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

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

CAS No.: 1000340-29-3
M. Wt: 258.059
M. Fa: C8H7IN2
InChI Key: KCFDOTPIOWJBQX-UHFFFAOYSA-N
Appearance: Yellow Solid

Names and Identifiers of 1000340-29-3

CAS Number

1000340-29-3

MDL Number

MFCD09880117

IUPAC Name

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

InChI

InChI=1S/C8H7IN2/c1-5-2-3-6-7(9)4-10-8(6)11-5/h2-4H,1H3,(H,10,11)

InChIKey

KCFDOTPIOWJBQX-UHFFFAOYSA-N

Canonical SMILES

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

UNSPSC Code

12352100

Physical and chemical properties of 1000340-29-3

Acidity coefficient

12.74±0.40(Predicted)

Density

1.9±0.1 g/cm3

Exact Mass

257.965393

Index of Refraction

1.750

LogP

3.28

Molecular Formula

C8H7IN2

Molecular Weight

258.059

PSA

28.68000

Storage condition

2-8°C

Safety Information of 1000340-29-3

Pictograms

Signal Word

Warning

Safety Data Sheet

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

Applications of 1000340-29-3

3-Iodo-6-methyl-1H-pyrrolo[2,3-b]pyridine and its derivatives have several applications:

  • Pharmaceutical Development: Due to their activity against FGFRs, these compounds are being explored as potential anticancer agents.
  • Chemical Probes: They serve as valuable tools in biological research for studying cellular signaling pathways related to cancer.
  • Material Science: The unique properties of pyrrolo[2,3-b]pyridines make them suitable candidates for developing new materials with specific electronic or optical properties.

Interaction Studies of 1000340-29-3

Interaction studies have focused on how 3-Iodo-6-methyl-1H-pyrrolo[2,3-b]pyridine derivatives interact with biomolecules such as DNA and proteins. Molecular docking simulations suggest that these compounds can intercalate into DNA strands, potentially disrupting replication processes in cancer cells . Furthermore, studies indicate that they may inhibit specific kinases involved in cell signaling pathways critical for tumor growth.

Biological Activity of 1000340-29-3

Research indicates that derivatives of 3-Iodo-6-methyl-1H-pyrrolo[2,3-b]pyridine exhibit promising biological activities, particularly as inhibitors of fibroblast growth factor receptors (FGFRs). These receptors play a crucial role in tumor progression and angiogenesis. Notably, some derivatives have shown potent inhibitory effects against FGFR1, FGFR2, and FGFR3, with IC₅₀ values in the nanomolar range. Additionally, these compounds have demonstrated antiproliferative effects on various cancer cell lines by inducing apoptosis and inhibiting cell migration and invasion .

Physical sample testing spectrum (NMR) of 1000340-29-3

Physical sample testing spectrum (NMR) of 1000340-29-3