SK1892001A3 - Muscarinic agonists and antagonists, pharmaceutical composition them comprising and use thereof - Google Patents
Muscarinic agonists and antagonists, pharmaceutical composition them comprising and use thereof Download PDFInfo
- Publication number
- SK1892001A3 SK1892001A3 SK189-2001A SK1892001A SK1892001A3 SK 1892001 A3 SK1892001 A3 SK 1892001A3 SK 1892001 A SK1892001 A SK 1892001A SK 1892001 A3 SK1892001 A3 SK 1892001A3
- Authority
- SK
- Slovakia
- Prior art keywords
- alkyl
- azatricyclo
- independently
- compound
- halogen
- Prior art date
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- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 13
- 239000000472 muscarinic agonist Substances 0.000 title description 9
- 239000003149 muscarinic antagonist Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 89
- 208000002193 Pain Diseases 0.000 claims abstract description 18
- 230000036407 pain Effects 0.000 claims abstract description 15
- -1 -OH Inorganic materials 0.000 claims description 65
- 238000000034 method Methods 0.000 claims description 24
- 229910052736 halogen Inorganic materials 0.000 claims description 22
- 229920006395 saturated elastomer Polymers 0.000 claims description 22
- 150000002367 halogens Chemical class 0.000 claims description 21
- 150000003839 salts Chemical class 0.000 claims description 20
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 15
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 12
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 12
- 125000005842 heteroatom Chemical group 0.000 claims description 12
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 12
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- 125000004122 cyclic group Chemical group 0.000 claims description 6
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 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 4
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- 208000035475 disorder Diseases 0.000 claims 3
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- 229940012189 methyl orange Drugs 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960001047 methyl salicylate Drugs 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000004712 monophosphates Chemical class 0.000 description 1
- 229960005181 morphine Drugs 0.000 description 1
- IHYNKGRWCDKNEG-UHFFFAOYSA-N n-(4-bromophenyl)-2,6-dihydroxybenzamide Chemical compound OC1=CC=CC(O)=C1C(=O)NC1=CC=C(Br)C=C1 IHYNKGRWCDKNEG-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- YZMHQCWXYHARLS-UHFFFAOYSA-N naphthalene-1,2-disulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C21 YZMHQCWXYHARLS-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 description 1
- 230000009871 nonspecific binding Effects 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000000414 obstructive effect Effects 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002891 organic anions Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 150000004866 oxadiazoles Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 235000019477 peppermint oil Nutrition 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000002953 phosphate buffered saline Substances 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
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- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
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- 239000010318 polygalacturonic acid Substances 0.000 description 1
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- 239000004633 polyglycolic acid Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 230000001242 postsynaptic effect Effects 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
- 210000004129 prosencephalon Anatomy 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 125000001042 pteridinyl group Chemical group N1=C(N=CC2=NC=CN=C12)* 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- 125000005493 quinolyl group Chemical group 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 208000023504 respiratory system disease Diseases 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
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- 238000007920 subcutaneous administration Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000759 toxicological effect Toxicity 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical class OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
