101827-46-7 Usage
Chemical Properties
White Solid
Originator
Kaken (Japan)
Uses
Different sources of media describe the Uses of 101827-46-7 differently. You can refer to the following data:
1. Butenafine HCl is a synthetic benzylamine antifungal, works by inhibiting the synthesis of sterols by inhibiting squalene epoxidase.
2. Butenafine hydrochloride has been used as a standard in high-performance liquid chromatography (HPLC) method to determine butenafine hydrochloride in butenafine-loaded nanosponges.
3. An antifungal, used to control dermal fungal infections such as athletes foot and ring worm.
Definition
ChEBI: The hydrochloride salt of butenafine. An inhibitor of squalene epoxidase, an enzyme responsible for the creation of sterols needed in fungal cell membranes, it is used for treatment of dermatological fungal infections.
Manufacturing Process
N-Methyl-1-naphtylmethylamine hydrochloride (2.1 g, 0.01 mole) was
dissolved in 50 ml of dry dimethylformamide, and 3.71 g (0.035 mole) of
anhydrous sodium carbonate was added, then 2.49 g (0.011 mole) of p-tbutylbenzyl
bromide was added by stirring and the mixture was reacted at
30° to 40°C for 5 hours. Ice water was added, and the mixture was extracted
with toluene. The organic layer was washed with water, and toluene was
evaporated. The residue was chromatographed on silica gel column, and
eluated with 5% ethyl acetate/n-hexane. The eluate was concentrated to give
2.98 g (yield 94%) of an oily substance. Hydrochloric acid/ethanol was added
to 1 g of this oily product, and the mixture was concentrated. The residue was
recrystallized from methanol/acetic acid to give 0.95 g of desired 1-
naphthalenemethanamine, N-((4-(1,1-dimethylethyl)phenyl)methyl)-Nmethyl-,
hydrochloride having melting point 200° to 202°C.
Brand name
Lotrimin (Schering);
Mentax (Mylan Bertek);Volley.
Therapeutic Function
Antifungal
General Description
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.
Biochem/physiol Actions
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.
Check Digit Verification of cas no
The CAS Registry Mumber 101827-46-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,1,8,2 and 7 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 101827-46:
(8*1)+(7*0)+(6*1)+(5*8)+(4*2)+(3*7)+(2*4)+(1*6)=97
97 % 10 = 7
So 101827-46-7 is a valid CAS Registry Number.
InChI:InChI=1/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
