Diazabicyclic central nervous system active agents
View Patent ↗Compounds of formula I pharmaceutical compositions of these compounds, and use of said compositions to control synaptic transmission in mammals.
1. A compound of formula V
or pharmaceutically acceptable salts thereof, wherein
Y is selected from the groups consisting of a covalent bond, CH 2 , and CH 2 CH 2 ;
Z is selected from the groups consisting of a covalent bond, CH 2 , and CH 2 CH 2 , provided that when Y is CH 2 CH 2 , then Z is a covalent bond and further provided that when Z is CH 2 H 2 , then Y is a covalent bond;
R 1 is selected from the group consisting of
R 3 is selected from the group consisting of hydrogen, alkyl, and halogen;
R 4 is selected from the group consisting of hydrogen, alkoxy, alkyl, amino, halogen, and nitro;
R 5 is selected from the group consisting of hydrogen, alkenyl, alkoxy, alkoxyalkoxy, alkoxyalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkyl, alkylcarbonyl, alkylcarbonyloxy, alkylthio, alkynyl, amino, aminoalkyl, aminocarbonyl, aminocarbonylalkyl, aminosulfonyl, carboxy, carboxyalkyl, cyano, cyanoalkyl, formyl, formylalkyl, haloalkoxy, haloalkyl, halogen, hydroxy, hydroxyalkyl, mercapto, mercaptoalkyl, nitro, 5-tetrazolyl, —NR 6 S(O) 2 R 7 , —C(NR 6 )NR 7 R 8 , —CH 2 C(NR 6 )NR 7 R 8 , —C(NOR 6 )R 7 , —C(NCN)R 6 , —C(NNR 6 R 7 )R 8 , —S(O) 2 OR 6 , and —S(O) 2 R 6 ;
R 6 , R 7 , and R 8 are independently selected from the group consisting of hydrogen and alkyl; and
R 9 is selected from the group consisting of hydrogen, alkoxycarbonyl, alkyl, amino, aminoalkyl, aminocarbonylalkyl, benzyloxycarbonyl, cyanoalkyl, dihydro-3-pyridinylcarbonyl, hydroxy, hydroxyalkyl, and phenoxycarbonyl.
2. A compound or salt thereof according to claim 1 wherein Y is a covalent bond and Z is a covalent bond.
3. A compound or salt thereof according to claim 1 wherein Y is CH 2 and Z is a covalent bond.
4. A compound or salt thereof according to claim 1 wherein Y is a covalent bond and Z is CH 2 .
5. A compound or salt thereof according to claim 1 wherein Y is CH 2 CH 2 and Z is a covalent bond.
6. A compound or salt thereof according to claim 1 wherein Y is CH 2 and Z is CH 2 .
7. A compound or salt thereof according to claim 1 wherein Y is a covalent bond and Z is CH 2 CH 2 .
8. A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 1 in combination with a pharmaceutically acceptable carrier.
9. A method of treating a disorder selected from the group consisting of pain, Alzheimer's disease, Parkinson's disease, attention deficit hyperactivity disorder, depression, nicotinic withdrawal syndrome, Tourette's syndrome and schizophrenia, the method comprising administering a therapeutically effective amount of a compound or salt of claim 1 .