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US 2006/0135571 A1Published application
Imidazo(2,1-b)-1,3,4-thiadiazole sulfoxides and sulfones
OwnerJames Jaquith, John Gillard +2inventors
InventorsJames Jaquith, John Gillard, Patrick Bureau, Scott Jarvis
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Abstract
This invention relates to novel imidazo[2,1-b]-1,3,4-thiadiazole sulfoxide and sulfone compounds of Formula (I) and the use of compounds of Formula (I) in the treatment of neuronal disorders of the central and peripheral nervous systems and for the treatment of proliferative diseases such as cancer.
Claims35
A compound represented by Formula I:
- or a pharmaceutically acceptable salt thereof wherein:
- n is 1 or 2;
- R is selected from the group consisting of:
- i. substituted or unsubstituted C (1-8) alkyl, fluoroalkyl, substituted and unsubstituted aralkyl, substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl;
- and
- wherein m is an integer between 1 and 5;
- and
- R3 and R4 are independently selected from the groups consisting of hydrogen, substituted or unsubstituted C (1-8) alkyl, fluoroalkyl, substituted and unsubstituted aralkyl, substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl, substituted or unsubstituted C (1-8) alkylcarbonyl, substituted or unsubstituted C (1-8) alkylaminocarbonyl, substituted or unsubstituted arylaminocarbonyl, substituted or unsubstituted heteroarylaminocarbonyl, substituted or unsubstituted C (1-8) alkylsulfonyl, substituted or unsubstituted arylsulfonyl, substituted or unsubstituted heteroarylsulfonyl, or R3 and R4 are joined to form a substituted or unsubstituted cycloalkyl or cycloheteroalkyl ring system;
- and
- R5 and R6 are independently chosen from hydrogen, substituted or unsubstituted C (1-8) alkyl, or R5 and R6 are joined to form a cycloalkyl or cycloheteroalkyl ring system;
- R1 and R2 are independently selected from the group consisting of:
- (i) H, fluoro C(1-6)-alkyl, substituted and unsubstituted C(6-16)-aryl, substituted and unsubstituted heteroaryl, substituted and unsubstituted coumarinyl, and adamantyl;
- wherein
- X is represented by a bond, O or S(O)n, wherein n=0, 1, or 2, and is attached to ring A at the 2, 3, or 4 position;
- R23 on ring A is selected from the group consisting of H, halogen, C(1-8)alkyl, C(1-8) alkoxy and represents up to 4 substitutions;
- R24 through R28 of ring B is independently selected from the group consisting of:
- H, halogen, C(1-8) alkyl, C(1-8) fluoroalkyl, C(1-8) alkoxy,
- wherein any two adjacent R24 through R28 groups may be combined to form a fused aryl, substituted aryl, heteroaryl, or substituted heteroaryl ring system;
- and
- wherein
- X is represented by a bond, O or S(O)n, wherein n=0, 1, or 2;
- R23 on ring A is selected from the group consisting of:
- H, halogen, C(1-8) alkyl, C(1-8) alkoxy and represents up to 4 substitutions;
- R24 through R28 of ring B are independently selected from the group consisting of:
- H, halogen, C(1-8) alkyl, C(1-8) fluoroalkyl, and C(1-8) alkoxy;
- and wherein any two adjacent R24 through R28 groups may be combined to form a fused aryl, substituted aryl, heteroaryl, or substituted heteroaryl ring system;
- and
- wherein the heteroaryl ring systems of ring A and B contain at least one heteroatom and are substituted or unsubstituted.
25 more elements
A compound of Formula I, where n=1
- selected from the group consisting of:
- Compound
- Structure
- 1
- 3
- 5
- 7
- 9
- 11
- 13
- 15
- 17
- 19
- 21
- 23
- 24
- 26
- 27
- 28
- 29
- 30
- 32
- 34
- 35
- 36
- 37
- 39
- 40
- 53
- 54
- 56
- 57
- 58
- 59
- 60
- 61
- 62
- 63
- 64
- 65
- 66
- 67
- 68
- 69
- 70
- 71
43 more elements
A compound of Formula I, where n=2
- selected from the group consisting of:
- Compound
- Structure
- 2
- 4
- 6
- 8
- 10
- 12
- 14
- 16
- 18
- 20
- 26
- 31
- 33
- 38
- 41
- 42
- 43
- 44
- 45
- 46
- 47
- 48
- 49
- 50
- 51
- 52
- 72
27 more elements
The method, according to claim, 22 in which the neurodegenerative disease is a degenerative disease of the eye.
Dependencies are inferred from the claim text.