ES2162188T3 - Procedimiento para la preparacion de derivados de imidazol, triazol y tetrazol y su uso como agonistas selectivos de receptores 5-ht-1. - Google Patents
Procedimiento para la preparacion de derivados de imidazol, triazol y tetrazol y su uso como agonistas selectivos de receptores 5-ht-1.Info
- Publication number
- ES2162188T3 ES2162188T3 ES97200467T ES97200467T ES2162188T3 ES 2162188 T3 ES2162188 T3 ES 2162188T3 ES 97200467 T ES97200467 T ES 97200467T ES 97200467 T ES97200467 T ES 97200467T ES 2162188 T3 ES2162188 T3 ES 2162188T3
- Authority
- ES
- Spain
- Prior art keywords
- sup
- carbon
- nitrogen
- represent
- sub
- 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.)
- Expired - Lifetime
Links
- QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 title abstract 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N 1H-imidazole Chemical compound C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title abstract 2
- CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical class C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 title abstract 2
- 239000000556 agonist Substances 0.000 title abstract 2
- 102000035038 5-HT1 receptors Human genes 0.000 title 1
- 108091005478 5-HT1 receptors Proteins 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 12
- 229910052757 nitrogen Inorganic materials 0.000 abstract 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 5
- 229910052799 carbon Inorganic materials 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- -1 AMINO Chemical class 0.000 abstract 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Chemical group 0.000 abstract 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- A61P25/06—Antimigraine agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 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
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Public Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Epoxy Resins (AREA)
- Paints Or Removers (AREA)
- Lubricants (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Photoreceptors In Electrophotography (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Steroid Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Dental Preparations (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
UNA CLASE DE DERIVADOS DE IMIDAZOL, TRIAZOL Y TETRAZOL SUSTITUIDOS SON AGONISTAS SELECTIVOS DE RECEPTORES TIPO 5HT{SUB,1} Y POR TANTO SON UTILES EN EL TRATAMIENTO DE CONDICIONES CLINICAS, EN PARTICULAR MIGRAÑA Y TRASTORNOS ASOCIADOS, PARA LOS QUE SE INDICA UN AGONISTA SELECTIVO DE ESTOS RECEPTORES. EN DONDE EN CIRCULO DISCONTINUO REPRESENTA DOS ENLACES DOBLES NO ADYACENTES EN CUALQUIER POSICION EN EL ANILLO DE CINCO MIEMBROS; DOS, TRES O CUATRO DE V, W, X, Y Y Z REPRESENTAN NITROGENO Y EL RESTO REPRESENTA CARBONO CON TAL DE QUE, CUANDO DOS DE V, W, X, Y Y Z REPRESENTEN NITROGENO Y EL RESTO REPRESENTE CARBONO, ENTONCES LOS MENCIONADOS ATOMOS DE NITROGENO ESTEN EN POSICIONES NO ADYACENTES EN EL ANILLO DE CINCO MIEMBROS; A{SUP,1} REPRESENTA HIDROGENO, METILO, ETILO, BENCILO O AMINO; A{SUP,2} REPRESENTA UN PAR DE ELECTRON NO ENLAZADO CUANDO CUATRO DE V, W, X, Y Y Z REPRESENTAN NITROGENO Y EL OTRO REPRESENTA CARBONO; O, CUANDO DOS O TRES DE V, W, X, Y Y Z REPRESENTAN NITROGENO Y EL RESTO REPRESENTA CARBONO, A{SUP,2} REPRESENTA