	165.5±23.2 °C
Symbol	GHS07	Signal Word	Warning

Names

Name	ciclopirox
Synonym	More Synonyms

Ciclopirox BiologicalActivity

Description	Ciclopirox (Penlac) is a synthetic antifungal agent.Target: AntifungalCiclopirox is a synthetic antifungal agent for topical dermatologic treatment of superficial mycoses. It is most useful against Tinea versicolor. The mechanism of action of ciclopirox is poorly understood [1]. However, loss of function of certain catalase and peroxidase enzymes has been implicated as the mechanism of action, as well as various other components of cellular metabolism. In a study conducted to further elucidate ciclopirox's mechanism, several Saccharomyces cerevisiae mutants were screened and tested. Results from interpretation of the effects of both the drug treatment and mutation suggested that ciclopirox may exert its effect by disrupting DNA repair, cell division signals and structures (mitotic spindles) as well as some elements of intracellular transport [2]. It acts by inhibiting the membrane transfer system by interrupting the Na+ K+ ATPase [1]. It is currently being investigated as an alternative treatment to ketoconazole for seborrhoeic dermatitis as it suppresses growth of the yeast Malassezia furfur. Initial results show similar efficacy to ketoconazole with a relative increase in subjective symptom relief due to its inherent anti-inflammatory properties [3].
Related Catalog	Signaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Anti-infection >>FungalResearch Areas >>Infection
References	[1]. Niewerth, M., et al., Ciclopirox olamine treatment affects the expression pattern of Candida albicans genes encoding virulence factors, iron metabolism proteins, and drug resistance factors. Antimicrob Agents Chemother, 2003. 47(6): p. 1805-17. [2]. Leem, S.H., et al., The possible mechanism of action of ciclopirox olamine in the yeast Saccharomyces cerevisiae. Mol Cells, 2003. 15(1): p. 55-61. [3]. Ratnavel, R.C., R.A. Squire, and G.C. Boorman, Clinical efficacies of shampoos containing ciclopirox olamine (1.5%) and ketoconazole (2.0%) in the treatment of seborrhoeic dermatitis. J Dermatolog Treat, 2007. 18(2): p. 88-96.

Description

Ciclopirox (Penlac) is a synthetic antifungal agent.Target: AntifungalCiclopirox is a synthetic antifungal agent for topical dermatologic treatment of superficial mycoses. It is most useful against Tinea versicolor. The mechanism of action of ciclopirox is poorly understood [1]. However, loss of function of certain catalase and peroxidase enzymes has been implicated as the mechanism of action, as well as various other components of cellular metabolism. In a study conducted to further elucidate ciclopirox's mechanism, several Saccharomyces cerevisiae mutants were screened and tested. Results from interpretation of the effects of both the drug treatment and mutation suggested that ciclopirox may exert its effect by disrupting DNA repair, cell division signals and structures (mitotic spindles) as well as some elements of intracellular transport [2]. It acts by inhibiting the membrane transfer system by interrupting the Na+ K+ ATPase [1]. It is currently being investigated as an alternative treatment to ketoconazole for seborrhoeic dermatitis as it suppresses growth of the yeast Malassezia furfur. Initial results show similar efficacy to ketoconazole with a relative increase in subjective symptom relief due to its inherent anti-inflammatory properties [3].

Related Catalog

Signaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Anti-infection >>FungalResearch Areas >>Infection

References

[1]. Niewerth, M., et al., Ciclopirox olamine treatment affects the expression pattern of Candida albicans genes encoding virulence factors, iron metabolism proteins, and drug resistance factors. Antimicrob Agents Chemother, 2003. 47(6): p. 1805-17.

[2]. Leem, S.H., et al., The possible mechanism of action of ciclopirox olamine in the yeast Saccharomyces cerevisiae. Mol Cells, 2003. 15(1): p. 55-61.

[3]. Ratnavel, R.C., R.A. Squire, and G.C. Boorman, Clinical efficacies of shampoos containing ciclopirox olamine (1.5%) and ketoconazole (2.0%) in the treatment of seborrhoeic dermatitis. J Dermatolog Treat, 2007. 18(2): p. 88-96.

Chemical & Physical Properties

Density	1.2±0.1 g/cm3
Boiling Point	350.0±25.0 °C at 760 mmHg
Melting Point	1440C
Molecular Formula	C₁₂H₁₇NO₂
Molecular Weight	207.269
Flash Point	165.5±23.2 °C
Exact Mass	207.125931
PSA	42.23000
LogP	2.59
Vapour Pressure	0.0±1.7 mmHg at 25°C
Index of Refraction	1.582
InChIKey	SCKYRAXSEDYPSA-UHFFFAOYSA-N
SMILES	Cc1cc(C2CCCCC2)n(O)c(=O)c1
Storage condition	-20°C Freezer

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302
Precautionary Statements	P301 + P312 + P330
Hazard Codes	C,O
Risk Phrases	R8:Contact with combustible material may cause fire. R35:Causes severe burns. R34:Causes burns. R20:Harmful by inhalation.
Safety Phrases	S23-S26-S36-S45
RIDADR	UN 3264 8/PG 3
WGK Germany	1
RTECS	QU5900000
Packaging Group	II
Hazard Class	8
HS Code	2933790090

Customs

HS Code	2933399090
Summary	2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles48

Effect of Wnt inhibitors in pancreatic cancer.

Anticancer Res. 34(10) , 5375-80, (2014)

Activated Wnt signaling in cancer cells leads to cell proliferation. It has been shown that the Wnt pathway is activated in pancreatic adenocarcinoma cells. Therefore, we tested the effect of Wnt inhi...

The low keratin affinity of efinaconazole contributes to its nail penetration and fungicidal activity in topical onychomycosis treatment.

Antimicrob. Agents Chemother. 58(7) , 3837-42, (2014)

Onychomycosis is a common fungal nail disease that is difficult to treat topically due to the deep location of the infection under the densely keratinized nail plate. Keratin affinity of topical drugs...

Thermogelling hydrogels of cyclodextrin/poloxamer polypseudorotaxanes as aqueous-based nail lacquers: application to the delivery of triamcinolone acetonide and ciclopirox olamine.

Eur. J. Pharm. Biopharm. 83(3) , 370-7, (2013)

This work investigated the use of in situ gelling hydrogels based on polypseudorotaxanes of Pluronic F-127 and partially methylated β-cyclodextrin as aqueous nail lacquers. N-acetylcysteine and urea w...

Synonyms

Ciclopirox Olamine

6-cyclohexyl-1-hydroxy-4-méthylpyridin-2(1H)-one

Terit

6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone

MFCD00599441

Ciclopirox

6-Cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one

Ciclopirox (USP)

Mycoster

cyclopirox

EINECS 249-577-2

6-Cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-on

Stieprox

Loprox

Ciclopiroxum

1-Hydroxy-4-methyl-6-cyclohexyl-2-pyridone

Penlac

(6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone)

6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinone

2(1H)-Pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl-

6-cyclohexyl-1-hydroxy-4-methyl-1,2-dihydropyridin-2-one

Batrafen

6-cyclohexyl-1-hydroxy-4-methylpyridin-2-one

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