679805-51-7

Usage

Molecular Structure

The compound consists of a pyrazole and pyrimidine ring structure, with a chlorine atom and a phenylethyl group attached to the pyrazole ring, and a methylthio group attached to the pyrimidine ring.

Molecular Weight

327.24 g/mol

Chlorine Content

The compound contains two chlorine atoms, one attached to the pyrazole ring and one attached to the phenylethyl group.

Phenylethyl Group

A phenyl group (a ring structure with six carbon atoms and six hydrogen atoms) is attached to an ethyl group (two carbon atoms and four hydrogen atoms), which is attached to the pyrazole ring.

Methylthio Group

A methyl group (one carbon atom and three hydrogen atoms) is attached to a sulfur atom, which is attached to the pyrimidine ring.

Potential Pharmaceutical Applications

The unique structure of the compound may allow it to interact with biological targets in the body, making it a potential candidate for pharmaceutical development.

Need for Further Research

The properties and potential uses of this chemical are not yet fully understood and require further investigation.

Upstream product

• 679805-47-1 ethyl 5-{[(benzoylamino)carbonothioyl]amino}-1-(2-hydroxy-2-phenylethyl)-1H-pyrazole-4-carboxylate 
• 679805-48-2 1-(2-hydroxy-2-phenylethyl)-6-thioxo-1,5,6,7-tetrahydro-4H-pyrazolo[3,4-d]pyrimidin-4-one 
• 383911-62-4 5-amino-1-(2-hydroxy-2-phenylethyl)-1H-pyrazole-4-carboxylic acid ethyl ester 
• 679805-49-3 1-(2-hydroxy-2-phenylethyl)-6-(methylthio)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one 

Downstream Products

• 679805-32-4 1-(2-chloro-2-phenyl-ethyl)-6-methylsulfanyl-4-piperidin-1-yl-1H-pyrazolo[3,4-d]pyrimidine 
• 679805-33-5 1-(2-chloro-2-phenyl-ethyl)-6-methylsulfanyl-4-morpholin-4-yl-1H-pyrazolo[3,4-d]pyrimidine 
• 679805-37-9 1-(2-chloro-2-phenylethyl)-6-(methylthio)-N-phenethyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 679805-36-8 N-benzyl-1-(2-chloro-2-phenylethyl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 881889-00-5 1-(2-chloro-2-phenyl-ethyl)-4-(2,6-dimethyl-morpholin-4-yl)-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine 

Relevant academic research and scientific papers

Studies on the ATP Binding Site of Fyn Kinase for the Identification of New Inhibitors and Their Evaluation as Potential Agents against Tauopathies and Tumors

Fyn is a member of the Src-family of nonreceptor protein-tyrosine kinases. Its abnormal activity has been shown to be related to various human cancers as well as to severe pathologies, such as Alzheimer's and Parkinson's diseases. Herein, a structure-based drug design protocol was employed aimed at identifying novel Fyn inhibitors. Two hits from commercial sources (1, 2) were found active against Fyn with Ki of about 2 μM, while derivative 4a, derived from our internal library, showed a Ki of 0.9 μM. A hit-to-lead optimization effort was then initiated on derivative 4a to improve its potency. Slightly modifications rapidly determine an increase in the binding affinity, with the best inhibitors 4c and 4d having Kis of 70 and 95 nM, respectively. Both compounds were found able to inhibit the phosphorylation of the protein Tau in an Alzheimer's model cell line and showed antiproliferative activities against different cancer cell lines. (Chemical Equation Presented).

Identification of a novel pyrazolo[3,4-d]pyrimidine able to inhibit cell proliferation of a human osteogenic sarcoma in vitro and in a xenograft model in mice

New pyrazolo[3,4-d]pyrimidines were synthesized and found to inhibit Src phosphorylation in a cell-free assay. Some of them significantly reduced the growth of human osteogenic sarcoma (SaOS-2) cells. The best compound, in terms of inhibitory properties t

Pyrazolo[3,4-d]pyrimidines as potent antiproliferative and proapoptotic agents toward A431 and 8701-BC cells in culture via inhibition of c-Src phosphorylation

We report here the synthesis of new pyrazolo[3,4-d]pyrimidine derivatives along with their biological properties as inhibitors of isolated Src and cell line proliferation (A431 and 8701-BC cells). Such compounds block the growth of cancer cells by interfe

Pyrazolo[3,4-d]pyrimidines Endowed with Antiproliferative Activity on Ductal Infiltrating Carcinoma Cells

Novel 1,4,6-trisubstituted pyrazolo[3,4-d]pyrimidines are reported with preliminary in vitro activity data indicating that several of them are potent inhibitors (better than the reference compound) of Src phosphorylation of the breast cancer cells 8701-BC

Synthesis of 1-(2-chloro-2-phenylethyl)-6-methylthio-1H-pyrazolo[3,4-d] pyrimidines 4-amino substituted and their biological evaluation

A new series of 4-amino-6-methylthio-1H-pyrazolo[3,4-d]pyrimidines (2a-m) bearing the 2-chloro-2-phenylethyl chain at the N1 position, has been synthesized. The affinity of these compounds for A1 adenosine receptor (A1AR) was measure

4-SUBSTITUTED DERIVATIVES OF PYRAZOLO[3,4-d]PYRIMIDINE AND PYRROLO[2,3-d]PYRIMIDINE AND USES THEREOF

4-Substituted derivatives of pyrazolo[3,4-d]pyrimidine and pyrrolo[2,3-d]pyrimidine are described. Compounds are active as antitumoural agents.

New pyrazolo[3,4-d]pyrimidines endowed with A431 antiproliferative activity and inhibitory properties of Src phosphorylation

New 4-aminopyrazolo[3,4-d]pyrimidines bearing various substituents at the position 1 and 6, were synthesized. The new compounds showed antiproliferative activity toward A431 cells, were found to be inhibitors of Src phosphorylation, and induced apoptotic