CA2446154A1 - 4-(penyl-piperidin-4-ylidene-methyl)-benzamide derivatives and their use for the treatment of pain, anxiety or gastrointestinal disorders - Google Patents
4-(penyl-piperidin-4-ylidene-methyl)-benzamide derivatives and their use for the treatment of pain, anxiety or gastrointestinal disorders Download PDFInfo
- Publication number
- CA2446154A1 CA2446154A1 CA002446154A CA2446154A CA2446154A1 CA 2446154 A1 CA2446154 A1 CA 2446154A1 CA 002446154 A CA002446154 A CA 002446154A CA 2446154 A CA2446154 A CA 2446154A CA 2446154 A1 CA2446154 A1 CA 2446154A1
- Authority
- CA
- Canada
- Prior art keywords
- methyl
- ylidene
- piperidin
- compound
- quinolin
- 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.)
- Abandoned
Links
- 208000019901 Anxiety disease Diseases 0.000 title claims abstract description 10
- 230000036407 pain Effects 0.000 title claims abstract description 10
- 208000018522 Gastrointestinal disease Diseases 0.000 title claims abstract description 9
- 230000036506 anxiety Effects 0.000 title claims abstract description 9
- 208000027520 Somatoform disease Diseases 0.000 title claims abstract description 5
- 208000027753 pain disease Diseases 0.000 title claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 66
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 17
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 12
- 150000003839 salts Chemical class 0.000 claims abstract description 10
- 125000001424 substituent group Chemical group 0.000 claims abstract description 8
- 125000001246 bromo group Chemical group Br* 0.000 claims abstract description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 7
- 125000002541 furyl group Chemical group 0.000 claims abstract description 6
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 6
- 125000000168 pyrrolyl group Chemical group 0.000 claims abstract description 6
- 125000001544 thienyl group Chemical group 0.000 claims abstract description 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 5
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract description 5
- 125000002346 iodo group Chemical group I* 0.000 claims abstract description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 5
- 238000002560 therapeutic procedure Methods 0.000 claims abstract description 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 3
- 125000002883 imidazolyl group Chemical group 0.000 claims abstract description 3
- 125000001425 triazolyl group Chemical group 0.000 claims abstract description 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims abstract 2
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims abstract 2
- -1 Diisopropyl-4-[1-(1-pyridin-2-ylmethyl-piperidin-4-ylidene)-1-quinolin-8-yl-methyl]-benzamide Chemical compound 0.000 claims description 26
- 229910052757 nitrogen Inorganic materials 0.000 claims description 21
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
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- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 8
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
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- KXJJSKYICDAICD-UHFFFAOYSA-N quinolin-8-ylboronic acid Chemical compound C1=CN=C2C(B(O)O)=CC=CC2=C1 KXJJSKYICDAICD-UHFFFAOYSA-N 0.000 claims description 3
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- NFHFRUOZVGFOOS-UHFFFAOYSA-N Pd(PPh3)4 Substances [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
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- 229940095064 tartrate Drugs 0.000 claims description 2
