3-UREIDOISOQUINOLIN-8-YL DERIVATIVESThe invention relates to 3-ureidoisoquinolin-8-yl derivatives of formula I I wherein R is alkyl, haloalkyl or cyclopropyl; R 2 is H, halogen, pyridazin-4-yl, pyrimidin-5-yl or an optionally substituted pyridin-3-yl, pyridin-4-yl or phenyl group; R 3 is alkyl, alkynyl, aminoalkyl, carbamoylalkyl, methylcarbamoylalkyl, alkoxy, haloalkoxy, alkynyloxy, (4-hydroxybut-2-yn-1-yl)oxy, (4-aminobut-2-yn-1-yl)oxy, dimethylaminoalkoxy, carbamoylalkoxy, alkylamino, cycloalkyl, cycloalkylalkyl, cycloalkylalkoxy, hydroxyalkyl, hydroxyalkoxy, alkoxyalkyl, alkoxyalkoxy, carboxyalkyl, carboxyalkoxy, alkoxycarbonylalkoxy, aryl, heteroaryl, benzyl, benzyloxy, 2-cyanoethoxy, 2,3-dihydroxypropoxy, 3,4-dihydroxybutoxy, -CH 2 R a, -CH 2 CH 2 R b, -(CH 2 ) n -C(O)O-R d, -(CH 2 ) n -N(R c )C(O)O-R d, -O-(CH 2 ) n -N(R c )C(O)O-R d, -(CH 2 ) n -R e or -O-(CH 2 ) n -R e; R a is cyano, acetylamino or N,N-dimethylamino; R b is cyano or carbamoyl; R c is H or methyl; R d is alkyl; R e is pyrrolidin-1-yl, piperidin-1-yl, piperidin-3-yl, morpholin-1-yl, 2-oxopyrrolidin-1-yl, 5-oxopyrrolidin-2-yl, 2,5-dioxopyrrolidin-1-yl, 2-oxoimidazolidin-1-yl, 4-(tert-butoxycarbonyl)piperazin-1-yl, 4-(aminomethyl)cyclohexyl or heteroaryl; R 4 is H or methyl; and to the salts of such compounds. These compounds are useful for the prevention or the treatment of bacterial infections.A compound of formula IIwherein R1 is (Ci-C3)alkyl, (C2-C3)haloalkyl or cyclopropyl;R2 is H, halogen, pyridazin-4-yl, pyrimidin-5-yl or a group having the formula (Al), (A2) or (A3) shown hereafter(Al) (A2) (A3) wherein Rx is H and each of Ry and Rz is independently H or methyl, or each of Rx and Rz is H and Ry is halogen, cyano, (C2-C4)alkyl, (Ci-C4)alkoxy, amino, hydroxy, hydroxy-(Ci-C3)alkyl, trifluoromethyl, carbamoyl, carbamoyl-(Ci-C2)alkyl, (methylcarbamoyl)-(C i -C2)alky 1, (dimethy lcarbamoyl)-(C i -C2)alkyl, tert-butoxycarbonylmethyl, cyclopropyl, pyrrolidin-l-yl, piperidin-l-yl, morpholin-l-yl or 1-morpholinomethyl, or Rx is H and each of Ry and Rz is independently halogen, or