Reference

Preparing 2,4-diamino-6-imidazo[1,2-a]pyridyl-1,3,5-triazine derivatives as cardiotonic agents

Preparing 2,4-diamino-6-imidazo[1,2-a]pyridyl-1,3,5-triazine derivatives as cardiotonic agents. Kasztreiner, Endre; Kosary, Judit; Rabloczky, Gyorgy; Juhasz-Nagy, Sandor; Kuhar Kurthy, Maria; Kekesi, Violetta; Wellmann, Janos; Kincsesy, Judit; Elekes, Istvan; et al. (Gyogyszerkutato Intezet, Hung.). Hung. Teljes HU 43066 A2 28 Sep 1987, 26 pp. (Hungary) CODEN: HUXXBU. CLASS: ICM: C07D471-04. ICS: C07D251-18; A61K031-33. APPLICATION: HU 85-4525 27 Nov 1985. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Section cross-reference(s): 1 The title compds. I (R1 = H, halo; R2 = H, C1-4 alkyl, C2-4 alkanoyl, benzyl, PhOCH2CH2; R3 = H, C1-4 alkyl; NR2R3 = piperazino, 4-methylpiperazino, 4-ethoxycarbonylpiperazino, morpholino; R4 = H, C2-4 alkanoyl; A = bond, CH2, CH2CH2, CH:CH) and I salts are prepd. by 4 methods.Some commonly used reagents like 6188-43-8 is used in this experiment. I (R2 = R3 = R4 = H, A 1 CH:CH) are prepd. by reacting II with H2NC(:NH)NHCN. I (R2 1 alkanoyl, R4 = H, A 1 CH:CH) are prepd. by reacting III (R5 = C1-4 alkyl) with the biguanide R2R3NC(:NH)NHC(:NH)NH2×mHCL (m = 1, 2) in the presence of m + 1 mol base. I (R2 1 alkanoyl, R4 = H, A = CH:CH) are prepd. by reacting the aldehyde IV with the triazine deriv. V. I (R2 and/or R4 = alkanoyl) are prepd. by acylation of I, using an alkanoic acid or its reactive deriv. A mixt. of II (R3 = H, A = bond, ACN in position 3), H2NC(:NH)NHCN and iso-PrOH was treated with a soln. of KOH in iso-PrOH, followed by refluxing for 16 h, to give I (R1 = R2 = R3 = R4 = H, A = bond in position 3) (VI). VI (5 mg/kg, i.v.) had a stronger pos. inotropic effect on the cat than the std. isoproterenol. .