In the title compound, C(13)H(16)N(6)O·H(2)O, the mean planes of the benzene and 1,2,4-triazole rings form a dihedral angle of 54.80 (5)°. The N atom of the amino group adopts a trigonal-pyramidal configuration. Conjugation in the amidine N=C-N fragment results in sufficient shortening of the formal single bond. In the crystal, inter-molecular N-H⋯O and O-H⋯N hydrogen bonds link mol-ecules into...

N-Hydroxylated amidines (amidoximes) can be used as prodrugs of amidines. The prodrug principle was developed in our laboratory for pentamidine and had been applied to several other drug candidates. One of these compounds is melagatran, a novel, synthetic, low molecular weight, direct thrombin inhibitor. To increase the poor oral bioavailability due to its strong basic amidine functionality sel...

The title compound, C(21)H(19)BrN(2)O(2), is an amidine containing electron-donating meth-oxy groups and a bulky Br atom on the benzene rings. The solid-state structure reveals a non-centrosymmetric mol-ecule, with an E configuration around the C=N double bond. The C-N bonds show distinct amine [1.3689 (19) Å] and imine [1.285 (2) Å] characteristics. In the crystal, symmetry-related mol-ecules ...

Gaffkya homari, a micrococcus isolated from septicemic lobsters, has an obligate purine requirement (Aaronson, 1956). Further study shows this requirement to be satisfied by several natural purines as well as by several purine analogues. This broad response suggested that G. homari might be useful for studying purine biosynthesis. We wished especially to know whether G. homari utilized 4-amino-...

The pharmacokinetics of [C]viramidine, a prodrug of ribavirin, were studied in rats (30 mg/kg of body weight) and monkeys (10 mg/kg) following intravenous (i.v.) and oral administration. The levels of oral absorption and bioavailabilities were 61.7 and 9.91%, respectively, in rats and 43.9 and 13.6%, respectively, in monkeys. Following i.v. administration, the elimination half-lives were 2.7 h ...

Recent theoretical studies have suggested that the parent diazeniumdiolate ion, H2N-N(O)═NO(-) ("diazeniumdiolated ammonia"), might be stable enough to be isolated and that it could potentially serve as a uniquely advantageous prodrug form of bioactive nitroxyl (HNO). Here, we report on an attempt to isolate its O(2)-benzylated derivative by aminolysis of the C═N bond in PhC(NH2)═N-N(O)═NOBn. T...