KR20080105048A - 면역조절 화합물 및 염증성 사이토킨의 과생성에 관련된 질병의 치료 - Google Patents
면역조절 화합물 및 염증성 사이토킨의 과생성에 관련된 질병의 치료 Download PDFInfo
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- KR20080105048A KR20080105048A KR1020087020919A KR20087020919A KR20080105048A KR 20080105048 A KR20080105048 A KR 20080105048A KR 1020087020919 A KR1020087020919 A KR 1020087020919A KR 20087020919 A KR20087020919 A KR 20087020919A KR 20080105048 A KR20080105048 A KR 20080105048A
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| US10065978B2 (en) * | 2015-11-24 | 2018-09-04 | University Of South Carolina | Cysteine-modifying substrate analogue inhibitors of ribose 5-phosphate isomerase for parasitic diseases, along with methods of their formation and use |
| US10682359B2 (en) | 2017-03-31 | 2020-06-16 | University Of South Carolina | Inhibitors of glucose kinases, along with methods of their formation and use |
| US11059842B2 (en) | 2019-04-29 | 2021-07-13 | University Of South Carolina | Monosaccharide amine and 3-nitro-2-phenyl-2H-chromene based inhibitors of glucose kinases |
| US11555047B2 (en) | 2019-10-31 | 2023-01-17 | University Of South Carolina | One-step synthesis of phosphate-based inhibitors and applications thereof |
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| PL187439B1 (pl) * | 1996-01-23 | 2004-07-30 | Icn Pharmaceuticals | Zastosowanie rybawiryny |
| JP4305662B2 (ja) * | 1996-09-30 | 2009-07-29 | 大塚製薬株式会社 | サイトカイン産生抑制剤及び接着抑制剤 |
| ATE238328T1 (de) * | 1996-10-16 | 2003-05-15 | Ribapharm Inc | Monozyklische l-nukleoside, analoga und ihre anwendungen |
| KR20010021789A (ko) | 1997-08-04 | 2001-03-15 | 야스이 쇼사꾸 | 촉매 및 방향족 카보네이트의 제조방법 |
| IT1296985B1 (it) * | 1997-12-19 | 1999-08-03 | Zambon Spa | Derivati benzazinici inibitori della fosfodiesterasi 4 |
| WO1999061412A1 (en) * | 1998-05-22 | 1999-12-02 | Welfide Corporation | Hydroxamic acid derivatives and medicinal utilization thereof |
| CN1168702C (zh) * | 1998-06-30 | 2004-09-29 | Om药业 | 酰基-二肽类化合物,其制备方法以及含有前述化合物的药物组合物 |
| US6831069B2 (en) | 1999-08-27 | 2004-12-14 | Ribapharm Inc. | Pyrrolo[2,3-d]pyrimidine nucleoside analogs |
| WO2001046127A1 (fr) * | 1999-12-22 | 2001-06-28 | Om Pharma | Pseudodipeptides acyles porteurs d'un bras auxiliaire fonctionnalise |
| EP1261736A4 (en) * | 2000-01-25 | 2004-12-29 | Nuvelo Inc | PROCESS, POLYPEPTIDES AND POLYNUCLEOTIDES, ASSOCIATED WITH "PREADIPOCYTE FACTOR-1" (PREF-1) |
| JP2001316260A (ja) * | 2000-02-29 | 2001-11-13 | Meiji Milk Prod Co Ltd | カバラクトン類を有効成分とするＴＮＦ−α産生抑制剤 |
| DE20220947U1 (de) * | 2001-02-28 | 2004-09-30 | Ribapharm, Inc., Costa Mesa | Pyrrolo2,3-dpyrimidin-Nucleosidanaloga |
| RU2190422C1 (ru) * | 2001-04-25 | 2002-10-10 | Кожемякин Леонид Андреевич | Аэрозоль для ингаляций фармацевтической композиции глутовент и способ лечения с его использованием |
