SK&F 82526 is a potent renal vasodilator in dogs, monkeys, and hypertensive rats. It is orally active and has a specificity for the renal vasculature greater than dopamine. Its activity is owing, at least in part, to stimulation of renal dopamine receptors and has no effect on a-or p-adrenergic receptors. This compound should be valuable in further examining the importance of renal blood flow in essential hypertension.
AIay 19tis573 trituration with ice water yielded 3.4 g of 2-phienyl-4-chloro-6,s-diaminopyrimido [5,4-d] pyrimidine. This (2.9 g) was treated with liquid NH3 (25 ml) in a bomb a t 150' for 6 hr. The solid residue was washed (H20, EtOH). It was recrystallized from l>MF-lIeOH yielding 0.8 g (317,) of crystals: mp 354-336" dec: Rr 0.69 (system 1); A: : ? HCooH 248 mp (log e 4.44), 294 (4.27), 336 (sh) (3.83), 334 (sh) (3.72). Anal. (CI2HnK7. O..iHsO) C , H, S . 2-Phenyl-4-piper idino-6,s-diaminopyrimido [5,4-d] pyrimidine. p j rimidine (1 .O g) and piperidine (60 ml) were refluxed 16 hr. The mixture was filtered and the filtrate was concentrated to dryness in vacuo.The residue was dissolved in hot aqueous AcOH, decolorized, and filtered, and then the solution n-as made basic with concentrated SH40H. The pale yellow solid was collected (0.4 g) and recrystallized from h2eOH-Hz0 to give a solid, mp 215', h'r 0.55 (system 2 ) . .Inal. (CliHlgKi) H ; C : calcd, 63.33; found, 64.00.Methyl 5-Amino-2,6-dihydroxypyrimidine-4-carboxylate.-Methyl 2,6-dihydroxy-5-nitropyrimidine-4-carboxylate (5.0 g, 0.027 mole) \vas added to a solution of 12.1 g 10.07 mole) of sodium dithionate a t 10" and then stirred a t room temperature for 15 min. A solid precipitated which was washed with hot LlcOH (2.85 g, 66%) and recrystallized twice from DMF to give pale yellow crystals, mp 254-255' dec. A n d . (CsHiN304)
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