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101827-46-7

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101827-46-7 Usage

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

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

101827-46-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (B3293)  Butenafine Hydrochloride  >98.0%(HPLC)(T)

  • 101827-46-7

  • 1g

  • 450.00CNY

  • Detail
  • TCI America

  • (B3293)  Butenafine Hydrochloride  >98.0%(HPLC)(T)

  • 101827-46-7

  • 5g

  • 1,350.00CNY

  • Detail
  • Sigma

  • (B5188)  Butenafine hydrochloride  ≥98% (HPLC)

  • 101827-46-7

  • B5188-10MG

  • 724.23CNY

  • Detail
  • Sigma

  • (B5188)  Butenafine hydrochloride  ≥98% (HPLC)

  • 101827-46-7

  • B5188-50MG

  • 2,875.86CNY

  • Detail

101827-46-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name butenafine hydrochloride

1.2 Other means of identification

Product number -
Other names Butenafine hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:101827-46-7 SDS

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