Pyrazines

Pyrazines refer to heterocyclic compounds containing two nitrogen atoms on the 1,4 sites of benzene ring. Pyrazine, pyrimidine and pyridazine are isomerides to each other. Similar with pyridine, pyrazines are weakly aromatic and less prone to electrophilic substitution reaction, but easily reactive with nucleophilic reagent. Halogen or hydrogen on the methyl group become active after the hydrogen on carbon atom is substituted with methyl or halogen. Pure pyrazine can hardly be found in nature, but its residue exists in the pterin structure of folic acid. Pyrazines are prepared through gas phase catalytic dehydrogenation of ethanolamine in industry.

Pyrazine derivatives are multifunctional, e.g. dibenzo pyrazine is an important dye, phenazine is widely known for its anti-tumor, antibacterial and diuretic properties and tetramethylpyazine has been reported to be able to catch the superoxide anions and reduce human granulocyte’s production of nitrogen oxides. hexahydropyrazine (also as piperazine) citrate is a commonly used animal repellents, particularly effective against roundworms. 2,5-Dioxopiperazine is an agent used in the preparation of peptides.

Pyrazine spices generally have an aroma of roasted food, nuts, popcorn and coffee; although they don’t have the flavor of meat, they are commonly used in meat flavor spices recipe to enhance and enrich the overall barbecue flavor.

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Structure Chemical Name CAS MF
2-Amino-5-chloropyrazine 2-Amino-5-chloropyrazine 33332-29-5 C4H4ClN3
2-Amino-3-chloropyrazine 2-Amino-3-chloropyrazine 6863-73-6 C4H4ClN3
2-Amino-5-bromopyrazine 2-Amino-5-bromopyrazine 59489-71-3 C4H4BrN3
Methyl 3-amino-2-pyrazinecarboxylate Methyl 3-amino-2-pyrazinecarboxylate 16298-03-6 C6H7N3O2
Pyrazine Pyrazine 290-37-9 C4H4N2
2-Chloro-6-aminopyrazine 2-Chloro-6-aminopyrazine 33332-28-4 C4H4ClN3
Aminopyrazine Aminopyrazine 5049-61-6 C4H5N3
2-Amino-3,5-dibromopyrazine 2-Amino-3,5-dibromopyrazine 24241-18-7 C4H3Br2N3
2-Bromo-5-hydroxypyrazine 2-Bromo-5-hydroxypyrazine 374063-92-0 C4H3BrN2O
5-CHLORO-PYRAZINE-2-CARBOXYLIC ACID 5-CHLORO-PYRAZINE-2-CARBOXYLIC ACID 36070-80-1 C5H3ClN2O2
6-BROMO-3-PYRIDAZINAMINE 6-BROMO-3-PYRIDAZINAMINE 88497-27-2 C4H4BrN3
2-Fluoro-4-methylbenzaldehyde 2-Fluoro-4-methylbenzaldehyde 146137-80-6 C8H7FO
4-Bromo-3-methylpyrazole 4-Bromo-3-methylpyrazole 13808-64-5 C4H5BrN2
2,6-DIMETHYLPIPERAZINE 2,6-DIMETHYLPIPERAZINE 21655-48-1 C6H14N2
