Patent DE-19909785-A1 (DE)
Title: New 1-heterocyclyl-5-carbonylaminomethyl-isoxazoline and 1-heterocyclyl-5-thionocarbonylaminomethyl-isoxazoline derivatives useful as antibacterial agents in human and veterinary medicine
Inventor: WILD HANNO
IPC: C07D413/04
Filed: 1999-03-05
Abstract: 1-Heterocyclyl-5-(thiono)carbonylaminomethyl-isoxazoline derivatives (I) are new. 1-Heterocyclyl-5-(thiono)carbonylaminomethyl-isoxazoline derivatives of formula (I) and their tautomers and salts are new.   Z' = O or S; R<3> = H, alkoxy, benzyloxy, CF3, cycloalkyl (optionally substituted by halo or aryl), aryl or saturated or aromatic heterocyclyl (each optionally mono- or disubstituted by halo, CN, NO2, OH or phenyl), alkyl (optionally substituted by phenoxy, benzyloxy, COOH, halo, alkoxycarbonyl, acyl or heterocyclyl), or optionally mono- or disubstituted amino; A  = group of formula (a) - (h); G<1>, L<1>, M<1>  = H, COOH, halo, CN, CHO, CF3, NO2, alkyl, or optionally mono- or disubstituted aminocarbonyl; R<7>  = H, cycloalkylcarbonyl, cycloalkyl, alkoxycarbonyl, alkyl or alkenyl optionally substituted by one of 15 groups selected from pyrrolidin-3-yl, 5-nitro-pyrid-2-yl, pyrid-2-yl, pyrid-4-yl, piperidin-4-yl, 1-benzyl-piperidin-4-yl, 1-benzyl-pyrrolidin-3-yl, COCl3 (sic), acyl optionally substituted with 4 groups, optionally mono- or disubstituted amino or aminocarbonyl, optionally substituted sulfonylamino or aminosulfonyl, or (alkyl, benzyl, phenyl or tolyl)-S(O)f;  f  = 0-2;  D<1>, E<1>  = O or S; or  E<1>  = substituted imino when R<7> is not H;  R<31>, R<3>1', R<3>1''  = H or halo;  D<2>, D2', D2'' = N, or C optionally substituted by groups; E<2>, E2' and E2''  = N or C optionally substituted by 11 groups; L<2>, L2' and L2''  = N or C optionally substituted by 8 groups; Q<2>  = O, S, SO2, SO, CO, or C optionally mono- or disubstituted by halo;  T<2>  = C optionally mono- or disubstituted by 5 groups, CO, CS or optionally substituted methylidene or imino;  V<2>  = O, S, SO, or SO2;  W<2>  = O, S, CO, CS, SO, SO2, optionally substituted amino, or C optionally mono- or disubstituted by halo, alkyl or benzyl or monosubstituted with alkoxy, acyloxy or benzyloxy;  Y<2>  = CO or C optionally mono- or disubstituted by halo, alkyl or benzyl or monosubstituted with alkoxy, acyloxy or benzyloxy; or  W<2> + Y<2> = -CH=CH-; R<71>  = H, halo, or alkyl;  E<3>  = H or halo;  A<3> + D<3> = C(R<72>)(R<73>)L<3>C(R<74>)(R<75>) or C(R<76>)(R<77>)L3'C(R<78>)(R<79>)C(R<80>)(R<81>); L<3>, L3' = O, NH, or N substituted by COOH, cycloalkyl, alkoxycarbonyl or optionally substituted acyl; D<4>, D4' and D4'' = H, COOH, halo, CN, CHO, CF3, NO2, or alkoxy, alkoxycarbonyl, alkylthio, acyl or alkyl; E<4>, E4' = CH2, O, S, SO, or SO2; L<4> = O, S, or optionally substituted imino; R<87> - R<90>, R<92> - R<95> = H, or alkyl or alkenyl each optionally substituted by aryl or heteroaryl; or R<87> + R<88>, R<89> + R<90>, R<92> + R<93>, R<94> + R<95> = =O, =CH2  or aryl-substituted or heteroaryl-substituted methylidene; R<91>, R<96>, R<97> = H, alkyl, alkoxycarbonyl, or arylcarbonyl, heteroarylcarbonyl or alkylcarbonyl (each optionally substituted). The full definitions are given in the DEFINITIONS (Full Definitions) Field.