C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 413/04 (2006.01) A01N 43/54 (2006.01) A01N 43/647 (2006.01) A01N 43/707 (2006.01) A01N 43/74 (2006.01) A01N 43/76 (2006.01) A01N 43/78 (2006.01) C07D 233/00 (2006.01) C07D 239/54 (2006.01) C07D 249/00 (2006.01) C07D 263/00 (2006.01) C07D 403/04 (2006.01) C07D 413/00 (2006.01) C07D 417/04 (2006.01) C07F 9/6558 (2006.01)
Patent
CA 2312703
The invention relates to 3-(benzazol-4-yl)pyrimidine-dione-derivatives of formula (I) and the salts thereof, whereby X = O, S; R1 = H, NH2, C1-C6-alkyl, C1-C6-alkyl halide; R2 = H, halogen, C1-C6-alkyl, C1-C6-alkyl halide, C1-C6- alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl; R3 = H, halogen, C1-C6- alkyl; R4 = H, halogen; R5 = CN, halogen, C1-C6-alkyl, C1-C6-alkyl halide, C1- C6-alkoxyl, C1-C6-alkoxyl halide; =Y- = a group =N-N(R6)-, =C(ZR7)-N(R6)-, =C(ZR7)-O-, =C(ZR7)-S-; R6 = C1-C6-alkyl, C1-C4-alkyl halide, C3-C6- cycloalkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-alkyl-SO2, C1-C6-alkyl-CO, C1- C6-alkyl halide-CO, C1-C6-alkyl-CS, C1-C6-alkoxyl-CO, C1-C6-alkoxyl-CS or optionally substituted C1-C6-alkyl; Z = chemical bond, O, S, -S(O)-, -SO2-, - NH-, -N(R8)-; R7, R8 = C1-C6-alkyl, C1-C6-alkyl halide, hydroxy-C1-C4-alkyl, cyano-C1-C4-alkyl, C1-C4-alkoxyl-C1-C4-alkyl, C1-C4-alkoxyl halide-C1-C4- alkyl, C3-C4-alkenyloxyl-C1-C4-alkyl, C3-C4-alkynyloxyl-C1-C4-alkyl, C3-C8- cycloalkoxyl-C1-C4-alkyl, amino-C1-C4-alkyl, C1-C4-alkylamino-C1-C4-alkyl, di(C1-C4-alkyl)amino-C1-C4-alkyl, C1-C4-alkylthio-C1-C4-alkyl, C1-C4-alkylthio halide-C1-C4-alkyl, C3-C4-alkenylthio-C1-C4-alkyl, C3-C4-alkynylthio-C1-C4- alkyl, C1-C4-alkylsulfinyl-C1-C4-alkyl, C1-C4-alkylsulfinyl halide-C1-C4- alkyl, C3-C4-alkenylsulfinyl-C1-C4-alkyl, C3-C4-alkynylsulfinyl-C1-C4-alkyl, C3-C6-alkenyl, cyano-C3-C6-alkenyl, C3-C6-alkenyl halide, C3-C6-alkynyl, cyano- C3-C6-alkynyl, C3-C6-alkynyl halide, HO-CO-C1-C4-alkyl, (C1-C4-alkoxyl)CO-C1- C4-alkyl, (C1-C4-alkyl)CS-C1-C4-alkyl, H2N-CO-C1-C4-alkyl, C1-C4-alkyl-NHCO-C1- C4-alkyl, di(C1-C4-alkyl)NCO-C1-C4-alkyl, di(C1-C4-alkyl)phosphonyl-C1-C4- alkyl, optionally substituted C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, phenyl, phenyl-C1-C4-alkyl, 3- to 7-linked heterocyclyl or heterocyclyl-C1-C4- alkyl, whereby each heterocyclyl ring can contain a CO-ring link or CS-ring link, or provided that Z = chemical bond, R7 also H, OH, CN, SH, NH2, halogen, -CH(OH)-CH2-R9, -CH(halogen)-CH2-R9, -CH2-CH(halogen)-R9, -CH=CH-R9 or - CH=C(halogen)-R9, whereby R9 = COOH, (C1-C4-alkoxyl)carbonyl, (C1-C4- alkylthio)carbonyl, CONH2, C1-C4-alkyl-NHCO or di(C1-C4-alkyl)NCO, or R7 + R8 = an optionally substituted 1,3-propylene-, tetramethylene-, pentamethylene- or ethylene oxyethylene-chain.
