JP2005524712A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2005524712A5 JP2005524712A5 JP2004502919A JP2004502919A JP2005524712A5 JP 2005524712 A5 JP2005524712 A5 JP 2005524712A5 JP 2004502919 A JP2004502919 A JP 2004502919A JP 2004502919 A JP2004502919 A JP 2004502919A JP 2005524712 A5 JP2005524712 A5 JP 2005524712A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- azacycloethynyl
- alkyl
- cycloalkyl
- cycloalkoxy
- 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.)
- Ceased
Links
- -1 cyano , Amino Chemical group 0.000 claims description 32
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 19
- 125000003545 alkoxy group Chemical group 0.000 claims description 18
- 125000000304 alkynyl group Chemical group 0.000 claims description 18
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 18
- 229910052736 halogen Inorganic materials 0.000 claims description 18
- 150000002367 halogens Chemical class 0.000 claims description 18
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 18
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 14
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 125000004104 aryloxy group Chemical group 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims 14
- 239000000203 mixture Substances 0.000 claims 13
- 125000003342 alkenyl group Chemical group 0.000 claims 12
- 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 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 8
- 239000003814 drug Substances 0.000 claims 8
- 238000000034 method Methods 0.000 claims 8
- 239000008194 pharmaceutical composition Substances 0.000 claims 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
- 238000004519 manufacturing process Methods 0.000 claims 7
- 230000002265 prevention Effects 0.000 claims 7
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 claims 4
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 claims 4
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 claims 4
- 206010049119 Emotional distress Diseases 0.000 claims 4
- 125000002837 carbocyclic group Chemical group 0.000 claims 4
- 125000002100 cyclohexa-1,3-dienyl group Chemical group [H]C1([*])C([H])=C([H])C([H])=C([H])C1([H])[H] 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 230000009429 distress Effects 0.000 claims 4
- 229940079593 drug Drugs 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 125000005647 linker group Chemical group 0.000 claims 4
- 125000003367 polycyclic group Chemical group 0.000 claims 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 4
- 208000035475 disorder Diseases 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000006017 1-propenyl group Chemical group 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 208000032841 Bulimia Diseases 0.000 claims 2
- 206010006550 Bulimia nervosa Diseases 0.000 claims 2
- 206010010904 Convulsion Diseases 0.000 claims 2
- 206010012735 Diarrhoea Diseases 0.000 claims 2
- 208000012661 Dyskinesia Diseases 0.000 claims 2
- 208000021384 Obsessive-Compulsive disease Diseases 0.000 claims 2
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 230000006735 deficit Effects 0.000 claims 2
- 208000013403 hyperactivity Diseases 0.000 claims 2
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 claims 2
- 230000004770 neurodegeneration Effects 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- 208000011580 syndromic disease Diseases 0.000 claims 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 claims 1
- HIMLFKSDWLBNLP-UHFFFAOYSA-N 3-[2-(2,4-difluorophenyl)ethynyl]-8-methyl-8-azabicyclo[3.2.1]oct-3-ene Chemical compound CN1C(C2)CCC1C=C2C#CC1=CC=C(F)C=C1F HIMLFKSDWLBNLP-UHFFFAOYSA-N 0.000 claims 1