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- 239000008215 water for injection Substances 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
- C07D471/12—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 three hetero rings
- C07D471/18—Bridged 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9697798P | 1998-08-18 | 1998-08-18 | |
| PCT/US1999/018570 WO2000011001A1 (en) | 1998-08-18 | 1999-08-16 | Muscarinic agonists and antagonists |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SK1892001A3 true SK1892001A3 (en) | 2001-11-06 |
Family
ID=22260061
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK189-2001A SK1892001A3 (en) | 1998-08-18 | 1999-08-16 | Muscarinic agonists and antagonists, pharmaceutical composition them comprising and use thereof |
Country Status (30)
| Country | Link |
|---|---|
| US (5) | US6093724A (id) |
| EP (1) | EP1112272B1 (id) |
| JP (1) | JP2002523416A (id) |
| KR (1) | KR20010072784A (id) |
| CN (1) | CN1312812A (id) |
| AR (1) | AR020199A1 (id) |
| AT (1) | ATE227724T1 (id) |
| AU (1) | AU750566B2 (id) |
| BG (1) | BG105256A (id) |
| BR (1) | BR9913072A (id) |
| CA (1) | CA2340946A1 (id) |
| CO (1) | CO5130018A1 (id) |
| DE (1) | DE69903961T2 (id) |
| EE (1) | EE200100096A (id) |
| ES (1) | ES2191455T3 (id) |
| HK (1) | HK1038918A1 (id) |
| HU (1) | HUP0103203A3 (id) |
| ID (1) | ID27544A (id) |
| IL (1) | IL141050A0 (id) |
| IS (1) | IS5827A (id) |
| NO (1) | NO20010804L (id) |
| NZ (1) | NZ509762A (id) |
| PE (1) | PE20000988A1 (id) |
| PL (1) | PL346247A1 (id) |
| RU (1) | RU2219179C2 (id) |
| SK (1) | SK1892001A3 (id) |
| TR (1) | TR200100462T2 (id) |
| WO (1) | WO2000011001A1 (id) |
| YU (1) | YU13301A (id) |
| ZA (1) | ZA200100978B (id) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SK4642003A3 (en) * | 2000-10-19 | 2004-05-04 | Pfizer Prod Inc | Bridged piperazine derivatives |
| GB0117950D0 (en) * | 2001-02-16 | 2001-09-19 | Aventis Pharma Inc | Novel heterocyclic urea derivatives andd their use as dopamine D3 receptor ligands |
| WO2002094827A1 (en) * | 2001-05-23 | 2002-11-28 | Neurosearch A/S | Fused tropane derivatives and their use as monoamine neurotransmitter re-uptake inhibitors |
| US20030064979A1 (en) * | 2001-06-29 | 2003-04-03 | Hansen Thomas Kruse | Method of inhibiting PTP 1B and /or T-cell PTP and/or other PTPases with an Asp residue at position 48 |
| US6828328B1 (en) * | 2002-03-01 | 2004-12-07 | Ucb S.A. | Analgesic combination of muscarinic agonists |
| US7897766B2 (en) * | 2005-09-23 | 2011-03-01 | Abbott Laboratories | Amino-aza-adamantane derivatives and methods of use |
| US8314119B2 (en) * | 2006-11-06 | 2012-11-20 | Abbvie Inc. | Azaadamantane derivatives and methods of use |
| US8076350B2 (en) | 2006-12-22 | 2011-12-13 | Abbott Laboratories | Spirocyclic azaadamantane derivatives and methods of use |
| WO2008118745A1 (en) | 2007-03-23 | 2008-10-02 | Abbott Laboratories | 4-substituted azaadamantane derivatives and methods of use thereof |
| US8163914B2 (en) | 2007-03-23 | 2012-04-24 | Abbott Laboratories | Acetamide and carboxamide derivatives of azaadamantane and methods of use thereof |
| MX2011014019A (es) * | 2009-06-19 | 2012-02-22 | Abbott Lab | Derivados de diazahomoadamantano y sus metodos de uso. |
| JP2012533621A (ja) | 2009-07-22 | 2012-12-27 | ピュアテック ベンチャーズ | ムスカリン性受容体活性化によって改善される疾患の治療のための方法および組成物 |
| US10265311B2 (en) | 2009-07-22 | 2019-04-23 | PureTech Health LLC | Methods and compositions for treatment of disorders ameliorated by muscarinic receptor activation |
| AR081331A1 (es) | 2010-04-23 | 2012-08-08 | Cytokinetics Inc | Amino- pirimidinas composiciones de las mismas y metodos para el uso de los mismos |
| US9133123B2 (en) | 2010-04-23 | 2015-09-15 | Cytokinetics, Inc. | Certain amino-pyridines and amino-triazines, compositions thereof, and methods for their use |
| AR081626A1 (es) | 2010-04-23 | 2012-10-10 | Cytokinetics Inc | Compuestos amino-piridazinicos, composiciones farmaceuticas que los contienen y uso de los mismos para tratar trastornos musculares cardiacos y esqueleticos |
| CN106074548A (zh) * | 2010-09-23 | 2016-11-09 | 艾伯维巴哈马有限公司 | 氮杂金刚烷衍生物的一水合物 |
| US8759380B2 (en) | 2011-04-22 | 2014-06-24 | Cytokinetics, Inc. | Certain heterocycles, compositions thereof, and methods for their use |
