Butenafine hydrochloride
- Product Name
- Butenafine hydrochloride
- CAS No.
- 101827-46-7
- Chemical Name
- Butenafine hydrochloride
- Synonyms
- BUTENAFINE HCL;kp-363;Volley;MentaX;Scorba;Meridam;Butenafine HCI;Butenafine Hydro;Butenafine hydrochL;Butenafine hydrochlo
- CBNumber
- CB8256177
- Molecular Formula
- C23H27N.ClH
- Formula Weight
- 353.93
- MOL File
- 101827-46-7.mol
Butenafine hydrochloride Property
- Melting point:
- 210-214°C
- storage temp.
- room temp
- solubility
- DMSO: ≥10mg/mL
- form
- powder
- color
- white to off-white
- Merck
- 14,1518
- InChI
- 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
- InChIKey
- LJBSAUIFGPSHCN-UHFFFAOYSA-N
- SMILES
- C12C=CC=CC=1C=CC=C2CN(C)CC1=CC=C(C(C)(C)C)C=C1.Cl
- CAS DataBase Reference
- 101827-46-7(CAS DataBase Reference)
N-Bromosuccinimide Price
- Product number
- B5188
- Product name
- Butenafine hydrochloride
- Purity
- ≥98% (HPLC)
- Packaging
- 10mg
- Price
- $91.6
- Updated
- 2024/03/01
- Product number
- B5188
- Product name
- Butenafine hydrochloride
- Purity
- ≥98% (HPLC)
- Packaging
- 50mg
- Price
- $347
- Updated
- 2024/03/01
- Product number
- B3293
- Product name
- Butenafine Hydrochloride
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $121
- Updated
- 2024/03/01
- Product number
- B3293
- Product name
- Butenafine Hydrochloride
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $357
- Updated
- 2024/03/01
- Product number
- 23797
- Product name
- Butenafine (hydrochloride)
- Purity
- ≥98%
- Packaging
- 250mg
- Price
- $49
- Updated
- 2024/03/01
Butenafine hydrochloride Chemical Properties,Usage,Production
Description
Butenafine hydrochloride is a new benzylamine antifungal which appears to block the squalene epoxidation step of sterol synthesis in fungi. Active against a broad spectrum of fungi, butenafine hydrochloride is more effective in a guinea-pig model of tinea pedis than clotrimazole, naftifine and tolnaftate. Its efficacy is partially attributed to its long retention time in the skin.
Chemical Properties
White Solid
Originator
Kaken (Japan)
Uses
Butenafine HCl is a synthetic benzylamine antifungal, works by inhibiting the synthesis of sterols by inhibiting squalene epoxidase.
Uses
Butenafine hydrochloride has been used as a standard in high-performance liquid chromatography (HPLC) method to determine butenafine hydrochloride in butenafine-loaded nanosponges.
Uses
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.
Side effects
Side Effects:
Blistering, burning, crusting, dryness, or flaking of the skin where the medicine is applied.
itching, scaling, severe redness, soreness, or swelling of the skin where the medicine is applied.
Butenafine hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Butenafine hydrochloride manufacturers
- Product
- Butenafine hydrochloride 101827-46-7
- Price
- US $0.00/Kg/Bag
- Min. Order
- 2Kg/Bag
- Purity
- 99% up, High Density
- Supply Ability
- 20 tons
- Release date
- 2021-08-10
- Product
- Butenafine hydrochloride 101827-46-7
- Price
- US $0.00/KG
- Min. Order
- 100g
- Purity
- 98%+
- Supply Ability
- 100kg
- Release date
- 2020-11-09
- Product
- Butenafine hydrochloride 101827-46-7
- Price
- US $0.00-0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%-101%;JP
- Supply Ability
- 500KGS
- Release date
- 2021-07-16