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

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

CAS No.: 1000342-74-4
M. Wt: 133.151
M. Fa: C7H7N3
InChI Key: IEKFXCSXZRHCIG-UHFFFAOYSA-N
Appearance: Brown Solid

Names and Identifiers of 1H-pyrrolo[3,2-c]pyridin-6-amine

CAS Number

1000342-74-4

MDL Number

MFCD08690136

IUPAC Name

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

InChI

InChI=1S/C7H7N3/c8-7-3-6-5(4-10-7)1-2-9-6/h1-4,9H,(H2,8,10)

InChIKey

IEKFXCSXZRHCIG-UHFFFAOYSA-N

Canonical SMILES

C1=CNC2=CC(=NC=C21)N

UNSPSC Code

12352100

Physical and chemical properties of 1H-pyrrolo[3,2-c]pyridin-6-amine

Acidity coefficient

16.43±0.40(Predicted)

Boiling Point

388.5±22.0 °C at 760 mmHg

Density

1.4±0.1 g/cm3

Exact Mass

133.063995

Flash Point

217.1±9.5 °C

Index of Refraction

1.780

LogP

0.54

Molecular Formula

C7H7N3

Molecular Weight

133.151

PSA

55.43000

Storage condition

under inert gas (nitrogen or Argon) at 2–8 °C

Vapour Pressure

0.0±0.9 mmHg at 25°C

Safety Information of 1H-pyrrolo[3,2-c]pyridin-6-amine

Pictograms

Signal Word

 Warning

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

Applications of 1H-pyrrolo[3,2-c]pyridin-6-amine

1H-pyrrolo[3,2-c]pyridin-6-amine has several applications in medicinal chemistry and drug development:

  • Anticancer Research: Its ability to inhibit FGFRs positions it as a candidate for developing new cancer therapies.
  • Neurological Disorders: There is potential for this compound to serve as a scaffold for developing acetylcholinesterase inhibitors, which are relevant in treating conditions like Alzheimer's disease.
  • Biochemical Research: Its interactions with various enzymes and proteins make it valuable for studying cellular processes and signaling pathways.

Interaction Studies of 1H-pyrrolo[3,2-c]pyridin-6-amine

Interaction studies have shown that 1H-pyrrolo[3,2-c]pyridin-6-amine binds to specific biomolecules, leading to significant changes in enzyme activity and gene expression. The compound's mechanism of action involves the binding to the colchicine-binding site on tubulin, influencing microtubule dynamics and cellular functions. This interaction is crucial for understanding its role in cancer cell proliferation and survival pathways.

Biological Activity of 1H-pyrrolo[3,2-c]pyridin-6-amine

This compound exhibits notable biological activities, particularly as an inhibitor of fibroblast growth factor receptors (FGFRs). By interacting with FGFRs, it inhibits their activity, which is crucial in various signaling pathways associated with cell proliferation and survival. The inhibition of FGFRs has been linked to antitumor effects in several cancer cell lines, including HeLa, SGC-7901, and MCF-7. Additionally, it has shown inhibitory effects on FMS kinase, making it a promising candidate for anticancer and antiarthritic drug development.

Physical sample testing spectrum (NMR) of 1H-pyrrolo[3,2-c]pyridin-6-amine

Physical sample testing spectrum (NMR) of 1H-pyrrolo[3,2-c]pyridin-6-amine