Patent ID: 6458950
Filing Date: 2002-10-01
Classification: A61P,C07D

Abstract:
A compound of formula VI: wherein R1 is hydrogen, a straight or branched lower alkyl which is optionally substituted with 1 to 3 substituents independently selected from the group consisting of: C2-6 alkenyl, cycloalkyl, C6-C10 aryl, which is optionally substituted with hydroxy, C1-4 alkyl, or C1-4 alkoxy, an aromatic heterocyclic group selected from the group consisting of furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, pyrazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-oxadiazolyl, furazanyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, tetrazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl and triazinyl, a bi- or tricyclic aromatic condensed heterocyclic group selected from the group consisting of benzofuranyl, isobenzofuranyl, benzo(b)thienyl, indolyl, isoindolyl, 1H-indazolyl, benzimidazolyl, benzoxazolyl, 1,2-benzisoxazolyl, benzothiazolyl, 1,2-benzoisothiazolyl, 1H-benzotriazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, phthalazinyl, naphthylidinyl, purinyl, pteridinyl, carbazolyl, &agr;-carbolinyl, &bgr;-carbolinyl, &ggr;-carbolinyl, acridinyl, phenoxazinyl, phenothiazinyl, phenazinyl, phenoxathiinyl, thianthrenyl, phenathridinyl, phenathrolinyl, indolydinyl, pyrrolo[1,2-b]pyridazinyl, pyrazolo[1,5-a]pyridyl, imidazo[1,2-a]pyridyl, imidazo[1,5-a]pyridyl, imidazo[1,2-b]pyridazinyl, imidazo[1,2-a]pyrimidinyl, 1,2,4-triazolo[4,3-a]pyridyl and 1,2,4-triazolo[4,3-b]pyridazinyl, a non-aromatic heterocyclic group selected from the group consisting of oxiranyl, azetidinyl, oxetanyl, thiethanyl, pyrrolidinyl, tetrahydrofuryl, thiolanyl, piperidyl, tetrahydropyranyl, morpholinyl, thiomorpholinyl and piperadinyl, amino, mono- or di-alkyl amino, amidino, C1-6 alkanoyl, carbamoyl, mono- or di-lower alkylcarbamoyl, sulfamoyl, mono- or di-lower alkyl sulfamoyl, carboxyl, lower alkoxycarbonyl, hydroxyl, lower alkoxy, lower alkenyloxy, cycloalkyloxy, aralkyloxy, C6-C10 aryloxy, mercapto, lower alkylthio, aralkylthio, C6-C10 arylthio, sulfo, cyano, azide, nitro, nitroso and halogen, or a straight or branched lower alkenyl which is optionally substituted with 1 to 3 substituents independently selected from the group consisting of: C2-6 alkenyl, cycloalkyl, C6-C10 aryl, which is optionally substituted with hydroxy, C1-4 alkyl, or C1-4 alkoxy, an aromatic heterocyclic group selected from the group consisting of furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, pyrazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-oxadiazolyl, furazanyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, tetrazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl and triazinyl, a bi- or tricyclic aromatic condensed heterocyclic group selected from the group consisting of benzofuranyl, isobenzofuranyl, benzo(b)thienyl, indolyl, isoindolyl, 1H-indazolyl, benzimidazolyl, benzoxazolyl, 1,2-benzisoxazolyl, benzothiazolyl, 1,2-benzoisothiazolyl, 1H-benzotriazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, phthaladinyl, napthylidinyl, purinyl, putelidinyl, carbazolyl, &agr;-carbolinyl, &bgr;-carbolinyl, &ggr;-carbolinyl, acridinyl, phenoxazinyl, phenothiazinyl, phenazinyl, phenoxathiinyl, thianthrenyl, phenathridinyl, phenathrolinyl, indolydinyl, pyrrolo[1,2-b]pyridazinyl, pyrazolo[1,5-a]pyridyl, imidazo[1,2-a]pyridyl, imidazo[1,5-a]pyridyl, imidazo[1,2-b]pyridazinyl, imidazo[1,2-a]pyrimidinyl, 1,2,4-triazolo[4,3-a]pyridyl and 1,2,4-triazolo[4,3-b]pyridazinyl, a non-aromatic heterocyclic group selected from the group consisting of oxiranyl, azetidinyl, oxetanyl, thiethanyl, pyrrolidinyl, tetrahydrofuryl, thiolanyl, piperidyl, tetrahydropyranyl, morpholinyl, thiomorpholinyl and piperadinyl, amino, mono- or di-alkyl amino, tri-lower alkylammonium, amidino, C1-6 alkanoyl, carbamoyl, mono- or di-lower alkylcarbamoyl, sulfamoyl, mono- or di-lower alkyl sulfamoyl, carboxyl, lower alkoxycarbonyl, hydroxyl, lower alkoxy, lower alkenyloxy, cycloalkyloxy, aralkyloxy, C6-C10 aryloxy, mercapto, lower alkylthio, aralkylthio, C6-C10 arylthio, sulfo, cyano, azide, nitro, nitroso and halogen; A is a lower alkylene which is optionally substituted with 1 to 3 substituents independently selected from the group consisting of: C2-6 alkenyl, cycloalkyl, C6-C10 aryl, which is optionally substituted with