structure of 4-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine

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

Pictograms

Signal Word

Warning

Safety Data Sheet

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

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

Physical sample testing spectrum (NMR) of 1000340-58-8