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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

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Accession:CHEBI:28568 term browser browse the term
Definition:An azacycloalkane that consists of a six-membered ring containing two nitrogen atoms at opposite positions.
Synonyms:related_synonym: 1,4-diazacyclohexane;   1,4-diethylenediamine;   1,4-piperazine;   Diethylenediamine;   Formula=C4H10N2;   InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2;   InChIKey=GLUUGHFHXGJENI-UHFFFAOYSA-N;   Piperazin;   SMILES=C1CNCCN1;   Vermizine (TN);   hexahydro-1,4-diazine
 alt_id: CHEBI:26143;   CHEBI:8235
 xref: Beilstein:102555;   CAS:110-85-0;   CAS:142-88-1;   Chemspider:13835459;   DrugBank:DB00592;   Drug_Central:2188;   FooDB:FDB012189;   Gmelin:25695;   HMDB:HMDB0014730;   KEGG:C07973;   KEGG:D00807;   KEGG:D02145
 xref_mesh: MESH:C034930
 xref: MetaCyc:PIPERAZINE;   PDBeChem:PZE;   PMID:15017096;   PMID:16987490;   PMID:24201896;   PMID:28842264;   PMID:29438107;   PMID:32912125;   PMID:33336346;   PMID:33751807;   PMID:9265850;   Pesticides:piperazine;   Reaxys:102555;   VSDB:1781;   Wikipedia:Piperazine
 cyclic_relationship: is_conjugate_base_of CHEBI:136874

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piperazine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Il2 interleukin 2 decreases expression ISO piperazine analog results in decreased expression of IL2 mRNA CTD PMID:11859000 NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
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  CHEBI ontology 19821
    role 19769
      application 19481
        pharmaceutical 19329
          drug 19329
            antiinfective agent 14113
              antiparasitic agent 9267
                anthelminthic drug 4952
                  piperazine 1
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  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic molecule 19569
                              organic cyclic compound 19360
                                organic heterocyclic compound 18591
                                  organic heteromonocyclic compound 17084
                                    piperazines 3310
                                      piperazine 1
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