AP2002002459A0 - Piperidine quinolyl propyl derivatives, preparation method and compositions containing same. - Google Patents
Piperidine quinolyl propyl derivatives, preparation method and compositions containing same.Info
- Publication number
- AP2002002459A0 AP2002002459A0 APAP/P/2002/002459A AP2002002459A AP2002002459A0 AP 2002002459 A0 AP2002002459 A0 AP 2002002459A0 AP 2002002459 A AP2002002459 A AP 2002002459A AP 2002002459 A0 AP2002002459 A0 AP 2002002459A0
- Authority
- AP
- ARIPO
- Prior art keywords
- halogen
- alkyl
- alkyloxy
- members
- substituted
- Prior art date
Links
Classifications
-
- 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
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero 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
- C07D401/14—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- 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
- 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
- C07D417/14—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 three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (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)
- Hydrogenated Pyridines (AREA)
Abstract
The invention concerns piperidine quinolyl propyl derivatives of general formula (i)wherein :r1 is h or halogen, or oh, r', is h, or may represent halogen when r1 is also halogen, and r0 is h, or r1 and r0 together form a bond and r1 is h r2 is carboxy, carboxymethyl or carboxy-2-ethyl radical, and r3 is c1-c6 alkyl substituted with 1 to 3 substituents selected among oh, halogen,=o,cooh, alkyloxycarbonyl, alkyloxcarbonyl, alkyloxy, alkylthio or among a phenyl, phenylthio or phenylalkylthio radical which can themselves bear 1 to 4 substituents [selected among halogen, oh, alkyl,alkyloxy, trifluoromethyl, trifluoromethoxy, cooh,alkyloxycarbonyl, cn, acetamido or nh2]or among cycloalkyl,cyclolkylthio (3 to 7 members), or among aromatic heterocycly]or heterocyclylthio (5 to members)comprising 1 to 4 heteroatoms selected among n, o or s and optionally substituted themselves [with halogen, oh, alkyl, alkyloxy, cf3, ocf3,=o, cooh, alkyloxycarbonyl, cn or nh2], r3 is propargyl substituted with phenyl which can itself bear 1 to 3 substituents [selected among halogen, oh, alkyl, alkyloxy, cf3, ocf3, cooh, alkyloxycarbonyl, cn ornh2], or substituted with a cycloalkyl radical comprising 3 to 7 members or substituted with aromatic heterocycle (5 to 7 members or substituted with aromatic heterocycle (5 to 6 members)comprising 1 to 4 heteroatoms selected among n, o or s and optionally substituted itself [with halogen, oh,alkyl, alkyloxy, cf3,ocf3,=o, cooh, alkyloxcarbonyl, cn or nh2], or r3 represents cinnamyl or 4-phenylbuten -3-yl, or r2 is -ch20h, alkyloxy-carbonyl, alkyloxycarbonylmethyl oralkyloxycarbonyl-2-ethyl and r3 is c1-c6 alkyl substiuted with phenylthio which can itself bear 1 to 3 substituents [selected among halogen, oh,alkyl, alkyloxy,cf3, ocf3, cooh, alkyloxycarbonyl, cn or nh2], with cycloakylthio comprising 3 to 7 members, or with aromatic heterocyclylthio (5 to 6 members)comprising 1 to 4 heteroatoms selected among n, s or o and optionally substituted itself [ with