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Fluconazole

Fluconazole Structure
CAS No.
86386-73-4
Chemical Name:
Fluconazole
Synonyms
Fluconazol;diflucan;2,4-DIFLUORO-,1-BIS(1H-1,2,4-TRIAZOL-1-YLMETHYL)BENZYL ALCOHOL;Fluconazole API;Fluconazole,2-(2,4-Difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol;alpha-(2,4-difluorophenyl)-alpha-(1h-1,2,4-triazol-1-ylmethyl)-1h-1,2,4-triazole-1-ethanol;Flusol;Zoltec;Elazor;uk49858
CBNumber:
CB3740293
Molecular Formula:
C13H12F2N6O
Molecular Weight:
306.27
MOL File:
86386-73-4.mol
MSDS File:
SDS
Modify Date:
2024/12/25 18:09:02
Request For Quotation

Fluconazole Properties

Melting point 138-140°C
Boiling point 579.8±60.0 °C(Predicted)
Density 1.05
Flash point 9℃
storage temp. 2-8°C
solubility DMSO: 5 mg/mL
form solid
pka pKa 1.76±0.1(H2O t=24 I=0.1(NaCl)) (Uncertain)
color White to Off-White
Water Solubility 1g/L(temperature not stated)
Merck 14,4122
BCS Class 1,3
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 RFHAOTPXVQNOHP-UHFFFAOYSA-N
SMILES C1(C=CC(F)=CC=1F)C(O)(CN1N=CN=C1)CN1N=CN=C1
CAS DataBase Reference 86386-73-4(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H360D-H412
Precautionary statements  P201-P202-P264-P273-P301+P312-P308+P313
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
WGK Germany  3
RTECS  XZ4810000
HS Code  29336990
Hazardous Substances Data 86386-73-4(Hazardous Substances Data)
NFPA 704
0
2 0

Fluconazole price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) PHR1160 Fluconazole Pharmaceutical Secondary Standard; Certified Reference Material 86386-73-4 1G ₹8995.58 2022-06-14 Buy
Sigma-Aldrich(India) F8929 Fluconazole ≥98% (HPLC), powder 86386-73-4 100MG ₹21671.65 2022-06-14 Buy
Sigma-Aldrich(India) F-031 Fluconazole solution 2.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? 86386-73-4 1ML ₹7700 2022-06-14 Buy
TCI Chemicals (India) F0677 Fluconazole min. 98.0 % 86386-73-4 1G ₹7000 2022-05-26 Buy
TCI Chemicals (India) F0677 Fluconazole min. 98.0 % 86386-73-4 5G ₹21200 2022-05-26 Buy
Product number Packaging Price Buy
PHR1160 1G ₹8995.58 Buy
F8929 100MG ₹21671.65 Buy
F-031 1ML ₹7700 Buy
F0677 1G ₹7000 Buy
F0677 5G ₹21200 Buy

Fluconazole Chemical Properties,Uses,Production

Description

Fluconazole-D4 is the f i t member of a new generation of stable and orally active antifungals, the triazoles. It is highly effective in the treatment of dermal and vaginal fungal infections; new indications currently under investigation include severe systemic mycoses such as disseminated candidiasis and cryptococcal meningitis in immunocompromised patients.

Chemical Properties

Fluconazole-D4 is White to Off-White Solid

Uses

Labelled Fluconazole (F421000). Used as an antifungal.

Indications

Fluconazole (Diflucan) may be better absorbed and is possibly less hepatotoxic than ketoconazole, but it is considerably more expensive, an important consideration given the required length of therapy for most cutaneous fungal diseases.

Antimicrobial activity

The spectrum is limited, but includes most Candida spp., Cryptococcus spp., dermatophytes and dimorphic fungi (Blast. dermatitidis, Coccidioides spp., Hist. capsulatum and Paracoccidioides brasiliensis). Strains of C. krusei appear to be insensitive.

Acquired resistance

Resistant strains of C. albicans have been isolated from AIDS patients given long-term treatment for oral or esophageal candidosis. Strains of C. glabrata frequently become resistant during short courses of treatment. There are a few reports of fluconazole-resistant strains of Cryp. neoformans recovered from AIDS patients with relapsed meningitis. Most, but not all, C. albicans and C. glabrata strains resistant to fluconazole are cross-resistant to other azoles.

