7886. Protheobromine

Nomenclature

CAS number: 50-39-5
3,7-Dihydro-1-(2-hydroxypropyl)-3,7-dimethyl-1H-purine-2,6-dione; 1-(2-hydroxypropyl)theobromine; Tebe (Simes); Bonicor (Farmetrusca).
C10H14N4O3; mol wt 238.24.
C 50.41%, H 5.92%, N 23.52%, O 20.15%.

Description and references

Prepn: Rojahn, Fegler, Arch. Pharm. 268, 570 (1930); GB 816299 (1959 to Chemiewerk Homburg), cf. DE 1067025. Improved procedure: Carstens, Donat, DD 26757 (1964). Pharmacology: Giertz et al., Arzneim.-Forsch. 6, 457 (1956). Toxicity study: R. Taugner et al., Arzneim.-Forsch. 6, 601 (1956).

Chemical structure

Properties

Crystals from isopropanol, mp 140-142°. Freely sol in water at neutral or slightly acid pH. Sol in chloroform, hot ethanol, warm glycerol. Practically insol in ether. LD50 s.c. in mice: 580 mg/kg (Taugner).

Therapeutic Category

Diuretic.

Keywords

Diuretic; Purines