ES2310704T7 - Inhibidores de la dipeptidil peptidasa - Google Patents
Inhibidores de la dipeptidil peptidasa Download PDFInfo
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- ES2310704T7 ES2310704T7 ES04258153.8T ES04258153T ES2310704T7 ES 2310704 T7 ES2310704 T7 ES 2310704T7 ES 04258153 T ES04258153 T ES 04258153T ES 2310704 T7 ES2310704 T7 ES 2310704T7
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- C07—ORGANIC CHEMISTRY
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
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- 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
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Landscapes
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| US55357104P | 2004-03-15 | 2004-03-15 | |
| US553571P | 2004-03-15 | ||
| US62952404P | 2004-11-18 | 2004-11-18 | |
| US629524P | 2004-11-18 |
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| ES2310704T3 ES2310704T3 (es) | 2009-01-16 |
| ES2310704T7 true ES2310704T7 (es) | 2015-10-05 |
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| ES04258153.8T Active ES2310704T7 (es) | 2004-03-15 | 2004-12-21 | Inhibidores de la dipeptidil peptidasa |
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| US7407955B2 (en) | 2002-08-21 | 2008-08-05 | Boehringer Ingelheim Pharma Gmbh & Co., Kg | 8-[3-amino-piperidin-1-yl]-xanthines, the preparation thereof and their use as pharmaceutical compositions |
| US20040242568A1 (en) | 2003-03-25 | 2004-12-02 | Syrrx, Inc. | Dipeptidyl peptidase inhibitors |
| ZA200602051B (en) | 2003-08-13 | 2007-10-31 | Takeda Pharmaceutical | 4-pyrimidone derivatives and their use as peptidyl peptidase inhibitors |
| EP1697342A2 (en) * | 2003-09-08 | 2006-09-06 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
| WO2005026148A1 (en) | 2003-09-08 | 2005-03-24 | Takeda San Diego, Inc. | Dipeptidyl peptidase inhibitors |
| US7501426B2 (en) | 2004-02-18 | 2009-03-10 | Boehringer Ingelheim International Gmbh | 8-[3-amino-piperidin-1-yl]-xanthines, their preparation and their use as pharmaceutical compositions |
| UA85871C2 (uk) | 2004-03-15 | 2009-03-10 | Такеда Фармасьютікал Компані Лімітед | Інгібітори дипептидилпептидази |
| US7931661B2 (en) * | 2004-06-14 | 2011-04-26 | Usgi Medical, Inc. | Apparatus and methods for performing transluminal gastrointestinal procedures |
| DE102004054054A1 (de) | 2004-11-05 | 2006-05-11 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Verfahren zur Herstellung chiraler 8-(3-Amino-piperidin-1-yl)-xanthine |
| US7872124B2 (en) | 2004-12-21 | 2011-01-18 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
| DE102005035891A1 (de) | 2005-07-30 | 2007-02-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | 8-(3-Amino-piperidin-1-yl)-xanthine, deren Herstellung und deren Verwendung als Arzneimittel |
| AU2006290908C1 (en) * | 2005-09-14 | 2014-04-03 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors for treating diabetes |
| CN101374523B (zh) * | 2005-09-14 | 2012-04-11 | 武田药品工业株式会社 | 用于治疗糖尿病的二肽基肽酶抑制剂 |
| US8222411B2 (en) | 2005-09-16 | 2012-07-17 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
| TW200745079A (en) * | 2005-09-16 | 2007-12-16 | Takeda Pharmaceuticals Co | Polymorphs of benzoate salt of 2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-benzonitrile and methods of use therefor |
| GB0526291D0 (en) | 2005-12-23 | 2006-02-01 | Prosidion Ltd | Therapeutic method |
| GEP20105033B (en) * | 2005-12-28 | 2010-06-25 | Takeda Pharmaceuticals Co | Therapeutic agent for diabetes |
| UA95789C2 (ru) * | 2005-12-28 | 2011-09-12 | Такеда Фармасьютикал Компани Лимитед | Средство для защиты поджелудочной железы и его применение |
| WO2007079163A2 (en) * | 2005-12-29 | 2007-07-12 | Janssen Pharmaceutica N.V. | Prokineticin 1 receptor antagonists |
| EP1999108A1 (en) * | 2006-03-28 | 2008-12-10 | Takeda Pharmaceutical Company Limited | Preparation of (r)-3-aminopiperidine dihydrochloride |
| PE20071221A1 (es) | 2006-04-11 | 2007-12-14 | Arena Pharm Inc | Agonistas del receptor gpr119 en metodos para aumentar la masa osea y para tratar la osteoporosis y otras afecciones caracterizadas por masa osea baja, y la terapia combinada relacionada a estos agonistas |
| NZ571761A (en) | 2006-04-12 | 2010-07-30 | Probiodrug Ag | 5-phenylimidazoles |
| KR101257378B1 (ko) | 2006-04-19 | 2013-04-23 | 삼진제약주식회사 | 항바이러스성 피리미딘디온 유도체 및 이의 제조 방법 |
| SG174054A1 (en) | 2006-05-04 | 2011-09-29 | Boehringer Ingelheim Int | Polymorphs |
| EP1852108A1 (en) | 2006-05-04 | 2007-11-07 | Boehringer Ingelheim Pharma GmbH & Co.KG | DPP IV inhibitor formulations |
| PE20110235A1 (es) | 2006-05-04 | 2011-04-14 | Boehringer Ingelheim Int | Combinaciones farmaceuticas que comprenden linagliptina y metmorfina |
| JO2934B1 (en) | 2006-06-23 | 2015-09-15 | سميث كلاين بيتشام كوربوريشن | Prolyl hydroxylase inhibitors |
| JP5546860B2 (ja) * | 2006-08-16 | 2014-07-09 | ノバルティス アーゲー | 高結晶性治療化合物の固体分散体を製造するための方法 |
| JP2010502670A (ja) | 2006-09-07 | 2010-01-28 | ニコメッド ゲゼルシャフト ミット ベシュレンクテル ハフツング | 真性糖尿病のための組合せ治療 |
| US8324383B2 (en) | 2006-09-13 | 2012-12-04 | Takeda Pharmaceutical Company Limited | Methods of making polymorphs of benzoate salt of 2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-benzonitrile |
| KR20150032590A (ko) * | 2006-09-13 | 2015-03-26 | 다케다 야쿠힌 고교 가부시키가이샤 | 2-［6-(3-아미노-피페리딘-1-일)-3-메틸-2,4-디옥소-3,4-디하이드로-2ｈ-피리미딘-1-일메틸］-4-플루오로-벤조니트릴의 용도 |
| WO2008055945A1 (en) | 2006-11-09 | 2008-05-15 | Probiodrug Ag | 3-hydr0xy-1,5-dihydr0-pyrr0l-2-one derivatives as inhibitors of glutaminyl cyclase for the treatment of ulcer, cancer and other diseases |
| TW200838536A (en) * | 2006-11-29 | 2008-10-01 | Takeda Pharmaceutical | Polymorphs of succinate salt of 2-[6-(3-amino-piperidin-1-yl)-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethy]-4-fluor-benzonitrile and methods of use therefor |
| US9126987B2 (en) | 2006-11-30 | 2015-09-08 | Probiodrug Ag | Inhibitors of glutaminyl cyclase |
| CA2677193C (en) * | 2007-02-01 | 2015-06-30 | Takeda Pharmaceutical Company Limited | Tablet preparation without causing a tableting trouble |
| PE20081663A1 (es) * | 2007-02-01 | 2008-12-25 | Takeda Pharmaceutical | Preparacion solida que comprende alogliptin y pioglitazona |
| TW200900094A (en) * | 2007-03-13 | 2009-01-01 | Takeda Pharmaceutical | Solid preparation |
| US8093236B2 (en) * | 2007-03-13 | 2012-01-10 | Takeda Pharmaceuticals Company Limited | Weekly administration of dipeptidyl peptidase inhibitors |
| CA2682736C (en) | 2007-04-03 | 2013-07-09 | Mitsubishi Tanabe Pharma Corporation | Combined use of dipeptidyl peptidase 4 inhibitor and sweetener |
| DK2142514T3 (da) | 2007-04-18 | 2015-03-23 | Probiodrug Ag | Thioureaderivater som glutaminylcyclase-inhibitorer |
| SI2152663T1 (sl) | 2007-06-04 | 2014-08-29 | Ben Gurion University Of The Negev Research And Development Authority | Tri-arilne spojine in sestavki, ki vsebujejo isto |
| US8900638B2 (en) | 2007-07-19 | 2014-12-02 | Takeda Pharmaceutical Company Limited | Solid preparation comprising alogliptin and metformin hydrochloride |
| CL2008002427A1 (es) | 2007-08-16 | 2009-09-11 | Boehringer Ingelheim Int | Composicion farmaceutica que comprende 1-cloro-4-(b-d-glucopiranos-1-il)-2-[4-((s)-tetrahidrofurano-3-iloxi)bencil]-benceno combinado con 1-[(4-metilquinazolin-2-il)metil]-3-metil-7-(2-butin-1-il)-8-(3-(r)-aminopiperidin-1-il)xantina; y su uso para tratar diabetes mellitus tipo 2. |
| US20090082376A1 (en) * | 2007-09-26 | 2009-03-26 | Protia, Llc | Deuterium-enriched alogliptin |
| JP2010540635A (ja) * | 2007-10-02 | 2010-12-24 | コンサート ファーマシューティカルズ インコーポレイテッド | ピリミジンジオン誘導体 |
| MX2010004789A (es) | 2007-11-02 | 2010-07-05 | Acrux Dds Pty Ltd | Sistema de liberacion transdermica para hormonas y esteroides. |
| CL2008003653A1 (es) | 2008-01-17 | 2010-03-05 | Mitsubishi Tanabe Pharma Corp | Uso de un inhibidor de sglt derivado de glucopiranosilo y un inhibidor de dppiv seleccionado para tratar la diabetes; y composicion farmaceutica. |
| WO2009099171A1 (ja) * | 2008-02-07 | 2009-08-13 | Takeda Pharmaceutical Company Limited | 医薬 |
| WO2009099172A1 (ja) * | 2008-02-07 | 2009-08-13 | Takeda Pharmaceutical Company Limited | 医薬 |
