Butenafine
Systematic (IUPAC) name
N-methyl-1-naphthalen-1-yl-N-[(4-tert-butylphenyl)methyl]methanamine
Identifiers
CAS number	101828-21-1
ATC code	D01AE23
PubChem	2484
DrugBank	APRD00833
Chemical data
Formula	C23H27N
Mol. weight	317.47 g/mol
Pharmacokinetic data
Bioavailability	?
Metabolism	Hepatic
Half life	35-100 hours
Excretion	?
Therapeutic considerations
Pregnancy cat.	? IUPAC nomenclature is a systematic way of naming organic chemical compounds. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences and alloys. ... The Anatomical Therapeutic Chemical Classification System is used for the classification of drugs. ... A section of the Anatomical Therapeutic Chemical Classification System. ... PubChem is a database of chemical molecules . ... DrugBank is a database available at the University of Alberta that provides information about thousands of products. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The molecular mass of a substance (less accurately called molecular weight and abbreviated as MW) is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... In pharmacology, bioavailability is used to describe the fraction of an administered dose of medication that reaches the systemic circulation, one of the principal pharmacokinetic properties of drugs. ... Santorio Santorio (1561-1636) in his steelyard balance, from Ars de statica medecina, first published 1614 Metabolism (from μεταβολισμος (metabolismos)) is the biochemical modification of chemical compounds in living organisms anggjgjhnd cell (b). ... The liver is an organ in vertebrates including humans. ... The elimination half-life of a drug (or any xenobiotic agent) refers to the timecourse necessary for the quantity of the xenobiotic agent in the body (or plasma concentration) to be reduced to half of its original level through various elimination processes. ... Excretion is the biological process by which an organism chemically separates waste products from its body. ... The pregnancy category of a pharmaceutical agent is an assessment of the risk of fetal injury due to the pharmaceutical, if it is used as directed by the mother during pregnancy. ...
Legal status
Routes	topical

Butenafine hydrochloride a synthetic benzylamine antifungal, marketed under the trade name Mentax and is the active ingredient in Schering-Plough's Lotrimin® Ultra. It is structurally related to synthetic allylamine antifungals such as terbinafine. The regulation of therapeutic goods, that is drugs and therapeutic devices, varies by jurisdiction. ... In pharmacology and toxicology, a route of administration is the path by which a drug, fluid, poison or other substance is brought into contact with the body 1. ... In medicine, a topical medication is applied to body surfaces such as the skin or mucous membranes such as the vagina, nasopharynx, or the eye. ... External links Link page to external chemical sources. ... Something antifungal kills or inhibits the growth of fungus. ... Allylamine (also known as 3-aminopropene, 3-aminopropylene, monoallylamine, 2-propenamine, 2-propen-1-amine, or allyl amine) is an organic amine with the molecular formula C3H7N. It is a highly toxic and flammable colorless liquid. ... Terbinafine hydrochloride tablets, sold as Lamisil in the U.S., are indicated for the treatment of onychomycosis of the toenail or fingernail due to dermatophytes (Tinea unguium). ...

Pharmacology

Butenafine hydrochloride is an odorless white crystalline powder that is freely soluble in methanol, ethanol, and chloroform, and slightly soluble in water. In chemistry, hydrochlorides are salts resulting, or regarded as resulting, from the reaction of hydrochloric acid with an organic base (mostly amines). ... Methanol, also known as methyl alcohol or wood alcohol, is a chemical compound with chemical formula CH3OH. It is the simplest alcohol, and is a light, volatile, colourless, flammable, poisonous liquid with a distinctive odor. ... This article is about the chemical compound. ... Chloroform, also known as trichloromethane and methyl trichloride, is a chemical compound with formula CHCl3. ...

Like the allylamine antifungals, butenafine works by inhibiting the synthesis of ergosterol by inhibiting squalene epoxidase, an enzyme responsible for the creation of sterols needed in fungal cell membranes. Lacking ergosterol, the cell membranes increase in permeability, allowing their contents to leak out.

Indications

Butenafine is indicated for the topical treatment of tinea (pityriasis) versicolor due to M. furfur, as well as athlete’s foot (Tinea pedis), ringworm (Tinea corporis) and jock itch (Tinea cruris) due to E. floccosum, T. mentagrophytes, T. rubrum, and T. tonsurans. It has superior fungicidal activity against this group of fungi when compared to that of terbinafine, naftifine, clotrimazole, and tolnaftate. It also displays superior activity against Candida albicans when compared against terbinafine and naftifine. Butenafine demonstrates low minimum inhibitory concentrations against cryptococcus and aspergillus. Athletes Foot is a fungal infection of the skin, usually between the toes, caused by parasitic fungi. ... Ringworm, also known as Tinea, is a contagious (excluding tinea versicolor[1]) fungal infection of the skin. ... Jock itch, or more correctly tinea cruris, is a fungal infection of the groin region. ... Clotrimazole is a potent, specific inhibitor of p450 enzymes. ... Tolnaftate is a synthetic over the counter anti-fungal agent. ... Cryptococcus is a genus of fungus. ... Species Aspergillus caesiellus Aspergillus candidus Aspergillus carneus Aspergillus clavatus Aspergillus deflectus Aspergillus flavus Aspergillus fumigatus Aspergillus glaucus Aspergillus nidulans Aspergillus niger Aspergillus ochraceus Aspergillus oryzae Aspergillus parasiticus Aspergillus penicilloides Aspergillus restrictus Aspergillus sojae Aspergillus sydowi Aspergillus terreus Aspergillus ustus Aspergillus versicolor Aspergillus is a genus of around 200 fungi (moulds...

Butenafine is typically available as a 1% topical cream.