Patent ID: 6559167
Filing Date: 2003-05-06
Classification: A61P,C07D,C07F

Abstract:
A compound of the formulaHet1â€”Xâ€”S(O)â€”Het2 Wherein Het1 is the group shown by the formula below: X is the group shown by the formula below: and Het2 is the group shown by the formula below: where R1, R2 and R3 are independently selected from hydrogen, alkyl of 1 to 10 carbons, fluoro substituted alkyl of 1 to 10 carbons, alkoxy of 1 to 10 carbons, fluoro substituted alkoxy of 1 to 10 carbons, alkylthio of 1 to 10 carbons, fluoro substituted alkylthio of 1 to 10 carbons, alkoxyalkoxy of 2 to 10 carbons, amino, alkylamino and dialkylamino each of the alkyl groups in said alkylamino and dialkyl amino groups having 1 to 10 carbons, halogen, phenyl, alkyl substituted phenyl, alkoxy substituted phenyl, phenylalkoxy, each of the alkyl groups in said alkyl substituted phenyl, alkoxy substituted phenyl and phenylalkoxy having 1 to 10 carbons, piperidino, morpholino or two of the R1, R2 and R3 groups jointly forming a 5 or 6 membered ring having 0 or 1 heteroatom selected from N, S and O;R6 through R9 are independently selected from hydrogen, alkyl of 1 to 10 carbons, halogen substituted alkyl of 1 to 10 carbons, alkoxy of 1 to 10 carbons, halogen substituted alkoxy of 1 to 10 carbons, alkylcarbonyl, alkoxycarbonyl the alkyl group in said alkylcarbonyl and alkoxycarbonyl having 1 to 10 carbons, oxazolyl, imidazolyl, thiazolyl, pyrazolyl, or any two adjacent ones of the R6 through R9 groups may form a ring that may optionally include a heteroatom selected from N, O and S; R10 is hydrogen, alkyl of 1 to 10 carbons; R15 has the formula below where R17 is alkyl of 1 to 10 carbons, halogen substituted alkyl of 1 to 10 carbons, alkoxy having 1 to 10 carbons, halogen substituted alkoxy of 1 to 10 carbons, alkylthio having 1 to 10 carbons, halogen substituted alkylthio of 1 to 10 carbons, alkoxy carbonyl having 1 to 10 carbons, halogen substituted alkoxy carbonyl having 1 to 10 carbons, F, Cl, Br, I, NO2, CN, OCOalkyl, NH2, alkylamino and dialkylamino where in said OCOalkyl, alkylamino and dialkylamino groups each of said alkyl group has 1 to 10 carbons, further R17 is carbamoyl, N- lower alkyl carbamoyl having 1 to 6 carbons, alkylcarbonyl having 1 to 10 carbons, (alkoxycarbonyl)alkoxy groups of each of said alkoxy group has 1 to 10 carbons, (alkoxycarbonyl)alkyl groups of each of said alkoxy or alkyl group has 1 to 10 carbons, (carbamoyl)alkoxy having 1 to 10 carbons, (N-alkylcarbamoyl)alkoxy where each of said alkoxy or alkyl groups has 1 to 6 carbons, (N,N-dialkylcarbamoyl)alkoxy where each of said alkoxy or alkyl groups has 1 to 6 carbons, (N-alkyl substituted or unsubstituted carbamoyl)poly(alkoxy)n where each of said alkoxy or alkyl groups has 1 to 6 carbons and where n represents an integer selected from 2 to 5, (N- alkyl substituted or unsubstituted carbamoyl)alkyl where each of said alkyl groups has 1 to 5 carbons, (carbamoyl)alkenyl having 2 to 5 carbons, (dialkylcarbamoyl)alkenyl where each of said alkyl groups has 1to 5 carbons and where the alkenyl group has 2 to 5 