structure of 6-Methyl-1H-pyrrolo[2,3-b]pyridin-3-amine

6-Methyl-1H-pyrrolo[2,3-b]pyridin-3-amine

CAS No.: 1000340-30-6
M. Wt: 147.177
M. Fa: C8H9N3
InChI Key: QDZUJZCCFVJULN-UHFFFAOYSA-N

Names and Identifiers of 1000340-30-6

CAS Number

1000340-30-6

MDL Number

MFCD09880119

IUPAC Name

6-methyl-1H-pyrrolo[2,3-b]pyridin-3-amine

InChI

InChI=1S/C8H9N3/c1-5-2-3-6-7(9)4-10-8(6)11-5/h2-4H,9H2,1H3,(H,10,11)

InChIKey

QDZUJZCCFVJULN-UHFFFAOYSA-N

Canonical SMILES

CC1=NC2=C(C=C1)C(=CN2)N

UNSPSC Code

12352100

Physical and chemical properties of 1000340-30-6

Density

1.3±0.1 g/cm3

Exact Mass

147.079651

H Bond Acceptors

2

H Bond Donors

2

Index of Refraction

1.737

LogP

1.11

Molecular Formula

C8H9N3

Molecular Weight

147.177

PSA

54.70000

Storage condition

2-8°C

Safety Information of 1000340-30-6

Pictograms

Signal Word

 Warning

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

Applications of 1000340-30-6

6-Methyl-1H-pyrrolo[2,3-b]pyridin-3-amine has several applications in medicinal chemistry:

  • Drug Development: Due to its inhibitory effects on FGFRs, it is being investigated for potential use in cancer therapies.
  • Biochemical Research: It serves as a tool compound for studying signal transduction pathways involving FGFRs and related receptors.

Its unique structure allows for further derivatization, enhancing its potential applications in various therapeutic areas.

Interaction Studies of 1000340-30-6

Interaction studies have revealed that 6-Methyl-1H-pyrrolo[2,3-b]pyridin-3-amine binds selectively to FGFRs, influencing cellular signaling pathways critical for cancer progression. The compound's ability to modulate these interactions makes it a valuable candidate for further research in targeted therapies for malignancies associated with aberrant FGFR signaling.

Biological Activity of 1000340-30-6

This compound exhibits notable biological activity, particularly as an inhibitor of fibroblast growth factor receptors (FGFRs). FGFRs play critical roles in cellular processes such as proliferation and differentiation. Studies have shown that 6-Methyl-1H-pyrrolo[2,3-b]pyridin-3-amine can inhibit breast cancer cell proliferation and induce apoptosis through its binding interactions with FGFRs. This binding disrupts receptor dimerization and autophosphorylation, crucial steps in activating downstream signaling pathways.