CAS 65473-14-5|Naftifine hydrochloride

Introduction：Basic information about CAS 65473-14-5|Naftifine hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Naftifine hydrochloride BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Articles26
7. Synonyms

Common Name	Naftifine hydrochloride
CAS Number	65473-14-5	Molecular Weight	323.859
Density	/	Boiling Point	440.1ºC at 760 mmHg
Molecular Formula	C₂₁H₂₂ClN	Melting Point	172-175ºC
MSDS	ChineseUSA	Flash Point	194.4ºC

Names

Name	Naftifine Hydrochloride
Synonym	More Synonyms

Naftifine hydrochloride BiologicalActivity

Description	Naftifine Hydrochloride is a synthetic, broad spectrum, antifungal agent.Target: AntifungalNaftifine 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 naftifine for C. albicans Δ63 is 100 mg/L in Sabouraud medium (initial pH 6.5). Naftifine (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 naftifine appears to be the blocking of fungal squalene epoxidation [2].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 Naftifine HCl 2% subjects are all lower than at week 4 but are significantly higher than week 2 vehicle-treated counterparts [3]. Naftifine causes interruption of fungal ergosterol synthesis and accumulation of squalene in fungal organisms. Naftifine also has demonstrated anti-inflammatory properties such as a reduction in superoxide production and a reduction in polymorphonuclear leukocyte chemotaxis/endothelial adhesion. Naftifine 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].
Related Catalog	Signaling Pathways >>Anti-infection >>FungalResearch Areas >>Infection
References	[1]. Georgopoulos, A., et al., In vitro activity of naftifine, a new antifungal agent. Antimicrob Agents Chemother, 1981. 19(3): p. 386-9. [2]. Ryder, N.S., G. Seidl, and P.F. Troke, Effect of the antimycotic drug naftifine on growth of and sterol biosynthesis in Candida albicans. Antimicrob Agents Chemother, 1984. 25(4): p. 483-7. [3]. Parish, L.C., et al., A double-blind, randomized, vehicle-controlled study evaluating the efficacy and safety of naftifine 2% cream in tinea cruris. J Drugs Dermatol, 2011. 10(10): p. 1142-7. [4]. Gupta, A.K., J.E. Ryder, and E.A. Cooper, Naftifine: a review. J Cutan Med Surg, 2008. 12(2): p. 51-8.

Description

Naftifine Hydrochloride is a synthetic, broad spectrum, antifungal agent.Target: AntifungalNaftifine 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 naftifine for C. albicans Δ63 is 100 mg/L in Sabouraud medium (initial pH 6.5). Naftifine (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 naftifine appears to be the blocking of fungal squalene epoxidation [2].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 Naftifine HCl 2% subjects are all lower than at week 4 but are significantly higher than week 2 vehicle-treated counterparts [3]. Naftifine causes interruption of fungal ergosterol synthesis and accumulation of squalene in fungal organisms. Naftifine also has demonstrated anti-inflammatory properties such as a reduction in superoxide production and a reduction in polymorphonuclear leukocyte chemotaxis/endothelial adhesion. Naftifine 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].

Related Catalog

Signaling Pathways >>Anti-infection >>FungalResearch Areas >>Infection

References

[1]. Georgopoulos, A., et al., In vitro activity of naftifine, a new antifungal agent. Antimicrob Agents Chemother, 1981. 19(3): p. 386-9.

[2]. Ryder, N.S., G. Seidl, and P.F. Troke, Effect of the antimycotic drug naftifine on growth of and sterol biosynthesis in Candida albicans. Antimicrob Agents Chemother, 1984. 25(4): p. 483-7.

[3]. Parish, L.C., et al., A double-blind, randomized, vehicle-controlled study evaluating the efficacy and safety of naftifine 2% cream in tinea cruris. J Drugs Dermatol, 2011. 10(10): p. 1142-7.

[4]. Gupta, A.K., J.E. Ryder, and E.A. Cooper, Naftifine: a review. J Cutan Med Surg, 2008. 12(2): p. 51-8.

Chemical & Physical Properties

Boiling Point	440.1ºC at 760 mmHg
Melting Point	172-175ºC
Molecular Formula	C₂₁H₂₂ClN
Molecular Weight	323.859
Flash Point	194.4ºC
Exact Mass	323.144073
PSA	3.24000
LogP	5.78700
InChIKey	OLUNPKFOFGZHRT-YGCVIUNWSA-N
SMILES	CN(CC=Cc1ccccc1)Cc1cccc2ccccc12.Cl
Storage condition	-20?C Freezer

Safety Information

RIDADR	NONH for all modes of transport
HS Code	2942000000

Customs

HS Code	2942000000

Articles26

DrugBank 3.0: a comprehensive resource for 'omics' research on drugs.

Nucleic Acids Res. 39 , D1035-41., (2011)

DrugBank (http://www.drugbank.ca) is a richly annotated database of drug and drug target information. It contains extensive data on the nomenclature, ontology, chemistry, structure, function, action, ...

Allergic contact dermatitis from naftifine in a child without cross-reaction to terbinafine.

J. Eur. Acad. Dermatol. Venereol. 11(1) , 72-3, (1998)

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 nec...

RIPK3-mediated necroptosis regulates cardiac allograft rejection.

Journal. of. Drugs in. Dermatology. 10(11) , 1282-8, (2011)

Cell death results in tissue damage and ultimately donor graft rejection and can occur as an active molecular process through apoptotic, necrotic and newly identified receptor interacting protein 1 an...

Synonyms

(2E)-N-méthyl-N-(naphtalén-1-ylméthyl)-3-phénylprop-2-én-1-amine chlorhydrate

(2E)-N-methyl-N-(naphthalen-1-ylmethyl)-3-phenylprop-2-en-1-amine hydrochloride (1:1)

MFCD00059047

(2E)-N-methyl-N-(naphthalen-1-ylmethyl)-3-phenylprop-2-en-1-amine hydrochloride

(2E)-N-Methyl-N-(1-naphthylmethyl)-3-phenyl-2-propen-1-amine hydrochloride (1:1)

1-naphthalenemethanamine, N-methyl-N-[(2E)-3-phenyl-2-propenyl]-, hydrochloride

(E)-N-methyl-N-(naphthalen-1-ylmethyl)-3-phenylprop-2-en-1-amine,hydrochloride

(2E)-N-Methyl-N-(1-naphthylmethyl)-3-phenylprop-2-en-1-amine hydrochloride (1:1)

(2E)-N-Methyl-N-(naphthalen-1-ylmethyl)-3-phenylprop-2-en-1-aminhydrochlorid

1-Naphthalenemethanamine, N-methyl-N-[(2E)-3-phenyl-2-propen-1-yl]-, hydrochloride (1:1)

Naftifine HCl

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