6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL
ciclopirox olamine
CAS: 41621-49-2
Molecular Formula: C14H24N2O3
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Names and Identifiers
| Name | ciclopirox olamine |
| Synonyms | terit lorpox Ciclopiroxolamine Ciclobiroxolamine CICLOPIROXOLAMINE ciclopirox olamine ciclopirox ethanolamine 6-CYCLOHEXYL-1-HYDROXY-4-METHYL-2[1H]-PYRIDONE ETHANOLAMINE SALT 6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL 6-CYCLOHEXYL-1-HYDROXY-4-METHYL-2(1H)-PYRIDONE ETHANOLAMMONIUM SALT 6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridinoncompd.with2-aminoethanol 2-aminoethanolcompd.with6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridinone( |
| CAS | 41621-49-2 |
| EINECS | 255-464-9 |
| InChI | InChI=1/C12H17NO2.C2H7NO/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10;3-1-2-4/h7-8,10,15H,2-6H2,1H3;4H,1-3H2 |
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Physico-chemical Properties
| Molecular Formula | C14H24N2O3 |
| Molar Mass | 268.35 |
| Density | 0.41g/cm3 at 25℃ |
| Melting Point | 144 C |
| Boling Point | 350°C at 760 mmHg |
| Flash Point | 165.5°C |
| Solubility | It is soluble in methanol (50 mg/ml), ethanol (30 mg/ml,25 ℃) or chloroform, slightly soluble in DMF or water (<1 mg/ml,25 ℃), and slightly soluble in ether. |
| Vapor Presure | 0-0Pa at 20-50℃ |
| Appearance | White solid |
| Color | White to Off-White |
| Storage Condition | under inert gas (nitrogen or Argon) at 2–8 °C |
| MDL | MFCD00078997 |
| Use | Used as an anti-infective |
| In vitro study | Ciclopirox significantly inhibits C. The growth of albicans strain SC5314 cells was 1.0-2.0 μg/mL for MIC 80s, and the cell growth decreased significantly when the concentration was greater than 0.6 μg/mL, cell growth was completely inhibited at a concentration of 0.7 μg/mL. This is different from fluconazole, which has a wider range of inhibitory concentrations. Similar to bipyridine, Ciclopirox also inhibits cell growth by binding to iron ions, and the inhibition can be relieved by adding FeCl 3. In addition, subinhibitory concentrations (0.6 μg/mL) of Ciclopirox only moderately reduced the expression of certain pathogenic genes, such as those encoding secreted proteases or lipases, however, it can lead to obvious high or low expression of some genes, such as encoding iron ion permease or transporter (FTR1, FTR2 and FTH1) and copper ion permease (CCC2), genes for ferric ion reductase (CFL1) and iron-containing cell transporter (SIT1). Although the expression of Candida resistance genes CDR1 and CDR2 was significantly up-regulated after Ciclopirox treatment, there was no significant change in drug resistance or drug tolerance even after 6 months of treatment, the minimum inhibitory concentration of fluconazole increased significantly after 2 months of treatment. The IC50 of Ciclopirox on Aspergillus B5233 is 4.22 μm, which is obviously better than deferiprone, and its IC50 is 1.29 mM. |
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R42/43 - May cause sensitization by inhalation and skin contact. R20/22 - Harmful by inhalation and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S22 - Do not breathe dust. |
| WGK Germany | 2 |
| RTECS | UU7785500 |
| HS Code | 2933790002 |
| Toxicity | LD50 in mice, rats (mg/kg): 2898, 3290 orally (Alpermann, Schutz) |
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Standard
Authoritative Data Verified Data
This product is a double salt of 4-methyl-6-cyclohexyl-1-hydroxy-2 (1H) -pyridone and 2-aminoethanol. Based on the dry product, the content of C12H17N02 should be 75.7% ~ 78.0%; The content of C2H7NO should be 22.3% ~ 23.0%.
Last Update：2024-01-02 23:10:35
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Trait
Authoritative Data Verified Data
- This product is white crystalline powder; Odorless.
- This product is soluble in methanol, ethanol or chloroform, slightly soluble in dimethylformamide or water, slightly soluble in ether.
Last Update：2022-01-01 13:32:19
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Differential diagnosis
Authoritative Data Verified Data
- take about 10 mg of this product, add 5ml of water to dissolve, add 2 drops of ninhydrin test solution, boil, the solution shows blue purple.
- take the product and the reference product of the drug, respectively, and add methanol to dissolve and dilute to make a solution containing about 4mg per 1 ml. According to the thin layer chromatography (General 0502) test, absorb the above two solutions of each L01, respectively, on the same silica gel GF254 thin layer plate, with benzene-ethanol-glacial acetic acid-dimethylformamide (90:8:1:1) for the development of the agent, expand, dry, set the UV light (254mn) under the inspection. The position and color of the main spot displayed by the test solution should be the same as that of the reference solution.
