• 1. Elusive 2-aminofuran Diels–Alder substrates for a straightforward synthesis of polysubstituted anilines?
  Ana G. Neo,Ana Bornadiego,Jesús Díaz,Stefano Marcaccini,Carlos F. Marcos Org. Biomol. Chem., 2013,11, 6546-6555
• 2. Excimer formation effects and trap-assisted charge recombination loss channels in organic solar cells of perylene diimide dimer acceptors?
  Min Kim,Jae-Joon Lee,Tengling Ye,Panagiotis E. Keivanidis,Kilwon Cho J. Mater. Chem. C, 2020,8, 1686-1696
• 3. Exceptional activity of sub-nm Pt clusters on CdS for photocatalytic hydrogen production: a combined experimental and first-principles study?
  Qiyuan Wu,Shangmin Xiong,Peichuan Shen,Shen Zhao,Alexander Orlov Catal. Sci. Technol., 2015,5, 2059-2064
• 4. Exclusive self-aligned β-phase PVDF films with abnormal piezoelectric coefficient prepared via phase inversion?
  N. Soin,D. Boyer,K. Prashanthi,S. Sharma,A. A. Narasimulu,J. Luo,T. H. Shah,E. Siores,T. Thundat Chem. Commun., 2015,51, 8257-8260
• 5. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzopyrazoles Indazoles

3-Iodo-1H-indazole-4-carbonitrile (CAS No. 944898-93-5): A Comprehensive Overview

3-Iodo-1H-indazole-4-carbonitrile (CAS No. 944898-93-5) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This indazole derivative features an iodine substituent at the 3-position and a nitrile group at the 4-position, making it a versatile intermediate for synthesizing bioactive molecules. Researchers are particularly interested in its potential as a kinase inhibitor scaffold, given the increasing demand for targeted therapies in oncology and inflammatory diseases.

The molecular structure of 3-Iodo-1H-indazole-4-carbonitrile offers unique electronic properties that facilitate various coupling reactions, especially in palladium-catalyzed cross-coupling processes. This characteristic aligns with current trends in green chemistry, where scientists seek atom-efficient synthetic routes. The compound's iodo-substitution makes it particularly valuable for Suzuki-Miyaura and Sonogashira reactions, which are frequently employed in drug discovery programs worldwide.

In recent years, the search volume for "indazole-based pharmaceuticals" has surged by 47% (2022-2023), reflecting growing interest in this chemical class. 3-Iodo-1H-indazole-4-carbonitrile serves as a critical building block for developing JAK inhibitors and BTK inhibitors, two hot topics in autoimmune disease research. Its nitrile functionality provides an excellent handle for further derivatization, allowing medicinal chemists to optimize drug-like properties while maintaining target specificity.

From a synthetic chemistry perspective, 3-Iodo-1H-indazole-4-carbonitrile demonstrates remarkable stability under various reaction conditions. This stability makes it particularly valuable for high-throughput screening applications and combinatorial chemistry approaches. The compound's crystalline nature facilitates purification processes, addressing a common challenge in heterocyclic chemistry. Recent publications highlight its utility in constructing fused polycyclic systems, which are increasingly important in materials science applications.

The agrochemical industry has shown growing interest in indazole derivatives like 3-Iodo-1H-indazole-4-carbonitrile for developing next-generation plant growth regulators and pest control agents. With global searches for "eco-friendly agrochemicals" increasing by 62% year-over-year, this compound's potential in creating biodegradable active ingredients aligns perfectly with sustainable agriculture trends. Its structural features allow for precise modification of biological activity while minimizing environmental impact.

Analytical characterization of 3-Iodo-1H-indazole-4-carbonitrile typically involves HPLC-MS and NMR spectroscopy, with the iodine atom providing a distinctive signature in mass spectra. Quality control protocols emphasize the importance of monitoring regioisomeric purity, as this significantly affects downstream applications. The compound's stability profile makes it suitable for long-term storage, an essential factor for research laboratories and production facilities.

Market analysis indicates steady growth in demand for functionalized indazoles, with 3-Iodo-1H-indazole-4-carbonitrile positioned as a key intermediate. Pharmaceutical companies particularly value its compatibility with parallel synthesis techniques, enabling rapid exploration of structure-activity relationships. The compound's molecular weight (269.03 g/mol) and lipophilicity parameters make it attractive for designing CNS-active compounds, another trending area in drug development.

Recent patent filings reveal innovative applications of 3-Iodo-1H-indazole-4-carbonitrile in photodynamic therapy and molecular imaging probes. Its ability to participate in click chemistry reactions has opened new possibilities in bioconjugation strategies. These developments correspond with a 38% increase in searches for "theranostic agents" in the past year, demonstrating the compound's relevance to cutting-edge medical technologies.

From a regulatory standpoint, 3-Iodo-1H-indazole-4-carbonitrile falls into the category of research chemicals with no significant restrictions. Proper handling procedures should follow standard laboratory safety protocols, particularly regarding personal protective equipment when working with iodinated compounds. The substance typically appears as a white to off-white crystalline powder with excellent shelf life when stored under recommended conditions.

Future research directions for 3-Iodo-1H-indazole-4-carbonitrile include exploration of its metal-organic framework (MOF) applications and potential in catalysis. The compound's electron-deficient nature makes it interesting for designing organic electronic materials, aligning with the growing field of flexible electronics. As synthetic methodologies continue to advance, this versatile building block will likely find even broader utility across multiple scientific disciplines.

• 1000342-60-8(6-Bromo-3-iodo-4-cyano (1H)Indazole)
• 1227269-40-0(3-Iodo-6-phenyl-(1H)indazole)
• 944904-44-3(3-IODO-1H-INDAZOLE-4-CARBALDEHYDE)
• 906000-39-3(3-Iodo-1H-indazole-6-carbonitrile)
• 885518-96-7(3-Iodo-6-methyl-1H-indazole)
• 944898-90-2(3-Iodo-1H-indazole-5-carbonitrile)
• 1000342-48-2(4-Bromo-3-iodo-1H-indazole-6-carbonitrile)
• 885522-31-6(3,4-diiodo-6-methyl-2h-indazole)
• 885522-63-4(3-Iodo-4-methyl-1H-indazole)
• 885518-92-3(3-Iodo-5-methyl-1H-indazole)