Thiotepa

Thiotepa
Clinical data
Trade names	Tepadina
AHFS/Drugs.com	Monograph
MedlinePlus	a682821
License data	EU EMA: by INN; US DailyMed: Thiotepa;
Pregnancy; category	AU: D;
Routes of; administration	Intravenous, intracavitary, intravesical
ATC code	L01AC01 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); UK: POM (Prescription only); US: WARNINGRx-only; EU: Rx-only;
Pharmacokinetic data
Metabolism	Liver (CYP2B6, CYP3A)
Elimination half-life	1.5–4.1 hours
Excretion	Kidney; 6 hours for thiotepa; 8 hours for TEPA
Identifiers
	IUPAC name 1,1′,1′′-Phosphorothioyltriaziridine;
CAS Number	52-24-4 ;
PubChem CID	5453;
IUPHAR/BPS	7622;
DrugBank	DB04572 ;
ChemSpider	5254 ;
UNII	905Z5W3GKH;
KEGG	D00583 ;
ChEMBL	ChEMBL671 ;
CompTox Dashboard (EPA)	DTXSID0021339 ;
ECHA InfoCard	100.000.124
Chemical and physical data
Formula	C6H12N3PS
Molar mass	189.22 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES S=P(N1CC1)(N2CC2)N3CC3;
	InChI InChI=1S/C6H12N3PS/c11-10(7-1-2-7,8-3-4-8)9-5-6-9/h1-6H2 ; Key:FOCVUCIESVLUNU-UHFFFAOYSA-N ;
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Thiotepa (INN), sold under the brand name Tepadina, is a medication used to treat cancer.

Thiotepa is an organophosphorus compound with the formula (C₂H₄N)₃PS. It is an analog of N,N′,N″-triethylenephosphoramide (TEPA), which contains tetrahedral phosphorus and is structurally akin to phosphate. It is manufactured by heating aziridine with thiophosphoryl chloride.

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