• 1. Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides?
  Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
• 2. Evidence of pre-micellar aggregates in aqueous solution of amphiphilic PDMS–PEO block copolymer?
  Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
• 3. 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
• 4. Fatty acid positional distribution in colostrum and mature milk of women living in Inner Mongolia, North Jiangsu and Guangxi of China?
  Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing Li Food Funct., 2018,9, 4234-4245
• 5. Evolution and characterization of a benzylguanine-binding RNA aptamer?
  J. Xu,T. J. Carrocci,A. A. Hoskins Chem. Commun., 2016,52, 549-552

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzopyrazoles Indazoles

Introduction to 2-methyl-2H-indazole-4-carbonitrile (CAS No. 1159511-45-1)

2-methyl-2H-indazole-4-carbonitrile, identified by its Chemical Abstracts Service (CAS) number 1159511-45-1, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound belongs to the indazole family, characterized by a fused benzene and pyridine ring system, with a methyl group and a nitrile substituent at specific positions. The unique structural features of 2-methyl-2H-indazole-4-carbonitrile make it a valuable intermediate in the synthesis of various bioactive molecules, particularly in the development of novel therapeutic agents.

The indazole scaffold is widely recognized for its pharmacological significance, as it is a core structure in numerous pharmacologically active compounds. The presence of the nitrile group at the 4-position introduces additional reactivity, enabling diverse chemical transformations that can be exploited in medicinal chemistry. This compound has been studied for its potential applications in drug discovery, particularly in the synthesis of molecules targeting neurological and inflammatory disorders.

In recent years, there has been growing interest in indazole derivatives due to their demonstrated biological activity. For instance, studies have shown that certain indazole-based compounds exhibit inhibitory effects on enzymes and receptors involved in pain signaling, neurodegeneration, and cancer progression. The nitrile functionality in 2-methyl-2H-indazole-4-carbonitrile enhances its versatility as a synthetic precursor, allowing for further functionalization to produce more complex structures with tailored biological properties.

One of the most compelling aspects of 2-methyl-2H-indazole-4-carbonitrile is its role as a building block in the synthesis of small-molecule inhibitors. Researchers have leveraged this compound to develop novel agents that modulate key biological pathways. For example, derivatives of 2-methyl-2H-indazole-4-carbonitrile have been investigated for their potential to inhibit kinases and phosphodiesterases, which are critical targets in oncology and inflammatory diseases. The methyl group at the 2-position contributes to steric and electronic properties that can fine-tune binding affinity and selectivity.

The chemical synthesis of 2-methyl-2H-indazole-4-carbonitrile involves multi-step reactions that highlight its synthetic utility. One common approach involves the condensation of acetamidine derivatives with appropriate carbonyl compounds, followed by cyclization and subsequent functionalization to introduce the nitrile group. These synthetic routes underscore the compound's importance as a versatile intermediate in organic chemistry.

Recent advancements in computational chemistry have further enhanced the understanding of 2-methyl-2H-indazole-4-carbonitrile's reactivity and potential applications. Molecular modeling studies have revealed insights into how structural modifications can influence biological activity, providing a rational framework for designing next-generation drug candidates. These computational tools are particularly valuable in predicting interactions between 2-methyl-2H-indazole-4-carbonitrile derivatives and biological targets, thereby accelerating the drug discovery process.

In addition to its pharmaceutical applications, 2-methyl-2H-indazole-4-carbonitrile has found utility in materials science. Its heterocyclic structure and functional groups make it a suitable candidate for developing advanced materials with specific electronic and optical properties. For instance, researchers have explored its use in creating organic semiconductors and light-emitting diodes (OLEDs), where indazole derivatives contribute to improved performance due to their electron-deficient nature.

The safety profile of 2-methyl-2H-indazole-4-carbonitrile is another critical consideration in its application. While this compound is not classified as hazardous under standard conditions, proper handling procedures must be followed to ensure safe laboratory practices. Storage conditions should be controlled to prevent degradation, and exposure should be minimized through the use of appropriate personal protective equipment (PPE).

Future research directions for 2-methyl-2H-indazole-4-carbonitrile may include exploring its role in developing treatments for emerging diseases and conditions. The ongoing global health landscape underscores the need for innovative therapeutic strategies, and compounds like 1159511-45-1 could play a pivotal role in addressing unmet medical needs.

In conclusion, 2-methyl-2H-indazole-4-carbonitrile (CAS No. 1159511-45-1) is a multifaceted compound with significant potential in pharmaceuticals and materials science. Its unique structural features and reactivity make it an invaluable intermediate for synthesizing bioactive molecules and advanced materials. As research continues to uncover new applications for this compound, it is likely to remain a cornerstone of innovation in chemical biology and drug development.

• 861340-10-5(1H-Indazole-4-carbonitrile)
• 267413-29-6(1-methylindazole-6-carbonitrile)
• 1159511-51-9(2-Methyl-2H-indazole-7-carbonitrile)
• 34879-87-3(1H-Indazole, 1,6-dimethyl-)
• 189107-45-7(1-methylindazole-5-carbonitrile)
• 885521-58-4(4-Methyl-1H-indazole-6-carbonitrile)
• 885522-51-0(4-Cyano-6-methyl (1H)indazole)
• 256228-68-9(1-Methyl-1H-indazole-7-carbonitrile)
• 1159511-43-9(1-Methyl-1H-indazole-4-carbonitrile)
• 1015846-71-5(1,5-Dimethyl-1H-indazole-3-carbonitrile)