Patent ID: 8614339

Claim:
A dimeric derivative of 10-trifluoromethylated artemisinin of formula (I): or a pharmaceutically acceptable salt thereof, wherein: a and b represent 2, A represents: a heteroatom selected from an atom of nitrogen, oxygen and sulphur, the nitrogen atom being optionally substituted by a radical R1 selected from a hydrogen atom and the following groups: (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 2 -C 6 )alkynyl, (C 3 -C 8 )cycloalkyl, aryl-(C 1 -C 6 )alkyl, heteroaryl-(C 1 -C 6 )alkyl, heterocycle-(C 1 -C 6 )alkyl, optionally substituted aryl, optionally substituted heteroaryl, —COR2, —CO 2 R2, —C(O)NR2R2a, —SO 2 R2, —CH 2 C(O)OR2 and —CH 2 C(O)NR2R2a, with R2 representing a hydrogen atom or one of the following groups: (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 2 -C 6 )alkynyl, optionally substituted polyamine, (C 3 -C 8 )cycloalkyl, aryl-(C 1 -C 6 )alkyl, heteroaryl-(C 1 -C 6 )alkyl, optionally substituted aryl or optionally substituted heteroaryl, and R2a representing a hydrogen atom or a (C 1 -C 6 )alkyl group, or a saturated heterocycle comprising one or more heteroatoms selected from atoms of oxygen, sulphur and nitrogen, of which at least one nitrogen atom is linked to carbon 10, represents a single bond when A represents an atom of oxygen or sulphur or a heterocycle, or represents a single bond or a double bond when A represents a nitrogen atom, the aforesaid nitrogen atom being substituted by a radical R1 as defined above when represents a single bond, B represents a —CH 2 —Y—, —C(═O)—Y— or —CH(OR3)-group, with Y representing O, S, N—R1 or a heterocycle, with R1 as defined above, and R3 representing a hydrogen atom or a (C 1 -C 6 )alkyl or aryl group, and X represents: when represents a double bond: a ═C(X1)-(O—X2) c -group with X1 and X2 representing, independently of each other, a (C 1 -C 6 )alkyl or (C 2 -C 6 )alkenyl group and c representing 0 or 1, or when represents a single bond: one of the following groups: (C 1 -C 6 )alkyl optionally substituted by one or more OH groups; (C 2 -C 6 )alkenyl; (C 2 -C 6 )alkynyl; [(C 1 -C 6 )alkyl] n -(C 3 -C 8 )cycloalkyl-[(C 1 -C 6 )alkyl] p ; [(C 1 -C 6 )alkyl] n -heterocycle[(C 1 -C 6 )alkyl] p ; [(C 1 -C 6 )alkyl] n -aryl-[(C 1 -C 6 )alkyl] p ; [(C 1 -C 6 )alkyl] n -heteroaryl-[(C 1 -C 6 )alkyl] p ; with n and p representing, independently of each other, 0 or 1, a —CO—(CH 2 ) q — or —CO—(CH 2 ) q —CO— group for which q represents an integer equal to 1, 2, 3 or 4, or a —CO r —(CH 2 ) s —Z—(CH 2 ) t —CO u — group for which r and u represent, independently of each other, an integer equal to 0 or 1, s and t represent, independently of each other, an integer equal to 0, 1, 2, 3 or 4, and Z represents an —S—, —S—S—, —SO—, —SO 2 —, —Se—Se—, —O—P(O)(OR3)-O—, —NR1-, (C 3 -C 8 )-cycloalkyl, aryl or heteroaryl group, with R1 and R3 as defined above.