structure of Spiro[cyclobutane-1,3'-indolin]-2'-one

Spiro[cyclobutane-1,3'-indolin]-2'-one

CAS No.: 103490-52-4
M. Wt: 173.21100
M. Fa: C11H11NO
InChI Key: ODQBPEFJSDUTNI-UHFFFAOYSA-N

Names and Identifiers of Spiro[cyclobutane-1,3'-indolin]-2'-one

CAS Number

103490-52-4

IUPAC Name

spiro[1H-indole-3,1'-cyclobutane]-2-one

InChI

InChI=1S/C11H11NO/c13-10-11(6-3-7-11)8-4-1-2-5-9(8)12-10/h1-2,4-5H,3,6-7H2,(H,12,13)

InChIKey

ODQBPEFJSDUTNI-UHFFFAOYSA-N

Canonical SMILES

C1CC2(C1)C3=CC=CC=C3NC2=O

Physical and chemical properties of Spiro[cyclobutane-1,3'-indolin]-2'-one

Exact Mass

173.08400

LogP

2.19840

Molecular Formula

C11H11NO

Molecular Weight

173.21100

PSA

29.10000

Safety Information of Spiro[cyclobutane-1,3'-indolin]-2'-one

Pictograms

Signal Word

 Warning

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

Applications of Spiro[cyclobutane-1,3'-indolin]-2'-one

Spiro[cyclobutane-1,3'-indolin]-2'-one has several noteworthy applications:

  • Medicinal Chemistry: Its derivatives are explored as potential drugs due to their biological activities against various diseases, particularly cancer and infections.
  • Material Science: The unique structural properties allow for its use in developing new materials with specific mechanical or electronic properties.
  • Chemical Research: As a versatile building block, it serves as an intermediate in synthesizing more complex organic molecules.

Interaction Studies of Spiro[cyclobutane-1,3'-indolin]-2'-one

Studies have focused on the interaction of spiro[cyclobutane-1,3'-indolin]-2'-one with various biological targets:

  • Bromodomain Proteins: Interaction studies reveal that certain derivatives selectively inhibit bromodomain proteins involved in gene regulation. This selectivity is critical for developing targeted therapies against diseases like cancer.
  • Enzyme Inhibition: The compound's ability to interact with enzymes suggests potential roles in modulating metabolic pathways relevant to disease processes.

Understanding these interactions enhances the potential for designing compounds with improved efficacy and reduced side effects.

Biological Activity of Spiro[cyclobutane-1,3'-indolin]-2'-one

Research indicates that spiro[cyclobutane-1,3'-indolin]-2'-one and its derivatives possess significant biological activities, particularly as potential therapeutic agents. Some key findings include:

  • Antimicrobial Properties: Certain derivatives have shown promise in combating bacterial infections, making them candidates for further development in antimicrobial therapies.
  • Anticancer Activity: The compound has been investigated for its ability to inhibit cancer cell proliferation through mechanisms involving bromodomain inhibition. This suggests a role in regulating gene expression linked to cancer progression.
  • Bromodomain Inhibition: Specific derivatives are known to inhibit the binding of bromodomain-containing proteins to acetylated lysine residues, which is crucial for chromatin dynamics and gene transcription regulation. This activity positions these compounds as potential treatments for diseases where bromodomain inhibition is beneficial, such as cancer and inflammatory diseases.

Retrosynthesis analysis of Spiro[cyclobutane-1,3'-indolin]-2'-one

  • Route#1

    Cas:100-63-0
    Cas:103490-52-4