
2-Piperazinecarboxylic Acid Dihydrochloride
White crystalline powder
- Commodity name: 2-Piperazinecarboxylic Acid Dihydrochloride
Keywords:
I. Basic Chemical Information
English Name:Piperazine-2-carboxylic acid dihydrochloride
CAS Number:54452-29-0
Molecular Formula:C₅H₁₂Cl₂N₂O₂ (Note: C₅H₁₀N₂O₂·2HCl)
Molecular Weight:209.07 g/mol
Structural Features:
Core Structure:Piperazine ring (6-membered heterocycle with two nitrogen atoms)
Functional Groups:
Carboxyl group (─COOH) at 2-position
Piperazine ring protonated as dihydrochloride salt (─NH₂⁺·Cl⁻)
Chirality:Chiral center at C₂ (optical purity must be monitored)
II. Physicochemical Properties
Appearance:White crystalline powder
Melting Point:>300°C (decomposition)
Solubility:
Very freely soluble in water (>500 mg/mL)
Slightly soluble in methanol/ethanol
Insoluble in acetone/diethyl ether
pH:1.0-2.0 (1% aqueous solution)
Specific Optical Rotation:[α]²⁵D = +18° to +22° (c=1 in H₂O)
Stability:Highly hygroscopic – strict moisture protection required
III. Core Application Areas
1. Pharmaceutical Synthesis
Injectable Antibiotic Intermediate:
Water-soluble precursor for Levofloxacin synthesis
Active hydrochloride fragment for Moxifloxacin preparation
CNS Drug Modification:
Chiral piperazine module for antidepressants(e.g., Sertraline)
Synthesis of dopamine D3 receptor antagonists (novel anti-Parkinson's drugs)
2. Solid-Phase Peptide Synthesis
Fmoc-Protected Derivatives:
Incorporated as rigid amino acid analogs into peptide chains (enhances protease resistance)
Constructs biomimetic domains for HIV-1 protease inhibitors
3. Diagnostic Reagents
MRI Contrast Agent Chelator:
Forms stable complexes with gadolinium(III) (Gd³⁺) for tumor-targeted imaging enhancement
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