CAS:29342-05-0 C12H17NO2 Ciclopirox CAS:29342-05-0 C12H17NO2 factory price high purity 99% CAS:29342-05-0 C12H17NO2 technical grade or OLED grade
Ciclopirox Basic information |
Product Name: | Ciclopirox |
Synonyms: | 6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE;CICLOPIROX;CIELOPIROX;6-Cyclohexyl-1-hydroxy-4-methyl-2[1H]-pyridinone;6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone;Brumixol;Ciciopirox;Cidochem |
CAS: | 29342-05-0 |
MF: | C12H17NO2 |
MW: | 207.27 |
EINECS: | 249-577-2 |
Product Categories: | Intermediates & Fine Chemicals;Pharmaceuticals;Heterocycles;API;Batrafen, Loprox, Mycoster, Stieprox, HOE 296b |
Mol File: | 29342-05-0.mol |
Ciclopirox Chemical Properties |
mp | 1440C |
storage temp. | -20°C Freezer |
CAS DataBase Reference | 29342-05-0(CAS DataBase Reference) |
Safety Information |
MSDS Information |
Provider | Language |
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6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone | English |
Ciclopirox Usage And Synthesis |
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. |
Application | 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 |
Usage | Broad spectrum antimycotic agent with some antibacterial activity |
Usage | 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 |
Ciclopirox Preparation Products And Raw materials |
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