IL209832A - Piperidinyl derivative as a receptor gene modulator - Google Patents
Piperidinyl derivative as a receptor gene modulatorInfo
- Publication number
- IL209832A IL209832A IL209832A IL20983210A IL209832A IL 209832 A IL209832 A IL 209832A IL 209832 A IL209832 A IL 209832A IL 20983210 A IL20983210 A IL 20983210A IL 209832 A IL209832 A IL 209832A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- acid
- pharmaceutical composition
- active ingredients
- additional active
- Prior art date
Links
- 102000009410 Chemokine receptor Human genes 0.000 title claims description 32
- 108050000299 Chemokine receptor Proteins 0.000 title claims description 32
- 230000000694 effects Effects 0.000 title description 30
- 125000003386 piperidinyl group Chemical group 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims description 184
- 239000004480 active ingredient Substances 0.000 claims description 41
- 239000008194 pharmaceutical composition Substances 0.000 claims description 28
- -1 oxicams Chemical class 0.000 claims description 27
- 150000003839 salts Chemical group 0.000 claims description 23
- 239000003112 inhibitor Substances 0.000 claims description 20
- 102000014150 Interferons Human genes 0.000 claims description 13
- 108010050904 Interferons Proteins 0.000 claims description 13
- 239000005557 antagonist Substances 0.000 claims description 11
- 229940079322 interferon Drugs 0.000 claims description 10
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 claims description 10
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 claims description 9
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims description 8
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- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 8
- 230000015572 biosynthetic process Effects 0.000 claims description 7
- 239000003937 drug carrier Substances 0.000 claims description 7
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- 238000003786 synthesis reaction Methods 0.000 claims description 5
- CNIIGCLFLJGOGP-UHFFFAOYSA-N 2-(1-naphthalenylmethyl)-4,5-dihydro-1H-imidazole Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=NCCN1 CNIIGCLFLJGOGP-UHFFFAOYSA-N 0.000 claims description 4
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 claims description 4
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims description 4
- CMWTZPSULFXXJA-UHFFFAOYSA-N Naproxen Natural products C1=C(C(C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-UHFFFAOYSA-N 0.000 claims description 4
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- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 claims description 4
- ZZHLYYDVIOPZBE-UHFFFAOYSA-N Trimeprazine Chemical compound C1=CC=C2N(CC(CN(C)C)C)C3=CC=CC=C3SC2=C1 ZZHLYYDVIOPZBE-UHFFFAOYSA-N 0.000 claims description 4
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- CPJSUEIXXCENMM-UHFFFAOYSA-N phenacetin Chemical compound CCOC1=CC=C(NC(C)=O)C=C1 CPJSUEIXXCENMM-UHFFFAOYSA-N 0.000 claims description 4
- HYAFETHFCAUJAY-UHFFFAOYSA-N pioglitazone Chemical compound N1=CC(CC)=CC=C1CCOC(C=C1)=CC=C1CC1C(=O)NC(=O)S1 HYAFETHFCAUJAY-UHFFFAOYSA-N 0.000 claims description 4
- 229960002702 piroxicam Drugs 0.000 claims description 4
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- RJMIEHBSYVWVIN-LLVKDONJSA-N (2r)-2-[4-(3-oxo-1h-isoindol-2-yl)phenyl]propanoic acid Chemical compound C1=CC([C@H](C(O)=O)C)=CC=C1N1C(=O)C2=CC=CC=C2C1 RJMIEHBSYVWVIN-LLVKDONJSA-N 0.000 claims description 2
