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