- take this product, dissolve and dilute with ethanol to make a solution containing about 20ug per lml, and measure by UV-Vis spectrophotometry (General 0401), there is an absorption maximum at wavelengths of 304mn and 231nm.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 1258).
Last Update：2022-01-01 13:32:19
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Exam
Authoritative Data Verified Data
alkalinity
take 0.20g of this product, add 20ml of water to dissolve it, and determine it according to law (General rule 0631). The pH value should be 8.0~9.0.
clarity and color of methanol solution
take this product l. Add methanol to dissolve and dilute to 10ml, the solution should be clear and colorless; If the color is colored, it should not be deeper compared with the yellow No. 2 Standard Colorimetric solution (General rule 0901 first method).
Related substances
operate in the dark and minimize the metal ions in materials (such as chromatographic columns, reagents, solvents, etc.) that are in direct contact with this product. Note: In order to avoid the interference of metal ions, the new column is washed with glacial acetic acid-acetylacetone-water-acetonitrile (1:1:500:500) for more than 15 hours, and then washed with mobile phase for at least 5 hours, the flow rate was 0.2 per minute. Take an appropriate amount of this product (about 30mg equivalent to Ciclopirox), put it in a 20ml measuring flask, add a mixed solution containing 200 of glacial acetic acid, 2ml of acetonitrile and 15ml of mobile phase to dissolve it (ultrasonic dissolution is necessary), dilute to the scale with mobile phase, shake well, as a test solution; Take 1 ml with precision, put in a 200ml measuring flask, dilute to the scale with acetonitrile-mobile phase (1:9), as a control solution. According to the high performance liquid chromatography (General 0512) test, the use of cyano bonded silica gel as filler; Acetonitrile-0.096% ethylenediamine tetraacetic acid disodium solution-glacial acetic acid (230:770:0.1) as mobile phase; the flow rate was 0.7ml per minute; The detection wavelengths were 220nm and 298nm. In the chromatogram of the test solution, the tailing factor of the Ciclopirox peak should be between 0.8 and 2.0; The retention time of the Ciclopirox peak should be between 8 and 11 minutes. The l0ul of the test solution and the control solution were respectively injected into the human liquid chromatograph, and the chromatogram was recorded to 2.5 times of the retention time of the Ciclopirox peak. 220nm and 298NM detection, if there are impurity peaks in the chromatogram of the test solution, except for the 2-aminoethanol peak, the sum of each impurity peak area shall not be greater than the main peak area (0.5%) of the control solution at the corresponding wavelength.
loss on drying
take this product, put it in a phosphorus pentoxide dryer, and dry it at room temperature under reduced pressure to constant weight, and the weight loss shall not exceed 1.0% (General rule 0831).
ignition residue
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.
Heavy metals
The residue left under the item of burning residues shall not contain more than 20 parts per million of heavy metals after examination by law (General rule 0821, Law II).
Last Update：2022-01-01 13:32:20
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Content determination
Authoritative Data Verified Data
Ciclopirox
take about 0.3g of this product, precision weighing, add N ,N-dimethylformamide 40ml to dissolve, add 2 drops of 1% Thymol blue methanol indicator solution, in a nitrogen stream with lithium methoxide titration solution (0.1 mol/L) titration to a blue color of the solution, and the results of the titration were corrected by a blank test. Each 1 ml of lithium methoxide titration solution (0.1 mol/L) corresponds to 20.73mg of C12H17N02.
2-aminoethanol
take about 0.3g of this product, precision weighing, add methanol 20ml, dissolve, add 3 drops of bromocresol green indicator solution, use hydrochloric acid titration solution (0.1 mol/L) titration to the solution yellow, and the results of the titration with blank test correction. Each 1 ml of hydrochloric acid titration solution (0.1 mol/L) corresponds to 6.108mg of C2H7NO.
Last Update：2022-01-01 13:32:21
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Category
Authoritative Data Verified Data
antifungal drugs.
Last Update：2022-01-01 13:32:21
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update：2022-01-01 13:32:21
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Ciclopirox Olamine Cream
Authoritative Data Verified Data
This product should contain 90.0% ~ 110.0% of the labeled amount of cyclopyrrolidinamine (C12H17N02 • C2H7NO).
trait
This product is milky white.
identification
- take about 0.lg of the product, and add 2ml of ninhydrin solution. Stir and boil to show blue-purple color.
- take 4g of this product, add 10ml of methanol, put it in a warm water bath and heat it to dissolve the cyclopyrrolidinamine, put it in an ice water bath and Cool It, filter it, and use the filtrate as a test solution, methanol (1 ml) was added to dissolve as a control solution. According to the thin layer chromatography (General 0502) test, absorb the above two solutions 10H1, respectively, on the same silica gel GF254 thin layer plate, with benzene-ethanol-acetic acid-N,N-dimethylformamide (90:8:1:1) is the developing solvent, expand, dry, and set the UV lamp (254nm) to view, the position and color of the main spot displayed by the test solution should be the same as that of the reference solution.
