Topic summary

Thiotepa

Thiotepa
Clinical dataTrade namesTepadinaOther namesN,N',N''(-triethylenethiophosphoramide, INN, Thiotepa, Tepadina, TepyluteAHFS/Drugs.comMonographMedlinePlusa682821License dataPregnancy
category
  • AU: D
Routes of
administration
Intravenous, , intravesicalATC codeLegal statusLegal status
Pharmacokinetic dataMetabolismLiver (CYP2B6, CYP3A)MetabolitesPhase 1: Tetraethylenepentamine (tepa)
Phase 2: Thiotepa-mercapturateElimination half-life1.5–4.1 hoursExcretionKidney
6 hours for thiotepa
8 hours for TEPAIdentifiers
  • 1,1′,1″-Phosphorothioyltriaziridine
CAS NumberPubChemCIDIUPHAR/BPSDrugBankChemSpiderUNIIKEGGChEMBLCompTox Dashboard(EPA)ECHA InfoCard100.000.124Chemical and physical dataFormulaC6H12N3PSMolar mass189.22 g·mol3D model (JSmol)Melting point51.5 °C (124.7 °F)Solubility in water0.19 g/mL (water, 25 °C)
Freely soluble in alcohol, diethyl ether and chloroform mg/mL (20 °C)
  • S=P(N1CC1)(N2CC2)N3CC3
  • InChI=1S/C6H12N3PS/c11-10(7-1-2-7,8-3-4-8)9-5-6-9/h1-6H2
  • Key:FOCVUCIESVLUNU-UHFFFAOYSA-N
(verify)

Thiotepa (N,N',N''(-triethylenethiophosphoramide, INN), sold under the brand name Tepadina among others, is an anti-cancer medication.

Thiotepa is an organophosphorus compound with the formula (C2H4N)3PS.