hydroxy, C1-4 alkyl, or C1-4 alkoxy, an aromatic heterocyclic group selected from the group consisting of furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, pyrazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-oxadiazolyl, furazanyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, tetrazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl and triazinyl, a bi- or tricyclic aromatic condensed heterocyclic group selected from the group consisting of benzofuranyl, isobenzofuranyl, benzo(b)thienyl, indolyl, isoindolyl, 1H-indazolyl, benzimidazolyl, benzoxazolyl, 1,2-benzisoxazolyl, benzothiazolyl, 1,2-benzoisothiazolyl, 1H-benzotriazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, phthaladinyl, napthylidinyl, purinyl, putelidinyl, carbazolyl, &agr;-carbolinyl, &bgr;-carbolinyl, &ggr;-carbolinyl, acridinyl, phenoxazinyl, phenothiazinyl, phenazinyl, phenoxathiinyl, thianthrenyl, phenathridinyl, phenathrolinyl, indolydinyl, pyrrolo[1,2-b]pyridazinyl, pyrazolo[1,5-a]pyridyl, imidazo[1,2-a]pyridyl, imidazo[1,5-a]pyridyl, imidazo[1,2-b]pyridazinyl, imidazo[1,2-a]pyrimidinyl, 1,2,4-triazolo[4,3-a]pyridyl and 1,2,4-triazolo[4,3-b]pyridazinyl, a non-aromatic heterocyclic group selected from the group consisting of oxiranyl, azetidinyl, oxetanyl, thiethanyl, pyrrolidinyl, tetrahydrofuryl, thiolanyl, piperidyl, tetrahydropyranyl, morpholinyl, thiomorpholinyl and piperadinyl, amino, mono- or di-alkyl amino, tri-lower alkylammonium, amidino, C1-6 alkanoyl, carbamoyl, mono- or di-lower alkylcarbamoyl, sulfamoyl, mono- or di-lower alkyl sulfamoyl, carboxyl, lower alkoxycarbonyl, hydroxyl, lower alkoxy, lower alkenyloxy, cycloalkyloxy, aralkyloxy, C6-C10 aryloxy, mercapto, lower alkylthio, aralkylthio, C6-C10 arylthio, sulfo, cyano, azide, nitro, nitroso and halogen, a lower alkenylene which is optionally substituted with 1 to 3 substituents independently selected from the group consisting of: C2-6 alkenyl, cycloalkyl, C6-C10 aryl, which is optionally substituted with hydroxy, C1-4 alkyl, or C1-4 alkoxy, an aromatic heterocyclic group selected from the group consisting of furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, pyrazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-oxadiazolyl, furazanyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, tetrazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl and triazinyl, a bi- or tricyclic aromatic condensed heterocyclic group selected from the group consisting of benzofuranyl, isobenzofuranyl, benzo(b)thienyl, indolyl, isoindolyl, 1H-indazolyl, benzimidazolyl, benzoxazolyl, 1,2-benzisoxazolyl, benzothiazolyl, 1,2-benzoisothiazolyl, 1H-benzotriazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, phthaladinyl, napthylidinyl, purinyl, putelidinyl, carbazolyl, &agr;-carbolinyl, &bgr;-carbolinyl, &ggr;-carbolinyl, acridinyl, phenoxazinyl, phenothiazinyl, phenazinyl, phenoxathiinyl, thianthrenyl, phenathridinyl, phenathrolinyl, indolydinyl, pyrrolo[1,2-b]pyridazinyl, pyrazolo[1,5-a]pyridyl, imidazo[1,2-a]pyridyl, imidazo[1,5-a]pyridyl, imidazo[1,2-b]pyridazinyl, imidazo[1,2-a]pyrimidinyl, 1,2,4-triazolo[4,3-a]pyridyl and 1,2,4-triazolo[4,3-b]pyridazinyl, a non-aromatic heterocyclic group selected from the group consisting of oxiranyl, azetidinyl, oxetanyl, thiethanyl, pyrrolidinyl, tetrahydrofuryl, thiolanyl, piperidyl, tetrahydropyranyl, morpholinyl, thiomorpholinyl and piperadinyl, amino, mono- or di-alkyl amino, tri-lower alkylammonium, amidino, C1-6 alkanoyl, carbamoyl, mono-or di-lower alkylcarbamoyl, sulfamoyl, mono- or di-lower alkyl sulfamoyl, carboxyl, lower alkoxycarbonyl, hydroxyl, lower alkoxy, lower alkenyloxy, cycloalkyloxy, aralkyloxy, C6-C10 aryloxy, mercapto, lower alkylthio, aralkylthio, C6-C10 arylthio, sulfo, cyano, azide, nitro, nitroso and halogen or a single bond;B is â€”NHâ€” or a single bond; D is a single bond or a group of the formula: â€ƒand Het is selected from the group consisting of furan, thiophene, tetrazole, pyrrole, pyrazole, imidazole, oxazole, thiazole, pyridine, oxazine, triazine, pyrrolidine, thiazolindine, oxazolidine, imidazolidine, thiazoline, oxazoline, imidazoline, piperidine, piperazine, morpholine, thiomorpholine, oxadiazoline, dioxane, pyrazine, pyridazine, pyrimidine, benzothiophene, indole, benzothiazole, benzofuran and benzimidazole or an ester, a salt or a hydrate thereof.