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| CAS No.: | 86386-73-4 |
|---|---|
| Name: | Fluconazole |
| Molecular Structure: | |
|
|
|
| Formula: | C13H12F2N6O |
| Molecular Weight: | 306.275 |
| 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; |
| EINECS: | 200-659-6 |
| Density: | 1.49 g/cm3 |
| Melting Point: | 138-140 ºC |
| Boiling Point: | 579.8 ºC at 760 mmHg |
| Flash Point: | 304.4 ºC |
| Solubility: | DMSO: 5 mg/mL |
| Appearance: | white or off white crystalline powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 36/37/38-20/21/22 |
| Safety: | 26-36/37/39-24/25 |
| PSA: | 81.65000 |
| LogP: | 0.73580 |
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fluconazole
| Conditions | Yield |
|---|---|
| With formic acid; sodium chloride In dichloromethane; water | 97.4% |
| With formic acid; sodium chloride In dichloromethane; water | 96.7% |
| 95.4% |
| Conditions | Yield |
|---|---|
| Stage #1: 1-chloro-2,4-difluorobenzene With iodine; magnesium; lithium chloride In 2-methyltetrahydrofuran at 40 - 50℃; for 3h; Stage #2: 1,3-bis(1H-1,2,4-triazol-1-yl)propanone In 2-methyltetrahydrofuran at 20 - 40℃; for 2h; | 96.1% |
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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)
Specification
1. Introduction of Fluconazole
Fluconazole, with the IUPAC name of 2-(2,4-Difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol, is one kind of white or type white crystalline powder. This chemical belongs to the Classification Code which include Anti-Infective Agents; Antifungal ; Antifungal agents; Drug / Therapeutic Agent; Human Data.
2. Properties of Fluconazole
Fluconazole has the following property datas: (1)Melting point: 138-140°C; (2)Index of Refraction: 1.663; (3)Molar Refractivity: 76.06 cm3; (4)Molar Volume: 205.2 cm3; (5)Surface Tension: 55.4 dyne/cm; (6)Density: 1.49 g/cm3; (7)Flash Point: 304.4 °C; (8)Enthalpy of Vaporization: 91.24 kJ/mol; (9)Boiling Point: 579.8 °C at 760 mmHg; (10)Vapour Pressure: 2.78E-14 mmHg at 25°C.
3. Structure Descriptors of Fluconazole
You could convert the following datas into the molecular structure:
InChI: InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2
InChIKey: InChIKey=RFHAOTPXVQNOHP-UHFFFAOYSA-N
Smiles: c1c(cc(c(C(Cn2ncnc2)(O)Cn2cncn2)c1)F)F
4. Toxicity of Fluconazole
| 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. |
5. Safety Information of Fluconazole
Hazard Codes:
Xn,XiRisk 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).
6. Use of Fluconazole
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
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