- 125000000335 thiazolyl group Chemical group 0.000 claims description 2
- NYYIGVYEDKYQEY-UHFFFAOYSA-N 4-[(1-benzylpiperidin-4-ylidene)-quinolin-8-ylmethyl]-n,n-di(propan-2-yl)benzamide Chemical compound C1=CC(C(=O)N(C(C)C)C(C)C)=CC=C1C(C=1C2=NC=CC=C2C=CC=1)=C1CCN(CC=2C=CC=CC=2)CC1 NYYIGVYEDKYQEY-UHFFFAOYSA-N 0.000 claims 1
- RCGLJROBXRIQEK-UHFFFAOYSA-N 4-[[1-[(4-bromophenyl)methyl]piperidin-4-ylidene]-quinolin-8-ylmethyl]-n,n-di(propan-2-yl)benzamide Chemical compound C1=CC(C(=O)N(C(C)C)C(C)C)=CC=C1C(C=1C2=NC=CC=C2C=CC=1)=C1CCN(CC=2C=CC(Br)=CC=2)CC1 RCGLJROBXRIQEK-UHFFFAOYSA-N 0.000 claims 1
- DTCVFWAKOVXBHG-UHFFFAOYSA-N 4-[[1-[(4-methoxyphenyl)methyl]piperidin-4-ylidene]-quinolin-8-ylmethyl]-n,n-di(propan-2-yl)benzamide Chemical compound C1=CC(OC)=CC=C1CN(CC1)CCC1=C(C=1C2=NC=CC=C2C=CC=1)C1=CC=C(C(=O)N(C(C)C)C(C)C)C=C1 DTCVFWAKOVXBHG-UHFFFAOYSA-N 0.000 claims 1
- 208000014540 Functional gastrointestinal disease Diseases 0.000 claims 1
- 150000001860 citric acid derivatives Chemical class 0.000 claims 1
- QIPDRKMSOSZWPQ-UHFFFAOYSA-N n,n-di(propan-2-yl)-4-[quinolin-8-yl-[1-(1,3-thiazol-2-ylmethyl)piperidin-4-ylidene]methyl]benzamide Chemical compound C1=CC(C(=O)N(C(C)C)C(C)C)=CC=C1C(C=1C2=NC=CC=C2C=CC=1)=C1CCN(CC=2SC=CN=2)CC1 QIPDRKMSOSZWPQ-UHFFFAOYSA-N 0.000 claims 1
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 26
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- 239000000243 solution Substances 0.000 description 20
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- 238000012360 testing method Methods 0.000 description 18
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- 239000000543 intermediate Substances 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
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- 239000007787 solid Substances 0.000 description 9
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- 239000000556 agonist Substances 0.000 description 8
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
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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
- A61P25/06—Antimigraine agents
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
-
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
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- A—HUMAN NECESSITIES
- 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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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Immunology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Psychology (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Addiction (AREA)
- Psychiatry (AREA)
- Transplantation (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0101768A SE0101768D0 (sv) | 2001-05-18 | 2001-05-18 | Novel compounds |
| SE0101768-0 | 2001-05-18 | ||
| PCT/SE2002/000947 WO2002094811A1 (en) | 2001-05-18 | 2002-05-16 | 4-(penyl-piperidin-4-ylidene-methyl)-benzamide derivatives and their use for the treatment of pain, anxiety or gastrointestinal disorders |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2446154A1 true CA2446154A1 (en) | 2002-11-28 |
Family
ID=20284171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002446154A Abandoned CA2446154A1 (en) | 2001-05-18 | 2002-05-16 | 4-(penyl-piperidin-4-ylidene-methyl)-benzamide derivatives and their use for the treatment of pain, anxiety or gastrointestinal disorders |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US6838468B2 (enExample) |
| EP (1) | EP1395575B1 (enExample) |
