NO310026B1 - 8-substituerte-1,3,8-triaza-spiro[4,5]dekan-4-on-derivater - Google Patents
8-substituerte-1,3,8-triaza-spiro[4,5]dekan-4-on-derivater Download PDFInfo
- Publication number
- NO310026B1 NO310026B1 NO980332A NO980332A NO310026B1 NO 310026 B1 NO310026 B1 NO 310026B1 NO 980332 A NO980332 A NO 980332A NO 980332 A NO980332 A NO 980332A NO 310026 B1 NO310026 B1 NO 310026B1
- Authority
- NO
- Norway
- Prior art keywords
- phenyl
- triazaspiro
- decan
- tetrahydro
- lower alkyl
- Prior art date
Links
- -1 8-substituted-1,3,8-triazaspiro [4,5] decan-4-one Chemical class 0.000 title claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 148
- 125000000217 alkyl group Chemical group 0.000 claims description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- 150000003839 salts Chemical class 0.000 claims description 18
- 108090000622 Nociceptin Proteins 0.000 claims description 14
- PULGYDLMFSFVBL-SMFNREODSA-N nociceptin Chemical compound C([C@@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(O)=O)[C@@H](C)O)NC(=O)CNC(=O)CNC(=O)[C@@H](N)CC=1C=CC=CC=1)C1=CC=CC=C1 PULGYDLMFSFVBL-SMFNREODSA-N 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 208000002193 Pain Diseases 0.000 claims description 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 8
- 201000010099 disease Diseases 0.000 claims description 7
- 239000003814 drug Substances 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- 208000024827 Alzheimer disease Diseases 0.000 claims description 4
- 208000000044 Amnesia Diseases 0.000 claims description 4
- 208000027796 Blood pressure disease Diseases 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 208000000094 Chronic Pain Diseases 0.000 claims description 4
- 206010010904 Convulsion Diseases 0.000 claims description 4
- 206010012289 Dementia Diseases 0.000 claims description 4
- 206010013654 Drug abuse Diseases 0.000 claims description 4
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- 208000026139 Memory disease Diseases 0.000 claims description 4
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- 230000001154 acute effect Effects 0.000 claims description 4
- 208000005298 acute pain Diseases 0.000 claims description 4
- 230000004872 arterial blood pressure Effects 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
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- 230000008733 trauma Effects 0.000 claims description 4
- 208000019901 Anxiety disease Diseases 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 230000036506 anxiety Effects 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 230000001225 therapeutic effect Effects 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
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- 150000002431 hydrogen Chemical class 0.000 claims 3
- 208000008589 Obesity Diseases 0.000 claims 2
- 235000020824 obesity Nutrition 0.000 claims 2
- FQJXOOHCZZQVHD-UHFFFAOYSA-N 8-(2,3-dihydro-1h-inden-1-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one Chemical compound C1CN(C2C3=CC=CC=C3CC2)CCC11C(=O)NCN1C1=CC=CC=C1 FQJXOOHCZZQVHD-UHFFFAOYSA-N 0.000 claims 1
