structure of 7-Bromo-4-chloro-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid

7-Bromo-4-chloro-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid

CAS No.: 1000342-13-1
M. Wt: 275.487
M. Fa: C8H4BrClN2O2
InChI Key: GWSKWYFJJOOXKY-UHFFFAOYSA-N

Names and Identifiers of 1000342-13-1

CAS Number

1000342-13-1

IUPAC Name

7-bromo-4-chloro-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid

InChI

InChI=1S/C8H4BrClN2O2/c9-4-2-12-7(10)5-3(8(13)14)1-11-6(4)5/h1-2,11H,(H,13,14)

InChIKey

GWSKWYFJJOOXKY-UHFFFAOYSA-N

Canonical SMILES

C1=C(C2=C(N1)C(=CN=C2Cl)Br)C(=O)O

Physical and chemical properties of 1000342-13-1

Boiling Point

519.2±45.0 °C at 760 mmHg

Density

2.0±0.1 g/cm3

Exact Mass

273.914459

Flash Point

267.8±28.7 °C

Index of Refraction

1.765

LogP

2.13

Molecular Formula

C8H4BrClN2O2

Molecular Weight

275.487

PSA

65.98000

Vapour Pressure

0.0±1.4 mmHg at 25°C

Applications of 1000342-13-1

7-Bromo-4-chloro-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid has potential applications in:

  • Pharmaceutical Development: As a lead compound for developing new drugs targeting diabetes or cancer.
  • Chemical Research: As an intermediate in synthesizing other complex heterocycles.
  • Agricultural Chemistry: Potential use as a pesticide or herbicide due to its biological activity against pests.

Interaction Studies of 1000342-13-1

Interaction studies indicate that this compound may interact with various biological targets through:

  • Non-Covalent Interactions: Such as hydrogen bonding and π-π stacking due to its aromatic nature.
  • Enzyme Inhibition: Potential inhibition of enzymes involved in glucose metabolism has been suggested based on structural similarities with known inhibitors.

Further studies are needed to elucidate specific interactions and mechanisms of action.

Biological Activity of 1000342-13-1

Research indicates that compounds similar to 7-Bromo-4-chloro-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid may exhibit biological activities such as:

  • Antidiabetic Effects: Similar compounds have been shown to lower blood glucose levels, suggesting potential use in diabetes management.
  • Antimicrobial Properties: Some derivatives display activity against various microbial strains.
  • Cytotoxicity: Certain related compounds have demonstrated cytotoxic effects on cancer cell lines, indicating potential in oncology research.