PE129299A1 - Metodo para la sintesis de derivados de quinolina - Google Patents
Metodo para la sintesis de derivados de quinolinaInfo
- Publication number
- PE129299A1 PE129299A1 PE1998000868A PE00086898A PE129299A1 PE 129299 A1 PE129299 A1 PE 129299A1 PE 1998000868 A PE1998000868 A PE 1998000868A PE 00086898 A PE00086898 A PE 00086898A PE 129299 A1 PE129299 A1 PE 129299A1
- Authority
- PE
- Peru
- Prior art keywords
- alkyl
- compound
- aryl
- formula
- cyclloalkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical class N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 title 1
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 abstract 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 230000003213 activating effect Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/36—Sulfur atoms
-
- 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
- A61P11/06—Antiasthmatics
-
- 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
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/38—Oxygen atoms in positions 2 and 3, e.g. isatin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/50—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 4
- C07D215/52—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 4 with aryl radicals attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pulmonology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Quinoline Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
SE REFIERE A UN PROCEDIMIENTO PARA LA PREPARACION DE UN COMPUESTO DE FORMULA I, DONDE Ar ES FENILO OPCIONALMENTE SUSTITUIDO, NAFTILO, CICLOALCADIENILO C5-C7, HETEROCICLO AROMATICO DE 1-2 ANILLOS, DE 5 A 12 MIEMBROS; R ES ALQUILO C1-C8, CICLOALQUILO C3-C7, CICLOALQUILALQUILO C4-C7, FENIL, FENIL-ALQUILO C1-C6, ENTRE OTROS; R1 Y R2 SON H, ALQUILO C1-C6, O JUNTOS FORMAN -(CH2)n; O R1 JUNTO A R FORMA -(CH2)q-; n ES 3-5; q ES 2-5; R3 Y R4 SON H, ALQUILO C1-C6, ALQUENILO C1-C6, ARILO, -O(CH2)r-NT2, ENTRE OTROS; r ES 2-4, T ES ALQUILO C1-C6, GRUPO b o c; V Y V1 SON H; u ES 0-2 o R4 ES -(CH2)t- CUANDO R5 ES ARILO; t ES 1-3; R5 ES ALQUILO C1-C6, CICLOALQUILO C3-C7, CICLOALQUILALQUILO C4-C7, ARILO, ENTRE OTROS; EL PROCESO COMPRENDE a)ANADIR UN COMPUESTO DE FORMULA III A UNA BASE EN UN DISOLVENTE ADECUADO, LUEGO ANADIR R5-C(=O)-CH2-R4; Y CALENTAR PARA FORMAR UN COMPUESTO DE FORMULA IV; b)AISLAR EL COMPUESTO (IV), Y REACCIONAR CON UNA BASE, ENFRIAR; c)ANADIR UN AGENTE ACTIVANTE DE CARBONILO, d)ANADIR (R2)(H)N-C(R)(R1)(Ar); CALENTAR. UN COMPUESTO PREFERIDO ES LA SAL DE HIDROCLORURO (-)-(S)-N-(O-ETILBENCIL)-3-HIDROXI-2-FENILQUINOLINA-4-CARBOXAMIDA
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5930397P | 1997-09-17 | 1997-09-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE129299A1 true PE129299A1 (es) | 2000-02-19 |
Family
ID=22022126
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE1998000868A PE129299A1 (es) | 1997-09-17 | 1998-09-11 | Metodo para la sintesis de derivados de quinolina |
Country Status (32)
| Country | Link |
|---|---|
| US (6) | US6335448B1 (es) |
| EP (1) | EP1017676B1 (es) |
| JP (1) | JP2001516744A (es) |
| KR (1) | KR20010024031A (es) |
| CN (1) | CN1125815C (es) |
| AP (1) | AP1201A (es) |
| AR (1) | AR015445A1 (es) |
| AT (1) | ATE353879T1 (es) |
| AU (1) | AU744538B2 (es) |
| BG (1) | BG104243A (es) |
| BR (1) | BR9812085A (es) |
| CA (1) | CA2303026A1 (es) |
| DE (1) | DE69837100T2 (es) |
| DZ (1) | DZ2607A1 (es) |
| EA (1) | EA002633B1 (es) |
| ES (1) | ES2283072T3 (es) |
| HU (1) | HUP0004855A3 (es) |
| ID (1) | ID24140A (es) |
| IL (1) | IL134991A0 (es) |
| MA (1) | MA24644A1 (es) |
| MY (1) | MY120237A (es) |
| NO (1) | NO314303B1 (es) |
| NZ (1) | NZ503307A (es) |
| OA (1) | OA11340A (es) |
| PE (1) | PE129299A1 (es) |
| PL (1) | PL339340A1 (es) |
| SK (1) | SK3672000A3 (es) |
| TR (1) | TR200000720T2 (es) |
| TW (1) | TW509678B (es) |
| UY (2) | UY25174A1 (es) |
| WO (1) | WO1999014196A1 (es) |
| ZA (1) | ZA988455B (es) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AP1201A (en) * | 1997-09-17 | 2003-09-01 | Smithkline Beecham Corp | Method for the synthesis of quinoline derivatives. |
| WO2000058313A1 (en) | 1999-03-29 | 2000-10-05 | Neurogen Corporation | 4-substituted quinoline derivatives as gaba receptor ligands |
| EP1716137A1 (en) | 2004-02-04 | 2006-11-02 | Pfizer Products Incorporated | Substituted quinoline compounds |