| PE20091730A1 (es) | 2008-04-03 | 2009-12-10 | Boehringer Ingelheim Int | Formulaciones que comprenden un inhibidor de dpp4 |
| EP2146210A1 (en) | 2008-04-07 | 2010-01-20 | Arena Pharmaceuticals, Inc. | Methods of using A G protein-coupled receptor to identify peptide YY (PYY) secretagogues and compounds useful in the treatment of conditions modulated by PYY |
| US20110152340A1 (en) | 2008-05-16 | 2011-06-23 | Bristol-Myers Squibb Company | Methods for Identifying Subjects With an Increased Likelihood of Responding to DPP-IV Inhibitors |
| US20170149600A9 (en) | 2008-05-23 | 2017-05-25 | Nader Asghari Kamrani | Music/video messaging |
| US20110066940A1 (en) | 2008-05-23 | 2011-03-17 | Nader Asghari Kamrani | Music/video messaging system and method |
| UY32030A (es) | 2008-08-06 | 2010-03-26 | Boehringer Ingelheim Int | "tratamiento para diabetes en pacientes inapropiados para terapia con metformina" |
| BRPI0916997A2 (pt) | 2008-08-06 | 2020-12-15 | Boehringer Ingelheim International Gmbh | Inibidor de dpp-4 e seu uso |
| NZ604091A (en) | 2008-08-15 | 2014-08-29 | Boehringer Ingelheim Int | Purin derivatives for use in the treatment of fab-related diseases |
| RU2011113823A (ru) | 2008-09-10 | 2012-10-20 | БЕРИНГЕР ИНГЕЛЬХАЙМ ИНТЕРНАЦИОНАЛЬ ГмбХ (DE) | Комбинированная терапия, предназначенная для лечения диабета и связанных с ним состояний |
| US20200155558A1 (en) | 2018-11-20 | 2020-05-21 | Boehringer Ingelheim International Gmbh | Treatment for diabetes in patients with insufficient glycemic control despite therapy with an oral antidiabetic drug |
| AU2009331471B2 (en) | 2008-12-23 | 2015-09-03 | Boehringer Ingelheim International Gmbh | Salt forms of organic compound |
| RU2572529C2 (ru) * | 2008-12-23 | 2016-01-20 | Сандоз Аг | Кристаллическая форма органического соединения |
| AR074990A1 (es) | 2009-01-07 | 2011-03-02 | Boehringer Ingelheim Int | Tratamiento de diabetes en pacientes con un control glucemico inadecuado a pesar de la terapia con metformina |
| TWI466672B (zh) | 2009-01-29 | 2015-01-01 | Boehringer Ingelheim Int | 小兒科病人糖尿病之治療 |
| WO2010092163A2 (en) | 2009-02-13 | 2010-08-19 | Boehringer Ingelheim International Gmbh | Antidiabetic medications |
| MA33046B1 (fr) | 2009-02-13 | 2012-02-01 | Boehringer Ingelheim Int | Composition pharmaceutique contenant un inhibiteur sglt-2, un inhibiteur dpp- iv et facultativemenet un autre agent antidiabetique et ses utilisations |
| JP2012521411A (ja) * | 2009-03-26 | 2012-09-13 | マピ ファーマ リミテッド | アログリプチンの調製プロセス |
| AR077642A1 (es) | 2009-07-09 | 2011-09-14 | Arena Pharm Inc | Moduladores del metabolismo y el tratamiento de trastornos relacionados con el mismo |
| US20120129878A1 (en) | 2009-07-28 | 2012-05-24 | Takeda Pharmaceutical Company Limited | Tablet |
| NZ598685A (en) | 2009-09-11 | 2013-05-31 | Probiodrug Ag | Heterocylcic derivatives as inhibitors of glutaminyl cyclase |
| EP2308847B1 (en) | 2009-10-09 | 2014-04-02 | EMC microcollections GmbH | Substituted pyridines as inhibitors of dipeptidyl peptidase IV and their application for the treatment of diabetes and related diseases |
| EP3646859A1 (en) | 2009-11-27 | 2020-05-06 | Boehringer Ingelheim International GmbH | Treatment of genotyped diabetic patients with dpp-iv inhibitors such as linagliptin |
| CA2784799C (en) * | 2009-12-30 | 2014-06-10 | Shanghai Fochon Pharmaceutical Co Ltd | Certain dipeptidyl peptidase inhibtors |
| MX2012008762A (es) | 2010-01-28 | 2012-08-31 | Avery Dennison Corp | Sistema de cinta de aplicador de etiqueta. |
| US9181233B2 (en) | 2010-03-03 | 2015-11-10 | Probiodrug Ag | Inhibitors of glutaminyl cyclase |
| EP2545047B9 (en) | 2010-03-10 | 2015-06-10 | Probiodrug AG | Heterocyclic inhibitors of glutaminyl cyclase (qc, ec 2.3.2.5) |
| JP2013522279A (ja) | 2010-03-18 | 2013-06-13 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 糖尿病及び関連状態の治療で用いるｇｐｒ１１９作動薬とｄｄｐ−ｉｖ阻害薬リナグリプチンの組合せ |
| WO2011127051A1 (en) | 2010-04-06 | 2011-10-13 | Arena Pharmaceuticals, Inc. | Modulators of the gpr119 receptor and the treatment of disorders related thereto |
| WO2011131748A2 (en) | 2010-04-21 | 2011-10-27 | Probiodrug Ag | Novel inhibitors |
| BR112012028136A2 (pt) | 2010-05-05 | 2016-08-09 | Boehringer Ingelheim Int | terapia de combinaçao |
| EP2568985A4 (en) * | 2010-05-12 | 2013-10-23 | Mapi Pharma Ltd | ALOGLIPTINBENZOAT-POLYMORPHS |
| CN102260265B (zh) | 2010-05-24 | 2015-09-02 | 上海阳帆医药科技有限公司 | 六氢吡咯[3,4-b]吡咯衍生物、其制备方法及其用途 |
| EA201991014A1 (ru) | 2010-06-24 | 2019-09-30 | Бёрингер Ингельхайм Интернациональ Гмбх | Лечение диабета |
| CN103539791B (zh) | 2010-09-22 | 2017-01-11 | 艾尼纳制药公司 | Gpr119 受体调节剂和对与其相关的障碍的治疗 |
| RU2427373C1 (ru) | 2010-11-08 | 2011-08-27 | Виктор Вениаминович Тец | Средство для индукции эндогенного интерферона |
| US9034883B2 (en) | 2010-11-15 | 2015-05-19 | Boehringer Ingelheim International Gmbh | Vasoprotective and cardioprotective antidiabetic therapy |
| ME02392B (me) | 2011-01-31 | 2016-09-20 | Cadila Healthcare Ltd | Tretman za lipodistrofiju |
| US8907086B2 (en) * | 2011-03-03 | 2014-12-09 | Merck Sharp & Dohme Corp. | Fused bicyclic heterocycles useful as dipeptidyl peptidase-IV inhibitors |
| AR085689A1 (es) | 2011-03-07 | 2013-10-23 | Boehringer Ingelheim Int | Composiciones farmaceuticas de metformina, linagliptina y un inhibidor de sglt-2 |
| EP2686313B1 (en) | 2011-03-16 | 2016-02-03 | Probiodrug AG | Benzimidazole derivatives as inhibitors of glutaminyl cyclase |
| US20140018371A1 (en) | 2011-04-01 | 2014-01-16 | Arena Pharmaceuticals, Inc. | Modulators Of The GPR119 Receptor And The Treatment Of Disorders Related Thereto |
| US20140066369A1 (en) | 2011-04-19 | 2014-03-06 | Arena Pharmaceuticals, Inc. | Modulators Of The GPR119 Receptor And The Treatment Of Disorders Related Thereto |
| WO2012145603A1 (en) | 2011-04-22 | 2012-10-26 | Arena Pharmaceuticals, Inc. | Modulators of the gpr119 receptor and the treatment of disorders related thereto |
| WO2012145604A1 (en) | 2011-04-22 | 2012-10-26 | Arena Pharmaceuticals, Inc. | Modulators of the gpr119 receptor and the treatment of disorders related thereto |
| WO2012170702A1 (en) | 2011-06-08 | 2012-12-13 | Arena Pharmaceuticals, Inc. | Modulators of the gpr119 receptor and the treatment of disorders related thereto |
| AU2012285904C1 (en) | 2011-07-15 | 2017-08-31 | Boehringer Ingelheim International Gmbh | Substituted quinazolines, the preparation thereof and the use thereof in pharmaceutical compositions |
| WO2013046229A1 (en) * | 2011-09-26 | 2013-04-04 | Hetero Research Foundation | Novel salts of alogliptin |
| WO2013055910A1 (en) | 2011-10-12 | 2013-04-18 | Arena Pharmaceuticals, Inc. | Modulators of the gpr119 receptor and the treatment of disorders related thereto |
| CN103044391B (zh) * | 2011-10-13 | 2015-11-25 | 中国科学院广州生物医药与健康研究院 | 一种高效的dpp-iv抑制剂 |
| MX351299B (es) | 2011-11-11 | 2017-10-10 | Pfizer | 2-tiopirimidinonas. |
| US9555001B2 (en) | 2012-03-07 | 2017-01-31 | Boehringer Ingelheim International Gmbh | Pharmaceutical composition and uses thereof |
| ES2929025T3 (es) | 2012-05-14 | 2022-11-24 | Boehringer Ingelheim Int | Linagliptina, un derivado de xantina como inhibidor de dpp-4, para su uso en el tratamiento del SRIS y/o de la septicemia |
| US20130303462A1 (en) | 2012-05-14 | 2013-11-14 | Boehringer Ingelheim International Gmbh | Use of a dpp-4 inhibitor in podocytes related disorders and/or nephrotic syndrome |
| WO2013174767A1 (en) | 2012-05-24 | 2013-11-28 | Boehringer Ingelheim International Gmbh | A xanthine derivative as dpp -4 inhibitor for use in modifying food intake and regulating food preference |
| US9486411B2 (en) | 2012-06-05 | 2016-11-08 | Takeda Pharmaceutical Company Limited | Solid preparation |
| CN103664801A (zh) * | 2012-08-30 | 2014-03-26 | 重庆医药工业研究院有限责任公司 | 一种制备阿格列汀的方法 |
| CN103788070B (zh) * | 2012-10-26 | 2017-10-20 | 南京华威医药科技开发有限公司 | Dpp‑4抑制剂类多聚物 |
| WO2014074668A1 (en) | 2012-11-08 | 2014-05-15 | Arena Pharmaceuticals, Inc. | Modulators of gpr119 and the treatment of disorders related thereto |
| GEP201706663B (en) | 2013-04-22 | 2017-05-10 | Cadila Healthcare Ltd | Novel composition for nonalcoholic fatty liver disease (nafld |
