3,5-dimethyl-1-benzofuran-2-carbaldehyde

3,5-Dimethyl-1-benzofuran-2-carbaldehyde (CAS 16817-34-8) is an important building block in organic synthesis and medicinal chemistry. The advantages of this compound derive from three structural features: the benzofuran core provides a rigid π-conjugated framework commonly found in bioactive molecules; the methyl groups at positions 3 and 5 offer specific steric and electronic effects; and the aldehyde group at position 2 is a highly derivatizable functionality, enabling access to various derivatives via condensation (Schiff bases), reduction, or oxidation.

In terms of biological activity, studies have shown that 3,5-Dimethyl-1-benzofuran-2-carbaldehyde possesses anticancer and antibacterial potential. One study reported that its derivatives inhibit the proliferation of multiple cancer cell lines, with methyl-substituted derivatives exhibiting higher activity compared to unsubstituted analogs. In antimicrobial evaluations, the compound showed activity against drug-resistant strains such as Mycobacterium tuberculosis, with minimum inhibitory concentration (MIC) values as low as 2 μg/mL. The mechanism of action is closely related to its structure — the aldehyde group can form Schiff bases with amino groups in biological systems, thereby modulating enzyme and receptor activities and affecting various biochemical pathways.

In addition, 3,5-Dimethyl-1-benzofuran-2-carbaldehyde finds applications in the fragrance and flavor industry — it possesses a sweet woody odor, contributing to the sensory profile of perfumes and food additives. In materials science, the rigid planar structure combined with the electron-withdrawing aldehyde group endows interesting optoelectronic properties, making it a potential candidate for organic electronic materials such as OLEDs.

Product Parameters

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Product Advantages

1.High purity: ≥95% (NMR/HPLC) as standard; ≥98% available upon request; any single impurity ≤0.5%, total impurities ≤1.0%

2.Unique structure: The 3,5-dimethyl substitution pattern is relatively uncommon among benzofuran aldehydes, enabling access to novel chemical space

3.Functional group versatility: The aldehyde group supports diverse derivatizations including condensation, reduction, and oxidation

4.Bioactive potential: The benzofuran core is a privileged scaffold in medicinal chemistry; methyl substitution enhances metabolic stability and potency

5.Wide applicability: Covers drug discovery, organic synthesis, fragrance & flavor, materials science, agrochemical R&D, and more

Storage Conditions

1.Temperature: 0–8°C (refrigerated) – do not freeze

2.Container: Airtight, tightly sealed

3.Protection: Protect from light (use original opaque container or store in darkness)

4.Desiccation: Store in a dry environment; the compound may be hygroscopic

5.Shelf life: 24 months when stored as recommended

For bulk quantities (>500g), we recommend dividing into smaller aliquots for single use to minimize degradation from repeated opening of the container.

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