butenafine

N-(p-tert-butylbenzyl)-n-methyl-1-naphthalenemethylamine

CAS: 101828-21-1 C23 H27 N MW: 317.47519000

Identification

Namebutenafine
IUPAC1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine
CAS Number101828-21-1
FDA UNII91Y494NL0X
Molecular FormulaC23 H27 N
Molecular Weight317.47519000
Nikkaji NumberJ276.436I
XlogP36.30 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 426.10 °C. @ 760.00 mm Hg (est)
Flash Point 370.00 °F. TCC ( 187.70 °C. ) (est)
logP (o/w) 6.770 (est)
Soluble in water, 0.2568 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for butenafine usage levels up tonot for fragrance use.
Recommendation for butenafine flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

butenafinum N-(p-tert- butylbenzyl)-n-methyl-1-naphthalenemethylamine 1-(4-tert- butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine PubMed: Diagnosis and management of tinea infections. PubMed: Ruthenium-catalyzed reductive methylation of imines using carbon dioxide and molecular hydrogen. PubMed: Tinea nigra presenting speckled or "salt and pepper" pattern. PubMed: HPLC-DAD for the determination of three different classes of antifungals: method characterization, statistical approach, and application to a permeation study. PubMed: A case of Tinea nigra associated to a bite from a European rabbit (Oryctolagus cuniculus, Leporidae): the role of dermoscopy in diagnosis. PubMed: Fungal toenail infections. PubMed: Antimycotics suppress the Malassezia extract-induced production of CXC chemokine ligand 10 in human keratinocytes. PubMed: A comparative study to evaluate efficacy, safety and cost-effectiveness between Whitfield's ointment + oral fluconazole versus topical 1% butenafine in tinea infections of skin. PubMed: A comparative randomized open label study to evaluate efficacy, safety and cost effectiveness between topical 2% sertaconazole and topical 1% butenafine in tinea infections of skin. PubMed: In vitro susceptibility of dermatomycoses agents to six antifungal drugs and evaluation by fractional inhibitory concentration index of combined effects of amorolfine and itraconazole in dermatophytes. PubMed: Optimizing topical antifungal therapy for superficial cutaneous fungal infections: focus on topical naftifine for cutaneous dermatophytosis. PubMed: Chiral N-benzyl-N-methyl-1-(naphthalen-1-yl)ethanamines and their in vitro antifungal activity against Cryptococcus neoformans, Trichophyton mentagrophytes and Trichophyton rubrum. PubMed: Influence of penetration enhancers and molecular weight in antifungals permeation through bovine hoof membranes and prediction of efficacy in human nails. PubMed: Suppressive effects of antimycotics on thymic stromal lymphopoietin production in human keratinocytes. PubMed: Efficacy of topical antifungals in the treatment of dermatophytosis: a mixed-treatment comparison meta-analysis involving 14 treatments. PubMed: Comparison of superficial mycosis treatment using Butenafine and Bifonazole nitrate clinical efficacy. PubMed: Tinea nigra: successful treatment with topical butenafine. PubMed: Squalene monooxygenase - a target for hypercholesterolemic therapy. PubMed: Determination of butenafine hydrochloride in human plasma by liquid chromatography electrospray ionization-mass spectrometry following its topical administration in human subjects. PubMed: Fungal toenail infections. PubMed: Stability-indicating LC assay for butenafine hydrochloride in creams using an experimental design for robustness evaluation and photodegradation kinetics study. PubMed: RP-HPLC method for simultaneous determination of butenafine hydrochloride and betamethasone dipropionate in a cream formulation. PubMed: A simple and rapid method to assess butenafine hydrochloride in skin samples and a comparative cutaneous retention study of two marketed formulations. PubMed: Studies on comparison of the efficacy of terbinafine 1% cream and butenafine 1% cream for the treatment of Tinea cruris. PubMed: Simultaneous HPLC determination of butenafine hydrochloride and betamethasone in a cream formulation. PubMed: [Activity of butenafine against ocular pathogenic filamentous fungi in vitro]. PubMed: In vitro antifungal activities of luliconazole, a new topical imidazole. PubMed: Are placebo-controlled trials of creams for athlete's foot still justified? PubMed: Butenafine and superficial mycoses: current status. PubMed: Fungal toenail infections. PubMed: Randomised controlled trial of topical butenafine in tinea cruris and tinea corporis. PubMed: Topical treatments for fungal infections of the skin and nails of the foot. PubMed: In vitro activities of miltefosine and two novel antifungal