structure of 6-bromo-1H-pyrrolo[3,2-c]pyridine-3-carbaldehyde

6-bromo-1H-pyrrolo[3,2-c]pyridine-3-carbaldehyde

CAS No.: 1000341-75-2
M. Wt: 225.042
M. Fa: C8H5BrN2O
InChI Key: VOZAJYPAYFEWCN-UHFFFAOYSA-N
Appearance: Yellow Solid

Names and Identifiers of 1000341-75-2

CAS Number

1000341-75-2

MDL Number

MFCD09749988

IUPAC Name

6-bromo-1H-pyrrolo[3,2-c]pyridine-3-carbaldehyde

InChI

InChI=1S/C8H5BrN2O/c9-8-1-7-6(3-11-8)5(4-12)2-10-7/h1-4,10H

InChIKey

VOZAJYPAYFEWCN-UHFFFAOYSA-N

Canonical SMILES

C1=C2C(=CN=C1Br)C(=CN2)C=O

UNSPSC Code

12352100

Physical and chemical properties of 1000341-75-2

Acidity coefficient

12.77±0.40(Predicted)

Boiling Point

442.2±40.0 °C at 760 mmHg

Density

1.8±0.1 g/cm3

Exact Mass

223.958511

Flash Point

221.2±27.3 °C

Index of Refraction

1.769

LogP

1.00

Molecular Formula

C8H5BrN2O

Molecular Weight

225.042

PSA

45.75000

Storage condition

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

Vapour Pressure

0.0±1.1 mmHg at 25°C

Safety Information of 1000341-75-2

Pictograms

Signal Word

 Danger

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

Applications of 1000341-75-2

6-Bromo-1H-pyrrolo[3,2-c]pyridine-3-carbaldehyde has potential applications in various fields:

  • Medicinal Chemistry: Due to its biological activity against FGFRs, it may serve as a lead compound for developing new cancer therapeutics.
  • Organic Synthesis: Its unique structure allows for further modifications, making it a versatile building block in synthetic chemistry.
  • Material Science: Potential applications in developing new materials due to its unique electronic properties .

Interaction Studies of 1000341-75-2

Studies on the interactions of 6-bromo-1H-pyrrolo[3,2-c]pyridine-3-carbaldehyde with biological targets have revealed its ability to form hydrogen bonds with key amino acid residues in FGFRs. These interactions are critical for its inhibitory effects on cell signaling pathways associated with cancer progression . Additionally, it has been noted for its high gastrointestinal absorption and permeability across biological membranes, indicating its potential for oral bioavailability .

Biological Activity of 1000341-75-2

This compound exhibits significant biological activity, particularly as an inhibitor of fibroblast growth factor receptors (FGFRs). FGFRs are crucial in regulating cell proliferation, differentiation, and survival. In vitro studies have shown that 6-bromo-1H-pyrrolo[3,2-c]pyridine-3-carbaldehyde can inhibit cell proliferation in cancer cell lines, such as breast cancer 4T1 cells, and induce apoptosis through direct interactions with FGFRs .