ES2460915T3 - Piridinas fusionadas con heteroarilo disustituido - Google Patents
Piridinas fusionadas con heteroarilo disustituido Download PDFInfo
- Publication number
- ES2460915T3 ES2460915T3 ES10805785.2T ES10805785T ES2460915T3 ES 2460915 T3 ES2460915 T3 ES 2460915T3 ES 10805785 T ES10805785 T ES 10805785T ES 2460915 T3 ES2460915 T3 ES 2460915T3
- Authority
- ES
- Spain
- Prior art keywords
- pyridin
- pyrazolo
- yloxy
- acetamide
- ring system
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 150000003222 pyridines Chemical class 0.000 title description 4
- 125000001072 heteroaryl group Chemical group 0.000 title description 3
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 402
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 382
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 274
- 150000002367 halogens Chemical class 0.000 claims abstract description 274
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 269
- 150000001875 compounds Chemical class 0.000 claims abstract description 244
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 231
- 125000001188 haloalkyl group Chemical group 0.000 claims abstract description 201
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 148
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 148
- 239000001301 oxygen Chemical group 0.000 claims abstract description 148
- 125000001424 substituent group Chemical group 0.000 claims abstract description 136
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 134
- 229910052717 sulfur Chemical group 0.000 claims abstract description 127
- 239000011593 sulfur Chemical group 0.000 claims abstract description 127
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 126
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 122
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 118
- 125000004434 sulfur atom Chemical group 0.000 claims abstract description 116
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 102
- 239000001257 hydrogen Substances 0.000 claims abstract description 102
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 102
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims abstract description 82
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims abstract description 82
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 78
- 125000003118 aryl group Chemical group 0.000 claims abstract description 47
- 125000002950 monocyclic group Chemical group 0.000 claims abstract description 46
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- 125000004429 atom Chemical group 0.000 claims abstract description 41
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- -1 C2-6 halogenoalkenyl Chemical group 0.000 claims description 626
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- 125000006413 ring segment Chemical group 0.000 claims description 115
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 112
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 102
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 89
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- GVLRTOYGRNLSDW-UHFFFAOYSA-N 1h-pyrazolo[3,4-b]pyridine Chemical compound C1=CC=C2C=NNC2=N1 GVLRTOYGRNLSDW-UHFFFAOYSA-N 0.000 claims description 13
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- 125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
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- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims description 5
- 125000002927 2-methoxybenzyl group Chemical group [H]C1=C([H])C([H])=C(C(OC([H])([H])[H])=C1[H])C([H])([H])* 0.000 claims description 4
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- PCEVUHYTSUIWRI-UHFFFAOYSA-N 2-(3-cyclopropyl-1,4-dimethylpyrazolo[3,4-b]pyridin-6-yl)oxy-n-methylacetamide Chemical compound N=1N(C)C2=NC(OCC(=O)NC)=CC(C)=C2C=1C1CC1 PCEVUHYTSUIWRI-UHFFFAOYSA-N 0.000 claims description 2
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- SUGFKAPQEDNFHZ-UHFFFAOYSA-N 3-methyl-6,7-dihydro-5h-cyclopenta[c]pyridine Chemical compound C1=NC(C)=CC2=C1CCC2 SUGFKAPQEDNFHZ-UHFFFAOYSA-N 0.000 claims description 2
- WPPWEFVZGFJESZ-UHFFFAOYSA-N 5-methoxy-2,3-dihydro-1h-indene Chemical compound COC1=CC=C2CCCC2=C1 WPPWEFVZGFJESZ-UHFFFAOYSA-N 0.000 claims description 2
