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1-Methyl-1,2,3,4-Tetrahydroquinoline-6-Carbaldehyde (CAS No. 493-50-5)

1-Methyl-1,2,3,4-Tetrahydroquinoline-6-Carbaldehyde, also known by its CAS number 493-50-5, is a significant compound in the field of organic chemistry and pharmacology. This compound belongs to the class of tetrahydroquinoline derivatives and has been extensively studied for its potential applications in drug discovery and chemical synthesis. Recent advancements in synthetic methodologies and bioactivity studies have further highlighted its importance in modern chemical research.

The structure of 1-Methyl-1,2,3,4-Tetrahydroquinoline-6-Carbaldehyde consists of a tetrahydroquinoline ring system with a methyl group at position 1 and an aldehyde group at position 6. This unique arrangement of functional groups contributes to its versatile reactivity and biological activity. The tetrahydroquinoline framework is known for its ability to interact with various biological targets, making it a valuable scaffold in medicinal chemistry.

Recent studies have focused on the synthesis of this compound using novel catalytic methods. For instance, researchers have employed asymmetric catalysis to achieve high enantioselectivity in the synthesis of 1-Methyl-1,2,3,4-Tetrahydroquinoline derivatives. These advancements not only improve the efficiency of production but also pave the way for the development of enantiomerically pure compounds with potential therapeutic applications.

In terms of physical properties, 1-Methyl-1,2,3,4-Tetrahydroquinoline-6-Carbaldehyde exhibits a melting point of approximately 85°C and a boiling point around 280°C under standard conditions. Its molecular formula is C₁₂H₁₃NCHO with a molecular weight of 207.24 g/mol. These properties make it suitable for various chemical reactions and purification techniques commonly used in organic synthesis.

The biological activity of this compound has been explored in several recent studies. It has shown promising results as a potential lead compound in the development of anti-inflammatory and antioxidant agents. For example, a study published in 2023 demonstrated that 1-Methyl-1,2,3,4-Tetrahydroquinoline derivatives exhibit significant inhibitory effects on pro-inflammatory enzymes such as cyclooxygenase (COX) and lipoxygenase (LOX). These findings suggest that the compound could be further developed into drugs for treating inflammatory diseases.

In addition to its pharmacological applications, 1-Methyl-1,2,3,4-Tetrahydroquinoline-based compounds have also found utility in catalytic processes. Researchers have utilized this compound as a ligand in transition metal-catalyzed reactions to enhance reaction efficiency and selectivity. For instance,a report from 2023 highlighted its role as a chiral ligand in asymmetric hydrogenation reactions,a key process in the synthesis of chiral pharmaceuticals.

The synthesis of CAS No. 493-50-5 typically involves multi-step procedures starting from readily available starting materials such as quinolines or their derivatives.The introduction of the methyl group at position 1 and the aldehyde group at position 6 requires precise control over reaction conditions to ensure high yields and purity.The use of modern techniques like microwave-assisted synthesis has been reported to significantly reduce reaction times while maintaining product quality.

In terms of applications beyond medicine, 1-Methyl-tetrahydroquinoline derivatives have been explored for their potential use as catalysts or precursors in industrial chemical processes.For example,recent research has examined their role in polymerization reactions where they serve as initiators or chain transfer agents.These applications underscore the versatility of this compound across different fields within chemistry.

The environmental impact and safety profile ofCAS No. 493-50–5warrant attention despite its promising applications.Initial toxicity studies indicate that it exhibits low acute toxicity when administered at moderate doses.However,further long-term studies are necessary to fully understand its effects on human health and ecosystems.Environmental fate studies are also essential to determine its persistence,bioaccumulation,and degradation pathways.

In conclusion,CAS No. 493–50–5,or1-Methyl-tetrahydroquinoline carbaldehyde,represents an important compound with diverse applications ranging from drug discovery to industrial catalysis.Recent advancements in synthetic methods,bioactivity studies,and application development continue to expand our understanding and utilization potential of this compound.As research progresses,it is anticipated that new insights into its structure-function relationships will lead to innovative uses across various scientific domains.

• 26050-81-7(Methanone,bis(2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizin-9-yl)-)
• 593281-04-0(6-Quinolinecarboxaldehyde, 1-hexyl-1,2,3,4-tetrahydro-)
• 80822-78-2(Methanone,bis(1-ethyl-1,2,3,4-tetrahydro-6-quinolinyl)-)
• 33985-71-6(2,3,6,7-Tetrahydro-1H,5H-pyrido-3,2,1-ijquinoline-9-carbaldehyde)
• 75535-22-7(1-ethyl-1,2,3,4-tetrahydroquinoline-6-carbaldehyde)
• 113961-88-9(1-(1,2,3,4-Tetrahydroquinolin-6-yl)ethanone)
• 216978-79-9(1,1,7,7-Tetramethyl-9-Formyljulolidine)
• 69906-07-6(1,2,3,4-tetrahydroquinoline-8-carbaldehyde)
• 179406-88-3(1-(propan-2-yl)-1,2,3,4-tetrahydroquinoline-6-carbaldehyde)
• 876710-88-2(1-propyl-1,2,3,4-tetrahydroquinoline-6-carbaldehyde)