structure of 6-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine

6-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine

CAS No.: 1000340-60-2
M. Wt: 147.177
M. Fa: C8H9N3
InChI Key: LNLFPJVXLOPHDJ-UHFFFAOYSA-N
Appearance: Light Brown To Brown Solid

Names and Identifiers of 1000340-60-2

CAS Number

1000340-60-2

MDL Number

MFCD09880148

IUPAC Name

6-methyl-1H-pyrrolo[2,3-b]pyridin-4-amine

InChI

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

InChIKey

LNLFPJVXLOPHDJ-UHFFFAOYSA-N

Canonical SMILES

CC1=CC(=C2C=CNC2=N1)N

UNSPSC Code

12352100

Physical and chemical properties of 1000340-60-2

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

1.83

Molecular Formula

C8H9N3

Molecular Weight

147.177

PSA

54.70000

Storage condition

2-8°C

Safety Information of 1000340-60-2

Pictograms

Signal Word

 Warning

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

Applications of 1000340-60-2

6-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine has several applications in various fields:

  • Medicinal Chemistry: It is explored for its potential as an anticancer agent due to its inhibitory effects on FGFRs.
  • Pharmaceutical Development: The compound serves as a building block for synthesizing more complex heterocyclic compounds.
  • Biological Research: It is utilized in studies investigating enzyme inhibition and receptor interactions .

Interaction Studies of 1000340-60-2

Interaction studies have focused on the compound's ability to bind to FGFRs and other molecular targets. For instance, it has been shown to form hydrogen bonds with key amino acids within the receptor's binding site, enhancing its inhibitory potency. These studies are crucial for understanding the mechanism of action and optimizing the compound's structure for improved efficacy against cancer cells .

Biological Activity of 1000340-60-2

6-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine has shown promising biological activities, particularly as an inhibitor of fibroblast growth factor receptors (FGFRs). Abnormal activation of FGFR signaling pathways is implicated in various cancers, making this compound a candidate for anticancer therapies. Research indicates that it may suppress cell proliferation and induce apoptosis in cancer cells by inhibiting FGFRs .

Physical sample testing spectrum (NMR) of 1000340-60-2

Physical sample testing spectrum (NMR) of 1000340-60-2