NZ582086A - Therapeutic compositions and the use thereof - Google Patents
Therapeutic compositions and the use thereofInfo
- Publication number
- NZ582086A NZ582086A NZ582086A NZ58208608A NZ582086A NZ 582086 A NZ582086 A NZ 582086A NZ 582086 A NZ582086 A NZ 582086A NZ 58208608 A NZ58208608 A NZ 58208608A NZ 582086 A NZ582086 A NZ 582086A
- Authority
- NZ
- New Zealand
- Prior art keywords
- pharmaceutically acceptable
- acceptable salt
- compound
- methylbutan
- dihydroquinoline
- Prior art date
Links
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- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4402—Non condensed pyridines; Hydrogenated derivatives thereof only substituted in position 2, e.g. pheniramine, bisacodyl
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- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
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Landscapes
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| US94730607P | 2007-06-29 | 2007-06-29 | |
| US4092008P | 2008-03-31 | 2008-03-31 | |
| PCT/US2008/068339 WO2009006199A1 (en) | 2007-06-29 | 2008-06-26 | Therapeutic compositions and the use thereof |
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| NZ582086A true NZ582086A (en) | 2012-07-27 |
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| NZ582086A NZ582086A (en) | 2007-06-29 | 2008-06-26 | Therapeutic compositions and the use thereof |
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Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104069108A (zh) * | 2005-12-30 | 2014-10-01 | 吉里德科学公司 | 改善hiv整合酶抑制剂的药物动力学的方法 |
| ES2546378T5 (es) | 2006-07-07 | 2024-09-25 | Gilead Sciences Inc | Moduladores de propiedades farmacocinéticas de agentes terapéuticos |
| CA2661943C (en) | 2006-09-12 | 2015-11-03 | Gilead Sciences, Inc. | Process and intermediates for preparing integrase inhibitors |
| AU2008218186C1 (en) * | 2007-02-23 | 2014-07-17 | Gilead Sciences, Inc. | Modulators of pharmacokinetic properties of therapeutics |
| BRPI0813000A2 (pt) * | 2007-06-29 | 2014-12-23 | Gilead Sciences Inc | Composições terapêuticas e uso das mesmas |
| US20110009411A1 (en) * | 2007-06-29 | 2011-01-13 | Gilead Sciences ,Inc. | Therapeutic compositions and the use thereof |
| AR068403A1 (es) | 2007-09-11 | 2009-11-18 | Gilead Sciences Inc | Proceso e intermediarios para la preparacion de inhibidores de integrasa |
| DK2296633T3 (en) | 2008-05-02 | 2016-01-11 | Gilead Sciences Inc | USE OF SOLID CARRIER PARTICLES TO IMPROVE THE PREPARABILITY OF A PHARMACEUTICAL AGENT |
| ES2582877T3 (es) * | 2010-04-09 | 2016-09-15 | Bristol-Myers Squibb Holdings Ireland | Formulaciones de sulfato de atazanavir con un efecto de pH mejorado |
| US20130274254A1 (en) * | 2010-12-21 | 2013-10-17 | Gilead Sciences, Inc. | Inhibitors of cytochrome p450 (cyp3a4) |
| MX2014006479A (es) | 2011-11-30 | 2015-01-22 | Univ Emory | Inhibidores antivirales de la janus cinasa utiles en el tratamiento o prevencion de infecciones retrovirales y otras infecciones virales. |
| PT2880017T (pt) | 2012-08-03 | 2016-12-14 | Gilead Sciences Inc | Processo e intermediários para preparar inibidores da integrase |
| BR112015014714B1 (pt) | 2012-12-21 | 2018-12-26 | Gilead Sciences, Inc. | compostos carbamoilpiridona policíclicos, composição farmacêutica que os compreende e seu uso farmacêutico |
| WO2015006731A1 (en) | 2013-07-12 | 2015-01-15 | Gilead Sciences, Inc. | Polycyclic-carbamoylpyridone compounds and their use for the treatment of hiv infections |
| NO2865735T3 (enExample) | 2013-07-12 | 2018-07-21 | ||
| WO2015120057A1 (en) * | 2014-02-05 | 2015-08-13 | Gilead Sciences, Inc. | Pharmaceutical combinations against co-infection with hiv and tuberculosis |
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| TW201613936A (en) | 2014-06-20 | 2016-04-16 | Gilead Sciences Inc | Crystalline forms of(2R,5S,13aR)-8-hydroxy-7,9-dioxo-n-(2,4,6-trifluorobenzyl)-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide |
| TWI677489B (zh) | 2014-06-20 | 2019-11-21 | 美商基利科學股份有限公司 | 多環型胺甲醯基吡啶酮化合物之合成 |
| TWI695003B (zh) | 2014-12-23 | 2020-06-01 | 美商基利科學股份有限公司 | 多環胺甲醯基吡啶酮化合物及其醫藥用途 |
| SI3236972T1 (sl) | 2014-12-26 | 2021-12-31 | Emory University | Protivirusni derivati N4-hidroksicitidina |
| ES2837383T3 (es) | 2015-04-02 | 2021-06-30 | Gilead Sciences Inc | Compuestos de carbamoilpiridonas policíclicos y su utilización farmacéutica |
