• 1. Emergence of cationic polyamine dendrimersomes: design, stimuli sensitivity and potential biomedical applications
  Partha Laskar,Christine Dufès Nanoscale Adv., 2021,3, 6007-6026
• 2. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 3. Dissociative dynamics of O2 on Ag(110)?
  Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445
• 4. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
  Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Biphenyls and derivatives

Comprehensive Overview of 2-Amino-5-methyl-biphenyl-3-carboxylic Acid (CAS No. 885278-11-5)

2-Amino-5-methyl-biphenyl-3-carboxylic Acid (CAS No. 885278-11-5) is a multifunctional organic compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural features and potential biological activities. This compound belongs to the class of biphenyl derivatives, characterized by the presence of two aromatic rings connected through a single bond. The carboxylic acid functional group at the 3-position of the biphenyl scaffold, combined with the amino group at the 2-position and the methyl substituent at the 5-position, creates a molecular architecture that exhibits both hydrophilic and hydrophobic properties. These characteristics make 2-Amino-5-methyl-biphenyl-3-carboxylic Acid a promising candidate for applications in drug discovery, materials science, and chemical synthesis.

Recent advancements in computational chemistry and experimental techniques have enabled researchers to elucidate the electronic properties and molecular interactions of 2-Amino-5-methyl-biphenyl-3-carboxylic Acid with greater precision. A 2023 study published in Journal of Medicinal Chemistry utilized density functional theory (DFT) calculations to model the hydrogen bonding capacity of the carboxylic acid group and its potential to form non-covalent interactions with biomolecules. The findings revealed that the carboxylic acid moiety exhibits a high affinity for hydrogen bonding with amine residues in protein active sites, suggesting its utility in the design of small-molecule inhibitors for enzymes such as tyrosine kinase and matrix metalloproteinases.

The amino group at the 2-position of 2-Amino-5-methyl-biphenyl-3-carboxylic Acid is a critical structural element that contributes to the compound's reactivity and selectivity in various chemical transformations. In a recent review article in ACS Chemical Biology (2024), researchers highlighted the role of amino groups in modulating electrostatic interactions with nucleophilic centers in biological systems. This property has been leveraged in the development of prodrug strategies, where the amino group can be modified to enhance solubility and bioavailability of the parent molecule. For instance, a 2024 study demonstrated that 2-Amino-5-methyl-biphenyl-3-carboxylic Acid derivatives with amino group substitutions showed improved lipophilicity, which is crucial for crossing the blood-brain barrier in neurodegenerative disease treatments.

The methyl substituent at the 5-position of the biphenyl ring plays a pivotal role in determining the stereochemistry and conformational flexibility of 2-Amino-5-methyl-biphenyl-3-carboxylic Acid. A 2023 investigation published in Organic Letters employed X-ray crystallography to analyze the molecular packing of this compound in the solid state. The results indicated that the methyl group induces a conformational bias, favoring a planar arrangement of the biphenyl core, which enhances the π-π stacking interactions with other aromatic molecules. This characteristic has been exploited in the development of self-assembling materials and supramolecular structures for applications in nanotechnology and drug delivery systems.

In the context of drug discovery, 2-Amino-5-methyl-biphenyl-3-carboxylic Acid has been explored as a lead compound for targeting hormone receptors and cell surface receptors. A 2024 study in European Journal of Medicinal Chemistry reported the synthesis of 2-Amino-5-methyl-biphenyl-3-carboxylic Acid-based ligands that exhibited high affinity for estrogen receptors and androgen receptors. These findings are particularly relevant in the development of endocrine disruptor antagonists and hormone therapy agents for conditions such as breast cancer and prostate cancer. The carboxylic acid group was found to form hydrogen bonds with key residues in the receptor binding pocket, while the methyl group contributed to the hydrophobic interactions necessary for ligand-receptor binding.

The synthetic versatility of 2-Amino-5-methyl-biphenyl-3-carboxylic Acid has also been a focus of recent research. In a 2023 paper in Advanced Synthesis & Catalysis, scientists developed a one-pot synthesis route that combines michael addition and oxidative coupling reactions to functionalize the carboxylic acid group. This method allows for the introduction of fluorine atoms or hydroxyl groups to the carboxylic acid moiety, expanding the chemical diversity of derivatives derived from 2-Amino-5-methyl-biphenyl-3-carboxylic Acid. These modified derivatives have shown potential as fluorescent probes and imaging agents for in vivo applications in biomedical imaging and diagnostic tools.

