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

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

CAS No.: 1000340-44-2
M. Wt: 207.143
M. Fa: C8H5N3O4
InChI Key: GLWOBXJVRRKBED-UHFFFAOYSA-N

Names and Identifiers of 1000340-44-2

CAS Number

1000340-44-2

IUPAC Name

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

InChI

InChI=1S/C8H5N3O4/c12-8(13)4-3-10-7-6(4)5(11(14)15)1-2-9-7/h1-3H,(H,9,10)(H,12,13)

InChIKey

GLWOBXJVRRKBED-UHFFFAOYSA-N

Canonical SMILES

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

Physical and chemical properties of 1000340-44-2

Boiling Point

550.2±45.0 °C at 760 mmHg

Density

1.7±0.1 g/cm3

Exact Mass

207.028000

Flash Point

286.6±28.7 °C

Index of Refraction

1.779

LogP

1.64

Molecular Formula

C8H5N3O4

Molecular Weight

207.143

PSA

111.80000

Vapour Pressure

0.0±1.6 mmHg at 25°C

Safety Information of 1000340-44-2

Pictograms

Signal Word

 Warning

Safety Data Sheet
Supports customized editing of SDS information and downloading in PDF documents.

Applications of 1000340-44-2

4-Nitro-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid has several potential applications:

  • Pharmaceutical Development: As a lead compound in developing FGFR inhibitors for cancer treatment.
  • Chemical Probes: Used in research to study biological pathways involving fibroblast growth factors.
  • Synthetic Intermediates: Employed in synthesizing other complex organic molecules due to its reactive functional groups.

Interaction Studies of 1000340-44-2

Interaction studies are crucial for understanding how 4-nitro-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid interacts with biological targets. Research has shown that compounds in this class can effectively bind to FGFRs, leading to downstream effects on cell signaling pathways involved in proliferation and survival. These interactions are typically assessed through biochemical assays and cellular models to evaluate efficacy and specificity.

Biological Activity of 1000340-44-2

Research indicates that derivatives of 4-nitro-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid exhibit notable biological activities, particularly as inhibitors of fibroblast growth factor receptors (FGFRs). For instance, related compounds have shown potent inhibitory effects against FGFR1, FGFR2, and FGFR3, making them potential candidates for cancer therapy targeting aberrant FGFR signaling pathways. In vitro studies have demonstrated that these compounds can inhibit cell proliferation and induce apoptosis in cancer cell lines, highlighting their therapeutic potential against various tumors .