biscationic salts against a panel of 77 dermatophytes. PubMed: An unprecedented rearrangement in collision-induced mass spectrometric fragmentation of protonated benzylamines. PubMed: [The effect of propyl gallate on the activity of various antifungal drugs against filamentous fungi in vitro]. PubMed: What is the best way to treat tinea cruris? PubMed: Comparative efficacy of topical 1% butenafine and 1% clotrimazole in tinea cruris and tinea corporis: a randomized, double-blind trial. PubMed: In vitro antifungal activity of ZJ-522, a new triazole restructured from fluconazole and butenafine, against clinically important fungi in comparison with fluconazole and butenafine. PubMed: Topical therapy for fungal infections. PubMed: Role of antifungal agents in the treatment of seborrheic dermatitis. PubMed: Evaluation of in vitro activity of ciclopirox olamine, butenafine HCl and econazole nitrate against dermatophytes, yeasts and bacteria. PubMed: Clinical Trichophyton rubrum strain exhibiting primary resistance to terbinafine. PubMed: Butenafine: an update of its use in superficial mycoses. PubMed: KP-103, a novel triazole derivative, is effective in preventing relapse and successfully treating experimental interdigital tinea pedis and tinea corporis in guinea pigs. PubMed: A Japanese case of tinea corporis caused by Arthroderma benhamiae. PubMed: Six novel antimycotics. PubMed: Butenafine hydrochloride (Mentax) cream for the treatment of hyperkeratotic type tinea pedis and its transfer into the horny layer, with or without concomitant application of 20% urea ointment (Keratinamin). PubMed: Experimental and conformational analyses of interactions between butenafine and lipids. PubMed: Efficacy and safety of butenafine in superficial dermatophytoses (tinea pedis, tinea cruris, tinea corporis). PubMed: Comparison of in vitro antifungal activities of topical antimycotics launched in 1990s in Japan. PubMed: In vitro antifungal activity of KP-103, a novel triazole derivative, and its therapeutic efficacy against experimental plantar tinea pedis and cutaneous candidiasis in guinea pigs. PubMed: Butenafine hydrochloride: for the treatment of interdigital tinea pedis. PubMed: Azole antifungal agents related to naftifine and butenafine. PubMed: Contact dermatitis due to tea tree oil. PubMed: The antifungal agent butenafine manifests anti-inflammatory activity in vivo. PubMed: Treatment of toenail onychomycosis with 2% butenafine and 5% Melaleuca alternifolia (tea tree) oil in cream. PubMed: Management of toenail onychomycosis with 2% butenafine and 20% urea cream: a placebo-controlled, double-blind study. PubMed: Allylamine type xanthone antimycotics. PubMed: Butenafine, a fungicidal benzylamine derivative, used once daily for the treatment of interdigital tinea pedis. PubMed: An overview of topical antifungal therapy in dermatomycoses. A North American perspective. PubMed: Butenafine. PubMed: A randomized trial to assess once-daily topical treatment of tinea corporis with butenafine, a new antifungal agent. PubMed: Topical butenafine for tinea pedis. PubMed: Butenafine 1% cream in the treatment of tinea cruris: a multicenter, vehicle-controlled, double-blind trial. PubMed: One-week therapy with twice-daily butenafine 1% cream versus vehicle in the treatment of tinea pedis: a multicenter, double-blind trial. PubMed: Treatment of interdigital tinea pedis with a 4-week once-daily regimen of butenafine hydrochloride 1% cream. PubMed: Update on topical therapy for superficial fungal infections: focus on butenafine. PubMed: Neutral red assay in minimum fungicidal concentrations of antifungal agents. PubMed: Thiophene congeners of morpholine and allylamine type antifungals--syntheses and biological activities. PubMed: [A study on effectiveness of treatment and prevention of relapse using topical administration of terbinafine in a guinea pig model for tinea pedis]. PubMed: Two mechanisms of butenafine action in Candida albicans. PubMed: Anti-Trichophyton mentagrophytes activity and percutaneous permeation of butenafine in guinea pigs. PubMed: Topical treatment with butenafine significantly lowers relapse rate in an interdigital tinea pedis model in guinea pigs. PubMed: [Antifungal agents--recent trends in development and progress in research of action mechanism]. PubMed: [Synthesis and antifungal activity of butenafine hydrochloride (KP-363), a new benzylamine antifungal agent]. PubMed: Effects of butenafine hydrochloride, a new benzylamine derivative, on experimental tinea pedis in guinea pigs. PubMed: Effects of butenafine hydrochloride, a new benzylamine derivative, on experimental dermatophytosis in guinea pigs.