CA2603656C - Treatment of parkinson's disease, obstructive sleep apnea, dementia with lewy bodies, vascular dementia with non-imidazole alkylamines histamine h3-receptor ligands - Google Patents
Treatment of parkinson's disease, obstructive sleep apnea, dementia with lewy bodies, vascular dementia with non-imidazole alkylamines histamine h3-receptor ligands Download PDFInfo
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- CA2603656C CA2603656C CA2603656A CA2603656A CA2603656C CA 2603656 C CA2603656 C CA 2603656C CA 2603656 A CA2603656 A CA 2603656A CA 2603656 A CA2603656 A CA 2603656A CA 2603656 C CA2603656 C CA 2603656C
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- -1 imidazole alkylamines Chemical class 0.000 title claims abstract description 125
- 208000018737 Parkinson disease Diseases 0.000 title claims abstract description 39
- 238000011282 treatment Methods 0.000 title claims abstract description 34
- 208000001797 obstructive sleep apnea Diseases 0.000 title claims abstract description 25
- 102000004384 Histamine H3 receptors Human genes 0.000 title abstract description 19
- 108090000981 Histamine H3 receptors Proteins 0.000 title abstract description 19
- 201000004810 Vascular dementia Diseases 0.000 title abstract description 16
- 206010067889 Dementia with Lewy bodies Diseases 0.000 title abstract description 15
- 201000002832 Lewy body dementia Diseases 0.000 title abstract description 15
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title abstract description 12
- 239000003446 ligand Substances 0.000 title description 4
- 201000003631 narcolepsy Diseases 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims description 187
- 125000000217 alkyl group Chemical group 0.000 claims description 185
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 108
- 125000004432 carbon atom Chemical group C* 0.000 claims description 88
- 125000003118 aryl group Chemical group 0.000 claims description 77
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 55
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 48
- 125000001424 substituent group Chemical group 0.000 claims description 40
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 33
- 125000005843 halogen group Chemical group 0.000 claims description 26
- 150000003839 salts Chemical class 0.000 claims description 26
- 229910052757 nitrogen Inorganic materials 0.000 claims description 22
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 18
- 206010041349 Somnolence Diseases 0.000 claims description 16
- 208000007590 Disorders of Excessive Somnolence Diseases 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 14
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 14
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 14
- 239000003814 drug Substances 0.000 claims description 13
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- 239000000939 antiparkinson agent Substances 0.000 claims description 11
- 150000001336 alkenes Chemical class 0.000 claims description 9
- 150000004677 hydrates Chemical class 0.000 claims description 9
- 230000003287 optical effect Effects 0.000 claims description 9
- NNACHAUCXXVJSP-UHFFFAOYSA-N pitolisant Chemical compound C1=CC(Cl)=CC=C1CCCOCCCN1CCCCC1 NNACHAUCXXVJSP-UHFFFAOYSA-N 0.000 claims description 9
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 125000005936 piperidyl group Chemical group 0.000 claims description 7
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims description 6
