structure of 5-Bromo-6-methyl-3-nitro-1H-pyrrolo[2,3-b]pyridine

5-Bromo-6-methyl-3-nitro-1H-pyrrolo[2,3-b]pyridine

CAS No.: 1000343-84-9
M. Wt: 256.056
M. Fa: C8H6BrN3O2
InChI Key: GCTFWAVAJXTYKT-UHFFFAOYSA-N

Names and Identifiers of 1000343-84-9

CAS Number

1000343-84-9

IUPAC Name

5-bromo-6-methyl-3-nitro-1H-pyrrolo[2,3-b]pyridine

InChI

InChI=1S/C8H6BrN3O2/c1-4-6(9)2-5-7(12(13)14)3-10-8(5)11-4/h2-3H,1H3,(H,10,11)

InChIKey

GCTFWAVAJXTYKT-UHFFFAOYSA-N

Canonical SMILES

CC1=C(C=C2C(=CNC2=N1)[N+](=O)[O-])Br

Physical and chemical properties of 1000343-84-9

Density

1.8±0.1 g/cm3

Exact Mass

254.964325

Index of Refraction

1.731

LogP

3.09

Molecular Formula

C8H6BrN3O2

Molecular Weight

256.056

PSA

74.50000

Storage condition

2-8°C

Applications of 1000343-84-9

5-Bromo-6-methyl-3-nitro-1H-pyrrolo[2,3-b]pyridine has potential applications in various fields:

  • Medicinal Chemistry: As a scaffold for developing new pharmaceuticals targeting bacterial infections or other diseases.
  • Material Science: Its unique electronic properties may be exploited in developing organic semiconductors or sensors.
  • Agricultural Chemistry: Potential use in designing agrochemicals with enhanced efficacy against pests or pathogens .

Interaction Studies of 1000343-84-9

Interaction studies involving 5-Bromo-6-methyl-3-nitro-1H-pyrrolo[2,3-b]pyridine often focus on its binding affinities with biological macromolecules. For instance:

  • Enzyme Inhibition: Investigating its role as an inhibitor for specific enzymes can provide insights into its mechanism of action.
  • Receptor Binding: Studies may assess how this compound interacts with various receptors, influencing physiological responses .

Such studies are crucial for understanding its therapeutic potential and optimizing its chemical structure for enhanced activity.

Biological Activity of 1000343-84-9

Research indicates that derivatives of 5-Bromo-6-methyl-3-nitro-1H-pyrrolo[2,3-b]pyridine exhibit significant biological activities. Studies have shown that similar compounds possess antibacterial and antimicrobial properties. For instance, some derivatives have demonstrated effectiveness against both aerobic and anaerobic bacteria . Furthermore, these compounds may interact with various biological targets, including enzymes involved in metabolic pathways.

The presence of the nitro group in this compound suggests potential for bioactivity related to nitric oxide release or modulation of cellular signaling pathways .