structure of 4,6-dibromo-1H-pyrrolo[2,3-b]pyridine

4,6-dibromo-1H-pyrrolo[2,3-b]pyridine

CAS No.: 1000340-66-8
M. Wt: 275.928
M. Fa: C7H4Br2N2
InChI Key: WOFNUPHCRULLPE-UHFFFAOYSA-N

Names and Identifiers of 4,6-dibromo-1H-pyrrolo[2,3-b]pyridine

CAS Number

1000340-66-8

IUPAC Name

4,6-dibromo-1H-pyrrolo[2,3-b]pyridine

InChI

InChI=1S/C7H4Br2N2/c8-5-3-6(9)11-7-4(5)1-2-10-7/h1-3H,(H,10,11)

InChIKey

WOFNUPHCRULLPE-UHFFFAOYSA-N

Canonical SMILES

C1=CNC2=C1C(=CC(=N2)Br)Br

Physical and chemical properties of 4,6-dibromo-1H-pyrrolo[2,3-b]pyridine

Density

2.2±0.1 g/cm3

Exact Mass

273.874115

Index of Refraction

1.751

LogP

3.28

Molecular Formula

C7H4Br2N2

Molecular Weight

275.928

PSA

28.68000

Safety Information of 4,6-dibromo-1H-pyrrolo[2,3-b]pyridine

Pictograms

Signal Word

 Warning

Safety Data Sheet
Supports customized editing of SDS information and downloading in PDF documents.

Applications of 4,6-dibromo-1H-pyrrolo[2,3-b]pyridine

4,6-Dibromo-1H-pyrrolo[2,3-b]pyridine serves multiple applications in medicinal chemistry:

  • Pharmaceutical Development: Its ability to inhibit FGFRs makes it a valuable scaffold for developing new anticancer agents.
  • Synthetic Chemistry: It is used as a building block for synthesizing more complex molecules through various coupling reactions.
  • Research Tool: The compound is utilized in studies aimed at understanding the mechanisms of action of FGFR inhibitors and exploring their therapeutic potential in cancer treatment.

Interaction Studies of 4,6-dibromo-1H-pyrrolo[2,3-b]pyridine

Studies on the interaction of 4,6-dibromo-1H-pyrrolo[2,3-b]pyridine with biological targets have revealed its potential as an effective inhibitor of FGFR signaling pathways. Research has demonstrated that derivatives of this compound can bind to FGFRs with high affinity, leading to significant inhibition of tumor cell proliferation and migration. These findings highlight the importance of further exploring this compound's interactions for therapeutic applications in oncology.

Biological Activity of 4,6-dibromo-1H-pyrrolo[2,3-b]pyridine

Research indicates that 4,6-dibromo-1H-pyrrolo[2,3-b]pyridine exhibits significant biological activity, particularly as an inhibitor of fibroblast growth factor receptors (FGFRs). Abnormal activation of FGFR signaling pathways is implicated in various cancers, making this compound a potential candidate for targeted cancer therapies. In vitro studies have shown that derivatives of this compound can inhibit cancer cell proliferation and induce apoptosis, suggesting its utility in oncology.