US 7,521,571 B2
Disulfide, sulfide, sulfoxide, and sulfone derivatives of cyclic sugars and uses
Jose Repolles Moliner, Barcelona (Spain); Eduardo Salas Perez-Rasilla, Barcelona (Spain); and Francisco Pubill Coy, Barcelona (Spain)
Assigned to Lacer, Barcelona (Spain)
Appl. No. 10/544,237
PCT Filed Sep. 29, 2004, PCT No. PCT/EP2004/010882
§ 371(c)(1), (2), (4) Date Jun. 05, 2006,
PCT Pub. No. WO2005/037842, PCT Pub. Date Apr. 28, 2005.
Claims priority of application No. 200302368 (ES), filed on Oct. 03, 2003.
Prior Publication US 2006/0235052 A1, Oct. 19, 2006
Int. Cl. C07D 493/00 (2006.01)
U.S. Cl. 549—464 9 Claims
 
1. A compound according to formula (I) or a a pharmaceutically acceptable salt, thereof:

OG Complex Work Unit Drawing
wherein:
n is an integer of 0, 1, or 2
X represents —S(O)m—, —(C═O)— or a single bond, wherein m is an integer of 0, 1, or 2, with the proviso that when X represents —(C═O)—, then n is 0,
R represents hydrogen or is a residue Ra, which residue Ra is selected from the group consisting of:
C1-6 alkyl;
C2-6 alkenyl;
C3-8 cycloalkyl;
C3-8 cycloalkyl, wherein one CH2 group is replaced by O, S, NH or NCH3;
C4-8 cycloalkenyl;
C4-8 cycloalkenyl, wherein one CH2 group is replaced by O, S, N or NCH3;
phenyl;
pyridyl;
thiophenyl;
nitrosyl;
S-cysteinyl;
S-glutathionyl; and

OG Complex Work Unit Drawing
wherein R* is selected from the group consisting of hydrogen, C1-6 alkyl, C2-6 alkenyl, C3-8 cycloalkyl; C4-8 cycloalkenyl, acetyloxy, hydroxyl, ONO2 and halogen,
wherein Ra optionally is substituted by one to three groups independently selected from C1-6 alkyl, C2-6 alkenyl, C3-8 cycloalkyl, C4-8 cycloalkenyl, acetyloxy, hydroxyl, ONO2 and halogen,
provided that when RXS(O)n— and —ONO2 are trans to each other with respect to the ring plane as depicted in formulae (Ia) and (Ib):

OG Complex Work Unit Drawing
then RXS(O)n— does not represent

OG Complex Work Unit Drawing
wherein Z is an C1-C4 alkyl group, aryl group, or an aralkyl group.