| WO2014195967A2 (en) | 2013-05-30 | 2014-12-11 | Cadila Healthcare Limited | A process for preparation of pyrroles having hypolipidemic hypocholesteremic activities |
| WO2014205234A1 (en) | 2013-06-21 | 2014-12-24 | MyoKardia, Inc. | Cycloalkyl-substituted pyrimidinedione compounds |
| SMT202000071T1 (it) | 2013-06-21 | 2020-03-13 | Myokardia Inc | Composti di pirimidinadione contro le condizioni cardiache |
| TW201636015A (zh) | 2013-07-05 | 2016-10-16 | 卡地拉保健有限公司 | 協同性組成物 |
| IN2013MU02470A (enEXAMPLES) | 2013-07-25 | 2015-06-26 | Cadila Healthcare Ltd | |
| US10112898B2 (en) | 2013-09-06 | 2018-10-30 | Cadila Healthcare Limited | Process for the preparation of saroglitazar pharmaceutical salts |
| US20160221965A1 (en) | 2013-09-16 | 2016-08-04 | Bayer Pharma Aktiengesellschaft | Disubstituted trifluoromethyl pyrimidinones and their use |
| KR20160094956A (ko) | 2013-11-05 | 2016-08-10 | 벤-구리온 유니버시티 오브 더 네게브 리서치 앤드 디벨럽먼트 어쏘러티 | 당뇨병 및 당뇨병으로부터 발생하는 합병증 질환의 치료를 위한 화합물 |
| EP3083580A4 (en) * | 2013-12-18 | 2017-06-28 | Harman Finochem Limited | A process for preparation of trelagliptin succinate |
| WO2015092739A1 (en) * | 2013-12-19 | 2015-06-25 | Mylan Laboratories Ltd. | Process for preparation of alogliptin |
| CN104725350A (zh) * | 2013-12-23 | 2015-06-24 | 湖北华世通生物医药科技有限公司 | 阿格列汀盐酸盐的多晶b型晶体、其制备方法及生产用途 |
| CN104725349A (zh) * | 2013-12-23 | 2015-06-24 | 湖北华世通生物医药科技有限公司 | 阿格列汀盐酸盐多晶a型晶体、其制备方法及生产用途 |
| WO2015128453A1 (en) | 2014-02-28 | 2015-09-03 | Boehringer Ingelheim International Gmbh | Medical use of a dpp-4 inhibitor |
| CN105085475B (zh) * | 2014-05-09 | 2019-05-21 | 上海科胜药物研发有限公司 | 一种合成阿格列汀中间体的方法 |
| CN105315256B (zh) * | 2014-07-07 | 2018-02-06 | 广州朗圣药业有限公司 | 一种适合工业化的高纯度琥珀酸曲格列汀的制备方法 |
| CN105384724A (zh) * | 2014-09-01 | 2016-03-09 | 广东东阳光药业有限公司 | 一种氟代物的晶型及其制备方法 |
| CN111440145A (zh) * | 2014-11-25 | 2020-07-24 | 上海医药工业研究院 | 高纯度曲格列汀的新晶型及其制备 |
| WO2016113205A1 (de) | 2015-01-13 | 2016-07-21 | Bayer Pharma Aktiengesellschaft | Substituierte pentafluorethylpyrimidinone und ihre verwendung |
| WO2016139677A1 (en) * | 2015-03-02 | 2016-09-09 | Msn Laboratories Private Limited | Improved process for the preparation of 2-({6-[(3r)-3-aminopiperidin-1-yl]-3-methyl-2,4-dioxo-3,4-dihvdropvrimidin-1(2h)-yl}methyl)benzonitrile and pharmaceutically acceptable salts thereof |
| SG10202103552XA (en) | 2015-03-09 | 2021-05-28 | Intekrin Therapeutics Inc | Methods for the treatment of nonalcoholic fatty liver disease and/or lipodystrophy |
| EP3292112B1 (en) | 2015-05-04 | 2019-08-14 | Indoco Remedies Limited | Process for the preparation of alogliptin |
| JP2018515480A (ja) | 2015-05-05 | 2018-06-14 | ファイザー・インク | ２−チオピリミジノン |
| EP3310357A1 (en) | 2015-06-17 | 2018-04-25 | H e x a l Aktiengesellschaft | Alogliptin formulation |
| WO2017064635A2 (en) | 2015-10-14 | 2017-04-20 | Cadila Healthcare Limited | Pyrrole compound, compositions and process for preparation thereof |
| CN108368085B (zh) * | 2016-04-20 | 2021-05-04 | 深圳市塔吉瑞生物医药有限公司 | 一种取代的嘧啶二酮化合物及其药物组合物 |
| CN105837557A (zh) * | 2016-05-05 | 2016-08-10 | 青岛辰达生物科技有限公司 | 一种用于治疗ii型糖尿病的阿格列汀的制备方法 |
| KR102391564B1 (ko) | 2016-06-10 | 2022-04-29 | 베링거 인겔하임 인터내셔날 게엠베하 | 리나글립틴 및 메트포르민의 병용물 |
| CN106039298B (zh) * | 2016-07-14 | 2019-11-12 | 广东天普生化医药股份有限公司 | 含有乌司他丁的组合物在制备治疗前列腺癌药物中的用途 |
| CN108072709B (zh) * | 2016-11-18 | 2020-11-24 | 广东东阳光药业有限公司 | 测定琥珀酸曲格列汀原料药中对映异构体含量的方法 |
| EP3551180B1 (en) | 2016-12-09 | 2021-09-29 | Cadila Healthcare Limited | Treatment for primary biliary cholangitis |
| WO2018187350A1 (en) | 2017-04-03 | 2018-10-11 | Coherus Biosciences Inc. | PPARγ AGONIST FOR TREATMENT OF PROGRESSIVE SUPRANUCLEAR PALSY |
| ES2812698T3 (es) | 2017-09-29 | 2021-03-18 | Probiodrug Ag | Inhibidores de glutaminil ciclasa |
| CN108017614A (zh) * | 2018-01-25 | 2018-05-11 | 中国科学院海洋研究所 | Dpp-4抑制剂及其在制备治疗2型糖尿病药物中的应用 |
| CN108558836A (zh) * | 2018-05-14 | 2018-09-21 | 东南大学 | 一类具有双重作用机制的dpp-4抑制剂及其用途 |
| CN110950840B (zh) * | 2019-12-31 | 2022-03-15 | 江苏天和制药有限公司 | 一种琥珀酸曲格列汀的制备方法 |
| US12421245B2 (en) | 2020-04-01 | 2025-09-23 | Hangzhou Zhongmei Huadong Pharmaceutical Co., Ltd. | Pharmaceutically acceptable acid salt of free base of GLP1 receptor agonist, and preparation method therefor |
| CN111646941A (zh) * | 2020-07-17 | 2020-09-11 | 天津科技大学 | 一种磺酰胺类衍生物及其制备方法和应用 |
| TR202022144A1 (tr) | 2020-12-29 | 2022-07-21 | Sanovel Ilac Sanayi Ve Ticaret Anonim Sirketi | Alogli̇pti̇n i̇çeren farmasöti̇k kompozi̇syonlar |
| TR202022612A2 (tr) | 2020-12-31 | 2022-07-21 | Sanovel Ilac Sanayi Ve Ticaret Anonim Sirketi | Alogli̇pti̇ni̇n farmasöti̇k kapsül kompozi̇syonlari |
| FI4122926T3 (fi) * | 2021-04-14 | 2025-07-23 | Shionogi & Co | Triatsiinijohdannaisia, joilla on viruksien replikaatiota estävää aktiivisuutta, ja niitä käsittävä lääkekoostumus |
| GB202202297D0 (en) | 2022-02-21 | 2022-04-06 | Verona Pharma Plc | Formulation production process |
| US12194045B1 (en) | 2023-06-26 | 2025-01-14 | Verona Pharma Plc | Particulate composition |
| WO2025090919A1 (en) * | 2023-10-25 | 2025-05-01 | Piton Therapeutics, Inc. | Compositions and methods for treating inflammatory bowel disease |
Family Cites Families (323)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB699812A (en) | 1950-11-29 | 1953-11-18 | British Ind Solvents Ltd | Manufacture of substituted pyrimidones |
| DE1249281B (enEXAMPLES) | 1963-05-18 | |||
| DE1670912C3 (de) | 1967-08-18 | 1981-06-11 | Bayer Ag, 5090 Leverkusen | Herbizide Mittel auf Basis von 1,2,4-Triazin-5-onen |
| GB1377642A (en) | 1971-01-14 | 1974-12-18 | Koninklijke Gist Spiritus | Penicillanic and cephalosporanic acid derivatives |
| US3960949A (en) * | 1971-04-02 | 1976-06-01 | Schering Aktiengesellschaft | 1,2-Biguanides |
| DE2142317A1 (de) | 1971-08-24 | 1973-03-01 | Bayer Ag | Hypnotisches mittel |
| DE2150686A1 (de) * | 1971-10-12 | 1973-04-19 | Basf Ag | 6-amino-uracil-5-carbonsaeurethioamide |
| US3838128A (en) * | 1971-11-22 | 1974-09-24 | American Cyanamid Co | Process for the preparation of certain n-3-substituted-6-(trichloromethyl)uracils |
| BE792206A (enEXAMPLES) | 1971-12-02 | 1973-06-01 | Byk Gulden Lomberg Chem Fab | |
| AU5996573A (en) | 1972-09-11 | 1975-03-06 | Commonwealth Scientific And Industrial Research Organisation | Pyridinium salts |
| US3823135A (en) | 1972-12-26 | 1974-07-09 | Shell Oil Co | Pyrimidone herbicides |
| GB1464248A (en) | 1973-11-01 | 1977-02-09 | Ici Ltd | Substituted triazinediones their preparation and use as herbicides |
| DE2361551A1 (de) | 1973-12-11 | 1975-06-19 | Basf Ag | Wasserloesliche azofarbstoffe |
| DE2500024A1 (de) | 1975-01-02 | 1976-07-08 | Basf Ag | Wasserloesliche azofarbstoffe |
| JPS535180A (en) | 1976-07-01 | 1978-01-18 | Sumitomo Chem Co Ltd | Preparation of 3,4-dihydro-2 (1h) quinazoline derivatives |
| DE2720085A1 (de) | 1977-05-05 | 1978-11-16 | Hoechst Ag | Pyrimido(6,1-a)isochinolin-2-on- derivate |
| US4494978A (en) * | 1976-12-30 | 1985-01-22 | Chevron Research Company | Herbicidal N-(N'-hydrocarbyloxycarbamylalkyl)-2,6-dialkyl-alpha-haloacetanilides |
| DE3011809A1 (de) * | 1980-03-27 | 1981-10-01 | Cassella Ag, 6000 Frankfurt | Pyrimidyl-chinazoline, verfahren zu ihrer herstellung, sie enthaltende pharmazeutische praeparate und ihre verwendung |
| CH657851A5 (de) | 1983-06-28 | 1986-09-30 | Ciba Geigy Ag | Chromogene chinazolonverbindungen. |
| AR240698A1 (es) | 1985-01-19 | 1990-09-28 | Takeda Chemical Industries Ltd | Procedimiento para preparar compuestos de 5-(4-(2-(5-etil-2-piridil)-etoxi)benzil)-2,4-tiazolidindiona y sus sales |
| EP0237289A3 (en) | 1986-03-14 | 1988-07-27 | Takeda Chemical Industries, Ltd. | Pyrazolo [3,4-d] pyrimidine derivatives, their production and use |
| US5614492A (en) | 1986-05-05 | 1997-03-25 | The General Hospital Corporation | Insulinotropic hormone GLP-1 (7-36) and uses thereof |
| DE3856378T2 (de) | 1987-09-04 | 2000-05-11 | Beecham Group P.L.C., Brentford | Substituierte Thiazolidindionderivate |
| US4935493A (en) * | 1987-10-06 | 1990-06-19 | E. I. Du Pont De Nemours And Company | Protease inhibitors |
| JPH01143895A (ja) * | 1987-11-30 | 1989-06-06 | Meiji Seika Kaisha Ltd | ピリミジン誘導体 |
| FR2631625B1 (fr) * | 1988-05-17 | 1992-10-16 | Synthelabo | Derives de phenyl-6 piperazinylalkyl-3 1h,3h-pyrimidinedione-2,4, leur preparation et leur application en therapeutique |