- SFNWCCDLIGODBR-UHFFFAOYSA-N 3-[2-(4-methoxyphenyl)ethynyl]-8-methyl-8-azabicyclo[3.2.1]oct-3-ene Chemical compound C1=CC(OC)=CC=C1C#CC(C1)=CC2N(C)C1CC2 SFNWCCDLIGODBR-UHFFFAOYSA-N 0.000 claims 1
- YEEVKUTYVRZGRO-UHFFFAOYSA-N 5-(2-phenylethynyl)-1,2,3,6-tetrahydropyridine Chemical compound C1NCCC=C1C#CC1=CC=CC=C1 YEEVKUTYVRZGRO-UHFFFAOYSA-N 0.000 claims 1
- FYQFXHPDTCMLMY-UHFFFAOYSA-N 8-methyl-3-(2-methylbut-1-en-3-ynyl)-8-azabicyclo[3.2.1]oct-3-ene Chemical compound C1C(C=C(C)C#C)=CC2CCC1N2C FYQFXHPDTCMLMY-UHFFFAOYSA-N 0.000 claims 1
- PWGAVFOAURZTIJ-UHFFFAOYSA-N 8-methyl-3-(2-phenylethynyl)-8-azabicyclo[3.2.1]oct-3-ene Chemical compound CN1C(C2)CCC1C=C2C#CC1=CC=CC=C1 PWGAVFOAURZTIJ-UHFFFAOYSA-N 0.000 claims 1
- MKSXUVTXJXBGNV-UHFFFAOYSA-N 8-methyl-3-(3-phenylprop-1-ynyl)-8-azabicyclo[3.2.1]oct-3-ene Chemical compound CN1C(C2)CCC1C=C2C#CCC1=CC=CC=C1 MKSXUVTXJXBGNV-UHFFFAOYSA-N 0.000 claims 1
- CXSNNJRLRKJIGY-UHFFFAOYSA-N 8-methyl-3-[2-(4-methylphenyl)ethynyl]-8-azabicyclo[3.2.1]oct-3-ene Chemical compound CN1C(C2)CCC1C=C2C#CC1=CC=C(C)C=C1 CXSNNJRLRKJIGY-UHFFFAOYSA-N 0.000 claims 1
- 208000030507 AIDS Diseases 0.000 claims 1
- 208000002874 Acne Vulgaris Diseases 0.000 claims 1
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
- 208000000103 Anorexia Nervosa Diseases 0.000 claims 1
- 206010002660 Anoxia Diseases 0.000 claims 1
- 241000976983 Anoxia Species 0.000 claims 1
- 208000019901 Anxiety disease Diseases 0.000 claims 1
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 1
- 206010003805 Autism Diseases 0.000 claims 1
- 208000020706 Autistic disease Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- QIGDTSZGOURQSK-UHFFFAOYSA-N C1N(C)CCC=C1C#CC1=CC=CC=C1 Chemical compound C1N(C)CCC=C1C#CC1=CC=CC=C1 QIGDTSZGOURQSK-UHFFFAOYSA-N 0.000 claims 1
- 108010009685 Cholinergic Receptors Proteins 0.000 claims 1
- 206010008874 Chronic Fatigue Syndrome Diseases 0.000 claims 1
- 208000019888 Circadian rhythm sleep disease Diseases 0.000 claims 1
- 208000028698 Cognitive impairment Diseases 0.000 claims 1
- 206010012289 Dementia Diseases 0.000 claims 1
- 208000032131 Diabetic Neuropathies Diseases 0.000 claims 1
- 208000030814 Eating disease Diseases 0.000 claims 1
- 208000010228 Erectile Dysfunction Diseases 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 208000026097 Factitious disease Diseases 0.000 claims 1
- 208000019454 Feeding and Eating disease Diseases 0.000 claims 1
- 201000004311 Gilles de la Tourette syndrome Diseases 0.000 claims 1
- 206010019233 Headaches Diseases 0.000 claims 1
- GVGLGOZIDCSQPN-PVHGPHFFSA-N Heroin Chemical compound O([C@H]1[C@H](C=C[C@H]23)OC(C)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4OC(C)=O GVGLGOZIDCSQPN-PVHGPHFFSA-N 0.000 claims 1
- 208000023105 Huntington disease Diseases 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 206010021143 Hypoxia Diseases 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- 208000001456 Jet Lag Syndrome Diseases 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 206010026749 Mania Diseases 0.000 claims 1
- 208000026139 Memory disease Diseases 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- 241000208125 Nicotiana Species 0.000 claims 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 208000002193 Pain Diseases 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 208000010886 Peripheral nerve injury Diseases 0.000 claims 1
- 208000004983 Phantom Limb Diseases 0.000 claims 1
- 206010056238 Phantom pain Diseases 0.000 claims 1
- 208000005374 Poisoning Diseases 0.000 claims 1
