C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 487/04 (2006.01) A61K 31/505 (2006.01) A61K 31/535 (2006.01) C07D 471/14 (2006.01) C07D 487/14 (2006.01) C07D 495/14 (2006.01)
Patent
CA 2061629
5-(SUBSTITUTED AMINO)-1, 2, 4-TRIAZOLO[1,5-a]PYRIMIDINE DERIVATIVES A b s t r a c t The invention relates to new 5-(substituted amino)- -1,2,4-triazolo[1,5-3]pyrimidine derivatives and a process for the preparation thereof. The invention also relates to pharmaceutical compositions comprising the said compounds and to the use thereof for the treatment of diseases. The 5-(substituted amino)-1,2,4-triazolo[1,5-a]- pyrimidines according to the invention correspond to the general Formula (I), Image (I) wherein Q represents hydrogen or a 6-membered heterocyclic group containing one or more nitrogen and/or oxygen atom(s) optionally carrying a C1-4 alkyl substituent, or a group of the Formula S(O)pR3, wherein p stands for 0, 1 or 2, and R3 denotes straight or branched chained C1-8 alkyl, C2-6 alkenyl or phenyl-(C1-4 alkyl), which latter may optionally carry one or more halogen or nitro substituent(s), or phenyl optionally substituted by one or more nitro or trifluoromethyl; - 2 - or a group of the Formula NR4R5, wherein R4 and R5 each represent hydrogen, straight or branched C1-12 alkyl, C2-6 alkenyl, phenyl-(C1-4 alkyl) or di-(C1-4 alkyl)-amino-(C1-6 alkyl); R1 and R2 each represent hydrogen or straight or branched chained C1-4 alkyl, or R1 and R2 together form a group of the Formula (CH2)n-Y-(CH2)m, wherein Y stands for a CH2 group, a sulfur atom or a group of the Formula NR6, wherein R6 denotes phenyl-(C1-4 alkyl), n and m each represent 0, 1, 2, 3, 4 or 5; Z stands for a group of the Formula NR7R8, wherein R7 and R8 each represent hydrogen, C2-6 alkenyl, C3-8 cycloalkyl, adamantyl or phenyl-(C1-4 alkyl), which latter may optionally carry one or more substituent(s) selected from the group consisting of halogen, hydroxy, C1-4 alkyl, C1-4 alkoxy, amino and nitro; (C1-4 alkyl)-amino-(C1-6 alkyl), di-(C1-4 alkyl)-amino-(C1-6 alkyl) or C1-6 alkyl, which latter may optionally be substituted by a hydroxy, amino, carboxy, morpholinocarbonyl, [4-(2-hydroxy- ethyl)-piperazin-1-yl]-carbonyl, (C1-4 alkoxy)-car- bonyl or a 5- or 6-membered saturated or unsaturated heterocyclic group containing one or more nitrogen and/or oxygen atom(s) and being optionally condensed with a benzene ring; or R7 and R8 together form a group of the Formula (CH2)j-W-(CH2)k , wherein j and k each represent 1, - 3 - 2 or 3, and W stands for oxygen or a CH2 or CHOH group or a group of the Formula NR10, wherein R10 denotes hydrogen, C1-4 alkoxycarbonyl or C1-4 alkyl, which latter may optionally carry a substituent selected from the group consisting of hydroxy or phenyl; or a group of the Formula SR9, wherein R9 stands for C1-4 alkyl substituted by a (C1-4 alkoxy)-carbonyl group, with the proviso that if Q represents hydrogen or a group of the Formula S(O)pR3, R1 and R2 are other than hydrogen or C1-4 alkyl, and possess valuable positive inotropic and antianginal effects which are complemented by acute antiinflammatory, ulcus and gastric acid secretion inhibiting, furthermore by weaker tranquillant, spasmolytic and analgesic properties.
Berecz Gabor
Csorgo Margit
Fekete Marton
Gigler Gabor
Gorgenyi Frigyes
Egis Gyogyszergyar Rt.
Fetherstonhaugh & Co.
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