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 6
- 101100073357 Streptomyces halstedii sch2 gene Proteins 0.000 claims description 5
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 5
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 5
- WTDRDQBEARUVNC-LURJTMIESA-N L-DOPA Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 claims description 4
- WTDRDQBEARUVNC-UHFFFAOYSA-N L-Dopa Natural products OC(=O)C(N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-UHFFFAOYSA-N 0.000 claims description 4
- 229960004502 levodopa Drugs 0.000 claims description 4
- FWWOWPGPERBCNJ-UHFFFAOYSA-N 2-hydroxy-4-(2-hydroxyethoxy)-4-oxobutanoic acid Chemical compound OCCOC(=O)CC(O)C(O)=O FWWOWPGPERBCNJ-UHFFFAOYSA-N 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
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- BKRGVLQUQGGVSM-KBXCAEBGSA-N Revanil Chemical compound C1=CC(C=2[C@H](N(C)C[C@H](C=2)NC(=O)N(CC)CC)C2)=C3C2=CNC3=C1 BKRGVLQUQGGVSM-KBXCAEBGSA-N 0.000 claims description 3
- OZVBMTJYIDMWIL-AYFBDAFISA-N bromocriptine Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N[C@]2(C(=O)N3[C@H](C(N4CCC[C@H]4[C@]3(O)O2)=O)CC(C)C)C(C)C)C2)=C3C2=C(Br)NC3=C1 OZVBMTJYIDMWIL-AYFBDAFISA-N 0.000 claims description 3
- 229960002802 bromocriptine Drugs 0.000 claims description 3
- 229960003587 lisuride Drugs 0.000 claims description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-M oxalate(1-) Chemical compound OC(=O)C([O-])=O MUBZPKHOEPUJKR-UHFFFAOYSA-M 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 abstract description 12
- 238000000034 method Methods 0.000 abstract description 8
- 239000005557 antagonist Substances 0.000 abstract description 7
- 229960001340 histamine Drugs 0.000 abstract description 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 57
- 229910052739 hydrogen Inorganic materials 0.000 description 28
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 26
- 239000001257 hydrogen Substances 0.000 description 23
- 229910052736 halogen Inorganic materials 0.000 description 22
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 20
- 150000002367 halogens Chemical class 0.000 description 20
- 125000000623 heterocyclic group Chemical group 0.000 description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 19
- 125000003710 aryl alkyl group Chemical group 0.000 description 18
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- 230000007958 sleep Effects 0.000 description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 15
- 125000004093 cyano group Chemical group *C#N 0.000 description 14
- 125000004122 cyclic group Chemical group 0.000 description 14
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 14
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 13
- 125000003342 alkenyl group Chemical group 0.000 description 13
- 125000003545 alkoxy group Chemical group 0.000 description 13
- 208000035475 disorder Diseases 0.000 description 13
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 12
- 125000001624 naphthyl group Chemical group 0.000 description 12
- 125000004430 oxygen atom Chemical group O* 0.000 description 12
- 229920006395 saturated elastomer Polymers 0.000 description 12
- 125000000304 alkynyl group Chemical group 0.000 description 11
- 229910052801 chlorine Inorganic materials 0.000 description 11
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 11
- 125000001183 hydrocarbyl group Chemical group 0.000 description 11
- 150000002460 imidazoles Chemical class 0.000 description 11