L'invention concerne des dérivés 3-(benzazol-4-yle)dione de pyrimidine de la formule (I) et leurs sels. Dans cette formule, X = O, S; R?1¿ = H, NH¿2?, alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿6?; R?2¿ = H, halogène, alkyle C¿1?-C¿6?, halogénure d'alkyle, alkylthio C¿1?-C¿6?, alkylsulfinyle C¿1?-C¿6?, alkylsulfonyle C¿1?-C¿6?; R?3¿ = H, halogène, alkyle C¿1?-C¿6?; R?4¿ = H, halogène; R?5¿ = CN, halogène, alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿6?, alcoxy C¿1?-C¿6?, halogénure d'alcoxy C¿1?-C¿6?; =Y- = un groupe =N-N(R?6¿)-, =C(ZR?7¿)-N(R?6¿)-, =C(ZR?7¿)-O-, =C(ZR?7¿)-S-; R?6¿ = alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿4?, cycloalkyle C¿3?-C¿6?, alkényle C¿3?-C¿6?, alkinyle C¿3?-C¿6?, alkyle C¿1?-C¿6?-SO¿2?, alkyle C¿1?-C¿6?-CO, halogénure d'alkyle C¿1?-C¿6?-CO, alkyle C¿1?-C¿6?-CS, alcoxy C¿1?-C¿6?-CO, alcoxy C¿1?-C¿6?-CS ou alkyle C¿1?-C¿6? éventuellement substitué; Z = liaison chimique, O, S, -S(O)-, -SO¿2?-, -NH-, -N(R?8¿)-; R?7¿, R?8¿ = alkyle C¿1?-C¿6?, halogénure d'alkyle C¿1?-C¿6?, hydroxy-alkyle C¿1?-C¿4?, cyano-alkyle C¿1?-C¿4?, alcoxy C¿1?-C¿4?-alkyle C¿1?-C¿4?, halogénure d'alcoxy C¿1?-C¿4?-alkyle C¿1?-C¿4?, alkényloxy C¿3?-C¿4?-alkyle C¿1?-C¿4?, alkinyloxy C¿3?-C¿4?-alkyle C¿1?-C¿4?, cycloalkoxy C¿3?-C¿8?-alkyle C¿1?-C¿4?, amino-alkyle C¿1?-C¿4?, alkylamino C¿1?-C¿4?-alkyle C¿1?-C¿4?, di(alkyle C¿1?-C¿4?)amino-alkyle C¿1?-C¿4?, alkylthio C¿1?-C¿4?-alkyle C¿1?-C¿4?, halogénure d'alkylthio C¿1?-C¿4?, alkénylthio C¿3?-C¿4?-alkyle C¿1?-C¿4?, alkinylthio C¿3?-C¿4?-alkyle C¿1?-C¿4?, alkylsulfinyle C¿1?-C¿4?-alkyle C¿1?-C¿4?, halogénure d'alkylsulfinyle C¿1?-C¿4?-alkyle C¿1?-C¿4?-alkénylsulfinyle C¿3?-C¿4?-alkyle C¿1?-C¿4?, alkinylsulfinyle C¿3?-C¿4?-alkyle C¿1?-C¿4?, alkylsulfonyle C¿1?-C¿4?-alkyle C¿1?-C¿4?, halogénure d'alkylsulfonyle C¿1?-C¿4?-alkyle C¿1?-C¿4?, alkénylsulfonyle C¿3?-C¿4?-alkyle C¿1?-C¿4?, alkinylsulfonyle C¿3?-C¿4?-alkyle C¿1?-C¿4?, alkényle C¿3?-C¿6?, cyano-alkényle C¿3?-C¿6?, halogénure d'alkényle C¿3?-C¿6?, alkinyle C¿3?-C¿6?, cyano-alkinyle C¿3?-C¿6?, halogénure d'alkinyle C¿3?-C¿6?, HO-CO-alkyle C¿1?-C¿4?, (alcoxy C¿1?-C¿4?)CO-alkyle C¿1?-C¿4?, (alkyle C¿1?-C¿4?)CS-alkyle C¿1?-C¿4?, H¿2?N-CO-alkyle C¿1?-C¿4?, alkyle C¿1?-C¿4?-NHCO-alkyle C¿1?-C¿4?, di(alkyle C¿1?-C¿4?)NCO-alkyle C¿1?-C¿4?, di(alkyle C¿1?-C¿4?)phosphonyle-alkyle C¿1?-C¿4?, cycloalkyle C¿3?-C¿8? éventuellement substitué, cycloalkyle C¿3?-C¿8?-alkyle C¿1?-C¿4?, phényle, phényle-alkyle C¿1?-C¿4?, hétérocyclyle ayant entre 3 et 7 chaînons ou hétérocyclyle-alkyle C¿1?-C¿4?, chaque composé hétérocyclyle pouvant contenir un chaînon cyclique CS, ou si Z = liaison chimique, R?7¿ désigne également H, OH, CN, SH, NH¿2?, halogène, -CH(OH)-CH¿2?-R?9¿, -CH(halogène)-R?9¿, R?9¿ = COOH, (alcoxy C¿1?-C¿4?)carbonyle, (alkylthio C¿1?-C¿4?)carbonyle, CONH¿2?, alkyle C¿1?-C¿4?-NHCO ou di(alkyle C¿1?-C¿4?)NCO, ou R?7¿ + R?8¿ = chaîne de 1,3-propylène-tétraméthylène, de pentaméthylène ou d'oxyéthylène d'éthylène, éventuellement substituée.
Hamprecht Gerhard
Heistracher Elisabeth
Menges Markus
Menke Olaf
Otten Martina
Basf Aktiengesellschaft
Robic
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