MedKoo Cat#: 317361 | Name: Butenafine HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Butenafine is a synthetic benzylamine antifungal. It is structurally related to synthetic allylamine antifungals such as terbinafine. Like the allylamine antifungals, butenafine works by inhibiting the synthesis of ergosterol by inhibiting squalene epoxidase, an enzyme responsible for the creation of sterols needed in fungal cell membranes. Lacking ergosterol, the cell membranes increase in permeability, allowing their contents to leak out. Furthermore, inhibition of squalene epoxidase leads to a toxic buildup of squalene. This double action of butenafine (increased membrane permeability and toxic buildup of squalene) makes butenafine fungicidal rather than merely fungistatic.

Chemical Structure

Butenafine HCl
Butenafine HCl
CAS#101827-46-7 (HCl)

Theoretical Analysis

MedKoo Cat#: 317361

Name: Butenafine HCl

CAS#: 101827-46-7 (HCl)

Chemical Formula: C23H28ClN

Exact Mass: 317.2144

Molecular Weight: 353.93

Elemental Analysis: C, 78.05; H, 7.97; Cl, 10.02; N, 3.96

Price and Availability

Size Price Availability Quantity
2g USD 250.00 2 Weeks
5g USD 550.00 2 Weeks
10g USD 950.00 2 Weeks
100g USD 2,950.00 2 Weeks
500g USD 4,950.00 2 Weeks
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Related CAS #
101828-21-1 (free base) 101827-46-7 (HCl)
Synonym
Butenafine, Mentax, Butop, KP363, KP 363, KP-363
IUPAC/Chemical Name
1-Naphthalenemethanamine, N-((4-(1,1-dimethylethyl)phenyl)methyl)-N-methyl-, hydrochloride
InChi Key
LJBSAUIFGPSHCN-UHFFFAOYSA-N
InChi Code
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
SMILES Code
CN(CC1=CC=C(C(C)(C)C)C=C1)CC2=C3C=CC=CC3=CC=C2.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Related: 101828-21-1 (Butenafine free base) 101827-46-7 (Butenafine HCl).

Preparing Stock Solutions

The following data is based on the product molecular weight 353.93 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Fu MC, Shang R, Cheng WM, Fu Y. Boron-Catalyzed N-Alkylation of Amines using Carboxylic Acids. Angew Chem Int Ed Engl. 2015 Jul 27;54(31):9042-6. doi: 10.1002/anie.201503879. Epub 2015 Jul 6. PubMed PMID: 26150397. 2: Pillai AB, Nair JV, Gupta NK, Gupta S. Microemulsion-loaded hydrogel formulation of butenafine hydrochloride for improved topical delivery. Arch Dermatol Res. 2015 Sep;307(7):625-33. doi: 10.1007/s00403-015-1573-z. Epub 2015 May 26. PubMed PMID: 26006164. 3: Ely JW, Rosenfeld S, Seabury Stone M. Diagnosis and management of tinea infections. Am Fam Physician. 2014 Nov 15;90(10):702-10. PubMed PMID: 25403034.