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
MDL number:
UNSPSC Code:
51102829
PubChem Substance ID:
NACRES:
NA.76
Assay
≥99%
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
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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.
Storage Class Code
11 - Combustible Solids
WGK
nwg
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Athlete's foot.
Fay Crawford
Clinical evidence, (11)(11), 2128-2132 (2005-01-18)
I Salmoiraghi et al.
Archiv der Pharmazie, 331(6), 225-227 (1998-08-26)
A number of xanthone derivatives bearing the basic chain of naftifine and butenafine antimycotics in 1, 2, 3, and 4 nuclear positions are described. The in vitro antifungal activity against representative strains of molds and yeasts is reported. Only butenafine
J J Goday et al.
Journal of the European Academy of Dermatology and Venereology : JEADV, 11(1), 72-73 (1998-09-10)
Allergic contact dermatitis from naftifine has been scarcely described in the English literature, all of them in adults. We report a case of a 12-year-old girl who developed an acute eczema on her neck after application of a naftifine cream.
Aditya K Gupta et al.
Journal of cutaneous medicine and surgery, 12(2), 51-58 (2008-03-19)
Naftifine is a topical allylamine that is effective and safe in the management of superficial dermatomycoses. Naftifine is fungicidal in vitro against a broad spectrum of dermatophyte fungi and provides good activity against Candida and Aspergillus species. It is also
Lawrence Charles Parish et al.
Journal of drugs in dermatology : JDD, 10(11), 1282-1288 (2011-11-05)
Naftifine HCl 2% cream (NAFT-2) is a topical allylamine antifungal agent under development in the United States. This randomized, double-blind, vehicle-controlled, phase 3 trial evaluated the efficacy and safety of two weeks of NAFT-2 treatment in subjects with tinea pedis.
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