Description

(2S,3R)-1-(Phenanthren-2-Ylcarbonyl)piperazine-2,3-Dicarboxylic Acid (CAS No: 684283-16-7) is a high-purity, stereospecific organic compound with the molecular formula C₂₁H₁₈N₂O₅. This compound features a phenanthrene backbone conjugated with a piperazine-2,3-dicarboxylic acid moiety, offering unique structural and chemical properties for advanced research applications. It is widely utilized in pharmaceutical research, medicinal chemistry, and biochemical studies due to its potential as a bioactive scaffold or intermediate in drug discovery. The compound is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring reliability for sensitive experimental workflows. Store at -20°C under inert conditions to maintain stability.

Properties

• CAS Number: 684283-16-7
• Complexity: 638
• IUPAC Name: (2S,3R)-1-(phenanthrene-2-carbonyl)piperazine-2,3-dicarboxylic acid
• InChI: InChI=1S/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-7-8-16-13(11-14)6-5-12-3-1-2-4-15(12)16/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/t17-,18+/m1/s1
• InChI Key: IWWXIZOMXGOTPP-MSOLQXFVSA-N
• Exact Mass: 378.12157168
• Molecular Formula: C21H18N2O5
• Molecular Weight: 378.4
• SMILES: C1CN([C@@H]([C@@H](N1)C(=O)O)C(=O)O)C(=O)C2=CC3=C(C=C2)C4=CC=CC=C4C=C3
• Topological: 107
• Monoisotopic Mass: 378.12157168
• Synonyms: 684283-16-7, (2s,3r)-1-(Phenanthren-2-Ylcarbonyl)piperazine-2,3-Dicarboxylic Acid, (2S,3R)-1-(phenanthrene-2-carbonyl)piperazine-2,3-dicarboxylic acid, CHEMBL1950808, (2S*,3R*)-1-(PHENANTHREN-2-CARBONYL)PIPERAZINE-2,3-DICARBOXYLIC ACID, 2JL, (2S,3R)-PPDA, SCHEMBL6349962, CHEBI:189872, GLXC-06480, BDBM50419775, AKOS040745305, DA-57012, HY-107713, CS-0029265, Q27453048, (2S,3R)-1-(phenanthren-2-carbonyl)piperazine-2,3-dicarboxylic acid, (2s,3r)-1-(phenanthren-2carbonyl)piperazine-2,3-dicarboxylic acid, 858131-66-5

(2S,3R)-1-(Phenanthren-2-Ylcarbonyl)piperazine-2,3-Dicarboxylic Acid is primarily employed in drug discovery as a chiral building block for synthesizing novel therapeutics targeting neurological and inflammatory pathways. Its rigid phenanthrene core and dicarboxylic acid groups make it suitable for studying protein-ligand interactions via X-ray crystallography or NMR. Researchers also explore its potential as a modulator of ion channels or enzymes in biochemical assays.

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