ME02571B - Novi biciklički piridinoni - Google Patents
Novi biciklički piridinoniInfo
- Publication number
- ME02571B ME02571B MEP-2016-269A MEP2016269A ME02571B ME 02571 B ME02571 B ME 02571B ME P2016269 A MEP2016269 A ME P2016269A ME 02571 B ME02571 B ME 02571B
- Authority
- ME
- Montenegro
- Prior art keywords
- pharmaceutically acceptable
- alkyl
- acceptable salt
- compound according
- substituted
- Prior art date
Links
- -1 bicyclic pyridinones Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 35
- 150000003839 salts Chemical class 0.000 claims 27
- 229910052739 hydrogen Inorganic materials 0.000 claims 17
- 239000001257 hydrogen Substances 0.000 claims 17
- 125000000217 alkyl group Chemical group 0.000 claims 14
- 235000019000 fluorine Nutrition 0.000 claims 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims 12
- 229910052736 halogen Inorganic materials 0.000 claims 12
- 150000002367 halogens Chemical class 0.000 claims 12
- 125000001424 substituent group Chemical group 0.000 claims 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims 11
- 229910052731 fluorine Inorganic materials 0.000 claims 11
- 239000011737 fluorine Substances 0.000 claims 11
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 10
- 150000002431 hydrogen Chemical class 0.000 claims 9
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 9
- 125000001072 heteroaryl group Chemical group 0.000 claims 6
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 229910052801 chlorine Inorganic materials 0.000 claims 4
- 239000000460 chlorine Substances 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 3
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000001153 fluoro group Chemical group F* 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 229910007161 Si(CH3)3 Inorganic materials 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 150000001602 bicycloalkyls Chemical group 0.000 claims 2
- CPPKAGUPTKIMNP-UHFFFAOYSA-N cyanogen fluoride Chemical compound FC#N CPPKAGUPTKIMNP-UHFFFAOYSA-N 0.000 claims 2
- 125000004639 dihydroindenyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 1
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims 1
- PBCQGLLRQCGBRF-SZFUDVHCSA-N 2-[(1s)-1-[(2s,5r)-5-[3,5-difluoro-4-(trifluoromethyl)phenyl]oxolan-2-yl]ethyl]-7-(4-methylimidazol-1-yl)-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1([C@H]2CC[C@H](O2)[C@H](C)N2C(C=3N(C(C(N4C=C(C)N=C4)=CC=3)=O)CC2)=O)=CC(F)=C(C(F)(F)F)C(F)=C1 PBCQGLLRQCGBRF-SZFUDVHCSA-N 0.000 claims 1
- KWLOJYBMOANZSC-JQOQJDEVSA-N 2-[(1s)-1-[(2s,5r)-5-[4,5-difluoro-2-(trifluoromethyl)phenyl]oxolan-2-yl]ethyl]-7-(4-methylimidazol-1-yl)-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1([C@H]2CC[C@H](O2)[C@H](C)N2C(C=3N(C(C(N4C=C(C)N=C4)=CC=3)=O)CC2)=O)=CC(F)=C(F)C=C1C(F)(F)F KWLOJYBMOANZSC-JQOQJDEVSA-N 0.000 claims 1
- MUDLWRHYTYCFBR-UZQPLGKSSA-N 2-[(1s)-1-[(2s,5r)-5-[4-chloro-2-(trifluoromethyl)phenyl]oxolan-2-yl]ethyl]-7-(4-methylimidazol-1-yl)-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1([C@H]2CC[C@H](O2)[C@H](C)N2C(C=3N(C(C(N4C=C(C)N=C4)=CC=3)=O)CC2)=O)=CC=C(Cl)C=C1C(F)(F)F MUDLWRHYTYCFBR-UZQPLGKSSA-N 0.000 claims 1
- SKHXUJLZBBPBLM-PNHOKKKMSA-N 2-[(1s)-1-[(2s,5r)-5-[4-chloro-3-fluoro-2-(trifluoromethyl)phenyl]oxolan-2-yl]ethyl]-7-(4-methylimidazol-1-yl)-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1([C@H]2CC[C@H](O2)[C@H](C)N2C(C=3N(C(C(N4C=C(C)N=C4)=CC=3)=O)CC2)=O)=CC=C(Cl)C(F)=C1C(F)(F)F SKHXUJLZBBPBLM-PNHOKKKMSA-N 0.000 claims 1
- AKCDDYGYIGPEKL-JQOQJDEVSA-N 2-[(1s)-1-[(2s,5r)-5-[4-chloro-5-fluoro-2-(trifluoromethyl)phenyl]oxolan-2-yl]ethyl]-7-(4-methylimidazol-1-yl)-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1([C@H]2CC[C@H](O2)[C@H](C)N2C(C=3N(C(C(N4C=C(C)N=C4)=CC=3)=O)CC2)=O)=CC(F)=C(Cl)C=C1C(F)(F)F AKCDDYGYIGPEKL-JQOQJDEVSA-N 0.000 claims 1
- HDGHLFQAIWQFDC-UZQPLGKSSA-N 2-[(1s)-1-[(2s,5r)-5-[4-fluoro-2-(trifluoromethyl)phenyl]oxolan-2-yl]ethyl]-7-(4-methylimidazol-1-yl)-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1([C@H]2CC[C@H](O2)[C@H](C)N2C(C=3N(C(C(N4C=C(C)N=C4)=CC=3)=O)CC2)=O)=CC=C(F)C=C1C(F)(F)F HDGHLFQAIWQFDC-UZQPLGKSSA-N 0.000 claims 1
