UY25174A1 - Método para la síntesis de derivados de quinolina - Google Patents
Método para la síntesis de derivados de quinolinaInfo
- Publication number
- UY25174A1 UY25174A1 UY25174A UY25174A UY25174A1 UY 25174 A1 UY25174 A1 UY 25174A1 UY 25174 A UY25174 A UY 25174A UY 25174 A UY25174 A UY 25174A UY 25174 A1 UY25174 A1 UY 25174A1
- Authority
- UY
- Uruguay
- Prior art keywords
- group
- alkyl
- alkoxy
- optionally substituted
- ring
- Prior art date
Links
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)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (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)
Abstract
Esta invención se refiere a nuevos compuestos intermedios y procedimientos para preparar compuestos de quinolina, farmacéuticamente activos, incluida la (-)-(S)-N-(alpa-etilbencil)-3-hidroxi-2-fenilquinolina-4-carboxamida como preferido. Un aspecto de esta invención es un método para preparar compuestos de fórmula (I), o una de sus formas salificadas farmacéuticamente aceptables, en la que: Ar es un grupo fenilo opcionalmente sustituido, un grupo naftilo o cicloalcadienilo, o un grupo heterocíclico de un solo anillo o de anillos condensados, opcionalmente sustituido, que tiene carácter aromático, que contiene de 5 a 12 átomos en el anillo y que comprende hasta 4 heteroátomos en el anillo o en cada uno de ellos, seleccionados entre S, O y N; R es alquilo lineal o ramificado, cicloalquilo, cicloalquilalquilo, fenilo opcionalmente sustituido o un grupo fenilalquilo, un anillo heteroaromático de 5 miembros, opcionalmente sustituido, que comprende hasta 4 heteroátomos seleccionados entre O y N, hidroxialquilo, di-alquil-aminoalquilo, acil-aminoalquilo, alcoxi-alquilo, alquilcarbonilo, carboxi, alcoxi-carbonilo, alcoxi-carbonilalquilo, aminocarbonilo, alquil-aminocarbonilo, di-alquil-aminocarbonilo; ó es un grupo (CH2)p cuando cierra un ciclo con Ar; R1 y R2, son independientemente hidrógeno o alquilo lineal o ramificado, o juntos forman un grupo (CH2)n; ó R1 junto con R forma un grupo (CH2)q; R3 y R4, son independientemente hidrógeno, alquilo lineal o ramificado, alquenilo, arilo, alcoxi, hidroxi, halógeno, nitro, ciano, carboxi, carboxamido, sulfonamido, trifluorometilo, amino, mono- y du-alquilo-amino, O(CH2)r-NT2; O(CH2)s-OW2; ó R4 es un grupo (CH2)t cuando cierra un ciclo con R5 cuando es arilo; R5 es alquilo lineal o ramificado, cicloalquilo, cicloalquilalquilo, arilo. Son antagonistas de NK-3 y son útiles para tratar trastornos pulmonares (asma, enfermedad pulmonar obstructiva crónica, etc), trastornos y picores en la piel (dermatitis, ronchas, etc), trastornos del SNC (Parkinson, Alzheimar, Huntington, convulsiones, epilepsia), trastornos de la alimentación, incontinencia urinaria, entre otras.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
UY25407A UY25407A1 (es) | 1997-09-17 | 1999-02-26 | Método para la síntesis de (-)-(s)-n-(alpha-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 |
---|---|
UY25174A1 true UY25174A1 (es) | 2001-07-31 |
Family
ID=22022126
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
UY25174A UY25174A1 (es) | 1997-09-17 | 1998-09-08 | Método para la síntesis de derivados de quinolina |
UY25407A UY25407A1 (es) | 1997-09-17 | 1999-02-26 | Método para la síntesis de (-)-(s)-n-(alpha-etilbencil)-3-hidroxi-2-fenilquinolina-4-carboxamida |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
UY25407A UY25407A1 (es) | 1997-09-17 | 1999-02-26 | Método para la síntesis de (-)-(s)-n-(alpha-etilbencil)-3-hidroxi-2-fenilquinolina-4-carboxamida |
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. |
CA2368455A1 (en) | 1999-03-29 | 2000-10-05 | Neurogen Corporation | 4-substituted quinoline derivatives as nk-3 and/or gaba(a) receptor ligands |
AP2006003685A0 (en) | 2004-02-04 | 2006-08-31 | Pfizer Prod Inc | Substituted quinoline compounds |
EP1891012A2 (en) * | 2005-06-03 | 2008-02-27 | AstraZeneca AB | Quinoline derivatives as nk3 anatgonists |
EP1919871A4 (en) * | 2005-08-02 | 2010-08-18 | Glaxosmithkline Llc | PROCESS FOR SYNTHESIS OF CHINOLINE DERIVATIVES |
WO2007018469A1 (en) * | 2005-08-11 | 2007-02-15 | Astrazeneca Ab | Oxopyridyl quinoline amides as nk3 receptor modulators |
CN101268052A (zh) * | 2005-09-21 | 2008-09-17 | 阿斯利康(瑞典)有限公司 | 作为nk-3受体配体的n-氧代-杂环和n-氧代-烷基喹啉-4-甲酰胺 |
AR057130A1 (es) * | 2005-09-21 | 2007-11-14 | Astrazeneca Ab | Quinolinas de alquilsulfoxido y una composicion farmaceutica |
CN101410392A (zh) * | 2006-01-27 | 2009-04-15 | 阿斯利康(瑞典)有限公司 | 酰胺取代的喹啉类化合物 |
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 | ||
EP0940391B1 (en) * | 1994-05-27 | 2004-08-18 | GlaxoSmithKline S.p.A. | Quinoline derivatives as tachykinin NK3 receptor antagonists |
