Cas no 1190319-51-7 (6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine)

6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine is a heterocyclic organic compound featuring a pyrrolopyridine core substituted with a bromine atom at the 6-position and a methyl group at the 2-position. This structure serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of kinase inhibitors and other bioactive molecules. The bromine substituent enhances reactivity for further functionalization via cross-coupling reactions, while the methyl group contributes to steric and electronic modulation. Its high purity and stability make it suitable for rigorous synthetic applications. The compound is commonly utilized in medicinal chemistry research for scaffold diversification and structure-activity relationship studies.
6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine structure
1190319-51-7 structure
Product Name:6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine
CAS No:1190319-51-7
MF:C8H7BrN2
MW:211.058580636978
MDL:MFCD12963036
CID:1101133
PubChem ID:53413028
Update Time:2025-06-29

6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine Chemical and Physical Properties

Names and Identifiers

    • 6-bromo-2-methyl-1H-Pyrrolo[3,2-b]pyridine
    • 6-BROMO-2-METHYL-4-AZAINDOLE
    • 1H-Pyrrolo[3,2-b]pyridine, 6-bromo-2-methyl-
    • AK320731
    • FGQVFNJXOVQUCQ-UHFFFAOYSA-N
    • FCH1378834
    • Z1269127925
    • AMY9826
    • AS-66115
    • CS-0055023
    • EN300-6732516
    • DB-169653
    • AKOS023411982
    • 1190319-51-7
    • MFCD12963036
    • I10842
    • SCHEMBL15367010
    • 6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine
    • MDL: MFCD12963036
    • Inchi: 1S/C8H7BrN2/c1-5-2-7-8(11-5)3-6(9)4-10-7/h2-4,11H,1H3
    • InChI Key: FGQVFNJXOVQUCQ-UHFFFAOYSA-N
    • SMILES: BrC1C=NC2C=C(C)NC=2C=1

Computed Properties

  • Exact Mass: 209.97926g/mol
  • Monoisotopic Mass: 209.97926g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 151
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 28.7
  • XLogP3: 2.2

6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine Pricemore >>

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Additional information on 6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine

Introduction to 6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine (CAS No. 1190319-51-7)

6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine (CAS No. 1190319-51-7) is a versatile compound with significant potential in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyrrolopyridines, which are known for their diverse biological activities and structural flexibility. The presence of a bromine atom and a methyl group in its structure makes it an attractive scaffold for the development of novel therapeutic agents.

The chemical structure of 6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine is characterized by a fused pyrrole and pyridine ring system, with a bromine substituent at the 6-position and a methyl group at the 2-position. This unique arrangement of functional groups imparts specific chemical and biological properties that have been the focus of numerous studies in recent years.

In the context of medicinal chemistry, 6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine has been explored as a lead compound for the development of drugs targeting various diseases. One notable area of research is its potential as an inhibitor of kinases, which are enzymes involved in cell signaling pathways and are often dysregulated in cancer and other diseases. Studies have shown that derivatives of this compound can selectively inhibit specific kinases, making them promising candidates for cancer therapy.

Recent advancements in the field have also highlighted the role of 6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine in modulating other biological targets. For instance, research has demonstrated its ability to interact with G protein-coupled receptors (GPCRs), which are key players in many physiological processes and therapeutic targets for a wide range of conditions, including cardiovascular diseases, neurological disorders, and metabolic syndromes.

The synthetic accessibility of 6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine has further contributed to its popularity in drug discovery programs. Various synthetic routes have been developed to efficiently produce this compound and its derivatives, allowing researchers to explore a wide range of structural modifications to optimize biological activity and pharmacokinetic properties. One such method involves the use of palladium-catalyzed cross-coupling reactions, which have proven to be highly effective in constructing complex pyrrolopyridine frameworks.

In addition to its potential as a therapeutic agent, 6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine has also been studied for its utility as a probe molecule in chemical biology. Its ability to selectively bind to specific protein targets makes it valuable for understanding protein function and identifying new drug targets. For example, it has been used in high-throughput screening assays to identify small molecules that modulate protein-protein interactions or enzyme activities.

The safety profile of 6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine is another important consideration in its development as a pharmaceutical agent. Preclinical studies have generally shown favorable safety margins, with no significant toxicity observed at therapeutic concentrations. However, ongoing research is necessary to fully evaluate its long-term safety and efficacy in human subjects.

In conclusion, 6-Bromo-2-methyl-1H-pyrrolo[3,2-b]pyridine (CAS No. 1190319-51-7) represents a promising scaffold for the development of novel drugs with diverse therapeutic applications. Its unique chemical structure, combined with its synthetic accessibility and favorable biological properties, positions it as an important compound in the ongoing efforts to advance medicinal chemistry and pharmaceutical research.

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