halogen, oh, alkyl, alkyloxy, cf3, ocf3,=o, cooh, alkyloxycarbonyl, cn or nh2]or r3 is propargyl substituted with phenyl ? which can itself bear 1 to 3 substituents [selected among halogen oh, alkyl, alkyloxy, cf3,ocf3,cooh, alkoxycarbonyl, cn ornh2], or substituted with cycloalkyl comprising 3 to 7 members or substituted with an atomatic heterocyclyl with 5 to 6 members comprisig 1 to 4 heteroatoms selected among n, o,or s and optionally substituted itself [with halogen, oh, alkyl, alkyloxy, cf3, ocf3, =o,coooh, alkyloxycarbonyl, cn or nh2, and r4 is c1-c6 alkyl, (c3-c7)alkenyl-ch2- or alkynyl-ch2in their diastereoisomeric forms or their mixtures as well as their salts. Said novel derivatives are particularly useful antimicrobial agents.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9911679A FR2798656B1 (en) | 1999-09-17 | 1999-09-17 | DERIVATIVES OF QUINOLYL PROPYL PIPERIDINE, THEIR PREPARATION AND THE COMPOSITIONS CONTAINING THEM |
| PCT/FR2000/002541 WO2001025227A2 (en) | 1999-09-17 | 2000-09-14 | Quinolyl propyl piperidine derivatives and their use as antibacterial agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AP2002002459A0 true AP2002002459A0 (en) | 2002-06-30 |
Family
ID=9549990
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| APAP/P/2002/002459A AP2002002459A0 (en) | 1999-09-17 | 2000-09-14 | Piperidine quinolyl propyl derivatives, preparation method and compositions containing same. |
Country Status (30)
| Country | Link |
|---|---|
| EP (2) | EP1484328B1 (en) |
| JP (1) | JP2004527448A (en) |
| KR (1) | KR20020038757A (en) |
| CN (1) | CN1374959A (en) |
| AP (1) | AP2002002459A0 (en) |
| AT (1) | ATE284399T1 (en) |
| AU (1) | AU7429500A (en) |
| BG (1) | BG106524A (en) |
| BR (1) | BR0014060A (en) |
| CA (1) | CA2383836A1 (en) |
| CZ (1) | CZ2002940A3 (en) |
| DE (2) | DE60016611T2 (en) |
| DZ (1) | DZ3195A1 (en) |
| EA (1) | EA005183B1 (en) |
| EE (1) | EE200200138A (en) |
| FR (1) | FR2798656B1 (en) |
| GE (1) | GEP20043223B (en) |
| HR (1) | HRP20020214A2 (en) |
| HU (1) | HUP0204283A3 (en) |
| IL (1) | IL148720A0 (en) |
| MA (1) | MA26820A1 (en) |
| MX (1) | MXPA02001979A (en) |
| NO (1) | NO20021253L (en) |
| OA (1) | OA12022A (en) |
| PL (1) | PL354809A1 (en) |
| SK (1) | SK3632002A3 (en) |
| TN (1) | TNSN00184A1 (en) |
| WO (1) | WO2001025227A2 (en) |
| YU (1) | YU19002A (en) |
| ZA (1) | ZA200202073B (en) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9822440D0 (en) | 1998-10-14 | 1998-12-09 | Smithkline Beecham Plc | Medicaments |
| GB9917406D0 (en) | 1999-07-23 | 1999-09-22 | Smithkline Beecham Plc | Compounds |
| GB9917408D0 (en) | 1999-07-23 | 1999-09-22 | Smithkline Beecham Plc | Compounds |
| AU2001289749B9 (en) | 2000-07-26 | 2004-08-19 | Smithkline Beecham P.L.C. | Aminopiperidine quinolines and their azaisosteric analogues with antibacterial activity |
| GB0031086D0 (en) * | 2000-12-20 | 2001-01-31 | Smithkline Beecham Plc | Medicaments |
| GB0101577D0 (en) | 2001-01-22 | 2001-03-07 | Smithkline Beecham Plc | Compounds |
| GB0112834D0 (en) | 2001-05-25 | 2001-07-18 | Smithkline Beecham Plc | Medicaments |
| GB0112836D0 (en) | 2001-05-25 | 2001-07-18 | Smithkline Beecham Plc | Medicaments |
