• 1. Metal-free catalyzed oxidative trimerization of indoles by using TEMPO in air: a biomimetic approach to 2-(1H-indol-3-yl)-2,3′-biindolin-3-ones
  Wen-Bing Qin,Qiong Chang,Yun-Hong Bao,Ning Wang,Zheng-Wang Chen,Liang-Xian Liu Org. Biomol. Chem. 2012 10 8814
• 2. Progress and perspectives: fluorescent to long-lived emissive multifunctional probes for intracellular sensing and imaging
  Shilpi Jaiswal,Subhadeep Das,Subhankar Kundu,Isha Rawal,Prashant Anand,Abhijit Patra J. Mater. Chem. C 2022 10 6141

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Indoles and derivatives Indoles

N-(1H-Indol-5-yl)Acetamide: A Comprehensive Overview

N-(1H-Indol-5-yl)Acetamide, also known by its CAS number 7145-71-3, is a compound of significant interest in both academic and industrial research. This compound, with the molecular formula C₁₂H₁₃N₃O, belongs to the class of acetamides and is derived from the indole moiety. Indole, a bicyclic structure consisting of a benzene ring fused to a pyrrole ring, is a common structural motif in many natural products and bioactive molecules. The presence of the indole ring in N-(1H-Indol-5-yl)Acetamide contributes to its unique chemical properties and biological activities.

The synthesis of N-(1H-Indol-5-yl)Acetamide typically involves the reaction of indole derivatives with acetylating agents under appropriate conditions. Recent advancements in synthetic chemistry have enabled the development of more efficient and environmentally friendly methods for its production. For instance, researchers have explored the use of microwave-assisted synthesis and catalytic systems to optimize the reaction yield and purity. These methods not only enhance the scalability of the process but also align with the growing demand for sustainable chemical manufacturing practices.

N-(1H-Indol-5-yl)Acetamide has garnered attention due to its potential applications in various fields. In pharmacology, it has been investigated as a lead compound for drug development, particularly in the areas of oncology and neurodegenerative diseases. Recent studies have demonstrated its ability to modulate key cellular pathways involved in cancer cell proliferation and apoptosis. For example, a 2023 study published in Nature Communications highlighted its role in inhibiting the PI3K/AKT/mTOR signaling pathway, which is often dysregulated in cancer cells.

In addition to its pharmacological applications, N-(1H-Indol-5-yl)Acetamide has also been explored for its potential in agricultural chemistry. It has been shown to exhibit biopesticidal activity against several insect pests, making it a promising candidate for sustainable pest management strategies. A 2022 study conducted by researchers at the University of California, Berkeley, demonstrated its effectiveness as a feeding deterrent against the western corn rootworm (Diabrotica virgifera virgifera). This finding underscores its potential as an eco-friendly alternative to conventional pesticides.

The biological activity of N-(1H-Indol-5-yl)Acetamide is closely tied to its ability to interact with various biological targets. Computational studies have revealed that it can bind to G-protein coupled receptors (GPCRs), ion channels, and enzymes with high affinity. These interactions are mediated by the indole moiety, which serves as a versatile platform for hydrogen bonding and π–π interactions. Recent advancements in computational chemistry have enabled researchers to predict these interactions with greater accuracy, facilitating the design of more potent analogs.

The toxicological profile of N-(1H-indolyl)acetamide has also been extensively studied. Acute toxicity studies indicate that it has a relatively low toxicity profile when administered at therapeutic doses. However, chronic exposure studies are still underway to fully understand its long-term effects on human health and the environment. Regulatory agencies such as the U.S. Food and Drug Administration (FDA) and European Medicines Agency (EMA) have expressed interest in these findings, emphasizing the need for further research before it can be approved for clinical use.

In conclusion, N-(1H-indolyl)acetamide, or CAS number 7145–71–3, represents a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure, derived from the indole moiety, endows it with remarkable biological activity and functional versatility. Ongoing research continues to uncover new insights into its potential uses, particularly in drug discovery and agricultural chemistry. As our understanding of this compound deepens, it is likely to play an increasingly important role in advancing both scientific knowledge and practical applications.

• 23043-48-3(Acetamide,N-1-acridinyl-)
• 32433-28-6(N-(Quinolin-4-yl)acetamide)
• 57102-95-1(Acetamide,N-9H-carbazol-3-yl-)
• 23043-50-7(Acetamide,N-3-acridinyl-)
• 23043-49-4(Acetamide,N-2-acridinyl-)
• 874497-95-7(Acetamide,N-(4-amino-6-quinolinyl)-)
• 74165-99-4(Acetamide, N-(6-amino-3-acridinyl)-)
• 15724-70-6(3,6-Diacetamidoacridine)
• 22433-76-7(N-(Quinolin-6-yl)acetamide)
• 23043-52-9(Acetamide,N-9-acridinyl-)