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 UY UY25174A patent/UY25174A1/es not_active Application Discontinuation
- 1998-09-08 MA MA25246A patent/MA24644A1/fr unknown
- 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 AR ARP980104603A patent/AR015445A1/es not_active Application Discontinuation
- 1998-09-16 ZA ZA988455A patent/ZA988455B/xx unknown
- 1998-09-17 IL IL13499198A patent/IL134991A0/xx unknown
- 1998-09-17 EA EA200000322A patent/EA002633B1/ru not_active IP Right Cessation
- 1998-09-17 ES ES98947099T patent/ES2283072T3/es not_active Expired - Lifetime
- 1998-09-17 SK SK367-2000A patent/SK3672000A3/sk unknown
- 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 WO PCT/US1998/019434 patent/WO1999014196A1/en active IP Right Grant
- 1998-09-17 NZ NZ503307A patent/NZ503307A/en unknown
- 1998-09-17 AU AU93958/98A patent/AU744538B2/en not_active Ceased
- 1998-09-17 EP EP98947099A patent/EP1017676B1/en not_active Expired - Lifetime
- 1998-09-17 CA CA002303026A patent/CA2303026A1/en not_active Abandoned
- 1998-09-17 ID IDW20000498A patent/ID24140A/id unknown
- 1998-09-17 TR TR2000/00720T patent/TR200000720T2/xx unknown
- 1998-09-17 US US09/508,358 patent/US6335448B1/en not_active Expired - Fee Related
- 1998-09-17 CN CN98810978A patent/CN1125815C/zh not_active Expired - Fee Related
- 1998-09-17 JP JP2000511747A patent/JP2001516744A/ja active Pending
- 1998-09-17 DE DE69837100T patent/DE69837100T2/de not_active Expired - Lifetime
- 1998-09-17 HU HU0004855A patent/HUP0004855A3/hu unknown
- 1998-09-17 AT AT98947099T patent/ATE353879T1/de not_active IP Right Cessation
- 1998-09-17 KR KR1020007002766A patent/KR20010024031A/ko not_active Application Discontinuation
- 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 OA OA1200000078A patent/OA11340A/en unknown
- 2000-03-16 NO NO20001387A patent/NO314303B1/no not_active IP Right Cessation
-
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
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
UY25174A1 (es) | Método para la síntesis de derivados de quinolina | |
AR047538A1 (es) | Piridazinonas como antagonistas de las integrinas alfa4 | |
TW200800947A (en) | Trisubstituted amine compound | |
HUP0301236A2 (hu) | Szubsztituált kinazolinszármazékok és felhasználásuk inhibitorokként | |
AR055144A1 (es) | Inhibidor de secrecion acida | |
HUT76657A (en) | 2-(1',2',4'-triazol-3'-yloxymethylene)-anilides, process for producing them and their use as pestcontrol agents | |
PE20021002A1 (es) | Compuestos heterociclicos condensados | |
PE20040696A1 (es) | Derivados de acido mandelico como inhibidores de la formacion de factores de coagulacion | |
DE60141268D1 (de) | Verfahren zur Herstellung von Siliziumkarbid Einkristallen | |
BRPI0721113A2 (pt) | Composto, composição farmacêutica, uso de um composto, e, método para prevenir, tratar ou melhorar doenças ou condições dérmicas ou distúrbios | |
EE9700282A (et) | Bensimidasooli ühendid, nimetatud ühendeid sisaldavad farmatseutilised kompositsioonid ja nende kasutamine | |
AR040278A1 (es) | Ligandos del receptor de glucocorticoides para el tratamiento de trastornos metabolicos | |
AR068376A1 (es) | Amidas heterociclicas utiles para inhibir la via hedgehog. | |
RU2006120490A (ru) | Производные тиазола и пиразола в качестве ингибиторов flt-3 киназы | |
AR048319A1 (es) | Derivados de n-piperidina como moduladores de ccr3 | |
ATE469157T1 (de) | Tetrahydrofuroä3,4-düdioxolverbindungen und zusammensetzungen und verfahren zur inhibierung der trombozytenaggregation | |
HK1094307A1 (en) | Use of pyrrole derivatives to combat anxiety | |
AR008287A1 (es) | Composicion herbicida que comprende compuestos de pirazol sustituidos y metodo de aplicacion de los mismos | |
CY1108837T1 (el) | ΝΕΑ ΠΑΡΑΓΩΓΑ ΑΜΙΝΟΠΥΡΙΔΙΝΗΣ ΩΣ ΑΝΤΑΓΩΝΙΣΤΕΣ mGluR5 | |
PT1399144E (pt) | Compostos carbamato para utilizacao na prevencao ou tratamento de disturbios de ansiedade | |
JO2307B1 (en) | Papermidine derivatives | |
AR017146A1 (es) | Compuestos de 1-(fenil-sustituido)-5-(4-metilsulfonilfenil)pirazol; procedimiento para prepararlos, las composiciones farmaceuticas que los contienen,los agentes inhibidores de la cox-ii que los contienen y el uso de dichos compuestos para la fabricacion de medicamentos. | |
BRPI0414460A (pt) | compostos derivados de carboxamida do tipo de amida, composição farmacêutica e respectivo uso | |
BR0116721A (pt) | Processo para a preparação de (±)-trans-4-p-fluorofenil-3-hidroximetil-1-metilpiperi dina | |
BRPI0515519A (pt) | composto, e, uso do mesmo |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
109 | Application deemed to be withdrawn |
Effective date: 20121220 |