74617-55-3

Usage

Uses

Used in Flavoring Industry:
PYRAZINE-2-CARBOXIMIDIC ACID METHYLESTER is used as a flavoring agent for its pleasant, nutty, and roasted flavor, enhancing the taste profiles of various food products.
Used in Pharmaceutical Industry:
This chemical compound serves as a precursor in the synthesis of other organic compounds and is utilized in the production of various pharmaceuticals, contributing to the development of new medications and therapeutic agents.
Used in Food Additive Industry:
PYRAZINE-2-CARBOXIMIDIC ACID METHYLESTER is employed as a food additive to impart a desirable flavor to a range of food items, thereby improving their overall appeal to consumers.

InChI:InChI=1/C6H7N3O/c1-10-6(7)5-4-8-2-3-9-5/h2-4,7H,1H3

Upstream product

• 67-56-1 methanol 
• 19847-12-2 2-pyrazine carbonitrile 
• 124-41-4 sodium methylate 

Downstream Products

• 898561-45-0 C₁₂H₁₃N₅O₃S 
• 883051-32-9 C₁₂H₁₃N₅O₂S 
• 883051-25-0 C₁₁H₁₁N₅O₂S 
• 1431319-96-8 N'-[(2-chlorophenyl)sulfonyl]pyrazine-2-carboximidamide 
• 1429897-34-6 N-[4-(thiazol-2-sulfamoyl)phenyl]pyrazine-2-carboximidamide 
• 1429897-33-5 N-[4-(6-methoxypyridazin-3-sulfamoyl)phenyl]pyrazine-2-carboximidamide 
• 1429897-32-4 N-[4-(4,6-dimethylpyrimidin-2-sulfamoyl)phenyl]pyrazine-2-carboximidamide 
• 1392824-97-3 N'-(phenylsulfonyl)pyrazine-2-carboximidamide 
• 1394897-81-4 N-[(1S,2R,3S,4R)-3-(4-methoxybenzoylamino)-4,7,7-trimethylbicyclo[2.2.1]hept-2-yl]pyrazine-2-carboxamide 
• 1394897-80-3 C₂₃H₂₆N₄O₂ 
• 1394897-79-0 C₂₃H₂₆N₄O₂ 
• 1154063-17-8 C₆H₇N₃O*ClH 

Relevant academic research and scientific papers

Synthesis, structural, magnetic, DFT calculations and CShM studies of three new pentanuclear Mn(ii) clusters

The ditopic ligand PyPzOAPz (N-[(Z)-amino(pyrazin-2-yl)methylidene]-5- methyl-1-(pyridin-2-yl)-1H-pyrazole-3-carbohydrazonic acid) was synthesized by in situ condensation of methyl imino pyrazine-2-carboxylate with 5-methyl-1-(2-pyridyl) pyrazole-3-carbohydrazide. In this work we have also used two of our earlier ligands PzCAP (5-methyl-N-[(1E)-1-(pyridin-2-yl)ethylidene]- 1H-pyrazole-3-carbohydrazonic acid) (Dalton Trans., 2009, 8215) and PzOAP (N-[(Z)-amino(pyridin-2-yl)methylidene]-5-methyl-1H-pyrazole-3-carbohydrazonic acid) (Dalton Trans., 2007, 1229). These ligands PzCAP, PzOAP and PyPzOAPz were made to react with Mn(ClO4)2.6H2O to produce three pentanuclear Mn(ii) clusters [Mn5(PzCAP)6](ClO 4)4 (1), [Mn5(PzOAP)6](ClO 4)4 (2) and [Mn5(PyPzOAPz)6] (ClO4)4 (3). These complexes have been characterized by X-ray structural analyses and variable temperature magnetic susceptibility measurements. All complexes have a pentanuclear core with trigonal bipyramidal arrangement of Mn(ii) atoms, where, the axial metal centers have a N 3O3 chromophore and the equatorial centers have N 4O2 with an octahedral arrangement. These Mn 5(ii) clusters 1, 2 and 3 show the presence of antiferromagnetic coupling within the pentanuclear manganese(ii) core (J = -2.95, -3.19 and -3.00 cm-1 respectively). Density functional theory calculations and continuous shape measurement (CShM) studies have been performed on these complexes to provide a qualitative theoretical interpretation of the antiferromagnetic behaviour shown by them. The pentanuclear Mn(ii) cluster (1) on reaction with Cu(NO3)2.6H2O in 1:1 mole proportion in CH3OH:H2O (60:40) forms a homoleptic [2 × 2] tetranuclear Cu4(ii) grid [Cu4(PzCAP) 4(NO3)2](NO3)2.8H 2O (4). The same Cu4(ii) grid is also obtained from a direct reaction between the ditopic ligand PzCAP with Cu(NO3) 2.6H2O in 1:1 mole proportion. This conversion of a cluster to a grid is a novel observation.

