OA12790A - New inhibitors of histone deacetylase. - Google Patents
New inhibitors of histone deacetylase. Download PDFInfo
- Publication number
- OA12790A OA12790A OA1200400244A OA1200400244A OA12790A OA 12790 A OA12790 A OA 12790A OA 1200400244 A OA1200400244 A OA 1200400244A OA 1200400244 A OA1200400244 A OA 1200400244A OA 12790 A OA12790 A OA 12790A
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- OA
- OAPI
- Prior art keywords
- 6alkyl
- alkyl
- hydroxyci
- amino
- 4alkyl
- Prior art date
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Families Citing this family (187)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6951862B2 (en) | 1998-06-30 | 2005-10-04 | Neuromed Technologies, Inc. | Calcium channel blockers comprising two benzhydril moieties |
US7186726B2 (en) | 1998-06-30 | 2007-03-06 | Neuromed Pharmaceuticals Ltd. | Preferentially substituted calcium channel blockers |
AU2002327627B2 (en) | 2001-09-14 | 2006-09-14 | Methylgene Inc. | Inhibitors of histone deacetylase |
US7868204B2 (en) | 2001-09-14 | 2011-01-11 | Methylgene Inc. | Inhibitors of histone deacetylase |
US6897220B2 (en) | 2001-09-14 | 2005-05-24 | Methylgene, Inc. | Inhibitors of histone deacetylase |
US7390813B1 (en) | 2001-12-21 | 2008-06-24 | Xenon Pharmaceuticals Inc. | Pyridylpiperazines and aminonicotinamides and their use as therapeutic agents |
EP1485348B1 (en) | 2002-03-13 | 2008-06-11 | Janssen Pharmaceutica N.V. | Carbonylamino-derivatives as novel inhibitors of histone deacetylase |
CN100445276C (zh) * | 2002-03-13 | 2008-12-24 | 詹森药业有限公司 | 用作组蛋白去乙酰酶抑制剂的磺酰基衍生物 |
US7767679B2 (en) | 2002-03-13 | 2010-08-03 | Janssen Pharmaceutica N.V. | Sulfonylamino-derivatives as novel inhibitors of histone deacetylase |
WO2003076438A1 (en) * | 2002-03-13 | 2003-09-18 | Janssen Pharmaceutica N.V. | Piperazinyl-, piperidinyl- and morpholinyl-derivatives as novel inhibitors of histone deacetylase |
EA007272B1 (ru) * | 2002-03-13 | 2006-08-25 | Янссен Фармацевтика Н. В. | Новые ингибиторы гистондеацетилазы |
TWI319387B (en) | 2002-04-05 | 2010-01-11 | Astrazeneca Ab | Benzamide derivatives |
EP1547617B1 (en) * | 2002-08-20 | 2010-04-28 | Astellas Pharma Inc. | Arthrodial cartilage extracellular matrix degradation inhibitor |
WO2004024710A1 (en) * | 2002-09-13 | 2004-03-25 | Glaxo Group Limited | Urea compounds active as vanilloid receptor antagonists for the treatment of pain |
US20040127571A1 (en) * | 2002-09-19 | 2004-07-01 | University Of South Florida | Method of Treating Leukemia with a Combination of Suberoylanilide Hydromaxic Acid and Imatinib Mesylate |
WO2004052292A2 (en) * | 2002-12-06 | 2004-06-24 | University Of South Florida | Histone deacetylase inhibitor enhancement of trail-induced apoptosis |
PL1622569T3 (pl) | 2003-04-24 | 2016-06-30 | Incyte Holdings Corp | Pochodne aza spiro alkanów jako inhibitory metaloproteaz |
WO2005011654A2 (en) | 2003-07-29 | 2005-02-10 | Xenon Pharmaceuticals Inc. | Pyridyl derivatives and their use as therapeutic agents |
AU2004261267B9 (en) | 2003-07-30 | 2009-04-09 | Xenon Pharmaceuticals Inc. | Pyridyl derivatives and their use as therapeutic agents |
BRPI0412348A (pt) | 2003-07-30 | 2006-09-05 | Xenon Pharmaceuticals Inc | derivados de piperazina e seu uso como agentes terapêuticos |
JP4831577B2 (ja) | 2003-07-30 | 2011-12-07 | ゼノン・ファーマシューティカルズ・インコーポレイテッド | ピリダジン誘導体および治療剤としての用途 |
ES2568769T3 (es) | 2003-07-30 | 2016-05-04 | Xenon Pharmaceuticals Inc. | Derivados de piperazina y su uso como agentes terapéuticos |
US7754711B2 (en) | 2003-07-30 | 2010-07-13 | Xenon Pharmaceuticals Inc. | Pyridazine derivatives and their use as therapeutic agents |
WO2005030705A1 (en) | 2003-09-24 | 2005-04-07 | Methylgene, Inc. | Inhibitors of histone deacetylase |
US7253204B2 (en) | 2004-03-26 | 2007-08-07 | Methylgene Inc. | Inhibitors of histone deacetylase |
JP2007532492A (ja) * | 2004-04-09 | 2007-11-15 | ニューロメッド ファーマシューティカルズ リミテッド | カルシウムチャネルブロッカーとしてのジアリールアミン誘導体 |
WO2005110413A2 (en) | 2004-05-19 | 2005-11-24 | Solvay Pharmaceuticals Gmbh | Medicaments containing n-sulfamoyl-n'-arylpiperazines for the prophylaxis or treatment of obesity and related conditions |
GB0412072D0 (en) * | 2004-05-28 | 2004-06-30 | Syngenta Participations Ag | Chemical compounds |
CA2566525A1 (en) | 2004-06-14 | 2005-12-22 | F. Hoffmann-La Roche Ag | Thiophene derivatives, their manufacture and use as pharmaceutical agents |
CA2566515A1 (en) | 2004-06-14 | 2005-12-22 | F. Hoffmann-La Roche Ag | Thiophene hydroxamic acid derivatives and their use as hdac inhibitors |
EP1781639B1 (en) * | 2004-07-28 | 2012-01-25 | Janssen Pharmaceutica NV | Substituted indolyl alkyl amino derivatives as novel inhibitors of histone deacetylase |
ME01058B (me) * | 2004-07-28 | 2012-10-20 | Janssen Pharmaceutica Nv | Supstituisani derivati propenil piperazina kao novi inhibitori histonske deacetilaze |
EP1776358B1 (en) * | 2004-07-28 | 2009-05-27 | Janssen Pharmaceutica N.V. | Substituted propenyl piperazine derivatives as novel inhibitors of histone deacetylase |
MX2007001634A (es) * | 2004-08-11 | 2007-04-23 | Kyorin Seiyaku Kk | Nuevo derivado de acido amino benzoico ciclico. |