| AU2003239302A1 (en) | 2002-01-29 | 2003-09-02 | Glaxo Group Limited | Aminopiperidine compounds, process for their preparation, and pharmaceutical compositions containing them |
| EP2181996A1 (en) | 2002-01-29 | 2010-05-05 | Glaxo Group Limited | Aminopiperidine derivatives |
| AR040335A1 (en) | 2002-06-26 | 2005-03-30 | Glaxo Group Ltd | CYCLLOHEXAN OR CYCLHEXENE COMPOUND, USE OF THE SAME TO PREPARE A MEDICINAL PRODUCT, PHARMACEUTICAL COMPOSITION THAT INCLUDES IT, PROCEDURE AND INTERMEDIATE COMPOUNDS OF UTILITY TO PREPARE SUCH COMPOUND |
| TW200409637A (en) | 2002-06-26 | 2004-06-16 | Glaxo Group Ltd | Compounds |
| FR2842807A1 (en) * | 2002-07-23 | 2004-01-30 | Aventis Pharma Sa | QUINOLYL PROPYL PIPERIDINE DERIVATIVES, PROCESS AND PREPARATION INTERMEDIATES AND COMPOSITIONS COMPRISING THE SAME |
| FR2844270B1 (en) * | 2002-09-11 | 2006-05-19 | Aventis Pharma Sa | QUINOLYL PROPYL PIPERIDINE DERIVATIVES, THEIR PROCESS AND PREPARATION INTERMEDIATES AND THE COMPOSITIONS CONTAINING THEM |
| FR2844268B1 (en) * | 2002-09-11 | 2004-10-22 | Aventis Pharma Sa | QUINOLYL PROPYL PIPERIDINE DERIVATIVES, PROCESSES AND INTERMEDIATES FOR THEIR PREPARATION, AND COMPOSITIONS CONTAINING THEM |
| ATE463494T1 (en) * | 2002-10-10 | 2010-04-15 | Morphochem Ag Komb Chemie | NEW COMPOUNDS WITH ANTIBACTERIAL ACTIVITY |
| ES2350977T3 (en) | 2002-11-05 | 2011-01-28 | Glaxo Group Limited | ANTIBACTERIAL AGENTS. |
| AU2003303956A1 (en) | 2002-11-05 | 2004-11-23 | Smithkline Beecham Corporation | Antibacterial agents |
| ATE411312T1 (en) | 2002-12-04 | 2008-10-15 | Glaxo Group Ltd | QUINOLINES AND NITROGEN-CONTAINING DERIVATIVES THEREOF AND THEIR USE AS ANTIBACTERIAL AGENTS |
| EP1799674B1 (en) * | 2004-10-05 | 2010-05-05 | Actelion Pharmaceuticals Ltd. | New piperidine antibiotics |
| WO2006038172A1 (en) * | 2004-10-05 | 2006-04-13 | Actelion Pharmaceuticals Ltd | New piperidine antibiotics |
| US7709472B2 (en) | 2005-01-25 | 2010-05-04 | Glaxo Group Limited | Antibacterial agents |
| US7605169B2 (en) | 2005-01-25 | 2009-10-20 | Glaxo Group Limited | Antibacterial agents |
| JP2008528586A (en) | 2005-01-25 | 2008-07-31 | グラクソ グループ リミテッド | Antibacterial agent |
| JP2008528588A (en) | 2005-01-25 | 2008-07-31 | グラクソ グループ リミテッド | Antibacterial agent |
| WO2007086016A1 (en) | 2006-01-26 | 2007-08-02 | Actelion Pharmaceuticals Ltd | Tetrahydropyrane antibiotics |
| JP2009532423A (en) | 2006-04-06 | 2009-09-10 | グラクソ グループ リミテッド | Pyrrolo-quinoxalinone derivatives as antibacterial agents |
| GB0613208D0 (en) | 2006-07-03 | 2006-08-09 | Glaxo Group Ltd | Compounds |
| EP1992628A1 (en) | 2007-05-18 | 2008-11-19 | Glaxo Group Limited | Derivatives and analogs of N-ethylquinolones and N-ethylazaquinolones |
| KR20120011093A (en) * | 2007-05-09 | 2012-02-06 | 화이자 인코포레이티드 | Substituted heterocyclic derivatives and compositions and their pharmaceutical use as antibacterials |
| EP2080761A1 (en) | 2008-01-18 | 2009-07-22 | Glaxo Group Limited | Compounds |
| JP2012505866A (en) | 2008-10-17 | 2012-03-08 | グラクソ グループ リミテッド | Tricyclic nitrogen compounds used as antibacterial agents |
| US8318940B2 (en) | 2009-01-15 | 2012-11-27 | Glaxo Group Limited | Naphthyridin-2 (1 H)-one compounds useful as antibacterials |
