CA2498111A1 - Dihydroxypyridopyrazine-1,6-dione compounds useful as hiv integrase inhibitors - Google Patents

Dihydroxypyridopyrazine-1,6-dione compounds useful as hiv integrase inhibitors Download PDF

Info

Publication number
CA2498111A1
CA2498111A1 CA002498111A CA2498111A CA2498111A1 CA 2498111 A1 CA2498111 A1 CA 2498111A1 CA 002498111 A CA002498111 A CA 002498111A CA 2498111 A CA2498111 A CA 2498111A CA 2498111 A1 CA2498111 A1 CA 2498111A1
Authority
CA
Canada
Prior art keywords
alkyl
haloalkyl
dihydroxy
pyrido
pyrazine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
CA002498111A
Other languages
English (en)
French (fr)
Inventor
John S. Wai
Boyoung Kim
Thorsten E. Fisher
Linghang Zhuang
Peter D. Williams
Terry A. Lyle
H. Marie Langford
Kyle A. Robinson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck and Co Inc
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2498111A1 publication Critical patent/CA2498111A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
    • C07D471/14—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Virology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • AIDS & HIV (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Molecular Biology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
CA002498111A 2002-09-11 2003-09-10 Dihydroxypyridopyrazine-1,6-dione compounds useful as hiv integrase inhibitors Abandoned CA2498111A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US40974102P 2002-09-11 2002-09-11
US60/409,741 2002-09-11
PCT/US2003/028366 WO2004024078A2 (en) 2002-09-11 2003-09-10 Dihydroxypyridopyrazine-1,6-dione compounds useful as hiv integrase inhibitors

Publications (1)

Publication Number Publication Date
CA2498111A1 true CA2498111A1 (en) 2004-03-25

Family

ID=31993997

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002498111A Abandoned CA2498111A1 (en) 2002-09-11 2003-09-10 Dihydroxypyridopyrazine-1,6-dione compounds useful as hiv integrase inhibitors

Country Status (6)

Country Link
US (1) US7517532B2 (enExample)
EP (1) EP1549315A4 (enExample)
JP (1) JP2006506352A (enExample)
AU (1) AU2003267098B2 (enExample)
CA (1) CA2498111A1 (enExample)
WO (1) WO2004024078A2 (enExample)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006066414A1 (en) * 2004-12-23 2006-06-29 Virochem Pharma Inc. Hydroxydihydropyridopy razine-1,8-diones and methods for inhibiting hiv integrase
US8410103B2 (en) 2005-04-28 2013-04-02 Shionogi & Co., Ltd. (3S,11aR)-N-[2,4-difluorophenyl)methyl]-6-hydroxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide useful as anti-HIV agent

