BR9809092A - Derivados de indol tendo atividade combinada de antagonista de receptor de 5ht1a, 5ht1b e 5ht1d - Google Patents
Derivados de indol tendo atividade combinada de antagonista de receptor de 5ht1a, 5ht1b e 5ht1dInfo
- Publication number
- BR9809092A BR9809092A BR9809092-5A BR9809092A BR9809092A BR 9809092 A BR9809092 A BR 9809092A BR 9809092 A BR9809092 A BR 9809092A BR 9809092 A BR9809092 A BR 9809092A
- Authority
- BR
- Brazil
- Prior art keywords
- alkyl
- nitrogen
- oxygen
- sulfur
- alkoxy
- Prior art date
Links
- 239000003727 serotonin 1A antagonist Substances 0.000 title abstract 2
- 239000004000 serotonin 1B antagonist Substances 0.000 title abstract 2
- 239000004001 serotonin 1D antagonist Substances 0.000 title abstract 2
- 229940054051 antipsychotic indole derivative Drugs 0.000 title 1
- 150000002475 indoles Chemical class 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 14
- 125000000217 alkyl group Chemical group 0.000 abstract 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 8
- 229910052739 hydrogen Inorganic materials 0.000 abstract 8
- 239000001257 hydrogen Substances 0.000 abstract 8
- 229910052757 nitrogen Inorganic materials 0.000 abstract 8
- 229910052760 oxygen Inorganic materials 0.000 abstract 8
- 239000001301 oxygen Substances 0.000 abstract 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 7
- 229910052717 sulfur Chemical group 0.000 abstract 7
- 239000011593 sulfur Chemical group 0.000 abstract 7
- 125000003545 alkoxy group Chemical group 0.000 abstract 6
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 5
- 125000005842 heteroatom Chemical group 0.000 abstract 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical class 0.000 abstract 4
- 150000002431 hydrogen Chemical class 0.000 abstract 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- 125000002252 acyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 3
- 125000003341 7 membered heterocyclic group Chemical group 0.000 abstract 2
- 125000004423 acyloxy group Chemical group 0.000 abstract 2
- -1 alkoxy hydroxide Chemical compound 0.000 abstract 2
- 125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical class C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000005189 alkyl hydroxy group Chemical group 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
Classifications
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- 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
- C07D401/02—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
- C07D401/10—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 aromatic rings
-
- 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
- C07D401/12—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 chain containing hetero atoms as chain links
-
- 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
- C07D403/12—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 chain containing hetero atoms as chain links
-
- 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
-
- 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
- C07D409/12—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 linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C07D417/02—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 two hetero rings
- C07D417/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
