structure of 3-Bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine

3-Bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine

CAS No.: 1000340-28-2
M. Wt: 211.059
M. Fa: C8H7BrN2
InChI Key: UUTGWFNTKXWYKP-UHFFFAOYSA-N
Appearance: pink solid

Names and Identifiers of 1000340-28-2

CAS Number

1000340-28-2

MDL Number

MFCD09880116

IUPAC Name

3-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine

InChI

InChI=1S/C8H7BrN2/c1-5-2-3-6-7(9)4-10-8(6)11-5/h2-4H,1H3,(H,10,11)

InChIKey

UUTGWFNTKXWYKP-UHFFFAOYSA-N

Canonical SMILES

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

UNSPSC Code

12352100

Physical and chemical properties of 1000340-28-2

Density

1.7±0.1 g/cm3

Exact Mass

209.979248

Index of Refraction

1.697

LogP

3.26

Molecular Formula

C8H7BrN2

Molecular Weight

211.059

PSA

28.68000

Storage condition

2-8°C

Safety Information of 1000340-28-2

Pictograms

Signal Word

Warning

Safety Data Sheet

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

Applications of 1000340-28-2

3-Bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine has several applications:

  • Pharmaceutical Development: Its role as an FGFR inhibitor positions it as a candidate for cancer therapies.
  • Chemical Synthesis: The compound serves as an intermediate in the synthesis of more complex heterocyclic compounds.
  • Biochemical Research: It is used in studies investigating FGFR signaling pathways and their implications in tumorigenesis.

Interaction Studies of 1000340-28-2

Studies have demonstrated that 3-Bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine interacts with specific amino acid residues in FGFRs, forming hydrogen bonds that inhibit receptor activity. This interaction is crucial for its biological effects, particularly in cancer cell lines where it has been shown to disrupt cell signaling pathways essential for tumor growth and survival.

Biological Activity of 1000340-28-2

Research indicates that 3-Bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine exhibits significant biological activity, 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 target for therapeutic intervention. Studies have shown that it can inhibit cell proliferation and induce apoptosis in cancer cell lines, such as breast cancer cells.

Retrosynthesis analysis of 1000340-28-2

  • Route#1

    Cas:824-51-1
    Cas:1000340-28-2
  • Route#2

    Cas:55052-27-2
    Cas:1000340-28-2
  • Route#3

    Cas:272-49-1
    Cas:1000340-28-2