| JP (1) | JP2005508858A (enExample) |
| KR (1) | KR20030094424A (enExample) |
| CN (1) | CN1527828A (enExample) |
| AR (1) | AR033757A1 (enExample) |
| AT (1) | ATE333452T1 (enExample) |
| BG (1) | BG108329A (enExample) |
| BR (1) | BR0209668A (enExample) |
| CA (1) | CA2446154A1 (enExample) |
| CO (1) | CO5540321A2 (enExample) |
| CZ (1) | CZ20033088A3 (enExample) |
| DE (1) | DE60213234T2 (enExample) |
| EE (1) | EE200300542A (enExample) |
| ES (1) | ES2268037T3 (enExample) |
| HU (1) | HUP0400975A2 (enExample) |
| IL (1) | IL158632A0 (enExample) |
| IS (1) | IS7025A (enExample) |
| MX (1) | MXPA03010437A (enExample) |
| NO (1) | NO20035117D0 (enExample) |
| PL (1) | PL366388A1 (enExample) |
| RU (1) | RU2003131969A (enExample) |
| SE (1) | SE0101768D0 (enExample) |
| SK (1) | SK13942003A3 (enExample) |
| WO (1) | WO2002094811A1 (enExample) |
| ZA (1) | ZA200308636B (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE0101768D0 (sv) * | 2001-05-18 | 2001-05-18 | Astrazeneca Ab | Novel compounds |
| RU2005136524A (ru) * | 2003-05-16 | 2006-06-27 | Астразенека Аб (Se) | Производные диарилметилиденпиперидина, способы их получения и их применение |
| KR20140015122A (ko) | 2003-10-01 | 2014-02-06 | 아돌로 코포레이션 | 스피로시클릭 헤테로시클릭 유도체 및 이의 사용 방법 |
| SE0400026D0 (sv) * | 2004-01-09 | 2004-01-09 | Astrazeneca Ab | Diarylmethylidene piperidine derivatives, preparations thereof and uses thereof |
| US7598261B2 (en) | 2005-03-31 | 2009-10-06 | Adolor Corporation | Spirocyclic heterocyclic derivatives and methods of their use |
| US7576207B2 (en) | 2006-04-06 | 2009-08-18 | Adolor Corporation | Spirocyclic heterocyclic derivatives and methods of their use |
| WO2008033299A2 (en) | 2006-09-12 | 2008-03-20 | Adolor Corporation | Use of n-containing spirocompounds for the enhancement of cognitive function |
| MY148880A (en) * | 2006-10-20 | 2013-06-14 | Astrazeneca Ab | N-(2-hydroxyethyl)-n-methyl-4-(quinolin-8-yl(1-(thiazol-4-ylmethyl)piperidin-4-ylidene)methyl)benzamide, the process of making it as well as its use for the treatment of pain, anxiety and depression |
| KR200453972Y1 (ko) * | 2009-08-31 | 2011-06-09 | (주)아모레퍼시픽 | 잔량확인이 가능한 에어리스 화장품용기 |
| SI3233825T1 (sl) * | 2014-12-19 | 2020-10-30 | Pharmnovo Ab | Derivati diarilmetiliden-piperidina in njihova uporaba kot agonisti delta opioidnega receptorja |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2898339A (en) * | 1957-07-29 | 1959-08-04 | Wm S Merrell Co | N-substituted benzhydrol, benzhydryl, and benzhydrylidene piperidine |
| US4581171A (en) * | 1983-07-27 | 1986-04-08 | Janssen Pharmaceutica, N.V. | [[Bis(aryl)methylene]-1-piperidinyl]alkyl-pyrimidinones useful for treating psychotropic disorders |
| US4816586A (en) * | 1987-07-29 | 1989-03-28 | Regents Of The University Of Minnesota | Delta opioid receptor antagonists |
| US5140029A (en) * | 1989-01-09 | 1992-08-18 | Janssen Pharmaceutica N.V. | 2-aminopyrimidinone derivatives |
| US4939137A (en) * | 1989-06-28 | 1990-07-03 | Ortho Pharmaceutical Corporation | Ring-fused thienopyrimidinedione derivatives |
| US5683998A (en) * | 1991-04-23 | 1997-11-04 | Toray Industries, Inc. | Tricyclic triazolo derivatives, processes for producing the same and the uses of the same |
| GB9202238D0 (en) | 1992-02-03 | 1992-03-18 | Wellcome Found | Compounds |
| US5574159A (en) * | 1992-02-03 | 1996-11-12 | Delta Pharmaceuticals, Inc. | Opioid compounds and methods for making therefor |
| SE9504661D0 (sv) | 1995-12-22 | 1995-12-22 | Astra Pharma Inc | New compounds |
