9599. Triamterene

Nomenclature

CAS number: 396-01-0
6-Phenyl-2,4,7-pteridinetriamine; 2,4,7-triamino-6-phenylpteridine; 6-phenyl-2,4,7-triaminopteridine; ademin(e); pterofen; pterophene; NSC-77625; SKF-8542; Dyren (Sejin); Dyrenium (SKB); Dytac (Bridge); Jatropur (Procter & Gamble); Teriam (Roussel Diamant); Triteren (Sumitomo); Urocaudal (Jorba).
C12H11N7; mol wt 253.26.
C 56.91%, H 4.38%, N 38.71%.

Description and references

Prepn: Spickett, Timmis, J. Chem. Soc. 1954, 2887; Pachter, J. Org. Chem. 28, 1191 (1963); Weinstock, Wiebelhaus, US 3081230 (1963 to SK & F); Osdene et al., J. Med. Chem. 10, 431 (1967). Review: Ther. Triamteren Wien. Symp. 1966, K. Fellinger, Ed. (Georg Thieme, Vienna, 1967). Comprehensive description: V. K. Kapoor, Anal. Profiles Drug Subs. Excip. 23, 571-605 (1994).

Chemical structure

Properties

Yellow plates from butanol, mp 316° (Spickett, Timmis); also reported as crystals from DMF, mp 327° (Osdene et al.). pKa 6.2. Practically insol in ether. Sol in formic acid. Slight sol in water (1 in 1000), ethanol (1 in 3000), chloroform (1 in 4000). uv max (4.5% formic acid): 356 nm (ε 21000).

Therapeutic Category

Diuretic.

Keywords

Diuretic