• 1. Phosphine-catalyzed [4+1] annulation of 1,3-(aza)dienes with maleimides: highly efficient construction of azaspiro[4.4]nonenes
  Mei Yang,Tianyi Wang,Shixuan Cao,Zhengjie He Chem. Commun. 2014 50 13506
• 2. Phosphine-catalyzed [3 + 2] annulation reaction: highly regio- and diastereoselective synthesis of 2-azaspiro[4.4]nonene-1,3-diones
  Wenjun Luo,Haiwen Hu,Sanfei Nian,Liang Qi,Fei Ling,Weihui Zhong Org. Biomol. Chem. 2017 15 7523
• 3. Iodine-mediated aminosulfonylation of alkenyl sulfonamides with sulfonyl hydrazides: synthesis of sulfonylmethyl piperidines, pyrrolidines and pyrazolines
  Zhong-Qi Xu,Wen-Bo Wang,Lin-Chuang Zheng,Lin Li,Lili Duan,Yue-Ming Li Org. Biomol. Chem. 2019 17 9026
• 4. Iodine-mediated aminosulfonylation of alkenyl sulfonamides with sulfonyl hydrazides: synthesis of sulfonylmethyl piperidines, pyrrolidines and pyrazolines
  Zhong-Qi Xu,Wen-Bo Wang,Lin-Chuang Zheng,Lin Li,Lili Duan,Yue-Ming Li Org. Biomol. Chem. 2019 17 9026
• 5. P-stereogenic PNP pincer-Pd catalyzed intramolecular hydroamination of amino-1,3-dienes
  Zehua Yang,Chao Xia,Delong Liu,Yangang Liu,Masashi Sugiya,Tsuneo Imamoto,Wanbin Zhang Org. Biomol. Chem. 2015 13 2694

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolidines Pyrrolidines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolidines

Introduction to 2-Azaspiro[4.4]nonane (CAS No. 175-94-0)

2-Azaspiro[4.4]nonane, identified by the Chemical Abstracts Service Number (CAS No.) 175-94-0, is a significant heterocyclic compound that has garnered considerable attention in the field of medicinal chemistry and pharmaceutical research. This bicyclic amine features a unique spiro structure, consisting of a nitrogen-containing ring fused with a nine-carbon aliphatic ring, making it a versatile scaffold for the development of bioactive molecules.

The structural motif of 2-Azaspiro[4.4]nonane imparts unique electronic and steric properties, which are highly valuable in drug design. The presence of a nitrogen atom in the spiro center introduces basicity and potential hydrogen bonding capabilities, while the rigid bicyclic framework provides stability and predictable interactions with biological targets. These characteristics have made this compound a preferred building block for synthesizing novel pharmacophores targeting various therapeutic areas.

In recent years, 2-Azaspiro[4.4]nonane has been extensively studied for its potential applications in the development of central nervous system (CNS) drugs. Its structural similarity to known neuroactive compounds suggests that derivatives of this scaffold may exhibit desirable pharmacological effects. For instance, researchers have explored its utility in designing ligands for serotonin receptors, which play a crucial role in modulating mood, anxiety, and sleep disorders. Preliminary studies indicate that certain derivatives of 2-Azaspiro[4.4]nonane exhibit potent binding affinities to these receptors, making them promising candidates for further development.

Moreover, the spirocyclic structure of 2-Azaspiro[4.4]nonane offers advantages in terms of metabolic stability and oral bioavailability, which are critical factors in drug development. The rigidity of the bicyclic system minimizes conformational flexibility, reducing the likelihood of rapid metabolic degradation. This property is particularly advantageous for designing long-acting drugs that require sustained activity at therapeutic levels.

Recent advances in computational chemistry have further enhanced the understanding of 2-Azaspiro[4.4]nonane's interactions with biological targets. Molecular docking studies have revealed that derivatives of this compound can effectively bind to enzymes and receptors involved in inflammatory pathways, suggesting potential applications in treating chronic inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease. These findings have prompted researchers to synthesize novel analogs with optimized pharmacokinetic profiles and enhanced therapeutic efficacy.

The synthesis of 2-Azaspiro[4.4]nonane and its derivatives involves sophisticated organic transformations, including spirocyclic ring formation and functional group modifications. Researchers have developed efficient synthetic routes that leverage transition metal catalysis and asymmetric methods to achieve high yields and enantioselectivity. These advancements have not only facilitated the production of large quantities of the compound for research purposes but also enabled the exploration of complex structural modifications to tailor its biological activity.

In conclusion, 2-Azaspiro[4.4]nonane (CAS No. 175-94-0) represents a fascinating chemical entity with significant potential in medicinal chemistry and drug discovery. Its unique structural features, combined with its favorable pharmacokinetic properties, make it an attractive scaffold for developing novel therapeutic agents targeting neurological disorders, inflammation, and other diseases. As research continues to uncover new applications for this compound, it is likely to remain a cornerstone in the development of next-generation pharmaceuticals.

• 87390-74-7(Cyclopenta[c]pyrrole, 3a-ethyloctahydro-2-methyl-)
• 87390-71-4(Cyclopenta[c]pyrrole, octahydro-2,4,5-trimethyl-)
• 87390-68-9(Cyclopenta[c]pyrrole, octahydro-2,3a,5-trimethyl-)
• 87390-67-8(Cyclopenta[c]pyrrole, octahydro-2,3a,4-trimethyl-)
• 1073-09-2(2-Azaspiro[4.4]nonane,hydrobromide (1:1))
• 87390-72-5(Cyclopenta[c]pyrrole, octahydro-2,4,6-trimethyl-)
• 87390-70-3(Cyclopenta[c]pyrrole, octahydro-2,3a,6a-trimethyl-)
• 87390-69-0(Cyclopenta[c]pyrrole, octahydro-2,3a,6-trimethyl-)
• 87390-59-8(Cyclopenta[c]pyrrole, octahydro-2,4,4-trimethyl-)
• 87390-60-1(Cyclopenta[c]pyrrole, octahydro-2,5,5-trimethyl-)