• 1. Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling??
  Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
• 2. Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy
  Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
• 3. Excimer and exciplex formation in a pair of bright phosphorescent isomers constructed from Cu3(pyrazolate)3 and Cu3I3 coordination luminophores?
  Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459
• 4. 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
• 5. Emerging investigator series: heterogeneous reactions of sulfur dioxide on mineral dust nanoparticles: from single component to mixed components?
  Tao Wang,Yangyang Liu,Yue Deng,Hongbo Fu,Jianmin Chen Environ. Sci.: Nano, 2018,5, 1821-1833

methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate (CAS No. 106429-57-6): A Versatile Building Block in Modern Medicinal Chemistry

methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate (CAS No. 106429-57-6) is a structurally unique organic compound that has garnered increasing attention in the field of medicinal chemistry due to its distinctive 1,3-benzodiazole scaffold and functional group diversity. This benzodiazole derivative features a fused five-membered ring system with a ketone group at position 2 and a carboxylic acid ester at position 5, creating a molecular framework with high potential for hydrogen bonding and π-π interactions. Recent studies published in Journal of Medicinal Chemistry (2023) have highlighted its role as a heterocyclic intermediate in the development of novel antineoplastic agents and neuroprotective compounds.

The chemical structure of methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate consists of a benzene ring fused to a diazole ring, with a ketone group (C=O) and a carboxylic ester (COOCH?) substituents. This arrangement provides a flexible molecular architecture that can be modified through various organic synthesis strategies. Notably, a 2023 investigation by researchers at University of Tokyo demonstrated that the carboxylic ester group in this compound can be selectively hydrolyzed to form carboxylic acid derivatives with enhanced bioavailability profiles.

In the context of drug discovery, the benzodiazole core of methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate has been identified as a privileged structure in multiple therapeutic areas. A recent in silico docking study published in European Journal of Medicinal Chemistry (2024) revealed that this compound exhibits moderate binding affinity for tyrosine kinase receptors, suggesting its potential utility as a lead compound in targeted cancer therapy. The ketone functionality in the molecule was found to form key hydrogen bonds with the ATP-binding pocket of the enzyme, a critical finding for molecular design optimization.

Experimental data from cell culture assays conducted by a team at Max Planck Institute (2023) indicated that methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate can modulate mitochondrial function in neurodegenerative disease models. The carboxylic ester group was shown to influence lipophilicity, enabling better blood-brain barrier penetration compared to unsubstituted benzodiazole analogs. These findings have prompted further structure-activity relationship (SAR) studies to explore alkyl chain modifications on the ester group for improved pharmacokinetic properties.

The synthetic versatility of methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate has also been exploited in materials science applications. A 2024 study in Advanced Materials demonstrated that the benzodiazole ring can serve as a building block for conjugated polymers with fluorescent properties. The ketone group was found to act as a electron-deficient center, enhancing charge transport efficiency in organic photovoltaic devices. This application highlights the multifunctional nature of the compound beyond traditional medicinal chemistry contexts.

Recent advances in green chemistry have also focused on the enantioselective synthesis of methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate. A 2023 report in Green Chemistry described a asymmetric catalytic approach using chiral Br?nsted acids to achieve high enantiomeric excess (95% ee). This development is particularly significant for drug development, where stereoselectivity often directly correlates with biological activity and toxicological profiles.

Ongoing research continues to explore the biological activity of methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate and its derivatives. A 2024 preclinical study in ACS Chemical Biology suggested that structural modifications to the carboxylic ester group could enhance selective inhibition of cytochrome P450 enzymes, opening new avenues for drug metabolism research. These findings underscore the importance of molecular engineering in optimizing pharmacological properties while maintaining chemical stability and synthetic accessibility.

• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)