Synthesis of three imidazole derivatives and corrosion inhibition performance for copper

Three imidazole derivatives, including 3-(4-(2,4-dichlorophenyl)-5-methyl-1H-imidazol-2-yl)pyridine (PDI), 2-(4-(2,4-dichlorophenyl)-5-methyl-1H-imidazol-2-yl)pyrazine (PAI) and 2-(4-(2,4-dichlorophenyl)-5-methyl-1H-imidazol-2-yl)pyrimidine (PMI), were synthesized. The structure of these compounds was confirmed by LC-MS, 1H NMR, 13C NMR and FTIR spectra. The inhibition performance in 3.5 wt% NaCl was investigated by electrochemical measurement and surface analysis. Results show that the corrosion efficiency of PDI (95.93%) was higher than PAI (69.61%) and PMI (20.46%), which is consistent with the adsorption energy calculated by molecular dynamics simulation. The corrosion inhibition mechanism could be explained by the metal–organic polymer film formed on the copper surface: on the one hand, the π-system formed by aromatic rings is tightly adsorbed on the copper substrates; on the other hand, the nitrogen atoms in the imidazole ring are coordinated with the metal ions in solution to form metal–organic polymer which could improve the compactness of the hydrophobic film.

One-pot method for synthetizing 3,5-disubstituted-1,2,4-triazole compounds

The invention provides a one-pot method for preparing 3,5-disubstituted-1,2,4-triazole compounds shown in the general formula (I). In the general formula, at least one of X1, X2, X3 and X4 is selected from a nitrogen atom, and the others are selected from -CH; at least one of X5, X6, X7 and X8 is selected from a nitrogen atom, and the others are selected from -CH. A cascade reaction is adopted, all intermediate products are not separated or purified, that is, aromatic nitrile serving as a raw material has an addition reaction with methoxyl negative ions, and target compounds are synthetized directly under a solvothermal condition. Synthesis steps are simple, after-treatment is convenient, and large-scale production is easy to realize.

Phenylalanine-Derived Imidazolines Bearing Heteroaromatic Pendants: Synthesis, Characterization, and Application in the Asymmetric Henry Reaction

Starting from L-phenylalanine, (2S)-3-phenylpropane-1,2-diamine has been prepared and used as building block for the construction of the imidazoline ring. Four new optically pure NH-imidazolines bearing different six-membered heteroaromatic substituents o

Synthesis, structure, and biological activity of novel heterocyclic sulfonyl-carboximidamides

A series of novel heterocyclic sulfonyl-carboximidamides were synthesized in satisfactory yields via condensation of heterocyclic methyl carbimidates with 2-chlorobenzenesulfonamide and 4-chloropyridine-3-sulfonamide. New structures were confirmed by IR and NMR spectra as well as elemental analyses. X-ray crystallography of two derivatives was performed. The single-crystal structures confirmed the presence of a primary amine group in the amidine moiety. All the compounds were screened for their tuberculostatic, antibacterial, and anticancer activities. Preliminary results indicated that target compounds exhibited weak tuberculostatic and antibacterial activities. Seven compounds inhibited the growth of some cancer cell lines, whereas one of the 2-quinoline derivatives displayed favorable activity against all tested cancer cells with GI 50 values of 0.92-13 μM.

