3-Amino-2-pyrazinecarboxylic acid methyl ester

CAS: 16298-03-6

Ref. 3D-FA17474

Product Information

• Name: 3-Amino-2-pyrazinecarboxylic acid methyl ester
• Synonyms: Methyl 3-amino-2-pyrazinecarboxylate, 2-Amino-3-(methoxycarbonyl)pyrazine, 2-Pyrazinecarboxylic acid, 3-amino-, methyl ester, 3-Amino-2-pyrazinecarboxylic Acid Methyl Ester, Methyl 2-aminopyrazine-3-carboxylate, Methyl 3-Aminopyrazine-2-Carboxylate, Methyl 3-aminopyrazine-2-carboxylic ester, Methyl 3-aminopyrazinecarboxylate, NSC 123649, Pyrazinecarboxylic acid, 3-amino-, methyl ester, Pyrazinoic acid, 3-amino-, methyl ester

Description

3-Amino-2-pyrazinecarboxylic acid methyl ester (3APCME) is a potent anti-mycobacterial agent that inhibits the growth of Mycobacterium tuberculosis by inhibiting the synthesis of amines, which are necessary for its survival. 3APCME has also been shown to have an inhibitory effect on other bacteria that require amines for their survival, such as Escherichia coli. This agent binds to the receptor and inhibits the enzyme pyrazinase in the reaction of phenoxy with dimethylformamide. The molecular modeling studies show that 3APCME is able to bind to a hydrophobic region on the enzyme's surface and form a covalent bond through nucleophilic attack. The asymmetric synthesis results in the production of one enantiomer of 3APCME and allows for greater efficacy against mycobacteria than other agents.

• Brand: Biosynth

Chemical properties

• Molecular weight: 153.14 g/mol
• Formula: C₆H₇N₃O₂
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C6H7N3O2/c1-11-6(10)4-5(7)9-3-2-8-4/h2-3H,1H3,(H2,7,9)
• InChI key: InChIKey=INCSQLZZXBPATR-UHFFFAOYSA-N
• SMILES: COC(=O)c1nccnc1N