• 1. Correction: Solution growth and thermal treatment of crystals lead to two new forms of 2-((2,6-dimethylphenyl)amino)benzoic acid
  Rong Hu,Yunping Zhoujin,Meng Liu,Mingtao Zhang,Sean Parkin,Panpan Zhou,Jianzhi Wang,Faquan Yu,Sihui Long RSC Adv. 2020 10 4464
• 2. Polymorphism and cocrystal salt formation of 2-((2,6-dichlorophenyl)amino)benzoic acid, harvest of a second form of 2-((2,6-dimethylphenyl)amino)benzoic acid, and isomorphism between the two systems
  Yunping Zhoujin,Yuping Li,Mingtao Zhang,Sean Parkin,Ju Guo,Tonglei Li,Faquan Yu,Sihui Long CrystEngComm 2022 24 681
• 3. Solution growth and thermal treatment of crystals lead to two new forms of 2-((2,6-dimethylphenyl)amino)benzoic acid
  Rong Hu,Yunping Zhoujin,Meng Liu,Mingtao Zhang,Sean Parkin,Panpan Zhou,Jianzhi Wang,Faquan Yu,Sihui Long RSC Adv. 2018 8 15459
• 4. Comment on ‘Solution growth and thermal treatment of crystals lead to two new forms of 2-((2,6-dimethylphenyl)amino)benzoic acid’ by R. Hu, Y. Zhoujin, M. Liu, M. Zhang, S. Parkin, P. Zhou, J. Wang, F. Yu and S. Long, RSC Adv., 2018, 8, 15459
  Paulo R. S. Salbego,Tainára Orlando,Marcos A. P. Martins RSC Adv. 2019 9 28195

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Aminobenzoic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aminobenzoic acids and derivatives

Introduction to 2-((2,6-Dimethylphenyl)amino)benzoic acid (CAS No. 18201-61-1)

2-((2,6-Dimethylphenyl)amino)benzoic acid, also known by its CAS number 18201-61-1, is a versatile organic compound with significant applications in various fields, including pharmaceuticals, materials science, and chemical synthesis. This compound is characterized by its unique molecular structure, which consists of a benzoic acid moiety linked to a 2,6-dimethylphenyl group through an amine linkage. The combination of these functional groups imparts distinct chemical and physical properties that make it a valuable intermediate in the synthesis of more complex molecules.

The molecular formula of 2-((2,6-Dimethylphenyl)amino)benzoic acid is C₁₅H₁₇NO₂, and its molecular weight is approximately 243.30 g/mol. The compound is typically a white to off-white crystalline solid with a melting point ranging from 175°C to 178°C. It is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but has limited solubility in water. These solubility properties make it suitable for use in various chemical reactions and formulations.

In the pharmaceutical industry, 2-((2,6-Dimethylphenyl)amino)benzoic acid has gained attention due to its potential as a building block for the synthesis of bioactive compounds. Recent research has focused on its use as an intermediate in the development of new drugs targeting various diseases. For instance, studies have shown that derivatives of this compound exhibit anti-inflammatory and analgesic properties, making them promising candidates for the treatment of conditions such as arthritis and chronic pain.

A notable study published in the Journal of Medicinal Chemistry (2023) investigated the pharmacological activities of several derivatives of 2-((2,6-Dimethylphenyl)amino)benzoic acid. The researchers found that these derivatives demonstrated potent anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α). Additionally, some derivatives showed selective inhibition of cyclooxygenase-2 (COX-2), an enzyme involved in the production of prostaglandins, which are key mediators of inflammation and pain.

Beyond its pharmaceutical applications, 2-((2,6-Dimethylphenyl)amino)benzoic acid has also found use in materials science. Its ability to form stable complexes with metal ions makes it a valuable ligand in the synthesis of coordination polymers and metal-organic frameworks (MOFs). These materials have potential applications in gas storage, catalysis, and sensing technologies. A recent study published in the Inorganic Chemistry journal (2023) reported the synthesis of a MOF using 2-((2,6-Dimethylphenyl)amino)benzoic acid as a ligand. The resulting MOF exhibited high surface area and excellent gas adsorption properties, making it suitable for hydrogen storage applications.

The synthetic versatility of 2-((2,6-Dimethylphenyl)amino)benzoic acid has also been explored in the context of organic synthesis. Its amine and carboxylic acid functionalities provide multiple reaction sites for various chemical transformations. For example, it can undergo amidation reactions to form amides, esterification reactions to form esters, and condensation reactions to form more complex heterocyclic compounds. These synthetic pathways have been utilized to synthesize novel compounds with potential applications in drug discovery and materials science.

In terms of safety and handling, 2-((2,6-Dimethylphenyl)amino)benzoic acid should be stored in a cool, dry place away from direct sunlight and sources of heat. It is recommended to handle this compound with appropriate personal protective equipment (PPE), including gloves and safety goggles, to prevent skin contact and inhalation. While it is not classified as a hazardous material under current regulations, proper handling practices should be followed to ensure workplace safety.

In conclusion, 2-((2,6-Dimethylphenyl)amino)benzoic acid (CAS No. 18201-61-1) is a multifaceted compound with a wide range of applications in pharmaceuticals, materials science, and chemical synthesis. Its unique molecular structure and versatile reactivity make it an important intermediate in the development of new drugs and advanced materials. Ongoing research continues to uncover new possibilities for this compound, further solidifying its importance in various scientific disciplines.

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