CAS Number65473-14-5
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
Molecular FormulaC21H22ClN
Molecular Weight323.86
Purity≥99%
Boiling Point440.1ºC at 760 mmHg
Melting Point172-175ºC
Appearancepowder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 65473-14-5 |
| Catalog No. | 2A-9011560 |
| Chinese Name | 盐酸萘替芬 |
| 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 |
| Molecular Formula | C21H22ClN |
| Molecular Weight | 323.86 |
| Purity | ≥99 |
| Boiling Point | 440.1ºC at 760 mmHg |
| Melting Point | 172-175ºC |
| Appearance | powder |
| Storage Condition | -20?C Freezer |
| Application | Naftifine hydrochloride is a broad-spectrum antifungal compound. |
| HTC | 2942000000 |
| PubChem ID | 329818590 |
| MDL Number | MFCD00059047 |
| SMILES | 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 |
| NACRES Code | NA.76 |
| UNSPSC | 51102829 |
| MSDS | msds/11560_1_65473_14_5.pdf |
| Bioactivity | 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 >> Fungal Research 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 |
| Use of | Properties Articles26 Name Naftifine Hydrochloride Synonym More Synonyms Naftifine hydrochloride Biological Activity Related Catalog Signaling Pathways >> Anti-infection >> Fungal Research 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 Exact Mass 323.144073 PSA 3.24000 LogP 5.78700 InChIKey OLUNPKFOFGZHRT-YGCVIUNWSA-N Storage condition -20?C Freezer |
| Transport Info | Product name: Purity: 99.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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