178. AET

Nomenclature

CAS number: 56-10-0
Carbamimidothioic acid 2-aminoethyl ester dihydrobromide; 2-(2-aminoethyl)-2-thiopseudourea dihydrobromide; S-(2-aminoethyl)isothiuronium bromide hydrobromide; β-aminoethylisothiuronium bromide hydrobromide; Antiradon.
C3H11Br2N3S; mol wt 281.01.
C 12.82%, H 3.95%, Br 56.87%, N 14.95%, S 11.41%.

Description and references

Prepd by refluxing thiourea with 2-bromoethylamine HBr in isopropanol: Clinton et al., J. Am. Chem. Soc. 70, 950 (1948); Funahashi, Miyano, J. Agric. Chem. Soc. Jpn. 27, 775 (1953), C.A. 49, 15737b (1955); Doherty et al., J. Am. Chem. Soc. 79, 5667 (1957). Toxicity study: J. Pospisil et al., Cas. Lek. Cesk. 105, 1165 (1966), C.A. 67, 72261s (1967).

Chemical structure

Properties

Crystals from abs ethanol + ethyl acetate, mp 194-195°. Hygroscopic, cakes together, and is converted in significant amounts of 2-aminothiazoline, a transformation that can be detected by a drop in melting point by as much as 30°. The animal organism appears to convert it to 2-mercaptoethylguanidine hydrobromide. LD50 in mice (mg/kg): 100 i.v., 280 s.c., 480 i.p., 1600 orally (Pospisil).

Therapeutic Category

Radioprotective agent.