- PYQRZQXALHGAGL-UHFFFAOYSA-N 8-(5-methyl-1,2,3,4-tetrahydronaphthalen-1-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one Chemical compound C1CCC=2C(C)=CC=CC=2C1N(CC1)CCC1(C(NC1)=O)N1C1=CC=CC=C1 PYQRZQXALHGAGL-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 description 100
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- HTQWGIHCFPWKAS-UHFFFAOYSA-N 1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one Chemical compound C1CNCCC11C(=O)NCN1C1=CC=CC=C1 HTQWGIHCFPWKAS-UHFFFAOYSA-N 0.000 description 41
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 39
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 39
- 239000000203 mixture Substances 0.000 description 36
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- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 8
- GKBLBGBXCLKVGY-UHFFFAOYSA-N 8-(5,8-dichloro-1,2,3,4-tetrahydronaphthalen-2-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one Chemical compound C1CC=2C(Cl)=CC=C(Cl)C=2CC1N(CC1)CCC1(C(NC1)=O)N1C1=CC=CC=C1 GKBLBGBXCLKVGY-UHFFFAOYSA-N 0.000 description 7
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
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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 5
- QBTZALYOZZYCLX-UHFFFAOYSA-N 1-(1,2-dihydroacenaphthylen-1-yl)piperidin-4-one Chemical compound C1CC(=O)CCN1C(C1)C2=C3C1=CC=CC3=CC=C2 QBTZALYOZZYCLX-UHFFFAOYSA-N 0.000 description 4
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- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- C07D471/10—Spiro-condensed systems
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
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- A—HUMAN NECESSITIES
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- A61P25/20—Hypnotics; Sedatives
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/24—Antidepressants
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- 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
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
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- 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
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- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P3/04—Anorexiants; Antiobesity agents
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP97101409 | 1997-01-30 | ||
| EP97119311 | 1997-11-05 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO980332D0 NO980332D0 (no) | 1998-01-26 |
| NO980332L NO980332L (no) | 1998-07-31 |
| NO310026B1 true NO310026B1 (no) | 2001-05-07 |
Family
ID=26145196
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO980332A NO310026B1 (no) | 1997-01-30 | 1998-01-26 | 8-substituerte-1,3,8-triaza-spiro[4,5]dekan-4-on-derivater |
Country Status (34)
| Country | Link |
|---|---|
| US (1) | US6071925A (fr) |
| EP (1) | EP0856514B1 (fr) |
| JP (1) | JP3292457B2 (fr) |
| KR (1) | KR100274107B1 (fr) |
| CN (1) | CN1113881C (fr) |
| AR (1) | AR011576A1 (fr) |
| AT (1) | ATE202105T1 (fr) |
| AU (1) | AU730147B2 (fr) |
| BR (1) | BR9800524B1 (fr) |
| CA (1) | CA2226058C (fr) |
| CO (1) | CO4920223A1 (fr) |
| CZ (1) | CZ27398A3 (fr) |
| DE (1) | DE69800896T2 (fr) |
| DK (1) | DK0856514T3 (fr) |
| EA (1) | EA001357B1 (fr) |
