structure of 3-Bromo-1H-pyrrolo[2,3-B]pyridine-4-carbonitrile

3-Bromo-1H-pyrrolo[2,3-B]pyridine-4-carbonitrile

CAS No.: 1000340-54-4
M. Wt: 222.042
M. Fa: C8H4BrN3
InChI Key: FPRVLASCPHZFRN-UHFFFAOYSA-N

Names and Identifiers of 1000340-54-4

CAS Number

1000340-54-4

MDL Number

MFCD09880143

IUPAC Name

3-bromo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile

InChI

InChI=1S/C8H4BrN3/c9-6-4-12-8-7(6)5(3-10)1-2-11-8/h1-2,4H,(H,11,12)

InChIKey

FPRVLASCPHZFRN-UHFFFAOYSA-N

Canonical SMILES

C1=CN=C2C(=C1C#N)C(=CN2)Br

UNSPSC Code

12352100

Physical and chemical properties of 1000340-54-4

Density

1.9±0.1 g/cm3

Exact Mass

220.958847

H Bond Acceptors

2

H Bond Donors

1

Index of Refraction

1.739

LogP

3.58

Molecular Formula

C8H4BrN3

Molecular Weight

222.042

PSA

52.47000

Safety Information of 1000340-54-4

Pictograms

Signal Word

 Warning

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

Applications of 1000340-54-4

Due to its unique structure and biological activity, 3-Bromo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile finds applications in:

  • Pharmaceutical Development: As a lead compound for developing new drugs targeting FGFR-related pathways.
  • Chemical Research: Utilized as an intermediate in synthesizing other bioactive compounds or as a building block in organic synthesis.

Interaction Studies of 1000340-54-4

Interaction studies have focused on understanding how 3-Bromo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile interacts with biomolecular targets. Key findings include:

  • Binding Affinity: The compound demonstrates strong binding affinity to FGFRs, which is crucial for its potential therapeutic effects.
  • Mechanism of Action: Studies suggest that it inhibits receptor phosphorylation, thus blocking downstream signaling pathways involved in tumor growth and metastasis.

Biological Activity of 1000340-54-4

Research indicates that 3-Bromo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile exhibits significant biological activities, particularly in the realm of medicinal chemistry. It has been studied for its potential as an inhibitor of fibroblast growth factor receptors (FGFRs), which are implicated in various cancers. The compound's ability to inhibit FGFR signaling pathways suggests it may play a role in cancer treatment by reducing cell proliferation and inducing apoptosis in malignant cells.