Patent ID: 6407092
Filing Date: 2002-06-18
Classification: A61P,C07D

Abstract:
A compound of formula I: whereineach R1 is independently hydroxy, nitro, halo, cyano, trifluoromethyl, tifluoromethoxy, C1-7alkyl, C1-7alkoxy, C1-7alkanoyl, C1-7alkoxycarbonyl, C1-7alkanoyloxy, aryl, heteroaryl, â€”S(O)mNRaRb, NRc Rd, â€”S(O)mRe, or â€”C(&boxH;O)NRaRb, wherein any C1-7alkyl, C1-7alkoxy, C1-7alkanoyl, C1-7alkoxycarbonyl, or C1-7alkanoyloxy of R1 is optionally partially unsaturated and is optionally substituted with aryl, aryloxy, heteroaryl, heteroaryloxy, hydroxy, nitro, balo, cyano, C1-7alkoxy, C1-7alkanoyl, C1-7alkoxycarbonyl, C1-7alkanoyloxy, â€”S(O)mRe, â€”S(O)mNRaRb, NRcRd, or â€”C(&boxH;O)NRaRb; R2 is hydrogen, C1-7alkyl, C1-7alkanoyl, arylcarbonyl, aryl, (aryl)C1-7alkyl, C1-7alkoxycarbonyl, aryloxycarbonyl, arylsulfonyl, or (aryl)C1-7alkoxycarbonyl; X and Y together are a 2 or 3 membered saturated or partially unsaturated chain comprising one or more carbon atoms and one oxy (â€”Oâ€”), thio (â€”Sâ€”), sulfinyl (â€”SOâ€”), sulfonyl (S(O)2â€”), or NRf in the chain; wherein the chain is optionally substituted on each carbon with oxo (&boxH;O), thioxo (&boxH;S), â€”NRqRr, â€”S(O)pRs, or â€”ORt, or with one or two substitutents independently selected from the group consisting of C1-7alkyl, (C1-7alkoxy)C1-7alkyl, aryl, (aryl)C1-7alkyl, heteroaryl, heteroaryl)C1-7alkyl, and (aryl)oxyC1-7alkyl; or wherein the chain is optionally substituted on a carbon with a 4, 5, or 6 membered spirocyclic carbon ring; or wherein the chain is optionally substituted on two adjacent atoms with a 2, 3, or 4 membered alkylene chain forming a ring that is fused to the ring comprising X and Y; each m is independently 0, 1, or 2; n is 0, 1, 2, or 3; p is 0, 1, or 2; each Ra and Rb is independently hydrogen, C1-7alkyl, aryl, (aryl)C1-7alkyl, heteroaryl, or (heteroaryl)C1-7alkyl; or Ra and Rb together with the nitrogen to which they are attached form a pyrrolidino, piperidino, morpholino, or thiomorpholino ring; each Rc and Rd is independently hydrogen, C1-7alkyl, C1-7alkanoyl, C1-7alkoxycarbonyl, aryl, (aryl)C1-7alkyl, heteroaryl, (heteroaryl)C1-7alkyl, arylcarbonyl, heteroarylcarbonyl, aryloxycarbonyl, or heteroaryloxycarbonyl; or Rc and Rd together with the nitrogen to which they are attached form a pyrrolidino, piperidino, morpholino, or thiomorpholino ring; each Re is independently hydrogen, C1-7alkyl, aryl, (aryl)C1-7alkyl, heteroaryl, or (heteroaryl)C1-7alkyl; Rf is hydrogen, C1-7alkyl, aryl, (aryl)C1-7alkyl, heteroaryl, (heteroaryl)C1-7alkyl, or is a bond to a 2, 3, or 4 membered alkylene chain that forms a ring that is fused to the ring comprising X and Y; each Rq and Rr is independently hydrogen, C1-7alkyl, (aryl)C1-7alkyl, heteroaryl, or (heteroaryl)C1-7alkyl; or Rq and Rr together with the nitrogen to which they are attached form a pyrrolidino, piperidino, morpholino, or thiomorpholino ring; Rs is C1-7alkyl, aryl, (aryl)C1-7alkyl, heteroaryl, or (heteroaryl)C1-7alkyl; and Rt is hydrogen, C1-7alkyl, aryl, (aryl)C1-7alkyl, heteroaryl, or (heteroaryl)C1-7alkyl; wherein any aryl or heteroaryl ring of R1, R2, X, Y, Ra-Rf, or Rq-Rt is optionally substituted with one or more (e.g. 1, 2, 3, or 4) substituents independently selected from halo, hydroxy, cyano, nitro, trifluoromethyl, trifluoromethoxy, C1-7alkyl, C1-7alkoxy, phenyl, sulfonyl, NRjRk, or â€”C(&boxH;O)NRjRk; wherein each Rj and Rk is in independently hydrogen, C1-7alkyl, C1-7alkanoyl, C1-7alkoxycarbonyl, aryl, (aryl)C1-7alkyl, arylcarbonyl, or aryloxycarbonyl; or Rj and Rk together with the nitrogen to which they are attached form a pyrrolidino, piperidino, morpholino, or thiomorpholino ring; and wherein any heteroaryl is a radical of a monocyclic aromatic ring containing five or six ring atoms consisting of carbon and 1, 2, 3, or 4 heteroatoms each selected from the group consisting of non-peroxide oxygen, sulfur, and N(X) wherein X is absent or is H, O, C1-4alkyl, phenyl or benzyl, or a radical of an ortho-fused bicyclic heterocycle of about eight to ten ring atoms derived therefrom; or a pharmaceutically acceptable salt thereof; provided Y is not oxy, thio, sulfinyl, or NRf; and provided X and Y together are not a 2-membered unsaturated chain; and provided no carbon of X and Y is bonded to more than one oxy, thio, sulfinyl, or NRf.