Compustar tetracyclines as inhibitors of PDE5.

2002 
A compound having a formula (see formula) where R or is selected from the group consisting of halo, and C1 - 6alquilo, R 1 is selected from the group consisting of hydro, C1 - 6alquilo, C2 - 6alquenilo, C2 - 6alquinilo, haloC1 - 6alquilo, C3 - 8CI-cloalquilo, C3 - 8cicloalquiloC1 - 3alquilo, arilC1 - 3alquilo and heteroarilC1 - 3alquilo; R 2 is selected from the group consisting of a monocyclic aromatic ring selected from the group consisting of benzene, thiophene, furan and pyridine which may be unsubstituted or substituted by one or more halo, alky-I, hydroxyalkyl, alkoxy, alkoxyalkyl, haloalkyl, nitro, alkylamino amino, acylamino, alkylthio, alkylsulfinyl and alkylsulfonyl, and a bicyclic ring (see formula) wherein the fused ring a is a 5- or 6-membered saturated or partially or fully unsaturated and comprises carbon atoms and optionally one or two heteroatoms selected from oxygen, sulfur and nitrogen, which may be unsubstituted or substituted by halo, C1- 3alquilo, oR a, CO 2 R a, halomethyl or halomethoxy, cyano, nitro and NR a R b; R3 is selected from the group consisting of hydro and C1 - 3alquilo, or R 1 and R 3 together represent an alkyl chain component or alkenyl of 3 or 4 sides of a 5- or 6-membered; R 4 is selected from the group consisting of hydro, C1 - 6alquilo, C3 - 8cicloalquilo, C3 - 8heterocicloalquilo, C2 - 6alquenilo, C1 - 3alquilenarilo, ariloC1 - 3alquilo, C (= O) R a, aryl, heteroaryl, C (= O) R a, C (= O) NR a R b, C (= S) NR a R b, SO 2 R a, SO 2 NR a R b, S (= O) R a, S (= O) NR a R b , C (= O) NR a C1 - 4alquilenoOR a, C (= O) NR a C1 - 4alquilenoHet, C (= O) C1 - 4alquilenoarilo, C (= O) C1 - 4 alkyleneheteroaryl, C1 - 4alquilenarilo substituted with one or more SO 2 NR a R b, NR a R b, C (= O) oR a, NR a SO 2 CF 3, CN, NO2, C (O =) R a, oR a, C1 - 4alquilenoNR a R b, and OC1 - 4alquilenoNR a R b, C1 - 4alquilenoheteroarilo, C1 - 4alquile-noHet, C1 - 4 alkyleneC (= O) C1 - 4alquilenoarilo, C1 - 4alquilenoC (= O) C1 - 4alquilenoheteroarilo, C1 - 4alquilenoC (= O) Het, C1 - 4alquilenoC (=) NR a R b, C1 - 4alquilenoOR to, and C1 - 4alquilenoOC1 - 4alquilenoC (= O) OR a, C1 - 4alquilenoOC1 - 4alquilenoOR to, C1 - 4alquilenoNR a R b, C1 - 4alquilenoC (= O) OR ay C1 - 4alquilenoOC1 - 4alquilenoC (= O) OR a; R 5 is selected from the group consisting of hydro, OR a, C1 - 6alquilo, aryl, heteroaryl, arilC1 - 3alquilo, C1 - 3alquileno-aryl, C1 - 3alquilenoHet, C3 - 8cicloalquilo, and C3 - 8heterocicloalquilo; R 6 is selected from the group consisting of hydro, C1 - 6alquilo, C3 - 8cicloalquilo, C3 - 8heterocicloalquilo, aryl, hete-roarilo, OR a, C (= O) OR a, C (= O) R a, C ( = O) NR a R b, C (= S) OR and C (= S) NR a R b; X is selected from the group consisting of CHR 7 CH 2; CH2 CHR 7, CR 7 = CH, CH = CR 7, QCHR 7 and CHR 7 Q, or X is a bond; Q is O, S, or NR; R 7 is selected from the group consisting of OR a, C1 - 3alquilo, C3 - 8cicloalquilo, C3 - 8heterocicloalquilo, aryl, heteroa-rilo, C1 - 3alquilenoarilo, C1 - 3alquilenoheteroarilo, C1 - 3alquilenoHet, ariloC1- 3alquilo and heteroariloC1 - 3alquilo; Het represents a saturated or fully or partially unsaturated heterocyclic ring of 5 or 6 sides, comprising at least one heteroatom selected from the group consisting of oxygen, nitrogen and sulfur, and optionally substituted by C1 - 4alquilo or C (= O) OR to .
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