Description

(S)-3-Phenyl-2-(pyrazine-2-carboxamido)propanoic acid (CAS No. 114457-94-2) is a high-purity chiral compound with the molecular formula C₁₄H₁₃N₃O₃. This specialized chemical features a phenylalanine backbone modified with a pyrazine-2-carboxamido moiety, making it a valuable intermediate in pharmaceutical research and peptide synthesis. The compound is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for sensitive applications. Its IUPAC name is (2S)-3-phenyl-2-(pyrazine-2-carbonylamino)propanoic acid, and it demonstrates excellent solubility in DMSO and limited solubility in aqueous buffers. Store at 2-8°C under inert atmosphere for optimal stability. This product is ideal for medicinal chemistry, structure-activity relationship studies, and as a building block for novel bioactive molecules targeting enzyme inhibition or receptor modulation.

Properties

• CAS Number: 114457-94-2
• Complexity: 343
• IUPAC Name: (2S)-3-phenyl-2-(pyrazine-2-carbonylamino)propanoic acid
• InChI: InChI=1S/C14H13N3O3/c18-13(12-9-15-6-7-16-12)17-11(14(19)20)8-10-4-2-1-3-5-10/h1-7,9,11H,8H2,(H,17,18)(H,19,20)/t11-/m0/s1
• InChI Key: DWYZPDHMMZGQAP-NSHDSACASA-N
• Exact Mass: 271.09569129
• Molecular Formula: C14H13N3O3
• Molecular Weight: 271.27
• SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)C2=NC=CN=C2
• Topological: 92.2
• Monoisotopic Mass: 271.09569129
• Synonyms: 114457-94-2, (S)-3-Phenyl-2-(pyrazine-2-carboxamido)propanoic acid, (S)-3-Phenyl-2-[(pyrazin-2-ylcarbonyl)amino] propanoic acid, N-(Pyrazinylcarbonyl)-L-phenylalanine, N-Pyrazinylcarbonyl-L-phenylalanine, L-Phenylalanine, N-(2-pyrazinylcarbonyl)-, N-(2-pyrazinylcarbonyl)-L-phenylalanine, (2S)-3-phenyl-2-(pyrazine-2-carbonylamino)propanoic acid, Bortezomib (m4), MFCD09800536, (S)-3-Phenyl-2-[(pyrazine-2-carbonyl)-amino]-propionic acid, 9R67B83S2T, 1093959-75-1, N-(Pyrazinylcarbonyl)-L-phenylalanine , (+)-, N-(pyrazine-2-yl-carbonyl)-L-phenylalanine, (S)-3-Phenyl-2-(((pyrazin-2-yl)carbonyl)amino)propanoic acid, (S)-3-Phenyl-2-[[(pyrazin-2-yl)carbonyl]amino]propanoic acid, L-Phenylalanine, N-(pyrazinylcarbonyl)-, (2S)-3-Phenyl-2-[[(pyrazin-2-yl)carbonyl]amino]propanoic Acid, pyrazine-2-carbonylphenylalanine, SCHEMBL535687, UNII-9R67B83S2T, (S)-3-phenyl-2-(pyrazine-2-carboxamido)propanoicacid, N-pyrazineformyl-L-phenylalanine, CHEMBL4557886, (2S)-3-phenyl-2-[(pyrazin-2-yl)formamido]propanoic acid, DTXSID80567409, AKOS010373022, AC-9333, CS-W020144, FP27274, N-(Pyrazine-2-carbonyl)-L-phenylalanine, AS-18728, DB-032318, DB-298528, P2068, EN300-209552, (s)-3-phenyl-2-(pyrazine-2-carboxamido) propanoic acid, (S)-3-Phenyl-2-[(pyrazin-2-ylcarbonyl)amino]propanoic acid

Application

This compound serves as a key chiral synthon in asymmetric synthesis of pharmaceutical candidates, particularly in developing protease inhibitors and kinase modulators. Researchers utilize it as a constrained phenylalanine analog in peptide mimetics to enhance metabolic stability. The pyrazine moiety offers hydrogen bonding capabilities for targeted molecular interactions in drug design. It’s also employed in crystallography studies due to its well-defined stereochemistry.

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