42755-02-2

Usage

Core Structure

The compound has a pyrazolo[3,4-d]pyrimidine core structure.

Substituent

A phenylmethylthio group is attached at the 4-position of the core structure.

Chemical Group

The compound belongs to the pyrazolopyrimidine group of compounds.

Pharmacological Properties

1H-Pyrazolo[3,4-d]pyrimidine, 4-[(phenylmethyl)thio]has potential pharmacological properties due to its structure and has been studied for its biological activities.

Medicinal Chemistry Interest

The compound's molecular structure and properties make it of interest in medicinal chemistry and drug development.

Potential Applications

The compound may have potential applications in the field of pharmaceuticals.

Upstream product

• 5334-23-6 4-Mercapto-1H-pyrazolo<3,4-d>pyrimidine 
• 100-39-0 benzyl bromide 
• 315-30-0 Allopurinol 

Downstream Products

• 328390-35-8 4-benzylsulfanyl-1-prop-2-ynyl-1H-pyrazolo[3,4-d]pyrimidine 
• 328390-37-0 1-[1-(2-acetoxyethoxy)methyl-1,2,3-triazol-5-ylmethyl]-4-benzylthio-1H-pyrazolo[3,4-d]pyrimidine 
• 328390-36-9 1-[1-(2-acetoxyethoxy)methyl-1,2,3-triazol-4-ylmethyl]-4-benzylthio-1H-pyrazolo[3,4-d]pyrimidine 

Relevant academic research and scientific papers

New thiopyrazolo[3,4-d]pyrimidine derivatives as anti-mycobacterial agents

The multiple parallel synthesis of a series of N,S-bis-alkylated thiopyrazolo[3,4-d]pyrimidines, based on sequential S- then N-alkylation, is reported. These compounds showed significant anti-mycobacterial activity (MICs down to ≤2 μg/ml) and their potent

Synthesis and biological activity of 4-substituted 1-[1-(2-hydroxyethoxy)-methyl-1,2,3-triazol-(4 & 5)-Ylmethyl]-1H-pyrazolo[3,4-d]pyrimidines

The chemical synthesis of some 4-substituted 1-[1-(2-hydroxyethoxy)-methyl-1,2,3-triazol-(4 and 5)-ylmethyl]-1H-pyrazolo[3,4-d]pyrimidines 12a,b, 13a,b and 14-23 as acyclic nucleosides is described. Treatment of (2-acetoxyethoxy)methylbromide with sodium azide afforded (2-acetoxyethoxy)methylazide 9. The heterocycles 6a,b were alkylated, separately, with propargyl bromide to obtain, regioselectively, 4-(methyl and benzyl)thio-1-(prop-2-ynyl)-1H-pyrazolo[3,4-d] pyrimidines 7a,b. These N1alkylated products were condensed with compound 9 via a 1,3-dipolar cycloaddition reaction to obtain, after separation and deprotection, 1,4-and 1,5-regioisomers 12a,b and 13a,b. The deprotected acyclic nucleosides 12a and 13a served as precursors for the preparation of 4-amino (14 and 15), 4-methylamino (16 and 17), 4-benzylamino (18 and 19), 4-methoxy (20 and 21) and 4-hydroxy (22 and 23) analogues. Compounds 7a,b and all deprotected acyclic nucleosides were evaluated for their inhibitory effects against the replication of HIV-1(IIIB) and HIV-2(ROD) in MT-4 cells and for their anti-tumor activity. No marked activity was found. However, initial evaluation of 6a,b, 7a,b, 12a,b, 13a,b and 14-23 showed that compound 7b has marked activity against M. tuberculosis.