Butenafine hydrochloride CAS No. 101827-46-7

Category: Antifungal agents

Product Description

Butenafine hydrochloride is a synthetic antifungal medication belonging to the benzylamine class, primarily used topically to treat fungal skin infections such as athlete’s foot (tinea pedis), jock itch (tinea cruris), ringworm (tinea corporis), and pityriasis versicolor. It works by inhibiting squalene epoxidase, an enzyme crucial for ergosterol synthesis in fungal cell membranes, leading to fungal cell death. Available as a 1% cream or gel, it is typically applied once or twice daily for 1–4 weeks, depending on the infection’s severity. Common side effects include mild burning, itching, or irritation at the application site, while rare allergic reactions may occur. Butenafine a has longer post-antifungal effect compared to other antifungals like azoles, potentially requiring a shorter treatment duration. It should be used with caution, avoiding contact with eyes, nose, or mouth, and is not suitable for nail or scalp infections. Consult a doctor if there is no improvement after 2–4 weeks of treatment.

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Product Use & Characteristics

Properties

  • Molecular Formula: C₂₃H₂₈ClN

  • Molecular Weight: 353.9 g/mol

  • IUPAC Name: 1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine; hydrochloride

  • Chemical Name: N-4-tert-Butylbenzyl-N-methyl-1-naphthalenemethylamine hydrochloride

  • Appearance: White to off-white crystalline powder

  • Solubility: Soluble in ethanol and methanol; slightly soluble in water

Uses

Butenafine hydrochloride is a synthetic antifungal medication belonging to the benzylamine class. It is primarily used topically to treat fungal skin infections, including:

  • Athlete's foot (tinea pedis)

  • Jock itch (tinea cruris)

  • Ringworm (tinea corporis)

  • Pityriasis versicolor (caused by Malassezia spp.)

  • May also be effective against some yeasts and molds

Mechanism of Action

Butenafine hydrochloride works by inhibiting squalene epoxidase, an enzyme crucial for the synthesis of ergosterol, a key component of fungal cell membranes. This inhibition leads to:

  • Decreased ergosterol production

  • Accumulation of toxic squalene

  • Disruption of cell membrane integrity

  • Fungal cell death

Formulations and Dosage

  • Formulations: Available as a 1% cream or gel.

  • Dosage: Applied once or twice daily, depending on the formulation and severity of the infection.

  • Treatment Duration: 1–4 weeks, depending on the infection's severity.

Side Effects

Common side effects are usually mild and occur at the application site:

  • Redness

  • Itching

  • Burning

  • Stinging

  • Dryness

  • Flaking or scaling of the skin

Less common but more severe side effects can include:

  • Blistering

  • Crusting

  • Severe redness or swelling

  • Persistent or worsening irritation

If these more severe side effects occur, or if signs of an allergic reaction (e.g., rash, hives, swelling, severe dizziness, difficulty breathing) appear, discontinue use and seek medical attention immediately.

Advantages Over Other Antifungals

  • Longer post-antifungal effect (remains active even after stopping treatment).

  • May require a shorter treatment duration compared to azoles (e.g., clotrimazole).

  • Broad-spectrum antifungal activity.

  • Fast symptom relief.

  • Good safety and tolerability profile for topical use.

Precautions

  • For external use only. Avoid contact with eyes, nose, mouth, or other mucous membranes. If contact occurs, rinse thoroughly with water.

  • Do not apply to broken or irritated skin.

  • Consult a healthcare provider before using if you are pregnant or breastfeeding, have a weakened immune system, or have other medical conditions.

  • Inform your doctor about all other medications you are using, including over-the-counter drugs and herbal supplements, as interactions may occur, especially with other topical medications.

  • For conditions like athlete's foot, good hygiene practices are important, such as wearing well-ventilated shoes and changing socks daily.

Why us!

Sigma Chemical Group is a major chemical enterprise headquartered in Hangzhou, Zhejiang Province, with a diversified portfolio of subsidiaries including Qingdao Sigma Chemical Co., Ltd., Henan Sigma Biotechnology Co., Ltd., Nanchang Sigma Chemical Co., Ltd., and Jinan Sigma Chemical Co., Ltd. Established on January 16, 2017, Qingdao Sigma Chemical Co., Ltd. operates as a micro-sized chemical product wholesaler with a registered capital of RMB 100,000. Led by legal representative Yang Yuwen and based at 2-1-2301, Jiahe Xinxing, No. 130 Shandong Road, Shibei District, Qingdao, the company’s operations span chemicals, machinery equipment, and import-export services. Henan Sigma Biotechnology Co., Ltd., located in Dongmafang, Muye District, Xinxiang City, Henan Province, specializes in the sales of pesticides, pharmaceuticals, veterinary drugs, and mixed feed additive series, including products like adenine, florfenicol injection, carbasalate calcium soluble powder, and cefotaxime sodium chloride injection. Guided by a win-win and innovative business philosophy, the company employs a modern management approach and customer-centric service, upholding integrity, diligence, and a commitment to quality, thereby earning customer trust through diverse product offerings and competitive pricing. Nanchang Sigma Chemical Co., Ltd., situated in Nanchang, Jiangxi Province, is dedicated to producing high-purity plant extracts, emphasizing eco-friendly, non-toxic chemical raw materials that generate no environmental pollutants. Jinan Sigma Chemical Co., Ltd., located in Jinan, the capital of Shandong Province known as the "City of Springs," focuses on manufacturing active pharmaceutical ingredients (APIs) and pharmaceutical intermediates. The company maintains long-term industry-academia-research collaborations with Shandong University and Qilu University of Technology, continuously enhancing R&D investments to drive innovation and growth.

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