HRP20020785A2 - Novel piperazine derivatives - Google Patents

Novel piperazine derivatives Download PDF

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Publication number
HRP20020785A2
HRP20020785A2 HRP20020785A HRP20020785A2 HR P20020785 A2 HRP20020785 A2 HR P20020785A2 HR P20020785 A HRP20020785 A HR P20020785A HR P20020785 A2 HRP20020785 A2 HR P20020785A2
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Croatia
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alkyl
alkylsulfonylamino
alkylamino
aryl
alkylureido
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English (en)
Croatian (hr)
Inventor
Laura Cook Blumberg
Matthew Frank Brown
Molly Ann Mcglynn
Christopher Stanley Poss
Ronald Paul Gladue
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Pfizer Prod Inc
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Publication of HRP20020785A2 publication Critical patent/HRP20020785A2/hr

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HRP20020785 2000-03-31 2002-09-30 Novel piperazine derivatives HRP20020785A2 (en)

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Families Citing this family (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE336237T1 (de) * 2001-02-27 2006-09-15 Migenix Corp Aryl-n-cyanoguanidine derivate und deren verwendung
CN1529699A (zh) 2001-06-20 2004-09-15 �Ʒ� 新的磺酸衍生物
US6812230B2 (en) * 2001-08-07 2004-11-02 Schering Aktiengesellschaft Non-peptide CCR1 receptor antagonists for the treatment of progressive renal fibrosis
US7354923B2 (en) * 2001-08-10 2008-04-08 Palatin Technologies, Inc. Piperazine melanocortin-specific compounds
US7732451B2 (en) * 2001-08-10 2010-06-08 Palatin Technologies, Inc. Naphthalene-containing melanocortin receptor-specific small molecule
WO2003013571A1 (en) * 2001-08-10 2003-02-20 Palatin Technologies, Inc. Peptidomimetics of biologically active metallopeptides
US7718802B2 (en) 2001-08-10 2010-05-18 Palatin Technologies, Inc. Substituted melanocortin receptor-specific piperazine compounds
US7456184B2 (en) 2003-05-01 2008-11-25 Palatin Technologies Inc. Melanocortin receptor-specific compounds
US7655658B2 (en) 2001-08-10 2010-02-02 Palatin Technologies, Inc. Thieno [2,3-D]pyrimidine-2,4-dione melanocortin-specific compounds
CN1575283A (zh) * 2001-10-22 2005-02-02 辉瑞产品公司 具有ccr1受体拮抗剂活性的哌嗪衍生物
CA2473461C (en) * 2002-01-11 2011-11-01 Sankyo Company, Limited Amino alcohol derivative or phosphonic acid derivative and medicinal composition containing these
US7589199B2 (en) 2002-06-12 2009-09-15 Chemocentryx, Inc. Substituted piperazines
US7842693B2 (en) * 2002-06-12 2010-11-30 Chemocentryx, Inc. Substituted piperazines
US20050256130A1 (en) * 2002-06-12 2005-11-17 Chemocentryx, Inc. Substituted piperazines
JP4723242B2 (ja) 2002-06-12 2011-07-13 ケモセントリックス インコーポレーティッド 炎症および免疫障害治療用ｃｃｒ１アンタゴニストとして使用するための１−アリール−４−置換ピペラジン誘導体
US20040092529A1 (en) * 2002-10-30 2004-05-13 Pfizer Inc Methods of using piperazine derivatives
US20040087571A1 (en) * 2002-10-30 2004-05-06 Pfizer Inc Methods of using CCR1 antagonists as immunomodulatory agents
US20040116441A1 (en) * 2002-10-30 2004-06-17 Pfizer Inc Methods of using sulfonic acid derivatives
JP2006509815A (ja) * 2002-12-13 2006-03-23 ファイザー・プロダクツ・インク 新規なリン含有誘導体
US7727990B2 (en) 2003-05-01 2010-06-01 Palatin Technologies, Inc. Melanocortin receptor-specific piperazine and keto-piperazine compounds
US7727991B2 (en) 2003-05-01 2010-06-01 Palatin Technologies, Inc. Substituted melanocortin receptor-specific single acyl piperazine compounds
US7968548B2 (en) 2003-05-01 2011-06-28 Palatin Technologies, Inc. Melanocortin receptor-specific piperazine compounds with diamine groups
SI21507A (sl) 2003-05-16 2004-12-31 LEK farmacevtska dru�ba d.d. Postopek za pripravo spojin z ace inhibitornim delovanjem
