JP5404601B2 - 新規な３−アミド−ピロロ［３，４−ｃ］ピラゾール−５（１Ｈ，４Ｈ，６Ｈ）カルバルデヒド誘導体 - Google Patents
新規な３−アミド−ピロロ［３，４−ｃ］ピラゾール−５（１Ｈ，４Ｈ，６Ｈ）カルバルデヒド誘導体 Download PDFInfo
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- JP5404601B2 JP5404601B2 JP2010502601A JP2010502601A JP5404601B2 JP 5404601 B2 JP5404601 B2 JP 5404601B2 JP 2010502601 A JP2010502601 A JP 2010502601A JP 2010502601 A JP2010502601 A JP 2010502601A JP 5404601 B2 JP5404601 B2 JP 5404601B2
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- dimethyl
- compound
- carbonyl
- tetrahydro
- pharmaceutically acceptable
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- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 164
- -1 tetrahydro-2H-pyran-4-ylmethyl Chemical group 0.000 claims description 57
- 125000000623 heterocyclic group Chemical group 0.000 claims description 50
- 150000003839 salts Chemical class 0.000 claims description 46
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 9
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 239000008194 pharmaceutical composition Substances 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 7
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000000304 alkynyl group Chemical group 0.000 claims description 6
- 125000001072 heteroaryl group Chemical group 0.000 claims description 6
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- GWZSZMRXJHWHCQ-MOPGFXCFSA-N n-[5-[(2s,5r)-2,5-dimethyl-4-(oxan-4-ylmethyl)piperazine-1-carbonyl]-6,6-dimethyl-1,4-dihydropyrrolo[3,4-c]pyrazol-3-yl]-1-propan-2-ylimidazole-4-carboxamide Chemical compound CC(C)N1C=NC(C(=O)NC=2C3=C(C(N(C(=O)N4[C@H](CN(CC5CCOCC5)[C@H](C)C4)C)C3)(C)C)NN=2)=C1 GWZSZMRXJHWHCQ-MOPGFXCFSA-N 0.000 claims description 2
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- MVMSOZYFEJAMDJ-CVEARBPZSA-N n-[5-[(2s,5r)-2,5-dimethyl-4-(oxan-4-ylmethyl)piperazine-1-carbonyl]-6,6-dimethyl-1,4-dihydropyrrolo[3,4-c]pyrazol-3-yl]-2-methyl-1,3-thiazole-4-carboxamide Chemical compound C([C@H](C)N(C[C@H]1C)C(=O)N2C(C=3NN=C(NC(=O)C=4N=C(C)SC=4)C=3C2)(C)C)N1CC1CCOCC1 MVMSOZYFEJAMDJ-CVEARBPZSA-N 0.000 claims description 2
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- 125000003282 alkyl amino group Chemical group 0.000 claims 1
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Classifications
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- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
Landscapes
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
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| US61/035,519 | 2008-03-11 | ||
| US4011508P | 2008-03-27 | 2008-03-27 | |
| US61/040,115 | 2008-03-27 | ||
| PCT/IB2008/000862 WO2008125945A2 (en) | 2007-04-12 | 2008-04-10 | 3-amido-pyrrolo [3, 4-c] pyrazole-5 (1h, 4h, 6h) carbaldehyde derivatives as inhibitors of protein kinase c |
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| WO2008125945A2 (en) | 2007-04-12 | 2008-10-23 | Pfizer Inc. | 3-amido-pyrrolo [3, 4-c] pyrazole-5 (1h, 4h, 6h) carbaldehyde derivatives as inhibitors of protein kinase c |
| US8318762B2 (en) | 2008-05-28 | 2012-11-27 | Pfizer Inc. | Pyrazolospiroketone acetyl-CoA carboxylase inhibitors |
| EP2485727A4 (en) * | 2009-10-06 | 2013-05-01 | Afraxis Inc | PYRROLOPYRAZOLE FOR THE TREATMENT OF CNS DISEASES |
| CU24077B1 (es) * | 2009-11-10 | 2015-03-30 | Pfizer | DERIVADOS DE N1-PIRAZOLOESPIROCETONA ÚTILES COMO INHIBIDORES DE ACETIL-CoA CARBOXILASA |
| EP2519517B1 (en) | 2009-12-29 | 2015-03-25 | Dana-Farber Cancer Institute, Inc. | Type ii raf kinase inhibitors |
| WO2011107494A1 (de) | 2010-03-03 | 2011-09-09 | Sanofi | Neue aromatische glykosidderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
| US8933024B2 (en) | 2010-06-18 | 2015-01-13 | Sanofi | Azolopyridin-3-one derivatives as inhibitors of lipases and phospholipases |
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| CN102060857A (zh) * | 2000-08-10 | 2011-05-18 | 辉瑞意大利有限公司 | 具有激酶抑制剂活性的二环吡唑类、其制备方法和包含它们的药物组合物 |
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| WO2008125945A2 (en) | 2007-04-12 | 2008-10-23 | Pfizer Inc. | 3-amido-pyrrolo [3, 4-c] pyrazole-5 (1h, 4h, 6h) carbaldehyde derivatives as inhibitors of protein kinase c |
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| US8114871B2 (en) | 2012-02-14 |
| CN104370914B (zh) | 2018-09-07 |
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| WO2008125945A3 (en) | 2009-03-12 |
| US8999981B2 (en) | 2015-04-07 |
| AU2008237660B2 (en) | 2011-12-22 |
| WO2008125945A2 (en) | 2008-10-23 |
| EP2195321B1 (en) | 2016-10-19 |
| CN104356136A (zh) | 2015-02-18 |
| AU2008237660A1 (en) | 2008-10-23 |
| HK1207068A1 (en) | 2016-01-22 |
| KR101113387B1 (ko) | 2012-04-23 |
| US20120108588A1 (en) | 2012-05-03 |
| IL201104A (en) | 2017-09-28 |
| US20100249128A1 (en) | 2010-09-30 |
| CA2683695A1 (en) | 2008-10-23 |
| HK1207067A1 (en) | 2016-01-22 |
| EP2195321A2 (en) | 2010-06-16 |
| JP2010523643A (ja) | 2010-07-15 |
| KR20090130039A (ko) | 2009-12-17 |
| MX2009010951A (es) | 2009-10-29 |
| CA2683695C (en) | 2013-06-18 |
| CN104370914A (zh) | 2015-02-25 |
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