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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
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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)
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Safety

Hazard Codes 
Xn
Risk Statements 
21
Safety Statements 
44
WGK Germany 
nwg
RTECS 
QJ8585000
HS Code 
29214990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H312Harmful in contact with skin

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B5188
Product name
Butenafine hydrochloride
Purity
≥98% (HPLC)
Packaging
10mg
Price
$91.6
Updated
2024/03/01
Sigma-Aldrich
Product number
B5188
Product name
Butenafine hydrochloride
Purity
≥98% (HPLC)
Packaging
50mg
Price
$347
Updated
2024/03/01
TCI Chemical
Product number
B3293
Product name
Butenafine Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$121
Updated
2024/03/01
TCI Chemical
Product number
B3293
Product name
Butenafine Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$357
Updated
2024/03/01
Cayman Chemical
Product number
23797
Product name
Butenafine (hydrochloride)
Purity
≥98%
Packaging
250mg
Price
$49
Updated
2024/03/01
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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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Butenafine hydrochloride Suppliers

TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
ecochem international chemical broker
Tel
--
Fax
--
Email
export@ecochem.dk
Country
Europe
ProdList
6371
Advantage
66
kemikalieimport
Tel
--
Fax
--
Email
Sales@kemikalieimport.dk
Country
Europe
ProdList
6685
Advantage
47
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View Lastest Price from Butenafine hydrochloride manufacturers

Sinoway Industrial co., ltd.
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
WUHAN FORTUNA CHEMICAL CO., LTD
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
Hebei Weibang Biotechnology Co., Ltd
Product
Butenafine hydrochloride 101827-46-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-25

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