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B5188

Sigma-Aldrich

Butenafine hydrochloride

≥98% (HPLC)

Synonyme(s) :

Butenafine hydrochloride, Mentax, N-(p-tert-butylbenzyl)-N-methyl-1-naphthalenemethylamine hydrochloride, N-[[4-(1,1-Dimethylethyl)phenyl]methyl]-N-methyl-1-naphthalenemethanamine hydrochloride

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About This Item

Formule empirique (notation de Hill):
C23H27N · HCl
Numéro CAS:
101827-46-7
Poids moléculaire :
353.93
Numéro MDL:
MFCD00917064
Code UNSPSC :
51111800
ID de substance PubChem :
329773252
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to off-white

Solubilité

DMSO: ≥10 mg/mL

Auteur

Schering Plough

Température de stockage

room temp

Chaîne SMILES 

Cl.CN(Cc1ccc(cc1)C(C)(C)C)Cc2cccc3ccccc23

InChI

1S/C23H27N.ClH/c1-23(2,3)21-14-12-18(13-15-21)16-24(4)17-20-10-7-9-19-8-5-6-11-22(19)20;/h5-15H,16-17H2,1-4H3;1H

Clé InChI

LJBSAUIFGPSHCN-UHFFFAOYSA-N

Description générale

Butenafine hydrochloride is chemically known as N-4-tertbutylbenzyl-N-methyl-1-naphthalenemethylamine hydrochloride. Butenafine, a benzylamine derivative, is a new generation antimycotic compound. It is easily soluble in methanol, ethanol, dichloromethane, and chloroform, but not in water. The allyl radical in butenafine hydrochloride is substituted by a butylbenzyl group.

Application

Butenafine hydrochloride has been used as a standard in high-performance liquid chromatography (HPLC) method to determine butenafine hydrochloride in butenafine-loaded nanosponges.

Actions biochimiques/physiologiques

Butenafine exhibits fungicidal and antimycotic activity. This fungal squalene epoxidase inhibitor serves as an effective fungicide against T. rubrum, T. mentagrophytes, Microsporum canis, Aspergillus fumigatus, Sporothrix schenckii, Candida parapsilosis, and C. albicans. It is considered more effective and rapid than other antifungal drugs at curing dermatophytosis and preventing recurrences. In humans, it is used topically to treat tinea conditions and superficial candidiasis. Butenafine is considered a promising antimycotic compound to treat tinea pedis due to its efficiency, safety profile, relapse rates, and cost-effectiveness.
Butenafine possesses antifungal property. It is a squalene epoxidase inhibitor. Butenafine can inhibit the synthesis of ergosterol needed in fungal cell membranes.

Caractéristiques et avantages

This compound was developed by Schering Plough. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H312

Classification des risques

Acute Tox. 4 Dermal

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

nwg

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

1453888
Ansari MJ, et al.
Journal of Pharmaceutical Research International, 116-125 (2020)
Adriana Bezerra-Souza et al.
Pharmaceutics, 11(7) (2019-07-25)
Leishmaniasis is a neglected tropical disease affecting more than 12 million people worldwide, which in its visceral clinical form (VL) is characterised by the accumulation of parasites in the liver and spleen, and can lead to death if not treated.
T A Syed et al.
Expert opinion on pharmacotherapy, 1(3), 467-473 (2001-03-16)
Butenafine, a derivative of benzylamine with potent fungicidal activity is a new generation of antimycotic compound that has shown to be extremely effective against experimentally-induced tinea pedis in the guinea-pig, a situation that resembles synergetic pathology similar to that of

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