| GB8900382D0 (en) | 1989-01-09 | 1989-03-08 | Janssen Pharmaceutica Nv | 2-aminopyrimidinone derivatives |
| US5433955A (en) | 1989-01-23 | 1995-07-18 | Akzo N.V. | Site specific in vivo activation of therapeutic drugs |
| IE63502B1 (en) | 1989-04-21 | 1995-05-03 | Zeneca Ltd | Aminopyrimidine derivatives useful for treating cardiovascular disorders |
| USRE37979E1 (en) * | 1989-09-29 | 2003-02-04 | Mitsubishi Chemical Corporation | Pyrimidine derivatives and anti-viral agent containing the same as active ingredient thereof |
| US5366862A (en) | 1990-02-14 | 1994-11-22 | Receptor Laboratories, Inc. | Method for generating and screening useful peptides |
| US5814460A (en) | 1990-02-14 | 1998-09-29 | Diatide, Inc. | Method for generating and screening useful peptides |
| JP3032844B2 (ja) * | 1990-02-15 | 2000-04-17 | 武田薬品工業株式会社 | ピリミジンジオン誘導体 |
| DE69129998T2 (de) * | 1990-02-15 | 1998-12-24 | Takeda Chemical Industries, Ltd., Osaka | Pyrimidindionderivate, deren Herstellung und Verwendung |
| US5462928A (en) | 1990-04-14 | 1995-10-31 | New England Medical Center Hospitals, Inc. | Inhibitors of dipeptidyl-aminopeptidase type IV |
| DE4110019C2 (de) | 1991-03-27 | 2000-04-13 | Merck Patent Gmbh | Imidazopyridine, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zubereitungen |
| US5387512A (en) * | 1991-06-07 | 1995-02-07 | Merck & Co. Inc. | Preparation of 3-[z-benzoxazol-2-yl)ethyl]-5-(1-hydroxyethyl)-6-methyl-2-(1H)-pyridinone by biotransformation |
| WO1993008259A2 (en) | 1991-10-22 | 1993-04-29 | New England Medical Center Hospitals, Inc. | Inhibitors of dipeptidyl-aminopeptidase type iv |
| US6825169B1 (en) | 1991-10-22 | 2004-11-30 | Trustees Of Tufts College | Inhibitors of dipeptidyl-aminopeptidase type IV |
| US5350752A (en) | 1991-12-16 | 1994-09-27 | E. R. Squibb & Sons, Inc. | Dihydropyrimidine derivatives |
| DE4141788A1 (de) | 1991-12-18 | 1993-06-24 | Merck Patent Gmbh | Imidazopyridine |
| DE4208050A1 (de) * | 1992-03-13 | 1993-09-23 | Bayer Ag | Azolylmethyl-fluorcyclopropyl-derivate |
| DE4305602A1 (de) | 1992-06-17 | 1993-12-23 | Merck Patent Gmbh | Imidazopyridine |
| EP0587377A3 (en) | 1992-09-10 | 1994-09-21 | Lilly Co Eli | Thiazolidinone derivatives as hypoglycemic agents and for treating alzheimer's disease |
| IL106998A0 (en) | 1992-09-17 | 1993-12-28 | Univ Florida | Brain-enhanced delivery of neuroactive peptides by sequential metabolism |
| JP3481984B2 (ja) * | 1992-12-29 | 2003-12-22 | 武田薬品工業株式会社 | ピリドピリミジン誘導体、その製造方法および用途 |
| US5811281A (en) | 1993-07-12 | 1998-09-22 | Cornell Research Foundation, Inc. | Immortalized intestinal epithelial cell lines |
| US5683966A (en) * | 1993-08-11 | 1997-11-04 | Fmc Corporation | Herbicidal 3-(substituted-benzyl)-1-methyl-6-trifluoromethyluracils |
| US5391541A (en) * | 1993-08-11 | 1995-02-21 | Fmc Corporation | Herbicidal 3-(substituted-benzyl)-1-methyl-6-trifluoromethyluracils |
| IL111785A0 (en) | 1993-12-03 | 1995-01-24 | Ferring Bv | Dp-iv inhibitors and pharmaceutical compositions containing them |
| DE4341453A1 (de) | 1993-12-06 | 1995-06-08 | Merck Patent Gmbh | Imidazopyridine |
| DE69521500T2 (de) | 1994-03-08 | 2001-12-13 | Otsuka Pharmaceutical Factory, Inc. | Phosphorsäurediester-derivate |
| US5580979A (en) | 1994-03-15 | 1996-12-03 | Trustees Of Tufts University | Phosphotyrosine peptidomimetics for inhibiting SH2 domain interactions |
| US5543396A (en) | 1994-04-28 | 1996-08-06 | Georgia Tech Research Corp. | Proline phosphonate derivatives |
| EP0764151A2 (en) | 1994-06-10 | 1997-03-26 | Universitaire Instelling Antwerpen | Purification of serine protease and synthetic inhibitors thereof |
| US5601986A (en) * | 1994-07-14 | 1997-02-11 | Amgen Inc. | Assays and devices for the detection of extrahepatic biliary atresia |
| DE4432860A1 (de) | 1994-09-15 | 1996-03-21 | Merck Patent Gmbh | Imidazopyridine |
| US5512549A (en) | 1994-10-18 | 1996-04-30 | Eli Lilly And Company | Glucagon-like insulinotropic peptide analogs, compositions, and methods of use |
| US5614379A (en) * | 1995-04-26 | 1997-03-25 | Eli Lilly And Company | Process for preparing anti-obesity protein |
| US6325989B1 (en) | 1995-06-01 | 2001-12-04 | Dana-Farber Cancer Institute, Inc. | Form of dipeptidylpeptidase IV (CD26) found in human serum |
| US6265551B1 (en) | 1995-06-01 | 2001-07-24 | Dana-Farber Cancer Institute, Inc. | Form of dipeptidylpeptidase IV (CD26) found in human serum, antibodies thereto, and uses thereof |
| DE69612698T2 (de) | 1995-06-09 | 2001-12-06 | F. Hoffmann-La Roche Ag, Basel | Pyrimidindion-, Pyrimidintrion-, Triazindion-Derivate als alpha-1-adrenergische Rezeptorantagonisten |
| JPH0928376A (ja) | 1995-07-21 | 1997-02-04 | Ajinomoto Co Inc | 新規ジペプチジルペプチダーゼｉｖとその製造方法 |
| AU714489B2 (en) | 1995-10-13 | 2000-01-06 | Chemtura Vinyl Additives Gmbh | Stabiliser combinations for chlorine-containing polymers |
| DE19616486C5 (de) | 1996-04-25 | 2016-06-30 | Royalty Pharma Collection Trust | Verfahren zur Senkung des Blutglukosespiegels in Säugern |
| US20020006899A1 (en) * | 1998-10-06 | 2002-01-17 | Pospisilik Andrew J. | Use of dipeptidyl peptidase IV effectors for lowering blood pressure in mammals |
| US5965532A (en) | 1996-06-28 | 1999-10-12 | Trustees Of Tufts College | Multivalent compounds for crosslinking receptors and uses thereof |
| KR100579765B1 (ko) | 1996-07-01 | 2006-12-28 | 닥터 레디스 레보러터리즈 리미티드 | 신규헤테로고리형화합물의제조방법,이를함유하는약제조성물및당뇨병및이와관련된질병의치료에있어서그의용도 |
| US5885997A (en) * | 1996-07-01 | 1999-03-23 | Dr. Reddy's Research Foundation | Heterocyclic compounds, process for their preparation and pharmaceutical compositions containing them and their use in the treatment of diabetes and related diseases |
| US6006753A (en) | 1996-08-30 | 1999-12-28 | Eli Lilly And Company | Use of GLP-1 or analogs to abolish catabolic changes after surgery |
| US6458924B2 (en) | 1996-08-30 | 2002-10-01 | Novo Nordisk A/S | Derivatives of GLP-1 analogs |
| US7235627B2 (en) | 1996-08-30 | 2007-06-26 | Novo Nordisk A/S | Derivatives of GLP-1 analogs |
| US6011155A (en) | 1996-11-07 | 2000-01-04 | Novartis Ag | N-(substituted glycyl)-2-cyanopyrrolidines, pharmaceutical compositions containing them and their use in inhibiting dipeptidyl peptidase-IV |
| GB9702701D0 (en) | 1997-02-01 | 1997-04-02 | Univ Newcastle Ventures Ltd | Quinazolinone compounds |
| US20030060434A1 (en) * | 1997-02-18 | 2003-03-27 | Loretta Nielsen | Combined tumor suppressor gene therapy and chemotherapy in the treatment of neoplasms |
| US6100234A (en) | 1997-05-07 | 2000-08-08 | Tufts University | Treatment of HIV |
| EP0981630B1 (en) | 1997-05-16 | 2008-11-19 | Novozymes, Inc. | Polypeptides having prolyl pipeptidyl aminopeptidase activity and nucleic acids encoding same |
| US6011786A (en) * | 1997-06-06 | 2000-01-04 | Ericsson Inc. | Systems and methods for control channel communication in cellular radiotelephone systems |
| EP0897012A1 (en) | 1997-07-05 | 1999-02-17 | Societe Des Produits Nestle S.A. | Cloning of the prolyl-dipeptidyl-peptidase from aspergillus oryzae |
| US6235493B1 (en) * | 1997-08-06 | 2001-05-22 | The Regents Of The University Of California | Amino acid substituted-cresyl violet, synthetic fluorogenic substrates for the analysis of agents in individual in vivo cells or tissue |
| DE69837393T2 (de) | 1997-09-29 | 2007-12-06 | Point Therapeutics, Inc., Boston | Stimulierung von hämatopoietischen zellen im vitro |
| US6485955B1 (en) | 1997-10-06 | 2002-11-26 | The Trustees Of Tufts University | Quiescent cell dipeptidyl peptidase: a novel cytoplasmic serine protease |
| US6342611B1 (en) * | 1997-10-10 | 2002-01-29 | Cytovia, Inc. | Fluorogenic or fluorescent reporter molecules and their applications for whole-cell fluorescence screening assays for capsases and other enzymes and the use thereof |
| JP4095772B2 (ja) * | 1997-11-18 | 2008-06-04 | 財団法人微生物化学研究会 | 新規生理活性物質スルフォスチン、その製造法及びその用途 |
| FR2771004B1 (fr) * | 1997-11-19 | 2000-02-18 | Inst Curie | Utilisation de derives de benzhydryl sulfinyle pour la fabrication de medicaments ayant un effet eveillant dans des situations de troubles de la vigilance d'origine medicamenteuse |
| US6380357B2 (en) * | 1997-12-16 | 2002-04-30 | Eli Lilly And Company | Glucagon-like peptide-1 crystals |
