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Merck
CN

N1790

Naftifine hydrochloride

Synonym(s):

Naftifine HCL

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About This Item

Empirical Formula (Hill Notation):
C21H21N · HCl
CAS Number:
65473-14-5
Molecular Weight:
323.86
NACRES:
NA.76
PubChem Substance ID:
329818590
UNSPSC Code:
51102829
MDL number:
MFCD00059047

Key Documents

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InChI key

OLUNPKFOFGZHRT-YGCVIUNWSA-N

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+;

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

Quality Level

200

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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

11 - Combustible Solids

wgk

nwg

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000350741
0000350741
SLCQ3069
SLCK3331
MKBR6134V

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Naftifine, a topical allylamine.
Shellie Marks et al.
Journal of drugs in dermatology : JDD, 9(7), 750-750 (2010-08-04)
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.
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
[The problem of external therapy used in skin mycosis].
G N Tarasenko et al.
Voenno-meditsinskii zhurnal, 325(8), 38-39 (2004-10-09)
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
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