API reference

Thiotepa

CAS number
52-24-4
Molecular formula
C6H12N3PS
Molecular weight
189.22 g/mol
Thiotepa — 2D structure
2D structure (PubChem)

About this molecule

Thiotepa is a polyfunctional, organophosphorus alkylating agent and a stable derivative of N,N',N''-triethylenephosphoramide (TEPA), with antineoplastic activity. Upon administration, thiotepa is converted into highly reactive ethylenimine groups, which covalently bind to nucleophilic groups in DNA and demonstrate a preference for the N7 position of guanine bases. This induces crosslinking of alkylated guanine bases in double-stranded DNA, interferes with both DNA replication and cell division, and results in both the induction of apoptosis and the inhibition of cell growth.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
tris(aziridin-1-yl)-sulfanylidene-lambda5-phosphane
InChIKey
FOCVUCIESVLUNU-UHFFFAOYSA-N
SMILES
C1CN1P(=S)(N2CC2)N3CC3
Other CAS numbers recorded
1631739-26-8
PubChem CID
5453

Also known as

thiotepa · THIO-TEPA · Triethylenethiophosphoramide · Thiophosphamide · Thioplex · Tespamin · Tespamine · Tifosyl

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