Patent ID: 6656932
Filing Date: 2003-12-02
Classification: A61P,C07D

Abstract:
A compound of Formula I or a pharmaceutically acceptable salt thereof, wherein:n is 0, 1, or 2; X is O or NH; R2 is H, C1-C6 alkyl, or C1-C6 substituted alkyl; R1 and R3 independently are H, acyl, substituted acyl, C1-C6 alkyl, C1-C6 substituted alkyl, C2-C6 alkenyl, C2-C6 substituted alkenyl, C2-C6 alkynyl, C1-C6 substituted alkynyl, (CH2)m aryl, (CH2)m substituted aryl, (CH2)m heteroaryl, (CH2)m substituted heteroaryl, (CH2)m cycloalkyl, or (CH2)m substituted cycloalkyl; and each m independently is an integer of from 0 to 6, with the proviso that R3 is not (CH2)m biphenyl or (CH2)m substituted biphenyl and R1 and R3 are not both selected from H and C1-C6 alkyl; wherein substituted aryl and substituted heteroaryl contain from 1 to 3 substituents independently selected from the group consisting of alkyl, alkoxy, thio, thioalkyl, thioalkoxy, (CH2)mN(R4)S(O)2(C1-C6 alkyl), (CH2)mS(O)2NR4R5, S(O)2NR4R5, C(O)NR4R5, N(H)C(O)NR4R5, Oâ€”C(O)NR4R5, halo, hydroxy, â€”COOR6, trifluoromethyl, nitro, amino of the formula â€”NR4R5, C(O)NR4R5, S(O)C1-C6 alkyl, S(O)2C1-C6 alkyl, 5-membered heteroaryl, N(R5)C(O)O(C1-C6 alkyl), T(CH2)pQR4, T(CH2)pCO2R4, and phenyl, substituted alkyl, substituted alkenyl, substituted alkoxy, and substituted alkynyl contain from 1 to 3 substituents independently selected from NR4R5, phenyl, substituted phenyl, (CH2)mâ€”C(O) phenyl, (CH2)mC(O) substituted phenyl, (CH2)mâ€”S(O)0-2 phenyl, (CH2)mS(O)0-2 substituted phenyl, (CH2)mâ€”C(O) heteroaryl, (CH2)mC(O) substituted heteroaryl, (CH2)mâ€”S(O)0-2 heteroaryl, (CH2)mâ€”S(O)0-2 substituted heteroaryl, (CH2)m cycloalkyl, heterocycle, thio C1-C6 alkyl, C1-C6 alkoxy, hydroxy, acyl, carboxy, alkanoyl, C1-C6 alkoxycarbonyl, halo, nitro, nitrile, cycloalkyl, and a 5- or 6-membered carbocyclic ring or heterocyclic ring having 1 or 2 heteroatoms selected from nitrogen, substituted nitrogen, oxygen, and sulfur, substituted cycloalkyl contain a substituent hydroxy or keto; p is 1 to 6, T is O, S, SO, SO2, NR4, N(O)R4, NR4R6Y, or CR4R5, Q is O, S, SO, SO2, NR5, N(O)R5, or NR5R6Y, Y is a counter ion of halo, R6 is H, C1-C6 alkyl, or substituted C1-C6 alkyl, R4 and R5 independently are hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, acyl, (CH2)m aryl, (CH2)m heteroaryl, (CH2)m cycloalkyl, wherein these groups may be unsubstituted or substituted as described herein, or R4 and R5 are taken together with the nitrogen atom to which they are attached to form a 3- to 7-membered ring containing carbon atoms, the nitrogen atom bearing R4 and R5, and optionally 1 or 2 heteroatoms selected from O, S, NH, and NR2, wherein R2 is as defined above, the ring optionally may be substituted with oxo (â€œ&boxH;Oâ€ ) on a carbon atom, heterocycle is selected from oxiranyl, pyrrolidinyl, piperidyl, tetrahydropyranyl, and morpholinyl, acyl is C(O)â€”(C1-C6 alkyl), C(O)-phenyl, or C(O)-naphthyl, aryl is phenyl or naphthyl, and heteroaryl is 5-membered heteroaryl selected from furanyl, pyrrolyl, pyrazolyl, imidazolyl, thiazolyl, thienyl, oxazolyl, isoxazolyl, isothiazolyl, and tetrazolyl, 6-membered heteroaryl selected from pyridyl, or 9-membered heteroaryl selected from benzothienyl, indolyl, benzotriazolyl, indazolyl, benzofuranyl, benzo[1,2,5]oxadiazolyl, (2,1,3)benzothiadiazolyl, and benzisoxazolyl.