TW200626155A (en) | 2004-09-20 | 2006-08-01 | Xenon Pharmaceuticals Inc | Heterocyclic derivatives and their use as therapeutic agents |
AR051095A1 (es) | 2004-09-20 | 2006-12-20 | Xenon Pharmaceuticals Inc | Derivados heterociclicos y su uso comoinhibidores de la estearoil-coa desaturasa |
AU2005329423A1 (en) | 2004-09-20 | 2006-09-28 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as stearoyl-CoA desaturase inhibitors |
CN101083982A (zh) | 2004-09-20 | 2007-12-05 | 泽农医药公司 | 用于治疗硬脂酰CoA去饱和酶介导的疾病的杂环衍生物 |
WO2006034279A1 (en) | 2004-09-20 | 2006-03-30 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as therapeutic agents |
BRPI0515478A (pt) | 2004-09-20 | 2008-07-22 | Xenon Pharmaceuticals Inc | derivados heterocìclicos e seu uso como mediadores de estearoil-coa-desaturase |
CN101084207A (zh) | 2004-09-20 | 2007-12-05 | 泽农医药公司 | 杂环衍生物及其作为硬脂酰CoA去饱和酶抑制剂的用途 |
TW200626154A (en) | 2004-09-20 | 2006-08-01 | Xenon Pharmaceuticals Inc | Heterocyclic derivatives and their use as therapeutic agents |
GB0421908D0 (en) | 2004-10-01 | 2004-11-03 | Angeletti P Ist Richerche Bio | New uses |
US7855205B2 (en) * | 2004-10-29 | 2010-12-21 | Janssen Pharmaceutica Nv | Pyrimidinyl substituted fused-pyrrolyl compounds useful in treating kinase disorders |
WO2006082834A1 (ja) * | 2005-02-02 | 2006-08-10 | Kowa Co., Ltd. | ケラチノサイト増殖に起因する疾患の予防・治療剤 |
EP2502649A1 (en) | 2005-02-03 | 2012-09-26 | TopoTarget UK Limited | Combination therapy using HDAC inhibitors and erlotinib for treating cancer |
CA2596015A1 (en) | 2005-02-14 | 2006-08-24 | Sampath K. Anandan | Fused heterocyclic compounds useful as inhibitors of histone deacetylase |
CA2598456A1 (en) * | 2005-02-16 | 2006-08-24 | Schering Corporation | Heterocyclic substituted piperazines with cxcr3 antagonist activity |
CN101203509B (zh) * | 2005-02-16 | 2013-05-08 | 默沙东公司 | 具有cxcr3拮抗剂活性的胺-连接的吡啶基和苯基取代的哌嗪-哌啶 |
AU2006223086A1 (en) * | 2005-03-11 | 2006-09-21 | The Regents Of The University Of Colorado | Histone deacetylase inhibitors sensitize cancer cells to epidermal growth factor inhibitors |
CN101163471A (zh) | 2005-04-20 | 2008-04-16 | 默克公司 | 含有氨基甲酸酯、脲、酰胺和磺酰胺取代的苯并噻吩异羟肟酸衍生物 |
WO2006115845A1 (en) | 2005-04-20 | 2006-11-02 | Merck & Co., Inc. | Benzothiophene derivatives |
JP2008536925A (ja) | 2005-04-20 | 2008-09-11 | メルク エンド カムパニー インコーポレーテッド | ベンゾチオフェンヒドロキサム酸誘導体 |
GB0509225D0 (en) | 2005-05-05 | 2005-06-15 | Chroma Therapeutics Ltd | Inhibitors of enzymatic activity |
GB0509223D0 (en) | 2005-05-05 | 2005-06-15 | Chroma Therapeutics Ltd | Enzyme inhibitors |
KR101329437B1 (ko) | 2005-05-13 | 2013-11-14 | 토포타겟 유케이 리미티드 | Hdac 억제제의 약학 제형 |
WO2006122926A1 (en) | 2005-05-18 | 2006-11-23 | Janssen Pharmaceutica N.V. | Substituted aminopropenyl piperidine or morpholine derivatives as novel inhibitors of histone deacetylase |
GB0510204D0 (en) * | 2005-05-19 | 2005-06-22 | Chroma Therapeutics Ltd | Enzyme inhibitors |
BRPI0611187A2 (pt) | 2005-06-03 | 2010-08-24 | Xenon Pharmaceuticals Inc | derivados aminotiazàis como inibidores da estearoil-coa desaturase humana |
CA2610196A1 (en) * | 2005-06-09 | 2006-12-14 | Merck Frosst Canada Ltd. | Azacyclohexane derivatives as inhibitors of stearoyl-coenzyme a delta-9 desaturase |
ATE533759T1 (de) * | 2005-06-23 | 2011-12-15 | Janssen Pharmaceutica Nv | Imidazolinon- und hydantoinderivate als neue inhibitoren von histondeacetylase |
CA2612420A1 (en) | 2005-06-24 | 2007-01-04 | Merck & Co., Inc. | Modified malonate derivatives |
CN101263121A (zh) * | 2005-07-14 | 2008-09-10 | 塔克达圣地亚哥公司 | 组蛋白脱乙酰基酶抑制剂 |
WO2007009236A1 (en) * | 2005-07-20 | 2007-01-25 | Merck Frosst Canada Ltd. | Heteroaromatic compounds as inhibitors of stearoyl-coenzyme a delta-9 desaturase |
JP2009506069A (ja) | 2005-08-26 | 2009-02-12 | ブレインセルス,インコーポレイティド | ムスカリン性受容体調節による神経発生 |
EP2258359A3 (en) | 2005-08-26 | 2011-04-06 | Braincells, Inc. | Neurogenesis by muscarinic receptor modulation with sabcomelin |
US20070088043A1 (en) * | 2005-10-18 | 2007-04-19 | Orchid Research Laboratories Limited. | Novel HDAC inhibitors |
AU2006304787A1 (en) | 2005-10-21 | 2007-04-26 | Braincells, Inc. | Modulation of neurogenesis by PDE inhibition |
AU2006307918B2 (en) | 2005-10-27 | 2012-06-21 | Janssen Pharmaceutica N.V. | Squaric acid derivatives as inhibitors of histone deacetylase |
CA2625210A1 (en) | 2005-10-31 | 2007-05-10 | Braincells, Inc. | Gaba receptor mediated modulation of neurogenesis |
KR100696139B1 (ko) * | 2005-11-01 | 2007-03-20 | 한국화학연구원 | 히스톤 디아세틸라제 저해활성을 갖는 알킬카바모일나프탈렌일옥시 옥테노일 하이드록시아마이드 유도체 및그의 제조방법 |
JP5377968B2 (ja) | 2005-11-10 | 2013-12-25 | トポターゲット ユーケー リミテッド | 癌治療のために単独で用いるまたは化学療法薬と併用するヒストンデアセチラーゼ(hdac)阻害剤 |
AR057579A1 (es) | 2005-11-23 | 2007-12-05 | Merck & Co Inc | Compuestos espirociclicos como inhibidores de histona de acetilasa (hdac) |
CA2635015C (en) * | 2006-01-19 | 2014-06-03 | Janssen Pharmaceutica N.V. | Substituted indolyl-alkyl-amino-derivatives as inhibitors of histone deacetylase |
US7888360B2 (en) | 2006-01-19 | 2011-02-15 | Janssen Pharmaceutica N.V. | Pyridine and pyrimidine derivatives as inhibitors of histone deacetylase |
CN101370790B (zh) | 2006-01-19 | 2015-10-21 | 詹森药业有限公司 | 作为组蛋白去乙酰化酶抑制剂的吡啶和嘧啶衍生物 |
