Fluconazole

• CAT Number: A000415
• CAS Number: 86386-73-4
• Molecular Formula: C13H12F2N6O
• Molecular Weight: 306.30
• Purity: ≥95%
• Synonyms: 86386-73-4; Diflucan; Triflucan; Elazor; Biozolene
• Target: Antibiotic
• Solubility: >10.9mg/mL in DMSO
• IUPAC Name: 2-(2,4-difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol
• 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=CC(=C(C=C1F)F)C(CN2C=NC=N2)(CN3C=NC=N3)O

Fluconazole（Cat No.:A000415）is a triazole antifungal agent widely used in pharmaceutical research and clinical settings. It works by inhibiting the fungal cytochrome P450 enzyme, ergosterol 14-α-demethylase, which is essential for maintaining the integrity of the fungal cell membrane. This mechanism makes it effective against a variety of fungal infections, including candidiasis, cryptococcal meningitis, and other systemic mycoses. Known for its high bioavailability and broad-spectrum antifungal activity, Fluconazole is a cornerstone in antifungal studies. Its pharmacokinetics and resistance profiles are key areas of ongoing research for optimized therapeutic applications.

Reference

1: Alves R, Mota S, Silva S, F Rodrigues C, P Brown AJ, Henriques M, Casal M,
Paiva S. The carboxylic acid transporters Jen1 and Jen2 affect the architecture
and fluconazole susceptibility of Candida albicans biofilm in the presence of
lactate. Biofouling. 2017 Nov 2:1-12. doi: 10.1080/08927014.2017.1392514. [Epub
ahead of print] PubMed PMID: 29094611.

2: Akahoshi Y, Kimura SI, Gomyo A, Hayakawa J, Tamaki M, Harada N, Kusuda M,
Kameda K, Ugai T, Wada H, Ishihara Y, Kawamura K, Sakamoto K, Sato M,
Terasako-Saito K, Kikuchi M, Nakasone H, Kako S, Kanda Y. Antifungal prophylaxis
with fluconazole in allogeneic stem cell transplantation recipients who had prior
invasive aspergillosis with subsequent complete resolution by computed
tomography. Infect Dis (Lond). 2017 Oct 31:1-9. doi:
10.1080/23744235.2017.1396621. [Epub ahead of print] PubMed PMID: 29087731.

3: Siddiqui AH, Dabadghao S, Tewari A, Srivastava VK. Increasing Non-Albicans
Candida in Hematological Patients with Fluconazole Prophylaxis: A Case Series.
Indian J Hematol Blood Transfus. 2017 Dec;33(4):624-625. doi:
10.1007/s12288-016-0768-6. Epub 2016 Dec 23. PubMed PMID: 29075083; PubMed
Central PMCID: PMC5640526.

4: Sacktor N, Skolasky RL, Moxley R, Wang S, Mielke MM, Munro C, Steiner J, Nath
A, Haughey N, McArthur J. Paroxetine and fluconazole therapy for HIV-associated
neurocognitive impairment: results from a double-blind, placebo-controlled trial.
J Neurovirol. 2017 Oct 23. doi: 10.1007/s13365-017-0587-z. [Epub ahead of print]
PubMed PMID: 29063516.

5: Berger FA, Monadian N, de Groot NMS, Santbergen B, van der Sijs H, Becker ML,
Broers AEC, van Gelder T, van den Bemt PMLA. QTc-prolongation during
ciprofloxacin and fluconazole combination therapy: prevalence and associated risk
factors. Br J Clin Pharmacol. 2017 Oct 22. doi: 10.1111/bcp.13457. [Epub ahead of
print] PubMed PMID: 29057492.

6: Fang XF, Li D, Tangadanchu VKR, Gopala L, Gao WW, Zhou CH. Novel potentially
antifungal hybrids of 5-flucytosine and fluconazole: Design, synthesis and
bioactive evaluation. Bioorg Med Chem Lett. 2017 Nov 15;27(22):4964-4969. doi:
10.1016/j.bmcl.2017.10.020. Epub 2017 Oct 13. PubMed PMID: 29050784.

7: Break TJ, Desai JV, Natarajan M, Ferre EMN, Henderson C, Zelazny AM,
Siebenlist U, Hoekstra WJ, Schotzinger RJ, Garvey EP, Lionakis MS. VT-1161
protects mice against oropharyngeal candidiasis caused by fluconazole-susceptible
and -resistant Candida albicans. J Antimicrob Chemother. 2017 Oct 10. doi:
10.1093/jac/dkx352. [Epub ahead of print] PubMed PMID: 29040636.

8: Liu ZB, Cao B. [Initial therapy of invasive candidiasis: echinocandin or
fluconazole?]. Zhonghua Nei Ke Za Zhi. 2017 Oct 1;56(10):774-776. doi:
10.3760/cma.j.issn.0578-1426.2017.10.016. Chinese. PubMed PMID: 29036964.

9: Wang Y, Xing Y, Chen L, Meng T, Li Y, Xie J, Chen L, Dong Y, Dong W.
Fluconazole versus mould-active triazoles for primary antifungal prophylaxis in
adult patients with acute lymphoblastic leukemia: clinical outcome and
cost-effectiveness analysis. Int J Hematol. 2017 Oct 13. doi:
10.1007/s12185-017-2342-x. [Epub ahead of print] PubMed PMID: 29027638.

10: Beyene T, Zewde AG, Balcha A, Hirpo B, Yitbarik T, Gebissa T, Rajasingham R,
Boulware DR. High Dose Fluconazole Monotherapy is Inadequate for CSF Cryptococcal
Antigen Positive HIV-infected Persons in an Ethiopian CrAg Screening Program.
Clin Infect Dis. 2017 Jul 17. doi: 10.1093/cid/cix613. [Epub ahead of print]
PubMed PMID: 29020172.