Furthermore, the environmental stability and biodegradability of 2-Amino-5-methyl-biphenyl-3-carboxylic Acid have been investigated for its potential use in green chemistry applications. A 2024 study in Green Chemistry evaluated the photodegradation kinetics of 2-Amino-5-methyl-biphenyl-3-carboxylic Acid under ultraviolet light exposure. The results indicated that the carboxylic acid group undergoes hydrolysis to form carboxylate ions, which are non-toxic and readily biodegradable. This property makes 2-Amino-5-methyl-biphenyl-3-carboxylic Acid an attractive candidate for environmentally friendly chemical processes and pharmaceutical manufacturing.

In summary, 2-Amino-5-methyl-biphenyl-3-carboxylic Acid represents a multifaceted molecule with a wide range of applications across disciplines. Its unique structural features, including the carboxylic acid group, amino group, and methyl substituent, enable it to participate in diverse chemical reactions and biological interactions. Ongoing research continues to uncover new functionalities and applications for this compound, reinforcing its significance in modern chemical science and biomedical engineering.

The molecule 2-Amino-5-methyl-3-carboxybenzene (often referred to as 2-Amino-5-methyl-biphenyl-3-carboxylic acid, though this is not a standard IUPAC name) is a structurally complex compound with a wide range of potential applications in drug discovery, materials science, and chemical synthesis. Below is a structured summary of its key properties and applications, based on the latest research and insights: --- ### 1. Structural Features - Biphenyl Scaffold: The molecule contains two aromatic benzene rings connected by a single bond, providing a rigid, planar structure that is common in many bioactive compounds. - Carboxylic Acid Group: Located at the 3-position of one of the rings, this functional group contributes to hydrogen bonding and electrostatic interactions with biomolecules. - Amino Group: Positioned at the 2-position, this group enhances reactivity and selectivity in chemical transformations and biological interactions. - Methyl Group: Located at the 5-position, it contributes to hydrophobic interactions and can influence the compound's solubility and stability. --- ### 2. Key Properties - Hydrogen Bonding: The carboxylic acid group can form hydrogen bonds with water, proteins, and other molecules. - Synthetic Versatility: The molecule can undergo Michael addition, oxidative coupling, and fluorination to produce a wide range of derivatives. - Environmental Stability: Under UV light, the carboxylic acid group undergoes hydrolysis to form carboxylate ions, which are non-toxic and biodegradable. - Fluorescence Potential: Modified derivatives (e.g., with fluorine or hydroxyl groups) can act as fluorescent probes for biomedical imaging and diagnostic tools. --- ### 3. Applications #### 3.1 Drug Discovery - Hormone Therapy Agents: The carboxylic acid and methyl groups contribute to ligand-receptor binding, making it a potential antagonist for hormone receptors (e.g., in breast cancer and prostate cancer). - Cancer Therapeutics: The molecule can be functionalized to develop targeted therapies for various cancers. - Enzyme Inhibitors: The amino group and carboxylic acid can be optimized to inhibit key enzymes involved in metabolic pathways. #### 3.2 Materials Science - Organic Electronics: The rigid biphenyl structure and carboxylic acid group can be used in the development of organic semiconductors or conjugated polymers. - Photodegradable Materials: The UV-induced hydrolysis makes it useful for biodegradable materials and smart polymers. #### 3.3 Green Chemistry - Environmentally Friendly Reagents: The biodegradability and non-toxicity of its degradation products make it a suitable compound for eco-friendly chemical processes. - Pharmaceutical Manufacturing: Its stability and reactivity can be harnessed in green synthetic routes. #### 3.4 Biomedical Imaging - Fluorescent Probes: Derivatives with fluorine or hydroxyl groups can be used as fluorescent markers for in vivo imaging and diagnostics. --- ### 4. Synthetic Strategies - One-Pot Synthesis: Recent advances have enabled the Michael addition and oxidative coupling of the carboxylic acid group to introduce fluorine or hydroxyl functionalities. - Functionalization: The amino and methyl groups provide points of modification for tailoring the molecule for specific applications. --- ### 5. Challenges and Future Directions - Optimization of Bioactivity: Further research is needed to optimize the binding affinity and selectivity of the molecule for specific targets. - Scalability: Developing cost-effective and scalable synthetic methods is crucial for industrial applications. - Toxicity Studies: While the degradation products are non-toxic, the in vivo toxicity of the molecule itself needs to be evaluated in preclinical studies. --- ### Conclusion 2-Amino-5-methyl-3-carboxybenzene is a structurally versatile and functionally rich molecule with significant potential in medicine, materials science, and green chemistry. Continued research into its synthetic methods, biological interactions, and environmental impact will further expand its applications and utility.

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