EP1979327A1 (en) | 2006-01-19 | 2008-10-15 | Janssen Pharmaceutica, N.V. | Pyridine and pyrimidine derivatives as inhibitors of histone deacetylase |
PT1981874E (pt) | 2006-01-19 | 2009-09-02 | Janssen Pharmactuica N V | Derivados de aminofenil como novos inibidores de histonadesacetilase |
ES2376121T3 (es) | 2006-01-19 | 2012-03-09 | Janssen Pharmaceutica, N.V. | Derivados de heterociclilalquilo como nuevos inhibidores de histona deacetilasa. |
US20070202186A1 (en) | 2006-02-22 | 2007-08-30 | Iscience Interventional Corporation | Apparatus and formulations for suprachoroidal drug delivery |
AU2007221207A1 (en) | 2006-02-28 | 2007-09-07 | Merck Sharp & Dohme Corp. | Inhibitors of histone deacetylase |
US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
GB0605573D0 (en) * | 2006-03-21 | 2006-04-26 | Angeletti P Ist Richerche Bio | Therapeutic Compounds |
US8598168B2 (en) | 2006-04-07 | 2013-12-03 | Methylgene Inc. | Inhibitors of histone deacetylase |
AU2007243519A1 (en) | 2006-04-26 | 2007-11-08 | Merck Sharp & Dohme Corp. | Disubstituted aniline compounds |
US7678808B2 (en) | 2006-05-09 | 2010-03-16 | Braincells, Inc. | 5 HT receptor mediated neurogenesis |
AU2007249399A1 (en) | 2006-05-09 | 2007-11-22 | Braincells, Inc. | Neurogenesis by modulating angiotensin |
US8119652B2 (en) | 2006-05-18 | 2012-02-21 | Merck Sharp & Dohme Corp. | Aryl-fused spirocyclic compounds |
EP2049124A4 (en) | 2006-07-20 | 2010-02-10 | Merck & Co Inc | PHOSPHOR DERIVATIVES AS HISTONDEACETYLASE HEMMER |
EP2068872A1 (en) | 2006-09-08 | 2009-06-17 | Braincells, Inc. | Combinations containing a 4-acylaminopyridine derivative |
US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
GB0619753D0 (en) | 2006-10-06 | 2006-11-15 | Chroma Therapeutics Ltd | Enzyme inhibitors |
KR101181194B1 (ko) | 2006-10-18 | 2012-09-18 | 화이자 프로덕츠 인코포레이티드 | 바이아릴 에터 우레아 화합물 |
BRPI0622100A2 (pt) | 2006-10-30 | 2011-12-27 | Chroma Therapeutics Ltd | hidroxamatos como inibidores de desacetilase de histona |
US20080242648A1 (en) * | 2006-11-10 | 2008-10-02 | Syndax Pharmaceuticals, Inc., A California Corporation | COMBINATION OF ERa+ LIGANDS AND HISTONE DEACETYLASE INHIBITORS FOR THE TREATMENT OF CANCER |
US8030344B2 (en) | 2007-03-13 | 2011-10-04 | Methylgene Inc. | Inhibitors of histone deacetylase |
DK2142529T3 (da) | 2007-04-27 | 2014-02-10 | Purdue Pharma Lp | Trpv1-antagonister og anvendelser deraf |
US7737175B2 (en) | 2007-06-01 | 2010-06-15 | Duke University | Methods and compositions for regulating HDAC4 activity |
US8110550B2 (en) | 2007-06-06 | 2012-02-07 | University Of Maryland, Baltimore | HDAC inhibitors and hormone targeted drugs for the treatment of cancer |
JP5464709B2 (ja) | 2007-06-08 | 2014-04-09 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | ピペリジン/ピペラジン誘導体 |
AU2008258487B2 (en) * | 2007-06-08 | 2012-11-15 | Janssen Pharmaceutica N.V. | Piperidine/piperazine derivatives |
JO2972B1 (en) | 2007-06-08 | 2016-03-15 | جانسين فارماسوتيكا ان. في | Piperidine / piperazine derivatives |
CA2687912C (en) | 2007-06-08 | 2015-11-03 | Janssen Pharmaceutica N.V. | Piperidine/piperazine derivatives |
EP2170339B1 (en) | 2007-06-27 | 2014-10-15 | Merck Sharp & Dohme Corp. | Pyridyl and pyrimidinyl derivatives as histone deacetylase inhibitors |
CA2690191C (en) | 2007-06-27 | 2015-07-28 | Merck Sharp & Dohme Corp. | 4-carboxybenzylamino derivatives as histone deacetylase inhibitors |
WO2009015237A1 (en) * | 2007-07-23 | 2009-01-29 | Syndax Pharmaceuticals, Inc. | Novel compounds and methods of using them |
WO2009015203A1 (en) * | 2007-07-23 | 2009-01-29 | Syndax Pharmaceuticals, Inc. | Novel compounds and methods of using them |
CA2697551C (en) | 2007-09-20 | 2013-03-12 | Irm Llc | Piperidine derivatives as modulators of gpr119 activity |
CN101868446A (zh) | 2007-09-25 | 2010-10-20 | 托波塔吉特英国有限公司 | 某些异羟肟酸化合物的合成方法 |
WO2009058895A1 (en) * | 2007-10-30 | 2009-05-07 | Syndax Pharmaceuticals, Inc. | Administration of an inhibitor of hdac and an mtor inhibitor |
US20090131367A1 (en) * | 2007-11-19 | 2009-05-21 | The Regents Of The University Of Colorado | Combinations of HDAC Inhibitors and Proteasome Inhibitors |
EP2274301B1 (en) | 2008-03-27 | 2012-09-26 | Janssen Pharmaceutica, N.V. | Aza-bicyclohexyl substituted indolyl alkyl amino derivatives as novel inhibitors of histone deacetylase |
US20110182888A1 (en) * | 2008-04-08 | 2011-07-28 | Peter Ordentlich | Administration of an Inhibitor of HDAC, an Inhibitor of HER-2, and a Selective Estrogen Receptor Modulator |
AU2009253892B2 (en) | 2008-06-05 | 2015-07-30 | Janssen Pharmaceutica Nv | Drug combinations comprising a DGAT inhibitor and a PPAR-agonist |
CN102118969B (zh) * | 2008-06-12 | 2017-03-08 | 詹森药业有限公司 | 组胺h4受体的二氨基吡啶、二氨基嘧啶和二氨基哒嗪调节剂 |
BRPI0921496A2 (pt) | 2008-11-04 | 2016-01-19 | Chemocentryx Inc | composto, composição farmacêutica, e, métodos para tratar doença ou distúrbio, para inibir ligação de quimiocinas a um receptor, para formar imagem de um dito tumor, orgão ou tecido, e para detectar níveis elevados de cxcr7 em uma amostra |
US8853202B2 (en) | 2008-11-04 | 2014-10-07 | Chemocentryx, Inc. | Modulators of CXCR7 |
TWI558710B (zh) | 2009-01-08 | 2016-11-21 | 古利斯股份有限公司 | 具有鋅連接部位的磷酸肌醇3-激酶抑制劑 |