carbons, [N-(heteroaryl)carbamoyl]alkyl having 1 to 10 carbons wherein heteroaryl has 1 to 3 heteroatoms independently selected from N, O, and S, [N-(heteroaryl)carbamoyl]alkoxy having 1 to 10 carbons wherein heteroaryl has 1 to 3 heteroatoms independently selected from N, O, and S, poly(alkoxy)n where each of said alkoxy groups has 2 to 10 carbons and wherein n represents an integer selected from 2 to 5, 2-[(2-oxy-ethoxy)-ethoxy]-(ethoxy)n-ethanoxy wherein n represents an integer selected from 1 to 3, guanidinyl group, (dialkylamino)alkyl where each of said alkyl groups has 1 to 5 carbons, (dialkylamino)alkoxy where each of said alkyl or alkoxy groups has 1 to 5 carbons, dialkylamino-poly(alkoxy), where each of said alkyl or alkoxy groups has 1 to 5 carbons and wherein n represents an integer selected from 2 to 5, [N-(carbamoylalkyl)carbamoyl]alkoxy where each of said alkoxy or alkyl groups has 1 to 5 carbons, (N-peptidyl carbamoyl)alkoxy where the alkoxy group has 1 to 5 carbons and wherein said peptidyl consists of two or three amino acids, N-peptidyl amido wherein said peptidyl consists of two or three amino acids, [N-(carbamoylalkyl)carbamoyl]alkyl where each of said alkyl groups has 1 to 5 carbons, [N-[(dicarbamoyl)alkyl]carbamoyl] alkoxy where each of said alkoxy or alkyl groups has 1 to 5 carbons, [N-[di(alkoxycarbonyl)alkyl]carbamoyl]alkoxy where each of said alkoxy or alkyl groups has 1 to 5 carbons, [N-[(dicarbamoyl)alkyl]amido where alkyl groups has 1 to 5 carbons, [N-[di(alkoxycarbonyl)alkyl]amido where each of said alkoxy or alkyl groups has 1 to 5 carbons, [N-[(carbamoyl)alkyl]amido where alkyl groups has 1 to 5 carbons, [N-[(alkoxycarbonyl)alkyl]amido where each of said alkoxy or alkyl groups has 1 to 5 carbons, [N-[[N-(heteroaryl) carbamoyl]alkyl]carbamoyl]alkoxy where each of said alkoxy or alkyl groups has 1 to 5 carbons and wherein said heteroaryl has 1 to 3 heteroatoms independently selected from N, O, and S, [(tri-alkyl)ammonium]-alkoxy where each of said alkoxy or alkyl groups has 1 to 5 carbons, aminosulfonyl, (sulfonato)alkyl having 2 to 5 carbons, (sulfonato)alkoxy having 2 to 5 carbons, N-[(sulfonato)alkyl]amido having 2 to 5 carbons, maleimido- and succinimido, andR21 is (aryl)alkyl, (heteroaryl)alkyl where alkyl has 1 to 10 carbons, phenyl, naphthyl or heteroaryl having 1 to 3 heteroatoms independently selected from N, O and S, said phenyl, naphthyl or heteroaryl groups being unsubstituted or substituted with 1 to 5 R17groups, or to a pharmaceutically acceptable salt of said compound, with the proviso that when R21 is phenyl, then R17 is not alkyl of 1 to 10 carbons, halogen substituted alkyl of 1 to 10 carbons, alkoxy having 1 to 10 carbons, halogen substituted alkoxy of 1 to 10 carbons, alkylthio having 1 to 10 carbons, halogen substituted alkylthio of 1 to 10 carbons, alkoxy carbonyl having 1 to 10 carbons, halogen substituted alkoxy carbonyl having 1 to 10 carbons, F, Cl, Br, I, NO2 , CN, OCOalkyl, NH2, alkylamino and dialkylamino where in said OCOalkyl, alkylamino and dialkylamino groups each of said alkyl group has 1 to 10 carbons.