SI9110396B - Derivati N-(4-piperidinil)(dihidrobenzofuran ali dihidro-2H-benzopiran) karboksamida - Google Patents
Derivati N-(4-piperidinil)(dihidrobenzofuran ali dihidro-2H-benzopiran) karboksamida Download PDFInfo
- Publication number
- SI9110396B SI9110396B SI9110396A SI9110396A SI9110396B SI 9110396 B SI9110396 B SI 9110396B SI 9110396 A SI9110396 A SI 9110396A SI 9110396 A SI9110396 A SI 9110396A SI 9110396 B SI9110396 B SI 9110396B
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- Prior art keywords
- formula
- alkyl
- hydrogen
- aryl
- alk
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- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 title claims 3
- HBEDSQVIWPRPAY-UHFFFAOYSA-N 2,3-dihydrobenzofuran Chemical compound C1=CC=C2OCCC2=C1 HBEDSQVIWPRPAY-UHFFFAOYSA-N 0.000 title 2
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 28
- 239000001257 hydrogen Substances 0.000 claims abstract 27
- 125000003118 aryl group Chemical group 0.000 claims abstract 22
- 150000001875 compounds Chemical class 0.000 claims abstract 20
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 9
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 7
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 claims abstract 5
- 150000003839 salts Chemical class 0.000 claims abstract 5
- 125000000815 N-oxide group Chemical group 0.000 claims abstract 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims abstract 3
- 150000003053 piperidines Chemical class 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims 25
- -1 C1-6-alkyl radical Chemical class 0.000 claims 21
- 150000003254 radicals Chemical class 0.000 claims 18
- 150000002431 hydrogen Chemical group 0.000 claims 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- 239000012442 inert solvent Substances 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 7
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 claims 5
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 5
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 150000001412 amines Chemical class 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 239000011593 sulfur Chemical group 0.000 claims 2
- 125000004434 sulfur atom Chemical group 0.000 claims 2
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 1
- 125000004845 (C1-C6) alkylsulfonylamino group Chemical group 0.000 claims 1
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 1
- 125000006704 (C5-C6) cycloalkyl group Chemical group 0.000 claims 1
- JPRPJUMQRZTTED-UHFFFAOYSA-N 1,3-dioxolanyl Chemical group [CH]1OCCO1 JPRPJUMQRZTTED-UHFFFAOYSA-N 0.000 claims 1
- 125000004889 1-methylethylamino group Chemical group CC(C)N* 0.000 claims 1
- 125000005809 3,4,5-trimethoxyphenyl group Chemical group [H]C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims 1
- IAKAQFXZEFSADT-UHFFFAOYSA-N 4-amino-5-chloro-n-[1-(oxolan-2-ylmethyl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound C1=C(Cl)C(N)=C2CCOC2=C1C(=O)NC(CC1)CCN1CC1CCCO1 IAKAQFXZEFSADT-UHFFFAOYSA-N 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- PENSADFYYNFWRP-UHFFFAOYSA-N 5-amino-6-chloro-n-[1-(oxolan-2-ylmethyl)piperidin-4-yl]-3,4-dihydro-2h-chromene-8-carboxamide Chemical compound C1=2OCCCC=2C(N)=C(Cl)C=C1C(=O)NC(CC1)CCN1CC1CCCO1 PENSADFYYNFWRP-UHFFFAOYSA-N 0.000 claims 1
