Fluconazole

Modify Date: 2024-01-01 17:51:35

Fluconazole Structure
Fluconazole structure
 Common Name Fluconazole
CAS Number 86386-73-4 Molecular Weight 306.271
Density 1.5±0.1 g/cm3 Boiling Point 579.8±60.0 °C at 760 mmHg
Molecular Formula C13H12F2N6O Melting Point 138-140°C
MSDS Chinese USA Flash Point 304.4±32.9 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Fluconazole


Fluconazole is a triazole antifungal drug used in the treatment and prevention of superficial and systemic fungal infections.Target: AntifungalFluconazole is a triazole antifungal intended for oral treatment of superficial and systemic mycoses. In tests done in standard mycological media, the compound had minimal inhibitory concentrations against pathogenic Candida species that were usually in excess of 100 mg/l. Fluconazole inhibited branching and hyphal development in C. albicans at concentrations as low as 10(-6) M (0.3 mg/l), but miconazole and ketoconazole were still active in these tests at concentrations 100 times lower than this [1]. Oral fluconazole was not associated with a significantly increased risk of birth defects overall or of 14 of the 15 specific birth defects of previous concern. Fluconazole exposure may confer an increased risk of tetralogy of Fallot [2]. Fluconazole is predicted to be ineffective against Cryptococcus gattii in the koala as a sole therapeutic agent administered at 10 mg/kg p.o. every 12 h [3].Clinical indications: Balanitis; Candida infection; Cryptococcus infection; Cryptococcus neoformans meningitis; Dermatomycosis; Female genital tract infection; Fungal infection; Fungal respiratory tract infection; Fungal urinary tract infection; Prophylaxis; Tinea capitis; Tinea corporis; Tinea cruris; Tinea pedis .Toxicity: Symptoms of overdose include hallucinations and paranoid behavior.

 Names

Name fluconazole
Synonym More Synonyms

 Fluconazole Biological Activity

Description Fluconazole is a triazole antifungal drug used in the treatment and prevention of superficial and systemic fungal infections.Target: AntifungalFluconazole is a triazole antifungal intended for oral treatment of superficial and systemic mycoses. In tests done in standard mycological media, the compound had minimal inhibitory concentrations against pathogenic Candida species that were usually in excess of 100 mg/l. Fluconazole inhibited branching and hyphal development in C. albicans at concentrations as low as 10(-6) M (0.3 mg/l), but miconazole and ketoconazole were still active in these tests at concentrations 100 times lower than this [1]. Oral fluconazole was not associated with a significantly increased risk of birth defects overall or of 14 of the 15 specific birth defects of previous concern. Fluconazole exposure may confer an increased risk of tetralogy of Fallot [2]. Fluconazole is predicted to be ineffective against Cryptococcus gattii in the koala as a sole therapeutic agent administered at 10 mg/kg p.o. every 12 h [3].Clinical indications: Balanitis; Candida infection; Cryptococcus infection; Cryptococcus neoformans meningitis; Dermatomycosis; Female genital tract infection; Fungal infection; Fungal respiratory tract infection; Fungal urinary tract infection; Prophylaxis; Tinea capitis; Tinea corporis; Tinea cruris; Tinea pedis .Toxicity: Symptoms of overdose include hallucinations and paranoid behavior.
Related Catalog
References

[1]. Odds, F.C., S.L. Cheesman, and A.B. Abbott, Antifungal effects of fluconazole (UK 49858), a new triazole antifungal, in vitro. J Antimicrob Chemother, 1986. 18(4): p. 473-8.

[2]. Molgaard-Nielsen, D., B. Pasternak, and A. Hviid, Use of oral fluconazole during pregnancy and the risk of birth defects. N Engl J Med, 2013. 369(9): p. 830-9.

