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US 6,211,366 B1Granted
Bridged 4-phenyl-2-aminomethylimidazoles
AssigneeNeurogen Corporation
InventorsJun Yuan, Andrew Thurkauf
Life of this patent
Estimating the term…
Abstract
Disclosed are compounds encompassed by general formula (I), wherein, A represents ethenylene, or A represents —X—CH2—; where X is CH2 or oxygen, provided that when X is oxygen, the oxygen is adjacent the 6-membered ring; R1, R2, R3 and R4 are inorganic or organic substituents; and R5 and R6 are optionally substituted organic substituents; or NR5R6 represents a carbocyclic or heterocyclic six-membered ring optionally substituted with various organic or inorganic groups, which compounds can be used in treatment of neuropsychological disorders.
Claims24
A compound of the formula:
- or a pharmaceutically acceptable salt thereof, wherein:
- A represents —CH═CH—, or A represents —X—CH2—;
- where X is CH2 or oxygen, provided that when X is oxygen, the oxygen is adjacent the 6-membered ring;
- R1, R2, R3, and R4 are the same or different and represent hydrogen, halogen, hydroxy, amino, aminosulfonyl, alkylaminosufonyl, arylalkylsulfonyl, alkylsulfonyl, alkyl of 1 to 6 carbon atoms or alkoxy of 1 to 6 carbon atoms;
- and
- R5 represents alkyl having 1-3 carbon atoms and R6 is benzyl, unsubstituted or substituted with alkyl having 1-6 carbon atoms, alkoxy, hydroxy, or halogen;
- or
- NR5R6 represents a heterocyclic six membered ring unsubstituted or substituted with alkyl having 1-6 carbon atoms, hydroxyl, halogen, aryl, alkylaryl where the alkyl portion is alkyl having 1-6 carbon atoms, or heteroaryl.
5 more elements
A compound of the formula:
- or a pharmaceutically acceptable salt thereof wherein:
- A represents —CH═CH—, or A represents —X—CH2—;
- where X is CH2 or oxygen, provided that when X is oxygen, the oxygen is adjacent the 6-membered ring;
- Y represents nitrogen or CH;
- R1, R2, R3, R4, R5, R6, and R7 independently represent hydrogen, halogen, hydroxy, amino, aminosulfonyl, arylalkylsulfonyl, alkylsulfonyl, alkylaminosulfonyl, alkyl having 1 to 6 carbon atoms, or alkoxy of 1 to 6 carbon atoms;
- R10 and R11 are the same or different and represent alkyl groups having 1 to 6 carbon atoms;
- g is an integer from 0 to 4;
- and
- W and Z are both nitrogen;
- or
- W is CR8 and Z is CR9;
- or
- W is CR8 and Z is nitrogen;
- or
- Z is CR9 and W is nitrogen,
- where R8 and R9 are the same or different and represent hydrogen, halogen, alkyl having from 1 to 6 carbon atoms, or alkoxy having from 1 to 6 carbon atoms.
13 more elements
A compound of the formula:
- or a pharmaceutically acceptable salt thereof wherein:
- X is CH2 or oxygen;
- Y represents nitrogen or CH;
- R1, R2, R3, R4, R5, R6, and R7 independently represent hydrogen, halogen, hydroxy, amino, aminosulfonyl, arylalkylsulfonyl, alkylsulfonyl, alkylaminosulfonyl, alkyl having 1 to 6 carbon atoms, or alkoxy of 1 to 6 carbon atoms;
- R10 and R11 are the same or different and represent alkyl groups having 1 to 6 carbon atoms;
- g is an integer from 0 to 4;
- and
- W and Z are both nitrogen;
- or
- W is CR8 and Z is CR9;
- or
- W is CR8 and Z is nitrogen;
- or
- Z is CR9 and W is nitrogen,
- where R8 and R9 are the same or different and represent hydrogen, halogen, alkyl having from 1 to 6 carbon atoms, or alkoxy having from 1 to 6 carbon atoms.
12 more elements
A compound of the formula:
- or a pharmaceutically acceptable salt thereof wherein
- Y represents nitrogen or CH;
- R1, R2, R3, R4, R5, R6, and R7 independently represent hydrogen, halogen, hydroxy, amino, aminosulfonyl, arylalkylsulfonyl, alkylsulfonyl, alkylaminosulfonyl, alkyl having 1 to 6 carbon atoms, or alkoxy of 1 to 6 carbon atoms;
- R10 and R11 are the same or different and represent alkyl groups having 1 to 6 carbon atoms;
- g is an integer from 0 to 4;
- and
- W and Z are both nitrogen;
- or
- W is CR8 and Z is CR9;
- or
- W is CR8 and Z is nitrogen;
- or
- Z is CR9 and W is nitrogen,
- where R8 and R9 are the same or different and represent hydrogen, halogen, alkyl having from 1 to 6 carbon atoms, or alkoxy having from 1 to 6 carbon atoms.
11 more elements
A compound of the formula:
- or a pharmaceutically acceptable salt thereof wherein:
- X is oxygen or methylene;
- R1, R2, R3, and R4 are the same or different and represent hydrogen, or alkyl groups having 1 to 6 carbon atoms;
- R5 represents alkyl having 1-3 carbon atoms and R6 is benzyl, unsubstituted or substituted with alkyl having 1-6 carbon atoms, alkoxy, hydroxy, or halogen.
1 more element
A compound of the formula:
- or the pharmaceutically acceptable salts thereof wherein:
- Y represents nitrogen or CH:
- R1, R2, R3, and R4 are the same or different and represent hydrogen or alkyl groups having 1 to 6 carbon atoms;
- R6 represents hydrogen, halogen, hydroxy, amino, alkyl having 1 to 6 carbon atoms, or alkoxy of 1 to 6 carbon atoms;
- and
- W and Z are the same or different and represent nitrogen or CR9 where R9 represents hydrogen, halogen, alkyl having from 1 to 6 carbon atoms, or alkoxy having from 1 to 6 carbon atoms.
3 more elements
Dependencies are inferred from the claim text.