| EP1891012A2 (en) * | 2005-06-03 | 2008-02-27 | AstraZeneca AB | Quinoline derivatives as nk3 anatgonists |
| US20080194623A1 (en) * | 2005-08-02 | 2008-08-14 | Labaw Clifford S | Method for the Synthesis of Quinoline Derivatives |
| US20080280949A1 (en) * | 2005-08-11 | 2008-11-13 | Astrazeneca Ab | Oxopyridyl Quinoline Amides as Nk3 Receptor Modulators |
| AR057130A1 (es) * | 2005-09-21 | 2007-11-14 | Astrazeneca Ab | Quinolinas de alquilsulfoxido y una composicion farmaceutica |
| JP2009508944A (ja) * | 2005-09-21 | 2009-03-05 | アストラゼネカ・アクチエボラーグ | Ｎｋ−３受容体リガンドとしてのｎ−オキソ複素環及びｎ−オキソ−アルキルキノリン−４−カルボキシアミド類 |
| WO2007086799A1 (en) * | 2006-01-27 | 2007-08-02 | Astrazeneca Ab | Amide substituted quinolines |
| CN102702099A (zh) * | 2012-06-21 | 2012-10-03 | 江苏恩华药业股份有限公司 | (s)-3-羟基-2-苯基-n-(1-苯基丙基)喹啉-4-甲酰胺的制备方法 |
| CN102924375B (zh) * | 2012-06-21 | 2015-02-18 | 江苏恩华药业股份有限公司 | Talnetant中间体及其制备方法和应用 |
| CN103214416A (zh) * | 2013-04-26 | 2013-07-24 | 扬州大学 | 一种合成多取代喹啉类化合物的方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2776290A (en) * | 1957-01-01 | Hydroxy cevchoninates and carboxylic | ||
| ATE273959T1 (de) * | 1994-05-27 | 2004-09-15 | Glaxosmithkline Spa | Chinolinderivate als tachykinin nk3 rezeptor antagonisten |
| US5627193A (en) * | 1995-02-09 | 1997-05-06 | Mitsui Toatsu Chemicals, Inc. | Quinoline-4-carbonylguanidine derivatives, process for producing the same and pharmaceutical preparations containing the compounds |
| AP1201A (en) * | 1997-09-17 | 2003-09-01 | Smithkline Beecham Corp | Method for the synthesis of quinoline derivatives. |
-
1998
- 1998-05-08 AP APAP/P/2000/001767A patent/AP1201A/en active
- 1998-09-08 MA MA25246A patent/MA24644A1/fr unknown
- 1998-09-08 UY UY25174A patent/UY25174A1/es not_active Application Discontinuation
- 1998-09-11 PE PE1998000868A patent/PE129299A1/es not_active Application Discontinuation
- 1998-09-14 DZ DZ980217A patent/DZ2607A1/xx active
- 1998-09-15 MY MYPI98004207A patent/MY120237A/en unknown
- 1998-09-16 ZA ZA988455A patent/ZA988455B/xx unknown
- 1998-09-16 AR ARP980104603A patent/AR015445A1/es not_active Application Discontinuation
- 1998-09-17 DE DE69837100T patent/DE69837100T2/de not_active Expired - Lifetime
- 1998-09-17 HU HU0004855A patent/HUP0004855A3/hu unknown
- 1998-09-17 CN CN98810978A patent/CN1125815C/zh not_active Expired - Fee Related
- 1998-09-17 AT AT98947099T patent/ATE353879T1/de not_active IP Right Cessation
- 1998-09-17 SK SK367-2000A patent/SK3672000A3/sk unknown
- 1998-09-17 JP JP2000511747A patent/JP2001516744A/ja active Pending
- 1998-09-17 IL IL13499198A patent/IL134991A0/xx unknown
- 1998-09-17 ID IDW20000498A patent/ID24140A/id unknown
- 1998-09-17 US US09/508,358 patent/US6335448B1/en not_active Expired - Fee Related
- 1998-09-17 CA CA002303026A patent/CA2303026A1/en not_active Abandoned
- 1998-09-17 WO PCT/US1998/019434 patent/WO1999014196A1/en not_active Ceased
- 1998-09-17 EP EP98947099A patent/EP1017676B1/en not_active Expired - Lifetime
- 1998-09-17 KR KR1020007002766A patent/KR20010024031A/ko not_active Ceased
- 1998-09-17 AU AU93958/98A patent/AU744538B2/en not_active Ceased
- 1998-09-17 ES ES98947099T patent/ES2283072T3/es not_active Expired - Lifetime
- 1998-09-17 TR TR2000/00720T patent/TR200000720T2/xx unknown
- 1998-09-17 EA EA200000322A patent/EA002633B1/ru not_active IP Right Cessation
- 1998-09-17 BR BR9812085-9A patent/BR9812085A/pt not_active IP Right Cessation
- 1998-09-17 PL PL98339340A patent/PL339340A1/xx unknown
- 1998-09-17 NZ NZ503307A patent/NZ503307A/en unknown
- 1998-09-29 TW TW087114858A patent/TW509678B/zh not_active IP Right Cessation
-
1999
- 1999-02-26 UY UY25407A patent/UY25407A1/es unknown
-
2000
- 2000-03-15 BG BG104243A patent/BG104243A/xx unknown
- 2000-03-16 NO NO20001387A patent/NO314303B1/no not_active IP Right Cessation
- 2000-03-16 OA OA1200000078A patent/OA11340A/en unknown
-
2001
- 2001-10-17 US US09/981,185 patent/US20020038029A1/en not_active Abandoned
-
2002
- 2002-06-17 US US10/174,458 patent/US20020173657A1/en not_active Abandoned
-
2003
- 2003-05-20 US US10/441,708 patent/US20040049031A1/en not_active Abandoned
-
2005
- 2005-03-30 US US11/093,701 patent/US20050171152A1/en not_active Abandoned
-
2006
- 2006-04-28 US US11/413,932 patent/US20060189809A1/en not_active Abandoned
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration | ||
| FD | Application declared void or lapsed |