101828-21-1
101828-21-1 structure
- Name: Butenafine
- Chemical Name: butenafine
- CAS Number: 101828-21-1
- Molecular Formula: C23H27N
- Molecular Weight: 317.467
- Catalog: API Synthetic anti-infective drugs Antifungal drugs
- Create Date: 2018-03-07 08:00:00
- Modify Date: 2024-01-03 13:16:13
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Butenafine is a potent and broad spectrum benzylamine antifungal agent[1]. Butenafine inhibits fungal ergosterol biosynthesis at the point of squalene epoxidation, leading to a deficiency of the fungal cell membranes. Butenafine is effective against dermatophytes infections, such as tinea pedis, tinea cruris, tinea versicolor[1][2].
| Name | butenafine |
|---|---|
| Synonyms |
1-[4-(1,1-diméthyléthyl)phényl]-N-méthyl-N-(naphtalén-1-ylméthyl)méthanamine chlorhydrate
Butenafine hydrochloride 1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine,hydrochloride Butenafine HCl Butenafina 1-(4-tert-Butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanaminhydrochlorid 1-Naphthalenemethanamine, N-[[4-(1,1-dimethylethyl)phenyl]methyl]-N-methyl- Butenafinum Butenafina [INN-Spanish] 1-(4-tert-Butylphenyl)-N-methyl-N-(1-naphthylmethyl)methanamine 1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine MFCD00865577 Mentax Butenafine 1-Naphthalenemethanamine, N-[[4-(1,1-dimethylethyl)phenyl]methyl]-N-methyl-, hydrochloride (1:1) N-((4-(1,1-Dimethylethyl)phenyl)methyl)-N-methyl-1-naphthalenemethanamine hydrochloride 1-naphthalenemethanamine, N-[[4-(1,1-dimethylethyl)phenyl]methyl]-N-methyl-, hydrochloride N-Methyl-1-[4-(2-methyl-2-propanyl)phenyl]-N-(1-naphthylmethyl)methanamine 1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine hydrochloride (1:1) 1-Naphthalenemethanamine, N-((4-(1,1-dimethylethyl)phenyl)methyl)-N-methyl-, hydrochloride N-(p-tert-Butylbenzyl)-N-methyl-1-naphthalenemethylamine hydrochloride 1-(4-tert-Butylphenyl)-N-methyl-N-(1-naphthylmethyl)methanamine hydrochloride (1:1) N-Methyl-1-[4-(2-methyl-2-propanyl)phenyl]-N-(1-naphthylmethyl)methanamine hydrochloride (1:1) Butenafine [INN] 1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine hydrochloride N-[[4-(1,1-Dimethylethyl)phenyl]methyl]-N-methyl-1-naphthalene methanamine Butenafinum [INN-Latin] |
| Description | Butenafine is a potent and broad spectrum benzylamine antifungal agent[1]. Butenafine inhibits fungal ergosterol biosynthesis at the point of squalene epoxidation, leading to a deficiency of the fungal cell membranes. Butenafine is effective against dermatophytes infections, such as tinea pedis, tinea cruris, tinea versicolor[1][2]. |
|---|---|
| Related Catalog | |
| Target |
IC50: antifungal[1] |
| In Vitro | Butenafine demonstrates comparable activity against the dermatophytes with a MIC range of 0.03-0.25 μg/ml. It displays limited activity against the yeast Candida albicans and no activity against Malassezia furfur[1]. Butenafine (25; 50 or 100 μM) eliminates the promastigote forms of L. amazonensis and L. braziliensis in a dose-dependent manner, and shows EC50 values of 34.10±3.76 μM and 81.25±10.24 μM, respectively, in peritoneal macrophages from BALB/c mice. Butenafine induces mild cytotoxicity in peritoneal macrophages from BALB/c mice with a CC50 of 97.88 μM[1]. |
| In Vivo | Butenafine (subcutaneous administration; 1-100 mg/kg) to mice has no effect on the central and autonomic nervous systems. Topical administration of 0.3-3.0% butenafine solutions to guinea pigs also has no effect on the somatic nervous system[1]. In primary therapeutic studies on guinea pigs, Butenafine (1% topical application; 4-10 days; day 3 and 4 post-infection) exhibits a complete cure after 10 days in vivo-effect on dermatophytosis, T. mentagrophytes[1]. Butenafine (0.125, 0.25, 0.5 and 1.0% topical application; q.d. or b.i.d. for 10 days; day 4 post-infection) exhibits a 100% cure after 0.5% or 1% application and has no difference in efficacy between 1% q.d. and b.i.d. in vivo-effect on dermatophytosis, T. mentagrophytes[1]. |
| References |
| Density | 1.0±0.1 g/cm3 |
|---|---|
| Boiling Point | 426.1±14.0 °C at 760 mmHg |
| Molecular Formula | C23H27N |
| Molecular Weight | 317.467 |
| Flash Point | 187.7±17.0 °C |
| Exact Mass | 317.214355 |
| PSA | 3.24000 |
| LogP | 6.77 |
| Vapour Pressure | 0.0±1.0 mmHg at 25°C |
| Index of Refraction | 1.598 |
| HS Code | 2921199090 |
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| HS Code | 2921199090 |
|---|---|
| Summary | 2921199090 other acyclic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0% |