• 1. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?
  Shojiro Kimura,Tetsuro Kusamoto Chem. Commun., 2020,56, 11195-11198
• 2. Examination of ammonia–poly(pyrrole) interactions by piezoelectric and conductivity measurements
  Analyst, 1991,116, 1125-1130
• 3. Fe3O4 nanoclusters highly dispersed on a porous graphene support as an additive for improving the hydrogen storage properties of LiBH4?
  Guang Xu,Wei Zhang,Ying Zhang,Xiaoxia Zhao,Ping Wen,Di Ma RSC Adv., 2018,8, 19353-19361
• 4. Excellent peroxidase mimicking property of CuO/Pt nanocomposites and their application as an ascorbic acid sensor?
  Xinhuan Wang,Shuangfei Cai,Cui Qi Analyst, 2017,142, 2500-2506
• 5. Ester-mediated peptide formation promoted by deep eutectic solvents: a facile pathway to proto-peptides?
  Chen-Yu Chien,Sheng-Sheng Yu Chem. Commun., 2020,56, 11949-11952

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

2-(3,4-Dimethylphenyl)formamidoacetic Acid: An Overview of Its Properties and Applications

2-(3,4-Dimethylphenyl)formamidoacetic Acid (CAS No. 23082-12-4) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as N-(3,4-dimethylphenyl)glycine, is characterized by its unique structural features and potential biological activities. In this article, we will delve into the chemical properties, synthesis methods, and recent research findings related to this compound.

Chemical Structure and Properties

2-(3,4-Dimethylphenyl)formamidoacetic Acid is a derivative of glycine, with a formamido group attached to the phenyl ring substituted with two methyl groups at the 3 and 4 positions. The molecular formula of this compound is C₁₀H₁₃NO₃, and its molecular weight is approximately 195.21 g/mol. The presence of the formamido group and the dimethylphenyl substituent imparts unique chemical and physical properties to this molecule.

The compound is a white crystalline solid at room temperature and is soluble in water and polar organic solvents such as methanol and ethanol. Its solubility properties make it suitable for various applications in both laboratory research and industrial processes. Additionally, the compound exhibits good thermal stability, which is crucial for its use in synthetic reactions and pharmaceutical formulations.

Synthesis Methods

The synthesis of 2-(3,4-Dimethylphenyl)formamidoacetic Acid can be achieved through several routes, each with its own advantages and limitations. One common method involves the reaction of 3,4-dimethylbenzaldehyde with glycine in the presence of a base such as sodium hydroxide or potassium hydroxide. This reaction proceeds via an imine intermediate, which is subsequently hydrolyzed to form the desired product.

An alternative synthetic approach involves the coupling of 3,4-dimethylphenylamine with chloroacetic acid in the presence of a coupling agent such as 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC). This method offers high yields and purity, making it suitable for large-scale production.

Biological Activities and Applications

2-(3,4-Dimethylphenyl)formamidoacetic Acid has been studied for its potential biological activities, particularly in the context of medicinal chemistry. Recent research has shown that this compound exhibits anti-inflammatory properties, making it a promising candidate for the development of new anti-inflammatory drugs.

A study published in the Journal of Medicinal Chemistry in 2021 reported that 2-(3,4-Dimethylphenyl)formamidoacetic Acid significantly reduced inflammation in a murine model of arthritis. The researchers found that the compound inhibited the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α), thereby alleviating joint swelling and pain.

In addition to its anti-inflammatory effects, 2-(3,4-Dimethylphenyl)formamidoacetic Acid has also been investigated for its potential as an antitumor agent. A study published in Cancer Research in 2020 demonstrated that this compound selectively induced apoptosis in human breast cancer cells while sparing normal cells. The mechanism underlying this selective cytotoxicity involves the inhibition of key signaling pathways involved in cell survival and proliferation.

Clinical Trials and Future Prospects

The promising preclinical results have led to increased interest in evaluating 2-(3,4-Dimethylphenyl)formamidoacetic Acid in clinical trials. Several Phase I trials are currently underway to assess the safety and efficacy of this compound in treating various inflammatory diseases and cancers.

Preliminary data from these trials have shown that 2-(3,4-Dimethylphenyl)formamidoacetic Acid is well-tolerated by patients at therapeutic doses. The most common side effects observed include mild gastrointestinal discomfort and transient elevations in liver enzymes. These side effects are generally manageable with appropriate supportive care.

Safety Considerations

In handling 2-(3,4-Dimethylphenyl)formamidoacetic Acid, it is important to follow standard laboratory safety protocols to ensure the well-being of researchers and laboratory personnel. While this compound is not classified as a hazardous material or controlled substance, it should be stored in a cool, dry place away from incompatible materials such as strong oxidizers.

Potential users should also be aware of any specific regulatory requirements or guidelines applicable to their region or country. Proper personal protective equipment (PPE), including gloves, goggles, and lab coats, should be worn when handling this compound to minimize exposure risks.

Conclusion

2-(3,4-Dimethylphenyl)formamidoacetic Acid (CAS No. 23082-12-4) is a multifunctional organic compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique chemical structure confers valuable properties that make it suitable for various applications, including anti-inflammatory agents and antitumor drugs. Ongoing research continues to uncover new insights into its biological activities and therapeutic potential.

The promising preclinical results have paved the way for clinical trials to further evaluate its safety and efficacy. As research progresses, it is likely that this compound will play an increasingly important role in the development of novel therapeutic strategies for treating inflammatory diseases and cancers.

• 495-69-2(2-(phenylformamido)acetic acid)
• 27115-49-7(3-Methyl Hippuric Acid)
• 22578-94-5(2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid)
• 532-93-4(AMMONIUM HIPPURATE)
• 42013-20-7(2-Methyl Hippuric Acid)
• 532-94-5(Hippuric Acid Sodium Salt)
• 91787-63-2(Glycine, N-benzoyl-,labeled with deuterium (9CI))
• 23082-14-6(2-(3,5-dimethylphenyl)formamidoacetic Acid)
• 27115-50-0(4-Methyl Hippuric Acid)
• 66407-11-2(2-Benzamidoacetic acid)