Synthesis and antimicrobial activity of novel heterocyclic sulfamoyl-phenyl-carboximidamides derived from clinically applied sulfonamides

A series of novel heterocyclic sulfamoyl-phenyl-carboximidamides were synthesized in satisfactory yields via condensation of clinically applied sulfonamides with heterocyclic methyl carbimidates. New structures were confirmed by IR and NMR spectra as well as elemental analyses. All the compounds were screened for their antibacterial, antifungal, and tuberculostatic activities. Preliminary results indicated that some target compounds exhibited promising antibacterial potency. Especially, N-[4-(thiazol-2-sulfamoyl)phenyl] pyrazine-2-carboximidamide (16) was found to be as potent as clinically applied sulfamethoxypyridazine. Copyright

Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions

Starting from (1R,2S,3R)-camphordiamine and (hetero)aromatic imidates and orthoformate, nine new camphor-annelated NH-imidazolines were synthesized. Subsequent N-modification was carried out via methylation, acylation, benzoylation, and sulfonylation. Two regioisomers were usually isolated with the ratios reflecting the structure of the starting NH-imidazoline and the electrophile used. All of the successfully prepared N1- and C2-substituted camphor-annelated imidazolines were applied to the asymmetric version of a Cu(II)-catalyzed Henry reaction. The electronic effects of both N1- and C2-pendants on the chemical and asymmetric outcomes of the nitroaldol reaction have been studied and discussed. 2012 Elsevier Ltd.

Synthesis, structure, and antimicrobial activity of heterocyclic phenylsulfonyl- and 4-aminophenylsulfonyl-carboximidamides

A series of novel phenylsulfonyl- and 4-amino-phenylsulfonyl- carboximidamides were synthesized by condensation of sulfonamides with heterocyclic methyl carbimi-dates obtained from heterocyclic carbonitriles and used 'at its inception.' The molecular structure of the obtained compounds is discussed. Compounds possessing heterocyclic systems with a nitrogen atom in the α position to the functional group showed a different single-crystal structure than expected. The synthesized derivatives were evaluated for antimicrobial activities: tuberculostatic, antibacterial, and antifungal.

Syntheses, characterization, X-ray crystal structures and emission properties of five oxovanadium(V) complexes with pyridyl/pyrimidyl-pyrazole derived ditopic ligands

Four oxovanadium(V) complexes of heterocycle based ditopic ligands PyPzOAP (N-[amino(pyridin-2-yl)methylidene]-5-methyl-1-(pyridin-2-yl) -1H-pyrazole-3-carbohydrazonic acid), PyPzOAPz (N-[amino(pyrazin-2-yl) methylidene]-5-methyl-1-(pyridin-2-yl)-1H-pyrazole-3-carbohydrazonic acid), PymPzOAP (N-[amino(pyridin-2-yl)methylidene]-1-(4,6-dimethylpyrimidin-2-yl)-5- methyl-1H-pyrazole-3-carbohydrazonic acid) and PyPzCAP (5-methyl-1-(pyridin-2- yl)-N′-[1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazide) and a binuclear (di-μ-oxo) oxovanadium(V) complex of the ligand PymPzCAP (1-(4,6-dimethylpyrimidin-2-yl)-5-methyl-N′-[1-(pyridin-2-yl)ethylidene] -1H-pyrazole-3-carbohydrazide) have been investigated. The ligands act as uninegative NNO tridentates donors for the VO2+ ion exhibiting their monotopicity. The ligands show varying emission properties due to the presence of fluophoric groups like 1-(2-pyridyl)pyrazole or 1-(2-pyrimidyl)pyrazole. The vanadium(V) complexes show fluorescence quenching with respect to the used ligands to a varying extent. The complexes were characterized by UV-Vis, IR, cyclic voltammetry and X-ray crystallography.

1,2-disubstituted hexahydro-1 H -benzo[d]imidazoles: Synthesis, characterization, and stability

Starting from commercially available (hetero)aromatic nitriles and (1R,2R)-cyclohexane-1,2-diamine, nine NH-imidazolines (hexahydro-1H-benzo[d] imidazoles) were synthesized in good yields. The molecular structures of three imidazolines were confirmed by X-ray analysis. N-Benzylation afforded some of the desired N-benzylimidazolines, but was incompatible with imidazolines that possessed strong electron-accepting heteroaromatic groups at C2. In the latter cases, the products decomposed during column chromatography to form N,N-disubstituted cyclohexane-1,2-diamines. Georg Thieme Verlag Stuttgart · New York.