- PENSADFYYNFWRP-CQSZACIVSA-N 5-amino-6-chloro-n-[1-[[(2r)-oxolan-2-yl]methyl]piperidin-4-yl]-3,4-dihydro-2h-chromene-8-carboxamide Chemical compound C1=2OCCCC=2C(N)=C(Cl)C=C1C(=O)NC(CC1)CCN1C[C@H]1CCCO1 PENSADFYYNFWRP-CQSZACIVSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000001464 adherent effect Effects 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 150000002118 epoxides Chemical class 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 125000001041 indolyl group Chemical group 0.000 claims 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- LWMPFIOTEAXAGV-UHFFFAOYSA-N piperidin-1-amine Chemical compound NN1CCCCC1 LWMPFIOTEAXAGV-UHFFFAOYSA-N 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N sulfur dioxide Inorganic materials O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 2
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000005176 gastrointestinal motility Effects 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 230000004936 stimulating effect Effects 0.000 abstract 1
Classifications
-
- 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
- C07D405/02—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 two hetero rings
- C07D405/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/10—Laxatives
-
- 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
- A61P1/12—Antidiarrhoeals
-
- 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
- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
-
- 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
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nutrition Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pyrane Compounds (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB909005014A GB9005014D0 (en) | 1990-03-06 | 1990-03-06 | N.(4.piperidinyl)(dihydrobenzofuran or dihydro.2h.benzopyran)carboxamide derivatives |
| YU39691A YU48854B (sh) | 1990-03-06 | 1991-03-06 | Derivati n-(4-piperidinil) (dihidrobenzofuran ili dihidro-2h-benzopiran)karboksamida i postupak za njihovo dobijanje |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SI9110396A SI9110396A (en) | 1997-12-31 |
| SI9110396B true SI9110396B (sl) | 2000-06-30 |
Family
ID=10672103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI9110396A SI9110396B (sl) | 1990-03-06 | 1991-03-06 | Derivati N-(4-piperidinil)(dihidrobenzofuran ali dihidro-2H-benzopiran) karboksamida |
Country Status (38)
| Country | Link |
|---|---|
| US (2) | US5185335A (cs) |
| EP (1) | EP0445862B1 (cs) |
| JP (1) | JP2601566B2 (cs) |
| KR (1) | KR0177521B1 (cs) |
| CN (1) | CN1038936C (cs) |
| AT (1) | ATE191912T1 (cs) |
| AU (1) | AU636012B2 (cs) |
| BG (1) | BG60381B1 (cs) |
| CA (1) | CA2037575C (cs) |
| CY (1) | CY2235B1 (cs) |
| CZ (1) | CZ286617B6 (cs) |
| DE (1) | DE69132119T2 (cs) |
| DK (1) | DK0445862T3 (cs) |
| ES (1) | ES2147175T3 (cs) |
| FI (1) | FI101622B1 (cs) |
| GB (1) | GB9005014D0 (cs) |
| GR (1) | GR3033461T3 (cs) |
| HR (1) | HRP930483B1 (cs) |
| HU (2) | HU221627B1 (cs) |
| IE (1) | IE910710A1 (cs) |
| IL (1) | IL97018A (cs) |
| LT (1) | LT3708B (cs) |
| LV (1) | LV10085B (cs) |
| MA (1) | MA22076A1 (cs) |
| MY (1) | MY108831A (cs) |
| NO (1) | NO177424C (cs) |
| NZ (1) | NZ237189A (cs) |
| PL (6) | PL168384B1 (cs) |
| PT (1) | PT96937B (cs) |
| RU (1) | RU2070884C1 (cs) |
| SG (1) | SG47482A1 (cs) |
| SI (1) | SI9110396B (cs) |
| SK (2) | SK282406B6 (cs) |
| TN (1) | TNSN91010A1 (cs) |
| UA (1) | UA25969A1 (cs) |
| YU (1) | YU48854B (cs) |
| ZA (1) | ZA911611B (cs) |
| ZW (1) | ZW2391A1 (cs) |
