Naftifine HCl | AW-105843 | CAS#65473-14-5 | 65472-88-0 | antifungal

Naftifine HCl
new

featured

WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 318299

CAS#: 65473-14-5 (HCl); 65472-88-0 (free base).

Description: Naftifine is an allylamine antifungal drug for the topical treatment of tinea pedis, tinea cruris, and tinea corporis (fungal infections). Its precise mechanism of action is unknown, but may involve selectively blocking sterol biosynthesis via inhibition of the squalene 2,3-epoxidase enzyme. The half-life is approximately 2–3 days. The metabolites are excreted in the urine and feces.

Chemical Structure

Naftifine HCl

CAS# 65473-14-5 (HCl); 65472-88-0 (free base).

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 318299
Name: Naftifine HCl
CAS#: 65473-14-5 (HCl); 65472-88-0 (free base).
Chemical Formula: C21H22ClN
Exact Mass: 0.00
Molecular Weight: 323.864
Elemental Analysis: C, 77.88; H, 6.85; Cl, 10.95; N, 4.32

Price and Availability

Size	Price	Availability	Quantity
20g	USD -1
100mg	USD 150
200mg	USD 250
500mg	USD 350
1g	USD 550
2g	USD 850
5g	USD 1450
10g	USD 2450
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: AW 105843; AW105843; AW-105843; AW 105-843; SN 105843; SN105843; SN-105843; Naftifine, Naftifine hydrochloride; Naftin

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

InChi Key: PGYDRGZVXVVZQC-LLVKDONJSA-N

InChi Code: InChI=1S/C15H19N5/c1-11(15(2,3)4)19-14(18-10-17)20-13-7-5-12(9-16)6-8-13/h5-8,11H,1-4H3,(H2,18,19,20)/t11-/m1/s1

SMILES Code: CN(CC1=C2C=CC=CC2=CC=C1)C/C=C/C3=CC=CC=C3.[H]Cl

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:

Product Data

Instruction:

View handling instruction

Biological target:	Naftifine hydrochloride is an antibiotic.
In vitro activity:	Naftifine exhibits an interesting in vitro spectrum of activity against dermatophytes (38 strains; minimal inhibitory concentration [MIC] range 0.1 to 0.2 microgram/ml), aspergilli (6 strains; MIC range, 0.8 to 12.5 microgram/ml), Sporothrix schenckii (2 strains; MICs, 0.8 and 1.5 microgram/ml), and yeasts of the genus Candida (77 strains; MIC range, 1.5 to greater than 100 microgram/ml). Its degree of efficacy is unaffected by the organism density in the test medium, and it is primarily fungicidal against dermatophytes as well as yeasts. Its in vitro efficacy is pH dependent and rises with increasing pH values. Reference: Antimicrob Agents Chemother. 1981 Mar;19(3):386-9. https://pubmed.ncbi.nlm.nih.gov/7247366/
In vivo activity:	Naftifine, a new antifungal agent belonging chemically to the allylamines, was tested for its in vivo activity after topical application against guinea pig skin infections caused by Trichophyton mentagrophytes, T. mentagrophytes var. quinckeanum, or Microsporum racemosum. Compared with standard compounds, naftifine proved to be highly effective mycologically and clinically after topical application in the above models. Reference: Antimicrob Agents Chemother. 1981 Mar;19(3):390-2. https://pubmed.ncbi.nlm.nih.gov/7247367/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	10.0	30.88
	DMF:PBS (pH 7.2) (1:5)	0.2	0.49
	DMSO	52.5	162.11
	Ethanol	12.7	39.11

Preparing Stock Solutions

The following data is based on the product molecular weight 323.86 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:	1. Ryder NS, Seidl G, Troke PF. Effect of the antimycotic drug naftifine on growth of and sterol biosynthesis in Candida albicans. Antimicrob Agents Chemother. 1984 Apr;25(4):483-7. doi: 10.1128/AAC.25.4.483. PMID: 6375557; PMCID: PMC185557. 2. Georgopoulos A, Petranyi G, Mieth H, Drews J. In vitro activity of naftifine, a new antifungal agent. Antimicrob Agents Chemother. 1981 Mar;19(3):386-9. doi: 10.1128/AAC.19.3.386. PMID: 7247366; PMCID: PMC181441. 3. Petranyi G, Georgopoulos A, Mieth H. In vivo antimycotic activity of naftifine. Antimicrob Agents Chemother. 1981 Mar;19(3):390-2. doi: 10.1128/AAC.19.3.390. PMID: 7247367; PMCID: PMC181442.
In vitro protocol:	1. Ryder NS, Seidl G, Troke PF. Effect of the antimycotic drug naftifine on growth of and sterol biosynthesis in Candida albicans. Antimicrob Agents Chemother. 1984 Apr;25(4):483-7. doi: 10.1128/AAC.25.4.483. PMID: 6375557; PMCID: PMC185557. 2. Georgopoulos A, Petranyi G, Mieth H, Drews J. In vitro activity of naftifine, a new antifungal agent. Antimicrob Agents Chemother. 1981 Mar;19(3):386-9. doi: 10.1128/AAC.19.3.386. PMID: 7247366; PMCID: PMC181441.
In vivo protocol:	1. Petranyi G, Georgopoulos A, Mieth H. In vivo antimycotic activity of naftifine. Antimicrob Agents Chemother. 1981 Mar;19(3):390-2. doi: 10.1128/AAC.19.3.390. PMID: 7247367; PMCID: PMC181442.

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.

Mass

Concentration

Volume

M. Wt* g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

Volume (to add to vial)

Mass (in vial)

Desired Reconstitution Concentration

Dilution Calculator

Calculate the dilution required to prepare a stock solution.

Concentration 1

Volume 1

Concentration 2

Volume 2

1: Del Rosso JQ, Kircik LH. Optimizing topical antifungal therapy for superficial cutaneous fungal infections: focus on topical naftifine for cutaneous dermatophytosis. J Drugs Dermatol. 2013 Nov;12(11 Suppl):s165-71. Review. PubMed PMID: 24196340.

2: Gupta AK, Ryder JE, Cooper EA. Naftifine: a review. J Cutan Med Surg. 2008 Mar-Apr;12(2):51-8. Review. PubMed PMID: 18346400.

3: Mühlbacher JM. Naftifine: a topical allylamine antifungal agent. Clin Dermatol. 1991 Oct-Dec;9(4):479-85. Review. PubMed PMID: 1822408.

4: Monk JP, Brogden RN. Naftifine. A review of its antimicrobial activity and therapeutic use in superficial dermatomycoses. Drugs. 1991 Oct;42(4):659-72. Review. PubMed PMID: 1723367.

Your view history

Naftifine HCl new featured