| KR100556071B1 (ko) * | 1997-12-16 | 2006-03-10 | 노보자임스 에이/에스 | 신호 펩티드 활성을 갖는 폴리펩티드 및 그것을 코드화하는 핵산 |
| WO1999038501A2 (en) | 1998-02-02 | 1999-08-05 | Trustees Of Tufts College | Method of regulating glucose metabolism, and reagents related thereto |
| US20020061839A1 (en) * | 1998-03-09 | 2002-05-23 | Scharpe Simon Lodewijk | Serine peptidase modulators |
| FR2777283B1 (fr) | 1998-04-10 | 2000-11-24 | Adir | Nouveaux composes peptidiques analogues du glucagon-peptide- 1 (7-37), leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| DE19816857A1 (de) * | 1998-04-16 | 1999-10-21 | Boehringer Ingelheim Pharma | Neue unsymmetrisch substituierte Xanthin-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| DE19823831A1 (de) | 1998-05-28 | 1999-12-02 | Probiodrug Ges Fuer Arzneim | Neue pharmazeutische Verwendung von Isoleucyl Thiazolidid und seinen Salzen |
| EP1084129B1 (en) * | 1998-06-05 | 2003-01-22 | Point Therapeutics, Inc. | Cyclic boroproline compounds |
| DE19828114A1 (de) | 1998-06-24 | 2000-01-27 | Probiodrug Ges Fuer Arzneim | Produgs instabiler Inhibitoren der Dipeptidyl Peptidase IV |
| DE19828113A1 (de) * | 1998-06-24 | 2000-01-05 | Probiodrug Ges Fuer Arzneim | Prodrugs von Inhibitoren der Dipeptidyl Peptidase IV |
| DK0967208T3 (da) | 1998-06-26 | 2002-11-18 | Crompton Vinyl Additives Gmbh | I 5-stilling substituerede 6-aminouraciler som stabilisatorer for halogenholdige polymerer |
| EP0967245A1 (de) | 1998-06-26 | 1999-12-29 | Witco Vinyl Additives GmbH | 1,3-disubstituierte 6-Aminouracile zum Stabilisieren von halogenhaltigen Polymeren |
| ES2189300T3 (es) | 1998-06-26 | 2003-07-01 | Crompton Vinyl Additives Gmbh | Nuevos 6-aminouracilos modificados con nh2 como estabilizadores para polimeros halogenados. |
| US6129911A (en) | 1998-07-10 | 2000-10-10 | Rhode Island Hospital, A Lifespan Partner | Liver stem cell |
| DE19834591A1 (de) * | 1998-07-31 | 2000-02-03 | Probiodrug Ges Fuer Arzneim | Verfahren zur Steigerung des Blutglukosespiegels in Säugern |
| US6177437B1 (en) * | 1998-09-04 | 2001-01-23 | University Of Massachusetts Medical Center | Inhibitors of Herpes Simplex virus uracil-DNA glycosylase |
| US20030176357A1 (en) | 1998-10-06 | 2003-09-18 | Pospisilik Andrew J. | Dipeptidyl peptidase IV inhibitors and their uses for lowering blood pressure levels |
| CO5150173A1 (es) | 1998-12-10 | 2002-04-29 | Novartis Ag | Compuestos n-(glicilo sustituido)-2-cianopirrolidinas inhibidores de peptidasa de dipeptidilo-iv (dpp-iv) los cuales son efectivos en el tratamiento de condiciones mediadas por la inhibicion de dpp-iv |
| GB9906715D0 (en) * | 1999-03-23 | 1999-05-19 | Ferring Bv | Compositions for promoting growth |
| US6548529B1 (en) * | 1999-04-05 | 2003-04-15 | Bristol-Myers Squibb Company | Heterocyclic containing biphenyl aP2 inhibitors and method |
| DE19915388A1 (de) * | 1999-04-06 | 2000-10-12 | Witco Vinyl Additives Gmbh | 4-Aminopyrimidinone und Oxazolidino-4-amino-pyrimidinone, Verfahren zu deren Herstellung und ihre Verwendung zum Stabilisieren von halogenhaltigen Polymeren |
| KR20000065885A (ko) * | 1999-04-10 | 2000-11-15 | 최승주 | 항바이러스성 피리미딘다이온 유도체 및 그 제조방법 |
| EP1171438A1 (en) | 1999-04-20 | 2002-01-16 | Novo Nordisk A/S | Compounds, their preparation and use |
| ATE252601T1 (de) * | 1999-05-17 | 2003-11-15 | Conjuchem Inc | Lang wirkende insulinotrope peptide |
| DE19926233C1 (de) * | 1999-06-10 | 2000-10-19 | Probiodrug Ges Fuer Arzneim | Verfahren zur Herstellung von Thiazolidin |
| US6110949A (en) | 1999-06-24 | 2000-08-29 | Novartis Ag | N-(substituted glycyl)-4-cyanothiazolidines, pharmaceutical compositions containing them and their use in inhibiting dipeptidyl peptidase-IV |
| US6107317A (en) | 1999-06-24 | 2000-08-22 | Novartis Ag | N-(substituted glycyl)-thiazolidines, pharmaceutical compositions containing them and their use in inhibiting dipeptidyl peptidase-IV |
| US6172081B1 (en) * | 1999-06-24 | 2001-01-09 | Novartis Ag | Tetrahydroisoquinoline 3-carboxamide derivatives |
| US6528486B1 (en) * | 1999-07-12 | 2003-03-04 | Zealand Pharma A/S | Peptide agonists of GLP-1 activity |
| US6617340B1 (en) | 1999-07-29 | 2003-09-09 | Novartis Ag | N-(substituted glycyl)-pyrrolidines, pharmaceutical compositions containing them and their use in inhibiting dipeptidyl peptidase-IV |
| DE19940130A1 (de) * | 1999-08-24 | 2001-03-01 | Probiodrug Ges Fuer Arzneim | Neue Effektoren der Dipeptidyl Peptidase IV zur topischen Anwendung |
| US6340705B1 (en) * | 1999-09-10 | 2002-01-22 | Monsanto Technology, Llc | Use of α-linolenic acid metabolites for treatment or prevention of cancer |
| US6559188B1 (en) * | 1999-09-17 | 2003-05-06 | Novartis Ag | Method of treating metabolic disorders especially diabetes, or a disease or condition associated with diabetes |
| US6414002B1 (en) * | 1999-09-22 | 2002-07-02 | Bristol-Myers Squibb Company | Substituted acid derivatives useful as antidiabetic and antiobesity agents and method |
| WO2001023364A1 (en) | 1999-09-28 | 2001-04-05 | Merck Patent Gmbh | Quinazolinones |
| US6447772B1 (en) | 1999-10-01 | 2002-09-10 | Klaire Laboratories, Inc. | Compositions and methods relating to reduction of symptoms of autism |
| US6251391B1 (en) * | 1999-10-01 | 2001-06-26 | Klaire Laboratories, Inc. | Compositions containing dipepitidyl peptidase IV and tyrosinase or phenylalaninase for reducing opioid-related symptons |
| AU7559900A (en) | 1999-10-08 | 2001-04-23 | Meiji Seika Kaisha Ltd. | M-substituted benzoic acid derivatives exhibiting integrinalphavbeta3 antagonism |
| US6261794B1 (en) | 1999-10-14 | 2001-07-17 | Saint Louis University | Methods for identifying inhibitors of methionine aminopeptidases |
| US7230000B1 (en) | 1999-10-27 | 2007-06-12 | Cytokinetics, Incorporated | Methods and compositions utilizing quinazolinones |
| AU1916401A (en) | 1999-11-12 | 2001-06-06 | Guilford Pharmaceuticals Inc. | Dipeptidyl peptidase iv inhibitors and methods of making and using dipeptidyl peptidase iv inhibitors |
| US20040152745A1 (en) | 1999-11-12 | 2004-08-05 | Guilford Pharmaceuticals, Inc. | Dipeptidyl peptidase IV inhibitors and methods of making and using dipeptidyl peptidase IV inhibitors |
| GB9928330D0 (en) * | 1999-11-30 | 2000-01-26 | Ferring Bv | Novel antidiabetic agents |
| AU2020501A (en) * | 1999-12-08 | 2001-06-18 | 1149336 Ontario Inc. | Chemotherapy treatment |
| US6380398B2 (en) | 2000-01-04 | 2002-04-30 | Novo Nordisk A/S | Therapeutically active and selective heterocyclic compounds that are inhibitors of the enzyme DPP-IV |
| US20030139434A1 (en) | 2000-01-21 | 2003-07-24 | Bork Balkan | Combinations comprising dipeptidylpeptidase-iv inhibitor |
| EP1255738B1 (en) * | 2000-01-25 | 2012-03-07 | Neurocrine Biosciences, Inc. | Gonadotropin-releasing hormone receptor antagonists and methods relating thereto |
| BR0107837A (pt) * | 2000-01-27 | 2003-01-14 | Lilly Co Eli | Processo para solubilização de compostos peptìdeo 1 semelhantes a glucagon |
| US6569901B2 (en) | 2000-01-28 | 2003-05-27 | Novo Nordisk A/S | Alkynyl-substituted propionic acid derivatives, their preparation and use |
| US7217722B2 (en) | 2000-02-01 | 2007-05-15 | Kirin Beer Kabushiki Kaisha | Nitrogen-containing compounds having kinase inhibitory activity and drugs containing the same |
| JP4088011B2 (ja) * | 2000-02-16 | 2008-05-21 | 株式会社東芝 | 半導体装置及びその製造方法 |
| US6448045B1 (en) | 2000-03-10 | 2002-09-10 | The Regents Of The University Of California | Inducing insulin gene expression in pancreas cells expressing recombinant PDX-1 |
| US6395767B2 (en) * | 2000-03-10 | 2002-05-28 | Bristol-Myers Squibb Company | Cyclopropyl-fused pyrrolidine-based inhibitors of dipeptidyl peptidase IV and method |
| US6608038B2 (en) | 2000-03-15 | 2003-08-19 | Novartis Ag | Methods and compositions for treatment of diabetes and related conditions via gene therapy |
| EP1136482A1 (en) | 2000-03-23 | 2001-09-26 | Sanofi-Synthelabo | 2-Amino-3-(alkyl)-pyrimidone derivatives as GSK3beta inhibitors |
| US6555519B2 (en) * | 2000-03-30 | 2003-04-29 | Bristol-Myers Squibb Company | O-glucosylated benzamide SGLT2 inhibitors and method |