5-Hydroxypyrazine-2-carboxylic acid 5-Hydroxypyrazine-2-carboxylic acid 34604-60-9 C5H4N2O3
6-Chloropyrazine-2-carboxylic acid 6-Chloropyrazine-2-carboxylic acid 23688-89-3 C5H3ClN2O2
(R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine 109838-85-9 C9H16N2O2
2-Chloro-6-pyrazinecarboxylic acid methyl ester 2-Chloro-6-pyrazinecarboxylic acid methyl ester 23611-75-8 C6H5ClN2O2
2-(AMINOMETHYL)-5-METHYLPYRAZINE 2-(AMINOMETHYL)-5-METHYLPYRAZINE 132664-85-8 C6H9N3
3-CHLORO-2,5-DIMETHYLPYRAZINE 3-CHLORO-2,5-DIMETHYLPYRAZINE 95-89-6 C6H7ClN2
2,5-Dibromopyrazine 2,5-Dibromopyrazine 23229-26-7 C4H2Br2N2
3-Chloropyrazine-2-carbonitrile 3-Chloropyrazine-2-carbonitrile 55557-52-3 C5H2ClN3
2-chloro-4,6-diphenyl-1,3,5-triazine 2-chloro-4,6-diphenyl-1,3,5-triazine 3842-55-5 C15H10ClN3
Ethyl 5-amino-2-pyrazinecarboxylate Ethyl 5-amino-2-pyrazinecarboxylate 54013-06-8 C7H9N3O2
Methyl 3-amino-6-bromopyrazine-2-carboxylate Methyl 3-amino-6-bromopyrazine-2-carboxylate 6966-01-4 C6H6BrN3O2
2-CHLORO-3-METHYLPYRAZINE 2-CHLORO-3-METHYLPYRAZINE 95-58-9 C5H5ClN2
(2S)-(+)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine (2S)-(+)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine 78342-42-4 C9H16N2O2
2-HYDROXY-3-PYRAZINECARBOXYLIC ACID 2-HYDROXY-3-PYRAZINECARBOXYLIC ACID 20737-42-2 C5H4N2O3
6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine 6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine 23747-48-0 C8H10N2
Methyl 5-chloropyrazine-2-carboxylate Methyl 5-chloropyrazine-2-carboxylate 33332-25-1 C6H5ClN2O2
6-chloropyrazine-2-carbonitrile 6-chloropyrazine-2-carbonitrile 6863-74-7 C5H2ClN3
2-AMINO-5-CYANOPYRAZINE 2-AMINO-5-CYANOPYRAZINE 113305-94-5 C5H4N4
1-(4-BROMOPHENYL)PIPERAZINE HYDROCHLORIDE 1-(4-BROMOPHENYL)PIPERAZINE HYDROCHLORIDE 68104-62-1 C10H14BrClN2
2,5-Dichloropyrazine 2,5-Dichloropyrazine 19745-07-4 C4H2Cl2N2
Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate 1458-01-1 C6H7ClN4O2
1-CYCLOPROPYLMETHYL-PIPERAZINE DIHYDROCHLORIDE 1-CYCLOPROPYLMETHYL-PIPERAZINE DIHYDROCHLORIDE 373608-42-5 C8H18Cl2N2
PYRAZINE-2,5-DICARBOXYLIC ACID PYRAZINE-2,5-DICARBOXYLIC ACID 122-05-4 C6H4N2O4
2-Bromopyrazine 2-Bromopyrazine 56423-63-3 C4H3BrN2
2-Chloro-6-methylpyrazine 2-Chloro-6-methylpyrazine 38557-71-0 C5H5ClN2
TETRABENAZINE TETRABENAZINE 58-46-8 C19H27NO3
METHYL PYRAZINE-2-CARBOXYLATE METHYL PYRAZINE-2-CARBOXYLATE 6164-79-0 C6H6N2O2
3,5-Dibromo-2-hydroxypyrazine 3,5-Dibromo-2-hydroxypyrazine 21943-15-7 C4H2Br2N2O
