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Substance Name: Posaconazole hydrate
RN: 1202896-73-8
InChIKey: TUNUVJALSUOKOC-ZMTDJPQXSA-N

Note

  • NCI: A broad-spectrum, second generation, triazole compound with antifungal activity. Posaconazole strongly inhibits 14-alpha demethylase, a cytochrome P450-dependent enzyme. Inhibition of 14-alpha-demethylase prevents the conversion of lanosterol to ergosterol, an important component of the fungal cell wall. Inhibition of ergosterol synthesis changes the fungal cell membrane composition and integrity, alters membrane permeability and eventually leads to fungal cell lysis. Compared to other azole antifungals, posaconazole is a significantly more potent inhibitor of sterol 14-alpha demethylase. Check for active clinical trials using this agent. (NCI Thesaurus)

Molecular Formula

  • C37-H42-F2-N8-O4.xH2-O

Molecular Weight

  • 718.8016
 

Classification Codes

  • 14-alpha Demethylase Inhibitors
  • Antifungal Agents
  • Trypanocidal Agents
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Names and Synonyms

Name of Substance

  • Posaconazole hydrate

Systematic Name

  • D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-((4-(4-(4-(1-((1S,2S)-1-ethyl-2-hydroxypropyl)-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl)phenyl)-1-piperazinyl)phenoxy)methyl)-1-(1H-1,2,4-triazol-1-yl)-, hydrate (1:?)

Registry Numbers

CAS Registry Number

  • 1202896-73-8

System Generated Number

  • 1202896738

Structure Descriptors

InChI

1S/C37H42F2N8O4.H2O/c1-3-35(26(2)48)47-36(49)46(25-42-47)31-7-5-29(6-8-31)43-14-16-44(17-15-43)30-9-11-32(12-10-30)50-20-27-19-37(51-21-27,22-45-24-40-23-41-45)33-13-4-28(38)18-34(33)39;/h4-13,18,23-27,35,48H,3,14-17,19-22H2,1-2H3;1H2/t26-,27?,35-,37-;/m0./s1

InChIKey

TUNUVJALSUOKOC-ZMTDJPQXSA-N

Smiles

O.CC[C@@H]([C@H](C)O)N1N=CN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(OCC5CO[C@](Cn6cncn6)(C5)c7ccc(F)cc7F)cc4