1374518-00-9

Upstream product

• 179897-89-3 5-Bromo-2-fluoro-benzonitrile 

Downstream Products

• 61954-80-1 5-bromo-2-mercaptobenzoic acid 
• 613262-16-1 5-bromobenzo[d]isothiazol-3-amine 

Relevant academic research and scientific papers

In silico study of febuxostat analogs as inhibitors of xanthine oxidoreductase: A combined 3D-QSAR and molecular docking study

We explored molecular docking and a three-dimensional quantitative structure-activity relationship (3D-QSAR) model of 107 xanthine oxidoreductase (XOR) inhibitors containing a phenyl-substituted five-membered heterocycle. Molecular-docking results showed that Arg880, Phe914, and Phe1009 might be potential active residues targeted by the 107 XOR inhibitors evaluated in this study. Topomer comparative molecular field analysis (CoMFA) (q2 = 0.571; r2 = 0.833) was used for 3D-QSAR. The results indicated that benzene substituted with moderately bulky substituents, a cyano group, and a five-membered heterocycle with a carboxyl group might enhance XOR inhibitory activity. Four new compounds were designed based on these results, and each exhibited potential XOR inhibitory activity in vitro.

Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives

Since pyrithiobac (PTB) is a successful commercial herbicide with very low toxicity against mammals, it is worth exploring its derivatives for an extensive study. Herein, a total of 35 novel compounds were chemically synthesized and single crystal of 6–6

Sulfur substituted phenylpyrazole XOR (xanthine oxidoreductase) inhibitor and preparation and application

The invention belongs to the technical field of pharmaceutical and chemical engineering, and discloses a sulfur substituted phenylpyrazole XOR inhibitor and preparation and application. The sulfur substituted phenylpyrazole XOR inhibitor has the structural formula as shown in the formula (I). The preparation method comprises the steps that 5-bromine-2-fluorin-1-benzonitrile and sodium sulfide react in DMF (dimethyl formamide) at the room temperature, 5-bromine-2-hydrosulfuryl-1-benzonitrile is obtained, and then subjected to a heating reaction with alkyl bromide and inorganic base in an organic phase, 5-bromide-2-alkyl sulphanyl-1-benzonitrile is obtained, and then subjected to a C-N coupling reaction with 1H-pyrazol-4-formic ether, and the product is obtained after hydrolyzation and acidification are conducted. The product has excellent inhibition effect on an xanthine oxidase related to gout, and presents a prominent inhibition effect on an acute hyperuricemia mouse model, and can beused for preparing drugs for resisting hyperuricemia or gout. The description is shown in the formula I.

Discovery of dual death-associated protein related apoptosis inducing protein kinase 1 and 2 inhibitors by a scaffold hopping approach

DRAK2 emerged as a promising drug target for the treatment of autoimmune diseases and to prevent graft rejection after organ transplantation. Screening of a compound library in a DRAK2 binding assay led to the identification of an isothiazolo[5,4-b]pyridine derivative as a novel ligand for DRAK2, displaying a Kdvalue of 1.6 μM. Subsequent medicinal chemistry work led to the discovery of a thieno[2,3-b]pyridine derivative with strong DRAK2 binding affinity (Kd= 9 nM). Moreover, this compound also behaves as a functional inhibitor of DRAK2 enzymatic activity, displaying an IC50value of 0.82 μM, although lacking selectivity, when tested against DRAK1. This paper describes for the first time functionally active dual DRAK1 and DRAK2 inhibitors that can be used as starting point for the synthesis of chemical tool compounds to study DRAK1 and DRAK2 biology, or they can be considered as hit compounds for hit-to-lead optimization campaigns in drug discovery programs.

About the reaction of aryl fluorides with sodium sulfide: Investigation into the selectivity of substitution of fluorobenzonitriles to yield mercaptobenzonitriles via SNAr displacement of fluorine

In this report we describe a simple synthesis of mercaptobenzonitriles from the reaction of fluorobenzonitriles with Na2S in DMF at room temperature and following direct treatment with Zn/HCl. Significantly, 2- and 4-fluorobenzonitriles substituted with chlorine or bromine, but not iodine, undergo selective substitution of fluorine at room temperature to yield synthetically useful halo-substituted mercaptobenzonitriles.