91182-98-8

Upstream product

• 122-01-0 4-chloro-benzoyl chloride 
• 52173-61-2 2,3,5,6-pyrazinetetramine 
• 5049-61-6 2-Aminopyrazine 
• 104-88-1 4-chlorobenzaldehyde 
• 5909-74-0 (4-chlorobenzylidene)phenylamine N-oxide 
• 152559-46-1 2-bromo-3-(4-chlorophenyl)-3-oxopropionic acid ethyl ester 

Downstream Products

• 143211-57-8 2-[5-(4-Chloro-phenyl)-tetrazol-1-yl]-pyrazine 

Relevant academic research and scientific papers

Research on heterocyclic compounds. XXXI. Synthesis and antiinflammatory activity of 2-arylimidazopyrazine-3-carboxylic acids

The sythesis of a series of 2-phenyl- and 2-(p-chlorophenyl)imidazopyrazine-3-carboxylic esters and acids is described.The structures of the new compounds were supported by 1H- and 13C-NMR spectra.These compounds were evaluated in vivo for their antiinflammatory and analgesic activities as well as for their ulcerogenic potential.Acids 8c and 8e were found to be the most potent antiinflammatory agents (ca. 1/8 x indomethacin), while 8a, 8d and 8f displayed analgesic activity (ca. 1/16 x indomethacin).The inhibitory activity on cyclooxygenase action was evaluated in vitro and discussed in comparison with results obtained in vivo. imidazopyrazines / antiinflammatory activity / analgesic activity / ulcerogenic activity / cyclooxygenase inhibition

Design, synthesis and evaluation of N-pyrazinylbenzamides as potential antimycobacterial agents

Three series of N-(pyrazin-2-yl)benzamides were designed as retro-amide analogues of previously published N-phenylpyrazine-2-carboxamides with in vitro antimycobacterial activity. The synthesized retro-amides were evaluated for in vitro growth inhibiting activity against Mycobacterium tuberculosis H37Rv (Mtb), three non-tuberculous mycobacterial strains (M. avium, M. kansasii, M. smegmatis) and selected bacterial and fungal strains of clinical importance. Regarding activity against Mtb, most N-pyrazinylbenzamides (retro-amides) possessed lower or no activity compared to the corresponding N-phenylpyrazine-2-carboxamides with the same substitution pattern. However, the active retro-amides tended to have lower HepG2 cytotoxicity and better selectivity. Derivatives with 5-chloro substitution on the pyrazine ring were generally more active compared to their 6-cloro positional isomers or non-chlorinated analogues. The best antimycobacterial activity against Mtb was found in N-(5-chloropyrazin-2-yl)benzamides with short alkyl (2h: R2 = Me; 2i: R2 = Et) in position 4 of the benzene ring (MIC = 6.25 and 3.13 μg/mL, respectively, with SI > 10). N-(5-Chloropyrazin-2-ylbenzamides with hydroxy substitution (2b: R2 = 2-OH; 2d: R2 = 4-OH) on the benzene ring or their acetylated synthetic precursors possessed the broadest spectrum of activity, being active in all three groups of mycobacterial, bacterial and fungal strains. The substantial differences in in silico calculated properties (hydrogen-bond pattern analysis, molecular electrostatic potential, HOMO and LUMO) can justify the differences in biological activities between N-pyrazinylbenzamides and N-phenylpyrazine-2-carboxamides.

Cyclopentadienyl-free rare-earth metal amides [{(CH2SiMe 2){(2,6iPr2C6H3)N} 2}Ln{N(SiMe3)2}(THF)] as highly efficient versatile catalysts for C-C and C-N bond formation

Efficient methods have been developed for the direct synthesis of amides from aldehydes and a straightforward route to propiolamidines using cyclopentadienyl-free rare-earth metal amides [{(CH2SiMe 2){(2,6-iPr2C6H3)N} 2}Ln{N(SiMe3)2}(THF)] [Ln = Yb (1), Y (2), Dy (3), Sm (4), Nd (5)] as versatile catalysts, The results indicate that in the direct synthesis of amides from aldehydes the catalysts have the activity order 2>1～3～4～5. These methods have the advantage of easy preparation of the catalysts, low catalyst loading, high conversion of substrates to products, mild reaction conditions, and compatibility with a wide range of substrates.

Electrochemistry of aminoazines and nitrones: Electrochemical reductions of 2-amino-1,4-pyrazine with nitrones to form amide compounds and electrochemical oxidations of anilines with nitrones to form imine compounds and benzaldehydes

Electrochemical reductions of 2-amino-1,4-pyrazine in the presence of nitrone derivatives afforded two types of amide compounds, one of which was derived from both the pyrazine and the nitrones and the other from only the nitrones. The analogous reactions

Synthesis of 2-aryl-triazolo-pyrazines

2-Aroylaminopyrazines (2), obtained by aroylation of 2-aminopyrazine (1), have been converted into 5-aryl-1-(2'-pyrazinyl)tetrazoles (4) by the reaction with PCl5 followed by treatment with sodium azide in aq. acetone.Pyrolysis of 4 in decalin results in

Diimidazopyrazines and tetracarboxamidopyrazines

Diimidazopyrazines of the formula: SPC1 Wherein R1 and R2 are selected from the group consisting of lower alkyl and aryl of 6 to 12 carbons which may be optionally substituted are described. These compounds are useful as brightening agents. They are prepared from tetracarboxamidopyrazines of the formula: SPC2 Wherein the R's are as specified above for R1 and R2.