structure of 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

CAS No.: 1000340-33-9
M. Wt: 275.928
M. Fa: C7H4Br2N2
InChI Key: AAHGADLNTUOUFU-UHFFFAOYSA-N
Appearance: Yellow Solid

Names and Identifiers of 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

CAS Number

1000340-33-9

MDL Number

MFCD09880122

IUPAC Name

3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

InChI

InChI=1S/C7H4Br2N2/c8-4-1-2-10-7-6(4)5(9)3-11-7/h1-3H,(H,10,11)

InChIKey

AAHGADLNTUOUFU-UHFFFAOYSA-N

Canonical SMILES

C1=CN=C2C(=C1Br)C(=CN2)Br

UNSPSC Code

12352100

Physical and chemical properties of 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

Density

2.2±0.1 g/cm3

Exact Mass

273.874115

Index of Refraction

1.751

LogP

3.47

Molecular Formula

C7H4Br2N2

Molecular Weight

275.928

PSA

28.68000

Storage condition

under inert gas (nitrogen or Argon) at 2-8°C

Safety Information of 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

Pictograms

Signal Word

 Warning

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

Applications of 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

3,4-Dibromo-7-azaindole has several applications in both research and potential therapeutic contexts:

  • Circadian Rhythm Studies: Its role as a CK1 inhibitor makes it valuable for investigating circadian biology.
  • Pharmaceutical Development: The compound's unique structure may serve as a lead for developing new drugs targeting CK1 or related pathways.
  • Chemical Probes: It can be utilized as a chemical probe in biochemical assays to study protein interactions and signaling pathways.

Interaction Studies of 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

Interaction studies involving 3,4-Dibromo-7-azaindole have primarily focused on its effects on CK1 activity. These studies demonstrate that the compound can effectively modulate enzymatic activity and influence downstream signaling pathways related to circadian rhythms. Further research is needed to explore its interactions with other proteins and cellular targets to fully understand its biological implications.

Biological Activity of 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

Research has shown that 3,4-Dibromo-7-azaindole exhibits significant biological activity, particularly as an inhibitor of casein kinase 1 (CK1). This inhibition modulates circadian rhythms in plants, specifically in Arabidopsis thaliana, by affecting the accumulation of proteins involved in the circadian clock mechanism, such as PRR5 and TOC1. The compound's ability to influence cellular signaling pathways highlights its potential as a tool for studying circadian biology and possibly other cellular processes.

Physical sample testing spectrum (NMR) of 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

Physical sample testing spectrum (NMR) of 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

Retrosynthesis analysis of 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine

  • Route#1

    Cas:55052-24-9
    Cas:1000340-33-9

  • Route#2

    Cas:348640-06-2
    Cas:1000340-33-9