Production Method 1

1201905-67-0

824-52-2

Reaction Conditions

1.1 Reagents: Acetic acid Solvents: Water ;  4 h, reflux

Reference

Two-Step Synthesis of Aza- and Diazaindoles from Chloroamino-N-heterocycles Using Ethoxyvinylborolane

Whelligan, Daniel K.; et al, Journal of Organic Chemistry, 2010, 75(1), 11-15

Production Method 2

17282-00-7

1201905-61-4

824-52-2

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: Palladium diacetate ,  2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl Solvents: Acetonitrile ,  Water ;  overnight, reflux
2.1 Reagents: Acetic acid Solvents: Water ;  4 h, reflux

Reference

Two-Step Synthesis of Aza- and Diazaindoles from Chloroamino-N-heterocycles Using Ethoxyvinylborolane

Whelligan, Daniel K.; et al, Journal of Organic Chemistry, 2010, 75(1), 11-15

5-Methyl-1H-pyrrolo[2,3-b]pyridine Raw materials

• 3-bromo-5-methylpyridin-2-amine
• 2-[(E)-2-ethoxyethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 2-Pyridinamine, 3-[(1E)-2-ethoxyethenyl]-5-methyl-

5-Methyl-1H-pyrrolo[2,3-b]pyridine Preparation Products

• 5-Methyl-1H-pyrrolo[2,3-b]pyridine (824-52-2)

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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 5-Methyl-1H-pyrrolo[2,3-b]pyridine (CAS: 824-52-2) in Chemical Biology and Pharmaceutical Research

5-Methyl-1H-pyrrolo[2,3-b]pyridine (CAS: 824-52-2) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. This compound serves as a key scaffold in the development of various bioactive molecules, particularly in the design of kinase inhibitors and other therapeutic agents. Recent studies have explored its potential in targeting specific biological pathways, making it a promising candidate for the treatment of diseases such as cancer, inflammatory disorders, and neurodegenerative conditions.

One of the most notable advancements in the study of 5-Methyl-1H-pyrrolo[2,3-b]pyridine is its role in the inhibition of protein kinases. Kinases are critical regulators of cellular processes, and their dysregulation is often implicated in disease pathogenesis. Researchers have successfully synthesized derivatives of this compound that exhibit potent inhibitory activity against specific kinases, such as JAK2 and EGFR, which are known to play pivotal roles in cancer progression. These findings highlight the compound's potential as a lead structure for the development of novel kinase inhibitors with improved selectivity and efficacy.

In addition to its kinase inhibitory properties, 5-Methyl-1H-pyrrolo[2,3-b]pyridine has also been investigated for its anti-inflammatory effects. Recent studies have demonstrated that certain derivatives of this compound can modulate the activity of key inflammatory mediators, such as NF-κB and COX-2. These effects suggest its potential utility in the treatment of chronic inflammatory diseases, including rheumatoid arthritis and inflammatory bowel disease. Furthermore, the compound's ability to cross the blood-brain barrier has sparked interest in its application for neurodegenerative disorders, where inflammation is a contributing factor to disease progression.

The synthesis and optimization of 5-Methyl-1H-pyrrolo[2,3-b]pyridine derivatives have been a focal point of recent research efforts. Advances in synthetic methodologies, such as transition-metal-catalyzed cross-coupling reactions, have enabled the efficient preparation of diverse derivatives with tailored pharmacological properties. Structure-activity relationship (SAR) studies have provided valuable insights into the structural features that enhance binding affinity and selectivity, guiding the design of next-generation therapeutics.

Despite these promising developments, challenges remain in the clinical translation of 5-Methyl-1H-pyrrolo[2,3-b]pyridine-based compounds. Issues such as bioavailability, metabolic stability, and potential off-target effects need to be addressed through further preclinical and clinical studies. However, the growing body of research underscores the compound's potential as a versatile scaffold in drug discovery, offering new avenues for the development of targeted therapies.

In conclusion, 5-Methyl-1H-pyrrolo[2,3-b]pyridine (CAS: 824-52-2) represents a promising chemical entity with broad applications in medicinal chemistry. Its ability to target multiple biological pathways, coupled with advances in synthetic chemistry, positions it as a valuable tool for the development of novel therapeutics. Continued research efforts are expected to further elucidate its mechanisms of action and expand its therapeutic potential, paving the way for innovative treatments in the fields of oncology, inflammation, and neurology.

• 849068-05-9(1H-Pyrrolo[2,3-b]pyridine, 5-(4-pyridinyl)-)
• 611205-38-0(1H-Pyrrolo[2,3-b]pyridine, 5-phenyl-)
• 824-24-8(4-Methyl-1H-pyrrolo[2,3-b]pyridine)
• 849067-97-6(1H-pyrrolo[2,3-b]pyridin-5-ylmethanol)
• 5654-93-3(3-methyl-1H-pyrrolo[2,3-b]pyridine)
• 517918-95-5(1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile)
• 267876-25-5(1H-pyrrolo2,3-bpyridin-5-ylmethanamine)
• 14759-22-9(3-Methyl-1,8-naphthyridine)
• 76162-60-2(3-Methyl a-Carboline)
• 267876-36-8((1H-PYRROLO[2,3-B]PYRIDIN-5-YL)METHANAMINE?HCl)