79100-21-3

Usage

Type of compound

Heterocyclic organic compound

Structural features

Contains nitrogen and sulfur atoms

Common use

Building block in organic synthesis and pharmaceutical research

Derivatives

Investigated for potential pharmacological activities

Pharmacological activities

Antimicrobial, antiviral, and anti-inflammatory properties

Potential use

As a ligand in coordination chemistry

Additional application

Precursor in the preparation of various heterocyclic compounds

Upstream product

• 16328-63-5 1H-Imidazo<4,5-b>pyrazin-2-ol 
• 75-15-0 carbon disulfide 
• 13134-31-1 pyrazine-2,3-diamine 

Downstream Products

• 79100-25-7 1-<(1H-imidazo<4,5-b>pyrazin-2-yl)thiol>-2-propanone 
• 79100-30-4 7-nitro-9-trifluoromethylbenzothiazolo<3',2':1,2>imidazo<4,5-b>pyrazine 
• 79100-29-1 2-(2,6-Dinitro-4-trifluoromethyl-phenylsulfanyl)-1H-imidazo[4,5-b]pyrazine 

Relevant academic research and scientific papers

HINDERED DISULFIDE DRUG CONJUGATES

The invention relates generally to disulfide drug conjugates wherein a linker comprising a sulfur-bearing carbon atom substituted with at least one hydrocarbyl or substituted hydrocarbyl is conjugated by a disulfide bond to a cysteine sulfur atom of a targeting carrier, and wherein the linker is further conjugated to a drug moiety. The invention further relates to activated linker-drug conjugates suitable for conjugation to a targeting carrier by a disulfide bond. The invention further relates to methods for preparing hindered disulfide drug conjugates.

Imidazopyridine- and purine-thioacetamide derivatives: Potent inhibitors of nucleotide pyrophosphatase/phosphodiesterase 1 (NPP1)

Nucleotide pyrophosphatase/phosphodiesterase 1 (NPP1) belongs to the family of ecto-nucleotidases, which control extracellular nucleotide, nucleoside, and (di)phosphate levels. To study the (patho)physiological roles of NPP1 potent and selective inhibitors with drug-like properties are required. Therefore, a compound library was screened for NPP1 inhibitors using a colorimetric assay with p-nitrophenyl 5′-thymidine monophosphate (p-Nph-5′-TMP) as an artificial substrate. This led to the discovery of 2-(3H-imidazo[4,5-b]pyridin-2-ylthio)-N-(3,4-dimethoxyphenyl)acetamide (5a) as a hit compound with a Ki value of 217 nM. Subsequent structure-activity relationship studies led to the development of purine and imidazo[4,5-b]pyridine analogues with high inhibitory potency (Ki values of 5.00 nM and 29.6 nM, respectively) when assayed with p-Nph-5′-TMP as a substrate. Surprisingly, the compounds were significantly less potent when tested versus ATP as a substrate, with Ki values in the low micromolar range. A prototypic inhibitor was investigated for its mechanism of inhibition and found to be competitive versus both substrates.

1H-Imidazopyrazines. III. 2-Thiols and Derivatives (1,2)

1H-Imidazopyrazine-2-thiols were prepared.Their chlorination, alkylation and cyclization reactions are discussed.