Structure via PubChem · Public domain (PubChem)
butenafine
Sign in to saveAlso known as 4-Tert-butylbenzyl(methyl)(1-naphthalenemethyl)amine, (4-Tert-butyl-benzyl)-methyl-naphthalen-1-ylmethyl-amine, (4-Tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine, N-(P-Tert-butylbenzyl)-N-methyl-1-naphthalenemethylamine, butenafina, Butenafinum, Butenafina
Butenafine, sold under the brand names Lotrimin Ultra, Mentax, and Butop (In India only), is a synthetic benzylamine derived antifungal drug.
Key facts
- Drug.verifiedrevid
- 459987694
- Drug.IUPAC_name
- [(4-tert-butylphenyl)methyl](methyl)(naphthalen-1-ylmethyl)amine
- Drug.image
- Butenafine.svg
- Drug.image_class
- skin-invert-image
- Drug.tradename
- Mentax, Lotrimin Ultra
- Drug.pregnancy_US
- C
- Drug.legal_status
- OTC (Lotrimin Ultra), Rx-only (Mentax)
- Drug.routes_of_administration
- Topical (cream)
- Drug.metabolism
- Hepatic
- Drug.elimination_half life
- 35–100 hours
- Drug.CAS_number
- 101828-21-1
- Drug.ATC_prefix
- D01
- Drug.ATC_suffix
- AE23
- Drug.PubChem
- 2484
- Drug.DrugBank
- DB01091
- Drug.ChemSpiderID
- 2390
- Drug.UNII
- 91Y494NL0X
- Drug.KEGG
- D07596
via Wikipedia infobox
Chemical data
- Formula
- C23H27N
- Molecular weight
- 317.5 g/mol
- IUPAC name
- 1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine
- SMILES
- CC(C)(C)C1=CC=C(C=C1)CN(C)CC2=CC=CC3=CC=CC=C32
- InChIKey
- ABJKWBDEJIDSJZ-UHFFFAOYSA-N
- XLogP
- 6.3
- Polar surface area
- 3.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1996
- Admin. routes
- topical
- Indications
- tinea pedis
via ChEMBL · EBI
Research
124 papers- Butenafine.2006
- Butenafine.Drugs · 1998
- Butenafine hydrochloride: for the treatment of interdigital tinea pedis.Expert opinion on pharmacotherapy · 2000
- Diagnosis and management of tinea infections.American family physician · 2014
- Nanoemulsified Butenafine for Enhanced Performance against Experimental Cutaneous Leishmaniasis.Journal of immunology research · 2021
via PubMed
Wikidata facts
- Subclass of
- benzylamine
- Mass
- 317.21435
- Has use
- medication
Show 6 more facts
- subject has role
- antifungal
- chemical formula
- C₂₃H₂₇N
- Commons category
- Butenafine
- medical condition treated
- pityriasis versicolor
- canonical SMILES
- CC(C)(C)C1=CC=C(C=C1)CN(C)CC2=CC=CC3=CC=CC=C32
- World Health Organisation international non-proprietary name
- butenafine
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- Medical uses
- Available forms
- Pharmacology
- Chemistry
- Synthesis
- References
Butenafine, sold under the brand names Lotrimin Ultra, Mentax, and Butop (In India only), is a synthetic benzylamine derived antifungal drug.
It is structurally related to the allylamine antifungals terbinafine & naftifine.
Excerpted from Wikipedia’s “butenafine” article, available under the CC BY-SA 4.0 licence.