Patent ID: 6653316
Filing Date: 2003-11-25
Classification: C07D

Abstract:
A compound of the Formula: or a pharmaceutically acceptable salt thereof, wherein;B is selected from the group consisting of: (i) phenyl or a 5- or 6-membered heteroaryl, wherein (a) a ring carbon in a first alpha position relative to the ring carbon at the point of attachment is optionally substituted by R32, (b) a ring carbon in a second alpha position relative to the ring carbon at the point of attachment is optionally substituted by R36, (c) a ring carbon, in a first beta position relative to the ring carbon at the point of attachment and in an alpha position relative to the ring atom optionally substituted by R32, is optionally substituted by R33, (d) a ring carbon, in a second beta position relative to the ring carbon at the point of attachment and in an alpha position relative to the ring atom optionally substituted by R36, is optionally substituted by R35, and (e) a ring carbon, if present, in the gamma position relative to the ring carbon at the point of attachment and in an alpha position relative to each of the ring atoms optionally substituted by R33 and R35, respectively, is optionally substituted by R34; (ii) hydrido, C2-C8 alkyl, C3-C8 alkenyl, C3-C8 alkynyl, and C2-C8 haloalkyl, wherein each member of group B is optionally substituted at any carbon up to and including 6 atoms from the point of attachment of B to A with one or more of the group consisting of R32, R33, R34, R35, and R36; and (iii) C3-C7 cycloalkyl or a C4-C6 saturated heterocyclyl, wherein (a) each ring carbon is optionally substituted with R33, (b) a ring carbon, other than the ring carbon at the point of attachment, is optionally substituted with oxo provided that no more than one ring carbon is substituted by oxo at the same time, (c) a ring carbon or nitrogen in a first alpha position relative to the ring carbon at the point of attachment is optionally substituted by R9, (d) a ring carbon or nitrogen in a second alpha position relative to the ring carbon at the point of attachment is optionally substituted by R13, (e) a ring carbon or nitrogen, if present, in a first beta position relative to the ring carbon at the point of attachment and in an alpha position relative to the ring atom optionally substituted by R9, is optionally substituted by R10, (f) a ring carbon or nitrogen, if present, in a second beta position relative to the ring carbon at the point of attachment and in an alpha position relative to the ring atom optionally substituted by R13, is optionally substituted by R12, (g) a ring carbon or nitrogen, if present, in a first gamma position relative to the ring carbon at the point of attachment and in an alpha position relative to the ring atom optionally substituted by R10, is optionally substituted by R11, and (h) a ring carbon or nitrogen, if present, in a second gamma position relative to the carbon at the point of attachment and in an alpha position relative to the ring atom optionally substituted by R12, is optionally substituted by R33; R32, R33, R34, R35, and R36 are independently selected from the group consisting of hydrido, acetamido, haloacetamido, amidino, guanidino, alkoxy, hydroxy, amino, alkoxyamino, alkylamino, alkylthio, amidosulfonyl, alkyl, halo, haloalkyl, haloalkoxy, hydroxyalkyl, carboalkoxy, carboxy, carboxamido, and cyano; A is a bond or (CH(R15))paâ€”(W7)rr wherein rr is 0 or 1, pa is an integer selected from 0 through 3, and W7 is N(R7); R7 is hydrido or alkyl; R15 is selected from the group consisting of hydrido, halo, alkyl, and haloalkyl; M is R1â€”C; R1 is selected from the group consisting of hydrido, hydroxy, hydroxyamino, amidino, amino, cyano, hydroxyalkyl, alkoxy, alkyl, alkylamino, aminoalkyl, alkylthio, alkoxyamino, haloalkyl, haloalkoxy, and halo; R2 is Z0â€”Q; Z0 is a bond or W0â€”(CH2)p wherein p is 0 or 1 and W0 is selected from the group consisting of O, S, and N(H); Q is phenyl or a 5- or 6-membered heteroaryl, wherein (a) a ring carbon in a first alpha position relative to the ring carbon at the point of attachment is optionally substituted by R9, (b) a ring carbon in a second alpha position relative to the ring carbon at the point of attachment is optionally substituted by R13, (c) a ring carbon, in a first beta position relative to the ring carbon at the point of attachment and in an alpha position relative to the ring atom optionally substituted by R9, is optionally substituted by R10, (d) a ring carbon, in a second beta position relative to the ring carbon at the point of attachment and in an alpha position relative to the ring atom optionally substituted by R13, is optionally substituted by R12, and (e) a ring carbon, if present, in the gamma position relative to the ring carbon at the point of attachment and in an alpha position relative to each of the ring atoms optionally substituted by R10 and R12, respectively, is optionally substituted by R11, with the proviso that Q is other than a phenyl when Z0 is a bond; R9, R11, and R13 are independently selected from the group consisting of hydrido, hydroxy, amino, amidino, guanidino, alkylamino, alkylthio, alkoxy, alkylsulfinyl, alkylsulfonyl, amidosulfonyl, alkyl, halo, haloalkyl, haloalkoxy, hydroxyalkyl, carboxy, carboxamido, and cyano; R10 and R12 are independently selected from the group consisting of hydrido, acetamido, haloacetamido, amidino, guanidino, alkyl, alkoxy, alkoxyamino, hydroxy, amino, alkylamino, alkylsulfonamido, amidosulfonyl, hydroxyalkyl, aminoalkyl, halo, haloalkyl, carboalkoxy, carboxy, carboxamido, carboxyalkyl, and cyano; Y0 is the formula â€ƒwherein J5, J6, D5, D6 and the ring carbon atoms to which they are attached define a phenyl or 5- or 6-membered heteroaryl ring, T, wherein one of J5 and J6 is absent when T is a 5-membered heteroaryl ring, J5 is optionally substituted by R17 when J5 is a carbon atom, J6 is optionally substituted by R18 when J6 is a carbon atom, D5 is optionally substituted by R16 when D5 is a carbon atom and D6 is optionally substituted by R19 when D6 is a carbon atom; R17 and R18 are independently selected from the group consisting of hydrido, amidino, guanidino, carboxy, haloalkylthio, alkoxy, hydroxy, amino, alkylamino, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, haloalkanoyl, alkyl, halo, haloalkyl, haloalkoxy, hydroxyalkyl, aminoalkyl, and cyano; R16 and R19 are independently selected from the group consisting of: (i) hydrido, amidino, guanidino, carboxy, haloalkylthio, alkoxy, hydroxy, amino, alkylamino, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, haloalkanoyl, alkyl, halo, haloalkyl, haloalkoxy, hydroxyalkyl, aminoalkyl, and cyano; and (ii) NR20R21, N(R26)C(NR25)N(R23)(R24), and C(NR25)NR23R24, with the proviso that R16, R19, and Qb are not simultaneously hydrido; Qb is hydrido, NR20R21, or C(NR25)NR23R24, or when B is hydrido, C2-C8 alkyl, C3-C8 alkenyl, C3-C8 alkynyl, or C2-C8 haloalkyl, Qb may also be N(R26)C(NR25)N(R23)(R24); R20, R21, R23, R24, R25, and R26 are independently selected from the group consisting of hydrido and alkyl; and Qs is CH2.