Rx is methyl, Ry is methyl or halogen and Rz is H, or Rx is methyl or halogen, Ry is H and Rz is methyl or halogen, or Rx is methyl or halogen and each of Ry and Rz is H; Rx is H, amino or hydroxymethyl;Rx3 is hydroxy, carboxy, carbamoyl, hydroxymethyl or aminomethyl, Ry3 is H and Rz3 is H or each of Rx3 and Rz3 is H and Ry3 is hydroxy, acetamidomethyl, (dimethylamino)methyl, carboxymethyl, carbamoyl or aminomethyl, or each of Rx3 and Ry3 is H and Rz3 is hydroxy; R3 is (Ci-C4)alkyl, (C2-C4)alkynyl, amino-(Ci-C3)alkyl, carbamoyl-(Ci-C3)alkyl, (methylcarbamoyl)-(Ci-C3)alkyl, (Ci-C4)alkoxy, (Ci-C4)haloalkoxy, (C3-C4)alkynyloxy, (4-hydroxybut-2-yn- 1 -yl)oxy, (4-aminobut-2-yn- 1 -yl)oxy, dimethylamino-(C2-C3)alkoxy, carbamoyl-(Ci-C3)alkoxy, (Ci-C3)alkylamino, (C3-C6)cycloalkyl,(C3-C6)cycloalkyl-(Ci-C4)alkyl, (C3-C6)cycloalkyl-(Ci-C4)alkoxy, hydroxy-(Ci-C3)alkyl, hydroxy-(C2-C3)alkoxy, (Ci-C3)alkoxy-(Ci-C3)alkyl, (Ci-C3)alkoxy-(Ci-C3)alkoxy, carboxy-(Ci-C3)alkyl, carboxy-(Ci-C3)alkoxy, (Ci-C2)alkoxycarbonyl-(Ci-C3)alkoxy, aryl, (C5-Ce)heteroaryl, benzyl, benzyloxy, 2-cyanoethoxy, 2,3-dihydroxypropoxy, 3,4-dihydroxybutoxy, -CH2Ra, -CH2CH2Rb, -(CH2)n-C(0)0-Rd, -(CH2)n-N(Rc)C(0)0-Rd, -0-(CH2)n-N(Rc)C(0)0-Rd, -(CH2)n-Re or -0-(CH2)n-Re;n is 1, 2 or 3;Ra is cyano, acetylamino, N,N-dimethylamino; andRb is cyano;Rc is H or methyl;Rd is (Ci-C4)alkyl;Re is pyrrolidin-l-yl, piperidin-l-yl, piperidin-3-yl, morpholin-l-yl, 2-oxopyrrolidin-l-yl, 5-oxopyrrolidin-2-yl, 2,5-dioxopyrrolidin- 1 -yl, 2-oxoimidazolidin-l -yl,4-(tert-butoxycarbonyl)piperazin-l-yl, 4-(aminomethyl)cyclohexyl or (Cs-C6)heteroaryl; R4 is H or methyl;or a salt of such a compound. 
3-우레이도이소퀴놀린-8-일 유도체본 발명은 화학식 I의 3-우레이도이소퀴놀린-8-일 유도체 I 여기서 R1는 알킬, 할로알킬 또는 사이클로프로필이고; R2는 H, 할로겐, 피리다진-4-일, 피리미딘-5-일 또는 선택적으로 치환된 피리딘-3-일, 피리딘-4-일 또는 페닐 기이고; R3는 알킬, 알키닐, 아미노알킬, 카르바모일알킬, 메틸카르바모일알킬, 알콕시, 할로알콕시, 알키닐옥시, (4-하이드록시부트-2-인-1-일)옥시, (4-아미노부트-2-인-1-일)옥시, 디메틸아미노알콕시, 카르바모일알콕시, 알킬아미노, 사이클로알킬, 사이클로알킬알킬, 사이클로알킬알콕시, 하이드록시알킬, 하이드록시알콕시, 알콕시알킬, 알콕시알콕시, 카르복시알킬, 카르복시알콕시, 알콕시카르보닐알콕시, 아릴, 헤테로아릴, 벤질, 벤질옥시, 2-시아노에톡시, 2,3-디하이드록시프로폭시, 