| ES (1) | ES2158622T3 (fr) |
| GR (1) | GR3036523T3 (fr) |
| HR (1) | HRP980043B1 (fr) |
| HU (1) | HUP9800138A3 (fr) |
| ID (1) | ID19773A (fr) |
| IL (1) | IL123036A (fr) |
| MA (1) | MA26470A1 (fr) |
| NO (1) | NO310026B1 (fr) |
| NZ (1) | NZ329627A (fr) |
| PE (1) | PE59999A1 (fr) |
| PL (1) | PL324571A1 (fr) |
| PT (1) | PT856514E (fr) |
| SG (1) | SG71077A1 (fr) |
| SI (1) | SI0856514T1 (fr) |
| TR (1) | TR199800085A2 (fr) |
| TW (1) | TW457238B (fr) |
| UY (1) | UY24865A1 (fr) |
| YU (1) | YU2098A (fr) |
| ZA (1) | ZA98570B (fr) |
Families Citing this family (34)
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| ES2170446T3 (es) * | 1997-12-05 | 2002-08-01 | Hoffmann La Roche | Derivados de 1,3,8-triaza-espiro(4,5)decan-4-ona. |
| SI0921125T1 (en) * | 1997-12-05 | 2002-04-30 | F. Hoffmann-La Roche Ag | 1,3,8-Triazaspiro(4,5)decan-4-on derivatives |
| US6166209A (en) * | 1997-12-11 | 2000-12-26 | Hoffmann-La Roche Inc. | Piperidine derivatives |
| US6277991B1 (en) | 1998-05-18 | 2001-08-21 | Novo Nordisk A/S | 1,3,8-triazaspiro[4.5]decanones with high affinity for opioid receptor subtypes |
| ES2194402T3 (es) | 1998-06-12 | 2003-11-16 | Hoffmann La Roche | Derivados de di - o triaza-espiro(4,5)decano.. |
| ES2181336T3 (es) * | 1998-06-12 | 2003-02-16 | Hoffmann La Roche | Espiro(piperidin-4,1'-pirrolo(3,4-c)pirrol). |
| ID29137A (id) * | 1998-07-27 | 2001-08-02 | Schering Corp | Ligan-ligan afinitas tinggi untuk reseptor nosiseptin orl-1 |
| US6262066B1 (en) | 1998-07-27 | 2001-07-17 | Schering Corporation | High affinity ligands for nociceptin receptor ORL-1 |
| CO5150201A1 (es) * | 1998-09-07 | 2002-04-29 | Hoffmann La Roche | Derivados de piperidina |
| EP0997464B1 (fr) * | 1998-10-23 | 2005-02-16 | Pfizer Inc. | 1,3,8-Triazaspiro[4,5] decanones utiles comme agonistes du récepteur orl1 |
| WO2000031061A1 (fr) * | 1998-11-20 | 2000-06-02 | Banyu Pharmaceutical Co., Ltd. | Derives de 2-oxo-imidazole |
| GB9900078D0 (en) * | 1999-01-05 | 1999-02-24 | Zeneca Ltd | Chemical compounds |
| GB9914024D0 (en) * | 1999-06-17 | 1999-08-18 | Zeneca Ltd | Chemical compounds |
| AU1382901A (en) * | 1999-11-17 | 2001-05-30 | Novo Nordisk A/S | Novel triazaspirodecanones with high affinity for opioid receptor subtypes |
| AU1948601A (en) | 1999-12-06 | 2001-06-12 | Euro-Celtique S.A. | Triazospiro compounds having nociceptin receptor affinity |
| KR20020083533A (ko) | 2000-03-31 | 2002-11-02 | 니뽄 신야쿠 가부시키가이샤 | 복소환 유도체 및 의약 |
| NZ570181A (en) * | 2001-04-10 | 2010-02-26 | Ortho Mcneil Janssen Pharm | 1,3,8-Triazaspiro[4.5]decan-4-one derivatives useful for the treatment of ORL-1 receptor mediated disorders |
| US20030040479A1 (en) * | 2001-07-02 | 2003-02-27 | Omeros Corporation | Rotational intrathecal analgesia method and device |
| WO2003004034A1 (fr) | 2001-07-02 | 2003-01-16 | Omeros Corporation | Procede visant a induire une analgesie, qui comprend l'administration alternee d'un agoniste de recepteur d'opioides et d'un agoniste de recepteur 1 du type recepteur d'opioides, et pompe a perfusion implantable |
| EP1491212B1 (fr) | 2002-03-29 | 2012-08-08 | Mitsubishi Tanabe Pharma Corporation | Remede contre les troubles du sommeil |
