Thiotepa

Thiotepa
Clinical data
Trade names	Tepadina
Other names	N,N',N''(-triethylenethiophosphoramide, INN, Thiotepa, Tepadina, Tepylute
AHFS/Drugs.com	Monograph
MedlinePlus	a682821
License data	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); CA: ℞-only; UK: POM (Prescription only); US: ℞-only; EU: Rx-only;
Pharmacokinetic data
Metabolism	Liver (CYP2B6, CYP3A)
Metabolites	Phase 1: Tetraethylenepentamine (tepa) ; Phase 2: Thiotepa-mercapturate
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 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	51.5 °C (124.7 °F)
Solubility in water	0.19 g/mL (water, 25 °C) ; Freely soluble in alcohol, diethyl ether and chloroform mg/mL (20 °C)
	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 (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.