ChemicalBook > Product Catalog >API >Synthetic Anti-infective Drugs >Antifungal Drugs >Fluconazole

Fluconazole

Fluconazole Suppliers list
Company Name: Shanghai Bojing Chemical Co.,Ltd.
Tel: +86-21-37122233
Email: Candy@bj-chem.com
Products Intro: Product Name:Fluconazole
CAS:86386-73-4
Purity:99% Package:1Kg;25kg/ Drum or as customer request
Company Name: Shenzhen Sendi Biotechnology Co.Ltd.
Tel: 0755-23311925 18102838259
Email: Abel@chembj.com
Products Intro: Product Name:Fluconazole
CAS:86386-73-4
Purity:99% Package:720/KG
Company Name: Zhejiang Genebest Pharmaceutical Co.,Ltd.  Gold
Tel:86-571-63348198
Email:genebest@163.com sales@genebest.com
Products Intro:Product Name:fluconazole
CAS:86386-73-4
Purity:98.0 Package:25KG/barrel
Company Name: Suzhou Tianma Specialty Chemicals Co.,Ltd.  Gold
Tel:+86-512-66319723
Email:marketing@tianmachem.com
Products Intro:Product Name:Fluconazole
CAS:86386-73-4
Purity:99% min Package:25kg Remarks:API
Company Name: Hubei HongxinRuiYu Fine Chemical Co., Ltd.  Gold
Tel:15671591110
Email:2545103399@qq.com
Products Intro:Product Name:Fluconazole
CAS:86386-73-4
Purity:99.99 Package:1000.00RMB/1KG
Fluconazole Basic information
Anti-fungal infection drug Chemical Properties Uses Production method
Product Name:Fluconazole
Synonyms:1-(2,4-Difluorophenyl)-1,1-bis[(1H-1,2,4-triazol-1-yl)Methyl]Methanol-d4;Difluconazole-d4;Fluconal-d4;Flucostat-d4;FluMycon-d4;Flunazol-d4;Flusol-d4;Fluzon-d4
CAS:86386-73-4
MF:C13H12F2N6O
MW:306.27
EINECS:200-659-6
Product Categories:DARICON;Active Pharmaceutical Ingredients;Antibiotic Explorer;Intermediates & Fine Chemicals;Pharmaceuticals;Isotope Labeled Compounds;API's;Antifungal;Aromatics;Heterocycles;Pfizer compounds;Isotope Labelled Compounds
Mol File:86386-73-4.mol
Fluconazole Structure
Fluconazole Chemical Properties
Melting point 138-140°C
density 1.05
Fp 9℃
storage temp. −20°C
solubility DMSO: 5 mg/mL
form solid
Merck 14,4122
CAS DataBase Reference86386-73-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi,T,F
Risk Statements 22-36/37/38-20/21/22-39/23/24/25-23/24/25-11
Safety Statements 26-36-36/37/39-24/25-45-36/37-16-7
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
RTECS XZ4810000
Hazardous Substances Data86386-73-4(Hazardous Substances Data)
Fluconazole Usage And Synthesis
Anti-fungal infection drugFluconazole is a novel kind triazole drug of anti-fungal infection which was first successfully developed by the American Pfizer with broad-spectrum anti-fungal effect. It belongs to a kind of systemic anti-fungal products and has high selectivity on the inhibitory effect of the fungal cytochrome P450-dependent enzyme. It is also a kind of potent and specific inhibitor for the fungi alcohol synthesis. Clinically it is mainly used for the treatment of vaginal candidiasis, thrush, atrophic oral candidiasis, fungal meningitis, pulmonary fungal infections, abdominal infections, urinary tract infections and skin fungi infection.
The main indication for fluconazole as follows:
1, systemic candidiasis: including candidemia, disseminated candidiasis and other forms of invasive Candida infections such as the peritoneum, endocardium, lungs and urinary tract infections. It can also be applied to patients of malignant tumors, special-care patients, patients who received radiotherapy, chemotherapy or immunosuppressive therapy as well as patients who are susceptible to other factors such as infection of Candida. It can also be used for prevention of the occurrence of candida infection for bone marrow transplant patients upon receiving cytotoxic drugs treatment or radiation treatment.
2, cryptococcosis: including cryptococcal meningitis and the cryptococcal infection in other parts (such as lung, skin). It can be applied to the patient of normal immune function, AIDS patients as well as patient of suppressed immune function due to organ transplant and other reasons. AIDS patients can administer this kind of drug for maintenance therapy and prevention of the relapse of cryptococcal disease.
3, mucosal candidiasis: including oropharyngeal, esophageal, non-invasive bronchial mucosal candidiasis, pulmonary candidiasis, Candida urine disease, mucocutaneous and chronic atrophic oral candidiasis. It can be applied to patients of both normal immune function and with impaired immune function.
4, fluconazole can be used as substitute of itraconazole for the treatment of blastomycosis and histoplasmosis.
5, it can be used for the treatment of acute or recurrent vaginal candidiasis.