| US6995168B2 (en) | 2002-05-31 | 2006-02-07 | Euro-Celtique S.A. | Triazaspiro compounds useful for treating or preventing pain |
| KR20050043935A (ko) * | 2002-09-09 | 2005-05-11 | 얀센 파마슈티카 엔.브이. | Ｏｒｌ-1 수용체 매개 장애의 치료에 유용한 하이드록시 알킬 치환된 1,3,8-트리아자스피로[4.5]데칸-4-온 유도체 |
| EP1628978A2 (fr) * | 2003-05-23 | 2006-03-01 | Zealand Pharma A/S | Analogues de nociceptine et leurs utilisations |
| US8067603B2 (en) | 2003-09-25 | 2011-11-29 | Solvay Pharmaceuticals B.V. | Benzimidazolone and quinazolinone derivatives as agonists on human ORL1 receptors |
| US20060178390A1 (en) * | 2004-08-02 | 2006-08-10 | Alfonzo Jordan | 1,3,8-Triazaspiro[4,5]decan-4-one derivatives useful for the treatment of ORL-1 receptor mediated disorders |
| DE102006046745A1 (de) * | 2006-09-29 | 2008-04-03 | Grünenthal GmbH | Gemischte ORL1/µ-Agonisten zur Behandlung von Schmerz |
| AU2007325355A1 (en) * | 2006-11-28 | 2008-06-05 | Janssen Pharmaceutica N.V. | Salts of 3-(3-amino-2-(R)-hydroxy-propyl)-1-(4-fluoro-phenyl)-8-(8-methyl-naphthalen-1-ylmethyl) -1,3,8-triaza-spiro[4.5]decan-4-one |
| AU2008219980B2 (en) * | 2007-03-01 | 2012-01-12 | Mitsubishi Tanabe Pharma Corporation | Benzimidazole compound and pharmaceutical use thereof |
| WO2008124209A1 (fr) * | 2007-04-09 | 2008-10-16 | Janssen Pharmaceutica, N.V. | Dérivés de 1,3,8-trisubstitué-1,3,8-triaza-spiro[4.5]décan-4-one utilisés comme ligands du récepteur orl-i dans le traitement de l'anxiété et de la dépression |
| TW201016675A (en) * | 2008-09-16 | 2010-05-01 | Mitsubishi Tanabe Pharma Corp | Crystalline benzoimidazole compound and salt thereof |
| EP3383390A4 (fr) * | 2015-12-02 | 2019-11-20 | Astraea Therapeutics, LLC | Composés de pipéridinyle pour récepteur de nociceptine |
| US10112924B2 (en) | 2015-12-02 | 2018-10-30 | Astraea Therapeutics, Inc. | Piperdinyl nociceptin receptor compounds |
| CN106467476A (zh) * | 2016-09-04 | 2017-03-01 | 王际菊 | 一种左旋胺基化合物的合成方法 |
| CN106397225A (zh) * | 2016-09-04 | 2017-02-15 | 王际菊 | 一种手性化合物的制备方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US488082A (en) * | 1892-12-13 | Automatic gut-off for gas bxxenees | ||
| JPS5212171A (en) * | 1975-07-17 | 1977-01-29 | Yoshitomi Pharmaceut Ind Ltd | Process for preparation of cyclohexane derivatives |
| US4076821A (en) * | 1976-02-27 | 1978-02-28 | Yoshitomi Pharmaceutical Industries, Ltd. | 4,4-Diphenylcycloalkylpiperidines and psychotropic compositions thereof |
| US4126688A (en) * | 1976-05-17 | 1978-11-21 | Janssen Pharmaceutica N.V. | Antiemetic 1-(benzotriazolyl-alkyl)-piperidine derivatives |
| US4329353A (en) * | 1980-10-22 | 1982-05-11 | Janssen Pharmaceutica, N.V. | 1-(4-Aryl-cyclohexyl)piperidine derivatives, method of use thereof and pharmaceutical compositions thereof |
| SU1095878A3 (ru) * | 1980-10-22 | 1984-05-30 | Жансен Фармасетика Н.В. (Фирма) | Способ получени производных 1-(4-арилциклогексил)пиперидина или их фармацевтически пригодных солей или их стереоизомерных форм |
| US4374245A (en) * | 1982-04-09 | 1983-02-15 | Hoechst-Roussel Pharmaceuticals Inc. | 8-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one |
| JPS6012357B2 (ja) * | 1984-01-23 | 1985-04-01 | 吉富製薬株式会社 | 脂環式誘導体 |