| IL151368A0 (en) * | 2000-03-31 | 2003-04-10 | Probiodrug Ag | Use of a dipeptidyl peptidase iv enzyme activity effector for the production of pharmaceutical compositions |
| US6573096B1 (en) * | 2000-04-01 | 2003-06-03 | The Research Foundation At State University Of New York | Compositions and methods for inhibition of cancer invasion and angiogenesis |
| US6545170B2 (en) * | 2000-04-13 | 2003-04-08 | Pharmacia Corporation | 2-amino-5, 6 heptenoic acid derivatives useful as nitric oxide synthase inhibitors |
| JP4642309B2 (ja) | 2000-04-25 | 2011-03-02 | イコス・コーポレイション | ヒトホスファチジル−イノシトール３−キナーゼデルタの阻害剤 |
| GB0010183D0 (en) | 2000-04-26 | 2000-06-14 | Ferring Bv | Inhibitors of dipeptidyl peptidase IV |
| GB0010188D0 (en) * | 2000-04-26 | 2000-06-14 | Ferring Bv | Inhibitors of dipeptidyl peptidase IV |
| US6783757B2 (en) * | 2000-06-01 | 2004-08-31 | Kirkman Group, Inc. | Composition and method for increasing exorphin catabolism to treat autism |
| US6432969B1 (en) | 2000-06-13 | 2002-08-13 | Novartis Ag | N-(substituted glycyl)-2 cyanopyrrolidines, pharmaceutical compositions containing them and their use in inhibiting dipeptidyl peptidase-IV |
| TW583185B (en) | 2000-06-13 | 2004-04-11 | Novartis Ag | N-(substituted glycyl)-2-cyanopyrrolidines and pharmaceutical composition for inhibiting dipeptidyl peptidase-IV (DPP-IV) or for the prevention or treatment of diseases or conditions associated with elevated levels of DPP-IV comprising the same |
| US6627636B2 (en) | 2000-06-15 | 2003-09-30 | Bristol-Myers Squibb Company | HMG-CoA reductase inhibitors and method |
| US6620821B2 (en) | 2000-06-15 | 2003-09-16 | Bristol-Myers Squibb Company | HMG-CoA reductase inhibitors and method |
| US7078397B2 (en) | 2000-06-19 | 2006-07-18 | Smithkline Beecham Corporation | Combinations of dipeptidyl peptidase IV inhibitors and other antidiabetic agents for the treatment of diabetes mellitus |
| GB0014969D0 (en) | 2000-06-19 | 2000-08-09 | Smithkline Beecham Plc | Novel method of treatment |
| US6558188B1 (en) * | 2000-06-22 | 2003-05-06 | Hewlett Packard Development Company, L.P. | Impedance controlled electrical connector assembly |
| HUP0301622A3 (en) * | 2000-07-04 | 2006-05-29 | Novo Nordisk As | Purine derivatives inhibiting the enzyme dipeptidyl petidase iv (dpp-iv) and pharmaceutical compositions containing them |
| CZ200319A3 (cs) * | 2000-07-04 | 2003-05-14 | Novo Nordisk A/S | Heterocyklické sloučeniny, které jsou inhibitory enzymu DPP-IV |
| JP2002042960A (ja) | 2000-07-25 | 2002-02-08 | Yazaki Corp | コネクタ支持機構 |
| NZ523770A (en) | 2000-08-01 | 2004-11-26 | Pharmacia Corp | Hexahydro-7-1H-azepin-2-YL-haxanoic acid derivatives as inhibitors of inducible nitric oxide synthase |
| AP1333A (en) | 2000-08-04 | 2004-11-28 | Warner Lambert Co | 2-(4-pyridyl) amino-6-dialkoxyphenyl-pyrido [2,3-d] pyrimidin-7-ones. |
| BRPI0113146B8 (pt) | 2000-08-10 | 2021-05-25 | Mitsubishi Pharma Corp | "derivados de prolina e composição farmacêutica que os compreende". |
| US20020165237A1 (en) | 2000-08-11 | 2002-11-07 | Fryburg David Albert | Treatment of the insulin resistance syndrome |
| US20020037829A1 (en) * | 2000-08-23 | 2002-03-28 | Aronson Peter S. | Use of DPPIV inhibitors as diuretic and anti-hypertensive agents |
| US6900226B2 (en) | 2000-09-06 | 2005-05-31 | Hoffman-La Roche Inc. | Neuropeptide Y antagonists |
| US20020064736A1 (en) | 2000-09-27 | 2002-05-30 | Fuji Photo Film Co., Ltd. | Dye-forming coupler, silver halide photographic light-sensitive material, and method for producing an azomethine dye |
| AU9287401A (en) * | 2000-09-27 | 2002-04-08 | Merck & Co Inc | Benzopyrancarboxylic acid derivatives for the treatment of diabetes and lipid disorders |
| CN1280269C (zh) * | 2000-10-06 | 2006-10-18 | 田边制药株式会社 | 脂肪族含氮五员环化合物 |
| MXPA03003191A (es) | 2000-10-12 | 2004-12-03 | Ferring Bv | Genes de serina proteasa novedosos relacionados con dppiv. |
| AUPR107800A0 (en) * | 2000-10-27 | 2000-11-23 | University Of Sydney, The | Peptide and nucleic acid molecule ii |
| CA2422889C (en) | 2000-10-27 | 2010-01-26 | Probiodrug Ag | Method for the treatment of neurological and neuropsychological disorders |
| RU2003112618A (ru) | 2000-10-30 | 2004-09-27 | Орто-Макнейл Фармасьютикал, Инк. (Us) | Комбинированная терапия, включающая антидиабетические и противосудорожные средства |
| AU2002248221B2 (en) | 2000-10-31 | 2006-08-17 | Merck & Co., Inc. | Benzopyrancarboxylic acid derivatives for the treatment of diabetes and lipid disorders |
| WO2002059343A2 (en) | 2000-10-31 | 2002-08-01 | Vanderbilt University | Biological markers and diagnostic tests for angiotensin converting enzyme inhibitor- and vasopeptidase inhibitor-associated angioedema |
| US6864363B2 (en) | 2000-11-08 | 2005-03-08 | University Of Georgia Research Foundation, Inc. | Dipeptidylpeptidases and methods of use |
| TWI243162B (en) * | 2000-11-10 | 2005-11-11 | Taisho Pharmaceutical Co Ltd | Cyanopyrrolidine derivatives |
| US20030055052A1 (en) * | 2000-11-10 | 2003-03-20 | Stefan Peters | FAP-activated anti-tumor compounds |
| US20020155565A1 (en) | 2000-11-10 | 2002-10-24 | Pilar Garin-Chesa | FAP-activated anti-tumor compounds |
| US20030203946A1 (en) | 2000-11-17 | 2003-10-30 | Carsten Behrens | Glucagon antagonists/inverse agonists |
| AU2002237664A1 (en) * | 2000-11-20 | 2002-05-27 | Bristol-Myers Squibb Company | Pyridone derivatives as AP2 inhibitors |
| MXPA03005152A (es) | 2000-12-11 | 2004-10-14 | Tularik Inc | Antogonista de cxcr3. |
| EP1354882A1 (en) | 2000-12-27 | 2003-10-22 | Kyowa Hakko Kogyo Co., Ltd. | Dipeptidyl peptidase iv inhibitor |
| DE10100053A1 (de) | 2001-01-02 | 2002-08-22 | Keyneurotek Ag I G | Verwendung von Enzyminhibitoren der Dipeptidylpeptidase IV sowie der Aminopeptidase N und pharmazeutischen Zubereitungen daraus zur Prävention und/oder Therapie Ischämie-bedingter akuter und chronischer neurodegenerativer Prozesse und Erkrankungen |
| PL364221A1 (en) * | 2001-02-02 | 2004-12-13 | Takeda Chemical Industries, Ltd. | Fused heterocyclic compounds |
| TWI255817B (en) | 2001-02-14 | 2006-06-01 | Kissei Pharmaceutical | Glucopyranosyloxybenzylbenzene derivatives and medicinal use thereof |
| DK1953162T3 (da) | 2001-02-24 | 2012-09-10 | Boehringer Ingelheim Pharma | Xanthinderivater, deres fremstilling og deres anvendelse som lægemiddel. |
| US6337069B1 (en) * | 2001-02-28 | 2002-01-08 | B.M.R.A. Corporation B.V. | Method of treating rhinitis or sinusitis by intranasally administering a peptidase |
| JP4178816B2 (ja) | 2001-03-15 | 2008-11-12 | 田辺三菱製薬株式会社 | 医薬組成物 |
| EP1372650B1 (en) * | 2001-03-19 | 2008-11-19 | Novartis AG | Combinations comprising an antidiarrheal agent and an epothilone or an epothilone derivative |
| WO2002076450A1 (en) | 2001-03-27 | 2002-10-03 | Merck & Co., Inc. | Dipeptidyl peptidase inhibitors for the treatment or prevention of diabetes |
| FR2822826B1 (fr) * | 2001-03-28 | 2003-05-09 | Servier Lab | Nouveaux derives sulfonyles d'alpha-amino-acides, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| DE10115921A1 (de) | 2001-03-30 | 2002-10-02 | Boehringer Ingelheim Pharma | Verfahren zur Herstellung von 4,6-Diaminopyrimido[5,4-d]pyrimidinen |
| US6890905B2 (en) * | 2001-04-02 | 2005-05-10 | Prosidion Limited | Methods for improving islet signaling in diabetes mellitus and for its prevention |
| GB0109146D0 (en) | 2001-04-11 | 2001-05-30 | Ferring Bv | Treatment of type 2 diabetes |
| PE20021080A1 (es) * | 2001-04-12 | 2003-02-12 | Boehringer Ingelheim Int | Un anticuerpo especifico fapo bibh1 en el tratamiento del cancer |
| US6573287B2 (en) | 2001-04-12 | 2003-06-03 | Bristo-Myers Squibb Company | 2,1-oxazoline and 1,2-pyrazoline-based inhibitors of dipeptidyl peptidase IV and method |
| US7028450B2 (en) | 2001-05-14 | 2006-04-18 | F.R. Drake Company | System and method of processing and packing disk-like objects |
| FR2824825B1 (fr) * | 2001-05-15 | 2005-05-06 | Servier Lab | Nouveaux derives d'alpha-amino-acides, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| US20030060494A1 (en) | 2001-05-18 | 2003-03-27 | Nobuyuki Yasuda | Pharmaceutical use of N-carbamoylazole derivatives |
| US7105556B2 (en) * | 2001-05-30 | 2006-09-12 | Bristol-Myers Squibb Company | Conformationally constrained analogs useful as antidiabetic and antiobesity agents and method |