"DERIVADOS DE INDOL TENDO ATIVIDADE COMBINADA DE ANTAGONISTA DE RECEPTOR DE 5HT1A, 5HT1B E 5HT1D". A presente invenção refere-se a compostos de fórmula (I), processos para sua preparação e seu uso como agentes de CNS, em que R^ a^ é um grupo de fórmula (i), em que P^ 1^ é uma fenila, arila bicílica, um anel heterocíclico contendo de 5 a 7 membros contendo de 1 a 3 heteroátomos selecionados de oxigênio, nitrogênio e enxofre, ou um anel heterocíclico bicílico contendo de 1 a 3 heteroátomos selecionados de oxigênio, nitrogênio e enxofre; R^ 1^ é hidrogênio, halogênio, alquila C~ 1-6~, cicloalquila C~ 3-6~, COalquila C~ 1-6~, alcóxi C~ 1-6~, hidróxi, hidróxi alquila C~ 1-6~, hidróxi alcóxi C~ 1-6~, alcóxi C~ 1-6, alcóxi C~ 1-6~, alcanoila C~ 1-6~, nitro, trifluor metila, ciano, SR^ 9^, SOR^ 9~, SO~ 2~R^ 9^, SO~ 2~NR^ 10^R^ 11^, CO~ 2~R^ 10^, CONR^ 10^R^ 11^, CO~ 2~NR^ 10^R^ 11^ CONR^ 10^(CH~ 2~)~ c~CO~ 2~R^ 11^, (CH~ 2~)~ c~NR^ 10^R^ 11^, (CH~ 2~)~ c~CONR^ 10^R^ 11^, (CH~ 2~)~ c~NR^ 10^R^ 11^, (CH~ 2~)~ c~CO~ 2~alquila C~ 1-6~, CO~ 2~(CH~ 2~)~ c~ OR^ 10^, NR^ 10^OR^ 11^, NR^ 10^CO~ 2~R^ 11^, NR^ 10^CONR^ 10^R^ 11^, CR^ 11^=NOR^ 11^, NR^ 10^COOR^ 11^, CNR~ 10^=NOR^ 11^, onde R^ 10^ e R^ 11^ são independentemente hidrogênio ou alquila C~ 1-6~ e c é 1 a 4; R^ 2^ é hidrogênio, halogênio, alquila C^ 1-6^, cicloalquila C~ 3-6~, cilcoalquenila C~ 3-6~, alcóxi C~ 1-6~, acila, arila, acilóxi, hidróxi, nitro, trifluormetila, ciano, CO~ 2~R^ 10^, CONR^ 10^R^ 11^, NR^ 10^R^ 11^, onde R^ 10^ e R^ 11^ são como definidos para R^ 1^; a é 1, 2 ou 3; ou R^ a^ é um grupo de fórmula (ii), em que p^ 2^ e P^ 3^ são independentemente fenila, arila bicíclica, um anel heterocíclico de 5 a 7 membros contendo de 1 a 3 heteroátomos selecionados de oxigênio, nitrogênio e enxofre, ou um grupo heterocíclico bicíclico contendo de 1 a 3 heteroátomos selecionados de oxigênio, nitrogênio ou enxofre; A é uma ligação ou oxigênio, S (O)~ m~ onde m é 0 a 2, carbonila, CH~ 2~ ou NR^ 4^~ onde R^ 4^ é hidrogênio ou alquila C~ 1-6~; R^ 1^ é como definido acima para a fórmula (I) ou R^ 1^ é um anel heterocíclico opcionalmente substituído de 5 a 7 membros contendo de 1 a 3 heteroátomos selecionados de oxigênio, nitrogênio ou enxofre; R^ 2^ e R^ 3^ são independentemente hidrogênio, halogênio, alquila C~ 1-6~, cicloalquila C~ 3-6~, cicloalquenila C~ 3-6~, alcóxi C~ 1-6~, acila, arila, acilóxi, hidróxi, nitro, trifluormetila, ciano, CO~ 2~R^ 10^, CONR^ 10^R^ 11^, NR^ 10^R^ 11^, onde R^ 10^ e R^ 11^ são como definidos para R^ 1^; e a e b são, independentemente, 1, 2 ou 3; Y é -NH-, NR^ 5^, onde R^ 5^ é alquila C~ 1-6~, ou Y é -CH~ 2~ ou -O-; V é oxigênio ou enxofre; D é nitrogênio, carbono ou um grupo CH; W é (CR^ 16^R^ 17^)~ t~, onde t é 2, 3 ou 4 e R^ 16^ e R^ 17^ são, independentemente, hidrogênio ou alquila C~ 1-6~ ou W é (CR^ 16~R~ 17~)~ u~- J, onde u é 0, 1, 2 ou 3 e J é oxigênio, enxofre, CR^ 16^=CR^ 17^, CR^ 16^=N, =CR^ 16^O, =CR^ 16^S ou =CR^ 16^ -NR^ 17^; X é nitrogênio ou carbono; R^ b^ é hidrogênio, halogênio, hidróxi, alquila C~ 1-6~, trifluormetila, alkóxi C~ 1-6~, alquenila C~ 2-6~, cicloalquila C~ 3-7~ opcionalmente substituído por alquila C~ 1-4~ ou arila; R^ c^ é hidrogênio ou alquila C~ 1-6~; e <sym> é uma ligação simples quando X é nitrogênio ou uma ligação simples ou dupla quando X é carbono.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9707829.9A GB9707829D0 (en) | 1997-04-18 | 1997-04-18 | Novel compounds |
| GBGB9801882.3A GB9801882D0 (en) | 1998-01-29 | 1998-01-29 | Novel compounds |
