butenafine
N-(p-tert-butylbenzyl)-n-methyl-1-naphthalenemethylamine
 
Notes:
studied on experimental dermatophytosis.
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      Product(s):
      101828-21-1 Butenafine 98%
       
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CAS Number: 101828-21-1Picture of molecule3D/inchi
FDA UNII: 91Y494NL0X
Nikkaji Web: J276.436I
XlogP3: 6.30 (est)
Molecular Weight: 317.47519000
Formula: C23 H27 N
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
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Google Patents: Search
US Patents: Search
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Pubchem Patents: Search
PubMed: Search
NCBI: Search
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Butenafine 98%
Kingchem Laboratories
Butenafine
Santa Cruz Biotechnology
For experimental / research use only.
Butenafine
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: pharmaceuticals / chemical synthisis
Recommendation for butenafine usage levels up to:
 not for fragrance use.
 
Recommendation for butenafine flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
ClinicalTrials.gov: search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 2484
National Institute of Allergy and Infectious Diseases: Data
 1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine
Chemidplus: 0101828211
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References:
 1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 2484
Pubchem (sid): 135023666
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C08067
HMDB (The Human Metabolome Database): HMDB15223
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 butenafinum
N-(p-tert-butylbenzyl)-n-methyl-1-naphthalenemethylamine
1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine
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Articles:
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.
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