| WO2019126559A1 (en) | 2017-12-20 | 2019-06-27 | Vanderbilt University | Antagonists of the muscarinic acetylcholine receptor m4 |
| KR102408292B1 (ko) | 2018-09-28 | 2022-06-10 | 카루나 세러퓨틱스 인코포레이티드 | 무스카린성 수용체 활성화에 의해 개선된 장애의 치료를 위한 조성물 및 방법 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4739074A (en) * | 1986-01-22 | 1988-04-19 | Pennwalt Corporation | Adamantane spiro-pyrrolidine derivatives |
| IE63906B1 (en) * | 1987-11-13 | 1995-06-14 | Novo Nordisk As | Azabicyclic compounds and their preparation and use |
| US5527813A (en) * | 1990-08-21 | 1996-06-18 | Novo Nordisk A/S | Heterocyclic compounds and their preparation and use |
| EP0563036A1 (en) * | 1990-12-21 | 1993-10-06 | Merck Sharp & Dohme Ltd. | 4-azatricyclo 2.2.1.0?2,6 ]heptanes and pharmaceutical compositions |
| US5955470A (en) * | 1991-06-11 | 1999-09-21 | Merrell Pharmaceuticals, Inc. | Derivatives of amide analogs of certain methano bridged quinolizines |
| US5641791A (en) * | 1991-08-13 | 1997-06-24 | Novo Nordisk A.S | Heterocyclic compounds and their preparation and use |
| WO1997016451A1 (en) * | 1995-11-02 | 1997-05-09 | Neurosearch A/S | Fused tropane-derivatives as neurotransmitter reuptake inhibitors |
| US5914338A (en) * | 1996-04-02 | 1999-06-22 | Novo Nordisk | Heterocyclic compounds and their preparation and use |
| US5952339A (en) * | 1998-04-02 | 1999-09-14 | Bencherif; Merouane | Pharmaceutical compositions and methods of using nicotinic antagonists for treating a condition or disorder characterized by alteration in normal neurotransmitter release |
| US6057446A (en) * | 1998-04-02 | 2000-05-02 | Crooks; Peter Anthony | Certain 1-aza-tricyclo [3.3.1-13,7 ] decane compounds |
| US5986100A (en) * | 1998-04-02 | 1999-11-16 | Crooks; Peter Anthony | Pharmaceutical compositions and methods for use |
-
1999
- 1999-08-16 ID IDW20010377A patent/ID27544A/id unknown
- 1999-08-16 NZ NZ509762A patent/NZ509762A/xx unknown
- 1999-08-16 RU RU2001107139/04A patent/RU2219179C2/ru not_active IP Right Cessation
- 1999-08-16 PL PL99346247A patent/PL346247A1/xx not_active Application Discontinuation
- 1999-08-16 DE DE69903961T patent/DE69903961T2/de not_active Expired - Fee Related
- 1999-08-16 EE EEP200100096A patent/EE200100096A/xx unknown
- 1999-08-16 CN CN99809775A patent/CN1312812A/zh active Pending
- 1999-08-16 ES ES99945064T patent/ES2191455T3/es not_active Expired - Lifetime
- 1999-08-16 IL IL14105099A patent/IL141050A0/xx unknown
- 1999-08-16 HK HK02100409.3A patent/HK1038918A1/zh unknown
- 1999-08-16 WO PCT/US1999/018570 patent/WO2000011001A1/en not_active Ceased
- 1999-08-16 US US09/375,149 patent/US6093724A/en not_active Expired - Fee Related
- 1999-08-16 BR BR9913072-6A patent/BR9913072A/pt not_active IP Right Cessation
- 1999-08-16 TR TR2001/00462T patent/TR200100462T2/xx unknown
- 1999-08-16 KR KR1020017002128A patent/KR20010072784A/ko not_active Withdrawn
- 1999-08-16 AT AT99945064T patent/ATE227724T1/de not_active IP Right Cessation
- 1999-08-16 HU HU0103203A patent/HUP0103203A3/hu unknown
- 1999-08-16 SK SK189-2001A patent/SK1892001A3/sk unknown
- 1999-08-16 YU YU13301A patent/YU13301A/sh unknown
- 1999-08-16 CA CA002340946A patent/CA2340946A1/en not_active Abandoned
- 1999-08-16 JP JP2000566274A patent/JP2002523416A/ja active Pending
- 1999-08-16 AU AU57758/99A patent/AU750566B2/en not_active Ceased
- 1999-08-16 EP EP99945064A patent/EP1112272B1/en not_active Expired - Lifetime
- 1999-08-17 AR ARP990104100A patent/AR020199A1/es unknown
- 1999-08-18 CO CO99052330A patent/CO5130018A1/es unknown
- 1999-08-18 PE PE1999000838A patent/PE20000988A1/es not_active Application Discontinuation
-
2000
- 2000-05-09 US US09/567,785 patent/US6251916B1/en not_active Expired - Fee Related
- 2000-10-17 US US09/690,494 patent/US6323194B1/en not_active Expired - Fee Related
-
2001
- 2001-01-26 IS IS5827A patent/IS5827A/is unknown
- 2001-02-05 ZA ZA200100978A patent/ZA200100978B/xx unknown
- 2001-02-14 BG BG105256A patent/BG105256A/xx unknown
- 2001-02-16 NO NO20010804A patent/NO20010804L/no not_active Application Discontinuation
- 2001-10-05 US US09/972,415 patent/US6423842B1/en not_active Expired - Fee Related
-
2002
- 2002-03-27 US US10/108,046 patent/US6555550B1/en not_active Expired - Fee Related
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