Home Microbiology Fungal inhibitor Naftifine HCl

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Naftifine HCl Fungal inhibitor

Cat.No.S3156

Naftifine HCl (AW 105-843) is an allylamine antifungal drug for the topical treatment of tinea pedis, tinea cruris, and tinea corporis, probably involves selectively blocking sterol biosynthesis via inhibition of the squalene 2,3-epoxidase enzyme.
Naftifine HCl Fungal inhibitor Chemical Structure

Chemical Structure

Molecular Weight: 323.86

Jump to Mechanism of Action Solubility Chemical Information, Storage & Stability

Quality Control

Batch: S315601 Ethanol]8 mg/mL]false]DMSO]Insoluble]false]Water]Insoluble]false Purity: 99.86%
99.86

Chemical Information, Storage & Stability

Molecular Weight 323.86 Formula

C21H21N.HCl

 Storage (From the date of receipt)
CAS No. 65473-14-5 Download SDF Storage of Stock Solutions

Synonyms AW 105-843 Smiles CN(CC=CC1=CC=CC=C1)CC2=CC=CC3=CC=CC=C32.Cl

Solubility

In vitro
Batch:

Ethanol : 8 mg/mL

DMSO : Insoluble ( Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Water : Insoluble

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In vivo
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

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Mechanism of Action

In vitro

Naftifine exhibits an interesting in vitro spectrum of activity against dermatophytes (38 strains; minimal inhibitory concentration (MIC) range 0.1 to 0.2 mg/mL), aspergilli (6 strains; MIC range, 0.8 to 12.5 mg/mL), Sporothrix schenckii (2 strains; MICs, 0.8 and 1.5 mg/mL), and yeasts of the genus Candida (77 strains; MIC range, 1.5 to greater than 100 mg/mL). [1] The MIC of this compound for C. albicans Δ63 is 100 mg/L in Sabouraud medium (initial pH 6.5). This compound (50 mg/L) gives greater than 99% inhibition of sterol biosynthesis both in whole cells and in cell extracts of C. albicans. The primary action of this chemical appears to be the blocking of fungal squalene epoxidation. [2]
In vivo

Naftifine HCl 2% cream results in clinical cure rate and clinical success rate of 33% and 84% after treatment for 4 weeks, and week 2 efficacy response rates in this compound 2% subjects are all lower than at week 4 but are significantly higher than week 2 vehicle-treated counterparts. [3] This compound causes interruption of fungal ergosterol synthesis and accumulation of squalene in fungal organisms. It also has demonstrated anti-inflammatory properties such as a reduction in superoxide production and a reduction in polymorphonuclear leukocyte chemotaxis/endothelial adhesion. This chemical has shown good efficacy and safety for a variety of conditions and is a useful treatment that provides both antifungal action and relief of inflammatory signs and symptoms. Few adverse events have been noted with naftifine use, the most frequent being mild and transient burning, stinging, or itching in the application area. [4]
References

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