Families Citing this family (51)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2674849B1 (fr) * | 1991-04-02 | 1994-12-23 | Logeais Labor Jacques | Nouveaux derives de n-cyclohexyl benzamides ou thiobenzamides, leurs preparations et leurs applications en therapeutique. |
| FI941178L (fi) * | 1991-09-12 | 1994-03-11 | Smithkline Beecham Plc | 5-HT4-reseptoriantagonisteja |
| NZ246915A (en) * | 1992-02-06 | 1996-05-28 | Smithkline Beecham Plc | Benzopyran, benzothiopyran and benzofuran derivatives, preparation and pharmaceutical compositions thereof |
| US5595872A (en) * | 1992-03-06 | 1997-01-21 | Bristol-Myers Squibb Company | Nucleic acids encoding microsomal trigyceride transfer protein |
| WO1994008994A1 (en) * | 1992-10-13 | 1994-04-28 | Smithkline Beecham Plc | Heterocyclic -esters or -amides used as 5-ht4 receptor antagonists |
| GB9219163D0 (en) * | 1992-09-10 | 1992-10-28 | Smithkline Beecham Plc | Pharmaceuticals |
| MX9306311A (es) * | 1992-10-13 | 1994-04-29 | Smithkline Beecham Plc | Compuestos antagonistas del receptor de 5-ht4, procedimiento para su preparacion y composiciones farmaceuticas que los contienen |
| TW294595B (cs) * | 1992-11-20 | 1997-01-01 | Janssen Pharmaceutica Nv | |
| GB9301660D0 (en) * | 1993-01-28 | 1993-03-17 | Smithkline Beecham Plc | Pharmaceuticals |
| US5739135A (en) * | 1993-09-03 | 1998-04-14 | Bristol-Myers Squibb Company | Inhibitors of microsomal triglyceride transfer protein and method |
| US5864039A (en) * | 1994-03-30 | 1999-01-26 | Yoshitomi Pharmaceutical Industries, Ltd. | Benzoic acid compounds and use thereof as medicaments |
| JPH0820586A (ja) | 1994-07-05 | 1996-01-23 | Sanwa Kagaku Kenkyusho Co Ltd | 1−アザビシクロ[3.3.0]オクタン誘導体、その塩及び製法並びに用途 |
| GB9418326D0 (en) * | 1994-09-12 | 1994-11-02 | Lilly Industries Ltd | Pharmaceutical compounds |
| JPH0873463A (ja) | 1994-07-05 | 1996-03-19 | Sanwa Kagaku Kenkyusho Co Ltd | ベンゾピランカルボキサミド誘導体、その塩及び製法並びに用途 |
| ATE178064T1 (de) * | 1994-09-27 | 1999-04-15 | Janssen Pharmaceutica Nv | Phenyl-oxo-alkyl-(4-piperidinyl) benzoatderivate |
| WO1996010027A1 (en) * | 1994-09-27 | 1996-04-04 | Janssen Pharmaceutica N.V. | N-substituted piperidinyl bicyclic benzoate derivatives |
| TW490465B (en) * | 1994-11-24 | 2002-06-11 | Janssen Pharmaceutica Nv | Enterokinetic benzamide, the preparation process and the pharmaceutical compositions thereof |
| US6096763A (en) * | 1995-02-23 | 2000-08-01 | Merck & Co., Inc. | α1a adrenergic receptor antagonists |
| TW360653B (en) * | 1995-03-01 | 1999-06-11 | Janssen Pharmaceutica Nv | A oxadiazole compound having colon motility stimulating properties, its preparation process and its pharmaceutical composition |
| GB9507882D0 (en) * | 1995-04-18 | 1995-05-31 | Pharmacia Spa | Substituted dihydrobenzofuran derivatives as 5-ht4 agonists |
| GB2308362A (en) * | 1995-12-19 | 1997-06-25 | Lilly Industries Ltd | Pharmaceutical indole derivatives |
| TW548103B (en) | 1997-07-11 | 2003-08-21 | Janssen Pharmaceutica Nv | Bicyclic benzamides of 3- or 4-substituted 4-(aminomethyl)-piperidine derivatives |
| HUP0101511A3 (en) | 1998-04-28 | 2002-12-28 | Dainippon Pharmaceutical Co | 1-[(1-substituted-4-piperidinyl)methyl]-4-piperidine derivatives, process for producing the same, medicinal compositions containing the same and intermediates of these compounds |