Families Citing this family (49)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE60322919D1 (de) * 2002-09-11 2008-09-25 Merck & Co Inc 8-hydroxy-1-oxotetrahydropyrrolopyrazinverbindungen, die sich als inhibitoren von hiv-integrase eignen
TW200510425A (en) 2003-08-13 2005-03-16 Japan Tobacco Inc Nitrogen-containing fused ring compound and use thereof as HIV integrase inhibitor
JP2005232103A (ja) * 2004-02-20 2005-09-02 Nagase & Co Ltd 光学活性なビシナルジアミンおよびその製造方法
AU2005251820A1 (en) 2004-06-09 2005-12-22 Merck & Co., Inc. HIV integrase inhibitors
US7745459B2 (en) 2004-09-21 2010-06-29 Japan Tobacco Inc. Quinolizinone compound and use thereof as HIV integrase inhibitor
JP5317257B2 (ja) * 2005-02-21 2013-10-16 塩野義製薬株式会社 Ｈｉｖインテグラーゼ阻害活性を有する２環性カルバモイルピリドン誘導体
US8008066B2 (en) 2005-03-10 2011-08-30 Gen-Probe Incorporated System for performing multi-formatted assays
AP2007004244A0 (en) 2005-05-10 2007-12-31 Intermune Inc Method of modulating stress-activated protein kinase system
WO2007049675A1 (ja) 2005-10-27 2007-05-03 Shionogi & Co., Ltd. Ｈｉｖインテグラーゼ阻害活性を有する多環性カルバモイルピリドン誘導体
WO2007050510A2 (en) * 2005-10-27 2007-05-03 Merck & Co., Inc. Hiv integrase inhibitors
CA3034994A1 (en) 2008-06-03 2009-12-10 Intermune, Inc. Substituted aryl-2 pyridone compounds and use thereof for treating inflammatory and fibrotic disorders
PT2660239T (pt) 2008-07-25 2017-02-24 Shionogi & Co Compostos químicos como intermediários sintéticos
EP2376080B1 (en) 2008-12-11 2017-09-13 Shionogi&Co., Ltd. Synthesis of carbamoylpyridone hiv integrase inhibitors and intermediates
CN107011260A (zh) 2008-12-11 2017-08-04 盐野义制药株式会社 氨甲酰基吡啶酮hiv整合酶抑制剂的方法和中间体
TWI518084B (zh) 2009-03-26 2016-01-21 鹽野義製藥股份有限公司 哌喃酮與吡啶酮衍生物之製造方法
EP2444400B1 (en) 2009-06-15 2018-03-28 Shionogi&Co., Ltd. Substituted polycyclic carbamoylpyridone derivative
PE20130010A1 (es) * 2010-02-26 2013-02-05 Japan Tobacco Inc Derivado de 1,3,4,8-tetrahidro-2h-pirido[1,2-a]pirazina como inhibidor de la integrasa del vih
TWI582097B (zh) 2010-03-23 2017-05-11 Ｖｉｉｖ醫療保健公司 製備胺甲醯吡啶酮衍生物及中間體之方法
ES2683153T3 (es) 2010-09-24 2018-09-25 Shionogi & Co., Ltd. Profármaco derivado de carbamoil piridona policíclica sustituida
HRP20181788T1 (hr) 2010-12-06 2018-12-28 Aclaris Therapeutics, Inc. Supstituirani spojevi piridinon-piridinil
US9359300B2 (en) 2010-12-06 2016-06-07 Confluence Life Sciences, Inc. Methyl/difluorophenyl-methoxy substituted pyridinone-pyridinyl compounds, methyl-pyridinyl-methoxy substituted pyridinone-pyridinyl compounds, and methyl-pyrimidinyl-methoxy substituted pyridinone-pyridinyl compounds
US9206155B2 (en) * 2011-01-31 2015-12-08 Council Of Scientific & Industrial Research Chiral 1-(4-methylphenylmethyl)-5-OXO-{N-[3-T-butoxycarbonyl-aminomethyl)]-piperidin-1-yl-pyrrolidine-2-carboxamides as inhibitors of collagen induced platelet activation and adhesion
JP5767393B2 (ja) * 2011-03-31 2015-08-19 ファイザー・インク 新規二環式ピリジノン
ES2585009T3 (es) * 2012-05-16 2016-10-03 Janssen Pharmaceuticals, Inc. Derivados de 3,4-dihidro-2H-pirido[1,2-a]pirazina-1,6-diona sustituidos útiles para el tratamiento de (inter alia) enfermedad de Alzheimer
UA110688C2 (uk) 2012-09-21 2016-01-25 Пфайзер Інк. Біциклічні піридинони
AR092742A1 (es) 2012-10-02 2015-04-29 Intermune Inc Piridinonas antifibroticas
CN104918938B (zh) 2012-12-20 2017-08-15 詹森药业有限公司 新颖的作为γ分泌酶调节剂的三环3，4‑二氢‑2H‑吡啶并[1，2‑a]吡嗪‑1，6‑二酮衍生物
DK2822954T3 (en) 2012-12-21 2016-05-30 Gilead Sciences Inc POLYCYCLIC-CARBAMOYLPYRIDONE COMPOUNDS AND THEIR PHARMACEUTICAL USE
AU2014206834B2 (en) 2013-01-17 2017-06-22 Janssen Pharmaceutica Nv Novel substituted pyrido-piperazinone derivatives as gamma secretase modulators
US9493479B2 (en) 2013-04-16 2016-11-15 Merck Sharp & Dohme Corp. Substituted pyrido[1,2-a]pyrazines as HIV integrase inhibitors
PL3003039T3 (pl) 2013-06-07 2021-10-25 Aclaris Therapeutics, Inc. Związki pirydynonopirydynylowe podstawione metylo/fluoropirydynylometoksylem oraz związki pirydynonopirydynylowe podstawione fluoropirymidynylometoksylem
SMT201700498T1 (it) 2013-07-12 2017-11-15 Gilead Sciences Inc Composti di carbamoilpiridone policiclici e loro uso per il trattamento di infezioni da hiv
NO2865735T3 (enExample) 2013-07-12 2018-07-21
UA117499C2 (uk) 2013-09-27 2018-08-10 Мерк Шарп Енд Доум Корп. Заміщені похідні хінолізину, які можна використовувати як інгібітори інтегрази віл
US10562897B2 (en) 2014-01-16 2020-02-18 Janssen Pharmaceutica Nv Substituted 3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-diones as gamma secretase modulators
MX382781B (es) 2014-04-02 2025-03-13 Intermune Inc Piridinonas anti-fibroticas.
NO2717902T3 (enExample) 2014-06-20 2018-06-23
TW201613936A (en) 2014-06-20 2016-04-16 Gilead Sciences Inc Crystalline forms of(2R,5S,13aR)-8-hydroxy-7,9-dioxo-n-(2,4,6-trifluorobenzyl)-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide
TWI677489B (zh) 2014-06-20 2019-11-21 美商基利科學股份有限公司 多環型胺甲醯基吡啶酮化合物之合成
JP2017521424A (ja) * 2014-07-07 2017-08-03 ザヴィラ ファーマシューティカルズ ゲーエムベーハー ウイルス疾患の治療、改善又は予防におけるジヒドロピリドピラジン−１，８−ジオン及びそれらの使用
TWI738321B (zh) 2014-12-23 2021-09-01 美商基利科學股份有限公司 多環胺甲醯基吡啶酮化合物及其醫藥用途
CN107406445B (zh) 2015-02-03 2019-12-24 辉瑞公司 新颖环丙苯并呋喃基吡啶并吡嗪二酮类
SI3277691T1 (sl) 2015-04-02 2019-04-30 Gilead Sciences, Inc. Policiklične spojine karbamoilpiridona in njihova farmacevtska uporaba
BR102016026127A2 (pt) 2015-11-09 2017-05-16 Gilead Sciences Inc composições terapêuticas para o tratamento do vírus da imunodeficiência humana
CR20200645A (es) 2018-05-31 2021-02-05 Shionogi & Co Derivado policiclíco de piridona
IL279051B2 (en) 2018-05-31 2025-01-01 Shionogi & Co Polycyclic carbamoylpyridone derivative
KR20230170813A (ko) * 2018-09-12 2023-12-19 노파르티스 아게 항바이러스 피리도피라진디온 화합물
SG11202110045PA (en) * 2019-03-20 2021-10-28 Wave Life Sciences Ltd Technologies useful for oligonucleotide preparation
WO2021195507A1 (en) 2020-03-27 2021-09-30 Aclaris Therapeutics, Inc. Methods and compositions for treating viral infections