- 125000000468 ketone group Chemical group 0.000 description 11
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 11
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical compound CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 10
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical compound C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 10
- 239000000556 agonist Substances 0.000 description 10
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 10
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 10
- 150000001299 aldehydes Chemical class 0.000 description 9
- 239000000460 chlorine Substances 0.000 description 9
- 229910052731 fluorine Inorganic materials 0.000 description 9
- 239000003395 histamine H3 receptor antagonist Substances 0.000 description 9
- 150000002576 ketones Chemical class 0.000 description 9
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- 229910052717 sulfur Chemical group 0.000 description 9
- 125000002252 acyl group Chemical group 0.000 description 8
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- 239000003795 chemical substances by application Substances 0.000 description 8
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 7
- 201000010099 disease Diseases 0.000 description 7
- 125000000524 functional group Chemical group 0.000 description 7
- 125000001072 heteroaryl group Chemical group 0.000 description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 6
- PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 description 6
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- 150000001602 bicycloalkyls Chemical group 0.000 description 6
- 229910052794 bromium Inorganic materials 0.000 description 6
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 6
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- 125000002883 imidazolyl group Chemical group 0.000 description 6
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 5
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- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 5
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- 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
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- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Psychiatry (AREA)
- Epidemiology (AREA)
- Psychology (AREA)
- Hospice & Palliative Care (AREA)
- Anesthesiology (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP05290727A EP1707203A1 (en) | 2005-04-01 | 2005-04-01 | Treatment of parkinson's disease obstructive sleep apnea, dementia with lewy bodies, vascular dementia with non-imidazole alkylamines histamine H3- receptor ligands |
| EP05290727.6 | 2005-04-01 | ||
| US66861805P | 2005-04-06 | 2005-04-06 | |
| US60/668,618 | 2005-04-06 | ||
| PCT/IB2006/000739 WO2006103546A2 (en) | 2005-04-01 | 2006-03-30 | Treatment of parkinson's disease, obstructive sleep apnea, dementia with lewy bodies, vascular dementia with non-imidazole alkylamines histamine h3-receptor ligands |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2603656A1 CA2603656A1 (en) | 2006-10-05 |
| CA2603656C true CA2603656C (en) | 2015-06-16 |
Family
ID=35169680
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2603656A Active CA2603656C (en) | 2005-04-01 | 2006-03-30 | Treatment of parkinson's disease, obstructive sleep apnea, dementia with lewy bodies, vascular dementia with non-imidazole alkylamines histamine h3-receptor ligands |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US8486947B2 (OSRAM) |