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- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
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Landscapes
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US7539408P | 2008-06-25 | 2008-06-25 | |
| US12/490,477 US8299098B2 (en) | 2008-06-25 | 2009-06-24 | Piperidinyl derivative as a modulator of chemokine receptor activity |
| PCT/US2009/048564 WO2009158452A1 (en) | 2008-06-25 | 2009-06-25 | Piperidinyl derivative as a modulator of chemokine receptor activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL209832A0 IL209832A0 (en) | 2011-02-28 |
| IL209832A true IL209832A (en) | 2014-09-30 |
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ID=41060069
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL209832A IL209832A (en) | 2008-06-25 | 2010-12-07 | Piperidinyl derivative as a receptor gene modulator |
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| PT (1) | PT2323983E (enExample) |
| SI (1) | SI2323983T1 (enExample) |
| TW (1) | TWI433838B (enExample) |
| WO (1) | WO2009158452A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI433838B (zh) * | 2008-06-25 | 2014-04-11 | 必治妥美雅史谷比公司 | 作為趨化因子受體活性調節劑之六氫吡啶衍生物 |
| WO2011044197A1 (en) * | 2009-10-07 | 2011-04-14 | Bristol-Myers Squibb Company | Spirocyclic compounds as modulators of chemokine receptor activity |
| US8410139B2 (en) * | 2009-10-07 | 2013-04-02 | Bristol-Myers Squibb Company | Prodrugs of a piperidinyl derivative as modulators of chemokine receptor activity |
| US8642622B2 (en) * | 2010-06-16 | 2014-02-04 | Bristol-Myers Squibb Company | Piperidinyl compound as a modulator of chemokine receptor activity |
| AR087277A1 (es) | 2011-07-21 | 2014-03-12 | Bristol Myers Squibb Co | Composiciones biodisponibles de compuestos amorfos de piperidinilo, composicion farmaceutica, metodos |
| WO2013162984A1 (en) | 2012-04-25 | 2013-10-31 | Bristol-Myers Squibb Company | Methods for identifying subjects with an increased likelihood of responding to ccr1 antagonist |
| US9257178B1 (en) * | 2014-11-26 | 2016-02-09 | Taiwan Semiconductor Manufacturing Company Limited | Devices and methods for writing to a memory cell of a memory |
| US10079235B2 (en) * | 2016-08-31 | 2018-09-18 | Micron Technology, Inc. | Memory cells and memory arrays |
Family Cites Families (58)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60163855A (ja) | 1984-02-06 | 1985-08-26 | Mitsubishi Chem Ind Ltd | アルギニン誘導体および薬剤として許容され得るその酸付加塩 |
| GB9104656D0 (en) | 1991-03-05 | 1991-04-17 | Zambeletti Spa L | Pharmaceuticals |
| DE4243858A1 (de) | 1992-12-23 | 1994-06-30 | Thomae Gmbh Dr K | Aminosäurederivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| US5459151A (en) | 1993-04-30 | 1995-10-17 | American Home Products Corporation | N-acyl substituted phenyl piperidines as bronchodilators and antiinflammatory agents |
| US5492920A (en) | 1993-12-10 | 1996-02-20 | Merck & Co., Inc. | Piperidine, pyrrolidine and hexahydro-1H-azepines promote release of growth hormone |
| WO1995034311A1 (en) | 1994-06-13 | 1995-12-21 | Merck & Co., Inc. | Piperazine compounds promote release of growth hormone |
| CA2226740A1 (en) | 1995-07-13 | 1997-01-30 | Mitsuyoshi Azuma | Piperazine derivative and its uses |