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU1625192A (en) 1991-05-31 1992-12-03 Zeneca Limited Heterocyclic derivatives
US5821241A (en) 1994-02-22 1998-10-13 Merck & Co., Inc. Fibrinogen receptor antagonists
CA2334332A1 (en) 1998-06-26 2000-01-06 Robert Joseph Mchugh Substituted quinoxalin-2(1h)-ones useful as hiv reverse transcriptase inhibitors
CA2425067A1 (en) 2000-10-12 2002-05-10 Merck & Co., Inc. Aza-and polyaza-naphthalenyl ketones useful as hiv integrase inhibitors
ES2287170T3 (es) 2000-10-12 2007-12-16 MERCK & CO., INC. Aza- y poliaza-naftalenil-carboxamidas utilies como inhibidores de la vih integrasa.
CA2425625A1 (en) 2000-10-12 2002-07-18 Merck & Co., Inc. Aza-and polyaza-naphthalenyl carboxamides useful as hiv integrase inhibitors
MXPA03003263A (es) 2000-10-12 2003-06-06 Merck & Co Inc Aza y poliaza naftalenil carboxamidas utiles como inhibidores de la integrasa del virus de inmunodeficiencia humana.
DE122008000016I1 (de) 2001-10-26 2011-12-01 Angeletti P Ist Richerche Bio N-substituierte hydroxypyrimidinoncarboxamidhemmerder HIV-integrase.
SI1441734T1 (sl) 2001-10-26 2007-08-31 Angeletti P Ist Richerche Bio Dihidropirimidin karboksamidni inhibitorji HIV-integraze
DE60322919D1 (de) 2002-09-11 2008-09-25 Merck & Co Inc 8-hydroxy-1-oxotetrahydropyrrolopyrazinverbindungen, die sich als inhibitoren von hiv-integrase eignen
JP2007528394A (ja) * 2004-03-09 2007-10-11 メルク　エンド　カムパニー　インコーポレーテッド Ｈｉｖインテグラーゼ阻害薬