| EP (2) | EP1707203A1 (OSRAM) |
| JP (3) | JP5546761B2 (OSRAM) |
| KR (1) | KR101308527B1 (OSRAM) |
| CN (1) | CN101171009B (OSRAM) |
| AU (1) | AU2006228413C1 (OSRAM) |
| BR (1) | BRPI0612216B1 (OSRAM) |
| CA (1) | CA2603656C (OSRAM) |
| CY (1) | CY1114636T1 (OSRAM) |
| DK (1) | DK1863487T4 (OSRAM) |
| EA (1) | EA016007B1 (OSRAM) |
| ES (1) | ES2426008T5 (OSRAM) |
| HR (1) | HRP20130748T4 (OSRAM) |
| MA (1) | MA29353B1 (OSRAM) |
| ME (1) | ME01713B (OSRAM) |
| MX (1) | MX2007012162A (OSRAM) |
| NO (1) | NO343603B1 (OSRAM) |
| NZ (1) | NZ561940A (OSRAM) |
| PL (1) | PL1863487T5 (OSRAM) |
| PT (1) | PT1863487E (OSRAM) |
| RS (1) | RS52911B2 (OSRAM) |
| SG (1) | SG147415A1 (OSRAM) |
| SI (1) | SI1863487T2 (OSRAM) |
| TN (1) | TNSN07365A1 (OSRAM) |
| UA (1) | UA94902C2 (OSRAM) |
| WO (1) | WO2006103546A2 (OSRAM) |
| ZA (1) | ZA200708086B (OSRAM) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20090024811A (ko) | 2006-06-23 | 2009-03-09 | 아보트 러보러터리즈 | 히스타민 ｈ3 수용체 조절제로서의 사이클로프로필 아민 유도체 |
| US9108948B2 (en) | 2006-06-23 | 2015-08-18 | Abbvie Inc. | Cyclopropyl amine derivatives |
| FR2903904A1 (fr) * | 2006-07-21 | 2008-01-25 | Bioprojet Soc Civ Ile | Association de modafinil et d'un antagoniste ou agoniste inverse du recepteur h3 |
| CA2658821C (en) | 2006-07-25 | 2014-10-21 | Cephalon, Inc. | Pyridizinone derivatives and uses thereof to treat diseases, disorders and/or conditions that may be mediated or modulated by inhibition of h3 receptors |
| US8153813B2 (en) | 2007-12-20 | 2012-04-10 | Abbott Laboratories | Benzothiazole and benzooxazole derivatives and methods of use |
| MX2010008375A (es) | 2008-01-30 | 2011-03-04 | Cephalon Inc Star | Derivados de piperidina espirocíclicos substituidos como ligandos de receptores de histamina-3 (h3). |
| FR2932479A1 (fr) | 2008-06-13 | 2009-12-18 | Servier Lab | Nouveaux derives azabicycliques, leur procede de preparation et les compositions pharmaceutiques qui les contiennent. |
| US9186353B2 (en) | 2009-04-27 | 2015-11-17 | Abbvie Inc. | Treatment of osteoarthritis pain |
| US8853390B2 (en) | 2010-09-16 | 2014-10-07 | Abbvie Inc. | Processes for preparing 1,2-substituted cyclopropyl derivatives |
| US9181275B2 (en) | 2011-08-11 | 2015-11-10 | Abbvie Inc. | Mercaptoamidine derivatives and methods of use |
| WO2013151982A1 (en) | 2012-04-03 | 2013-10-10 | Arena Pharmaceuticals, Inc. | Methods and compounds useful in treating pruritus, and methods for identifying such compounds |
| BR112015007641A8 (pt) * | 2012-10-05 | 2018-04-03 | Vtv Therapeutics Llc | Tratamento da doença de alzheimer branda e moderada |
| EP3391886A1 (en) | 2017-04-19 | 2018-10-24 | Novartis AG | The use of a h3r inverse agonist for the treatment of shift work disorder |
| US20200282215A1 (en) | 2019-03-06 | 2020-09-10 | Medtronic Xomed, LLC | Evaluating stimulation eficacy for treating sleep apnea and lingual muscle tone sensing system for improved osa therapy |
| EP4248969A1 (en) | 2022-03-23 | 2023-09-27 | Bioprojet | Use of pitolisant for treating severe fatigue |
| AU2024246127A1 (en) | 2023-03-31 | 2025-10-09 | Bioprojet Pharma | Polymorph form of pitolisant hydrochloride |
| TW202535387A (zh) * | 2023-10-16 | 2025-09-16 | 法商拜爾普羅傑特醫藥有限公司 | 必托里賽（ｐｉｔｏｌｉｓａｎｔ）之新穎調配物及使用方法 |
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| JPS5815945A (ja) * | 1981-07-21 | 1983-01-29 | Teikoku Hormone Mfg Co Ltd | 新規なフエノキシアルキルアミン誘導体 |
| FR2579596B1 (fr) | 1985-03-26 | 1987-11-20 | Inst Nat Sante Rech Med | (imidazolyl-4) piperidines, leur preparation et leur application en therapeutique |