| PCT/EP1998/002262 WO1998050358A1 (en) | 1997-04-18 | 1998-04-14 | Indole derivatives having combined 5ht1a, 5ht1b and 5ht1d receptor antagonist activity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR9809092A true BR9809092A (pt) | 2002-01-22 |
Family
ID=26311401
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR9809092-5A BR9809092A (pt) | 1997-04-18 | 1998-04-14 | Derivados de indol tendo atividade combinada de antagonista de receptor de 5ht1a, 5ht1b e 5ht1d |
Country Status (17)
| Country | Link |
|---|---|
| EP (1) | EP0975593A1 (pt) |
| JP (1) | JP2001524116A (pt) |
| KR (1) | KR20010006487A (pt) |
| CN (1) | CN1260781A (pt) |
| AR (1) | AR013076A1 (pt) |
| AU (1) | AU732863B2 (pt) |
| BR (1) | BR9809092A (pt) |
| CA (1) | CA2288662A1 (pt) |
| CO (1) | CO4950608A1 (pt) |
| HU (1) | HUP0001123A3 (pt) |
| IL (1) | IL132409A0 (pt) |
| NO (1) | NO995065D0 (pt) |
| NZ (1) | NZ500252A (pt) |
| PL (1) | PL336317A1 (pt) |
| TR (1) | TR199902590T2 (pt) |
| TW (1) | TW509687B (pt) |
| WO (1) | WO1998050358A1 (pt) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9725931D0 (en) * | 1997-12-05 | 1998-02-04 | Smithkline Beecham Plc | Novel compounds |
| EP1101759A4 (en) * | 1998-07-31 | 2001-12-12 | Nippon Soda Co | PHENYLAZOLE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICATIONS FOR HYPERLIPEMY |
| GB9827882D0 (en) * | 1998-12-17 | 1999-02-10 | Smithkline Beecham Plc | Novel compounds |
| UA62015C2 (en) | 1998-12-28 | 2003-12-15 | Pfizer Prod Inc | Benzoizoxazol derivatives, a pharmaceutical composition (variants) based thereon (variants) and a method for treatment (variants) |
| GB9912413D0 (en) * | 1999-05-28 | 1999-07-28 | Pfizer Ltd | Compounds useful in therapy |
| GB9912417D0 (en) | 1999-05-28 | 1999-07-28 | Pfizer Ltd | Compounds useful in therapy |
| WO2001005758A2 (en) * | 1999-07-15 | 2001-01-25 | Nps Allelix Corp. | Indoles and indazoles for the treatment of migraine |
| PT1216239E (pt) * | 1999-09-25 | 2004-05-31 | Smithkline Beecham Plc | Derivados de piperazina como antagonistas de 5-ht1b |
| GB9926303D0 (en) * | 1999-11-05 | 2000-01-12 | Smithkline Beecham Plc | Novel compounds |
| EP1228043B1 (en) * | 1999-11-05 | 2005-01-12 | SmithKline Beecham plc | Isoquinoline and quinazoline deivatives having a combined 5ht1a, 5ht1b and 5ht1d receptor activity |
| DE10051981A1 (de) | 2000-10-20 | 2002-05-02 | Bayer Ag | Substituierte Phenyluracile |
| GB0106419D0 (en) * | 2001-03-15 | 2001-05-02 | Smithkline Beecham Plc | Novel compounds |
| GB0106586D0 (en) * | 2001-03-16 | 2001-05-09 | Smithkline Beecham Plc | Novel compounds |
| NZ529631A (en) * | 2001-06-07 | 2006-08-31 | F | Indole derivatives with 5-hydroxytryptamine (5-HT) 5-HT6 receptor affinity in the treatment of disorders of the CNS |
| ES2316777T3 (es) | 2002-02-15 | 2009-04-16 | Glaxo Group Limited | Moduladores de receptores vainilloides. |
| PT1506179E (pt) | 2002-05-13 | 2006-06-30 | Hoffmann La Roche | Derivados de benzoxazina como moduladores de 5-ht6 e suas utilizacoes |
| AU2004299201B2 (en) | 2003-12-09 | 2009-12-03 | F. Hoffmann-La Roche Ag | Benzoxazine derivatives and uses thereof |
| CN101896461A (zh) * | 2007-12-13 | 2010-11-24 | 安姆根有限公司 | γ分泌酶调节剂 |
| US8598156B2 (en) | 2010-03-25 | 2013-12-03 | Glaxosmithkline Llc | Chemical compounds |
| GB201106817D0 (en) | 2011-04-21 | 2011-06-01 | Astex Therapeutics Ltd | New compound |
| CN102924330A (zh) * | 2012-09-03 | 2013-02-13 | 华东理工大学 | 一种规模化制备5-氨基-1-萘腈的方法 |
