3-Methyl-1-benzofuran-2-carbaldehyde

3-Methyl-1-benzofuran-2-carbaldehyde (CAS 1199-07-1) is a heterocyclic aromatic aldehyde that belongs to the benzofuran family — a class of fused bicyclic compounds that have garnered significant attention as a privileged scaffold in drug discovery.  The molecular formula is C₁₀H₈O₂ with a molecular weight of 160.17 g/mol, and the compound is supplied as a light brown to brown crystalline solid at purities of ≥95%.

In pharmaceutical chemistry, 3-methyl-1-benzofuran-2-carbaldehyde serves as a key intermediate in the synthesis of amiodarone, a widely used class III antiarrhythmic agent, and indene resin.  Benzofuran derivatives are important pharmaceutical intermediates that exhibit a broad spectrum of biological activities, including antitumor, antioxidant, calcium channel blocking, angiotensin II receptor antagonism, adenosine A1 receptor antagonism, antifungal, antibacterial, and platelet aggregation antagonistic activities.  A series of 3-methyl-1-benzofuran-2-carbaldehyde derivatives have been synthesized and screened for antiproliferative activity against human non-small cell lung cancer (NSCLC) cell lines (NSCLC-N6 and A549).

In asymmetric catalysis, chiral beta-amino alcohol ligands have been found effective for the copper(II)-catalyzed asymmetric Henry reaction of benzofuran-2-carbaldehydes with nitromethane, leading to the formation of (S)-enriched benzofuryl beta-nitro alcohols with satisfactory enantioselectivities (up to 98% ee).    This highlights the versatility of 3-methyl-1-benzofuran-2-carbaldehyde as a substrate in stereoselective transformations, and it also serves as a valuable intermediate in the preparation of more complex organic molecules for pharmaceutical and agrochemical research.

Additionally, benzofuran derivatives have been patented for their use in treating or preventing viral infections, particularly those caused by the hepatitis C virus, and for the treatment or prophylaxis of hyperproliferative disorders.  Novel series of benzofuran hydrazides synthesized from condensation reactions of 3-methyl-1-benzofuran-2-carbaldehyde derivatives with various benzaldehydes have been evaluated as potential anticancer agents.

Product Parameters

Why Cosperpharm? – Our Competitive Advantages

Product Advantages

● Pharmaceutical intermediate – 3-Methyl-1-benzofuran-2-carbaldehyde serves as a key intermediate in the synthesis of amiodarone, a widely prescribed antiarrhythmic medication, and indene resin.

● Privileged benzofuran scaffold – The benzofuran core is a well‑established pharmacophore in medicinal chemistry, exhibiting a broad spectrum of biological activities including antitumor, antioxidant, calcium channel blocking, angiotensin II receptor antagonism, antifungal, antibacterial, and anti‑inflammatory effects.

● Anticancer screening platform – Derivatives of 3-methyl-1-benzofuran-2-carbaldehyde have been synthesized and screened for antiproliferative activity against human NSCLC cell lines (NSCLC-N6 and A549), with novel benzofuran hydrazides evaluated as potential anticancer agents.

● Asymmetric catalysis substrate – Serves as a substrate in the copper(II)-catalyzed asymmetric Henry reaction with nitromethane, producing (S)-enriched benzofuryl beta-nitro alcohols with enantioselectivities up to 98% ee.

● Anti‑TNF‑α activity – Benzofuran derivatives related to 3-methyl-1-benzofuran-2-carbaldehyde have been shown to inhibit tumor necrosis factor‑α (TNF‑α) production and exhibit excellent oral absorbability, making them candidates for treating allergic and inflammatory diseases.

● Antiviral potential – Patents describe benzofuran derivatives for treating or preventing viral infections, particularly those caused by the hepatitis C virus.

● Versatile aldehyde handle – The aldehyde group at the 2‑position undergoes oxidation (to carboxylic acids using KMnO₄ or CrO₃), reduction (to benzyl alcohols using NaBH₄ or LiAlH₄), and condensation (with amines to form Schiff bases, or with active methylene compounds via Knoevenagel condensation).

● High purity – Standard ≥95% ensures reliable results in sensitive synthetic transformations; higher purity grades (≥97%) available upon request

● Established synthetic methods – Well‑documented synthetic procedures for both laboratory and industrial scale, including the reduction of Weinreb amide intermediates using LiAlH₄.

Storage Conditions

● Temperature: Under inert gas (nitrogen or argon) at 2–8°C — do not freeze

● Container: Airtight, tightly sealed container

● Atmosphere: Store under inert gas (nitrogen or argon) to prevent oxidation of the aldehyde group

● Protection: Store away from moisture, light, and strong oxidizing agents

● Desiccation: Keep in a dry environment; the aldehyde group may be sensitive to prolonged moisture exposure

● Stability: Stable under recommended storage conditions for up to 24 months

● Incompatibilities: Strong oxidizing agents, strong bases, strong acids, and amines (can form imines over time)

Handling recommendation: As a crystalline solid, the compound is easy to weigh and handle. Use in a fume hood and avoid generating dust. The aldehyde group may cause skin and eye irritation; wear appropriate PPE (gloves, goggles, lab coat). After opening, reseal the container under inert gas and return to refrigerated storage promptly. Safety data sheet (SDS) is available upon request.

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