Patent IL-125710-A (IL)
Title: Arylglycinamide derivatives, their preparation and pharmaceutical compositions containing them
IPC: C07D213/74
Filed: 1997-03-03
Abstract: Arylglcinamide derivatives of the formula or the pharmaceutically acceptable salts thereof, wherein Ar denotes unsubstituted or mono- or penta-substituted phenyl, or unsubstituted or mono-or disubstituted naphthyl [wherein the substituents of the phenyl and napthyl independently of one another denote halogen (F, Cl, Br, I), (C1-4) alkyl, O-(C1-4) alkyl, CF3, OCF3 or NR12 R13 (wherein R12 and R13 independently of one another denote H, methyl or acetyl)] or Ar is phenyl substituted by -O-CH2-O- or -O-(CH2)2-O-; R1 and R2 together with the N to which they are bound denote a ring of the formula or wherein r, s and t are 2 or 3; R6 denotes H, (C1-5) alkyl, (C3-5) alkenyl, propynyl, hydroxy (C2-4) alkyl, methoxy (C2-4) alkyl, di (C1-3) alkylamino (C2-4) alkyl, amino (C2-4) alkyl, amino, di (C1-3) alkylamino, monofluoro- to perfluoro (C1-2) alkyl, N-methylpiperidinyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl or the group -CH2-C(O) NR14R15, wherein R14 is H or (C1-4) alkyl and R15 is H, (C1-4) alkyl, (C3-6) cycloalkyl, hydroxy (C2-4) alkyl, alkoxy (C2-3) alkyl, phenyl (C1-4) alkyl, or R14 and R15 together with the N to which they are bound form a ring (1-pyrrolidinyl, piperidino, morpholino or 1-methylpiperazin-4-yl); R7 has one of the definitions: (a) hydroxy (b) 4-piperidinopiperidyl, (c) 2715 ו' בתשרי התשס" ג - September 12, 2002 wherein R16 and R17 independently of one another denote H, (C1-4) alkyl, (C3-6) cycloalkyl, hydroxy (C2-4) alkyl, (C1-3) alkoxy (C2-4) alkyl, phenyl (C1-4) alkyl or di (C1-3) alkylamino (C2-4) alkyl, or if R16 is H or (C1-4) alkyl, R17 may also be -CH2C(O)NR18 R19, wherein R18 and R19 are defined as R14 and R15 hereinbefore; (d) wherein R20 denotes H, (C1-4) alkyl, (C4-6) cycloalkyl or -CH2C (O)NR21R22, wherein R21 and R22 are defined as R14 and R15 hereinbefore; R8 is H; R9 and R10 independently of each other denote (C1-4) alkyl; R11 denotes H, (C1-5) alkyl, (C3-5) alkenyl, propynyl, hydroxy (C2-4) alkyl, methoxy (C2-3) alkyl, di (C1-3) alkylamino (C2-3) alkyl, amino (C2-3) alkyl, amino, di (C1-3) alkylamino, monofluoro - to perfluoro (C1-2) alkyl, N-methylpiperidinyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl or the group -CH2-C(O)NR23 R24, wherein R23 and R24 are defined as R14 and R15 hereinbefore; R3 denotes H, (C1-4) alkyl, unsubstituted or mono-to trisubstituted phenyl, wherein the substituents independently of one another denote halogen, (F, Cl, Br, I), (C1-4) alkyl, O-(C1-4) alkyl, CF3, OCF3, or NR25R26 (wherein R25 and R26 independently of one another denote H, methyl or acetyl); R4 denotes phenyl (C1-4) alkyl or naphthyl (C1-4) alkyl, wherein phenyl may be substituted by 1 to 3 substituents, wherein the substituents independently of one another denote halogen (F, Cl, Br, I), (C1-4) alkyl, O-(C1-4) alkyl, CF3, OCF3 or NR27 R28 (wherein R27 and R28 independently of one another denote H, methyl or acetyl); and R5 denotes H, (C1-4) alkyl, (C3-6) cycloalkyl, CH2COOH, CH2C (O)NH2, OH or phenyl (C1-4) alkyl. 2716 ו' בתשרי התשס" ג - September 12, 2002