| US6794379B2 (en) | 2001-06-06 | 2004-09-21 | Tularik Inc. | CXCR3 antagonists |
| EP1406872B1 (en) | 2001-06-20 | 2007-12-19 | Merck & Co., Inc. | Dipeptidyl peptidase inhibitors for the treatment of diabetes |
| WO2003000181A2 (en) | 2001-06-20 | 2003-01-03 | Merck & Co., Inc. | Dipeptidyl peptidase inhibitors for the treatment of diabetes |
| CN1688599A (zh) | 2001-06-27 | 2005-10-26 | 前体生物药物股份有限公司 | 二肽基肽酶iv抑制剂的新用途 |
| DE10150203A1 (de) | 2001-10-12 | 2003-04-17 | Probiodrug Ag | Peptidylketone als Inhibitoren der DPIV |
| DE10154689A1 (de) | 2001-11-09 | 2003-05-22 | Probiodrug Ag | Substituierte Aminoketonverbindungen |
| US20030135023A1 (en) | 2001-06-27 | 2003-07-17 | Hans-Ulrich Demuth | Peptide structures useful for competitive modulation of dipeptidyl peptidase IV catalysis |
| US20030130199A1 (en) | 2001-06-27 | 2003-07-10 | Von Hoersten Stephan | Dipeptidyl peptidase IV inhibitors and their uses as anti-cancer agents |
| ES2296962T3 (es) | 2001-06-27 | 2008-05-01 | Smithkline Beecham Corporation | Pirrolidinas como inhibidores de dipeptidil peptidasa. |
| ATE374181T1 (de) | 2001-06-27 | 2007-10-15 | Smithkline Beecham Corp | Fluorpyrrolidine als dipeptidylpeptidaseinhibitoren |
| US7368421B2 (en) * | 2001-06-27 | 2008-05-06 | Probiodrug Ag | Use of dipeptidyl peptidase IV inhibitors in the treatment of multiple sclerosis |
| CN1321682C (zh) | 2001-06-27 | 2007-06-20 | 前体生物药物股份有限公司 | 新的二肽基肽酶iv抑制剂和它们作为抗癌药的用途 |
| ES2291477T3 (es) | 2001-06-27 | 2008-03-01 | Smithkline Beecham Corporation | Fluoropirrolidinas como inhibidores de dipeptidil peptidasa. |
| US6869947B2 (en) * | 2001-07-03 | 2005-03-22 | Novo Nordisk A/S | Heterocyclic compounds that are inhibitors of the enzyme DPP-IV |
| UA74912C2 (en) * | 2001-07-06 | 2006-02-15 | Merck & Co Inc | Beta-aminotetrahydroimidazo-(1,2-a)-pyrazines and tetratriazolo-(4,3-a)-pyrazines as inhibitors of dipeptylpeptidase for the treatment or prevention of diabetes |
| WO2003007888A2 (en) | 2001-07-20 | 2003-01-30 | Adipogenix, Inc. | Fat accumulation-modulating compounds |
| TW524754B (en) | 2001-07-24 | 2003-03-21 | Nano Dynamics Inc | Ink supplying cassette having under pressure regulation mechanism |
| EP1285922A1 (en) | 2001-08-13 | 2003-02-26 | Warner-Lambert Company | 1-Alkyl or 1-cycloalkyltriazolo[4,3-a]quinazolin-5-ones as phosphodiesterase inhibitors |
| US7279550B2 (en) | 2001-08-13 | 2007-10-09 | Probiodrug Ag | Irreversible cysteine protease inhibitors of legumain |
| JP2003128551A (ja) | 2001-08-15 | 2003-05-08 | Sankyo Co Ltd | 新規抗糖尿病医薬組成物 |
| DE10143840A1 (de) | 2001-09-06 | 2003-03-27 | Probiodrug Ag | Neue Inhibitoren der Dipeptidylpeptidase I |
| US6844316B2 (en) * | 2001-09-06 | 2005-01-18 | Probiodrug Ag | Inhibitors of dipeptidyl peptidase I |
| JPWO2003024942A1 (ja) | 2001-09-14 | 2004-12-24 | 三菱ウェルファーマ株式会社 | チアゾリジン誘導体およびその医薬用途 |
| US20030186963A1 (en) | 2001-09-14 | 2003-10-02 | Dorwald Florencio Zaragoza | Substituted piperidines |
| US6673829B2 (en) * | 2001-09-14 | 2004-01-06 | Novo Nordisk A/S | Aminoazetidine,-pyrrolidine and -piperidine derivatives |
| AU2002331311A1 (en) | 2001-09-19 | 2003-04-01 | Novo Nordisk A/S | Heterocyclic compounds that are inhibitors of the enzyme dpp-iv |
| JP4368682B2 (ja) | 2001-09-21 | 2009-11-18 | 田辺三菱製薬株式会社 | ３−置換−４−ピリミドン誘導体 |
| KR100881821B1 (ko) | 2001-09-21 | 2009-02-03 | 미쓰비시 타나베 파마 코퍼레이션 | 3-치환-4-피리미돈 유도체 |
| ES2329881T3 (es) | 2001-09-21 | 2009-12-02 | Bristol-Myers Squibb Company | Compuestos que contienen lactama y derivados de los mismos como inhibidores del factor xa. |
| US7019010B2 (en) | 2001-09-27 | 2006-03-28 | Novertis Ag | Combinations |
| KR20040041649A (ko) * | 2001-10-01 | 2004-05-17 | 브리스톨-마이어스 스큅 컴퍼니 | 항염증제로서 유용한 스피로-히단토인 화합물 |
| WO2003030946A1 (en) | 2001-10-09 | 2003-04-17 | Novartis Ag | Regulation of insulin production |
| US7064135B2 (en) | 2001-10-12 | 2006-06-20 | Novo Nordisk Inc. | Substituted piperidines |
| TWI301834B (en) | 2001-10-22 | 2008-10-11 | Eisai R&D Man Co Ltd | Pyrimidone compound and pharmaceutical composition including the same |
| GB0125445D0 (en) * | 2001-10-23 | 2001-12-12 | Ferring Bv | Protease Inhibitors |
| US6861440B2 (en) * | 2001-10-26 | 2005-03-01 | Hoffmann-La Roche Inc. | DPP IV inhibitors |
| EP1442028A4 (en) * | 2001-11-06 | 2009-11-04 | Bristol Myers Squibb Co | SUBSTITUTED ACID DERIVATIVES, WHICH APPRECIATE AS ANTIDIBILICS AND AGENTS AGAINST OBESITAS, AND METHODS |
| US20030125304A1 (en) * | 2001-11-09 | 2003-07-03 | Hans-Ulrich Demuth | Substituted amino ketone compounds |
| US20030089935A1 (en) * | 2001-11-13 | 2003-05-15 | Macronix International Co., Ltd. | Non-volatile semiconductor memory device with multi-layer gate insulating structure |
| US20030093697A1 (en) * | 2001-11-13 | 2003-05-15 | Lin Wen Chi | Method for preventing unauthorized persons from entering and using a computer facility |
| CA2837936A1 (en) | 2001-11-26 | 2003-06-05 | Trustees Of Tufts College | Peptidomimetic inhibitors of post-proline cleaving enzymes |
| WO2003045228A2 (en) | 2001-11-26 | 2003-06-05 | Trustees Of Tufts College | Methods for treating autoimmune disorders, and reagents related thereto |
| IL161717A0 (en) | 2001-11-26 | 2004-09-27 | Schering Corp | Piperidine-based mch antagonists for treatment of obesity and cns disorders |
| AU2002350217A1 (en) | 2001-12-04 | 2003-06-17 | Bristol-Myers Squibb Company | Glycinamides as factor xa inhibitors |
| US7279470B2 (en) | 2001-12-14 | 2007-10-09 | Novo Nordisk A/S | Compounds and uses thereof for decreasing activity of hormone-sensitive lipase |
| KR101018318B1 (ko) | 2001-12-21 | 2011-03-04 | 노보 노르디스크 에이/에스 | Ｇｋ 활성제로서의 아미드 유도체 |
| TW200301698A (en) | 2001-12-21 | 2003-07-16 | Bristol Myers Squibb Co | Acridone inhibitors of IMPDH enzyme |
| US20050063935A1 (en) * | 2001-12-25 | 2005-03-24 | Fumiyasu Hirai | Adsorbent for cytokine, method of adsorptive removal, and apparatus adsorptive removal |
| US6727261B2 (en) | 2001-12-27 | 2004-04-27 | Hoffman-La Roche Inc. | Pyrido[2,1-A]Isoquinoline derivatives |
| ATE352312T1 (de) | 2001-12-29 | 2007-02-15 | Novo Nordisk As | Kombinierte verwendung einer glp-1-verbindung und eines aldose reduktase inhibitors |
| AU2003201274A1 (en) | 2002-01-11 | 2003-07-24 | Novo Nordisk A/S | Compositions comprising inhibitors of dpp-iv and nep enzymes for the treatment of diabetes |
| US7192601B2 (en) * | 2002-01-18 | 2007-03-20 | Walker Edward B | Antimicrobial and sporicidal composition |
| WO2003063903A2 (en) | 2002-02-01 | 2003-08-07 | Probiodrug Ag | Modulation of t lymphocytes using dp iv inhibitors |
| US7101898B2 (en) | 2002-02-01 | 2006-09-05 | Novo Nordisk A/S | Amides of aminoalkyl-substituted azetidines, pyrrolidines, piperidines and azepanes |
| DE60333166D1 (de) * | 2002-02-13 | 2010-08-12 | Hoffmann La Roche | Pyridin- und pyrimidin-derivate |
| BR0307576A (pt) | 2002-02-13 | 2005-01-11 | Hoffmann La Roche | Compostos; processo para a fabricação de compostos; composições farmacêuticas; método para o tratamento e/ou profilaxia de doenças associadas com o dpp iv; e uso de compostos |
| DE60301491T2 (de) | 2002-02-27 | 2006-05-18 | Pfizer Products Inc., Groton | Acc-hemmer |
| ES2278944T3 (es) | 2002-02-28 | 2007-08-16 | Prosidion Ltd. | Inhibidores de dpiv basados en glutaminilo. |
| ATE507210T1 (de) | 2002-03-07 | 2011-05-15 | X Ceptor Therapeutics Inc | Chinazolinon modulatoren von nukleinrezeptoren |
| US20030232761A1 (en) | 2002-03-28 | 2003-12-18 | Hinke Simon A. | Novel analogues of glucose-dependent insulinotropic polypeptide |
| US20040106802A1 (en) | 2002-04-08 | 2004-06-03 | Torrent Pharmaceuticals Ltd. | Novel compounds and therapeutic uses thereof |
| KR20040105853A (ko) | 2002-04-08 | 2004-12-16 | 토렌트 파마슈티칼스 리미티드 | 티아졸리딘-4-카르보니트릴 및 유사체와디펩티딜-펩티다아제 억제제로서의 용도 |
| JP2003300977A (ja) * | 2002-04-10 | 2003-10-21 | Sumitomo Pharmaceut Co Ltd | キサンチン誘導体 |
| EP2204181A3 (en) | 2002-04-30 | 2010-09-22 | Trustees Of Tufts College | Protease inhibitors |
| TW200307667A (en) * | 2002-05-06 | 2003-12-16 | Bristol Myers Squibb Co | Sulfonylaminovalerolactams and derivatives thereof as factor Xa inhibitors |
