structure of 1-(4-Bromophenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine

1-(4-Bromophenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine

CAS No.: 99867-27-3
M. Wt: 290.11900
M. Fa: C11H8BrN5
InChI Key: SYIPBLLYLPAYMO-UHFFFAOYSA-N
Appearance: Pale-yellow Solid

Names and Identifiers of 99867-27-3

CAS Number

99867-27-3

IUPAC Name

1-(4-bromophenyl)pyrazolo[3,4-d]pyrimidin-4-amine

InChI

InChI=1S/C11H8BrN5/c12-7-1-3-8(4-2-7)17-11-9(5-16-17)10(13)14-6-15-11/h1-6H,(H2,13,14,15)

InChIKey

SYIPBLLYLPAYMO-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=CC=C1N2C3=NC=NC(=C3C=N2)N)Br

Physical and chemical properties of 99867-27-3

Exact Mass

288.99600

LogP

2.74140

Molecular Formula

C11H8BrN5

Molecular Weight

290.11900

PSA

69.62000

Applications of 99867-27-3

The applications of 1-(4-Bromophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine are diverse:

  • Medicinal Chemistry: Its role as a BTK inhibitor positions it as a candidate for drug development against B-cell-related diseases.
  • Biochemical Research: The compound is utilized in proteomics research and as a biochemical tool for studying cellular signaling pathways.
  • Chemical Biology: It serves as a scaffold for developing new compounds with enhanced biological activities.

Interaction Studies of 99867-27-3

Interaction studies have highlighted the compound's ability to bind to specific protein targets, particularly those involved in signal transduction pathways related to immune responses. These studies are critical for understanding its mechanism of action and optimizing its efficacy as a therapeutic agent.

Biological Activity of 99867-27-3

Research indicates that 1-(4-Bromophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine exhibits significant biological activity. It has been identified as a potential irreversible inhibitor of Bruton's tyrosine kinase (BTK), which plays a crucial role in B-cell signaling pathways. This inhibition could have implications for treating various B-cell malignancies and autoimmune diseases. Additionally, its structure allows it to interact with multiple biological targets, enhancing its therapeutic potential.

Physical sample testing spectrum (NMR) of 99867-27-3

Physical sample testing spectrum (NMR) of 99867-27-3