| CN111372592A (zh) | 2017-12-07 | 2020-07-03 | 埃默里大学 | N4-羟基胞苷及衍生物和与其相关的抗病毒用途 |
Family Cites Families (21)
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| US5552558A (en) * | 1989-05-23 | 1996-09-03 | Abbott Laboratories | Retroviral protease inhibiting compounds |
| GB8927913D0 (en) * | 1989-12-11 | 1990-02-14 | Hoffmann La Roche | Amino acid derivatives |
| US5413999A (en) * | 1991-11-08 | 1995-05-09 | Merck & Co., Inc. | HIV protease inhibitors useful for the treatment of AIDS |
| US5484926A (en) * | 1993-10-07 | 1996-01-16 | Agouron Pharmaceuticals, Inc. | HIV protease inhibitors |
| US5914332A (en) * | 1995-12-13 | 1999-06-22 | Abbott Laboratories | Retroviral protease inhibiting compounds |
| US5849911A (en) * | 1996-04-22 | 1998-12-15 | Novartis Finance Corporation | Antivirally active heterocyclic azahexane derivatives |
| US6087383A (en) * | 1998-01-20 | 2000-07-11 | Bristol-Myers Squibb Company | Bisulfate salt of HIV protease inhibitor |
| US6544540B2 (en) * | 1998-07-29 | 2003-04-08 | Syngenta Limited | Base-triggered release microcapsules |
| EP4059923A1 (en) * | 2002-11-20 | 2022-09-21 | Japan Tobacco Inc. | 4-oxoquinoline compound and use thereof as hiv integrase inhibitor |
| MY134672A (en) * | 2004-05-20 | 2007-12-31 | Japan Tobacco Inc | Stable crystal of 4-oxoquinoline compound |
| EP1758581A1 (en) * | 2004-05-21 | 2007-03-07 | Japan Tobacco, Inc. | Combinations comprising a 4-isoquinolone derivative and anti-hiv agents |
| US20060058286A1 (en) * | 2004-09-16 | 2006-03-16 | Mark Krystal | Methods of treating HIV infection |
| CN104069108A (zh) * | 2005-12-30 | 2014-10-01 | 吉里德科学公司 | 改善hiv整合酶抑制剂的药物动力学的方法 |
| US20090233964A1 (en) * | 2005-12-30 | 2009-09-17 | Gilead Sciences, Inc. | Methods for improving the pharmacokinetics of hiv integrase inhibitors |
| ES2546378T5 (es) * | 2006-07-07 | 2024-09-25 | Gilead Sciences Inc | Moduladores de propiedades farmacocinéticas de agentes terapéuticos |
| CA2661943C (en) * | 2006-09-12 | 2015-11-03 | Gilead Sciences, Inc. | Process and intermediates for preparing integrase inhibitors |
| US20110009411A1 (en) * | 2007-06-29 | 2011-01-13 | Gilead Sciences ,Inc. | Therapeutic compositions and the use thereof |
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| AR068403A1 (es) * | 2007-09-11 | 2009-11-18 | Gilead Sciences Inc | Proceso e intermediarios para la preparacion de inhibidores de integrasa |
| DK2296633T3 (en) * | 2008-05-02 | 2016-01-11 | Gilead Sciences Inc | USE OF SOLID CARRIER PARTICLES TO IMPROVE THE PREPARABILITY OF A PHARMACEUTICAL AGENT |
| US20110000941A1 (en) * | 2009-07-06 | 2011-01-06 | Volk J Patrick | Apparatus and System for Carrying a Digital Media Player |
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- 2008-06-26 US US12/147,041 patent/US20090093467A1/en not_active Abandoned
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- 2008-06-26 KR KR1020107001981A patent/KR20100040892A/ko not_active Ceased
- 2008-06-26 AU AU2008270630A patent/AU2008270630B2/en not_active Ceased
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- 2008-06-26 US US12/666,991 patent/US20100331331A1/en not_active Abandoned
- 2008-06-26 JP JP2010515112A patent/JP5547066B2/ja not_active Expired - Fee Related
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| CO6251237A2 (es) | 2011-02-21 |
| US20170136001A1 (en) | 2017-05-18 |
| CA2692101A1 (en) | 2009-01-08 |
| KR20100040892A (ko) | 2010-04-21 |
| AP2965A (en) | 2014-09-30 |
| CN103480000A (zh) | 2014-01-01 |
| WO2009006199A1 (en) | 2009-01-08 |
| CN101686972B (zh) | 2013-08-14 |
| TW200914011A (en) | 2009-04-01 |
| ECSP109897A (es) | 2010-03-31 |
| JP2015143278A (ja) | 2015-08-06 |
| BRPI0813000A2 (pt) | 2014-12-23 |
| AR067183A1 (es) | 2009-09-30 |
| IL202744A0 (en) | 2010-06-30 |
| JP2013199495A (ja) | 2013-10-03 |
| US20090093467A1 (en) | 2009-04-09 |
| CN101686972A (zh) | 2010-03-31 |
| EA200971093A1 (ru) | 2010-08-30 |
| JP2010532372A (ja) | 2010-10-07 |
| AU2008270630B2 (en) | 2014-01-16 |
| SG182229A1 (en) | 2012-07-30 |
| JP5547066B2 (ja) | 2014-07-09 |
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| EP2167088A1 (en) | 2010-03-31 |
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| MX2009013829A (es) | 2010-03-10 |
| US20140343063A1 (en) | 2014-11-20 |
| JP5769763B2 (ja) | 2015-08-26 |
| US20100331331A1 (en) | 2010-12-30 |
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