| US4707484A (en) * | 1986-11-25 | 1987-11-17 | Hoffmann-La Roche Inc. | Substituted piperidinomethylindolone and cyclopent(b)indolone derivatives |
| DE3718317A1 (de) * | 1986-12-10 | 1988-06-16 | Bayer Ag | Substituierte basische 2-aminotetraline |
| US5153225A (en) * | 1986-12-10 | 1992-10-06 | Bayer Aktiengesellschaft | Substituted basic 2-aminotetralin in pharmaceuticals |
| US5039804A (en) * | 1989-12-13 | 1991-08-13 | Glaxo Inc. | Preparation of substituted alkali metal piperidine-4-carboxylates |
| DE4135473A1 (de) * | 1991-10-28 | 1993-04-29 | Bayer Ag | Triazaspirodecanon-methylchromane |
| DE4405178A1 (de) * | 1994-02-18 | 1995-08-24 | Hoechst Ag | Substituierte 1,3,8-Triaza-spiro(4,5)-decan-4-on-Derivate als Vorstufen zur Herstellung von Pharmazeutika |
-
1997
- 1997-12-31 CA CA002226058A patent/CA2226058C/fr not_active Expired - Fee Related
-
1998
- 1998-01-07 SG SG1998000062A patent/SG71077A1/en unknown
- 1998-01-15 YU YU2098A patent/YU2098A/sh unknown
- 1998-01-20 TR TR1998/00085A patent/TR199800085A2/xx unknown
- 1998-01-20 US US09/009,457 patent/US6071925A/en not_active Expired - Fee Related
- 1998-01-21 SI SI9830035T patent/SI0856514T1/xx unknown
- 1998-01-21 AT AT98100970T patent/ATE202105T1/de active
- 1998-01-21 EP EP98100970A patent/EP0856514B1/fr not_active Expired - Lifetime
- 1998-01-21 DE DE69800896T patent/DE69800896T2/de not_active Expired - Lifetime
- 1998-01-21 DK DK98100970T patent/DK0856514T3/da active
- 1998-01-21 PT PT98100970T patent/PT856514E/pt unknown
- 1998-01-21 ES ES98100970T patent/ES2158622T3/es not_active Expired - Lifetime
- 1998-01-22 ID IDP980073A patent/ID19773A/id unknown
- 1998-01-23 CN CN98103687A patent/CN1113881C/zh not_active Expired - Fee Related
- 1998-01-23 IL IL12303698A patent/IL123036A/xx not_active IP Right Cessation
- 1998-01-23 ZA ZA98570A patent/ZA98570B/xx unknown
- 1998-01-23 NZ NZ329627A patent/NZ329627A/xx unknown
- 1998-01-26 HU HU9800138A patent/HUP9800138A3/hu unknown
- 1998-01-26 NO NO980332A patent/NO310026B1/no not_active IP Right Cessation
- 1998-01-27 PE PE1998000056A patent/PE59999A1/es not_active Application Discontinuation
- 1998-01-27 AR ARP980100349A patent/AR011576A1/es active IP Right Grant
- 1998-01-27 HR HR980043A patent/HRP980043B1/xx not_active IP Right Cessation
- 1998-01-27 JP JP01371198A patent/JP3292457B2/ja not_active Expired - Fee Related
- 1998-01-28 CO CO98003944A patent/CO4920223A1/es unknown
- 1998-01-28 MA MA24950A patent/MA26470A1/fr unknown
- 1998-01-29 UY UY24865A patent/UY24865A1/es unknown
- 1998-01-29 PL PL98324571A patent/PL324571A1/xx unknown
- 1998-01-29 CZ CZ98273A patent/CZ27398A3/cs unknown
- 1998-01-29 AU AU52809/98A patent/AU730147B2/en not_active Ceased
- 1998-01-30 BR BRPI9800524-3A patent/BR9800524B1/pt not_active IP Right Cessation
- 1998-01-30 EA EA199800108A patent/EA001357B1/ru not_active IP Right Cessation
- 1998-01-30 KR KR1019980002475A patent/KR100274107B1/ko not_active IP Right Cessation
- 1998-02-04 TW TW087101434A patent/TW457238B/zh not_active IP Right Cessation
-
2001
- 2001-09-05 GR GR20010401383T patent/GR3036523T3/el unknown
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