- QOPRWBRNMPANKN-UHFFFAOYSA-N 5-methoxy-2,3-dihydroinden-1-one Chemical compound COC1=CC=C2C(=O)CCC2=C1 QOPRWBRNMPANKN-UHFFFAOYSA-N 0.000 claims description 2
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- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical class OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
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- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- MOODSJOROWROTO-UHFFFAOYSA-N salicylsulfuric acid Chemical compound OC(=O)C1=CC=CC=C1OS(O)(=O)=O MOODSJOROWROTO-UHFFFAOYSA-N 0.000 description 1
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- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
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- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
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- 125000004495 thiazol-4-yl group Chemical group S1C=NC(=C1)* 0.000 description 1
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
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- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
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- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- 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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Diabetes (AREA)
- Anesthesiology (AREA)
- Addiction (AREA)
- Nutrition Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| INDE26642009 | 2009-12-21 | ||
| IN2664DE2009 | 2009-12-21 | ||
| PCT/EP2010/070260 WO2011076744A1 (en) | 2009-12-21 | 2010-12-20 | Disubstituted heteroaryl-fused pyridines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2460915T3 true ES2460915T3 (es) | 2014-05-16 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES10805785.2T Active ES2460915T3 (es) | 2009-12-21 | 2010-12-20 | Piridinas fusionadas con heteroarilo disustituido |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8742106B2 (enExample) |
| EP (1) | EP2516437B1 (enExample) |
| JP (1) | JP2013515032A (enExample) |
| CN (1) | CN102762560A (enExample) |
| ES (1) | ES2460915T3 (enExample) |
| WO (1) | WO2011076744A1 (enExample) |
Families Citing this family (18)
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| US9440982B2 (en) | 2012-02-07 | 2016-09-13 | Eolas Therapeutics, Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| WO2013119639A1 (en) | 2012-02-07 | 2013-08-15 | Eolas Therapeutics, Inc. | Substituted prolines / piperidines as orexin receptor antagonists |
| BR102012024778A2 (pt) | 2012-09-28 | 2014-08-19 | Cristalia Prod Quimicos Farm | Compostos heteroaromáticos; processo para preparar os compostos, composições farmacêuticas, usos e método de tratamento para as dores aguda e crônica |
| TW201613902A (en) | 2014-08-13 | 2016-04-16 | Eolas Therapeutics Inc | Difluoropyrrolidines as orexin receptor modulators |
| PL3240785T3 (pl) | 2014-12-29 | 2021-12-06 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Inhibitory drobnocząsteczkowe dehydrogenazy mleczanowej i sposoby ich wykorzystania |
| CN105541719B (zh) * | 2016-02-03 | 2018-06-29 | 安徽工业大学 | 一种以乳清酸为原料制备5-氨基-1,2二氢吡唑-3-酮的方法 |
| LT3414241T (lt) | 2016-02-12 | 2022-08-25 | Astrazeneca Ab | Halogenu pakeisti piperidinai kaip oreksino receptoriaus moduliatoriai |
| EP3515907A1 (en) | 2016-09-22 | 2019-07-31 | Bayer CropScience Aktiengesellschaft | Novel triazole derivatives |
| WO2018054829A1 (en) | 2016-09-22 | 2018-03-29 | Bayer Cropscience Aktiengesellschaft | Novel triazole derivatives and their use as fungicides |
| US20200029563A1 (en) | 2016-09-29 | 2020-01-30 | Bayer Cropscience Aktiengesellschaft | Novel 5-substituted imidazolylmethyldioxolane derivatives |
| MX2019003714A (es) | 2016-09-29 | 2019-06-24 | Bayer Cropscience Ag | Novedosos derivados de imidazolilmetilo 5-sustituidos. |
| BR112019016241A2 (pt) | 2017-02-08 | 2020-04-07 | Bayer Cropscience Ag | derivados de triazol e seu uso como fungicidas |
| CA3052519A1 (en) | 2017-02-08 | 2018-08-16 | Andreas Gortz | Triazolethione derivatives |
| EP3580218A1 (en) | 2017-02-08 | 2019-12-18 | Bayer CropScience Aktiengesellschaft | Novel triazole derivatives |