[3]. Black, L.A., et al., Pharmacokinetics of fluconazole following intravenous and oral administration to koalas (Phascolarctos cinereus). J Vet Pharmacol Ther, 2013.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 579.8±60.0 °C at 760 mmHg
Melting Point 138-140°C
Molecular Formula C13H12F2N6O
Molecular Weight 306.271
Flash Point 304.4±32.9 °C
Exact Mass 306.104065
PSA 81.65000
LogP 0.50
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.663
Storage condition −20°C
Water Solubility DMSO: 5 mg/mL

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XZ4810000
CHEMICAL NAME :
1H-1,2,4-Triazole-1-ethanol, alpha-(2,4-difluorophenyl)-alpha-(1H-1,2,4-triazol-1- ylmethyl)-
CAS REGISTRY NUMBER :
86386-73-4
LAST UPDATED :
199609
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C13-H12-F2-N6-O
MOLECULAR WEIGHT :
306.31

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
1456 mg/kg/26W-I
TOXIC EFFECTS :
Skin and Appendages - hair
REFERENCE :
AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927- Volume(issue)/page/year: 123,354,1995
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
1040 mg/kg/26W-I
TOXIC EFFECTS :
Skin and Appendages - hair
REFERENCE :
AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927- Volume(issue)/page/year: 123,354,1995
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
60 mg/kg/3W-I
TOXIC EFFECTS :
Nutritional and Gross Metabolic - changes in potassium Nutritional and Gross Metabolic - other changes
REFERENCE :
PGMJAO Postgraduate Medical Journal. (Blackwell Scientific Pub. Ltd., POB 88, Oxford, UK) V.1- 1925- Volume(issue)/page/year: 67,1084,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1271 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,983,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>941 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,983,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,983,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AMACCQ Antimicrobial Agents and Chemotherapy. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1972- Volume(issue)/page/year: 29,161,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1408 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,983,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1273 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,983,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,983,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AMACCQ Antimicrobial Agents and Chemotherapy. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1972- Volume(issue)/page/year: 29,161,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
>300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,983,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
>100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,983,1990

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn: Harmful;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
RTECS XZ4810000
HS Code 2933990090

 Synthetic Route

1,2,4-Triazole structure

1,2,4-Triazole

CAS#:288-88-0
1-{[2-(2,4-DIFLUOROPHENYL)OXIRAN-2-YL]METHYL}-1H-1,2,4-TRIAZOLE structure

1-{[2-(2,4-DIFL...

CAS#:86386-76-7

~66%

Fluconazole Structure

Fluconazole

CAS#:86386-73-4
Literature: Zhang, Yi-Yi; Mi, Jia-Li; Zhou, Cheng-He; Zhou, Xiang-Dong European Journal of Medicinal Chemistry, 2011 , vol. 46, # 9 p. 4391 - 4402
anilazine structure

anilazine

CAS#:101-05-3

~96%

Fluconazole Structure

Fluconazole

CAS#:86386-73-4
Literature: CENTRO GENESIS PARA LA INVESTIGACION, S.L. Patent: EP967210 A1, 1999 ;
ETHYLENE OXIDE structure

ETHYLENE OXIDE

CAS#:75-21-8
4H-1,2,4-Triazol-4-amine structure

4H-1,2,4-Triazo...

CAS#:584-13-4
Isopropanol structure

Isopropanol

CAS#:67-63-0

~%

Fluconazole Structure

Fluconazole

CAS#:86386-73-4
Literature: US5484936 A1, ;
1,2,4-Triazole structure

1,2,4-Triazole

CAS#:288-88-0
1-Bromo-2,4-difluorobenzene structure

1-Bromo-2,4-dif...

CAS#:348-57-2
1,3-Dichloroacetone structure

1,3-Dichloroacetone

CAS#:534-07-6
1,3-(dichloro)-2-(2,4-difluorophenyl)propan-2-ol structure

1,3-(dichloro)-...

