35658-16-3

Upstream product

• 79-37-8 oxalyl dichloride 
• 613-94-5 benzoic acid hydrazide 
• 71-43-2 benzene 
• 996-98-5 oxalic acid hydrazide 
• 98-88-4 benzoyl chloride 
• 55-21-0 benzamide 

Downstream Products

• 7688-27-9 5,5-diphenyl bis 2,2-<1,3,4 oxadiazolo> 
• 133636-03-0 6,6'-Diphenyl-[3,3']bi[[1,2,4,5]tetrazinyl] 
• 159538-42-8 5,5'-Diphenyl-[2,2']bi[3,4-diaza-bicyclo[4.1.0]heptyl]-2,4,2',4'-tetraene 
• 159538-37-1 6,6'-Diphenyl-1,4,1',4'-tetrahydro-[3,3']bi[[1,2,4,5]tetrazinyl] 

Relevant academic research and scientific papers

Novel acyl carbamates and acyl / diacyl ureas show in vitro efficacy against Toxoplasma gondii and Cryptosporidium parvum

Toxoplasma gondii and Cryptosporidium parvum are protozoan parasites that are highly prevalent and opportunistically infect humans worldwide, but for which completely effective and safe medications are lacking. Herein, we synthesized a series of novel small molecules bearing the diacyl urea scaffold and related structures, and screened them for in vitro cytotoxicity and antiparasitic activity against T. gondii and C. parvum. We identified one compound (GMG-1-09), and four compounds (JS-1-09, JS-2-20, JS-2-35 and JS-2-49) with efficacy against C. parvum and T. gondii, respectively, at low micromolar concentrations and showed appreciable selectivity in human host cells. Among the four compounds with efficacy against T. gondii, JS-1-09 representing the diacyl urea scaffold was the most effective, with an anti-Toxoplasma IC50 concentration (1.21 μM) that was nearly 53-fold lower than its cytotoxicity IC50 concentration, indicating that this compound has a good selectivity index. The other three compounds (JS-2-20, JS-2-35 and JS-2-49) were structurally more divergent from JS-1-09 as they represent the acyl urea and acyl carbamate scaffold. This appeared to correlate with their anti-Toxoplasma activity, suggesting that these compounds’ potency can likely be enhanced by selective structural modifications. One compound, GMG-1-09 representing acyl carbamate scaffold, depicted in vitro efficacy against C. parvum with an IC50 concentration (32.24 μM) that was 14-fold lower than its cytotoxicity IC50 concentration in a human intestinal cell line. Together, our studies unveil a series of novel synthetic acyl/diacyl urea and acyl carbamate scaffold-based small molecule compounds with micromolar activity against T. gondii and C. parvum that can be explored further for the development of the much-needed novel anti-protozoal drugs.

Synthesis method of oxalyl hydrazine ligands and application of oxalyl hydrazine ligands in C-N bond coupling reaction

The invention belongs to the technical field of organic chemical synthesis, and particularly relates to a synthesis method of oxalyl hydrazine ligands and application of the oxalyl hydrazine ligands to C-N coupling reaction. The invention provides a method for synthesizing oxalyl hydrazine ligands by taking hydrazine compounds and oxalyl chloride as raw materials. The method has the advantages that the raw materials are easy to obtain, the operation is simple, the post-treatment is easy, and the method is suitable for industrial large-scale production; furthermore, coupling of aryl iodide andhydrazine hydrate is realized by utilizing oxalyl hydrazine ligands, and aryl hydrazine is synthesized. The method is mild in reaction condition, safe, efficient and suitable for industrial production.

Convenient One-Pot Two-Step Synthesis of Symmetrical and Unsymmetrical Diacyl Ureas, Acyl Urea/Carbamate/Thiocarbamate Derivatives, and Related Compounds

A wide range of chemicals such as amides, hydrazides, amines, alcohols, carbazate, and sulfonate were reacted with acyl isocyanates generated by the reaction of primary amides with oxalyl chloride to give symmetrical and unsymmetrical diacyl urea derivatives, acyl ureas/carbamates/thiocarbamates, and related compounds. This method provides means for convenient one-pot, two-step synthesis of compounds bearing urea, carbamate, and other functional groups from cheap and commercially available starting reagents. It is expected that the results presented in this report will expand the medicinal chemist’s toolbox.

Reference Data - Diacyl Acid Dihydrazides

N,N'-Diacyl acid dihydrazides were prepared by the reaction of acid dihydrazides with two equivalents of acyl chlorides.The structure of these compounds were elucidated by 1H and 13C NMR spectroscopy.