| EP1077973A2 (en) * | 1998-05-14 | 2001-02-28 | Egis Gyogyszergyar Rt. | Benzofuran derivatives, pharmaceutical composition containing the same, and a process for the preparation of the active ingredient |
| CA2340952C (en) * | 1998-09-10 | 2009-12-08 | F. Hoffmann-La Roche Ag | Dihydrobenzodioxine carboxamide and ketone derivatives as 5-ht4 receptor antagonists |
| JP2002530334A (ja) * | 1998-11-23 | 2002-09-17 | 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 | 消化不良の処置用医薬の製造のためのプルカロプリドの使用 |
| JO2181B1 (en) * | 1999-04-29 | 2003-04-23 | شركة جانسين فارماسوتيكا ان. في | Procalopride solution is taken by mouth |
| SE9902987D0 (sv) | 1999-08-24 | 1999-08-24 | Astra Pharma Prod | Novel compounds |
| CN1288730A (zh) * | 1999-09-07 | 2001-03-28 | 麦克内尔-Ppc股份有限公司 | 轻泻组合物 |
| GB0011838D0 (en) * | 2000-05-17 | 2000-07-05 | Astrazeneca Ab | Chemical compounds |
| GB0104050D0 (en) | 2001-02-19 | 2001-04-04 | Astrazeneca Ab | Chemical compounds |
| GB0107228D0 (en) | 2001-03-22 | 2001-05-16 | Astrazeneca Ab | Chemical compounds |
| SE0103818D0 (sv) | 2001-11-15 | 2001-11-15 | Astrazeneca Ab | Chemical compounds |
| CN1330646C (zh) | 2002-01-16 | 2007-08-08 | 詹森药业有限公司 | 普卢卡必利-n-氧化物 |
| ATE454381T1 (de) * | 2002-03-28 | 2010-01-15 | Mitsubishi Tanabe Pharma Corp | Benzofuranderivat |
| TW200409637A (en) | 2002-06-26 | 2004-06-16 | Glaxo Group Ltd | Compounds |
| SE0301369D0 (sv) | 2003-05-09 | 2003-05-09 | Astrazeneca Ab | Chemical compounds |
| DE10349113A1 (de) * | 2003-10-17 | 2005-05-12 | Boehringer Ingelheim Pharma | Verfahren zur Herstellung von Aminocrotonylverbindungen |
| EP2270004A1 (en) * | 2004-02-27 | 2011-01-05 | Vertex Pharmceuticals Incorporated | Caspase inhibitors and uses thereof |
| GB0525661D0 (en) * | 2005-12-16 | 2006-01-25 | Glaxo Group Ltd | Novel compounds |
| NZ596889A (en) * | 2006-04-07 | 2013-06-28 | Vertex Pharma | Use of amide indole derivatives as modulators of ATP-binding cassette transporters |
| CN102477002B (zh) * | 2010-11-26 | 2015-04-15 | 苏州凯达生物医药技术有限公司 | 3-氨基-2,2-双甲基丙酰胺的制备方法 |
| DK2678332T3 (en) | 2011-02-25 | 2016-08-15 | Yuhan Corp | Diaminopyrimidine derivatives and process for their preparation |
| GB201103397D0 (cs) | 2011-02-28 | 2011-04-13 | Shire Movetis N V | |
| KR101256908B1 (ko) * | 2011-04-28 | 2013-04-23 | (주)에이치비메디컬스 | 주름제거용 충전체 |
| CN102295594B (zh) * | 2011-07-12 | 2016-01-20 | 上海医药工业研究院 | 4-n-取代-1-(3-甲氧基丙基)-4-哌啶胺类化合物及制备和应用 |
| EP2744493A1 (en) | 2011-08-18 | 2014-06-25 | Shire AG | Combinations of a 5-ht4 receptor agonist and a pde4 inhibitor for use in therapy |
| KR101657616B1 (ko) | 2013-05-24 | 2016-09-19 | 주식회사유한양행 | 피리미딘 고리를 포함하는 바이사이클릭 유도체 및 그의 제조방법 |
| EP3413891B1 (en) * | 2016-02-11 | 2024-01-03 | Symed Labs Limited | Processes for the preparation of highly pure prucalopride succinate |
| CN110963999B (zh) * | 2019-11-27 | 2021-05-11 | 广东东阳光药业有限公司 | 2,3-二氢苯并呋喃酰胺衍生物及其用途 |
| MY210588A (en) * | 2020-05-04 | 2025-10-01 | Takeda Pharmaceuticals Co | Luminally-acting n-(piperidin-4-yl)benzamide derivatives |
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| US4186135A (en) * | 1976-08-04 | 1980-01-29 | Societe D'etudes Scientifiques Et Industrielles De L'ile-De-France | Substituted 2,3-alkylene bis (oxy) benzamides and derivatives and method of preparation |
| FR2396757A2 (fr) * | 1977-07-08 | 1979-02-02 | Ile De France | Nouveaux 2,3-alkylene bis (oxy) benzamides substitues, leurs derives et leurs procedes de preparation |
