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Ciclopirox

Topical antifungal Chemical Properties Uses production method
Ciclopirox
Ciclopirox structure
CAS No.
29342-05-0
Chemical Name:
Ciclopirox
Synonyms
gopmx;geprox;Loprox;Penlac;HOE296b;Brumixol;Cidochem;Dafnegin;Mycoster;CIELOPIROX
CBNumber:
CB7673863
Molecular Formula:
C12H17NO2
Formula Weight:
207.27
MOL File:
29342-05-0.mol

Ciclopirox Properties

Melting point:
1440C
Boiling point:
350.0±25.0 °C(Predicted)
Density 
1.193±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
Slightly soluble in water, freely soluble in anhydrous ethanol and in methylene chloride
pka
6.25±0.58(Predicted)
CAS DataBase Reference
29342-05-0(CAS DataBase Reference)
EWG's Food Scores
1
FDA UNII
19W019ZDRJ
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
RIDADR  UN 3077 9 / PGIII
HS Code  2933790002

Ciclopirox price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR1920 Ciclopirox Pharmaceutical Secondary Standard; Certified Reference Material 29342-05-0 500mg $147 2019-12-02 Buy
Sigma-Aldrich 1134018 Ciclopirox 29342-05-0 50mg $352.8 2019-12-02 Buy
Cayman Chemical 16021 Ciclopirox ≥98% 29342-05-0 100mg $65 2020-06-24 Buy
Cayman Chemical 16021 Ciclopirox ≥98% 29342-05-0 250mg $145 2020-06-24 Buy
Sigma-Aldrich Y0000040 Ciclopirox European Pharmacopoeia (EP) Reference Standard 29342-05-0 y0000040 $183 2019-12-02 Buy

Ciclopirox Chemical Properties,Uses,Production

Topical antifungal

Ciclopirox is a novel broad-spectrum topical antifungal agent,it is successfully developed by pharmaceutical companies of the Federal Republic of Germany , the mechanism is by changing the integrity of the fungal cell membrane, causing intracellular material outflow, and blocking intake of protein precursors, resulting in fungal cell death, it has a strong bactericidal effect against dermatophytes, yeasts, molds, etc. And it has strong permeability . At higher concentrations,it can also have a certain extent inhibiting effect on a variety of actinomycetes, Gram-positive and Gram-negative bacteria and mycoplasma, chlamydia, trichomonas, Trichomonas vaginalis and Pseudomonas aeruginosa.
Compared with imidazole antifungal, ciclopirox has strong penetration ability in cuticle where skin fungus survive, so it has a significant inhibition effect on the cuticle deep fungi, such as onychomycosis.
Mainly it is used in clinical for superficial skin fungal infections, such as ringworm, athlete's foot, jock itch, tinea manus and pedis(especially keratosis thickening), tinea versicolor, skin candidiasis, Candida albicans and onychomycosis treatment.
The above information is edited by the chemicalbook of Tian Ye.

Chemical Properties

Solid, m.p. 144 ℃.
Ciclopirox Olamine: [41621-49-2]. White crystalline powder, odorless, bitter taste. Soluble in methanol, ethanol or chloroform, slightly soluble in dimethylformamide or water, slightly soluble in ether. Melting point 124-128 ℃. Acute toxicity LD50 in mice, rats (mg/kg): 2898,3290 orally.

Uses

Pyridine ketones broad-spectrum antifungal agents, have inhibiting effects on a variety of skin fungi . They can prevent the substances necessary for Candida albicans cells survival such as amino acids, potassium ions, phosphate,going through the cell membrane ,which can cause by certain important matrix or intracellular ions failure,and then inhibit or kill fungal cells. There are a wide range of anti-fungal effects, they can have a killing effect on the skin filamentous bacteria, yeast fungi , they have inhibition effects on a variety of Gram positive and negative bacteria, chlamydia, trichomoniasis, Proteus, E. coli, Pseudomonas and Staphylococcus bacteria. They are used to treat fungal skin disease, tinea versicolor, vulvovaginal Candida disease, skin and fingers (toe) candidiasis ,they have significant effects , and lower side effects.

production method

4-methyl-3-penten-2-one by oxidation of sodium hypochlorite (56% yield), is esterified to produce methyl-2-butenoate (the I), 67% yield, b.p. 135~139 ℃.
Cyclohexane carboxylic acid and thionyl chloride react to obtain cyclohexane carboxylic acid chloride. In the role of aluminum chloride,it reacts with methyl-2-butenoate (I) in a methylene chloride solvent, and the reaction is stirred for 4h, after post-treatment, vacuum collect 140-145 ℃ (0.4kPa) the distillate, 3-methyl-5-oxo-5-cyclohexyl-3-pentenoate (ciclopirox, II) is generated in 75% yield. And then it is stirred at room temperature for 20h together with hydroxylamine hydrochloride, sodium acetate, methanol and water , then it is added 50% sodium hydroxide , then it is stirred for 1h. After cooling with benzene extraction, the aqueous phase is acidified to Ph = 6. The precipitated crystals are recrystallized from ethanol, to give ciclopirox, m.p. 140~142 ℃, yield 48.3%. Finally,it is salified with the hydroxyl amine in methylene chloride to give almost quantitative ciclopirox, melting point 97~99 ℃.

Chemical Properties

White or Light-Yellow Powder

Uses

Broad spectrum antimycotic agent with some antibacterial activity

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.

brand name

Loprox(Medicis); Penlac (Sanofi Aventis).

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.

Clinical Use

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

Ciclopirox Preparation Products And Raw materials

Raw materials

Preparation Products


Ciclopirox Suppliers

Global( 201)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd
+86-15319487004
+86-29-88380327 1015@dideu.com CHINA 3526 58
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21838 58
Shanghai Bojing Chemical Co.,Ltd.
+86-21-37122233
+86-21-37127788 Candy@bj-chem.com CHINA 497 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22625 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30043 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23977 58
Xiamen AmoyChem Co., Ltd
+86 592-605 1114
sales@amoychem.com CHINA 6371 58
BOC Sciences
1-631-619-7922
1-631-614-7828 inquiry@bocsci.com United States 20039 58
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 35434 58
CONIER CHEM AND PHARMA LIMITED
86-18523575427
sales@conier.com CHINA 47486 58

View Lastest Price from Ciclopirox manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2020-05-12 Ciclopirox
29342-05-0
US $0.01-1.00 / KG 1KG 99% 50 tons Shaanxi Dideu Medichem Co. Ltd
2020-01-02 Ciclopirox
29342-05-0
US $0.00-0.00 / 公斤 1公斤 99.0%+ 1000 tons Shaanxi Dideu Medichem Co. Ltd
2018-12-16 Ciclopirox
29342-05-0
US $7.00 / kg 1kg 99% 100kg career henan chemical co

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