structure of 6-(Methylthio)-1H-pyrazolo[3,4-D]pyrimidin-3(2H)-one

6-(Methylthio)-1H-pyrazolo[3,4-D]pyrimidin-3(2H)-one

CAS No.: 100047-42-5
M. Wt: 182.20300
M. Fa: C6H6N4OS
InChI Key: AERITGXHLJUXPT-UHFFFAOYSA-N
Appearance: Pale-yellow Solid

Names and Identifiers of 100047-42-5

CAS Number

100047-42-5

MDL Number

MFCD09754087

IUPAC Name

6-methylsulfanyl-1,2-dihydropyrazolo[3,4-d]pyrimidin-3-one

InChI

InChI=1S/C6H6N4OS/c1-12-6-7-2-3-4(8-6)9-10-5(3)11/h2H,1H3,(H2,7,8,9,10,11)

InChIKey

AERITGXHLJUXPT-UHFFFAOYSA-N

Canonical SMILES

CSC1=NC=C2C(=N1)NNC2=O

UNSPSC Code

12352100

Physical and chemical properties of 100047-42-5

Density

1.78±0.1 g/cm3(Predicted)

Exact Mass

182.02600

H Bond Acceptors

4

H Bond Donors

2

LogP

0.78040

Molecular Formula

C6H6N4OS

Molecular Weight

182.20300

PSA

99.99000

Storage condition

RT

Safety Information of 100047-42-5

Pictograms

Signal Word

 Warning

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

Applications of 100047-42-5

The compound has diverse applications in medicinal chemistry, particularly in:

  • Drug Development: Its ability to inhibit kinases makes it a candidate for developing anticancer therapies.
  • Biochemical Research: It serves as a tool for studying kinase-related signaling pathways and cellular processes .

Interaction Studies of 100047-42-5

Interaction studies have demonstrated that 6-(Methylthio)-1H-pyrazolo[3,4-D]pyrimidin-3(2H)-one can effectively inhibit certain kinases involved in critical signaling pathways. These interactions can disrupt pathways such as RAS–MEK–ERK and PI3K–Akt, which are essential for tumor growth and survival .

Biological Activity of 100047-42-5

6-(Methylthio)-1H-pyrazolo[3,4-D]pyrimidin-3(2H)-one exhibits significant biological activities, particularly as a potential kinase inhibitor. It has been shown to interact with various protein kinases, affecting signaling pathways crucial for cell proliferation and survival. Its unique structure allows it to act as a serotonin receptor antagonist, which is beneficial in developing treatments for various conditions .

Physical sample testing spectrum (NMR) of 100047-42-5

Physical sample testing spectrum (NMR) of 100047-42-5

Retrosynthesis analysis of 100047-42-5

  • Route#1

    Cas:5909-24-0
    Cas:100047-42-5