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

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

CAS No.: 1000341-71-8
M. Wt: 222.042
M. Fa: C8H4BrN3
InChI Key: UBNCCIDMDSHYSA-UHFFFAOYSA-N

Names and Identifiers of 1000341-71-8

CAS Number

1000341-71-8

IUPAC Name

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

InChI

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

InChIKey

UBNCCIDMDSHYSA-UHFFFAOYSA-N

Canonical SMILES

C1=CN=C(C2=C1NC=C2Br)C#N

Physical and chemical properties of 1000341-71-8

Boiling Point

457.8±40.0 °C at 760 mmHg

Density

1.9±0.1 g/cm3

Exact Mass

220.958847

Flash Point

230.6±27.3 °C

Index of Refraction

1.739

LogP

2.09

Molecular Formula

C8H4BrN3

Molecular Weight

222.042

PSA

52.47000

Storage condition

2-8°C

Vapour Pressure

0.0±1.1 mmHg at 25°C

Applications of 1000341-71-8

3-Bromo-1H-pyrrolo[3,2-c]pyridine-4-carbonitrile has several applications:

  • Pharmaceutical Development: It serves as a key intermediate in the synthesis of complex organic molecules, particularly in drug discovery focused on kinase inhibitors.
  • Material Science: The compound is used in developing new materials with specific electronic properties, including applications in organic electronics and optoelectronic devices.
  • Research Tool: It is utilized in scientific research for studying biological pathways and mechanisms related to cancer and other diseases.

Interaction Studies of 1000341-71-8

Interaction studies have demonstrated that 3-Bromo-1H-pyrrolo[3,2-c]pyridine-4-carbonitrile binds to the ATP-binding site of certain kinase enzymes. This binding inhibits their activity, blocking downstream signaling pathways that promote cell proliferation and survival. The compound's interaction with FGFRs disrupts their signaling pathway, leading to reduced cancer cell growth and increased apoptosis.

Biological Activity of 1000341-71-8

Research indicates that 3-Bromo-1H-pyrrolo[3,2-c]pyridine-4-carbonitrile exhibits significant biological activity, particularly as a potential kinase inhibitor. It has shown promising effects against fibroblast growth factor receptors (FGFRs), which are implicated in various cancers. Studies suggest that derivatives of this compound can inhibit cancer cell proliferation and induce apoptosis, making it a candidate for further development in cancer therapeutics.