SK9199A3 - 2,6-dioxopiperidines, pharmaceutical composition them containing and their use - Google Patents
2,6-dioxopiperidines, pharmaceutical composition them containing and their use Download PDFInfo
- Publication number
- SK9199A3 SK9199A3 SK91-99A SK9199A SK9199A3 SK 9199 A3 SK9199 A3 SK 9199A3 SK 9199 A SK9199 A SK 9199A SK 9199 A3 SK9199 A3 SK 9199A3
- Authority
- SK
- Slovakia
- Prior art keywords
- oxo
- dioxopiperidin
- aminoisoindoline
- mixture
- tnfα
- Prior art date
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- KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical class O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 title claims description 12
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 6
- 241000124008 Mammalia Species 0.000 claims abstract description 9
- VZTDWPXKIYLLAT-UHFFFAOYSA-N 4-amino-2-(3-methyl-2,6-dioxopiperidin-3-yl)isoindole-1,3-dione Chemical compound O=C1C2=CC=CC(N)=C2C(=O)N1C1(C)CCC(=O)NC1=O VZTDWPXKIYLLAT-UHFFFAOYSA-N 0.000 claims abstract description 3
- 108060008682 Tumor Necrosis Factor Proteins 0.000 claims description 48
- 102000000852 Tumor Necrosis Factor-alpha Human genes 0.000 claims description 48
- 229910052739 hydrogen Inorganic materials 0.000 claims description 45
- -1 2,6-dioxopiperidin-3-yl Chemical group 0.000 claims description 31
- 150000001875 compounds Chemical class 0.000 claims description 26
- 239000001257 hydrogen Substances 0.000 claims description 23
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- ACMVMVHUTTZSBR-UHFFFAOYSA-N 3-(4,5,6,7-tetrafluoro-3-oxo-1h-isoindol-2-yl)piperidine-2,6-dione Chemical compound O=C1C2=C(F)C(F)=C(F)C(F)=C2CN1C1CCC(=O)NC1=O ACMVMVHUTTZSBR-UHFFFAOYSA-N 0.000 claims description 7
- IICWMVJMJVXCLY-UHFFFAOYSA-N 5-amino-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione Chemical compound O=C1C2=CC(N)=CC=C2C(=O)N1C1CCC(=O)NC1=O IICWMVJMJVXCLY-UHFFFAOYSA-N 0.000 claims description 7
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- LAGNQECGHYBSCQ-UHFFFAOYSA-N 3-(5-amino-3-oxo-1h-isoindol-2-yl)piperidine-2,6-dione Chemical compound O=C1C2=CC(N)=CC=C2CN1C1CCC(=O)NC1=O LAGNQECGHYBSCQ-UHFFFAOYSA-N 0.000 claims description 5
- WLUIQUZGNPAKRL-UHFFFAOYSA-N 3-(6-amino-3-oxo-1h-isoindol-2-yl)piperidine-2,6-dione Chemical compound C1C2=CC(N)=CC=C2C(=O)N1C1CCC(=O)NC1=O WLUIQUZGNPAKRL-UHFFFAOYSA-N 0.000 claims description 5
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- VEEGBANOMRHUOB-UHFFFAOYSA-N 3-(4,5,6,7-tetramethoxy-3-oxo-1h-isoindol-2-yl)piperidine-2,6-dione Chemical compound O=C1C2=C(OC)C(OC)=C(OC)C(OC)=C2CN1C1CCC(=O)NC1=O VEEGBANOMRHUOB-UHFFFAOYSA-N 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
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| US08/701,494 US5798368A (en) | 1996-08-22 | 1996-08-22 | Tetrasubstituted 2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolines and method of reducing TNFα levels |
| US4827897P | 1997-05-30 | 1997-05-30 | |
| PCT/US1997/013375 WO1998003502A1 (en) | 1996-07-24 | 1997-07-24 | Substituted 2(2,6-dioxopiperidin-3-yl)phthalimides and -1-oxoisoindolines and method of reducing tnf-alpha levels |
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| SK91-99A SK9199A3 (en) | 1996-07-24 | 1997-07-24 | 2,6-dioxopiperidines, pharmaceutical composition them containing and their use |
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- 1997-07-24 PT PT97936295T patent/PT925294E/pt unknown
- 1997-07-24 CA CA 2560523 patent/CA2560523C/en not_active Expired - Lifetime
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- 1997-07-24 CZ CZ1999202A patent/CZ295762B6/cs not_active IP Right Cessation
- 1997-07-24 AT AT10152833T patent/ATE530542T1/de active
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- 1997-07-24 KR KR10-1999-7000565A patent/KR100534498B1/ko not_active Expired - Lifetime
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- 1997-07-24 EP EP20020012942 patent/EP1285916B1/en not_active Expired - Lifetime
- 1997-07-24 WO PCT/US1997/013375 patent/WO1998003502A1/en not_active Ceased
- 1997-07-24 ES ES97936295.1T patent/ES2187805T7/es active Active
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- 1997-07-24 CN CN97180299A patent/CN1117089C/zh not_active Ceased
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- 1997-07-24 DK DK97936295.1T patent/DK0925294T6/da active
- 1997-07-24 PT PT02012942T patent/PT1285916E/pt unknown
- 1997-07-24 PT PT10152833T patent/PT2177517E/pt unknown
- 1997-07-24 EP EP20090151443 patent/EP2070920B8/en not_active Expired - Lifetime
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1999
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2007
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2013
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