PL400292A1 - Pyrazolo[4,3-d]pyrimidine-7(6H)-one as inhibitors of PDE9 - Google Patents
Pyrazolo[4,3-d]pyrimidine-7(6H)-one as inhibitors of PDE9Info
- Publication number
- PL400292A1 PL400292A1 PL400292A PL40029212A PL400292A1 PL 400292 A1 PL400292 A1 PL 400292A1 PL 400292 A PL400292 A PL 400292A PL 40029212 A PL40029212 A PL 40029212A PL 400292 A1 PL400292 A1 PL 400292A1
- Authority
- PL
- Poland
- Prior art keywords
- pde9
- inhibitors
- cyclopentyl
- methyl
- hydrogen
- Prior art date
Links
- PMUCHSBLLPHEMP-UHFFFAOYSA-N 5,6-dihydropyrazolo[4,3-d]pyrimidin-7-one Chemical compound O=C1NCN=C2C=NN=C12 PMUCHSBLLPHEMP-UHFFFAOYSA-N 0.000 title 1
- 101100407341 Drosophila melanogaster Pde9 gene Proteins 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 208000028698 Cognitive impairment Diseases 0.000 abstract 1
- 229940076380 PDE9 inhibitor Drugs 0.000 abstract 1
- 208000010877 cognitive disease Diseases 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 230000004770 neurodegeneration Effects 0.000 abstract 1
- 208000015122 neurodegenerative disease Diseases 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Przedmiotem wynalazku sa zwiazki przedstawione wzorem ogólnym (I), w którym R1 oznacza wodór lub metyl; kiedy R1 oznacza wodór, to R2 oznacza grupe cyklopentylowa lub tetrahydropiranylowa; kiedy R1 oznacza metyl, to R2 oznacza grupe cyklopentylowa; R3 jest wybrany z grupy skladajacej sie z fenylu niepodstawionego lub podstawionego przez 1 do 3 podstawników wybranych z F, Cl, Br, I, i OCH3; i 6- do 10-czlonowego heteroarylu, majacego 1 do 3 heteroatomów wybranych niezaleznie z O, N i S; i Q oznacza grupe C1-C3-alkilenowa, która moze byc ewentualnie podstawiona przed jedna do trzech grup C1-C3-alkilowych; oraz ich dopuszczalne farmaceutycznie sole. Zwiazki sa inhibitorami PDE9 i moga znalezc zastosowanie jako leki, w zaburzeniach funkcji poznawczej i chorób neurozwyrodnieniowych.The invention relates to compounds represented by the general formula (I) in which R1 is hydrogen or methyl; when R1 is hydrogen, R2 is cyclopentyl or tetrahydropyranyl; when R1 is methyl, R2 is cyclopentyl; R3 is selected from the group consisting of unsubstituted or substituted phenyl with 1 to 3 substituents selected from F, Cl, Br, I, and OCH3; and 6- to 10-membered heteroaryl having 1 to 3 heteroatoms selected independently from O, N and S; and Q is a C1-C3-alkylene group which may be optionally substituted with one to three C1-C3-alkyl groups; and their pharmaceutically acceptable salts. The compounds are PDE9 inhibitors and can be used as drugs in cognitive impairment and neurodegenerative diseases.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL400292A PL400292A1 (en) | 2012-08-08 | 2012-08-08 | Pyrazolo[4,3-d]pyrimidine-7(6H)-one as inhibitors of PDE9 |
| PCT/IB2013/056423 WO2014024125A1 (en) | 2012-08-08 | 2013-08-06 | Pyrazolo[4,3-d]pyrimidin-7(6h)-one derivatives as pde9 inhibitors |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL400292A PL400292A1 (en) | 2012-08-08 | 2012-08-08 | Pyrazolo[4,3-d]pyrimidine-7(6H)-one as inhibitors of PDE9 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL400292A1 true PL400292A1 (en) | 2014-02-17 |
Family
ID=50097280
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL400292A PL400292A1 (en) | 2012-08-08 | 2012-08-08 | Pyrazolo[4,3-d]pyrimidine-7(6H)-one as inhibitors of PDE9 |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL400292A1 (en) |
-
2012
- 2012-08-08 PL PL400292A patent/PL400292A1/en not_active Application Discontinuation
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| REFS | Decisions on refusal to grant patents (taken after the publication of the particulars of the applications) |