MX2011007864A (es) | 2009-01-28 | 2011-09-30 | Karus Therapeutics Ltd | Isosteros para realzar la transcripcion y su uso en terapia. |
WO2010099217A1 (en) | 2009-02-25 | 2010-09-02 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
GB0903480D0 (en) | 2009-02-27 | 2009-04-08 | Chroma Therapeutics Ltd | Enzyme Inhibitors |
AU2010234526B2 (en) | 2009-04-06 | 2016-07-21 | Agios Pharmaceuticals, Inc. | Pyruvate kinase M2 modulators, therapeutic compositions and related methods of use |
TWI598337B (zh) | 2009-06-29 | 2017-09-11 | 阿吉歐斯製藥公司 | 治療化合物及組成物 |
US8609672B2 (en) | 2010-08-27 | 2013-12-17 | University Of The Pacific | Piperazinylpyrimidine analogues as protein kinase inhibitors |
EP3520749A1 (en) | 2010-10-15 | 2019-08-07 | Clearside Biomedical, Inc. | Device for ocular access |
PT2640709T (pt) * | 2010-11-16 | 2016-07-13 | Acetylon Pharmaceuticals Inc | Compostos de pirimidina hidroxiamida como inibidores de proteína desacetilase e métodos de utilização dos mesmos |
WO2012071369A2 (en) | 2010-11-24 | 2012-05-31 | The Trustees Of Columbia University In The City Of New York | A non-retinoid rbp4 antagonist for treatment of age-related macular degeneration and stargardt disease |
CA2821975A1 (en) | 2010-12-17 | 2012-06-21 | Shunqi Yan | N-(4-(azetidine-1-carbonyl)phenyl)-(hetero-) arylsulfonamide derivatives as pyruvate kinase m2 pkm2 modulators |
ES2569712T3 (es) | 2010-12-21 | 2016-05-12 | Agios Pharmaceuticals, Inc. | Activadores de PKM2 bicíclicos |
TWI549947B (zh) | 2010-12-29 | 2016-09-21 | 阿吉歐斯製藥公司 | 治療化合物及組成物 |
US8404738B2 (en) * | 2011-01-21 | 2013-03-26 | Hoffmann-La Roche Inc. | 4-amino-N-hydroxy-benzamides for the treatment of cancer |
AU2012226586B2 (en) | 2011-03-09 | 2017-04-13 | Cereno Scientific Ab | Compounds and methods for improving impaired endogenous fibrinolysis using histone deacetylase inhibitors |
HUE028910T2 (en) | 2011-04-01 | 2017-01-30 | Curis Inc | Phosphonoinoside-3-kinase inhibitor with zinc-binding radical |
KR101873543B1 (ko) | 2011-05-03 | 2018-07-02 | 아지오스 파마슈티컬스 아이엔씨. | 치료에 사용하기 위한 피루베이트 키나아제 활성제 |
CN102807526B (zh) * | 2011-06-21 | 2015-12-02 | 寿光富康制药有限公司 | 组蛋白去乙酰化酶抑制剂ZYJ-D08a及其差向异构体的制备方法与应用 |
CA2837178C (en) | 2011-06-22 | 2016-09-20 | Purdue Pharma L.P. | Trpv1 antagonists including dihydroxy substituent and uses thereof |
FR2976943B1 (fr) * | 2011-06-23 | 2013-07-12 | Metabolys | Derives de piperazine, leurs procedes de preparation et leurs utilisations dans le traitement de l'insulinoresistance |
WO2013142817A2 (en) | 2012-03-23 | 2013-09-26 | Dennis Brown | Compositions and methods to improve the therapeutic benefit of indirubin and analogs thereof, including meisoindigo |
US9333202B2 (en) | 2012-05-01 | 2016-05-10 | The Trustees Of Columbia University In The City Of New York | Non-retinoid antagonists for treatment of age-related macular degeneration and stargardt disease |
US20150141470A1 (en) | 2012-05-08 | 2015-05-21 | The Broad Institute, Inc. | Diagnostic and treatment methods in patients having or at risk of developing resistance to cancer therapy |
JP6329958B2 (ja) | 2012-11-07 | 2018-05-23 | カルス セラピューティクス リミテッド | 新規ヒストンデアセチラーゼインヒビターおよび治療におけるその使用 |
CN105189484B (zh) | 2012-11-29 | 2018-05-04 | 凯莫森特里克斯股份有限公司 | Cxcr7拮抗剂 |
WO2014124219A1 (en) | 2013-02-08 | 2014-08-14 | General Mills, Inc. | Reduced sodium food product |
DK2968304T3 (en) | 2013-03-14 | 2019-01-28 | Univ Columbia | 4-PHENYLPIPERIDINES, THEIR PREPARATION AND USE. |
US9944644B2 (en) | 2013-03-14 | 2018-04-17 | The Trustees Of Columbia University In The City Of New York | Octahydropyrrolopyrroles their preparation and use |
US9637450B2 (en) | 2013-03-14 | 2017-05-02 | The Trustees Of Columbia University In The City Of New York | Octahydrocyclopentapyrroles, their preparation and use |
US9938291B2 (en) | 2013-03-14 | 2018-04-10 | The Trustess Of Columbia University In The City Of New York | N-alkyl-2-phenoxyethanamines, their preparation and use |
CN105246529B (zh) | 2013-05-03 | 2019-06-14 | 科尼尔赛德生物医学公司 | 用于眼部注射的设备和方法 |
KR20160007577A (ko) | 2013-05-10 | 2016-01-20 | 카루스 떼라퓨틱스 리미티드 | 신규한 히스톤 디아세틸라제 억제제들 |
WO2014197317A1 (en) | 2013-06-03 | 2014-12-11 | Clearside Biomedical, Inc. | Apparatus and methods for drug delivery using multiple reservoirs |
EP3027607B1 (en) | 2013-07-29 | 2020-08-26 | Sunshine Lake Pharma Co., Ltd. | Substituted heteroaryl compounds and methods of use thereof |
EP3054952B1 (en) | 2013-10-08 | 2022-10-26 | Acetylon Pharmaceuticals, Inc. | Combinations of histone deacetylase 6 inhibitors and the her2 inhibitor lapatinib for use in the treatment of breast cancer |
US9278963B2 (en) * | 2013-10-10 | 2016-03-08 | Acetylon Pharmaceuticals, Inc. | Pyrimidine hydroxy amide compounds as histone deacetylase inhibitors |
EP3060217B1 (en) | 2013-10-24 | 2022-06-08 | Mayo Foundation for Medical Education and Research | Treatment of polycystic diseases with an hdac6 inhibitor |
CA2932411A1 (en) | 2013-12-03 | 2015-06-11 | Acetylon Pharmaceuticals, Inc. | Combinations of histone deacetylase inhibitors and immunomodulatory drugs |
CN104725359B (zh) | 2013-12-20 | 2017-05-03 | 广东东阳光药业有限公司 | 取代的哌嗪化合物及其使用方法和用途 |
