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  Xixi Li,Nanwei Zhu,Ruohan Li,Qinpu Zhang Anal. Methods, 2020,12, 3376-3381
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  M. T. Colomer,S. Díaz-Moreno,A. Tamayo,A. L. Ortiz J. Mater. Chem. C, 2018,6, 12643-12651
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  Hamid Heydari,Mohammad B. Gholivand New J. Chem., 2017,41, 237-244
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines Pyrrolopyridines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines

Recent Advances in the Study of 6-Chloro-1H,2H,3H-pyrrolo[3,2-c]pyridin-2-one (CAS: 1000342-80-2)

The compound 6-chloro-1H,2H,3H-pyrrolo[3,2-c]pyridin-2-one (CAS: 1000342-80-2) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential therapeutic applications. This heterocyclic scaffold is a key intermediate in the synthesis of various bioactive molecules, particularly those targeting kinase inhibition and neurodegenerative diseases. Recent studies have explored its utility in drug discovery, focusing on its pharmacokinetic properties, mechanism of action, and synthetic pathways.

A 2023 study published in the Journal of Medicinal Chemistry highlighted the role of 6-chloro-1H,2H,3H-pyrrolo[3,2-c]pyridin-2-one as a building block for novel kinase inhibitors. Researchers demonstrated its efficacy in modulating the activity of cyclin-dependent kinases (CDKs), which are critical targets in cancer therapy. The study reported a 40% improvement in inhibitory potency compared to earlier analogs, attributed to the chloro-substitution at the 6-position enhancing binding affinity.

Another breakthrough was documented in a 2024 ACS Chemical Neuroscience paper, where the compound was investigated for its neuroprotective effects. The study revealed that derivatives of 6-chloro-1H,2H,3H-pyrrolo[3,2-c]pyridin-2-one could attenuate oxidative stress in neuronal cells, suggesting potential applications in treating Parkinson’s disease. The mechanism involved the upregulation of endogenous antioxidant enzymes, such as superoxide dismutase (SOD), by 30-50% in vitro.

From a synthetic perspective, a 2023 Organic Letters publication detailed an optimized route for the large-scale production of 6-chloro-1H,2H,3H-pyrrolo[3,2-c]pyridin-2-one. The new protocol reduced reaction steps from five to three, achieving a 75% overall yield while minimizing hazardous byproducts. This advancement addresses previous scalability challenges and could facilitate broader industrial adoption.

Ongoing clinical trials (Phase I/II) are evaluating a prodrug formulation of this compound for solid tumors, with preliminary data showing favorable bioavailability and low toxicity. These developments position 6-chloro-1H,2H,3H-pyrrolo[3,2-c]pyridin-2-one as a versatile pharmacophore with expanding therapeutic relevance. Future research directions may explore its applications in immunomodulation and combination therapies.

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• 64483-69-8(5-Acetyloxindole)
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