- 208000008348 Post-Concussion Syndrome Diseases 0.000 claims 1
- 208000005107 Premature Birth Diseases 0.000 claims 1
- 206010036590 Premature baby Diseases 0.000 claims 1
- 206010036618 Premenstrual syndrome Diseases 0.000 claims 1
- 206010036790 Productive cough Diseases 0.000 claims 1
- 206010052276 Pseudodementia Diseases 0.000 claims 1
- 208000022372 Reading disease Diseases 0.000 claims 1
- 206010039966 Senile dementia Diseases 0.000 claims 1
- 206010040981 Sleep attacks Diseases 0.000 claims 1
- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 claims 1
- 208000000323 Tourette Syndrome Diseases 0.000 claims 1
- 208000016620 Tourette disease Diseases 0.000 claims 1
- 208000025865 Ulcer Diseases 0.000 claims 1
- 102000034337 acetylcholine receptors Human genes 0.000 claims 1
- 206010000496 acne Diseases 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
- 230000007953 anoxia Effects 0.000 claims 1
- 230000036506 anxiety Effects 0.000 claims 1
- 230000006793 arrhythmia Effects 0.000 claims 1
- 206010003119 arrhythmia Diseases 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 229940049706 benzodiazepine Drugs 0.000 claims 1
- 125000003310 benzodiazepinyl group Chemical class N1N=C(C=CC2=C1C=CC=C2)* 0.000 claims 1
- 208000028683 bipolar I disease Diseases 0.000 claims 1
- 210000003169 central nervous system Anatomy 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 229960003920 cocaine Drugs 0.000 claims 1
- 208000010877 cognitive disease Diseases 0.000 claims 1
- 230000036461 convulsion Effects 0.000 claims 1
- 230000003111 delayed effect Effects 0.000 claims 1
- 229960002069 diamorphine Drugs 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 235000014632 disordered eating Nutrition 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000004064 dysfunction Effects 0.000 claims 1
- 206010013932 dyslexia Diseases 0.000 claims 1
- 210000000750 endocrine system Anatomy 0.000 claims 1
- 206010015037 epilepsy Diseases 0.000 claims 1
- 230000002650 habitual effect Effects 0.000 claims 1
- 201000001881 impotence Diseases 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- 208000033915 jet lag type circadian rhythm sleep disease Diseases 0.000 claims 1
- 230000029849 luteinization Effects 0.000 claims 1
- 206010027175 memory impairment Diseases 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 229960005181 morphine Drugs 0.000 claims 1
- 208000029766 myalgic encephalomeyelitis/chronic fatigue syndrome Diseases 0.000 claims 1
- 208000004296 neuralgia Diseases 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 230000002981 neuropathic effect Effects 0.000 claims 1
- 201000001119 neuropathy Diseases 0.000 claims 1
- 230000007823 neuropathy Effects 0.000 claims 1
- 229960002715 nicotine Drugs 0.000 claims 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- 229940005483 opioid analgesics Drugs 0.000 claims 1
- 208000019906 panic disease Diseases 0.000 claims 1
- 208000033808 peripheral neuropathy Diseases 0.000 claims 1
- 208000028591 pheochromocytoma Diseases 0.000 claims 1
- 231100000572 poisoning Toxicity 0.000 claims 1
- 230000000607 poisoning effect Effects 0.000 claims 1
- 230000002980 postoperative effect Effects 0.000 claims 1
- 206010036596 premature ejaculation Diseases 0.000 claims 1
- 102000005962 receptors Human genes 0.000 claims 1
- 108020003175 receptors Proteins 0.000 claims 1
- 201000004700 rosacea Diseases 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 230000020341 sensory perception of pain Effects 0.000 claims 1
- 208000017520 skin disease Diseases 0.000 claims 1
- 208000019116 sleep disease Diseases 0.000 claims 1
