Structure via PubChem · Public domain (PubChem)
piperazine
Sign in to saveAlso known as Piperazidine, Diethylenediamine, Vermizine (tn), Piperazin, Hexahydropyrazine, 1,4-Diazinane
Piperazine () is an organic compound with the formula . In terms of its structure, it can be described as cyclohexane with the 1- and 4-CH2 groups replaced by NH. Piperazine exists as a deliquescent solid with a saline taste. Piperazine is freely soluble in water and ethylene glycol, but poorly soluble in diethyl ether. Piperazine is commonly available industrially as the hexahydrate, , which melts at 44 °C and boils at 125–130 °C.
In the Vinony graph
Vinony's link graph records 2,061 inbound references to piperazine, and connects out to acid dissociation constant, quinoline and anthelmintic.
It sits within the topics Anthelmintics, Chembox image size set and Diamines.
Vinony links it to 37 Wikipedia language editions.
Chemical data
- Formula
- C4H10N2
- Molecular weight
- 86.14 g/mol
- IUPAC name
- piperazine
- SMILES
- C1CNCCN1
- InChIKey
- GLUUGHFHXGJENI-UHFFFAOYSA-N
- XLogP
- -1.5
- Polar surface area
- 24.1 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Indications
- Helminthiasis
via ChEMBL · EBI
Research
98,399 papers- Morpholine, Piperazine, and Piperidine Derivatives as Antidiabetic Agents.Molecules (Basel, Switzerland) · 2024
- Piperazine-based P2X4 receptor antagonists.Archiv der Pharmazie · 2025
- Synthetic Protocols, Structural Activity Relationship, and Biological Activity of Piperazine and its Derivatives.Medicinal chemistry (Shariqah (United Arab Emirates)) · 2024
- Novel Piperazine Derivatives of Vindoline as Anticancer Agents.International journal of molecular sciences · 2024
- Recent advances in the synthesis of piperazine based ligands and metal complexes and their applications.Dalton transactions (Cambridge, England : 2003) · 2021
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 86.084
- Has use
- medication
Show 5 more facts
- canonical SMILES
- C1CNCCN1
- chemical formula
- C₄H₁₀N₂
- Commons category
- Piperazine
- defined daily dose
- 3.5
- melting point
- 110
Sources (3)
via Wikidata · CC0
~5 min read
Encyclopedic overview
11 sectionsContents
- Origin and naming
- Synthesis and structure
- Reactions
- Uses
- As an anthelmintic
- Piperazine derivatives as drugs
- Other uses
- Safety
- See also
- References
- External links
Piperazine () is an organic compound with the formula . In terms of its structure, it can be described as cyclohexane with the 1- and 4-CH2 groups replaced by NH. Piperazine exists as a deliquescent solid with a saline taste. Piperazine is freely soluble in water and ethylene glycol, but poorly soluble in diethyl ether. Piperazine is commonly available industrially as the hexahydrate, , which melts at 44 °C and boils at 125–130 °C.
Substituted derivatives of piperazine are a broad class of chemical compounds. Many piperazines have useful pharmacological properties, with prominent examples including sildenafil, ciprofloxacin, and ziprasidone.
Excerpted from Wikipedia’s “piperazine” article, available under the CC BY-SA 4.0 licence.