| EP0944388A4 (en) | 1996-04-03 | 2001-08-16 | Merck & Co Inc | INHIBITORS OF FARNESYL PROTEIN TRANSFERASE |
| ATE266673T1 (de) | 1996-09-10 | 2004-05-15 | Boehringer Ingelheim Pharma | Abgewandelte aminosäuren, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| WO1998017625A1 (en) | 1996-10-22 | 1998-04-30 | Daiichi Pharmaceutical Co., Ltd. | Novel remedies for infectious diseases |
| US5847148A (en) | 1997-04-10 | 1998-12-08 | Pharmacia & Upjohn Company | Thiadiazole derivatives useful for the treatment of diseases related to connective tissue degradation |
| JPH1171350A (ja) * | 1997-06-17 | 1999-03-16 | Takeda Chem Ind Ltd | ヒドロキシピペリジン化合物およびその剤 |
| ZA987385B (en) | 1997-08-19 | 2000-04-18 | Lilly Co Eli | Growth hormone secretagogues. |
| ZA987383B (en) | 1997-08-19 | 2000-02-17 | Lilly Co Eli | Treatment of congestive heart failure with growth hormone secretagogues. |
| AU3748399A (en) | 1998-04-16 | 1999-11-01 | Texas Biotechnology Corporation | N,n-disubstituted amides that inhibit the binding of integrins to their receptors |
| PT1140830E (pt) | 1998-12-17 | 2005-08-31 | Wyeth Corp | Derivados de arilpiperidina e aril-1,2,5,6-tetra-hidro-piridina amida possuindo actividade receptora de 5ht1a |
| WO2000051609A1 (en) | 1999-03-02 | 2000-09-08 | Merck & Co., Inc. | 3-alkyl substituted pyrrolidine modulators of chemokine receptor activity |
| US6391865B1 (en) | 1999-05-04 | 2002-05-21 | Schering Corporation | Piperazine derivatives useful as CCR5 antagonists |
| JP2003505435A (ja) | 1999-06-04 | 2003-02-12 | メルク エンド カムパニー インコーポレーテッド | メラノコルチン−4受容体ゴニストとしての置換ピペリジン |
| DE10041402A1 (de) | 2000-08-23 | 2002-03-14 | Morphochem Ag | Neue Verbindungen, die Faktor Xa-Aktivität inhibieren |
| JP2001354657A (ja) | 2000-06-09 | 2001-12-25 | Sds Biotech:Kk | 置換ピペラジン誘導体及び農園芸用殺菌剤 |
| AU2001268607A1 (en) | 2000-06-21 | 2002-01-02 | Bristol-Myers Squibb Company | Piperidine amides as modulators of chemokine receptor activity |
| DE10049699A1 (de) * | 2000-10-07 | 2002-05-08 | Bosch Gmbh Robert | Anker für eine elektrische Maschine sowie Verfahren zu dessen Herstellung |
| EP1368340B1 (en) | 2001-01-23 | 2005-08-10 | Eli Lilly And Company | Piperazine derivatives as melanocortin receptor agonists |
| HUP0401544A2 (hu) | 2001-03-02 | 2004-12-28 | Bristol-Myers Squibb Company | Melanokortin receptor modulátoraiként hasznos vegyületek és a vegyületeket tartalmazó gyógyszerkészítmények |
| US6887924B2 (en) | 2001-05-11 | 2005-05-03 | Multisorb Technologies, Inc. | Pressed adsorbent and method of fabrication thereof |
| DE10124041A1 (de) | 2001-05-16 | 2002-11-21 | Graffinity Pharm Design Gmbh | Protease Inhibitoren |
| ATE411021T1 (de) | 2001-07-18 | 2008-10-15 | Merck & Co Inc | Überbrückte piperidinderivate als melanocortin- rezeptor-agonisten |
| US6977264B2 (en) | 2001-07-25 | 2005-12-20 | Amgen Inc. | Substituted piperidines and methods of use |
| KR100991616B1 (ko) | 2001-09-06 | 2010-11-04 | 쉐링 코포레이션 | 안드로겐 의존성 질환 치료용 17β-하이드록시스테로이드데하이드로게나제 유형 3 억제제 |
| US20030229067A1 (en) | 2001-12-20 | 2003-12-11 | Arlindo Castelhano | Pyrrolopyrimidine A2b selective antagonist compounds, their synthesis and use |
| EA007468B1 (ru) | 2001-12-20 | 2006-10-27 | Оси Фармасьютикалз, Инк. | Пиримидиновые соединения, относящиеся к a-селективным антагонистам, их синтез и применение |
| US7041681B2 (en) | 2002-04-29 | 2006-05-09 | Janssen Pharmaceutica N.V. | Compounds as opioid receptor modulators |
