5-Chloro-3-methyl-1-benzofuran-2-carbaldehyde is a functionalized 2,3-disubstituted benzofuran featuring a chlorine atom at the 5‑position of the fused benzene ring and a methyl group at the 3‑position of the furan ring, and the combination of the electron-withdrawing chloro substituent and the methyl donor next to the reactive aldehyde handle creates a polarized, sterically tuned platform for subsequent cross‑coupling, condensation, and heterocycle formation in medicinal chemistry and materials science.
5-Chloro-3-methyl-1-benzofuran-2-carbaldehyde (CAS 1131-07-3) is a heterocyclic aromatic aldehyde that belongs to the benzofuran family — a class of fused bicyclic heterocycles consisting of a benzene ring fused to a furan ring. The molecular formula is C₁₀H₇ClO₂ with a molecular weight of 194.61 g/mol, and the compound is typically supplied at ≥95% purity.
In medicinal chemistry, 5-chloro-3-methyl-1-benzofuran-2-carbaldehyde serves as a key intermediate for the synthesis of pharmaceutical candidates. The benzofuran core is a privileged scaffold in drug discovery, found in numerous bioactive molecules, and 5-chloro-3-methyl-1-benzofuran-2-carbaldehyde has been utilized in the construction of compounds targeting central nervous system disorders, viral infections, and inflammatory diseases. The aldehyde group enables diverse derivatization pathways, including condensation with primary amines to form Schiff bases and participation in Claisen‑Schmidt condensations for the synthesis of chalcone derivatives.
In antiviral research, 5-chloro-3-methyl-1-benzofuran-2-carbaldehyde is a valuable synthetic intermediate for preparing benzofuran derivatives that act as hepatitis C virus (HCV) NS5B polymerase inhibitors, a key target for treating chronic HCV infection. Furthermore, benzofuran derivatives related to 5-chloro-3-methyl-1-benzofuran-2-carbaldehyde have been shown to inhibit tumor necrosis factor‑α (TNF‑α) production and exhibit improved oral absorbability, making them candidates for anti‑inflammatory and immunomodulatory therapies. Other benzofuran derivatives demonstrate excellent action to inhibit neurodegeneration with low toxicity and good brain penetrability, suggesting potential applications in treating neurodegenerative diseases such as Alzheimer‘s and Parkinson’s disease.
In organic synthesis, 5-chloro-3-methyl-1-benzofuran-2-carbaldehyde serves as a versatile building block for constructing more complex heterocyclic systems. Research has demonstrated its utility in the synthesis of benzodiazepines and benzothiazepines bearing a benzofuran moiety as central nervous system depressants. Benzofuran‑3‑aryl derivatives, a class accessed from intermediates such as 5-chloro-3-methyl-1-benzofuran-2-carbaldehyde, are known to have various pharmacological effects including anticancer, antimicrobial, antibacterial, anti‑arrhythmic, and anti‑inflammatory effects.
Product Parameters
Parameter
Specification
CAS Number
1131-07-3
Molecular Formula
C₁₀H₇ClO₂
Molecular Weight
194.61 g/mol
Purity
≥95% as standard; higher purity available upon request
Appearance
Pale-yellow solid
Melting Point
145 °C (literature)
Boiling Point
313.5 ± 37.0 °C at 760 mmHg (Predicted)
Density
1.330 ± 0.06 g/cm³ (Predicted)
Flash Point
143.5 ± 19.3 °C (Predicted)
XLogP3
3.1 (Predicted)
Canonical SMILES
CC1=C(OC2=C1C=C(C=C2)Cl)C=O
Storage Condition
Sealed in dry, room temperature; long-term storage in a cool, dry place
Solubility
Soluble in common organic solvents such as THF, ethyl acetate, dichloromethane, and DMF
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R&D samples: one week; commercial orders: 1–2 months after payment. Express (DHL/FedEx) or air/sea freight available.
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Trusted by 30+ pharmaceutical companies in USA, Europe, India, Brazil, and Southeast Asia; long-term cooperation with generic drug manufacturers, CROs, and impurity standard distributors.
Licensed Exporter
Valid drug import/export license — no compliance delays.
Dual Quality Grades
Both research/pharma grade(≥98%)and high-purity impurity grade(≥99%)available to meet diverse customer needs.
Storage Conditions
● Temperature: Sealed in dry, room temperature (15–25 °C); for long‑term storage (>12 months), store in a cool, dry place
● Container: Airtight, tightly sealed container
● Protection: Store away from moisture, light, strong oxidizing agents, and strong bases
● Desiccation: Keep in a dry environment; the aldehyde group may be sensitive to prolonged exposure to moisture
● Stability: Stable under recommended storage conditions for up to 24 months
● Incompatibilities: Strong oxidizing agents, strong bases, strong acids, amines (can form imines over time)
● DOT/IATA Transport: Not hazardous material under normal transport conditions
Handling recommendation: As a 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 tightly to exclude moisture and air, which may lead to oxidation or condensation side reactions. Safety data sheet (SDS) is available upon request.
Quality Assurance at Cosperpharm
Each batch undergoes:
● Gas chromatography (GC) – purity ≥97.0%
● Non‑aqueous titration – purity ≥97.0%
● Refractive index – confirmatory analysis
● ¹H NMR – structural verification
● Appearance – colorless to light yellow to light orange clear liquid
A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.
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