| US7057046B2 (en) * | 2002-05-20 | 2006-06-06 | Bristol-Myers Squibb Company | Lactam glycogen phosphorylase inhibitors and method of use |
| EP1551834B1 (en) | 2002-05-23 | 2010-08-25 | Novartis Vaccines and Diagnostics, Inc. | Substituted quinazolinone compounds |
| GB0212412D0 (en) | 2002-05-29 | 2002-07-10 | Novartis Ag | Combination of organic compounds |
| US6710040B1 (en) | 2002-06-04 | 2004-03-23 | Pfizer Inc. | Fluorinated cyclic amides as dipeptidyl peptidase IV inhibitors |
| WO2003101449A2 (en) | 2002-06-04 | 2003-12-11 | Pfizer Products Inc. | Process for the preparation of 3,3,4,4-tetrafluoropyrrolidine and derivatives thereof |
| NZ536794A (en) | 2002-06-06 | 2007-04-27 | Eisai Co Ltd | Condensed imidazole derivatives |
| PL374963A1 (en) | 2002-06-17 | 2005-11-14 | Smithkline Beecham Corporation | Chemical process |
| AU2003276648A1 (en) * | 2002-06-17 | 2003-12-31 | Bristol-Myers Squibb Company | Benzodiazepine inhibitors of mitochondial f¿1?f¿0? atp hydrolase and methods of inhibiting f¿1?f¿0? atp hydrolase |
| SE0201976D0 (sv) | 2002-06-24 | 2002-06-24 | Astrazeneca Ab | Novel compounds |
| US20040054171A1 (en) * | 2002-07-04 | 2004-03-18 | Jensen Anette Frost | Polymorphic forms of a 4H-thieno[3,2-E]-1,2,4-thiadiazine 1,1-dioxide derivative |
| DE60226517D1 (de) | 2002-08-09 | 2008-06-19 | Prosidion Ltd | Dipeptidyl peptidase iv inhibitoren zur senkung der chronische gewichtszunahme |
| MXPA05001783A (es) * | 2002-08-13 | 2005-04-25 | Warner Lambert Co | Derivados de pirimidina-2,4-diona como inhibidores de las metaloproteinasas de matriz. |
| EA010303B1 (ru) | 2002-08-21 | 2008-08-29 | Бёрингер Ингельхайм Фарма Гмбх Унд Ко. Кг | 8-[3-аминопиперидин-1-ил]ксантины, способ их получения и их применение в качестве лекарственных средств |
| US7407955B2 (en) * | 2002-08-21 | 2008-08-05 | Boehringer Ingelheim Pharma Gmbh & Co., Kg | 8-[3-amino-piperidin-1-yl]-xanthines, the preparation thereof and their use as pharmaceutical compositions |
| US7495005B2 (en) | 2002-08-22 | 2009-02-24 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Xanthine derivatives, their preparation and their use in pharmaceutical compositions |
| US6998502B1 (en) * | 2002-09-05 | 2006-02-14 | Sabinsa Corporation | Convenient process of manufacture for difluoromethylornithine and related compounds |
| EP1398032A1 (en) | 2002-09-10 | 2004-03-17 | PheneX Pharmaceuticals AG | 4-Oxo-quinazolines as LXR nuclear receptor binding compounds |
| JP2004123738A (ja) | 2002-09-11 | 2004-04-22 | Takeda Chem Ind Ltd | 徐放性製剤 |
| US20040058876A1 (en) * | 2002-09-18 | 2004-03-25 | Torsten Hoffmann | Secondary binding site of dipeptidyl peptidase IV (DP IV) |
| ATE461212T1 (de) | 2002-09-18 | 2010-04-15 | Prosidion Ltd | Sekundäre bindungsstelle von dipeptidylpeptidase iv (dp iv) |
| US7262207B2 (en) | 2002-09-19 | 2007-08-28 | Abbott Laboratories | Pharmaceutical compositions as inhibitors of dipeptidyl peptidase-IV (DPP-IV) |
| US6869966B2 (en) * | 2002-09-30 | 2005-03-22 | Banyu Pharmaceutical Co., Ltd. | N-substituted-2-oxodihydropyridine derivatives |
| DE60320008T2 (de) | 2002-10-18 | 2009-06-18 | Merck & Co., Inc. | Heterozyklische beta-aminoverbindungen als inhibitoren des dipeptidylpeptidase zur behandlung bzw. prevention von diabetes |
| EP1553947A4 (en) | 2002-10-21 | 2006-11-29 | Bristol Myers Squibb Co | QUINAZOLINONES AND DERIVATIVES THEREOF AS FACTOR XA INHIBITORS |
| EP1553937B1 (en) | 2002-10-23 | 2010-06-02 | Bristol-Myers Squibb Company | Glycinenitrile-based inhibitors of dipeptidyl peptidase iv |
| US7482337B2 (en) | 2002-11-08 | 2009-01-27 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Xanthine derivatives, the preparation thereof and their use as pharmaceutical compositions |
| MXPA05005260A (es) | 2002-11-18 | 2005-07-25 | Pfizer Prod Inc | Amidas ciclicas fluoradas que inhiben la dipeptidil peptidasa iv. |
| DE10254304A1 (de) | 2002-11-21 | 2004-06-03 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Xanthinderivate, deren Herstellung und deren Verwendung als Arzneimittel |
| US7109192B2 (en) * | 2002-12-03 | 2006-09-19 | Boehringer Ingelheim Pharma Gmbh & Co Kg | Substituted imidazo-pyridinones and imidazo-pyridazinones, the preparation thereof and their use as pharmaceutical compositions |
| DE10256264A1 (de) | 2002-12-03 | 2004-06-24 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue substituierte Imidazo-pyridinone und Imidazo-pyridazinone, ihre Herstellung und ihre Verwendung als Arzneimittel |
| US7135467B2 (en) | 2003-01-13 | 2006-11-14 | Bristol-Myers Squibb Company | HIV integrase inhibitors |
| US7148246B2 (en) | 2003-02-27 | 2006-12-12 | Sanofi-Aventis Deutschland Gmbh | Cycloalkyl derivatives having bioisosteric carboxylic acid groups, processes for their preparation and their use as pharmaceuticals |
| US20050014732A1 (en) * | 2003-03-14 | 2005-01-20 | Pharmacia Corporation | Combination of an aldosterone receptor antagonist and an anti-diabetic agent |
| US20040242568A1 (en) | 2003-03-25 | 2004-12-02 | Syrrx, Inc. | Dipeptidyl peptidase inhibitors |
| TWI357408B (en) | 2003-03-26 | 2012-02-01 | Mitsubishi Tanabe Pharma Corp | 3-substituted-4-pyrimidone derivatives |
| KR20060009902A (ko) * | 2003-05-05 | 2006-02-01 | 프로비오드룩 아게 | 글루타미닐 및 글루타메이트 사이클라제의 이펙터의 용도 |
| JP4806628B2 (ja) * | 2003-05-05 | 2011-11-02 | プロビオドルグ エージー | グルタミニルシクラーゼ阻害剤 |
| WO2004099134A2 (en) | 2003-05-05 | 2004-11-18 | Prosidion Ltd. | Glutaminyl based dp iv-inhibitors |
| US7638638B2 (en) | 2003-05-14 | 2009-12-29 | Takeda San Diego, Inc. | Dipeptidyl peptidase inhibitors |
| US7566707B2 (en) * | 2003-06-18 | 2009-07-28 | Boehringer Ingelheim International Gmbh | Imidazopyridazinone and imidazopyridone derivatives, the preparation thereof and their use as pharmaceutical compositions |
| EP1638968B1 (en) | 2003-06-20 | 2009-07-29 | F.Hoffmann-La Roche Ag | Hexahydropyridoisoqinolines as dpp-iv inhibitors |
| DE602004030244D1 (de) | 2003-06-20 | 2011-01-05 | Hoffmann La Roche | Itoren |
| JO2625B1 (en) * | 2003-06-24 | 2011-11-01 | ميرك شارب اند دوم كوربوريشن | Phosphoric acid salts of dipeptidyl betidase inhibitor 4 |
| US7015226B2 (en) * | 2003-07-07 | 2006-03-21 | Neurocrine Biosciences, Inc. | Gonadotropin-releasing hormone receptor antagonists and methods relating thereto |
| AU2004257636B2 (en) * | 2003-07-07 | 2011-01-06 | Neurocrine Biosciences, Inc. | Pyrimidine-2,4-dione derivatives as gonadotropin-releasing hormone receptor antagonists |
| DK1646389T3 (da) * | 2003-07-07 | 2009-01-05 | Neurocrine Biosciences Inc | Pyrimidin-2,4-dionderivater som gonadotropinfrigörende hormonreceptorantagonister |
| US6995183B2 (en) * | 2003-08-01 | 2006-02-07 | Bristol Myers Squibb Company | Adamantylglycine-based inhibitors of dipeptidyl peptidase IV and methods |
| ZA200602051B (en) | 2003-08-13 | 2007-10-31 | Takeda Pharmaceutical | 4-pyrimidone derivatives and their use as peptidyl peptidase inhibitors |
| WO2005019168A2 (en) * | 2003-08-20 | 2005-03-03 | Pfizer Products Inc. | Fluorinated lysine derivatives as dipeptidyl peptidase iv inhibitors |
| WO2005026148A1 (en) | 2003-09-08 | 2005-03-24 | Takeda San Diego, Inc. | Dipeptidyl peptidase inhibitors |
| EP1697342A2 (en) | 2003-09-08 | 2006-09-06 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
| US7238107B2 (en) | 2003-09-29 | 2007-07-03 | Mcvay Iii Julian Clyde | Consonant pain |
| KR101099206B1 (ko) * | 2004-02-05 | 2011-12-27 | 프로비오드룩 아게 | 신규한 글루타미닐 시클라제 저해제 |
| UA85871C2 (uk) | 2004-03-15 | 2009-03-10 | Такеда Фармасьютікал Компані Лімітед | Інгібітори дипептидилпептидази |
| JP4958774B2 (ja) * | 2004-07-02 | 2012-06-20 | コーセプト セラピューティクス， インコーポレイテッド | 改変されたピリミジン糖質コルチコイドレセプター調節因子 |
| US7872124B2 (en) | 2004-12-21 | 2011-01-18 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
| AU2006290908C1 (en) | 2005-09-14 | 2014-04-03 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors for treating diabetes |
| CN101374523B (zh) | 2005-09-14 | 2012-04-11 | 武田药品工业株式会社 | 用于治疗糖尿病的二肽基肽酶抑制剂 |
| TW200745079A (en) | 2005-09-16 | 2007-12-16 | Takeda Pharmaceuticals Co | Polymorphs of benzoate salt of 2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-benzonitrile and methods of use therefor |
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