| TW548271B (en) * | 1996-12-20 | 2003-08-21 | Astra Pharma Inc | Novel piperidine derivatives having an exocyclic double bond with analgesic effects |
| CA2316341A1 (en) | 1997-12-24 | 1999-07-08 | Ortho-Mcneil Pharmaceutical, Inc. | 4-[aryl(piperidin-4-yl)] aminobenzamides which bind to the delta-opioid receptor |
| SE0001207D0 (sv) | 2000-04-04 | 2000-04-04 | Astrazeneca Canada Inc | Novel compounds |
| SE0001208D0 (sv) * | 2000-04-04 | 2000-04-04 | Astrazeneca Canada Inc | Novel compounds |
| SE0101768D0 (sv) * | 2001-05-18 | 2001-05-18 | Astrazeneca Ab | Novel compounds |
-
2001
- 2001-05-18 SE SE0101768A patent/SE0101768D0/xx unknown
-
2002
- 2002-05-16 WO PCT/SE2002/000947 patent/WO2002094811A1/en not_active Ceased
- 2002-05-16 BR BR0209668-4A patent/BR0209668A/pt not_active Application Discontinuation
- 2002-05-16 SK SK1394-2003A patent/SK13942003A3/sk unknown
- 2002-05-16 EE EEP200300542A patent/EE200300542A/xx unknown
- 2002-05-16 US US10/477,641 patent/US6838468B2/en not_active Expired - Fee Related
- 2002-05-16 CN CNA028101812A patent/CN1527828A/zh active Pending
- 2002-05-16 DE DE60213234T patent/DE60213234T2/de not_active Expired - Fee Related
- 2002-05-16 HU HU0400975A patent/HUP0400975A2/hu unknown
- 2002-05-16 CZ CZ20033088A patent/CZ20033088A3/cs unknown
- 2002-05-16 CA CA002446154A patent/CA2446154A1/en not_active Abandoned
- 2002-05-16 KR KR10-2003-7014945A patent/KR20030094424A/ko not_active Withdrawn
- 2002-05-16 RU RU2003131969/04A patent/RU2003131969A/ru not_active Application Discontinuation
- 2002-05-16 IL IL15863202A patent/IL158632A0/xx unknown
- 2002-05-16 JP JP2002591484A patent/JP2005508858A/ja active Pending
- 2002-05-16 AT AT02733704T patent/ATE333452T1/de not_active IP Right Cessation
- 2002-05-16 EP EP02733704A patent/EP1395575B1/en not_active Expired - Lifetime
- 2002-05-16 AR ARP020101813A patent/AR033757A1/es not_active Application Discontinuation
- 2002-05-16 ES ES02733704T patent/ES2268037T3/es not_active Expired - Lifetime
- 2002-05-16 MX MXPA03010437A patent/MXPA03010437A/es not_active Application Discontinuation
- 2002-05-16 PL PL02366388A patent/PL366388A1/xx not_active Application Discontinuation
-
2003
- 2003-11-05 ZA ZA200308636A patent/ZA200308636B/en unknown
- 2003-11-07 BG BG108329A patent/BG108329A/bg unknown
- 2003-11-11 IS IS7025A patent/IS7025A/is unknown
- 2003-11-12 CO CO03100162A patent/CO5540321A2/es not_active Application Discontinuation
- 2003-11-17 NO NO20035117A patent/NO20035117D0/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| US20040147553A1 (en) | 2004-07-29 |
| SK13942003A3 (sk) | 2004-04-06 |
| AR033757A1 (es) | 2004-01-07 |
| DE60213234T2 (de) | 2007-06-14 |
| IL158632A0 (en) | 2004-05-12 |
| BR0209668A (pt) | 2004-04-20 |
| IS7025A (is) | 2003-11-11 |
| RU2003131969A (ru) | 2005-05-10 |
| HUP0400975A2 (hu) | 2004-08-30 |
| CO5540321A2 (es) | 2005-07-29 |
| DE60213234D1 (de) | 2006-08-31 |
| ES2268037T3 (es) | 2007-03-16 |
| BG108329A (bg) | 2004-12-30 |
| JP2005508858A (ja) | 2005-04-07 |
| MXPA03010437A (es) | 2004-03-09 |
| WO2002094811A1 (en) | 2002-11-28 |
| KR20030094424A (ko) | 2003-12-11 |
| PL366388A1 (en) | 2005-01-24 |
| EP1395575B1 (en) | 2006-07-19 |
| SE0101768D0 (sv) | 2001-05-18 |
| EP1395575A1 (en) | 2004-03-10 |
| NO20035117D0 (no) | 2003-11-17 |
| US6838468B2 (en) | 2005-01-04 |
| CN1527828A (zh) | 2004-09-08 |
| ATE333452T1 (de) | 2006-08-15 |
| CZ20033088A3 (cs) | 2004-05-12 |
| ZA200308636B (en) | 2005-06-21 |
| EE200300542A (et) | 2004-02-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |