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2-Piperazinecarboxylic Acid Dihydrochloride

White crystalline powder

  • Commodity name: 2-Piperazinecarboxylic Acid Dihydrochloride

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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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