Spiro(2H-1benzopyran-2,4′-piperidine) derivates as glycine transport inhibitors
View Patent ↗The present invention relates to spiro[2H-1-benzopyran-2,4′-piperidine] derivatives having general formula (I), or a pharmaceutically acceptable salt thereof. The invention also relates to pharmaceutical compositions comprising said derivatives, as well as to the use of these spiro[2H-1-benzopyran-2,4′-piperidine] derivatives in therapy, more specifically for the treatment of CNS disorders.
1. A spiro[2H-1-benzopyran-2,4′-piperidine] derivative having formula I:
wherein the dotted line represents an optional bond;
Y represents 1-2 substituents independently selected from hydrogen, halogen, (C 1-6 )alkyl optionally substituted with one or more halogens, (C 1-6 )alkyloxy optionally substituted with one or more halogens, (C 2-6 )alkenyloxy, (C 2-6 )alkynyloxy, pyridinylmethyloxy, SR 3 , NR 3 R 4 , OSO 2 R 5 , and NR 3 SO 2 R 4 ; or 2 substituents Y may together form O—(CH 2 ) n —O or O—(CF 2 ) n —O, where n is 1 or 2;
X represents 1-3 substituents independently selected from hydrogen, halogen, hydroxy, (C 1-4 )alkyloxy, SR 3 , NR 3 SO 2 R 4 and (C 1-4 )alkyl, optionally substituted with halogen;
R 1 is hydrogen, (C 1-4 )alkyl or (C 6-12 )aryl;
R 2 , R 3 and R 4 are independently hydrogen or (C 1-4 ) alkyl;
R 5 is (C 1-4 )alkyl (optionally substituted with one or more halogens) or (C 6-12 )aryl (optionally substituted with (C 1-4 )alkyl); or a pharmaceutically acceptable salt thereof,
wherein at least one of Y represents 1 substituent selected from pyridinylmethyloxy; or at least 2 substituents Y together form O—(CH 2 ) n —O or O—(CF 2 ) n —O, where n is 1 or 2.
2. The spiro[2H-1-benzopyran-2,4′-piperidine] derivative according to claim 1 , wherein the dotted line represents a bond.
3. The spiro[2H-1-benzopyran-2,4′-piperidine] of claim 1 , wherein R 1 and R 2 are hydrogen.
4. The spiro[2H-1-benzopyran-2,4′-piperidine] of claim 1 , wherein Y represents is pyridinylmethyloxy.
5. A pharmaceutical composition, comprising: a spiro[2H-1-benzopyran-2,4′-piperidine] according to claim 1 , or a pharmaceutically acceptable salt thereof, in admixture with pharmaceutically acceptable auxiliaries.