| FR2671083B1 (fr) | 1990-12-31 | 1994-12-23 | Inst Nat Sante Rech Med | Nouvelles 4-(4-imidazolyl) piperidines substituees en 1, leur preparation ainsi que leurs applications therapeutiques. |
| JPH06505265A (ja) | 1991-02-27 | 1994-06-16 | シード・キャピタル・インベストメント・（エス・シー・アイ）・ベスローテン・フェンノートシャップ | ヒスタミンｈ↓３受容体に対する作動的または拮抗的活性を有するイミダゾール誘導体 |
| NZ246441A (en) | 1991-12-18 | 1996-02-27 | Schering Corp | Imidazol or imidazolalkyl substituted with a 4 or 5 membered nitrogen containing heterocycle, preparation and pharmaceutical compositions thereof |
| KR0142801B1 (en) | 1991-12-18 | 1998-07-15 | Schering Corp | Imidazoylalkyl substituted with a six membered nitrogen containing heterocyclic ring t |
| FR2686084B1 (fr) | 1992-01-10 | 1995-12-22 | Bioprojet Soc Civ | Nouveaux derives de l'imidazole, leur preparation et leurs applications therapeutiques. |
| US5380858A (en) | 1992-04-01 | 1995-01-10 | The University Of Toledo | Process for the preparation of intermediates useful for the synthesis of histamine receptor antagonists |
| US5486526A (en) * | 1992-04-01 | 1996-01-23 | The University Of Toledo | Histamine H3 -receptor antagonists and therapeutic uses thereof |
| US5639775A (en) | 1992-04-01 | 1997-06-17 | The University Of Toledo | 4-[4'-piperodinyl or 3'-pirrolidinyl] substituted imidazoles as H3 -receptor antagonists and therapeutic uses thereof |
| KR960701858A (ko) | 1993-01-25 | 1996-03-28 | 가와노 다케히코 | 이미다졸계 화합물(Imidazole-series compound) |
| JP3522790B2 (ja) | 1993-06-08 | 2004-04-26 | 花王株式会社 | Ｈ３−レセプター刺激薬 |
| AU7823894A (en) | 1993-08-27 | 1995-03-21 | Vrije Universiteit | New imidazole derivatives having agonistic or antagonistic activity on the histamine h3 receptor |
| GB9319534D0 (en) * | 1993-09-22 | 1993-11-10 | Boots Co Plc | Therapeutic agents |
| JPH09505298A (ja) | 1993-11-15 | 1997-05-27 | シェーリング コーポレイション | Ｈ▲下３▼‐レセプターアンタゴニストとしてのフェニル‐アルキルイミダゾール |
| GB9411045D0 (en) * | 1994-06-02 | 1994-07-20 | Smithkline Beecham Plc | Compounds and use |
| FR2732017B1 (fr) | 1995-03-21 | 2000-09-22 | Inst Nat Sante Rech Med | Nouveaux derives de l'imidazole antagonistes et/ou agonistes du recepteur h3 de l'histamine, leur preparation et leurs applications therapeutiques |
| AU721325B2 (en) | 1995-05-30 | 2000-06-29 | Gliatech Inc. | 1H-4(5)-substituted imidazole derivatives |
| US5652258A (en) | 1995-05-30 | 1997-07-29 | Gliatech, Inc. | 2-(4-imidazoyl) cyclopropyl derivatives |
| DE69623784T2 (de) | 1995-06-07 | 2003-05-15 | Gliatech, Inc. | 1h-4(5)-substituierte imidazolderivate. |
| AU709611B2 (en) | 1996-02-09 | 1999-09-02 | James Black Foundation Limited | Histamine h3 receptor ligands |
| JP3925579B2 (ja) * | 1998-02-03 | 2007-06-06 | 日本精工株式会社 | 潤滑剤供給体、並びに前記潤滑剤供給体を備える転がり軸受、リニアガイド装置及びボールねじ装置 |
| EP0982300A3 (en) | 1998-07-29 | 2000-03-08 | Societe Civile Bioprojet | Non-imidazole alkylamines as histamine H3 - receptor ligands and their therapeutic applications |
| US6136559A (en) * | 1998-10-07 | 2000-10-24 | Ortho Pharmaceutical Corporation | DNA encoding as human histamine receptor of the H3 subtype |
| CN1155558C (zh) * | 1999-06-11 | 2004-06-30 | 富山化学工业株式会社 | N-烷氧基烷基-n,n-二烷基胺衍生物或其盐以及含有它们的用于治疗神经变性疾病的治疗剂 |
| GB9924941D0 (en) * | 1999-10-22 | 1999-12-22 | Univ Manchester | Treatment of dyskinesia |
| US6620839B2 (en) * | 2000-07-13 | 2003-09-16 | Abbott Laboratories | 1,3-disubstituted and 1,3,3-trisubstituted pyrrolidines as histamine-3 receptor ligands and their therapeutic applications |