| JP4902913B2 (ja) * | 2001-07-11 | 2012-03-21 | 森下仁丹株式会社 | ＴＮＦ−α産生抑制剤 |
| JP2004107220A (ja) * | 2002-09-13 | 2004-04-08 | Mitsubishi Pharma Corp | ＴＮＦ−α産生抑制剤 |
| JP2004256403A (ja) * | 2003-02-25 | 2004-09-16 | Kyowa Hakko Kogyo Co Ltd | ＴＮＦ−α産生抑制剤 |
| BRPI0407519A (pt) * | 2003-03-07 | 2006-02-14 | Kowa Co | derivados de benzofurano |
| WO2007102081A2 (en) | 2006-03-09 | 2007-09-13 | Om Pharma | Immunomodulatory compounds and treatment of diseases related to an overproduction of inflammatory cytokines |
-
2007
- 2007-03-09 WO PCT/IB2007/000567 patent/WO2007102081A2/en not_active Ceased
- 2007-03-09 CA CA002645053A patent/CA2645053A1/en not_active Abandoned
- 2007-03-09 CN CNA2007800075716A patent/CN101511379A/zh active Pending
- 2007-03-09 KR KR1020087020919A patent/KR20080105048A/ko not_active Ceased
- 2007-03-09 BR BRPI0708363-7A patent/BRPI0708363A2/pt not_active IP Right Cessation
- 2007-03-09 RU RU2008139985/15A patent/RU2498813C2/ru not_active IP Right Cessation
- 2007-03-09 JP JP2008557846A patent/JP5341526B2/ja not_active Expired - Fee Related
- 2007-03-09 MX MX2008011360A patent/MX2008011360A/es active IP Right Grant
- 2007-03-09 AU AU2007222135A patent/AU2007222135B2/en not_active Ceased
- 2007-03-09 EP EP07733936A patent/EP2051728A4/en not_active Withdrawn
- 2007-03-09 US US12/279,845 patent/US7915240B2/en not_active Expired - Fee Related
- 2007-03-09 ZA ZA200806266A patent/ZA200806266B/xx unknown
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2008
- 2008-07-16 IL IL192837A patent/IL192837A/en not_active IP Right Cessation
- 2008-10-07 NO NO20084195A patent/NO20084195L/no not_active Application Discontinuation
-
2011
- 2011-03-28 US US13/073,737 patent/US8618080B2/en not_active Expired - Fee Related
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2013
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8466456B2 (en) | 2009-12-24 | 2013-06-18 | Samsung Display Co., Ltd. | Organic light-emitting display device and method of manufacturing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| NO20084195L (no) | 2008-10-07 |
| WO2007102081A3 (en) | 2009-04-23 |
| US20090054378A1 (en) | 2009-02-26 |
| WO2007102081A2 (en) | 2007-09-13 |
| JP2009529523A (ja) | 2009-08-20 |
| ZA200806266B (en) | 2010-05-26 |
| RU2008139985A (ru) | 2010-04-20 |
| AU2007222135A1 (en) | 2007-09-13 |
| US8618080B2 (en) | 2013-12-31 |
| EP2051728A4 (en) | 2010-03-31 |
| MX2008011360A (es) | 2009-03-03 |
| US20120178721A1 (en) | 2012-07-12 |
| CA2645053A1 (en) | 2007-09-13 |
| EP2051728A2 (en) | 2009-04-29 |
| JP5341526B2 (ja) | 2013-11-13 |
| CN101511379A (zh) | 2009-08-19 |
| AU2007222135B2 (en) | 2012-02-02 |
| RU2498813C2 (ru) | 2013-11-20 |
| IL192837A (en) | 2013-12-31 |
| US20140086960A1 (en) | 2014-03-27 |
| US7915240B2 (en) | 2011-03-29 |
| BRPI0708363A2 (pt) | 2011-05-24 |
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