| GB201218850D0 (en) | 2012-10-19 | 2012-12-05 | Astex Therapeutics Ltd | Bicyclic heterocycle compounds and their uses in therapy |
| GB201218862D0 (en) | 2012-10-19 | 2012-12-05 | Astex Therapeutics Ltd | Bicyclic heterocycle compounds and their uses in therapy |
| GB201218864D0 (en) | 2012-10-19 | 2012-12-05 | Astex Therapeutics Ltd | Bicyclic heterocycle compounds and their uses in therapy |
| US9980973B2 (en) | 2012-10-19 | 2018-05-29 | Astex Therapeutics Limited | Bicyclic heterocycle compounds and their uses in therapy |
| CN103467374A (zh) * | 2013-08-30 | 2013-12-25 | 江苏弘和药物研发有限公司 | 一种8-溴-4-羧基喹啉的合成方法 |
| MY193649A (en) | 2013-12-20 | 2022-10-21 | Astex Therapeutics Ltd | Bicyclic heterocycle compounds and their uses in therapy |
| JP6693107B2 (ja) * | 2015-12-04 | 2020-05-13 | 東ソー株式会社 | ルチジン化合物の精製方法 |
| CN115197099A (zh) * | 2022-05-30 | 2022-10-18 | 安徽昊帆生物有限公司 | N-Boc-1，4-苯二胺的制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9119932D0 (en) * | 1991-09-18 | 1991-10-30 | Glaxo Group Ltd | Chemical compounds |
| ES2162792T3 (es) * | 1991-09-18 | 2002-01-16 | Glaxo Group Ltd | Derivados de benzanilida como antagonistas de 5-ht1d. |
| GB9119920D0 (en) * | 1991-09-18 | 1991-10-30 | Glaxo Group Ltd | Chemical compounds |
| JPH09501171A (ja) * | 1993-08-06 | 1997-02-04 | スミスクライン・ビーチャム・パブリック・リミテッド・カンパニー | ５ｈｔ１ｄ受容体アンタゴニストとしてのアミド誘導体 |
| JPH09504004A (ja) * | 1993-08-20 | 1997-04-22 | スミスクライン・ビーチャム・パブリック・リミテッド・カンパニー | ５ｈｔ１ｄレセプター拮抗薬用アミドおよび尿素誘導体 |
| WO1995006637A1 (en) * | 1993-09-03 | 1995-03-09 | Smithkline Beecham Plc | Indole and indoline derivatives as 5ht1d receptor antagonists |
-
1998
- 1998-04-14 CA CA002288662A patent/CA2288662A1/en not_active Abandoned
- 1998-04-14 KR KR1019997009577A patent/KR20010006487A/ko not_active Withdrawn
- 1998-04-14 HU HU0001123A patent/HUP0001123A3/hu unknown
- 1998-04-14 PL PL98336317A patent/PL336317A1/xx unknown
- 1998-04-14 NZ NZ500252A patent/NZ500252A/en unknown
- 1998-04-14 EP EP98921462A patent/EP0975593A1/en not_active Withdrawn
- 1998-04-14 IL IL13240998A patent/IL132409A0/xx unknown
- 1998-04-14 CN CN98806185A patent/CN1260781A/zh active Pending
- 1998-04-14 WO PCT/EP1998/002262 patent/WO1998050358A1/en not_active Ceased
- 1998-04-14 JP JP54766098A patent/JP2001524116A/ja active Pending
- 1998-04-14 BR BR9809092-5A patent/BR9809092A/pt not_active IP Right Cessation
- 1998-04-14 TR TR1999/02590T patent/TR199902590T2/xx unknown
- 1998-04-14 AU AU74310/98A patent/AU732863B2/en not_active Ceased
- 1998-04-16 AR ARP980101760A patent/AR013076A1/es not_active Application Discontinuation
- 1998-04-17 CO CO98021149A patent/CO4950608A1/es unknown
- 1998-04-17 TW TW087105843A patent/TW509687B/zh active
-
1999
- 1999-10-15 NO NO995065A patent/NO995065D0/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| AU732863B2 (en) | 2001-05-03 |
| CA2288662A1 (en) | 1998-11-12 |
| PL336317A1 (en) | 2000-06-19 |
| NZ500252A (en) | 2001-07-27 |
| EP0975593A1 (en) | 2000-02-02 |
| HUP0001123A2 (hu) | 2001-04-28 |
| CN1260781A (zh) | 2000-07-19 |
| NO995065L (no) | 1999-10-15 |
| TR199902590T2 (xx) | 2000-06-21 |
| IL132409A0 (en) | 2001-03-19 |
| CO4950608A1 (es) | 2000-09-01 |
| HUP0001123A3 (en) | 2002-04-29 |
| AR013076A1 (es) | 2000-12-13 |
| JP2001524116A (ja) | 2001-11-27 |
| WO1998050358A1 (en) | 1998-11-12 |
| NO995065D0 (no) | 1999-10-15 |
| KR20010006487A (ko) | 2001-01-26 |
| AU7431098A (en) | 1998-11-27 |
| TW509687B (en) | 2002-11-11 |
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