structure of 6-Methoxy-1H-pyrrolo[3,2-c]pyridin-2(3H)-one

6-Methoxy-1H-pyrrolo[3,2-c]pyridin-2(3H)-one

CAS No.: 1000342-83-5
M. Wt: 164.16100
M. Fa: C8H8N2O2
InChI Key: BUGZFDHAKYTHAM-UHFFFAOYSA-N

Names and Identifiers of 1000342-83-5

CAS Number

1000342-83-5

MDL Number

MFCD08690139

IUPAC Name

6-methoxy-1,3-dihydropyrrolo[3,2-c]pyridin-2-one

InChI

InChI=1S/C8H8N2O2/c1-12-8-3-6-5(4-9-8)2-7(11)10-6/h3-4H,2H2,1H3,(H,10,11)

InChIKey

BUGZFDHAKYTHAM-UHFFFAOYSA-N

Canonical SMILES

COC1=NC=C2CC(=O)NC2=C1

UNSPSC Code

12352100

Physical and chemical properties of 1000342-83-5

Exact Mass

164.05900

H Bond Acceptors

3

H Bond Donors

1

LogP

0.66990

Molecular Formula

C8H8N2O2

Molecular Weight

164.16100

PSA

54.71000

Safety Information of 1000342-83-5

Pictograms

Signal Word

 Warning

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

Applications of 1000342-83-5

The applications of 6-Methoxy-1H-pyrrolo[3,2-c]pyridin-2(3H)-one are primarily focused on:

  • Pharmaceutical Development: As a lead compound in drug discovery targeting various cancers due to its kinase inhibitory properties.
  • Biochemical Research: Used in studies exploring cellular signaling pathways and the role of fibroblast growth factors in cancer biology.

Interaction Studies of 1000342-83-5

Interaction studies have demonstrated that 6-Methoxy-1H-pyrrolo[3,2-c]pyridin-2(3H)-one can form hydrogen bonds with specific residues in target proteins, enhancing its binding affinity and specificity. For instance, it forms hydrogen bonds with hinge regions in kinase domains, which is critical for its inhibitory action .

Biological Activity of 1000342-83-5

6-Methoxy-1H-pyrrolo[3,2-c]pyridin-2(3H)-one exhibits significant biological activity, particularly in the realm of medicinal chemistry. It has been studied for its potential as an inhibitor of various kinases and enzymes involved in cancer progression. Specifically, it has shown promise as a fibroblast growth factor receptor inhibitor, which is crucial in tumor angiogenesis and metastasis .