4-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine
CAS No.:
1000340-58-8
M. Wt:
211.059
M. Fa:
C8H7BrN2
InChI Key:
WNZFMSGWHBWYFS-UHFFFAOYSA-N
Appearance:
Pale-brown Solid
Names and Identifiers of 1000340-58-8
CAS Number |
1000340-58-8 |
|---|---|
MDL Number |
MFCD09880145 |
IUPAC Name |
4-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine |
InChI |
InChI=1S/C8H7BrN2/c1-5-4-7(9)6-2-3-10-8(6)11-5/h2-4H,1H3,(H,10,11) |
InChIKey |
WNZFMSGWHBWYFS-UHFFFAOYSA-N |
Canonical SMILES |
CC1=CC(=C2C=CNC2=N1)Br |
UNSPSC Code |
12352100 |
Physical and chemical properties of 1000340-58-8
Density |
1.7±0.1 g/cm3 |
|---|---|
Exact Mass |
209.979248 |
Index of Refraction |
1.697 |
LogP |
2.95 |
Molecular Formula |
C8H7BrN2 |
Molecular Weight |
211.059 |
PSA |
28.68000 |
Safety Information of 1000340-58-8
Applications of 1000340-58-8
The unique structure and reactivity profile of 4-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine lend it to several applications:
- Medicinal Chemistry: Due to its kinase inhibitory properties, it is being explored as a potential therapeutic agent for diseases related to dysregulated kinase activity.
- Material Science: Its ability to participate in cross-coupling reactions makes it useful in synthesizing novel materials with specific electronic or optical properties.
Interaction Studies of 1000340-58-8
Interaction studies have revealed that 4-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine interacts with various biological targets:
- Enzyme Inhibition Studies: These studies have shown that the compound inhibits SGK1 effectively, suggesting potential applications in cancer therapy where SGK1 is often overexpressed.
- Drug Metabolism Studies: Investigations into its effects on cytochrome P450 enzymes indicate that it may alter the metabolism of co-administered drugs, necessitating further pharmacokinetic studies.
Biological Activity of 1000340-58-8
Research indicates that 4-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine possesses notable biological activities:
- Kinase Inhibition: It has been identified as an inhibitor of serum/glucocorticoid-regulated kinase 1 (SGK1), which is implicated in various cellular processes including cell survival and proliferation.
- CYP Enzyme Interaction: The compound has shown inhibition against certain cytochrome P450 enzymes, particularly CYP1A2, which is involved in drug metabolism.
These properties make it a candidate for further investigation in drug development and therapeutic applications.
Physical sample testing spectrum (NMR) of 1000340-58-8