General Description

Fluconazole is used to treat adult neutropenic patients with invasive candidiasis (IC).

Pharmaceutical Applications

A synthetic bis(triazole) available for oral or parenteral administration. A prodrug formulation, fosfluconazole, is available for intravenous use in Japan.

Biological Activity

Triazole antifungal agent. Effective against Candida strains in vitro and in vivo .

Pharmacokinetics

Oral absorption: >93%
Cmax 50 mg oral: c. 1 mg/L after 2 h
Plasma half-life: 25–30 h
Volume of distribution: 0.6–0.8 L/kg
Plasma protein binding; <10%
Absorption
Oral absorption is rapid (1–3 h) and is not affected by food or intragastric pH. Blood concentrations increase in proportion to dosage. Maximum serum concentrations increase to about 2–3 mg/L after repeated dosing with 50 mg.
Distribution
It is widely distributed, achieving therapeutic concentrations in most tissues and body fluids. Concentrations in cerebrospinal fluid (CSF) are 50–60% of the simultaneous serum concentration in normal individuals and even higher in patients with meningitis.
Metabolism and excretion
More than 90% of an oral dose is eliminated in the urine: about 80% as unchanged drug and 10% as inactive metabolites. The drug is cleared by glomerular filtration, but there is significant tubular reabsorption. The plasma half-life is prolonged in renal failure, necessitating adjustment of the dosage.Fluconazole-D4 is removed during hemodialysis and, to a lesser extent, during peritoneal dialysis. In children the volume of distribution and plasma clearance are increased, and the half-life is considerably shorter (15–25 h).

Pharmacology

It has good oral absorption, is well tolerated, and is preferentially taken up in keratinized tissues, reaching concentrations up to 50 times that in plasma. This allows for once-weekly dosing in most cases.

Clinical Use

Fluconazole is very effective in the treatment of infections with most Candida spp. Thrush in the end-stage AIDS patient, often refractory to nystatin, clotrimazole, and ketoconazole, can usually be suppressed with oral fluconazole.AIDS patients with esophageal candidiasis also usually respond to fluconazole.
Fluconazole may be an acceptable alternative to amphotericin B in the initial treatment of mild cryptococcal meningitis, and it has been shown to be superior to amphotericin B in the long-term prevention of relapsing meningitis (such patients require lifelong treatment.). Coccidioidal meningitis, previously treated with both intravenous and intrathecal amphotericin B, appears to respond at least as well to prolonged oral fluconazole therapy. Aspergillosis, mucormycosis, and pseudallescheriasis do not respond to fluconazole treatment. Sporotrichosis, histoplasmosis, and blastomycosis appear to be better treated with itraconazole, although fluconazole does appear to have significant activity against these dimorphic fungi.

Side effects

Fluconazole is well tolerated. Nausea, vomiting, abdominal pain, diarrhea, and skin rash have been reported in fewer than 3% of patients. Asymptomatic liver enzyme elevation has been described, and several cases of drugassociated hepatic necrosis have been reported. Alopecia has been reported as a common adverse event in patients receiving prolonged high-dose therapy. Coadministration of fluconazole with phenytoin results in increased serum phenytoin levels.

Fluconazole Preparation Products And Raw materials

Raw materials

METHYL 2,4-DIFLUOROBENZOATE Grignard reagent 1,2,4-Triazole Ethanol 1-Bromo-2,4-difluorobenzene
Methanesulfonic acid 1,3-Dichloroacetone Cyclohexane Toluene Potassium carbonate
tert-Butanol Diethyl ether m-Phenylenediamine Isopropyl alcohol 2,4 DIFLUOROBENZENE
1,3-Difluorobenzene Aluminum chloride Chloroacetyl chloride Trimethylsulfoxonium iodide Potassium hydroxide
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Preparation Products