3-HYDROXYPYRAZINE-2-CARBOXAMIDE 3-HYDROXYPYRAZINE-2-CARBOXAMIDE 55321-99-8 C5H5N3O2
(-)-1-[(4-Chlorophenyl) Phenylmethyl] Piperazine (-)-1-[(4-Chlorophenyl) Phenylmethyl] Piperazine 130018-88-1 C17H19ClN2
5-BROMO-3-METHOXYPYRAZIN-2-YLAMINE 5-BROMO-3-METHOXYPYRAZIN-2-YLAMINE 5900-13-0 C5H6BrN3O
4-(Trifluoromethyl)thiazole-2-carboxylic acid 4-(Trifluoromethyl)thiazole-2-carboxylic acid 944900-55-4 C5H2F3NO2S
1,4-Diazepan-5-one hydrochloride 1,4-Diazepan-5-one hydrochloride 208245-76-5 C5H11ClN2O
(PYRAZIN-2-YL)METHANAMINEHYDROCHLORIDE (PYRAZIN-2-YL)METHANAMINEHYDROCHLORIDE 39204-49-4 C5H8ClN3
5-Hydroxypyrazine-2-carboxylic acid methyl ester 5-Hydroxypyrazine-2-carboxylic acid methyl ester 13924-95-3 C6H6N2O3
3-Amino-5-bromo-thiophene-2-carboxylic acid methyl ester 3-Amino-5-bromo-thiophene-2-carboxylic acid methyl ester 107818-55-3 C6H6BrNO2S
3-Amino-6-bromopyrazine-2-carboxylic acid 3-Amino-6-bromopyrazine-2-carboxylic acid 486424-37-7 C5H4BrN3O2
IMIDAZO[1,2-A]PYRAZINE IMIDAZO[1,2-A]PYRAZINE 274-79-3 C6H5N3
2-AMINO-3,5-DICHLOROPYRAZINE 2-AMINO-3,5-DICHLOROPYRAZINE 873-42-7 C4H3Cl2N3
3-BROMOIMIDAZO[1,2-A]PYRAZINE 3-BROMOIMIDAZO[1,2-A]PYRAZINE 57948-41-1 C6H4BrN3
2,6-Dibromopyrazine 2,6-Dibromopyrazine 23229-25-6 C4H2Br2N2
5-BROMOPYRAZINE-2-CARBONITRILE 5-BROMOPYRAZINE-2-CARBONITRILE 221295-04-1 C5H2BrN3
2-Chloro-5-(trifluoroMethyl)pyrazine 2-Chloro-5-(trifluoroMethyl)pyrazine 799557-87-2 C5H2ClF3N2
2-ISOBUTYL-3-METHYLPYRAZINE 2-ISOBUTYL-3-METHYLPYRAZINE 13925-06-9 C9H14N2
2-VINYLPYRAZINE 2-VINYLPYRAZINE 4177-16-6 C6H6N2
2-AMINO-5-PHENYLPYRAZINE 2-AMINO-5-PHENYLPYRAZINE 13535-13-2 C10H9N3
5,6-DICHLORO-2,3-DICYANOPYRAZINE 5,6-DICHLORO-2,3-DICYANOPYRAZINE 56413-95-7 C6Cl2N4
3-amino-6-chloropyrazine-2-carboxylic acid 3-amino-6-chloropyrazine-2-carboxylic acid 2727-13-1 C5H4ClN3O2
Methyl-6-bromopyrazine-2-carboxylate Methyl-6-bromopyrazine-2-carboxylate 40155-34-8 C6H5BrN2O2
3-AMINO-6-BROMOPYRAZINE-2-CARBONITRILE 3-AMINO-6-BROMOPYRAZINE-2-CARBONITRILE 17231-51-5 C5H3BrN4
METHYL 2-HYDROXY-3-PYRAZINECARBOXYLATE METHYL 2-HYDROXY-3-PYRAZINECARBOXYLATE 27825-20-3 C6H6N2O3
2-METHYL-3-N-PROPYLPYRAZINE 2-METHYL-3-N-PROPYLPYRAZINE 15986-80-8 C8H12N2
3-AMINOPYRAZINE-2-CARBONITRILE 3-AMINOPYRAZINE-2-CARBONITRILE 25911-65-3 C5H4N4
2-N-BUTYL-3-METHYLPYRAZINE 2-N-BUTYL-3-METHYLPYRAZINE 15987-00-5 C9H14N2
5-BROMO-2-CHLOROPYRAZINE 5-BROMO-2-CHLOROPYRAZINE 912773-21-8 C4H2BrClN2
METHYL 3-CHLORO-2-PYRAZINECARBOXYLATE METHYL 3-CHLORO-2-PYRAZINECARBOXYLATE 27825-21-4 C6H5ClN2O2
