Basic information
- Name:
Fluconazole
- CAS No.:
86386-73-4
- Molecular Structure:

- Formula:
- C13H12F2N6O
- Synonyms:
- Flucostat;Fluconazolum [Latin];Biozolene;FLU;Zemyc;Forcan;FCZ;Diflucan;Flusol;Flukezol;Pritenzol;2-(2,4-difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol;Biocanol;Fluzone;Cryptal;UK 49858;Syscan;Alflucoz;1H-1,2,4-Triazole-1-ethanol,R-(2,4-difluorophenyl)- R-(1H-1,2,4-triazol-1-ylmethyl)-;FLZ;Diflucan (TN);Flucazol;FLC;Canzol;Oxifugol;Fluconazole (JAN/USAN);Fungata;Mutum;FLCZ;Baten;alpha-(2,4-Difluorophenyl)-alpha-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazole-1-ethanol;Fluconazol [Spanish];Triflucan;Afungil;Zonal;Elazor;
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Chemistry
Molecular Structure:
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Molecular Formula: C13H12F2N6O
Molecular Weight: 306.2708
IUPAC Name: 2-(2,4-Difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol
Synonyms of Fluconazole (CAS NO.86386-73-4): 2,4-Difluoro-alpha,alpha-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol ; 2-(2,4-Difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)-2-propanol ; Baten ; Biocanol ; Biozolene ; CCRIS 7211 ; Canzol ; Cryptal ; DRG-0005 ; Diflucan ; Diflucan in dextrose 5% in plastic container ; Diflucan in sodium chloride 0.9% ; Diflucan in sodium chloride 0.9% in plastic container ; Dimycon ; Elazor ; Flucazol ; Fluconazol ; Fluconazol [Spanish] ; Fluconazole in dextrose 5% in plastic container ; Fluconazole in sodium chloride 0.9% ; Fluconazole in sodium chloride 0.9% in plastic container ; HSDB 7420 ; Mutum ; Oxifugol ; Pritenzol ; Syscan ; Triflucan ; UK 49858 ; UNII-8VZV102JFY ; Zemyc ; Zonal ; alpha-(2,4-Difluorophenyl)-alpha-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazole-1-ethanol ; 1H-1,2,4-Triazole-1-ethanol, alpha-(2,4-difluorophenyl)-alpha-(1H-1,2,4-triazol-1-ylmethyl)-
CAS NO: 86386-73-4
Classification Code: Anti-Infective Agents ; Antifungal ; Antifungal agents ; Drug / Therapeutic Agent ; Human Data
Melting point: 138-140°C
Index of Refraction: 1.663
Molar Refractivity: 76.06 cm3
Molar Volume: 205.2 cm3
Surface Tension: 55.4 dyne/cm
Density: 1.49 g/cm3
Flash Point: 304.4 °C
Enthalpy of Vaporization: 91.24 kJ/mol
Boiling Point: 579.8 °C at 760 mmHg
Vapour Pressure: 2.78E-14 mmHg at 25°C
Uses
Fluconazole (CAS NO.86386-73-4) is used in the treatment and prophylaxis of fungal infections where other antifungals are not worked or not tolerated (e.g. due to adverse effects), including:
1)Candidiasis caused by susceptible strains of Candida
2)Tinea corporis, tinea cruris or tinea pedis
3)Onychomycosis
4)Cryptococcal meningitis
Fluconazole can be used first-line for the following indications:
Histoplasmosis
Coccidioidomycosis
Cryptococcosis
Prophylaxis of candidiasis in immunocompromised people
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | intravenous | > 100mg/kg (100mg/kg) | Drugs in Japan Vol. -, Pg. 983, 1990. | |
| dog | LD50 | oral | > 300mg/kg (300mg/kg) | Drugs in Japan Vol. -, Pg. 983, 1990. | |
| man | TDLo | oral | 60mg/kg/3W-I (60mg/kg) | Postgraduate Medical Journal. Vol. 67, Pg. 1084, 1991. | |
| man | TDLo | oral | 60mg/kg/3W-I (60mg/kg) | Postgraduate Medical Journal. Vol. 67, Pg. 1084, 1991. | |
| man | TDLo | oral | 1040mg/kg/26W (1040mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Annals of Internal Medicine. Vol. 123, Pg. 354, 1995. |
| mouse | LD50 | intraperitoneal | 1273mg/kg (1273mg/kg) | Drugs in Japan Vol. -, Pg. 983, 1990. | |
| mouse | LD50 | intravenous | > 200mg/kg (200mg/kg) | Drugs in Japan Vol. -, Pg. 983, 1990. | |
| mouse | LD50 | oral | 1408mg/kg (1408mg/kg) | Drugs in Japan Vol. -, Pg. 983, 1990. | |
| mouse | LD50 | unreported | > 1gm/kg (1000mg/kg) | Antimicrobial Agents and Chemotherapy. Vol. 29, Pg. 161, 1986. | |
| rat | LD50 | intraperitoneal | > 941mg/kg (941mg/kg) | Drugs in Japan Vol. -, Pg. 983, 1990. | |
| rat | LD50 | intravenous | > 200mg/kg (200mg/kg) | Drugs in Japan Vol. -, Pg. 983, 1990. | |
| rat | LD50 | oral | 1271mg/kg (1271mg/kg) | Drugs in Japan Vol. -, Pg. 983, 1990. | |
| rat | LD50 | unreported | > 1gm/kg (1000mg/kg) | Antimicrobial Agents and Chemotherapy. Vol. 29, Pg. 161, 1986. | |
| women | TDLo | multiple routes | 426mg/kg/37D- (426mg/kg) | CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP | Annals of Internal Medicine. Vol. 131, Pg. 797, 1999. |
| women | TDLo | oral | 1456mg/kg/26W (1456mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Annals of Internal Medicine. Vol. 123, Pg. 354, 1995. |
Consensus Reports
"The efficacy of Fluconazole (CAS NO.86386-73-4) in the treatment of onchomycosis (fungal infection of the nails) has not been demonstrated." I was treated with Apo-Fluconazole for onychomycosis, and it would seem that it works fine. Although I don't have any medical experience, I was wondering if someone would comment on this statement for me. Schnarr 01:48, 20 April 2006 (UTC)
I had phimosis and my doctor prscribed it as one of the medicines... I am wondering if dealing with a possible fungal infection can stop the preputial ring from forming... please give me some feedback if you have had this problem and how it was solved.. Brian (brianmatambo@gmail.com)
Safety Profile
Hazard Codes:
Xn,Xi
Risk Statements: 36/37/38-20/21/22
R36/37/38: Irritating to eyes, respiratory system and skin.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S24/25: Avoid contact with skin and eyes.
RTECS: XZ4810000
Fluconazole (CAS NO.86386-73-4) is contraindicated in patients with:
Pregnancy
Known hypersensitivity to fluconazole or other azole antifungals
Concomitant use of cisapride, due to risk of serious cardiac arrhythmias (relative contraindication).
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