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Accession:CHEBI:6076 term browser browse the term
Definition:An N-arylpiperazine that is cis-ketoconazole in which the imidazol-1-yl group is replaced by a 1,2,4-triazol-1-yl group and in which the actyl group attached to the piperazine moiety is replaced by a p-[(+-)1-sec-butyl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]phenyl group. A potent P-glycoprotein and CYP3A4 inhibitor, it is used as an antifungal drug for the treatment of various fungal infections, including aspergillosis, blastomycosis, candidiasis, chromoblastomycosis, coccidioidomycosis, cryptococcosis, histoplasmosis, and sporotrichosis.
Synonyms:exact_synonym: 2-(butan-2-yl)-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one
 related_synonym: Formula=C35H38Cl2N8O4;   InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3/t25?,31-,35-/m0/s1;   InChIKey=VHVPQPYKVGDNFY-ZPGVKDDISA-N;   Itrizole (TN);   Oriconazole;   SMILES=CCC(C)n1ncn(-c2ccc(cc2)N2CCN(CC2)c2ccc(OC[C@H]3CO[C@@](Cn4cncn4)(O3)c3ccc(Cl)cc3Cl)cc2)c1=O;   Sporanox (TN)
 xref: CAS:84625-61-6 "ChemIDplus";   CAS:84625-61-6 "KEGG DRUG";   DrugBank:DB01167;   KEGG:D00350
 xref_mesh: MESH:D017964
 xref: PMID:11219548 "Europe PMC";   PMID:11403818 "Europe PMC";   PMID:11422002 "Europe PMC";   PMID:15521894 "Europe PMC";   PMID:19025521 "Europe PMC";   PMID:20400651 "Europe PMC";   PMID:25326091 "Europe PMC";   Patent:EP6711;   Patent:US4267179;   VSDB:1853;   Wikipedia:Itraconazole

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itraconazole term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G ABCB4 ATP binding cassette subfamily B member 4 JBrowse link 9 93,171,371 93,262,124 RGD:6480464

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Path 1
Term Annotations click to browse term
  CHEBI ontology 829
    role 806
      biological role 806
        inhibitor 470
          enzyme inhibitor 273
            pathway inhibitor 17
              Hedgehog signaling pathway inhibitor 1
                itraconazole 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 829
    subatomic particle 813
      composite particle 813
        hadron 813
          baryon 813
            nucleon 813
              atomic nucleus 813
                atom 813
                  main group element atom 801
                    p-block element atom 798
                      carbon group element atom 769
                        carbon atom 765
                          organic molecular entity 765
                            organic molecule 682
                              organic cyclic compound 611
                                organic heterocyclic compound 325
                                  heteroarene 88
                                    monocyclic heteroarene 20
                                      azole 20
                                        triazoles 1
                                          triazole antifungal agent 1
                                            triazole antifungal drug 1
                                              itraconazole 1
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.