HIDROGENO, METILO, ETILO, BENCILO O AMINO; E REPRESENTA UN ENLACE O UNA CADENA DE ALQUILENO RECTA O RAMIFICADA QUE CONTIENE DE 1 A 4 ATOMOS DE CARBONO; F REPRESENTA UN GRUPO DE FORMULA U REPRESENTA NITROGENO O C-R{SUP,2}; B REPRESENTA OXIGENO, AZUFRE O N-R{SUP,3}; R{SUP,1} REPRESENTA -CH{SUB,2}.CHR{SUP,4}.NR{SUP,6}R{SUP,7} O UN GRUPO DE FORMULA EN LA QUE LA LINEA DISCONTINUA REPRESENTA UN ENLACE QUIMICO OPCIONAL; Y R{SUP,2}, R{SUP,3}, R{SUP,4}, R{SUP,5}, R{SUP,6} Y R{SUP,7} REPRESENTAN INDEPENDIENTEMENTE HIDROGENO O ALQUILO C{SUB,1-6}.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB919102222A GB9102222D0 (en) | 1991-02-01 | 1991-02-01 | Therapeutic agents |
| GB919106917A GB9106917D0 (en) | 1991-04-03 | 1991-04-03 | Therapeutic agents |
| GB919113415A GB9113415D0 (en) | 1991-06-21 | 1991-06-21 | Therapeutic agents |
| GB919122451A GB9122451D0 (en) | 1991-10-23 | 1991-10-23 | Therapeutic agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2162188T3 true ES2162188T3 (es) | 2001-12-16 |
Family
ID=27450619
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES92300617T Expired - Lifetime ES2106822T3 (es) | 1991-02-01 | 1992-01-24 | Derivados de imidazol, triazol y tetrazol. |
| ES97200467T Expired - Lifetime ES2162188T3 (es) | 1991-02-01 | 1992-01-24 | Procedimiento para la preparacion de derivados de imidazol, triazol y tetrazol y su uso como agonistas selectivos de receptores 5-ht-1. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES92300617T Expired - Lifetime ES2106822T3 (es) | 1991-02-01 | 1992-01-24 | Derivados de imidazol, triazol y tetrazol. |
Country Status (30)
| Country | Link |
|---|---|
| US (4) | US5298520A (es) |
| EP (2) | EP0778275B1 (es) |
| JP (1) | JP2500280B2 (es) |
| KR (1) | KR100212111B1 (es) |
| CN (4) | CN1038681C (es) |
| AT (1) | ATE158582T1 (es) |
| BG (1) | BG62024B2 (es) |
| CA (2) | CA2238140C (es) |
| CY (1) | CY2095B1 (es) |
| CZ (1) | CZ283018B6 (es) |
| DE (2) | DE19975007I2 (es) |
| DK (1) | DK0497512T3 (es) |
| ES (2) | ES2106822T3 (es) |
| FI (1) | FI107154B (es) |
| GR (2) | GR3025026T3 (es) |
| HR (1) | HRP930777B1 (es) |
| HU (2) | HU222350B1 (es) |
| IE (1) | IE920342A1 (es) |
| IL (1) | IL100756A (es) |
| LU (1) | LU90338I2 (es) |
| LV (1) | LV12090B (es) |
| MX (1) | MX9200405A (es) |
| NL (1) | NL980019I1 (es) |
| NO (2) | NO180447C (es) |
| NZ (1) | NZ241394A (es) |
| SA (1) | SA94140534B1 (es) |
| SG (1) | SG50409A1 (es) |
| SI (1) | SI9210101B (es) |
| SK (1) | SK278998B6 (es) |
| YU (1) | YU48236B (es) |
Families Citing this family (123)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SI9111010B (sl) * | 1990-06-07 | 2005-02-28 | Astrazeneca Ab | 3,5-disubstituirani indolni derivati kot "5-HT1-podobni" receptorski agonisti |
| US5559246A (en) * | 1990-10-15 | 1996-09-24 | Pfizer Inc. | Indole derivatives |
| US5578612A (en) * | 1990-10-15 | 1996-11-26 | Pfizer Inc. | Indole derivatives |
| US5545644A (en) * | 1990-10-15 | 1996-08-13 | Pfizer Inc. | Indole derivatives |
| US5559129A (en) * | 1990-10-15 | 1996-09-24 | Pfizer Inc | Indole derivatives |
| US5607951A (en) * | 1990-10-15 | 1997-03-04 | Pfizer Inc | Indole derivatives |
| WO1993002677A1 (en) * | 1991-08-03 | 1993-02-18 | Smithkline Beecham Plc | 5-ht4 receptor antagonists |
| GB9201038D0 (en) * | 1992-01-16 | 1992-03-11 | Glaxo Group Ltd | Chemical compounds |
