structure of 3-nitro-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile

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

CAS No.: 1000340-52-2
M. Wt: 188.143
M. Fa: C8H4N4O2
InChI Key: AWYHBXNFPVDIEC-UHFFFAOYSA-N

Names and Identifiers of 1000340-52-2

CAS Number

1000340-52-2

IUPAC Name

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

InChI

InChI=1S/C8H4N4O2/c9-3-5-1-2-10-8-7(5)6(4-11-8)12(13)14/h1-2,4H,(H,10,11)

InChIKey

AWYHBXNFPVDIEC-UHFFFAOYSA-N

Canonical SMILES

C1=CN=C2C(=C1C#N)C(=CN2)[N+](=O)[O-]

Physical and chemical properties of 1000340-52-2

Boiling Point

374.9±37.0 °C at 760 mmHg

Density

1.6±0.1 g/cm3

Exact Mass

188.033432

Flash Point

180.6±26.5 °C

Index of Refraction

1.714

LogP

2.37

Molecular Formula

C8H4N4O2

Molecular Weight

188.143

PSA

98.29000

Vapour Pressure

0.0±0.8 mmHg at 25°C

Applications of 1000340-52-2

The applications of 3-nitro-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile span several fields:

  • Pharmaceutical Development: Its antiproliferative properties make it a candidate for developing new cancer therapies.
  • Chemical Research: The compound serves as a building block in organic synthesis, allowing chemists to explore new derivatives with enhanced properties.
  • Material Science: Due to its unique structure, it may find applications in developing novel materials with specific electronic or optical properties.

Interaction Studies of 1000340-52-2

Studies on the interactions of 3-nitro-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile with biomolecules have shown that it can bind effectively to calf thymus DNA. This interaction suggests potential mechanisms for its biological activity, particularly in disrupting cellular processes related to DNA replication and repair. Such studies are crucial for understanding its pharmacodynamics and optimizing its therapeutic profile .

Biological Activity of 1000340-52-2

Research indicates that 3-nitro-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile exhibits significant biological activities. It has been studied for its potential as an antiproliferative agent against cancer cell lines. The compound interacts with DNA, potentially disrupting replication processes and inducing apoptosis in malignant cells. Its unique structure allows it to bind effectively to biological targets, making it a candidate for further pharmacological development .