• 1. An air-stable organometallic polymer containing titanafluorene moieties obtained by the Sonogashira–Hagihara cross-coupling polycondensation?
  Alvin Tanudjaja,Shinsuke Inagi,Fusao Kitamura,Toshikazu Takata,Ikuyoshi Tomita Dalton Trans., 2021,50, 3037-3043
• 2. An Assessment of the Laminar Hypersonic Double-Cone Experiments in the LENS-XX Tunnel
  JaideepRay,PatrickBlonigan,EricT.Phipps,KathrynMaupin
• 3. An insight into the origin of room-temperature ferromagnetism in SnO2 and Mn-doped SnO2 quantum dots: an experimental and DFT approach?
  Dhamodaran Manikandan,S. Amirthapandian,I. S. Zhidkov,A. I. Kukharenko,S. O. Cholakh,Ramaswamy Murugan Phys. Chem. Chem. Phys., 2018,20, 6500-6514
• 4. An aquatic host–guest complex between a supramolecular G-quadruplex and the anticancer drug doxorubicin?
  José M. Rivera,Mariana Martín-Hidalgo,Jean C. Rivera-Ríos Org. Biomol. Chem., 2012,10, 7562-7565
• 5. An apparatus for testing water by measurement of its electrical conductivity
  Analyst, 1912,37, 538-543

Introduction to 6-Chloro-4-(methylamino)nicotinaldehyde (CAS No. 449811-29-4)

6-Chloro-4-(methylamino)nicotinaldehyde, identified by the Chemical Abstracts Service Number (CAS No.) 449811-29-4, is a significant intermediate in the realm of pharmaceutical chemistry and bioorganic synthesis. This compound belongs to the nicotinaldehyde derivatives, a class of molecules that have garnered considerable attention due to their diverse biological activities and potential applications in drug development. The presence of both chloro and methylamino substituents in its structure imparts unique reactivity, making it a valuable scaffold for further functionalization and derivatization.

The structural framework of 6-Chloro-4-(methylamino)nicotinaldehyde consists of a pyridine core, which is a common motif in many biologically active compounds. The pyridine ring is electron-deficient due to the nitrogen atom, which enhances its ability to participate in hydrogen bonding and coordinate with metal ions. This feature is particularly relevant in the context of enzyme inhibition and receptor binding studies. The chloro group at the 6-position introduces electrophilicity, facilitating nucleophilic substitution reactions, while the methylamino group at the 4-position provides basicity and potential interaction with acidic residues in biological targets.

In recent years, nicotinaldehyde derivatives have been extensively studied for their pharmacological properties. Notably, modifications at the 4- and 6-positions of the pyridine ring have been shown to modulate binding affinity and selectivity towards various enzymes and receptors. For instance, studies have demonstrated that structural analogs of 6-Chloro-4-(methylamino)nicotinaldehyde exhibit inhibitory effects on enzymes such as monoamine oxidase (MAO) and cyclooxygenase (COX). These enzymes are implicated in numerous pathological processes, including neurodegenerative diseases and inflammation, making them attractive therapeutic targets.

The synthesis of 6-Chloro-4-(methylamino)nicotinaldehyde typically involves multi-step organic transformations starting from commercially available precursors. One common approach involves the condensation of glyoxal or its derivatives with an appropriate amine to form an intermediate aldehyde, which is then chlorinated at the 6-position. The introduction of the methylamino group can be achieved through reductive amination or nucleophilic substitution reactions. These synthetic strategies highlight the compound's versatility as a building block for more complex molecules.

Recent advancements in computational chemistry have further enhanced our understanding of the interactions between 6-Chloro-4-(methylamino)nicotinaldehyde and biological targets. Molecular docking studies have been employed to predict binding modes and affinities with high precision. These simulations have revealed that subtle changes in the substituent patterns can significantly alter binding properties, providing valuable insights for rational drug design. For example, computational analysis has suggested that optimizing the electronic distribution around the pyridine ring can improve binding interactions with specific protein targets.

In addition to its pharmaceutical potential, 6-Chloro-4-(methylamino)nicotinaldehyde has shown promise in agricultural applications. Nicotinaldehyde derivatives are known to exhibit herbicidal and fungicidal properties due to their ability to interfere with essential metabolic pathways in plants and fungi. The structural features of this compound make it a candidate for developing novel agrochemicals that are more selective and environmentally friendly compared to traditional agents. Field trials have begun to evaluate its efficacy under various conditions, with encouraging preliminary results.

The role of 6-Chloro-4-(methylamino)nicotinaldehyde as a key intermediate has also been recognized in materials science. Its ability to participate in coordination chemistry has led to its use in designing metal-organic frameworks (MOFs) and other functional materials. These materials have applications ranging from gas storage and separation to catalysis and sensing. The unique properties imparted by the chloro and methylamino groups make this compound particularly suitable for these applications, as they enhance surface area and reactivity.

Future research directions for 6-Chloro-4-(methylamino)nicotinaldehyde include exploring its role in medicinal chemistry through structure-activity relationship (SAR) studies. By systematically varying substituents while maintaining the core nicotinaldehyde scaffold, researchers aim to identify novel bioactive compounds with improved pharmacokinetic profiles. Additionally, green chemistry approaches are being investigated to develop more sustainable synthetic routes for this intermediate, reducing waste and energy consumption.

The broader impact of compounds like 6-Chloro-4-(methylamino)nicotinaldehyde underscores their importance in advancing chemical biology and drug discovery. As our understanding of biological systems grows, so does the need for versatile intermediates like this one to probe molecular mechanisms and develop innovative therapeutics. Collaborative efforts between synthetic chemists, biologists, and pharmacologists will continue to drive progress in this field.

• 1012880-02-2(6-Chloro-4-(isopropylamino)nicotinaldehyde)
• 1159813-21-4(3-Amino-2,6-dichloro-pyridine-4-carbaldehyde)
• 338452-92-9(4-Amino-2-chloropyridine-3-carbaldehyde)
• 1011464-30-4(4-(tert-butylamino)-6-chloropyridine-3-carbaldehyde)
• 959163-01-0(6-chloro-4-(ethylamino)pyridine-3-carbaldehyde)
• 1289122-28-6(6-Chloro-4-(dimethylamino)nicotinaldehyde)
• 877054-84-7(2-chloro-4-(piperidin-1-yl)pyridine-3-carbaldehyde)
• 877054-70-1(3-PYRIDINECARBOXALDEHYDE, 2-CHLORO-4-(HEXAHYDRO-1H-AZEPIN-1-YL)-)
• 1001756-21-3(4-amino-6-chloropyridine-3-carbaldehyde)
• 1060811-65-5(4-amino-6-chloropyridine-3-carboxylic acid)