| TW288010B (es) * | 1992-03-05 | 1996-10-11 | Pfizer | |
| JP3309982B2 (ja) * | 1992-03-13 | 2002-07-29 | メルク シヤープ エンド ドーム リミテツド | イミダゾール,トリアゾールおよびテトラゾール誘導体 |
| GB9207396D0 (en) * | 1992-04-03 | 1992-05-13 | Merck Sharp & Dohme | Therapeutic agents |
| RU2101283C1 (ru) | 1992-04-07 | 1998-01-10 | Пфайзер Инк. | Производные индола или их фармацевтически приемлемые соли |
| US6380233B1 (en) | 1992-04-07 | 2002-04-30 | Pfizer Inc | Indole derivatives as 5-HT1 agonists |
| AU670270B2 (en) * | 1992-04-10 | 1996-07-11 | Pfizer Inc. | Acylaminoindole derivatives as 5-HT1 agonists |
| GB9207930D0 (en) * | 1992-04-10 | 1992-05-27 | Pfizer Ltd | Indoles |
| GB9208463D0 (en) * | 1992-04-16 | 1992-06-03 | Merck Sharp & Dohme | Therapeutic agents |
| GB9210400D0 (en) * | 1992-05-15 | 1992-07-01 | Merck Sharp & Dohme | Therapeutic agents |
| GB9211277D0 (en) | 1992-05-28 | 1992-07-15 | Glaxo Group Inc | Pharmaceutical compositions |
| DE69318212T2 (de) * | 1992-06-05 | 1998-11-19 | Merck Sharp & Dohme | Sulfatsalz von einem substituierten Triazol, seine pharmazeutischen Zusammensetzungen und ihre Verwendung in Therapie |
| GB9215526D0 (en) * | 1992-07-22 | 1992-09-02 | Merck Sharp & Dohme | Chemical process |
| WO1994002477A1 (en) * | 1992-07-24 | 1994-02-03 | Merck Sharp & Dohme Limited | Imidazole, triazole and tetrazole derivatives |
| IL106445A (en) * | 1992-07-30 | 1998-01-04 | Merck Sharp & Dohme | History of 1,2,4-Trans-Triazole 4-Transform, Preparation and Pharmaceutical Preparations Containing Them |
| TW251284B (es) * | 1992-11-02 | 1995-07-11 | Pfizer | |
| GB9226537D0 (en) * | 1992-12-21 | 1993-02-17 | Smithkline Beecham Plc | Compounds |
| FR2701026B1 (fr) * | 1993-02-02 | 1995-03-31 | Adir | Nouveaux dérivés de l'indole, de l'indazole et du benzisoxazole, leur procédé de préparation et les compositions pharmaceutiques qui les contiennent. |
| US6060473A (en) * | 1993-04-01 | 2000-05-09 | Ucb S.A. - Dtb | 7-azabicyclo[2.2.1]-heptane and -heptene derivatives as cholinergic receptor ligands |
| US5817679A (en) * | 1993-04-01 | 1998-10-06 | University Of Virginia | 7-Azabicyclo 2.2.1!-heptane and -heptene derivatives as cholinergic receptor ligands |
| CN1129933A (zh) * | 1993-08-31 | 1996-08-28 | 辉瑞大药厂 | 5-芳基吲哚衍生物 |
| HUT74949A (en) * | 1993-09-10 | 1997-03-28 | Cytomed | Epibatidine and derivatives thereof as cholinergic receptor agonists and antagonists |
| GB9402011D0 (en) * | 1994-02-02 | 1994-03-30 | Merck Sharp & Dohme | Therapeutic agents |
| GB9402016D0 (en) * | 1994-02-02 | 1994-03-30 | Merck Sharp & Dohme | Therapeutic agents |
| US6117889A (en) * | 1994-04-01 | 2000-09-12 | University Of Virginia | 7-Azabicyclo-[2.2.1]-heptane and -heptene derivatives as analgesics and anti-inflammatory agents |
| US5552402A (en) * | 1994-05-19 | 1996-09-03 | Merck, Sharp & Dohme Ltd. | Five-membered heteroaromatic compounds as 5-HT receptor agonists |
| EP0759918A1 (en) * | 1994-05-19 | 1997-03-05 | MERCK SHARP & DOHME LTD. | Piperazine, piperidine and tetrahydropyridine derivatives of indol-3-ylalkyl as 5-ht1d-alpha agonists |
| GB9410031D0 (en) * | 1994-05-19 | 1994-07-06 | Merck Sharp & Dohme | Therapeutic agents |
| US5567824A (en) * | 1994-05-24 | 1996-10-22 | Merck & Co., Inc. | Palladium catalyzed ring closure of triazolyltryptamine |