| FR2493848B2 (fr) * | 1980-11-07 | 1986-05-16 | Delalande Sa | Nouveaux derives des nor-tropane et granatane, leur procede de preparation et leur application en therapeutique |
| EP0069481A1 (en) * | 1981-06-17 | 1983-01-12 | Beecham Group Plc | Azabicycloalkyl benzamides, process for their preparation and pharmaceutical compositions containing them |
| EP0068700A1 (en) * | 1981-06-29 | 1983-01-05 | Beecham Group Plc | Azobicycloalkylbenzamides, process for their preparation and pharmaceutical compositions containing them |
| US4962115A (en) * | 1981-10-01 | 1990-10-09 | Janssen Pharmaceutica N.V. | Novel N-(3-hydroxy-4-piperidinyl)benzamide derivatives |
| CA1183847A (en) | 1981-10-01 | 1985-03-12 | Georges Van Daele | N-(3-hydroxy-4-piperidinyl)benzamide derivatives |
| CA1223873A (en) * | 1982-04-14 | 1987-07-07 | Francis D. King | Pharmaceutically active compounds |
| EP0108986A1 (en) * | 1982-11-02 | 1984-05-23 | Hokuriku Pharmaceutical Co.,Ltd | N-substituted flavone-8-carboxamides |
| EP0135545A1 (en) * | 1983-02-19 | 1985-04-03 | Beecham Group Plc | Azabicycloalkyl benzamide and anilide derivatives |
| JPS59186969A (ja) * | 1983-04-08 | 1984-10-23 | Yoshitomi Pharmaceut Ind Ltd | ベンゾフラン−およびベンゾピランカルボキサミド誘導体 |
| CA1297877C (en) * | 1983-12-22 | 1992-03-24 | Daniel Lednicer | Benzofurancarboxamides useful as antiemetic or antipsychotic agents |
| US4888353A (en) * | 1986-02-28 | 1989-12-19 | Erbamont, Inc. | Carboxamides useful as antiemetic or antipsychotic agents |
| US4808624A (en) * | 1984-06-28 | 1989-02-28 | Bristol-Myers Company | Pharmacologically active substituted benzamides |
| GB8519707D0 (en) * | 1985-08-06 | 1985-09-11 | Fordonal Sa | Chemical compounds |
| GB8527052D0 (en) * | 1985-11-02 | 1985-12-04 | Beecham Group Plc | Compounds |
| FR2593504B1 (fr) * | 1986-01-30 | 1988-12-09 | Ile De France | Nouveaux derives de dihydrobenzofuranne - et de chromane - carboxamides, leurs procedes de preparation et leur utilisation comme neuroleptiques |
| US4772459A (en) * | 1986-09-09 | 1988-09-20 | Erbamont, Inc. | Method for controlling emesis caused by chemotherapeutic agents and antiemetic agents useful therein |
| NZ225152A (en) | 1987-07-17 | 1990-04-26 | Janssen Pharmaceutica Nv | Heterocyclically substituted piperidinyl benzamides as pharmaceuticals |
| US4906643A (en) * | 1987-07-17 | 1990-03-06 | Janssen Pharmaceutica N.V. | Substituted N-(3-hydroxy-4-piperidinyl)benzamides as gastrointestinal agents |
| US5130312A (en) * | 1987-07-17 | 1992-07-14 | Janssen Pharmaceutica N.V. | Substituted N-(3-hydroxy-4-piperidinyl)benzamides |
| GB8718346D0 (en) * | 1987-08-03 | 1987-09-09 | Fordonal Sa | Substituted benzamides |
| IL87674A (en) * | 1987-09-08 | 1993-08-18 | Lilly Co Eli | Azabicycloalkyl esters and amides of heterocyclic acids, their preparation and pharmaceutical compositions containing them |
| CA1317940C (en) | 1987-09-25 | 1993-05-18 | Georges H. P. Van Daele | Substituted n-(1-alkyl-3-hydroxy-4-piperidinyl)benzamides |
| US5041454A (en) * | 1987-09-25 | 1991-08-20 | Janssen Pharmaceutica N.V. | Novel substituted N-(1-alkyl-3-hydroxy-4-piperidinyl)benzamides |
| US4975439A (en) * | 1987-09-25 | 1990-12-04 | Janssen Pharmaceutical N.V. | Novel substituted N-(1-alkyl-3-hydroxy-4-piperidinyl)benzamides |
| US4863921A (en) * | 1988-04-27 | 1989-09-05 | Rorer Pharmaceutical Corporation | Dibenzofurancarboxamides and their pharmaceutical compositions and methods |