| AU2001284733B2 (en) * | 2000-08-08 | 2006-11-02 | Ortho-Mcneil Pharmaceutical, Inc. | Non-imidazole aryloxyalkylamines as H3 receptor ligands |
| US20020042400A1 (en) * | 2000-08-17 | 2002-04-11 | Yajing Rong | Novel alicyclic imidazoles as H3 agents |
| WO2002015905A1 (en) * | 2000-08-21 | 2002-02-28 | Gliatech, Inc. | The use of histamine h3 receptor inverse agonists for the control of appetite and treatment of obesity |
| JP4653935B2 (ja) * | 2001-03-29 | 2011-03-16 | オーソ−マクニール・フアーマシユーチカル・インコーポレーテツド | ヒスタミンｈ３受容体のリガンドとして用いるに有用なイミダゾリル誘導体 |
| EP1451225A1 (en) * | 2001-11-15 | 2004-09-01 | Ortho-McNeil Pharmaceutical, Inc. | Agonists of recombinant human histamine h3 receptor |
| DE60209794T2 (de) * | 2001-12-10 | 2006-11-09 | Ortho-Mcneil Pharmaceutical, Inc. | Phenylalkyne |
| JP2006505590A (ja) * | 2002-10-23 | 2006-02-16 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | ヒスタミンｈ３受容体調節物質としてのフェニルピペリジンおよびフェニルピロリジン |
| EP1642898B1 (en) * | 2003-06-27 | 2013-03-27 | Msd K.K. | Heteroaryloxy nitrogenous saturated heterocyclic derivative |
| FR2856596B1 (fr) * | 2003-06-27 | 2007-04-27 | Bioprojet Soc Civ | Nouvelle association medicamenteuse psychiatrique et utilisation d'une antagoniste ou agoniste inverse du recepteur h3 de l'histamine pour preparer un medicament prevenant des effets indesirables de psychotropes. |
| SE0302116D0 (sv) * | 2003-07-21 | 2003-07-21 | Astrazeneca Ab | Novel compounds |
| ATE547404T1 (de) * | 2003-09-22 | 2012-03-15 | Msd Kk | Piperidinderivate |
-
2005
- 2005-04-01 EP EP05290727A patent/EP1707203A1/en not_active Withdrawn
-
2006
- 2006-03-29 AU AU2006228413A patent/AU2006228413C1/en active Active
- 2006-03-30 PT PT67444661T patent/PT1863487E/pt unknown
- 2006-03-30 SG SG200807447-8A patent/SG147415A1/en unknown
- 2006-03-30 UA UAA200710712A patent/UA94902C2/ru unknown
- 2006-03-30 WO PCT/IB2006/000739 patent/WO2006103546A2/en not_active Ceased
- 2006-03-30 CN CN2006800157656A patent/CN101171009B/zh active Active
- 2006-03-30 NZ NZ561940A patent/NZ561940A/en unknown
- 2006-03-30 ES ES06744466T patent/ES2426008T5/es active Active
- 2006-03-30 EP EP06744466.1A patent/EP1863487B2/en active Active
- 2006-03-30 CA CA2603656A patent/CA2603656C/en active Active
- 2006-03-30 RS RS20130359 patent/RS52911B2/sr unknown
- 2006-03-30 PL PL06744466T patent/PL1863487T5/pl unknown
- 2006-03-30 US US11/909,778 patent/US8486947B2/en active Active
- 2006-03-30 DK DK06744466.1T patent/DK1863487T4/da active
- 2006-03-30 BR BRPI0612216-7A patent/BRPI0612216B1/pt active IP Right Grant
- 2006-03-30 JP JP2008503613A patent/JP5546761B2/ja active Active
- 2006-03-30 ME MEP-2013-98A patent/ME01713B/me unknown
- 2006-03-30 HR HRP20130748T patent/HRP20130748T4/hr unknown
- 2006-03-30 EA EA200702135A patent/EA016007B1/ru not_active IP Right Cessation
- 2006-03-30 MX MX2007012162A patent/MX2007012162A/es active IP Right Grant
- 2006-03-30 KR KR1020077025126A patent/KR101308527B1/ko active Active
- 2006-03-30 SI SI200631636T patent/SI1863487T2/sl unknown
-
2007
- 2007-09-20 ZA ZA200708086A patent/ZA200708086B/xx unknown
- 2007-09-26 TN TNP2007000365A patent/TNSN07365A1/fr unknown
- 2007-09-27 MA MA30254A patent/MA29353B1/fr unknown
- 2007-10-09 NO NO20075086A patent/NO343603B1/no unknown
-
2013
- 2013-08-14 CY CY20131100705T patent/CY1114636T1/el unknown
-
2014
- 2014-01-06 JP JP2014000383A patent/JP5955872B2/ja active Active
-
2016
- 2016-03-09 JP JP2016045424A patent/JP2016106142A/ja active Pending
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