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Ciclopirox

Ciclopirox Structure
CAS No.
29342-05-0
Chemical Name:
Ciclopirox
Synonyms
Penlac;6-Cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one;gopmx;geprox;Loprox;HOE296b;Mycoster;Brumixol;Dafnegin;Cidochem
CBNumber:
CB7673863
Molecular Formula:
C12H17NO2
Molecular Weight:
207.27
MOL File:
29342-05-0.mol
MSDS File:
SDS
Modify Date:
2024/3/16 15:42:00

Ciclopirox Properties

Melting point 1440C
Boiling point 350.0±25.0 °C(Predicted)
Density 1.193±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Slightly soluble in water, freely soluble in anhydrous ethanol and in methylene chloride
form Solid
pka 6.25±0.58(Predicted)
color Off-White
CAS DataBase Reference 29342-05-0(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332-H319
Precautionary statements  P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
RIDADR  UN 3077 9 / PGIII
HS Code  2933790002
NFPA 704
0
3 0

Ciclopirox price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SML2011 Ciclopirox ≥98% (HPLC) 29342-05-0 50MG ₹6679.03 2022-06-14 Buy
Sigma-Aldrich(India) SML2011 Ciclopirox ≥98% (HPLC) 29342-05-0 100MG ₹12080.7 2022-06-14 Buy
Sigma-Aldrich(India) PHR1920 Ciclopirox Pharmaceutical Secondary Standard; Certified Reference Material 29342-05-0 500MG ₹20621.63 2022-06-14 Buy
Product number Packaging Price Buy
SML2011 50MG ₹6679.03 Buy
SML2011 100MG ₹12080.7 Buy
PHR1920 500MG ₹20621.63 Buy

Ciclopirox Chemical Properties,Uses,Production

Chemical Properties

White or Light-Yellow Powder

Uses

Ciclopirox (Penlac) is a synthetic antifungal agent. Ciclopirox (Penlac) is used for topical dermatologic treatment of superficial mycoses. Ciclopirox (Penlac) is most useful against Tinea versicolor. [1] In a study conducted to further elucidate ciclopir

Definition

ChEBI: A cyclic hydroxamic acid that is 1-hydroxypyridin-2(1H)-one in which the hydrogens at positions 4 and 6 are substituted by methyl and cyclohexyl groups, repectively. A broad spectrum antigfungal agent, it also exhibits antibacterial acti ity against many Gram-positive and Gram-negative bacteria, and has anti-inflammatory properties. It is used a a topical treatment of fungal skin and nail infections.

Indications

Ciclopirox penetrates rapidly into and through the skin and nail keratin. After dermal application ofa1% cream formulation, about 1.3 % of the dose is absorbed. Serum levels range around 10 μg/L after application of a dose of 37 mg of ciclopirox. After vaginal administration, 15 – 20 % of the dose is absorbed. Ciclopirox penetrates well into the skin and nail matrix. Absorbed ciclopirox is mainly eliminated by the kidneys; 1.1 – 1.7 % of the topical dose is eliminated in the urine within four days. Only a fraction thereof is unaltered ciclopirox. Approximately 96% of the absorbed drug is bound to human serum proteins.

Antimicrobial activity

Ciclopirox has a broad in vitro antifungal activity spectrum, including dermatophytes, yeasts, and moulds. The most important fungi within the activity spectrum of ciclopirox. Ciclopirox is primarily fungistatic, but if the contact time is long enough and the concentration exceeds 20 μg/mL, it exerts a fungicidal effect on yeasts and dermatophytes. In vitro, the effect is limited to proliferating fungi and is greatly dependent on the nutrient medium.

Mechanism of action

Ciclopirox has a unique mechanism of action through chelation of polyvalent cations, such as Fe3+, which causes inhibition of a number of metal-dependent enzymes within the fungal cell.

Mechanism of action

Ciclopirox is a substituted pyridione derivative. Experiments show that the mechanism of action involves a disruption of transport mechanisms into the cell plasma, especially the uptake of leucine. Further, the uptake of other amino acids such as phenylalanine and lysine, as well as the uptake of potassium and phosphate ions is impaired. This all probably involves a change in membrane permeability, as reported for some other antimycotics, although ciclopirox does not show lytic activity. Consecutively, the substance significantly reduces fungal growth rates.

Clinical Use

Ciclopirox is a hydroxylated pyridinone that is employed for superficial dermatophytic infections, principally onychomycosis.

Side effects

Topically applied, ciclopirox is well tolerated. The incidence of local irritations such as itching and burning sensations range between 1 and 4 % and are often due to the galenic formulation.

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Ciclopirox Spectrum

6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE CICLOPIROX CIELOPIROX Brumixol Ciciopirox Cidochem Dafnegin geprox gopmx Micoxolamina Mycoster 6-Cyclohexyl-1-hydroxy-4-methyl-2[1H]-pyridinone 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone 2(1H)-Pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl- 2(1H)-Pyridone, 6-cyclohexyl-1-hydroxy-4-methyl- 6-Cyclohexyl-1-hydroxy-4-methylpyridin-2-one Loprox Ciclopirox (6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone) 6-cyclohexyl-1-hydroxy-4-methyl-2-pyridone Ciclopirox (50 mg) Ciclopirox (Penlac) HOE296b 6-cyclohexyl-1-hydroxy-4-methyl-2-pyridinone Ciclopirox CRS Ciclopirox USP/EP/BP Ciclopirox (HOE 296) CiclopiroxQ: What is Ciclopirox Q: What is the CAS Number of Ciclopirox Q: What is the storage condition of Ciclopirox Q: What are the applications of Ciclopirox Ciclopirox (1134018) Penlac 6-Cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one Ring pyrazole ketones 13C6]-Ciclopirox Isepamicin Impurity 5 Cyclopyrrolidone amine 29342-05-0 Intermediates & Fine Chemicals Pharmaceuticals API Batrafen, Loprox, Mycoster, Stieprox, HOE 296b Heterocycles