US9464073B2 (en) | 2014-02-26 | 2016-10-11 | Acetylon Pharmaceuticals, Inc. | Pyrimidine hydroxy amide compounds as HDAC6 selective inhibitors |
MX2016011833A (es) | 2014-03-12 | 2017-03-29 | Chong Kun Dang Pharmaceutical Corp | Nuevos compuestos como inhibidores de histona desacetilasa 6 y composiciones farmaceuticas que los comprenden. |
DK3137168T3 (da) | 2014-04-30 | 2022-03-21 | Univ Columbia | Substituerede 4-phenylpiperidiner, deres fremstilling og anvendelse |
EP3166603B1 (en) | 2014-07-07 | 2020-02-12 | Acetylon Pharmaceuticals, Inc. | Treatment of leukemia with histone deacetylase inhibitors |
US10722147B2 (en) | 2014-08-13 | 2020-07-28 | Nightbalance B.V. | Activation by temperature sensor |
GB201419264D0 (en) | 2014-10-29 | 2014-12-10 | Karus Therapeutics Ltd | Compounds |
GB201419228D0 (en) | 2014-10-29 | 2014-12-10 | Karus Therapeutics Ltd | Compounds |
UY36391A (es) * | 2014-11-05 | 2016-06-01 | Flexus Biosciences Inc | Compuestos moduladores de la enzima indolamina 2,3-dioxigenasa (ido1), sus métodos de síntesis y composiciones farmacèuticas que las contienen |
CA2969790A1 (en) | 2014-12-05 | 2016-06-09 | University of Modena and Reggio Emilia | Combinations of histone deacetylase inhibitors and bendamustine |
KR20170095964A (ko) * | 2014-12-12 | 2017-08-23 | 에이스틸론 파마수티컬스 인코포레이티드 | Hdac1/2 억제제로서 피페리딘 유도체 |
MA41291A (fr) | 2014-12-30 | 2017-11-07 | Forma Therapeutics Inc | Dérivés de la pyrrolotriazinone et de l'imidazotriazinone en tant qu'inhibiteurs de la protéase spécifique de l'ubiquitine n° 7 (usp7) pour le traitement d'un cancer |
TWI698436B (zh) | 2014-12-30 | 2020-07-11 | 美商佛瑪治療公司 | 作為泛素特異性蛋白酶7抑制劑之吡咯并及吡唑并嘧啶 |
US9932351B2 (en) | 2015-02-05 | 2018-04-03 | Forma Therapeutics, Inc. | Thienopyrimidinones as ubiquitin-specific protease 7 inhibitors |
JP2018504430A (ja) | 2015-02-05 | 2018-02-15 | フォーマ セラピューティクス,インコーポレイテッド | ユビキチン特異的プロテアーゼ7阻害物質としてのキナゾリノン及びアザキナゾリノン |
US9938300B2 (en) | 2015-02-05 | 2018-04-10 | Forma Therapeutics, Inc. | Isothiazolopyrimidinones, pyrazolopyrimidinones, and pyrrolopyrimidinones as ubiquitin-specific protease 7 inhibitors |
US10272084B2 (en) | 2015-06-01 | 2019-04-30 | Regenacy Pharmaceuticals, Llc | Histone deacetylase 6 selective inhibitors for the treatment of cisplatin-induced peripheral neuropathy |
MD3307271T2 (ro) | 2015-06-11 | 2024-01-31 | Agios Pharmaceuticals Inc | Metode de utilizare a activatorilor de piruvat kinază |
EP3398598B1 (en) * | 2015-12-31 | 2022-04-06 | Hitgen Inc. | Sulfonamide derivative and preparation method and use thereof |
JP2019515909A (ja) | 2016-04-19 | 2019-06-13 | アセチロン ファーマシューティカルズ インコーポレイテッドAcetylon Pharmaceuticals,Inc. | 慢性リンパ性白血病の治療を目的とするhdac阻害剤単独またはbtk阻害剤との配合物 |
WO2017192565A1 (en) | 2016-05-02 | 2017-11-09 | Clearside Biomedical, Inc. | Systems and methods for ocular drug delivery |
CN110177527B (zh) | 2016-08-12 | 2022-02-01 | 科尼尔赛德生物医学公司 | 用于调节药剂递送用针的插入深度的装置和方法 |
WO2018204515A1 (en) | 2017-05-02 | 2018-11-08 | Georgia Tech Research Corporation | Targeted drug delivery methods using a microneedle |
JP7402792B2 (ja) | 2017-09-26 | 2023-12-21 | デイナ ファーバー キャンサー インスティチュート,インコーポレイテッド | 多発性骨髄腫を治療するための新規なusp7阻害剤 |
EP3774815A1 (en) | 2018-03-30 | 2021-02-17 | Biotheryx Inc. | Thienopyrimidinone compounds |
EP3849554A4 (en) | 2018-09-11 | 2022-06-01 | Curis, Inc. | POLYTHERAPY WITH A PHOSPHOINONOSITIDE 3-KINASE INHIBITOR HAVING A ZINC-BINDING METAL |
AU2019368263A1 (en) * | 2018-10-22 | 2021-04-29 | Dana-Farber Cancer Institute, Inc. | USP7 inhibition |
MX2021006915A (es) | 2018-12-12 | 2021-08-24 | Chemocentryx Inc | Inhibidores de cxcr7 para el tratamiento de cancer. |
EP4387609A2 (en) | 2021-08-18 | 2024-06-26 | ChemoCentryx, Inc. | Aryl sulfonyl (hydroxy) piperidines as ccr6 inhibitors |
EP4387965A2 (en) | 2021-08-18 | 2024-06-26 | ChemoCentryx, Inc. | Aryl sulfonyl compounds as ccr6 inhibitors |
WO2023222115A1 (zh) * | 2022-05-20 | 2023-11-23 | 四川汇宇制药股份有限公司 | 一种羟基酰胺类衍生物及其应用 |
CN117263936B (zh) * | 2023-11-21 | 2024-02-23 | 中国中医科学院医学实验中心 | 一种咪唑并[1, 2-a]吡啶衍生物及其制备方法和在中枢神经系统渗透性HDAC6抑制药物中的应用 |
Family Cites Families (130)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB901749A (en) * | 1957-12-06 | 1962-07-25 | Ciba Ltd | New 2-substituted pyrimidines |
US2927924A (en) * | 1958-04-03 | 1960-03-08 | Lilly Co Eli | Novel phenethyl-substituted piperazines |
US3331845A (en) * | 1963-04-04 | 1967-07-18 | American Cyanamid Co | 1-substituted-4-substituted amino alkylene piperazines |
BE637271A (es) * | 1963-04-04 | 1900-01-01 | ||
US3459731A (en) | 1966-12-16 | 1969-08-05 | Corn Products Co | Cyclodextrin polyethers and their production |
US4049811A (en) | 1968-07-23 | 1977-09-20 | Boehringer Mannheim G.M.B.H. | Compositions using cycloalkano-quinolone derivatives and their method of use |
US3966743A (en) | 1968-07-23 | 1976-06-29 | Boehringer Mannheim G.M.B.H. | Ortho fused cycloalkano-4-quinolone-3-carboxylic acid derivatives |
GB1345872A (en) | 1970-09-03 | 1974-02-06 | Wyeth John & Brother Ltd | Amino-and acylamino-pyridine and hydropyridine derivatives |
JPS5755714B2 (es) * | 1972-03-18 | 1982-11-25 | ||
US4186199A (en) * | 1978-11-02 | 1980-01-29 | American Hoechst Corporation | Indolo-,1,2-dihydroindolo-, and 1,2,6,7-tetrahydroindolo [1,7-ab][1,5] benzodiazepines |