- 208000020685 sleep-wake disease Diseases 0.000 claims 1
- 230000016160 smooth muscle contraction Effects 0.000 claims 1
- 208000024794 sputum Diseases 0.000 claims 1
- 210000003802 sputum Anatomy 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 210000001685 thyroid gland Anatomy 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200200691 | 2002-05-07 | ||
| PCT/DK2003/000294 WO2003094830A2 (en) | 2002-05-07 | 2003-05-06 | Novel azacyclic ethynyl derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005524712A JP2005524712A (ja) | 2005-08-18 |
| JP2005524712A5 true JP2005524712A5 (enExample) | 2006-06-15 |
Family
ID=29414627
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004502919A Ceased JP2005524712A (ja) | 2002-05-07 | 2003-05-06 | 新規アザシクロエチニル誘導体 |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US7378526B2 (enExample) |
| EP (1) | EP1506205B1 (enExample) |
| JP (1) | JP2005524712A (enExample) |
| CN (1) | CN100522976C (enExample) |
| AT (1) | ATE401334T1 (enExample) |
| AU (1) | AU2003222738B2 (enExample) |
| CA (1) | CA2480378A1 (enExample) |
| DE (1) | DE60322212D1 (enExample) |
| MX (1) | MXPA04010965A (enExample) |
| NZ (1) | NZ535641A (enExample) |
| WO (1) | WO2003094830A2 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10164139A1 (de) | 2001-12-27 | 2003-07-10 | Bayer Ag | 2-Heteroarylcarbonsäureamide |
| CA2499128C (en) | 2002-09-25 | 2012-07-31 | Memory Pharmaceuticals Corporation | Indazoles, benzothiazoles, and benzoisothiazoles, and preparation and uses thereof |
| US7396833B2 (en) | 2003-12-22 | 2008-07-08 | Memory Pharmaceuticals Corporation | Indoles, 1H-indazoles, 1,2-benzisoxazoles, and 1,2-benzisothiazoles, and preparation and uses thereof |
| CN103724343A (zh) | 2004-03-25 | 2014-04-16 | 记忆药物公司 | 吲唑、苯并噻唑、苯并异噻唑、苯并异噁唑及其制备和用途 |
| CA2567977A1 (en) | 2004-04-22 | 2006-01-05 | Memory Pharmaceutical Corporation | Indoles, 1h-indazoles, 1,2-benzisoxazoles, 1,2-benzoisothiazoles, and preparation and uses thereof |
| KR20070015607A (ko) | 2004-05-07 | 2007-02-05 | 메모리 파마슈티칼스 코포레이션 | 1ｈ-인다졸, 벤조티아졸, 1,2-벤조이속사졸,1,2-벤조이소티아졸, 및 크로몬 및 그의 제조법 및 용도 |
| WO2006069097A2 (en) | 2004-12-22 | 2006-06-29 | Memory Pharmaceuticals Corporation | Nicotinic alpha-7 receptor ligands and preparation and uses thereof |
| US8633322B2 (en) * | 2009-10-29 | 2014-01-21 | Janssen Pharmaceutica Nv | Alkynyl derivatives useful as DPP-1 inhibitors |
| CN103221411B (zh) | 2010-05-17 | 2016-05-11 | 富瑞姆制药公司 | (R)-7-氯-N-(奎宁环-3-基)苯并[b]噻吩-2-甲酰胺盐酸盐单水合物的晶型 |
| AU2013259871A1 (en) | 2012-05-08 | 2014-11-20 | Forum Pharmaceuticals Inc. | Methods of maintaining, treating or improving cognitive function |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9218334D0 (en) * | 1992-08-28 | 1992-10-14 | Ici Plc | Heterocyclic compounds |
| GB9226573D0 (en) * | 1992-12-21 | 1993-02-17 | Ici Plc | Heterocyclic compounds |
| US5616712A (en) * | 1995-05-16 | 1997-04-01 | Allergan | Acetylenes disubstituted with a phenyl or heteroaryl group and a 2-thio-1,2,3,4-tetrahdroquinolinyl, 2-alkylthio-3,4-dihydroquinolinyl or 2-alkoxy-3,4-dihydroquinolinyl group having retinoid-like biological activity |
| KR100274829B1 (ko) * | 1995-10-13 | 2000-12-15 | 페더 벨링 | 8-아자바이사이클로[3,2,1]-옥트-2-엔 유도체의 제조방법 및 용도 |
| HUP0002713A3 (en) | 1997-05-30 | 2001-02-28 | Neurosearch As | 8-azabicyclo[3,2,1]oct-2-ene and octane derivatives, process for preparation thereof, pharmaceutical compositions comprising thereof and their use |
| EP1382605A3 (en) * | 1998-11-27 | 2004-09-15 | Neurosearch A/S | 8-azabicyclo(3.2.1)oct-2-ene derivatives and their use as nAChR ligands |
