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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;Brumixol;Dafnegin;Cidochem;Mycoster;Ciciopirox;CIELOPIROX
CBNumber:
CB7673863
Molecular Formula:
C12H17NO2
Formula Weight:
207.27
MOL File:
29342-05-0.mol

Ciclopirox Properties

Melting point:
1440C
storage temp. 
-20°C Freezer
solubility 
Slightly soluble in water, freely soluble in anhydrous ethanol and in methylene chloride
CAS DataBase Reference
29342-05-0(CAS DataBase Reference)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
RIDADR  UN 3077 9 / PGIII
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
Precautionary statements:

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 $143 2018-11-23 Buy
Sigma-Aldrich 1134018 Ciclopirox 29342-05-0 50mg $352.8 2018-11-20 Buy
Cayman Chemical 16021 Ciclopirox ≥98% 29342-05-0 100mg $65 2018-11-19 Buy
Cayman Chemical 16021 Ciclopirox ≥98% 29342-05-0 250mg $145 2018-11-19 Buy
Sigma-Aldrich Y0000040 Ciclopirox European Pharmacopoeia (EP) Reference Standard 29342-05-0 y0000040 $179 2018-11-23 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).

Ciclopirox Preparation Products And Raw materials

Raw materials

Preparation Products


Ciclopirox Suppliers

Global( 191)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21915 58
Shanghai Bojing Chemical Co.,Ltd.
+86-21-37122233
+86-21-37127788 Candy@bj-chem.com CHINA 495 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20675 55
Xiamen AmoyChem Co., Ltd
+86 (0)592-605 1114
sales@amoychem.com CHINA 6373 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 25795 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 23958 58
Founding chemical products Technology Development Co., Ltd. 0086-310-6697998 6697696
badouxianlv@hblyhk.cn China 98 58
Hubei Tuochukangyuan Pharmaceutical Co.,Ltd. 027-86939098,89082698,18995659299,13317199916,15392822292,13607115983,027-89771658
+86-027-86939098 hbtcky@163.com China 5020 56
J & K SCIENTIFIC LTD. 400-666-7788 +86-10-82848833
+86-10-82849933 jkinfo@jkchemical.com;market6@jkchemical.com China 96815 76
INTATRADE GmbH +49 3493/605464
+49 3493/605470 sales@intatrade.de Germany 3579 66

View Lastest Price from Ciclopirox manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-16 Ciclopirox
29342-05-0
US $7.00 / kg 1kg 99% 100kg career henan chemical co
2018-08-03 Ciclopirox
29342-05-0
US $1.00 / kg 1 KG/Tin 99% 100kg career henan chemical co

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