2-AMINO-5-BROMO-3-CHLOROPYRAZINE 2-AMINO-5-BROMO-3-CHLOROPYRAZINE 21943-13-5 C4H3BrClN3
3,5-Dibromo-2-chloropyrazine 3,5-Dibromo-2-chloropyrazine 1082843-70-6 C4HBr2ClN2
5,6-DIAMINO-2,3-DICYANOPYRAZINE 5,6-DIAMINO-2,3-DICYANOPYRAZINE 36023-58-2 C6H4N6
5-BROMO-6-CHLOROPYRAZIN-2-AMINE 5-BROMO-6-CHLOROPYRAZIN-2-AMINE 173253-42-4 C4H3BrClN3
6-CHLORO-2-HYDROXYPYRAZINE 6-CHLORO-2-HYDROXYPYRAZINE 4925-61-5 C4H3ClN2O
5-AMINO-6-CHLORO-2,3-DICYANOPYRAZINE 5-AMINO-6-CHLORO-2,3-DICYANOPYRAZINE 56413-96-8 C6H2ClN5
2-BROMO-5-IODOPYRAZINE 2-BROMO-5-IODOPYRAZINE 622392-04-5 C4H2BrIN2
Iodopyrazine Iodopyrazine 32111-21-0 C4H3IN2
PYRAZINE-2,3-DICARBOXYLIC ACID MONOAMIDE PYRAZINE-2,3-DICARBOXYLIC ACID MONOAMIDE 67367-37-7 C6H5N3O3
2-(METHYLTHIO)-3-ETHYLPYRAZINE 2-(METHYLTHIO)-3-ETHYLPYRAZINE 72987-62-3 C7H10N2S
2-Bromo-6-chloropyrazine 2-Bromo-6-chloropyrazine 916791-07-6 C4H2BrClN2
5-METHYL-PYRAZINE-2-CARBOXAMIDE 5-METHYL-PYRAZINE-2-CARBOXAMIDE 5521-57-3 C6H7N3O
2-HYDROXYPYRAZINE 2-HYDROXYPYRAZINE 6270-63-9 C4H4N2O
2,3-DICYANOPYRAZINE 2,3-DICYANOPYRAZINE 13481-25-9 C6H2N4
2-HYDROXY-6-METHYLPYRAZINE 2-HYDROXY-6-METHYLPYRAZINE 20721-18-0 C5H6N2O
(chloromethyl)pyrazine         (chloromethyl)pyrazine 39204-47-2 C5H5ClN2
1,4,5,6-TETRAHYDRO-5,6-DIOXO-2,3-PYRAZINEDICARBONITRILE 1,4,5,6-TETRAHYDRO-5,6-DIOXO-2,3-PYRAZINEDICARBONITRILE 36023-64-0 C6H2N4O2
2-AMINO-3-CHLOROPYRAZINE 2-AMINO-3-CHLOROPYRAZINE 6663-73-6 C4H4ClN3
2,3-DICYANO-5-METHYLPYRAZINE 2,3-DICYANO-5-METHYLPYRAZINE 52197-12-3 C7H4N4
2,5-PYRAZINEDICARBOXYLIC ACID DIHYDRATE 2,5-PYRAZINEDICARBOXYLIC ACID DIHYDRATE 205692-63-3 C6H8N2O6
5-Chloro-2-hydroxypyrazine 5-Chloro-2-hydroxypyrazine 89180-45-0 C4H3ClN2O
2-AMINO-3-BROMO-5-CHLOROPYRAZINE 2-AMINO-3-BROMO-5-CHLOROPYRAZINE 76537-18-3 C4H3BrClN3
Pyrazine, (bromomethyl)- (9CI) Pyrazine, (bromomethyl)- (9CI) 60023-35-0 C5H5BrN2
2-ETHOXY-3-ISOPROPYLPYRAZINE 2-ETHOXY-3-ISOPROPYLPYRAZINE 72797-16-1 C9H14N2O
5-BROMOIMIDAZO[1,2-A]PYRAZINE 5-BROMOIMIDAZO[1,2-A]PYRAZINE 87597-26-0 C6H4BrN3
methyl 3-bromopyrazine-2-carboxylate methyl 3-bromopyrazine-2-carboxylate 51171-02-9 C6H5BrN2O2
2-CHLORO-5-CYANOPYRAZINE 2-CHLORO-5-CYANOPYRAZINE 36070-75-4 C5H2ClN3
2-AMINO-3-METHOXYPYRAZINE 2-AMINO-3-METHOXYPYRAZINE 4774-10-1 C5H7N3O
2-Isopropyl-3-methoxypyrazine 2-Isopropyl-3-methoxypyrazine 25773-40-4 C8H12N2O
2-Pyrazinylmethanol 2-Pyrazinylmethanol 6705-33-5 C5H6N2O
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