9673. Triethylenethiophosphoramide

Nomenclature

CAS number: 52-24-4
1,1′,1″-Phosphinothioylidynetrisaziridine; tris(1-aziridinyl)phosphine sulfide; thiotepa; Tespamin (Sumitomo); Tifosyl (Astra).
C6H12N3PS; mol wt 189.22.
C 38.08%, H 6.39%, N 22.21%, P 16.37%, S 16.95%.

Description and references

Preparation: Kuh, Seeger, US 2670347 (1954 to Am. Cyanamid); Saijo, Endo, JP 55 218 (1955 to Semimoto Chem.). Toxicity data: Scherf et al., Arzneim.-Forsch. 20, 1467 (1970). Review of carcinogenicity studies: IARC Monographs 9, 85-94 (1975).

Chemical structure

Properties

Crystals from pentane or ether, mp 51.5°. Soly in water at 25°: 19 g/100 ml. Freely sol in alc; sol in benzene, ether, chloroform. LD50 i.v. in rats: 15 mg/kg (Scherf).

Caution

This substance is listed as a known human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-249.

Use

Insect sterilant.

Therapeutic Category

Antineoplastic.

Keywords

Antineoplastic; Alkylating Agents; Ethylenimines and Methylmelamines