6, for leukemia patients or patients of other malignant tumor who is susceptible to fungal infection upon undergoing chemotherapy or radiotherapy can apply it as means of preventive treatment.
7, it can be used for the treatment coccidioidomycosis.
8, it can be used for treatment of fungal skin disease including fungal skin infections such as body ringworm, tinea pedis, tinea versicolor, tinea capitis, onychomycosis and nail ringworm.
9, fluconazole can also be used for the treatment of skin chromomycosis.
In August 2002, the voriconazole (Pfizer) which enters in the United States is the further structural modified derivative of fluconazole with its antibacterial activity against pathogenic yeast being higher than fluconazole. Some case reports have demonstrated that the drug can successfully cure some rare fungal disease.
Chemical PropertiesIt appears as white to yellow-white crystalline powder and is slightly smelly with bitter taste. It is easily soluble in glacial acetic acid, methanol or ethanol, hardly soluble in water and almost insoluble in ether with the melting point being 137~141.6 ℃, or melting point being 138~140 ℃ (derived from ethyl acetate-hexane).
The above information is edited by the chemicalbook of Dai Xiongfeng.
UsesThis product belongs to fluorinated triazole antifungal drug with the antifungal spectrum being similar as ketoconazole but antifungal activity being higher than ketoconazole. Its mechanism of action is through inhibition of essential component of the fungal cell membrane, the ergosterol biosynthesis enzyme, blocking the ergosterol synthesis and breaking the integrity of the fungal cell wall, further inhibiting their growth and reproduction. The product has potent antifungal activity against Candida albicans, Microsporum canis, Cryptococcus neoformans, histoplasma capsulatum and epidermophyton.
Production methodMethod 1: From reaction between the formamide, hydrazine hydrate and 85% formic acid, we can obtain 1H-1, 2, 4-triazole. From phenylenediamine, we can obtain difluorobenzene, which is further subject to bromination to generate 2, 4-difluoro-bromobenzene. Magnesium was dissolved in anhydrous diethyl ether and added drop wise of the diethyl ether solution of 2, 4-difluoro-bromobenzene under ultrasonic irradiation, followed by adding drop wise of the diethyl ether solution of 1, 3-dichloroacetone under ice-cooling condition. Stir at room temperature overnight. Add glacial acetic acid and water. The separated organic layer was dried and concentrated. Concentrate, triazole, potassium carbonate and PEG600 were dissolved in anhydrous ethyl acetate and were subject to reflux. Then filter, wash with water to neutralization and dryness. The solvent was distilled off and was further subject to cyclohexane-ethyl acetate (1: 1) recrystallization to obtain the fluconazole with the overall yield being 33.6% and the m.p. being 138.5-140 ℃.
The last step can also be carried out in propionitrile. 1, 3-dihalo (x = Br or Cl)-2-(2, 4-difluorophenyl)-2-propanol and 1H-1, 2, 4-triazol-propionitrile were put into propionitrile and subject to reflux under the catalysis of sodium hydroxide and PEG 600 phase transfer catalysis and obtain the fluconazole crude product. The crude product was dissolved in fatty alcohols (such as propanol, isopropanol or butanol, etc.), dissolved upon heating with a small amount of active carbon for decoloring and then cooled to give crystals which is the refined product of fluconazole with the melting point being 139~140 ℃.
Method 2:2: 2, 4-difluorophenyl methyl is reacted with the Grignard reagent of 1-chloromethyl-1, 2, 4-triazole, and hydrolyzed to obtain fluconazole.
Method 3: difluorophenyl is subject to bromination to generate 1-bromo-2, 4-difluorobenzene, and then further converted to Grignard reagent. The resulting Grignard reagent above is reacted with 1, 3-bis (1H-1, 2, 4-triazole group) acetone, followed by hydrolysis to give fluconazole.
Chemical PropertiesWhite to Off-White Solid
UsesLabelled Fluconazole (F421000). Used as an antifungal.
Usesanticholinergic
UsesFor the treatment of fungal infections.
UsesA triazole broad-spectrum antifungal agent.
Biological ActivityTriazole antifungal agent. Effective against Candida strains in vitro and in vivo .
Tag:Fluconazole(86386-73-4) Related Product Information
2-AMINO-1-(2-FLUORO-PHENYL)-ETHANOL 1,3-PROPANEDIAMINE-1,1,3,3-D4 2-amino-1-(2,4-difluorophenyl)ethanol Benzeneethanamine, 2,4-difluoro- (9CI) 1H-1,2,4-Triazole-1-propanamine 1-(2-Fluorophenyl)ethanol 2-FLUOROCUMENE (R)-1-(2-FLUOROPHENYL)ETHANOL Fluconazole Flusilazole Benzyl alcohol Benzyl Benzoyl peroxide Benzyl chloride Benzyl acetate beta-Methylphenethyl alcohol 1,1,1,3,3,3-Hexafluoro-2-propanol FLUQUINCONAZOLE