• 1. Alumina coating on 5 V lithium cobalt fluorophosphate cathode material for lithium secondary batteries – synthesis and electrochemical properties?
  S. Amaresh,K. Karthikeyan,K. J. Kim,Y. S. Lee RSC Adv., 2014,4, 23107-23115
• 2. An intramolecular tryptophan-condensation approach for peptide stapling?
  Eunice Y.-L. Hui,Bhimsen Rout,Yaw Sing Tan,Kok-Ping Chan,Charles W. Johannes Org. Biomol. Chem., 2018,16, 389-392
• 3. An intermolecular C–C coupling reaction of iridium complexes?
  Kathrin Kutlescha,Rhett Kempe New J. Chem., 2010,34, 1954-1960
• 4. An aptamer-based keypad lock system?
  Yaqing Liu,Jiangtao Ren,Jing Li,Jiyang Liu,Erkang Wang Chem. Commun., 2012,48, 802-804
• 5. An antioxidant self-healing hydrogel for 3D cell cultures?
  Lei Yang,Yuan Zeng,Haibo Wu,Chunwu Zhou,Lei Tao J. Mater. Chem. B, 2020,8, 1383-1388

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds 1,3-dicarbonyl compounds
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds 1,3-dicarbonyl compounds

Recent Advances in the Study of Ethyl 2-oxo-2-(2-oxocyclohexyl)acetate (CAS: 5396-14-5) in Chemical Biology and Pharmaceutical Research

Ethyl 2-oxo-2-(2-oxocyclohexyl)acetate (CAS: 5396-14-5) is a key intermediate in the synthesis of various bioactive compounds, particularly in the development of pharmaceuticals and agrochemicals. Recent studies have highlighted its significance in the design of novel therapeutic agents, owing to its versatile chemical structure that allows for diverse modifications. This research briefing consolidates the latest findings on this compound, focusing on its synthetic applications, biological activities, and potential industrial relevance.

A 2023 study published in the Journal of Medicinal Chemistry explored the use of ethyl 2-oxo-2-(2-oxocyclohexyl)acetate as a precursor in the synthesis of cyclohexane-based inhibitors targeting inflammatory enzymes. The research demonstrated that derivatives of this compound exhibited potent inhibitory effects on cyclooxygenase-2 (COX-2), with IC50 values in the nanomolar range. These findings suggest its potential utility in developing next-generation anti-inflammatory drugs with reduced side effects compared to traditional NSAIDs.

In the field of antimicrobial research, a team from the University of Cambridge reported in Bioorganic & Medicinal Chemistry Letters (2024) that structurally modified versions of ethyl 2-oxo-2-(2-oxocycyclohexyl)acetate showed promising activity against drug-resistant bacterial strains, including MRSA. The study employed molecular docking simulations to elucidate the compound's mechanism of action, revealing its ability to disrupt bacterial cell wall synthesis by targeting key enzymes in the peptidoglycan biosynthesis pathway.

From a synthetic chemistry perspective, advancements in catalytic asymmetric synthesis using ethyl 2-oxo-2-(2-oxocyclohexyl)acetate have been significant. A 2024 Nature Communications paper detailed an innovative organocatalytic approach that achieves enantioselective α-alkylation of this compound with excellent yields (up to 95%) and stereoselectivity (99% ee). This methodological breakthrough opens new avenues for the efficient production of chiral building blocks for pharmaceutical applications.

Industrial applications of this compound are also emerging. Recent patent filings (WO2023/189234) describe its use in the scalable production of fragrance ingredients, where its keto-ester functionality serves as a versatile handle for subsequent transformations. The patent highlights improved process sustainability through catalytic hydrogenation steps that minimize waste generation.

Ongoing clinical investigations are exploring the pharmacokinetic properties of drug candidates derived from ethyl 2-oxo-2-(2-oxocyclohexyl)acetate. Preliminary results from Phase I trials (NCT05678921) indicate favorable metabolic stability and oral bioavailability profiles for several derivatives, positioning them as promising candidates for further development in metabolic disorder treatments.

In conclusion, ethyl 2-oxo-2-(2-oxocyclohexyl)acetate continues to demonstrate significant value across multiple research domains. Its structural flexibility, combined with recent synthetic and biological discoveries, underscores its importance as a key intermediate in medicinal chemistry. Future research directions likely include exploration of its applications in targeted drug delivery systems and as a scaffold for PROTAC molecules in oncology therapeutics.

• 15839-52-8(Ethyl 2-(5-(tert-butyl)-2-oxocyclohexyl)-2-oxoacetate)
• 5406-96-2(Ethyl 2-(3-methyl-2-oxocyclohexyl)-2-oxoacetate)
• 61202-97-9(Hexanoic acid,3-methyl-2,4-dioxo-, ethyl ester)
• 13395-36-3(Ethyl 5,5-dimethyl-2,4-dioxohexanoate)
• 64195-85-3(Ethyl 5-methyl-2,4-dioxohexanoate)
• 39163-39-8(Cyclopentaneaceticacid, a,2-dioxo-, ethyl ester)
• 104893-44-9(Pentanoic acid, 4-methyl-2,3-dioxo-, ethyl ester)
• 29800-43-9(Oxo-(2-oxo-cycloheptyl)-acetic Acid ethyl ester)
• 13275-31-5(Ethyl 2-cyclohexyl-2-oxoacetate)
• 21080-80-8(Ethyl 4-cyclopropyl-2,4-dioxobutanoate)