| UA71945C2 (en) * | 1999-01-27 | 2005-01-17 | Pfizer Prod Inc | Substituted bicyclic derivatives being used as anticancer agents |
| AU780009B2 (en) * | 1999-08-31 | 2005-02-24 | Merck Sharp & Dohme Corp. | Heterocyclic compounds and methods of use thereof |
| JP5154728B2 (ja) * | 2000-07-24 | 2013-02-27 | クレニツキー・ファーマシューティカルズ，インコーポレイテッド | 神経栄養活性を有する置換５−アルキニルピリミジン |
| US6624167B1 (en) | 2000-08-04 | 2003-09-23 | Targacept, Inc. | Pharmaceutical compositions and methods for use |
| DE60122015T2 (de) | 2000-10-13 | 2006-11-23 | Neurosearch A/S | Behandlung affektiver störungen durch kombinierte wirkung eines nikotinischen rezeptoragonisten und einer monoaminergischen substanz |
| KR100809569B1 (ko) * | 2001-10-02 | 2008-03-04 | 아카디아 파마슈티칼스 인코포레이티드 | 무스카린 제제로서 벤즈이미다졸리디논 유도체 |
| JP2005512974A (ja) | 2001-10-17 | 2005-05-12 | ユ セ ベ ソシエテ アノニム | キヌクリジン誘導体、その調製方法、及びｍ２及び／又はｍ３ムスカリン受容体阻害剤としてのその使用 |
| KR100432283B1 (ko) * | 2001-10-27 | 2004-05-22 | 한국과학기술연구원 | 무스카린성 아세틸콜린 수용체에 작용하는테트라하이드로피리딘 유도체 |
-
2003
- 2003-05-06 CA CA002480378A patent/CA2480378A1/en not_active Abandoned
- 2003-05-06 MX MXPA04010965A patent/MXPA04010965A/es active IP Right Grant
- 2003-05-06 WO PCT/DK2003/000294 patent/WO2003094830A2/en not_active Ceased
- 2003-05-06 AT AT03718655T patent/ATE401334T1/de not_active IP Right Cessation
- 2003-05-06 AU AU2003222738A patent/AU2003222738B2/en not_active Ceased
- 2003-05-06 JP JP2004502919A patent/JP2005524712A/ja not_active Ceased
- 2003-05-06 NZ NZ535641A patent/NZ535641A/en not_active IP Right Cessation
- 2003-05-06 US US10/513,416 patent/US7378526B2/en not_active Expired - Fee Related
- 2003-05-06 DE DE60322212T patent/DE60322212D1/de not_active Expired - Lifetime
- 2003-05-06 CN CNB03810184XA patent/CN100522976C/zh not_active Expired - Fee Related
- 2003-05-06 EP EP03718655A patent/EP1506205B1/en not_active Expired - Lifetime
-
2008
- 2008-03-25 US US12/076,929 patent/US7667040B2/en not_active Expired - Fee Related
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2005524713A5 (enExample) | ||
| EP1532144B1 (en) | quinuclidine derivatives and their use | |
| AU2003266222B2 (en) | Novel 1,4-diazabicycloalkane derivatives, their preparation and use | |
| JP2009538867A5 (enExample) | ||
| RU2008139481A (ru) | Новые 1,4-диаза-бицикло[3.2.2]нонил-оксадиазолильные производные и их медицинское применение | |
| EP1866314B1 (en) | Novel diazabicyclic aryl derivatives and their medical use | |
| JP2005538187A5 (enExample) | ||
| EP1713810B1 (en) | Diazabicyclic aryl derivatives as nicotinic acetylcholine receptor ligands | |
| JP2005524712A5 (enExample) | ||
| JP2004538268A5 (enExample) | ||
| JP2009526814A (ja) | 鏡像異性的に純粋なキヌクリジニルオキシピリダジン、及びニコチン性アセチルコリン受容体リガンドとしてのその使用 | |
| JP2006508109A5 (enExample) | ||
| JP2009526814A5 (enExample) | ||
| EP1805183B1 (en) | Novel diazabicyclic aryl derivatives and their medical use | |
| JP2005530814A5 (enExample) | ||
| EP1713809B1 (en) | Dimeric azacyclic compounds and their use | |
| JP2007520525A5 (enExample) | ||
| US20070142450A1 (en) | Novel urea derivatives and their medical use | |
| JP2008530172A (ja) | ジアザ二環系アリール誘導体及びそれらのニコチン様アセチルコリン受容体におけるコリン作動性リガンドとしての使用 | |
| KR20050062575A (ko) | 신규한 1,4-디아자바이사이클로알칸 유도체, 이의 제법 및용도 | |
| JP2006503062A5 (enExample) | ||
| US20110201656A1 (en) | Novel diphenyl 1,2,3-triazole derivatives useful as modulators of nicotinic acetylcholine receptors | |
| RU2010135037A (ru) | Новые производные, 1,4-диазабицикло[3.2.2]нонилоксадиазолил, полезные в качестве модуляторов никотиновых ацетилхолиновых рецепторов | |
| JP2009537598A (ja) | 新規１，４−ジアザ−ビシクロ［３．２．２］ノナン誘導体及びそれらの医学的使用 | |
| JP2006517567A5 (enExample) |