structure of 4-nitro-1H-pyrrolo[2,3-b]pyridin-3-amine

4-nitro-1H-pyrrolo[2,3-b]pyridin-3-amine

CAS No.: 1000340-42-0
M. Wt: 178.148
M. Fa: C7H6N4O2
InChI Key: -

Names and Identifiers of 1000340-42-0

CAS Number

1000340-42-0

IUPAC Name

4-nitro-1H-pyrrolo[2,3-b]pyridin-3-amine

Canonical SMILES

C1=CN=C2C(=C1[N+](=O)[O-])C(=CN2)N

Physical and chemical properties of 1000340-42-0

Boiling Point

488.3±40.0 °C at 760 mmHg

Density

1.6±0.1 g/cm3

Exact Mass

178.049072

Flash Point

249.1±27.3 °C

Index of Refraction

1.817

LogP

0.63

Molecular Formula

C7H6N4O2

Molecular Weight

178.148

PSA

100.52000

Vapour Pressure

0.0±1.2 mmHg at 25°C

Applications of 1000340-42-0

The applications of 4-nitro-1H-pyrrolo[2,3-b]pyridin-3-amine include:

  • Drug Development: Its role as a lead compound in developing selective kinase inhibitors is notable due to the importance of kinases in various diseases.
  • Antiviral Agents: Derivatives have been investigated for their antiviral properties against HIV and other viruses.
  • Central Nervous System Agents: The compound's scaffold has potential applications in treating neurodegenerative diseases like Alzheimer's disease by targeting specific enzymes or receptors.

Interaction Studies of 1000340-42-0

Studies on the interactions of 4-nitro-1H-pyrrolo[2,3-b]pyridin-3-amine primarily focus on its binding affinity to FGFRs. The inhibition of these receptors can significantly impact cellular signaling pathways associated with tumor growth and metastasis. Additionally, ongoing research aims to elucidate its interactions with other molecular targets to expand its therapeutic potential.

Biological Activity of 1000340-42-0

4-nitro-1H-pyrrolo[2,3-b]pyridin-3-amine exhibits significant biological activity, particularly as an inhibitor of fibroblast growth factor receptors (FGFRs). This interaction affects several signal transduction pathways involved in cell proliferation, migration, and angiogenesis. In vitro studies have demonstrated its ability to inhibit breast cancer cell proliferation and induce apoptosis in 4T1 cells. Additionally, its derivatives have shown promise as potential therapeutic agents against various cancers and other diseases related to FGFR dysregulation.