DE2939292A1 (de) | 1979-09-28 | 1981-04-09 | Boehringer Mannheim Gmbh, 6800 Mannheim | N-phenoxyalkylpiperidin-derivate, verfahrenn zu deren herstellung sowie diese verbindungen enthaltende arzneimittel |
PH17194A (en) | 1980-03-06 | 1984-06-19 | Otsuka Pharma Co Ltd | Novel carbostyril derivatives,and pharmaceutical composition containing the same |
CA1183847A (en) | 1981-10-01 | 1985-03-12 | Georges Van Daele | N-(3-hydroxy-4-piperidinyl)benzamide derivatives |
JPS6143173A (ja) * | 1984-08-06 | 1986-03-01 | Mitsui Petrochem Ind Ltd | 新規ピリミジン誘導体およびその製法 |
JPS6187672A (ja) * | 1984-10-08 | 1986-05-06 | Mitsui Petrochem Ind Ltd | 新規ピリミジン誘導体 |
EP0188095A1 (en) | 1984-12-13 | 1986-07-23 | East Rock Technology Inc. | Process for the manufacture of a toroidal ballast choke and machine for use in such process |
CA1307786C (en) * | 1984-12-14 | 1992-09-22 | Keiichi Yokoyama | Quinazoline derivatives and antihypertensive preparations containing same as effective components |
JPS61140568A (ja) * | 1984-12-14 | 1986-06-27 | Mitsui Petrochem Ind Ltd | キナゾリン誘導体及びそれを有効成分とする血圧降下剤 |
US4840947A (en) * | 1986-10-14 | 1989-06-20 | Hoechst-Roussel Pharmaceuticals, Inc. | Antiinflammatory and analgesic piperidin-4-yl-tetracyclic benzodiazepines and use thereas |
JP2744663B2 (ja) * | 1988-12-29 | 1998-04-28 | 三井化学株式会社 | ピリミジン類及びその薬学的に許容される塩類 |
HU206337B (en) | 1988-12-29 | 1992-10-28 | Mitsui Petrochemical Ind | Process for producing pyrimidine derivatives and pharmaceutical compositions |
DK0382185T3 (da) * | 1989-02-10 | 1994-07-04 | Otsuka Pharma Co Ltd | Carbostyrilderivater |
JP2664238B2 (ja) | 1989-03-01 | 1997-10-15 | 日清製粉株式会社 | ニコチン酸またはそのエステル誘導体 |
US5342846A (en) | 1990-12-05 | 1994-08-30 | Synphar Laboratories, Inc. | 7-substituted-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid compounds and 7-(substituted triazolyl pyrrolidin-1-yl) 4-oxoquinoline-3-carboxylic acid derivatives useful as antibacterial agents |
EP0524146A1 (de) * | 1991-07-19 | 1993-01-20 | Ciba-Geigy Ag | Aminosubstituierte Piperazinderivate |
TW213903B (es) * | 1991-08-16 | 1993-10-01 | Boehringer Ingelheim Kg | |
DE4228792A1 (de) | 1992-08-29 | 1994-03-03 | Hoechst Ag | Pyridylaminopiperidine, Verfahren zu ihrer Herstellung, sie enthaltende Mittel und deren Verwendung als Fungizide |
US5338738A (en) | 1993-04-19 | 1994-08-16 | Bristol-Myers Squibb Company | Cerebral function enhancers: acyclic amide derivatives of pyrimidinylpiperidines |
US5459151A (en) | 1993-04-30 | 1995-10-17 | American Home Products Corporation | N-acyl substituted phenyl piperidines as bronchodilators and antiinflammatory agents |
FR2722788B1 (fr) * | 1994-07-20 | 1996-10-04 | Pf Medicament | Nouvelles piperazides derivees d'aryl piperazine, leurs procedes de preparation, leur utilisation a titre de medicament et les compositions pharmaceutiques les comprenant |
US6083903A (en) | 1994-10-28 | 2000-07-04 | Leukosite, Inc. | Boronic ester and acid compounds, synthesis and uses |
ES2104509B1 (es) | 1995-06-13 | 1998-07-01 | Ferrer Int | Nuevos compuestos derivados de 2-(3,4-disustituido-1-piperazinil)-5-fluoropirimidina. |
JPH0959236A (ja) * | 1995-08-23 | 1997-03-04 | Dai Ichi Seiyaku Co Ltd | ベンズアミド化合物 |
EP0862463A1 (en) | 1995-11-23 | 1998-09-09 | Janssen Pharmaceutica N.V. | Solid mixtures of cyclodextrins prepared via melt-extrusion |
ZA9610745B (en) | 1995-12-22 | 1997-06-24 | Warner Lambert Co | 4-Subsituted piperidine analogs and their use as subtype selective nmda receptor antagonists |
US5952349A (en) * | 1996-07-10 | 1999-09-14 | Schering Corporation | Muscarinic antagonists for treating memory loss |
US5866702A (en) | 1996-08-02 | 1999-02-02 | Cv Therapeutics, Incorporation | Purine inhibitors of cyclin dependent kinase 2 |
EP0827742A1 (en) | 1996-09-04 | 1998-03-11 | Vrije Universiteit Brussel | Use of histone deacetylase inhibitors for treating fribosis or cirrhosis |
SE9604786D0 (sv) * | 1996-12-20 | 1996-12-20 | Astra Pharma Inc | New compounds |
FR2761960B1 (fr) | 1997-04-09 | 1999-05-28 | Pechiney Emballage Flexible Eu | Film a base de polyolefine pour former un emballage par pliage |
AUPO721997A0 (en) * | 1997-06-06 | 1997-07-03 | Queensland Institute Of Medical Research, The | Anticancer compounds |
EP0891930A1 (de) | 1997-07-17 | 1999-01-20 | Alusuisse Technology & Management AG | Verpackungsfolie |
DE19743435A1 (de) | 1997-10-01 | 1999-04-08 | Merck Patent Gmbh | Benzamidinderivate |
US6750228B1 (en) * | 1997-11-14 | 2004-06-15 | Pharmacia Corporation | Aromatic sulfone hydroxamic acid metalloprotease inhibitor |
KR100699514B1 (ko) | 1998-03-27 | 2007-03-26 | 얀센 파마슈티카 엔.브이. | Hiv를 억제하는 피리미딘 유도체 |
US6384080B1 (en) * | 1998-04-20 | 2002-05-07 | Fujisawa Pharmaceutical Co., Ltd. | Anthranilic acid derivatives as inhibitors of the cGMP-phosphodiesterase |
JPH11335375A (ja) * | 1998-05-20 | 1999-12-07 | Mitsui Chem Inc | ヒストン脱アセチル化酵素阻害作用を有するベンズアミド誘導体 |
JP2002522421A (ja) * | 1998-08-04 | 2002-07-23 | アストラゼネカ アクチボラグ | サイトカイン産生の阻害剤として有用なアミド誘導体 |
GB9823873D0 (en) * | 1998-10-30 | 1998-12-30 | Pharmacia & Upjohn Spa | 2-ureido-thiazole derivatives,process for their preparation,and their use as antitumour agents |
