structure of 6-bromo-4-nitro-1H-pyrrolo[2,3-b]pyridine

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

CAS No.: 1000340-70-4
M. Wt: 242.030
M. Fa: C7H4BrN3O2
InChI Key: UFGYCSWXPJGXDT-UHFFFAOYSA-N

Names and Identifiers of 1000340-70-4

CAS Number

1000340-70-4

IUPAC Name

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

InChI

InChI=1S/C7H4BrN3O2/c8-6-3-5(11(12)13)4-1-2-9-7(4)10-6/h1-3H,(H,9,10)

InChIKey

UFGYCSWXPJGXDT-UHFFFAOYSA-N

Canonical SMILES

C1=CNC2=C1C(=CC(=N2)Br)[N+](=O)[O-]

Physical and chemical properties of 1000340-70-4

Boiling Point

419.2±40.0 °C at 760 mmHg

Density

2.0±0.1 g/cm3

Exact Mass

240.948685

Flash Point

207.4±27.3 °C

Index of Refraction

1.764

LogP

2.44

Molecular Formula

C7H4BrN3O2

Molecular Weight

242.030

PSA

74.50000

Vapour Pressure

0.0±1.0 mmHg at 25°C

Safety Information of 1000340-70-4

Pictograms

Signal Word

 Warning

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

Applications of 1000340-70-4

6-Bromo-4-nitro-1H-pyrrolo[2,3-b]pyridine is primarily explored for its pharmaceutical applications, particularly as an FGFR inhibitor in cancer therapy. Its unique structure allows it to interact effectively with target proteins involved in tumor growth and metastasis. Additionally, it serves as a scaffold for developing novel compounds with enhanced therapeutic profiles.

Interaction Studies of 1000340-70-4

Studies focusing on the interaction of 6-bromo-4-nitro-1H-pyrrolo[2,3-b]pyridine with biological macromolecules have revealed its potential in modulating signaling pathways associated with cancer progression. For instance, experiments demonstrated that this compound could down-regulate matrix metalloproteinase 9 (MMP9) while up-regulating tissue inhibitor of metalloproteinases 2 (TIMP2), indicating its role in inhibiting cancer cell migration and invasion.

Biological Activity of 1000340-70-4

Research has indicated that derivatives of 1H-pyrrolo[2,3-b]pyridine, including 6-bromo-4-nitro-1H-pyrrolo[2,3-b]pyridine, exhibit significant biological activity. These compounds have been identified as potent inhibitors of fibroblast growth factor receptors (FGFR), which play crucial roles in various cellular processes including proliferation and differentiation. The structure-activity relationship studies suggest that modifications at specific positions enhance biological efficacy against cancer cell lines.