WO2005016344A1 (en) * 2003-08-14 2005-02-24 Pfizer Limited Piperazine derivatives for the treatment of hiv infections
FR2864080B1 (fr) 2003-12-23 2006-02-03 Sanofi Synthelabo Derives de 1-piperazine-et-1-homopiperazine-carboxylates, leur preparation et leur application en therapeutique
US20050192282A1 (en) * 2004-02-06 2005-09-01 Schering Aktiengesellschaft Chemokine inhibiting piperazine derivatives and their use to treat multiple myeloma
BRPI0507944A (pt) 2004-02-24 2007-07-24 Sankyo Co composição farmacêutica
SE0400441D0 (sv) 2004-02-25 2004-02-25 Active Biotech Ab Novel Benzofurans and Indols
FR2866888B1 (fr) 2004-02-26 2006-05-05 Sanofi Synthelabo Derives de alkylpiperazine- et alkylhomopiperazine- carboxylates, leur preparation et leur application en therapeutique
US7435831B2 (en) * 2004-03-03 2008-10-14 Chemocentryx, Inc. Bicyclic and bridged nitrogen heterocycles
CA2558211C (en) * 2004-03-03 2013-09-03 Chemocentryx, Inc. Bicyclic and bridged nitrogen heterocycles
US7709484B1 (en) 2004-04-19 2010-05-04 Palatin Technologies, Inc. Substituted melanocortin receptor-specific piperazine compounds
EP1893569A4 (en) * 2005-06-10 2009-08-05 Elixir Pharmaceuticals Inc SULPHONAMIDE COMPOUNDS AND ITS USES
US7829589B2 (en) * 2005-06-10 2010-11-09 Elixir Pharmaceuticals, Inc. Sulfonamide compounds and uses thereof
US8604031B2 (en) * 2006-05-18 2013-12-10 Mannkind Corporation Intracellular kinase inhibitors
US7834017B2 (en) 2006-08-11 2010-11-16 Palatin Technologies, Inc. Diamine-containing, tetra-substituted piperazine compounds having identical 1- and 4-substituents
US20080102505A1 (en) * 2006-09-18 2008-05-01 Petrie Thomas R Jr Method of treating viral infections with ultraviolet light
MX2012007172A (es) * 2010-01-05 2012-07-03 Actelion Pharmaceuticals Ltd Piperazinas como agentes antimalaria.
US9439884B2 (en) * 2011-05-26 2016-09-13 Beth Israel Deaconess Medical Center, Inc. Methods for the treatment of immune disorders
AU2013271378A1 (en) 2012-06-07 2014-12-18 Beth Israel Deaconess Medical Center, Inc. Methods and compositions for the inhibition of Pin1
US10351914B2 (en) 2014-07-17 2019-07-16 Beth Israel Deaconess Medical Center, Inc. Biomarkers for Pin1-associated disorders
WO2016145186A1 (en) 2015-03-12 2016-09-15 Beth Israel Deaconess Medical Center, Inc. Enhanced atra-related compounds for the treatment of proliferative diseases, autoimmune diseases, and addiction conditions
US11166912B2 (en) 2016-03-03 2021-11-09 Ctt Pharma Inc. Orally administrable composition
EP3668840A1 (en) 2017-08-15 2020-06-24 Inflazome Limited Novel sulfonamide carboxamide compounds
US11072610B2 (en) 2018-09-12 2021-07-27 Novartis Ag Antiviral pyridopyrazinedione compounds
TW202126649A (zh) 2019-09-26 2021-07-16 瑞士商諾華公司 抗病毒吡唑并吡啶酮化合物
CN113754566B (zh) * 2021-10-14 2023-03-21 山东新华制药股份有限公司 Oab-14合成工艺

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE640616A (ru) * 1962-12-19
US3492397A (en) * 1967-04-07 1970-01-27 Warner Lambert Pharmaceutical Sustained release dosage in the pellet form and process thereof
US3538214A (en) * 1969-04-22 1970-11-03 Merck & Co Inc Controlled release medicinal tablets
US4060596A (en) * 1972-09-30 1977-11-29 Sony Corporation Method of making goethite powder
US4173626A (en) * 1978-12-11 1979-11-06 Merck & Co., Inc. Sustained release indomethacin
JP2651043B2 (ja) * 1990-07-10 1997-09-10 麒麟麦酒株式会社 ジフェニルメチルピペラジン誘導体
FR2724656B1 (fr) * 1994-09-15 1996-12-13 Adir Nouveaux derives du benzopyranne, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
US6207665B1 (en) * 1997-06-12 2001-03-27 Schering Aktiengesellschaft Piperazine derivatives and their use as anti-inflammatory agents

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