| WO1996003400A1 (en) * | 1994-07-26 | 1996-02-08 | Pfizer Inc. | 4-indole derivatives as serotonin agonists and antagonists |
| AU699272B2 (en) * | 1994-08-02 | 1998-11-26 | Merck Sharp & Dohme Limited | Azetidine, pyrrolidine and piperidine derivatives |
| GB9417310D0 (en) * | 1994-08-27 | 1994-10-19 | Pfizer Ltd | Therapeutic agents |
| US5521196A (en) * | 1994-10-05 | 1996-05-28 | Eli Lilly And Company | 5-HT1F agonists for the treatment of migraine |
| GB9423460D0 (en) * | 1994-11-21 | 1995-01-11 | Merck Sharp & Dohme | Therapeutic agents |
| US5521197A (en) * | 1994-12-01 | 1996-05-28 | Eli Lilly And Company | 3-<1-alkylenearyl>-4-<1,2,3,6-tetrahydropyridinyl>-and 3-<1-alkylenearyl>-4-piperidinyl-1h-indoles: new 5-HT1F agonists |
| GB9501865D0 (en) * | 1995-01-31 | 1995-03-22 | Merck Sharp & Dohme | Therapeutic agents |
| US5484763A (en) * | 1995-02-10 | 1996-01-16 | American Cyanamid Company | Substituted benzisoxazole and benzisothiazole herbicidal agents |
| CN1184425A (zh) * | 1995-03-20 | 1998-06-10 | 伊莱利利公司 | 5-取代-3-(1,2,3,6-四氢吡啶-4-基)-和3-(哌啶-4-基)-1h-吲哚:新型5-ht1f激动剂 |
| US5656632A (en) * | 1995-06-05 | 1997-08-12 | Neurogen Corporation | 1-(N'-(arylalkylaminoalkyl)) aminoisoindoles; dopamine receptor subtype specific ligands |
| US6245768B1 (en) | 1995-06-05 | 2001-06-12 | Neurogen Corporation | 1-(N′-(arylalkylaminoalkyl)) aminoisoindoles; a new class of dopamine receptor subtype specific ligands |
| US5602168A (en) * | 1995-07-10 | 1997-02-11 | Neurogen Corporation | 1-(N'-(arylalkylaminoalkyl)) aminoisoindoles; dopamine receptor subtype specific ligands |
| ZA965837B (en) * | 1995-07-11 | 1997-01-31 | Merck & Co Inc | A triazolylmethyl-indole ethylamine bisulfate salt |
| ATE207485T1 (de) * | 1995-07-11 | 2001-11-15 | Merck & Co Inc | Ein triazolylmethyl-indol-ethylamin-bisulfat-salz |
| JPH11513666A (ja) * | 1995-10-10 | 1999-11-24 | イーライ・リリー・アンド・カンパニー | N−[2−置換−3−(2−アミノエチル)−1h−インドール−5−イル]−アミド:新規5−ht▲下1f▼作動剤 |
| WO1997016446A1 (en) * | 1995-11-02 | 1997-05-09 | Merck Sharp & Dohme Limited | Bicyclic heteroaryl-alkylene-(homo)piperazinones and thione analogues thereof, their preparation and their use as selective agonists of 5-ht1-like receptors |
| GB9523583D0 (en) * | 1995-11-17 | 1996-01-17 | Merck Sharp & Dohme | Therapeutic agents |
| GB9610978D0 (en) * | 1996-05-24 | 1996-07-31 | Merck Sharp & Dohme | Therapeutic agents |
| US5877329A (en) * | 1996-08-13 | 1999-03-02 | Merck & Co., Inc. | Palladium catalyzed indolization |
| US5811551A (en) * | 1996-08-13 | 1998-09-22 | Merck & Co., Inc. | Palladium catalyzed indolization |
| US5808064A (en) * | 1996-08-13 | 1998-09-15 | Merck & Co., Inc. | Palladium catalyzed indolization |
| EP0944428B1 (de) | 1996-08-19 | 2013-06-26 | Volkswagen Aktiengesellschaft | Verfahren zum Betrieb einer Brennkraftmaschine mit einen NOx-Adsorber |
| JP2000516681A (ja) | 1996-08-19 | 2000-12-12 | フォルクスワーゲン・アクチェンゲゼルシャフト | NOx吸収体を備えた火花点火式内燃機関 |
| GB9620777D0 (en) * | 1996-10-07 | 1996-11-20 | Merck Sharp & Dohme | Therapeutic use |
| US5998438A (en) * | 1996-11-26 | 1999-12-07 | Allelix Biopharmaceuticals, Inc. | 5-cyclo indole compounds |
| US6066092A (en) * | 1997-11-06 | 2000-05-23 | Cady; Roger K. | Preemptive prophylaxis of migraine device and method |
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