KR100658489B1 (ko) | 1998-11-10 | 2006-12-18 | 얀센 파마슈티카 엔.브이. | Hiv 복제를 억제하는 피리미딘 |
BR9916211A (pt) | 1998-12-14 | 2001-09-11 | American Home Prod | Derivados de 3,4-diamino-3-ciclobuteno-1,2-diona que inibem adesão de leucócito mediada por vla-4 |
US6635657B1 (en) * | 1998-12-23 | 2003-10-21 | Eli Lilly And Company | Aromatic amides |
CZ27399A3 (cs) | 1999-01-26 | 2000-08-16 | Ústav Experimentální Botaniky Av Čr | Substituované dusíkaté heterocyklické deriváty, způsob jejich přípravy, tyto deriváty pro použití jako léčiva, farmaceutická kompozice a kombinovaný farmaceutický přípravek tyto deriváty obsahující a použití těchto derivátů pro výrobu léčiv |
CN100354271C (zh) * | 1999-03-03 | 2007-12-12 | 三进制药株式会社 | 哌嗪衍生物及其制备方法 |
DE60009777T2 (de) | 1999-04-01 | 2004-08-19 | Pfizer Products Inc., Groton | Verbindung für Behandlung und Vorsorge bei Diabetes |
EP1185512A2 (en) | 1999-05-24 | 2002-03-13 | Cor Therapeutics, Inc. | INHIBITORS OF FACTOR Xa |
US6518283B1 (en) | 1999-05-28 | 2003-02-11 | Celltech R&D Limited | Squaric acid derivatives |
AU5108000A (en) * | 1999-06-10 | 2001-01-02 | Yamanouchi Pharmaceutical Co., Ltd. | Novel nitrogen-contaiing heterocyclic derivatives or salts thereof |
GB9918035D0 (en) | 1999-07-30 | 1999-09-29 | Novartis Ag | Organic compounds |
CA2383781A1 (en) * | 1999-09-01 | 2001-03-08 | Aventis Pharma Deutschland Gmbh | Sulfonyl carboxamide derivatives, method for their production and their use as medicaments |
US6541661B1 (en) * | 1999-11-23 | 2003-04-01 | Methylgene, Inc. | Inhibitors of histone deacetylase |
ATE322494T1 (de) | 2000-01-07 | 2006-04-15 | Universitaire Instelling Antwe | Purin derivate, ihre herstellung und verwendung |
US6608052B2 (en) | 2000-02-16 | 2003-08-19 | Boehringer Ingelheim Pharmaceuticals, Inc. | Compounds useful as anti-inflammatory agents |
CA2404002A1 (en) * | 2000-03-24 | 2001-09-27 | Methylgene, Inc. | Inhibitors of histone deacetylase |
DE10023484A1 (de) * | 2000-05-09 | 2001-11-22 | Schering Ag | Anthranylamide und deren Verwendung als Arzneimittel |
WO2002000651A2 (en) | 2000-06-27 | 2002-01-03 | Bristol-Myers Squibb Pharma Company | Factor xa inhibitors |
WO2002018335A1 (fr) | 2000-08-28 | 2002-03-07 | Yamanouchi Pharmaceutical Co., Ltd. | Derives d'amine cyclique |
ES2167276B1 (es) * | 2000-10-20 | 2003-04-01 | Esteve Labor Dr | Nuevos derivados de cianoaril (o cianoheteroaril)-carbonil-piperazinil-pirimidinas, su preparacion y su aplicacion como medicamentos. |
JO2409B1 (en) | 2000-11-21 | 2007-06-17 | شركة جانسين فارماسوتيكا ان. في | Second-phenyl carboxy amides are useful as lipid-lowering agents |
BR0209128A (pt) * | 2001-04-18 | 2005-11-01 | Euro Celtique Sa | Compostos, composições farmacêuticas, métodos para o tratamento de dores, métodos para a modulação de uma resposta farmacológica e usos de compostos |
SE0101769D0 (sv) * | 2001-05-18 | 2001-05-18 | Astrazeneca Ab | Novel compounds |
SE0101771D0 (sv) * | 2001-05-18 | 2001-05-18 | Astrazeneca Ab | Novel compounds |
US6784173B2 (en) * | 2001-06-15 | 2004-08-31 | Hoffmann-La Roche Inc. | Aromatic dicarboxylic acid derivatives |
DE10130374A1 (de) | 2001-06-23 | 2003-01-02 | Boehringer Ingelheim Pharma | Substituierte N-Acyl-anilinderivate, deren Herstellung und deren Verwendung als Arzneimittel |
JO3429B1 (ar) | 2001-08-13 | 2019-10-20 | Janssen Pharmaceutica Nv | مشتقات برميدينات مثبطة فيروس الايدز |
US6897220B2 (en) | 2001-09-14 | 2005-05-24 | Methylgene, Inc. | Inhibitors of histone deacetylase |
US7129034B2 (en) | 2001-10-25 | 2006-10-31 | Cedars-Sinai Medical Center | Differentiation of whole bone marrow |
GB0127929D0 (en) | 2001-11-21 | 2002-01-16 | Celltech R&D Ltd | Chemical compounds |
GB0229931D0 (en) | 2002-12-21 | 2003-01-29 | Astrazeneca Ab | Therapeutic agents |
ES2416304T3 (es) * | 2002-01-18 | 2013-07-31 | Astellas Pharma Inc. | Derivado de 2-acilaminotiazol o sal del mismo |
US20060058553A1 (en) | 2002-02-07 | 2006-03-16 | Axys Pharmaceuticals, Inc. | Novel bicyclic hydroxamates as inhibitors of histone deacetylase |
AU2003202115A1 (en) * | 2002-02-12 | 2003-09-04 | Pfizer Inc. | Non-peptide compounds affecting the action of gonadotropin-releasing hormone (gnrh) |
EA007272B1 (ru) | 2002-03-13 | 2006-08-25 | Янссен Фармацевтика Н. В. | Новые ингибиторы гистондеацетилазы |
EP1485378B1 (en) | 2002-03-13 | 2008-06-18 | Janssen Pharmaceutica N.V. | Piperazinyl-, piperidinyl- and morpholinyl-derivatives as novel inhibitors of histone deacetylase |
CN100445276C (zh) | 2002-03-13 | 2008-12-24 | 詹森药业有限公司 | 用作组蛋白去乙酰酶抑制剂的磺酰基衍生物 |
WO2003076438A1 (en) | 2002-03-13 | 2003-09-18 | Janssen Pharmaceutica N.V. | Piperazinyl-, piperidinyl- and morpholinyl-derivatives as novel inhibitors of histone deacetylase |
EP1485348B1 (en) | 2002-03-13 | 2008-06-11 | Janssen Pharmaceutica N.V. | Carbonylamino-derivatives as novel inhibitors of histone deacetylase |
US7767679B2 (en) | 2002-03-13 | 2010-08-03 | Janssen Pharmaceutica N.V. | Sulfonylamino-derivatives as novel inhibitors of histone deacetylase |
US6897307B2 (en) | 2002-03-28 | 2005-05-24 | Novartis Ag | Process for preparing 2,6-diaminopurine derivatives |