- take 4g of this product, put it in a 50ml centrifuge tube, Add 10ml of 0.5mol/L sodium hydroxide solution and lg of sodium chloride, shake strongly, extract with 10ml of chloroform and centrifuge for 3 times, add 10 mol/L hydrochloric acid solution to make litmus paper red, add 1ml of 0.5mol/L hydrochloric acid solution and extract 2 times with three kinds of methane, 15ml each time, the extracts were combined, evaporated to dryness under reduced pressure and allowed to cool. About 10mg of the residue was taken, dissolved with ethanol and transferred to a 100ml measuring flask, diluted with ethanol to the mark, and shaken well. Filter, take the filtrate 5ml, put it in a 25ml measuring flask, dilute it with ethanol to the scale, shake it, and measure it according to ultraviolet-visible spectrophotometry (General rule 0401), there is maximum absorption at wavelengths of 304nm and 231NM ± 3nm.
examination
- alkalinity: take about 3.5g of this product, add 15ml of boiling water with pH value of 6-7, stir, put it on a water bath and heat it for 10 minutes, let it cool, and measure it according to law (General rule 0631), the pH value is 5.0 to 8.0.
- others should be in accordance with the relevant provisions under the term milk origin (General rule 0109).
Content determination
take an appropriate amount of this product (about 30mg equivalent to cyclopyrrolidone amine), weigh it accurately, add 25ml of methanol, heat it in a warm water bath to dissolve it, cool it in ice water and filter it, extract 3 times with the same method, combine the filtrate, put it in a 100ml measuring flask, dilute it to scale with methanol, shake it well, take 5ml precisely, put it in a 25ml Brown measuring flask, add 15ml methanol, shake it well, precision Add ferrous sulfate solution (take ferrous sulfate 0.6g, add glacial acetic acid 0.6ml, add water to dissolve and dilute to 25ml, Shake) 1.5ml, shake, dilute to the scale with methanol, shake, place it in the dark for 1 hour, measure the absorbance at the wavelength of 440nm according to UV-Vis spectrophotometry (General rule 0401); Take about 30mg of the control of cyclopyridinamine, put it in a 100ml measuring flask, add an appropriate amount of methanol to dissolve it, dilute it to the scale, shake it well, take 5ml with precision, measure it by the same method, and calculate it.
category
The same as cyclopyrrolidone amine.
specification
( l)10g:O.lg (2 )15g:0.15g
storage
shade, seal, and store in a cool place.
Last Update：2022-01-01 13:32:22
6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL - Reference Information
| LogP | 0.52 |
| Anti-infective drug | Cicepiridamide is an anti-infective drug, which was successfully developed by the Federal German Pharmaceutical Factory. The mechanism of action is to change the integrity of the fungal cell membrane, Cause the outflow of intracellular substances, and block the uptake of protein precursor substances, leading to the death of fungal cells, it has strong antibacterial and bactericidal effects on dermatophytes, yeasts, molds, etc., and has strong permeability. At higher concentrations, it can also inhibit various actinomycetes, Gram-positive and Gram-negative bacteria, mycoplasma, chlamydia, trichomonas vaginalis and Pseudomonas aeruginosa. Compared with imidazole anti-infective drugs, cicepiridamide has strong penetration to the stratum corneum, which is the survival of skin fungi, so it has significant inhibition to deep stratum corneum fungi, such as onychomycosis. Clinically, it is mainly used for superficial skin fungal infections, such as tinea corporis, tinea pedis, tinea cruris, tinea pedis (especially keratosis thickening type), tinea versicolor, skin candidiasis, Candida albicans and onychomycosis treatment. |
| biological activity | Ciclopirox ethanolamine, as an iron ion chelating agent, has a broad-spectrum antifungal effect. |
| Target | Value |
| use | as anti-infective drug |
| category | toxic substances |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 2350 mg/kg; Oral-mouse LD50; 1740 mg/kg |
| flammability hazard characteristics | combustible; combustion produces toxic nitrogen oxide smoke |
| storage and transportation characteristics | ventilation and low temperature drying |
| fire extinguishing agent | dry powder, foam, sand, carbon dioxide, mist water |
Last Update：2024-04-09 15:16:50
Supplier List
Product Name: Ciclopirox Impurity 7 Request for quotation
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Product Name: ciclopirox olamine Request for quotation
CAS: 41621-49-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
CAS: 41621-49-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Multiple SpecificationsSpot supply
Product Name: Ciclopirox olamine Visit Supplier Webpage Request for quotationCAS: 41621-49-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Product Name: Ciclopirox Impurity 7 Request for quotation
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Product Name: ciclopirox olamine Request for quotation
CAS: 41621-49-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
CAS: 41621-49-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Multiple SpecificationsSpot supply
Product Name: Ciclopirox olamine Visit Supplier Webpage Request for quotationCAS: 41621-49-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
View History