| US20050256130A1 (en) | 2002-06-12 | 2005-11-17 | Chemocentryx, Inc. | Substituted piperazines |
| AU2003236500B9 (en) | 2002-06-12 | 2009-07-02 | Chemocentryx, Inc. | 1-aryl-4-substituted piperazine derivatives for use as CCR1 antagonists for the treatment of inflammation and immune disorders |
| SE0202838D0 (sv) * | 2002-09-24 | 2002-09-24 | Astrazeneca Ab | Chemical compounds |
| GB0224917D0 (en) | 2002-10-25 | 2002-12-04 | Novartis Ag | Organic compounds |
| CA2503844A1 (en) | 2002-10-30 | 2004-05-21 | Merck & Co., Inc. | Piperidinyl-alpha-aminoamide modulators of chemokine receptor activity |
| TWI291467B (en) | 2002-11-13 | 2007-12-21 | Millennium Pharm Inc | CCR1 antagonists and methods of use therefor |
| CA2512886A1 (en) | 2003-02-28 | 2004-09-10 | Galderma Research & Development, S.N.C. | Ligands that modulate lxr-type receptors |
| US6846836B2 (en) | 2003-04-18 | 2005-01-25 | Bristol-Myers Squibb Company | N-substituted phenylurea inhibitors of mitochondrial F1F0 ATP hydrolase |
| EP1633737A1 (en) | 2003-06-13 | 2006-03-15 | Schering Aktiengesellschaft | Quinolyl amide derivatives as ccr-5 antagonists |
| GB0315203D0 (en) | 2003-06-28 | 2003-08-06 | Celltech R&D Ltd | Chemical compounds |
| FR2862967B1 (fr) | 2003-12-01 | 2006-08-04 | Sanofi Synthelabo | Derives de (4-phenylpiperazin-1-yl)acylpiperidine, leur preparation et leur application en therapeutique |
| DE10358539A1 (de) | 2003-12-15 | 2005-07-07 | Merck Patent Gmbh | Carbonsäureamidderivate |
| SE0400208D0 (sv) * | 2004-02-02 | 2004-02-02 | Astrazeneca Ab | Chemical compounds |
| WO2005084672A1 (de) | 2004-03-03 | 2005-09-15 | Boehringer Ingelheim International Gmbh | Ausgewählte cgrp-antagonisten, verfahren zu deren herstellung sowie deren verwendung als arzneimittel |
| GB0412468D0 (en) | 2004-06-04 | 2004-07-07 | Astrazeneca Ab | Chemical compounds |
| WO2006004741A2 (en) | 2004-06-28 | 2006-01-12 | Incyte Corporation | 3-aminocyclopentanecarboxamides as modulators of chemokine receptors |
| GEP20094843B (en) | 2004-06-28 | 2009-11-25 | Incyte Corp | 3-aminocyclopentane carboxamides as modulators of chemokine receptors |
| US7723360B2 (en) | 2004-08-06 | 2010-05-25 | Boehringer Ingelheim International Gmbh | Alkyl-and piperidine-substituted benzimidazole derivatives |
| JP4688889B2 (ja) * | 2005-02-16 | 2011-05-25 | シェーリング コーポレイション | Cxcr3アンタゴニスト活性を有する、アミン結合ピリジルおよびフェニルで置換されたピペラジン−ピペリジン |
| US7601844B2 (en) | 2006-01-27 | 2009-10-13 | Bristol-Myers Squibb Company | Piperidinyl derivatives as modulators of chemokine receptor activity |
| US7615556B2 (en) | 2006-01-27 | 2009-11-10 | Bristol-Myers Squibb Company | Piperazinyl derivatives as modulators of chemokine receptor activity |
| WO2009015164A2 (en) | 2007-07-24 | 2009-01-29 | Bristol-Myers Squibb Company | Piperidinyl derivatives as modulators of chemokine receptor activity |
| US8536198B2 (en) | 2007-07-24 | 2013-09-17 | Bristol-Myers Squibb Company | Piperidine derivatives as modulators of chemokine receptor activity |
| TWI433838B (zh) * | 2008-06-25 | 2014-04-11 | 必治妥美雅史谷比公司 | 作為趨化因子受體活性調節劑之六氫吡啶衍生物 |
| AR087277A1 (es) | 2011-07-21 | 2014-03-12 | Bristol Myers Squibb Co | Composiciones biodisponibles de compuestos amorfos de piperidinilo, composicion farmaceutica, metodos |
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