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006066414A1 (en) * 2004-12-23 2006-06-29 Virochem Pharma Inc. Hydroxydihydropyridopy razine-1,8-diones and methods for inhibiting hiv integrase
US8410103B2 (en) 2005-04-28 2013-04-02 Shionogi & Co., Ltd. (3S,11aR)-N-[2,4-difluorophenyl)methyl]-6-hydroxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide useful as anti-HIV agent
US8778943B2 (en) 2005-04-28 2014-07-15 Shionogi & Co., Ltd. Substituted 10-hydroxy-9,11-dioxo-2,3,4a,5,9,11,13,13a-octahydro-1h-pyrido[1,2-α]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-8-carboxamides
US9051337B2 (en) 2005-04-28 2015-06-09 Shionogi & Co., Ltd. Substituted 10-hydroxy-9,11-dioxo-2,3,4a,5,9,11,13,13a-octahydro-1h-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-8-carboxamides
US9273065B2 (en) 2005-04-28 2016-03-01 Shionogi & Co., Ltd. Substituted pyrido[1',2':4,5]pyrazino[1,2-a]pyrimidines as HIV integrase inhibitors
US10927129B2 (en) 2005-04-28 2021-02-23 Shinogi & Co., Ltd. N-[(2,4-difluorophenyl)methyl]-6-hydroxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro[1,3] oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide having HIV integrase inhibitory activity
US11267823B2 (en) 2005-04-28 2022-03-08 Shionogi & Co., Ltd. Substituted 1,2,3,3a,4,5,7,9,13,13a-decahydropyrido[1′,2′:4,5]pyrazino[1,2-a]pyrrolo[1,2-c]pyrimidines having HIV integrase inhibitory activity

Also Published As

Publication number Publication date
WO2004024078A3 (en) 2004-05-13
JP2006506352A (ja) 2006-02-23
US20060024330A1 (en) 2006-02-02
AU2003267098B2 (en) 2008-11-20
EP1549315A2 (en) 2005-07-06
WO2004024078A2 (en) 2004-03-25
EP1549315A4 (en) 2007-05-23
AU2003267098A1 (en) 2004-04-30
US7517532B2 (en) 2009-04-14

Similar Documents

Publication Publication Date Title
US7517532B2 (en) Dihydroxypyridopyrazine-1,6-dione compounds useful as HIV integrase inhibitors
US7232819B2 (en) Dihydroxypyrimidine carboxamide inhibitors of HIV integrase
US7619086B2 (en) HIV integrase inhibitors
US7279487B2 (en) Hydroxynaphthyridinone carboxamides useful as HIV integrase inhibitors
AU2002334205A1 (en) Dihydroxypyrimidine carboxamide inhibitors of HIV integrase
WO2003035077A1 (en) N-substituted hydroxypyrimidinone carboxamide inhibitors of hiv integrase
WO2017033093A1 (en) Bicyclic-fused heteroaryl or aryl compounds as irak4 modulators
WO2005023771A1 (ja) ケモカインレセプターアンタゴニストおよびその医薬用途
EP1496836B1 (en) N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7- carboxamides useful as hiv integrase inhibitors
US7399763B2 (en) 8-hydroxy-1-oxo-tetrahydropyrrolopyrazine compounds useful as HIV integrase inhibitors
WO2009154870A1 (en) Hiv integrase inhibitors
US7435735B2 (en) Hydroxy pyridopyrrolopyrazine dione compounds useful as HIV integrase inhibitors
AU2002334207B8 (en) N-substituted hydroxpyrimidinone carboxamide inhibitors of HIV integrase
AU2003302382B2 (en) 8-hydroxy-1-oxo-tetrahydropyrrolopyrazine compounds useful as HIV integrase inhibitors
AU2002334207A1 (en) N-substituted hydroxpyrimidinone carboxamide inhibitors of HIV integrase

Legal Events

Date Code Title Description
EEER Examination request
FZDE Discontinued