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• 2. An integrated droplet-digital microfluidic system for on-demand droplet creation, mixing, incubation, and sorting?
  Lab Chip, 2019,19, 524-535
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Anthracenes Anthracenecarboxylic acids
• Solvents and Organic Chemicals Organic Compounds Benzenoids Anthracenes Anthracenecarboxylic acids and derivatives Anthracenecarboxylic acids

Introduction to 1-Amino-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid (CAS No. 82-24-6)

1-Amino-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid, identified by its CAS number 82-24-6, is a significant compound in the field of organic chemistry and pharmaceutical research. This heterocyclic aromatic derivative has garnered attention due to its structural complexity and versatile applications in synthetic chemistry and biologically relevant studies. The compound features a fused anthracene core with an amino group at the 1-position, a carboxylic acid moiety at the 2-position, and a diketone functionality at the 9 and 10 positions. Such structural attributes make it a valuable intermediate in the synthesis of more complex molecules, particularly in medicinal chemistry.

The chemical structure of 1-Amino-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid can be described as follows: it consists of a benzene-like aromatic system with three fused benzene rings, where the central ring is replaced by two ketone groups (C=O) at positions 9 and 10. The presence of an amino group (–NH?) at the 1-position introduces basicity and reactivity, while the carboxylic acid group (–COOH) at the 2-position enhances its solubility in polar solvents and allows for further functionalization. These functional groups make it a versatile building block for constructing more intricate molecular architectures.

In recent years, 1-Amino-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid has been extensively studied for its potential applications in pharmaceuticals. Its anthracene core is well-known for its biological activity, and derivatives of this compound have been explored for their antimicrobial, anticancer, and anti-inflammatory properties. The diketone moiety is particularly interesting because it can undergo various chemical transformations, such as condensation reactions with aldehydes or ketones to form Schiff bases or participate in Michael additions. These reactions are crucial in drug discovery pipelines, where novel heterocyclic compounds are synthesized to target specific biological pathways.

One of the most compelling aspects of 1-Amino-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid is its role as a precursor in the synthesis of more complex pharmacophores. For instance, researchers have utilized this compound to develop new analogs of existing drugs by modifying its structure through selective functionalization. The amino and carboxylic acid groups provide multiple points of attachment for other functional units, enabling the construction of peptidomimetics or enzyme inhibitors. Such modifications are essential in optimizing drug efficacy and minimizing side effects.

Recent advancements in computational chemistry have further highlighted the importance of 1-Amino-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid in drug design. Molecular modeling studies have demonstrated that derivatives of this compound can interact with biological targets such as enzymes and receptors with high affinity. This has spurred interest in developing virtual screening libraries that incorporate this scaffold to identify potential drug candidates more efficiently. The ability to predict binding modes and optimize interactions using computational tools has significantly accelerated the drug discovery process.

The synthesis of 1-Amino-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid itself is an area of active research. Traditional methods often involve multi-step organic transformations starting from commercially available anthracene derivatives. However, recent reports have introduced more efficient synthetic routes that reduce waste and improve yields. For example, catalytic methods employing transition metals have been explored to streamline certain steps in the synthesis process. Such innovations are crucial for making large-scale production more sustainable and cost-effective.

In addition to its pharmaceutical applications, 1-Amino-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid has found utility in material science. Its aromatic structure makes it a candidate for developing organic semiconductors or light-emitting materials. Researchers have investigated its properties as a component in organic light-emitting diodes (OLEDs) and photovoltaic cells due to its ability to absorb visible light efficiently. The integration of this compound into advanced materials could lead to innovations in display technologies and renewable energy solutions.

The environmental impact of synthesizing and using 1-Amino-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid is another consideration that has garnered attention from chemists worldwide. Green chemistry principles have been applied to develop more sustainable synthetic protocols that minimize hazardous byproducts and energy consumption. For instance, solvent-free reactions or those conducted under mild conditions have been optimized to reduce the ecological footprint of producing this compound.

Future research directions for 1-Amino-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid may include exploring its role in targeted drug delivery systems. Nanotechnology-based approaches could be combined with this compound to enhance its bioavailability or specificity for certain disease states. Additionally, investigating its interactions with other biomolecules using advanced spectroscopic techniques may reveal new insights into its mechanism of action.

In conclusion,1-Amino-9, 10-dioxo- dihydroanthracene---
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• 81-78-7(Benzoic acid,2,2'-[(9,10-dihydro-9,10-dioxo-1,5-anthracenediyl)diimino]bis-)
• 4831-47-4(3-amino-9,10-dioxo-anthracene-2-carboxylic acid)
• 54292-09-0(2-Anthracenecarboxylic acid,1,4-diamino-9,10-dihydro-3-methyl-9,10-dioxo-)
• 98005-92-6(2-Anthracenecarboxylic acid, 1,4-diamino-9,10-dihydro-9,10-dioxo-, monosodium salt (9CI))
• 24094-44-8(9,10-Anthracenedione,1-amino-2-(hydroxymethyl)-)
• 6337-06-0(2-Anthracenecarboxylicacid, 5-amino-9,10-dihydro-9,10-dioxo-)
• 83929-62-8(Benzoic acid,2,2'-[(9,10-dihydro-9,10-dioxo-1,8-anthracenediyl)diimino]bis- (9CI))
• 1147-43-9(2-Aminobenzophenone-2’-carboxylic Acid)
• 5306-09-2(Diazene,1-(1,1,2,2,3,3,3-heptafluoropropyl)-2-(1,1,3,3,3-pentafluoropropyl)-)
• 61415-78-9(2,3-Anthracenedicarboxylic acid, 1-amino-9,10-dihydro-9,10-dioxo-, 2,3-dimethyl ester)