- CZCJRJMKFMFGOG-WQTXXOFMSA-N 7-(4-methylimidazol-1-yl)-2-[(1s)-1-[(2s,5r)-5-[4-(trifluoromethyl)phenyl]oxolan-2-yl]ethyl]-3,4-dihydropyrido[1,2-a]pyrazine-1,6-dione Chemical compound C1([C@H]2CC[C@H](O2)[C@H](C)N2C(C=3N(C(C(N4C=C(C)N=C4)=CC=3)=O)CC2)=O)=CC=C(C(F)(F)F)C=C1 CZCJRJMKFMFGOG-WQTXXOFMSA-N 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 208000007930 Type C Niemann-Pick Disease Diseases 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000005048 dihydroisoxazolyl group Chemical group O1N(CC=C1)* 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000001786 isothiazolyl group Chemical group 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 230000004770 neurodegeneration Effects 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000004192 tetrahydrofuran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
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
- 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
- A61P25/28—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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Neurosurgery (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Epidemiology (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261703969P | 2012-09-21 | 2012-09-21 | |
| PCT/IB2013/058347 WO2014045156A1 (en) | 2012-09-21 | 2013-09-06 | Novel bicyclic pyridinones |
| EP13792085.6A EP2897956B1 (en) | 2012-09-21 | 2013-09-06 | Novel bicyclic pyridinones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ME02571B true ME02571B (me) | 2017-06-20 |
Family
ID=49585452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MEP-2016-269A ME02571B (me) | 2012-09-21 | 2013-09-06 | Novi biciklički piridinoni |
Country Status (46)
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UA110688C2 (uk) | 2012-09-21 | 2016-01-25 | Пфайзер Інк. | Біциклічні піридинони |
| JP6275161B2 (ja) | 2012-12-20 | 2018-02-07 | ヤンセン ファーマシューティカ エヌ．ベー． | γセクレターゼ調節剤としての新規な三環式３，４−ジヒドロ−２Ｈ−ピリド［１，２−ａ］ピラジン−１，６−ジオン誘導体 |
| CA2891755C (en) | 2013-01-17 | 2021-10-26 | Janssen Pharmaceutica Nv | Substituted pyrido-piperazinone derivatives as gamma secretase modulators |
| EP3052495B1 (en) * | 2013-10-04 | 2019-06-26 | Pfizer Inc | Novel bicyclic pyridinones as gamma-secretase modulators |
| US10562897B2 (en) | 2014-01-16 | 2020-02-18 | Janssen Pharmaceutica Nv | Substituted 3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-diones as gamma secretase modulators |
| EP3126361B1 (en) * | 2014-04-01 | 2019-11-06 | Pfizer Inc | Chromene and 1,1a,2,7b-tetrahydrocyclopropa[c]chromene pyridopyrazinediones as gamma-secretase modulators |
| EP3253755B1 (en) * | 2015-02-03 | 2020-08-26 | Pfizer Inc | Novel cyclopropabenzofuranyl pyridopyrazinediones |
| WO2016201168A1 (en) | 2015-06-10 | 2016-12-15 | Forum Pharmceuticals Inc. | Oxadiazine compounds and methods of use thereof |
| WO2017216279A1 (en) | 2016-06-16 | 2017-12-21 | F. Hoffmann-La Roche Ag | Heteroaryl estrogen receptor modulators and uses thereof |
| CA3047096A1 (en) | 2016-12-16 | 2018-06-21 | Pipeline Therapeutics, Inc. | Methods of treating cochlear synaptopathy |
| KR20210084484A (ko) | 2018-10-02 | 2021-07-07 | 프리퀀시 테라퓨틱스, 인크. | 귀 치료제를 포함하는 약제학적 조성물 및 관련 방법 |
| CN114340611A (zh) | 2019-04-08 | 2022-04-12 | 频率医疗公司 | 用于治疗听力损失的chir99021和丙戊酸的组合 |
| PH12022551379A1 (en) | 2019-12-06 | 2023-05-03 | Vertex Pharma | Substituted tetrahydrofurans as modulators of sodium channels |
| CN113402490B (zh) * | 2021-03-29 | 2023-01-03 | 白银京宇新药业有限公司 | 一种1，2，6，7-四氢-8H-茚并[5，4-b]呋喃-8-酮的制备方法 |
| EP4347031A1 (en) | 2021-06-04 | 2024-04-10 | Vertex Pharmaceuticals Incorporated | N-(hydroxyalkyl (hetero)aryl) tetrahydrofuran carboxamides as modulators of sodium channels |
| CN114034792B (zh) * | 2021-11-09 | 2024-06-25 | 山东新华制药股份有限公司 | 检测氯酮含量的液相色谱分析方法 |
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