Fluconazole Suppliers

Global( 1104)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
GLR Innovations +91 9891111994 New Delhi, India 4535 58 Inquiry
Jigs Chemical ltd +919099003427 Gujarat, India 239 58 Inquiry
HEMA PHARMACEUTICALS PVT LTD +91-9537936912 +91-9537936912 Gujarat, India 48 58 Inquiry
NB Healthcare Pvt Ltd +91 7227055467 Gujarat, India 37 58 Inquiry
THE MOLECULEZ +91-7506703683 +91-7506703683 Maharashtra, India 79 58 Inquiry
AVD pharmaceuticals Pvt Ltd +919860835260 Pune, India 102 58 Inquiry
SURYA LIFE SCIENCES LIMITED +91-2646226290 +91-9428511112 Gujarat, India 61 58 Inquiry
SGMR PHARMACEUTICALS PVT LTD +91-9032001889 +91-9032001889 Telangana, India 83 58 Inquiry
ANWITA APIS +919000311012 Hyderabad, India 195 58 Inquiry
Viruj Pharmaceuticals Pvt Ltd +91-9441591589 +91-9441591589 Hyderabad, India 33 58 Inquiry
Supplier Advantage
GLR Innovations 58
Jigs Chemical ltd 58
HEMA PHARMACEUTICALS PVT LTD 58
NB Healthcare Pvt Ltd 58
THE MOLECULEZ 58
AVD pharmaceuticals Pvt Ltd 58
SURYA LIFE SCIENCES LIMITED 58
SGMR PHARMACEUTICALS PVT LTD 58
ANWITA APIS 58
Viruj Pharmaceuticals Pvt Ltd 58

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Fluconazole Spectrum

Fluconazole(86386-73-4)1HNMR

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-1-ylmethyl)- 2-(2,4-difluorophenyl)-1,3-bis(1h-1,2,4-triazol-1-yl)-2-propanol alpha-(2,4-difluorophenyl)-alpha-(1h-1,2,4-triazol-1-ylmethyl)-1h-1,2,4-tria uk49858 2-(2,4-difluorophenyl)-1,3-di(1H-1,2,4-triazol-1-yl)propan-2-ol 1-(2,4-Difluorophenyl)-1,1-bis[(1H-1,2,4-triazol-1-yl)Methyl]Methanol Difluconazole Fluconal Flucostat FluMycon Flunazol Flusol Zoltec AKOS 92106 Fluconazole, USP Fluconazole (200 mg) luconazole Fluconazole,ATCvet code QJ02AC,Flukonazol 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 Zoltec-d4 α-(2,4-Difluorophenyl)-α-(1H-1,2,4-triazol-1-ylMethyl)-1H-1,2,4-triazol-1-ethanol-d4 2,4-DIFLUORO-ALPHA, ALPHA-1-BIS(1H-1,2,4-TRIAZOL-1-YLMETHYL)BENZYL ALCOHOL zole-1-ethanol triflucan FLUCONAZOLE MM(CRM STANDARD) FLUCONAZOLE(REAGENT / STANDARD GRADE) a-(2,4-Difluorophenyl)-a-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazole-1-ethanol-d4 Biozolene-d4 Diflucan-d4 Elazor-d4 Triflucan-d4 UK-49858-d4 Fluconazole solution Fluconazole, >=99% FLUCONAZOLE FLUCONAZOLE-D4 FLUCONAZOLE-D4 (BISMETHYLENE-D4) 2-(2,4-difluorophenyl)-1,3-bis(1h-1,2,4-triazol-1-yl)propan-2-ol FLUCONAZOLE(PATENT-NO-SUPPLY) α-(2,4-Difluorophenyl)-α-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazol-1-ethanol α-(2,4-Difluorophenyl)-α-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazole-1-ethanol-d4 Biozolene Difluean Elazor FCZ：UK-49858 2-(2，4-Difluorophenyl)-1，3-bis(1H-1，2，4-triazol-1-y1)-2-propanol 1H-1,2,4-Triazole-1-ethanol, alpha-(2,4-difluorophenyl)-alpha-(1H-1,2,4-triazol-1-ylmethyl) 1,3-Bis(1H-1,2,4-triazole-1-yl)-2-(2,4-difluorophenyl)-2-propanol 2,4-Difluoro-α,α-bis[(1H-1,2,4-triazole-1-yl)methyl]benzenemethanol A-(2,4-DIFLUOROPHENYL)-A-(1H-1,2,4-TRIAZOL-1-YLMETHYL)-1H-1,2,4-TRIAZOL-1-ETHANOL 1h-1,2,4-triazole-1-ethanol,alpha-(2,4-difluorophenyl)-alpha-(1h-1,2,4-triazol