| AU2018217749A1 (en) | 2017-02-10 | 2019-08-01 | Bayer Aktiengesellschaft | Composition for controlling harmful microorganisms comprising 1 -(phenoxy-pyridinyl)-2-(1,2,4-triazol-1 -yl)-ethanol derivatives |
| WO2020020816A1 (en) | 2018-07-26 | 2020-01-30 | Bayer Aktiengesellschaft | Novel triazole derivatives |
| EP3867224A1 (en) * | 2018-10-18 | 2021-08-25 | Boehringer Ingelheim International GmbH | Scalable synthesis of optically active 1-cyclopropylalkyl-1-amines |
| CA3196901A1 (en) * | 2020-11-02 | 2022-05-05 | Kira A. Armacost | Macrocyclic urea orexin receptor agonists |
Family Cites Families (17)
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| DE2232038A1 (de) | 1972-06-30 | 1974-01-10 | Hoechst Ag | 3-amino-1h-pyrazolo eckige klammer auf 3,4-b eckige klammer zu pyridine, ihre herstellung und verwendung |
| PT72878B (en) | 1980-04-24 | 1983-03-29 | Merck & Co Inc | Process for preparing mannich-base hydroxamic acid pro-drugs for the improved delivery of non-steroidal anti-inflammatory agents |
| AU2001264313A1 (en) | 2000-06-20 | 2002-01-02 | Japan Tobacco Inc. | Pyrazolopyridine compounds and use thereof as drugs |
| US6670364B2 (en) | 2001-01-31 | 2003-12-30 | Telik, Inc. | Antagonists of MCP-1 function and methods of use thereof |
| US6962926B2 (en) | 2001-01-31 | 2005-11-08 | Telik, Inc. | Antagonist of MCP-1 function, and compositions and methods of use thereof |
| US20030187026A1 (en) | 2001-12-13 | 2003-10-02 | Qun Li | Kinase inhibitors |
| US7601876B2 (en) * | 2002-05-31 | 2009-10-13 | Proteotech, Inc. | Compounds, compositions and methods for the treatment of amyloid diseases such as systemic AA amyloidosis |
| CA2514733A1 (en) | 2003-02-28 | 2004-09-16 | Transform Pharmaceuticals, Inc. | Pharmaceutical co-crystal compositions of drugs such as carbamazepine, celecoxib, olanzapine, itraconazole, topiramate, modafinil, 5-fluorouracil, hydrochlorothiazide, acetaminophen, aspirin, flurbiprofen, phenytoin and ibuprofen |
| DE102004061288A1 (de) | 2004-12-14 | 2006-06-29 | Schering Ag | 3-Amino-Pyrazolo[3,4b]pyridine als Inhibitoren von Proteintyrosinkinasen, deren Herstellung und Verwendung als Arzneimittel |
| AR057455A1 (es) | 2005-07-22 | 2007-12-05 | Merck & Co Inc | Inhibidores de la transcriptasa reversa de vih y composicion farmaceutica |
| EP1764099A3 (en) | 2005-09-17 | 2007-05-09 | Speedel Experimenta AG | Diaminoalcohol derivatives for the treatment of Alzheimer, malaria, HIV |
| JP2007099640A (ja) | 2005-09-30 | 2007-04-19 | Tsumura & Co | 含窒素複素環化合物、その製造方法およびそれを用いた医薬組成物 |
| ATE496051T1 (de) | 2006-04-26 | 2011-02-15 | Actelion Pharmaceuticals Ltd | Pyrazolotetrahydropyridinderivate als orexinrezeptorantagonisten |
| EP1870410A1 (en) | 2006-06-13 | 2007-12-26 | Bayer Schering Pharma Aktiengesellschaft | Substituted arylpyrazolopyridines and salts thereof, pharmaceutical compositions comprising same, methods of preparing same and uses of same |
| TW200815438A (en) | 2006-06-13 | 2008-04-01 | Bayer Schering Pharma Ag | Substituted pyrazolopyridines and salts thereof, pharmaceutical compositions comprising same, methods of preparing same and uses of same |
| GB0617161D0 (en) | 2006-08-31 | 2006-10-11 | Vernalis R&D Ltd | Enzyme inhibitors |
| TW200911242A (en) | 2007-07-03 | 2009-03-16 | Glaxo Group Ltd | Novel compounds |
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2010
- 2010-12-20 EP EP10805785.2A patent/EP2516437B1/en not_active Not-in-force
- 2010-12-20 US US13/517,115 patent/US8742106B2/en not_active Expired - Fee Related
- 2010-12-20 JP JP2012545276A patent/JP2013515032A/ja active Pending
- 2010-12-20 CN CN2010800643114A patent/CN102762560A/zh active Pending
- 2010-12-20 WO PCT/EP2010/070260 patent/WO2011076744A1/en not_active Ceased
- 2010-12-20 ES ES10805785.2T patent/ES2460915T3/es active Active
Also Published As
| Publication number | Publication date |
|---|---|
| WO2011076744A1 (en) | 2011-06-30 |
| EP2516437B1 (en) | 2014-01-29 |
| US8742106B2 (en) | 2014-06-03 |
| CN102762560A (zh) | 2012-10-31 |
| EP2516437A1 (en) | 2012-10-31 |
| US20120258973A1 (en) | 2012-10-11 |
| JP2013515032A (ja) | 2013-05-02 |
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