structure of 5-Chloropyrazolo[1,5-a]pyrimidin-7(1H)-one

5-Chloropyrazolo[1,5-a]pyrimidin-7(1H)-one

CAS No.: 99898-84-7
M. Wt: 169.56800
M. Fa: C6H4ClN3O
InChI Key: IYNABQNUIXYONK-UHFFFAOYSA-N
Appearance: White Solid

Names and Identifiers of 99898-84-7

CAS Number

99898-84-7

MDL Number

MFCD27997216

IUPAC Name

5-chloro-1H-pyrazolo[1,5-a]pyrimidin-7-one

InChI

InChI=1S/C6H4ClN3O/c7-4-3-6(11)10-5(9-4)1-2-8-10/h1-3,8H

InChIKey

IYNABQNUIXYONK-UHFFFAOYSA-N

Canonical SMILES

C1=CNN2C1=NC(=CC2=O)Cl

UNSPSC Code

12352100

Physical and chemical properties of 99898-84-7

Exact Mass

169.00400

LogP

0.67600

Molecular Formula

C6H4ClN3O

Molecular Weight

169.56800

PSA

50.16000

Storage condition

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

Safety Information of 99898-84-7

Pictograms

Signal Word

Warning

Safety Data Sheet

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

Applications of 99898-84-7

The applications of 5-chloropyrazolo[1,5-a]pyrimidin-7(1H)-one span various fields:

  • Medicinal Chemistry: Due to its biological activity, it is being explored as a lead compound for developing new anticancer and anti-inflammatory drugs.
  • Fluorescent Probes: Some derivatives are investigated for their potential as fluorescent probes in biological imaging due to their photophysical properties .
  • Material Science: The compound's unique electronic properties make it suitable for applications in organic electronics and as components in organic light-emitting diodes (OLEDs) .

Interaction Studies of 99898-84-7

Interaction studies reveal that 5-chloropyrazolo[1,5-a]pyrimidin-7(1H)-one can interact with various biological targets:

  • Protein Kinases: It has been shown to inhibit specific kinases involved in cancer signaling pathways.
  • Receptors: Binding studies indicate potential interaction with certain receptors that modulate cellular responses.
  • Enzymatic Pathways: The compound's ability to inhibit enzymes suggests it could affect metabolic pathways relevant to disease processes .

Biological Activity of 99898-84-7

Research indicates that pyrazolo[1,5-a]pyrimidine derivatives exhibit significant biological activities, including:

  • Anticancer Properties: Compounds in this class have shown potential in inhibiting cancer cell proliferation and inducing apoptosis in various cancer cell lines.
  • Anti-inflammatory Effects: Some derivatives have demonstrated anti-inflammatory activity, making them candidates for treating inflammatory diseases.
  • Enzyme Inhibition: Certain pyrazolo[1,5-a]pyrimidines act as inhibitors of specific enzymes involved in disease pathways, such as kinases .

Physical sample testing spectrum (NMR) of 99898-84-7

Physical sample testing spectrum (NMR) of 99898-84-7

Retrosynthesis analysis of 99898-84-7

  • Route#1

    Cas:57489-77-7
    Cas:99898-84-7