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2-Piperazinecarboxylic Acid
Soluble in hot water, dilute acids/bases
- Commodity name： 2-Piperazinecarboxylic Acid
Keywords:
I. Basic Chemical Information
English Name:Piperazine-2-carboxylic acid
CAS Number: 7261-96-7
Molecular Formula:C₅H₁₀N₂O₂
Molecular Weight:** 136.15 g/mol
II. Physicochemical Properties
Appearance:White to off-white crystalline powder
Melting Point:>300°C (decomposition)
Solubility:
- Soluble in hot water, dilute acids/bases
- Slightly soluble in methanol/ethanol
- Insoluble in organic solvents
pKa Values: pKa₁ ≈ 3.1 (COOH), pKa₂ ≈ 9.2 (secondary amine)
Stability:Light-stable; undergoes decarboxylation at high temperatures
III. Core Application Areas
1. Key Intermediate in Pharmaceutical Synthesis
Antibacterial Drugs:
Synthesizes quinolone antibiotics (e.g., piperazine-modified fragments in Ciprofloxacin, Levofloxacin).
Builds chiral side chains for antifungal drugs(e.g., Voriconazole).
Central Nervous System Drugs:
Prepares antidepressants(e.g., SSRIs - Selective Serotonin Reuptake Inhibitors).
Synthesizes metabolically active modules for antipsychotics (e.g., Aripiprazole).
2. Chiral Ligands and Catalysts
Asymmetric Synthesis:
Serves as a bidentate chelating ligand in transition metal catalysis (e.g., Cu²⁺-catalyzed asymmetric Henry reaction).
Constructs chiral Salen ligands (for olefin epoxidation).
3. Peptidomimetic Construction
Peptidomimetic Drug Design:
Replaces proline to synthesize rigid peptide chains, enhancing target binding specificity (e.g., HIV protease inhibitors).
Develops α-helix stabilizers(for antitumor peptide drugs).
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Contact Information
Company Name: Ningxia Qiyan New Materials Co., Ltd
Address: Room C7, 14th Floor, Section B, Yinchuan International Trade Center, Xingqing District, Yinchuan City, Ningxia, China
Tel:0086-013909510736
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