| US5374637A (en) * | 1989-03-22 | 1994-12-20 | Janssen Pharmaceutica N.V. | N-(3-hydroxy-4-piperidinyl)(dihydrobenzofuran, dihydro-2H-benzopyran or dihydrobenzodioxin)carboxamide derivatives |
-
1990
- 1990-03-06 GB GB909005014A patent/GB9005014D0/en active Pending
-
1991
- 1991-02-04 US US07/650,328 patent/US5185335A/en not_active Expired - Lifetime
- 1991-02-21 NZ NZ237189A patent/NZ237189A/xx unknown
- 1991-02-22 DK DK91200382T patent/DK0445862T3/da active
- 1991-02-22 EP EP91200382A patent/EP0445862B1/en not_active Expired - Lifetime
- 1991-02-22 ES ES91200382T patent/ES2147175T3/es not_active Expired - Lifetime
- 1991-02-22 SK SK460-91A patent/SK282406B6/sk not_active IP Right Cessation
- 1991-02-22 AT AT91200382T patent/ATE191912T1/de not_active IP Right Cessation
- 1991-02-22 SG SG1996002170A patent/SG47482A1/en unknown
- 1991-02-22 DE DE69132119T patent/DE69132119T2/de not_active Expired - Lifetime
- 1991-02-22 CZ CS1991460A patent/CZ286617B6/cs not_active IP Right Cessation
- 1991-02-22 SK SK1623-98A patent/SK282407B6/sk not_active IP Right Cessation
- 1991-02-28 JP JP3058048A patent/JP2601566B2/ja not_active Expired - Lifetime
- 1991-03-02 KR KR1019910003440A patent/KR0177521B1/ko not_active Expired - Lifetime
- 1991-03-04 AU AU72079/91A patent/AU636012B2/en not_active Expired
- 1991-03-04 MY MYPI91000336A patent/MY108831A/en unknown
- 1991-03-04 IE IE071091A patent/IE910710A1/en not_active IP Right Cessation
- 1991-03-05 ZA ZA911611A patent/ZA911611B/xx unknown
- 1991-03-05 NO NO910863A patent/NO177424C/no not_active IP Right Cessation
- 1991-03-05 HU HU9100706A patent/HU221627B1/hu unknown
- 1991-03-05 RU SU914894778A patent/RU2070884C1/ru active
- 1991-03-05 CA CA002037575A patent/CA2037575C/en not_active Expired - Lifetime
- 1991-03-05 BG BG93979A patent/BG60381B1/bg unknown
- 1991-03-05 PT PT96937A patent/PT96937B/pt not_active IP Right Cessation
- 1991-03-05 FI FI911096A patent/FI101622B1/fi active
- 1991-03-05 ZW ZW23/91A patent/ZW2391A1/xx unknown
- 1991-03-05 UA UA4894778A patent/UA25969A1/uk unknown
- 1991-03-06 PL PL91308052A patent/PL168384B1/pl unknown
- 1991-03-06 PL PL91308053A patent/PL168686B1/pl unknown
- 1991-03-06 SI SI9110396A patent/SI9110396B/sl unknown
- 1991-03-06 MA MA22349A patent/MA22076A1/fr unknown
- 1991-03-06 TN TNTNSN91010A patent/TNSN91010A1/fr unknown
- 1991-03-06 PL PL91309550A patent/PL169238B1/pl unknown
- 1991-03-06 PL PL91289323A patent/PL168811B1/pl unknown
- 1991-03-06 PL PL91308054A patent/PL168693B1/pl unknown
- 1991-03-06 PL PL91308055A patent/PL168356B1/pl unknown
- 1991-03-06 CN CN91101360A patent/CN1038936C/zh not_active Expired - Lifetime
- 1991-03-06 YU YU39691A patent/YU48854B/sh unknown
- 1991-10-24 IL IL9701891A patent/IL97018A/en not_active IP Right Cessation
-
1992
- 1992-11-17 US US07/977,314 patent/US5262418A/en not_active Expired - Lifetime
- 1992-11-27 LV LVP-92-232A patent/LV10085B/en unknown
-
1993
- 1993-03-23 HR HR930483A patent/HRP930483B1/xx not_active IP Right Cessation
- 1993-08-10 LT LTIP846A patent/LT3708B/lt not_active IP Right Cessation
-
1995
- 1995-06-16 HU HU95P/P00241P patent/HU211350A9/hu unknown
-
2000
- 2000-05-19 GR GR20000401151T patent/GR3033461T3/el not_active IP Right Cessation
- 2000-06-16 CY CY0000025A patent/CY2235B1/xx unknown
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Owner name: MOVETIS N.V.; BE Effective date: 20071002 |