N1790
Naftifine hydrochloride
Synonym(s):
Naftifine HCL
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About This Item
Empirical Formula (Hill Notation):
C21H21N · HCl
CAS Number:
Molecular Weight:
323.86
NACRES:
NA.76
PubChem Substance ID:
UNSPSC Code:
51102829
MDL number:
assay
≥99%
Quality Level
form
powder
solubility
ethanol: soluble 50 mg/mL
antibiotic activity spectrum
Gram-negative bacteria, Gram-positive bacteria, fungi, yeast
mode of action
cell wall synthesis | interferes, enzyme | inhibits
storage temp.
2-8°C
SMILES string
Cl.CN(C\C=C\c1ccccc1)Cc2cccc3ccccc23
InChI
1S/C21H21N.ClH/c1-22(16-8-11-18-9-3-2-4-10-18)17-20-14-7-13-19-12-5-6-15-21(19)20;/h2-15H,16-17H2,1H3;1H/b11-8+;
InChI key
OLUNPKFOFGZHRT-YGCVIUNWSA-N
Application
Naftifine is a synthetic, broad spectrum, antifungal agent and allylamine derivative. It is used topically to treat superficial dermatomycoses such as tinea pedis, tinea cruris, and tinea corporis.
Biochem/physiol Actions
Allylamine compound that has antifungal and antimycotic activities. Naftifine inhibits fungal squalene epoxidase and prevents ergosterol biosynthesis. Naftifine also has antibiotic activity against Gram-positive and Gram-negative bacteria and has demonstrated anti-inflammatory properties.
Naftifine is an allylamine compound that has antifungal and antimycotic activities. Naftifine inhibits fungal squalene epoxidase and prevents ergosterol biosynthesis. Naftifine also has antibiotic activity against Gram-positive and Gram-negative bacteria. It has demonstrated anti-inflammatory properties such as a reduction in superoxide production and a reduction in polymorphonuclear leukocyte chemotaxis/endothelial adhesion. Naftifine appears to interfere with sterol biosynthesis by inhibiting the squalene 2,3-epoxidase. This inhibition results in decreased amounts of ergosterol and an accumulation of squalene in the cells.
Other Notes
Keep container tightly closed in a dry and well-ventilated place.Light sensitive.
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Storage Class
11 - Combustible Solids
wgk
nwg
flash_point_f
Not applicable
flash_point_c
Not applicable
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Michael H Gold et al.
Skinmed, 9(5), 283-286 (2011-12-15)
Tinea versicolor (TV) is a superficial cutaneous fungal infection characterized by cutaneous pigment changes, pruritus, scaling, and erythema. This open-label, single-center pilot study evaluated the efficacy and safety of naftifine 1% gel applied twice daily for 2 weeks in 10
Lawrence Charles Parish et al.
Journal of drugs in dermatology : JDD, 10(10), 1142-1147 (2011-10-05)
Naftifine HCl 2% cream (NAFT-2%) is a topical allylamine antifungal preparation under development in the U.S. The objective of this randomized, double-blind, vehicle-controlled study was to evaluate the efficacy and safety of a two-week course of once-daily NAFT-2% vs. vehicle
Naftifine, a topical allylamine.
Shellie Marks et al.
Journal of drugs in dermatology : JDD, 9(7), 750-750 (2010-08-04)