| MX363708B (en) * | 2013-10-14 | 2019-03-29 | Eisai R&D Man Co Ltd | Selectively substituted quinoline compounds. |
| TW201618779A (en) | 2014-08-22 | 2016-06-01 | 葛蘭素史克智慧財產發展有限公司 | Methods |
| TW201722965A (en) | 2015-08-16 | 2017-07-01 | 葛蘭素史密斯克藍智慧財產發展有限公司 | Compounds for use in antibacterial applications |
| MY196319A (en) | 2015-12-17 | 2023-03-24 | Merck Patent Gmbh | Polycyclic TLR7/8 Antagonists and use Thereof in the Treatment of Immune Disorders |
| SG11201900947RA (en) | 2016-08-08 | 2019-02-27 | Merck Patent Gmbh | Tlr7/8 antagonists and uses thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2318842A1 (en) * | 1998-01-26 | 1999-07-29 | Julie Dorothy Warrack | Quinoline derivatives as antibacterials |
| EP1144404A1 (en) * | 1999-01-20 | 2001-10-17 | Smithkline Beecham Plc | Piperidinylquinolines as protein tyrosine kinase inhibitors |
-
1999
- 1999-09-17 FR FR9911679A patent/FR2798656B1/en not_active Expired - Fee Related
-
2000
- 2000-09-14 YU YU19002A patent/YU19002A/en unknown
- 2000-09-14 MX MXPA02001979A patent/MXPA02001979A/en unknown
- 2000-09-14 JP JP2001528171A patent/JP2004527448A/en active Pending
- 2000-09-14 DE DE60016611T patent/DE60016611T2/en not_active Expired - Fee Related
- 2000-09-14 CA CA002383836A patent/CA2383836A1/en not_active Abandoned
- 2000-09-14 GE GEAP20006413A patent/GEP20043223B/en unknown
- 2000-09-14 EE EEP200200138A patent/EE200200138A/en unknown
- 2000-09-14 OA OA1200200074A patent/OA12022A/en unknown
- 2000-09-14 WO PCT/FR2000/002541 patent/WO2001025227A2/en not_active Application Discontinuation
- 2000-09-14 KR KR1020027003547A patent/KR20020038757A/en not_active Application Discontinuation
- 2000-09-14 PL PL00354809A patent/PL354809A1/en not_active Application Discontinuation
- 2000-09-14 CN CN00813020A patent/CN1374959A/en active Pending
- 2000-09-14 DE DE60034713T patent/DE60034713T2/en not_active Expired - Fee Related
- 2000-09-14 HU HU0204283A patent/HUP0204283A3/en unknown
- 2000-09-14 AP APAP/P/2002/002459A patent/AP2002002459A0/en unknown
- 2000-09-14 EP EP04019136A patent/EP1484328B1/en not_active Expired - Lifetime
- 2000-09-14 AU AU74295/00A patent/AU7429500A/en not_active Abandoned
- 2000-09-14 DZ DZ003195A patent/DZ3195A1/en active
- 2000-09-14 IL IL14872000A patent/IL148720A0/en unknown
- 2000-09-14 BR BR0014060-0A patent/BR0014060A/en not_active IP Right Cessation
- 2000-09-14 EP EP00962637A patent/EP1218370B1/en not_active Expired - Lifetime
- 2000-09-14 EA EA200200374A patent/EA005183B1/en not_active IP Right Cessation
- 2000-09-14 CZ CZ2002940A patent/CZ2002940A3/en unknown
- 2000-09-14 AT AT00962637T patent/ATE284399T1/en not_active IP Right Cessation
- 2000-09-14 SK SK363-2002A patent/SK3632002A3/en unknown
- 2000-09-15 TN TNTNSN00184A patent/TNSN00184A1/en unknown
-
2002
- 2002-03-11 HR HR20020214A patent/HRP20020214A2/en not_active Application Discontinuation
- 2002-03-13 ZA ZA200202073A patent/ZA200202073B/en unknown
- 2002-03-13 NO NO20021253A patent/NO20021253L/en not_active Application Discontinuation
- 2002-03-14 MA MA26554A patent/MA26820A1/en unknown
- 2002-03-15 BG BG106524A patent/BG106524A/en unknown
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