Patent ID: 6355636
Filing Date: 2002-03-12
Classification: A61K,A61P,C07D

Abstract:
A compound of formula I having the structure wherein:X is Phenyl which may be optionally mono- di-, or tri-substituted with a substituent selected from the group consisting of halogen, alkyl of 1-6 carbon atoms, alkenyl of 2-6 carbon atoms, alkynyl of 2-6 carbon atoms, azido, hydroxyalkyl of 1-6 carbon atoms, halomethyl, alkanoyloxymethyl of 2-7 carbon atoms, alkylthio of 1-6 carbon atoms, trifluoromethyl, cyano, nitro, carboxy, carboalkoxy of 2-7 carbon atoms, carboalkyl of 2-7 carbon atoms, benzoyl, amino, alkylamino of 1-6 carbon atoms, dialkylamino of 2 to 12 carbon atoms, acylamino of 1-6 carbon atoms, alkenoylamino of 3-8 carbon atoms, alkynoylamino of 3-8 carbon atoms, carboxyalkyl of 2-7 carbon atoms, carboalkoxyalkyl of 3-8 carbon atoms, aminoalkyl of 1-5 carbon atoms, N-alkylaminoalkyl of 2-9 carbon atoms, N,N-dialkylaminoalkyl of 3-10 carbon atoms, N-alkylaminoalkoxy of 2-9 carbon atoms, N,N-dialkylaminoalkoxy of 3-10 carbon atoms, mercapto, methylmercapto, and benzoylamino; Z is â€”NHâ€”; Aâ€³ is a diavalent moiety selected from the group G1 is R2NH; G2, G3, and G4 are each, independently, hydrogen, halogen, alkyl of 1-6 carbon atoms, alkenyl of 2-6 carbon atoms, alkynyl of 2-6 carbon atoms, alkenyloxy of 2-6 carbon atoms, alkynyloxy of 2-6 carbon atoms, hydroxymethyl, halomethyl, alkanoyloxy of 2-6 carbon atoms, alkenoyloxy of 3-8 carbon atoms, alkynoyloxy of 3-8 carbon atoms, alkanoyloxymethyl of 2-7 carbon atoms, alkenoyloxymethyl of 4-9 carbon atoms, alkynoyloxymethyl of 4-9 carbon atoms, alkoxymethyl of 2-7 carbon atoms, alkoxy of 1-6 carbon atoms, alkylthio of 1-6 carbon atoms, alkylsulphinyl of 1-6 carbon atoms, alkylsulphonyl of 1-6 carbon atoms, alkylsulfonamido of 1-6 carbon atoms, alkenylsulfonamido of 2-6 carbon atoms, alkynylsulfonamido of 2-6 carbon atoms, hydroxy, trifluoromethyl, trifluoromethoxy, cyano, nitro, carboxy, carboalkoxy of 2-7 carbon atoms, carboalkyl of 2-7 carbon atoms, phenoxy, phenyl, thiophenoxy, benzyl, amino, hydroxyamino, alkoxyamino of 1-4 carbon atoms, alkylamino of 1-6 carbon atoms, diakylamino of 2 to 12 carbon atoms, N-alkylcarbamoyl, N,N-dialkylcarbamoyl, N-akyl-N-alkenylamino of 4 to 12 carbon atoms, N,N-dialkenylamino of 6-12 carbon atoms, phenylamino, benzylamino, R2NH, â€ƒR8R9â€”CHâ€”Mâ€”(C(R6)2)kâ€”Yâ€”, R7â€”(C(R6)2)gâ€”Yâ€”, R7â€”(C(R6)2)pâ€”Mâ€”(C(R6)2)kâ€”Yâ€”, Hetâ€”(C(R6)2)qâ€”Wâ€”(C(R6)2)kâ€”Yâ€”, with the proviso that G3 and G4 are not R2NH; Y is a divalent radical selected from the group consisting of â€”Sâ€”, â€”(CH2)aâ€”, â€”Oâ€”, and R7 is â€”NR6R6; M is >NR6, â€”Oâ€”, >Nâ€”(C(R6)2)pNR6R6, or >Nâ€”(C(R6)2)pâ€”OR6; W is >NR6, â€”Oâ€” or is a bond; Het is a heterocyclic radical selected from the group consisting of morpholine, thiomorpholine, thiomorpholine S-oxide, thiomorpholine S,S-dioxide, piperidine, pyrrolidine, aziridine, pyridine, imidazole, 1,2,3-triazole, 1,2,4-triazole, thiazole, thiazolidine, tetrazole, piperazine, furan, thiophene, tetrahydrothiophene, tetrahydrofuran, dioxane, 1,3-dioxolane, tetrahydropyran, and which may be optionally mono- or di-substituted on carbon with R6, hydroxy, â€”N(R6)2, â€”OR6â€”(C(R6)2)sOR6 or â€”(C(R6)2)sN(R6)2; optionally mono-substituted on nitrogen with R6; and optionally mono or di-substituted on a saturated carbon with divalent radicals â€”Oâ€” or â€”O(C(R6)2)sOâ€”; R6 is hydrogen, alkyl of 1-6 carbon atoms, alkenyl of 2-6 carbon atoms, alkynyl of 2-6 carbon atoms, cycloalkyl of 1-6 carbon atoms, carboalkyl of 2-7 carbon atoms, carboxyalkyl 2-7 carbon atoms, phenyl, or phenyl optionally substituted with one or more halogen, alkoxy of 1-6 carbon atoms, trifluoromethyl, amino, alkylamino of 1-3 carbon atoms, dialkylamino of 2-6 carbon atoms, nitro, cyano, azido, halomethyl, alkoxymethyl of 2-7 carbon atoms, alkanoyloxymethyl of 2-7 carbon atoms, alkylthio of 1-6 carbon atoms, hydroxy, carboxyl, carboalkoxy of 2-7 carbon atoms, phenoxy, phenyl, thiophenoxy, benzoyl, benzyl, phenylamino, benzylamino, alkanoylamino of 1-6 carbon atoms, or alkyl of 1-6 carbon atoms; with the proviso that the alkenyl or alkynyl moiety is bound to a nitrogen or oxygen atom through a saturated carbon atom; R2, is selected from the group consisting of â€ƒand R3 is hydrogen, alkyl of 1-6 carbon atoms, carboxy, carboalkoxy of 1-6 carbon atoms, phenyl, carboalkyl of 2-7 carbon atoms, â€ƒR7â€”(C(R6)2)s, R7â€”(C(R6)2)pâ€”Mâ€”(C(R6)2)râ€”, R8R9â€”CHâ€”Mâ€”(C(R6)2)râ€”, or Hetâ€”(C(R6)2)qâ€”Wâ€”(C(R6)2)râ€”; R8, and R9 are each, independently, â€”(C(R6)2)rNR6R6, or â€”(C(R6)2)rOR6; a=0-1; g=1-6; k=0-4; n is 0; p=2-4; q=0-4; r=1-4; s=1-6; or a pharmaceutically acceptable salt thereof, provided thatwhen R6 is alkenyl of 2-7 carbon atoms or alkyl of 2-7 carbon atoms, such alkenyl or alkynyl moiety is bound to a nitrogen or oxygen atom through a saturated carbon atom; and provided thatwhen Y is â€”N6â€”, then g=2-6; when Y is â€”NR6â€” then k=2-4; when Y is â€”Oâ€” and M or W is â€”Oâ€” then k=1-4; when W is not a bond with Het bonded through a nitrogen atom then q=2-4; and when W is a bond with Het bonded through a nitrogen atom and Y is â€”Oâ€” or â€”NR6â€” then k=2-4.