CAS#:86386-74-5

~26%

Detail
Literature: Pfizer Inc. Patent: US4404216 A1, 1983 ;
1,2,4-Triazole structure

1,2,4-Triazole

CAS#:288-88-0
1,3-(dichloro)-2-(2,4-difluorophenyl)propan-2-ol structure

1,3-(dichloro)-...

CAS#:86386-74-5

~67%

Fluconazole Structure

Fluconazole

CAS#:86386-73-4
Literature: Chen, Same-Ting; Fang, Jim-Min Journal of the Chinese Chemical Society, 2003 , vol. 50, # 4 p. 927 - 930
2,4-difluorophenyllithium structure

2,4-difluorophe...

CAS#:87820-35-7

~%

Fluconazole Structure

Fluconazole

CAS#:86386-73-4
Literature: Journal of the Chinese Chemical Society, , vol. 50, # 4 p. 927 - 930
1,3-Difluorobenzene structure

1,3-Difluorobenzene

CAS#:372-18-9

~%

Fluconazole Structure

Fluconazole

CAS#:86386-73-4
Literature: European Journal of Medicinal Chemistry, , vol. 46, # 9 p. 4391 - 4402
2-Chloro-2',4'-difluoroacetophenone structure

2-Chloro-2',4'-...

CAS#:51336-94-8

~%

Fluconazole Structure

Fluconazole

CAS#:86386-73-4
Literature: European Journal of Medicinal Chemistry, , vol. 46, # 9 p. 4391 - 4402
1,2,4-Triazole structure

1,2,4-Triazole

CAS#:288-88-0
Trimethylsulfoxonium iodide structure

Trimethylsulfox...

CAS#:1774-47-6
2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone structure

2,4-Difluoro-al...

CAS#:86404-63-9

~%

Fluconazole Structure

Fluconazole

CAS#:86386-73-4
Literature: Journal of Heterocyclic Chemistry, , vol. 30, # 5 p. 1405 - 1412

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

2-(2,4-Difluorophenyl)-1,3-di(1H-1,2,4-triazol-1-yl)-2-propanol
triflucan
Flunazol
Apo Fluconazole
FluMycon
α-(2,4-Difluorophenyl)-α-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazole-1-ethanol
Zonal
2-(2,4-Difluorphenyl)-1,3-di(1H-1,2,4-triazol-1-yl)propan-2-ol
Apo-Fluconazole
2,4-Difluoro-a,a-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl Alcohol
Diflucan
Zoltec
Difluean
1H-1,2,4-Triazole-1-ethanol, α-(2,4-difluorophenyl)-α-(1H-1,2,4-triazol-1-ylmethyl)-
2-(2,4-Difluorphenyl)-1,3-di-1H-1,2,4-triazol-1-ylpropan-2-ol
a-(2,4-Difluorophenyl)-a-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazole-1-ethanol
2-(2,4-difluorophenyl)-1,3-di(1H-1,2,4-triazol-1-yl)propan-2-ol
Fluconazole
EINECS 200-659-6
1H-1,2,4-triazole-1-ethanol, a-(2,4-difluorophenyl)-a-(1H-1,2,4-triazol-1-ylmethyl)-
Diflazon
MFCD00274549
Flusol
Elazor
Flucostat
Fluconal
2-(2,4-DIFLUOROPHENYL)-1,3-BIS-(1H-1,2,4-TRIAZOL-1-YL)PROPAN-2-OL
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Related Compounds: More...
Fluconazole
119039-80-4
Fluconazole-D4
1124197-58-5
Iso Fluconazole
89429-59-4
Fluconazole hydrate
155347-36-7
Fluconazole mesylate
159532-41-9
Fluconazole impurity C
514222-44-7
Fluconazole Glucuronide
136134-23-1
Fluconazole USP Impurity B
871550-15-1
Fluconazole Epoxy IMpurity
86386-76-7
Chemsrc provides Fluconazole(CAS#:86386-73-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Fluconazole are included as well.>> amp version: Fluconazole

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