ATE399012T1 (de) | 2002-04-03 | 2008-07-15 | Topotarget Uk Ltd | Carbaminsäurederivate enthaltend eine piperazin verknüpfung als hdac-inhibitoren |
TWI319387B (en) | 2002-04-05 | 2010-01-11 | Astrazeneca Ab | Benzamide derivatives |
GB0209715D0 (en) | 2002-04-27 | 2002-06-05 | Astrazeneca Ab | Chemical compounds |
DE10233412A1 (de) | 2002-07-23 | 2004-02-12 | 4Sc Ag | Neue Verbindungen als Histondeacetylase-Inhibitoren |
BR0313371A (pt) | 2002-08-02 | 2005-07-05 | Argenta Discovery Ltd | Composto, uso de um composto e método de tratamento de doença |
ITMI20030025A1 (it) | 2003-01-10 | 2004-07-11 | Italfarmaco Spa | Derivati dell'acido idrossammico ad attivita' antinfiammatoria. |
TW200418806A (en) | 2003-01-13 | 2004-10-01 | Fujisawa Pharmaceutical Co | HDAC inhibitor |
US7465719B2 (en) | 2003-01-17 | 2008-12-16 | Topotarget Uk Limited | Carbamic acid compounds comprising an ester or ketone linkage as HDAC inhibitors |
TW200424174A (en) | 2003-02-06 | 2004-11-16 | Hoffmann La Roche | New TP diamide |
AU2003900608A0 (en) | 2003-02-11 | 2003-02-27 | Fujisawa Pharmaceutical Co., Ltd. | Hdac inhibitor |
US7244751B2 (en) | 2003-02-14 | 2007-07-17 | Shenzhen Chipscreen Biosciences Ltd. | Histone deacetylase inhibitors of novel benzamide derivatives with potent differentiation and anti-proliferation activity |
KR20050122210A (ko) | 2003-03-17 | 2005-12-28 | 다케다 샌디에고, 인코포레이티드 | 히스톤 탈아세틸화 효소 억제제 |
TW200424187A (en) | 2003-04-04 | 2004-11-16 | Hoffmann La Roche | New oxime derivatives and their use as pharmaceutically active agents |
AU2004230889B2 (en) | 2003-04-07 | 2008-03-13 | Pharmacyclics Llc | Hydroxamates as therapeutic agents |
KR20060119705A (ko) | 2003-07-30 | 2006-11-24 | 교와 핫꼬 고교 가부시끼가이샤 | 인다졸 유도체 |
TWI351963B (en) | 2003-09-17 | 2011-11-11 | Yeastern Biotech Co Ltd | Fungal immunomodulatory protein (fip) prepared by |
EP1673349B1 (en) | 2003-09-22 | 2010-06-30 | S*Bio Pte Ltd | Benzimidazole derivatives: preparation and pharmaceutical applications |
WO2005028447A1 (en) | 2003-09-22 | 2005-03-31 | S*Bio Pte Ltd | Benzimidazole derivates: preparation and pharmaceutical applications |
WO2005030705A1 (en) | 2003-09-24 | 2005-04-07 | Methylgene, Inc. | Inhibitors of histone deacetylase |
WO2005040161A1 (en) | 2003-10-27 | 2005-05-06 | S*Bio Pte Ltd | Biaryl linked hydroxamates: preparation and pharmaceutical applications |
TW200530166A (en) | 2003-10-27 | 2005-09-16 | S Bio Pte Ltd | Acylurea connected and sulfonylurea connected hydroxamates |
GB0402496D0 (en) | 2004-02-04 | 2004-03-10 | Argenta Discovery Ltd | Novel compounds |
US20050197336A1 (en) | 2004-03-08 | 2005-09-08 | Miikana Therapeutics Corporation | Inhibitors of histone deacetylase |
CA2559733C (en) | 2004-03-26 | 2014-05-13 | Methylgene Inc. | Inhibitors of histone deacetylase |
EP1781639B1 (en) | 2004-07-28 | 2012-01-25 | Janssen Pharmaceutica NV | Substituted indolyl alkyl amino derivatives as novel inhibitors of histone deacetylase |
ME01058B (me) | 2004-07-28 | 2012-10-20 | Janssen Pharmaceutica Nv | Supstituisani derivati propenil piperazina kao novi inhibitori histonske deacetilaze |
EP1776358B1 (en) | 2004-07-28 | 2009-05-27 | Janssen Pharmaceutica N.V. | Substituted propenyl piperazine derivatives as novel inhibitors of histone deacetylase |
WO2006122926A1 (en) | 2005-05-18 | 2006-11-23 | Janssen Pharmaceutica N.V. | Substituted aminopropenyl piperidine or morpholine derivatives as novel inhibitors of histone deacetylase |
ATE533759T1 (de) | 2005-06-23 | 2011-12-15 | Janssen Pharmaceutica Nv | Imidazolinon- und hydantoinderivate als neue inhibitoren von histondeacetylase |
UA92608C2 (en) | 2005-06-30 | 2010-11-25 | Янссен Фармацевтика Н.В. | Cyclic anilino - pyridinotriazines as gsk-3 inhibitors |
WO2007016532A2 (en) | 2005-08-02 | 2007-02-08 | Novartis Ag | Mutations and polymorphisms of hdac4 |
AU2006307918B2 (en) | 2005-10-27 | 2012-06-21 | Janssen Pharmaceutica N.V. | Squaric acid derivatives as inhibitors of histone deacetylase |
US7888360B2 (en) | 2006-01-19 | 2011-02-15 | Janssen Pharmaceutica N.V. | Pyridine and pyrimidine derivatives as inhibitors of histone deacetylase |
ES2376121T3 (es) | 2006-01-19 | 2012-03-09 | Janssen Pharmaceutica, N.V. | Derivados de heterociclilalquilo como nuevos inhibidores de histona deacetilasa. |
PT1981874E (pt) | 2006-01-19 | 2009-09-02 | Janssen Pharmactuica N V | Derivados de aminofenil como novos inibidores de histonadesacetilase |
CN101370790B (zh) | 2006-01-19 | 2015-10-21 | 詹森药业有限公司 | 作为组蛋白去乙酰化酶抑制剂的吡啶和嘧啶衍生物 |
EP1979327A1 (en) | 2006-01-19 | 2008-10-15 | Janssen Pharmaceutica, N.V. | Pyridine and pyrimidine derivatives as inhibitors of histone deacetylase |
CA2635015C (en) | 2006-01-19 | 2014-06-03 | Janssen Pharmaceutica N.V. | Substituted indolyl-alkyl-amino-derivatives as inhibitors of histone deacetylase |
US20090270419A1 (en) | 2006-09-15 | 2009-10-29 | Janine Arts | Combinations of class-i specific histone deacetylase inhibitors with proteasome inhibitors |
US20100270419A1 (en) | 2007-12-14 | 2010-10-28 | Raphael Yoeli | Redundancies and flows in vehicles |
GB0901749D0 (en) | 2009-02-03 | 2009-03-11 | Oxford Nanopore Tech Ltd | Adaptor method |
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