3,4-디하이드록시부톡시, -CH2Ra, -CH2CH2Rb, -(CH2)n-C(O)O-Rd, -(CH2)n-N(Rc)C(O)O-Rd, -O-(CH2)n-N(Rc)C(O)O-Rd, -(CH2)n-Re 또는 -O-(CH2)n-Re이고; Ra는 시아노, 아세틸아미노 또는 N,N-디메틸아미노이고; Rb는 시아노 또는 카르바모일이고; Rc는 H 또는 메틸이고; Rd는 알킬이고; Re는 피롤리딘-1-일, 피페리딘-1-일, 피페리딘-3-일, 모르폴린-1-일, 2-옥소피롤리딘-1-일, 5-옥소피롤리딘-2-일, 2,5-디옥소피롤리딘-1-일, 2-옥소이미다졸리딘-1-일, 4-(tert-부톡시카르보닐)피페라진-1-일, 4-(아미노메틸)사이클로헥실 또는 헤테로아릴이고; R4는 H 또는 메틸임; 및 그러한 화합물의 염에 관한 것이다. 이러한 화합물은 박테리아 감염의 예방 또는 치료에 유용하다.화학식 I의 화합물I여기서R1는 (C1-C3)알킬, (C2-C3)할로알킬 또는 사이클로프로필이고;R2는 H, 할로겐, 피리다진-4-일, 피리미딘-5-일 또는 아래에 나타나는 화학식 (A1), (A2) 또는 (A3)를 가지는 기이고여기서 Rx는 H이고 Ry 및 Rz 각각은 독립적으로 H 또는 메틸이고, 또는 Rx 및 Rz 각각은 H이고 Ry는 할로겐, 시아노, (C2-C4)알킬, (C1-C4)알콕시, 아미노, 하이드록시, 하이드록시-(C1-C3)알킬, 트리플루오로메틸, 카르바모일, 카르바모일-(C1-C2)알킬, (메틸카르바모일)-(C1-C2)알킬, (디메틸카르바모일)-(C1-C2)알킬, tert-부톡시카르보닐메틸, 사이클로프로필, 피롤리딘-1-일, 피페리딘-1-일, 모르폴린-1-일 또는 1-모르폴리노메틸이고, 또는 Rx는 H이고 Ry 및 Rz 각각은 독립적으로 할로겐이고, 또는 Rx는 메틸이고, Ry는 메틸 또는 할로겐이고 Rz는 H이고, 또는 Rx는 메틸 또는 할로겐이고, Ry는 H이고 Rz는 메틸 또는 할로겐이고, 또는 Rx는 메틸 또는 할로겐이고 Ry 및 Rz 각각은 H이고;Rx2는 H, 아미노 또는 하이드록시메틸이고;Rx3는 하이드록시, 카르복시, 카르바모일, 하이드록시메틸 또는 아미노메틸이고, Ry3는 H이고 Rz3는 H이고, 또는 Rx3 및 Rz3 각각은 H이고 Ry3는 하이드록시, 아세트아미도메틸, (디메틸아미노)메틸, 카르복시메틸, 카르바모일 또는 아미노메틸이고, 또는 Rx3 및 Ry3 각각은 H이고 Rz3는 하이드록시이고;R3는 (C1-C4)알킬, (C2-C4)알키닐, 아미노-(C1-C3)알킬, 카르바모일-(C1-C3)알킬, (메틸카르바모일)-(C1-C3)알킬, (C1-C4)알콕시, (C1-C4)할로알콕시, (C3-C4)알키닐옥시, (4-하이드록시부트-2-인-1-일)옥시, (4-아미노부트-2-인-1-일)옥시, 디메틸아미노-(C2-C3)알콕시, 카르바모일-(C1-C3)알콕시, (C1-C3)알킬아미노, (C3-C6)사이클로알킬, (C3-C6)사이클로알킬-(C1-C4)알킬, (C3-C6)사이클로알킬-(C1-C4)알콕시, 하이드록시-(C1-C3)알킬, 하이드록시-(C2-C3)알콕시, (C1-C3)알콕시-(C1-C3)알킬, (C1-C3)알콕시-(C1-C3)알콕시, 카르복시-(C1-C3)알킬, 카르복시-(C1-C3)알콕시, (C1-C2)알콕시카르보닐-(C1-C3)알콕시, 아릴, (C5-C6)헤테로아릴, 벤질, 벤질옥시, 2-시아노에톡시, 2,3-디하이드록시프로폭시, 3,4-디하이드록시부톡시, -CH2Ra, -CH2CH2Rb, -(CH2)n-C(O)O-Rd, -(CH2)n-N(Rc)C(O)O-Rd, -O-(CH2)n-N(Rc)C(O)O-Rd, -(CH2)n-Re 또는 -O-(CH2)n-Re이고;n은 1, 2 또는 3이고;Ra는 시아노, 아세틸아미노, N,N-디메틸아미노이고; 및Rb는 시아노이고;Rc는 H 또는 메틸이고;Rd는 (C1-C4)알킬이고;Re는 피롤리딘-1-일, 피페리딘-1-일, 피페리딘-3-일, 모르폴린-1-일, 2-옥소피롤리딘-1-일, 5-옥소피롤리딘-2-일, 2,5-디옥소피롤리딘-1-일, 2-옥소이미다졸리딘-1-일, 4-(tert-부톡시카르보닐)피페라진-1-일, 4-(아미노메틸)사이클로헥실 또는 (C5-C6)헤테로아릴이고;R4는 H 또는 메틸임;또는 그러한 화합물의 염.