ZA200308726B - Imidazo [1,2-A] pyridine derivatives for the prophylaxis and treatment of herpes viral infections. - Google Patents
Imidazo [1,2-A] pyridine derivatives for the prophylaxis and treatment of herpes viral infections. Download PDFInfo
- Publication number
- ZA200308726B ZA200308726B ZA200308726A ZA200308726A ZA200308726B ZA 200308726 B ZA200308726 B ZA 200308726B ZA 200308726 A ZA200308726 A ZA 200308726A ZA 200308726 A ZA200308726 A ZA 200308726A ZA 200308726 B ZA200308726 B ZA 200308726B
- Authority
- ZA
- South Africa
- Prior art keywords
- imidazo
- het
- cyclopentylamino
- pyridin
- pyrimidinyl
- Prior art date
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- 238000011282 treatment Methods 0.000 title claims description 19
- 206010019972 Herpes viral infections Diseases 0.000 title claims description 18
- 238000011321 prophylaxis Methods 0.000 title claims description 17
- 150000005234 imidazo[1,2-a]pyridines Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 80
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 55
- 125000000217 alkyl group Chemical group 0.000 claims description 40
- 125000003342 alkenyl group Chemical group 0.000 claims description 34
- 125000005843 halogen group Chemical group 0.000 claims description 33
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 28
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 18
- 241001465754 Metazoa Species 0.000 claims description 17
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 17
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 15
- 239000012453 solvate Substances 0.000 claims description 14
- 125000000304 alkynyl group Chemical group 0.000 claims description 13
- 201000010099 disease Diseases 0.000 claims description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- -1 methoxyphenyl Chemical group 0.000 claims description 12
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 11
- 125000001072 heteroaryl group Chemical group 0.000 claims description 11
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- 239000003814 drug Substances 0.000 claims description 4
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- 238000002560 therapeutic procedure Methods 0.000 claims description 4
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- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 5
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
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- LKQXJYDAALZCAF-UHFFFAOYSA-N imidazo[1,2-a]pyridin-8-amine Chemical compound NC1=CC=CN2C=CN=C12 LKQXJYDAALZCAF-UHFFFAOYSA-N 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 claims 2
- GVJZSWGXJJEWND-UHFFFAOYSA-N 2-(3-aminophenyl)-n-cyclopentyl-3-[2-(cyclopentylamino)pyrimidin-4-yl]imidazo[1,2-a]pyridin-8-amine Chemical compound NC1=CC=CC(C2=C(N3C=CC=C(NC4CCCC4)C3=N2)C=2N=C(NC3CCCC3)N=CC=2)=C1 GVJZSWGXJJEWND-UHFFFAOYSA-N 0.000 claims 1
- FLJWRLOENAETFF-UHFFFAOYSA-N 2-(trifluoromethyl)imidazo[1,2-a]pyridin-8-amine Chemical compound NC1=CC=CN2C=C(C(F)(F)F)N=C12 FLJWRLOENAETFF-UHFFFAOYSA-N 0.000 claims 1
- UQKWYOKJTAQZEW-UHFFFAOYSA-N 3-[2-(cyclopentylamino)pyrimidin-4-yl]-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-8-ol Chemical compound N1=C2C(O)=CC=CN2C(C=2N=C(NC3CCCC3)N=CC=2)=C1C1=CC=C(F)C=C1 UQKWYOKJTAQZEW-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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- 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
-
- 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
-
- 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
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
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ZA200308726A ZA200308726B (en) | 2001-06-21 | 2003-11-10 | Imidazo [1,2-A] pyridine derivatives for the prophylaxis and treatment of herpes viral infections. |
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JP (1) | JP2005500315A (de) |
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CN (1) | CN1518550A (de) |
AT (1) | ATE337316T1 (de) |
BR (1) | BR0210464A (de) |
CA (1) | CA2451008A1 (de) |
CO (1) | CO5540312A2 (de) |
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IL (1) | IL158667A0 (de) |
MX (1) | MXPA03011906A (de) |
NO (1) | NO20035583D0 (de) |
PL (1) | PL366827A1 (de) |
WO (1) | WO2003000689A1 (de) |
ZA (1) | ZA200308726B (de) |
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AU2003217712A1 (en) | 2002-03-07 | 2003-09-22 | Smithkline Beecham Corporation | Pyrazolopyrimidine and pyrazolotriazine derivatives and pharmaceutical compositions containing them |
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JP5238496B2 (ja) | 2006-05-19 | 2013-07-17 | 日本メジフィジックス株式会社 | 新規アミロイド親和性化合物 |
EP2098523A4 (de) * | 2006-11-17 | 2011-09-21 | Nihon Mediphysics Co Ltd | Neue, amyloid-affine verbindungen |
CN101595108A (zh) | 2006-11-30 | 2009-12-02 | 日本医事物理股份有限公司 | 对淀粉状蛋白具有亲和性的新化合物 |
WO2008099800A1 (ja) | 2007-02-13 | 2008-08-21 | Nihon Medi-Physics Co., Ltd. | 放射性画像診断剤の製造方法 |
EP1964840A1 (de) | 2007-02-28 | 2008-09-03 | sanofi-aventis | Imidazo[1,2-a]pyridine und deren pharmazeutische Verwendung |
CN101903381A (zh) * | 2007-10-24 | 2010-12-01 | 日本医事物理股份有限公司 | 对淀粉样蛋白具有亲和性的新化合物 |
EP2216052A4 (de) * | 2007-10-30 | 2012-11-21 | Nihon Mediphysics Co Ltd | Verwendung einer neuen verbindung mit affinität für amyloid und verfahren zu ihrer herstellung |
UA103319C2 (en) | 2008-05-06 | 2013-10-10 | Глаксосмитклайн Ллк | Thiazole- and oxazole-benzene sulfonamide compounds |
US8344018B2 (en) | 2008-07-14 | 2013-01-01 | Gilead Sciences, Inc. | Oxindolyl inhibitor compounds |
US8124764B2 (en) | 2008-07-14 | 2012-02-28 | Gilead Sciences, Inc. | Fused heterocyclyc inhibitor compounds |
US8134000B2 (en) | 2008-07-14 | 2012-03-13 | Gilead Sciences, Inc. | Imidazolyl pyrimidine inhibitor compounds |
US8088771B2 (en) | 2008-07-28 | 2012-01-03 | Gilead Sciences, Inc. | Cycloalkylidene and heterocycloalkylidene inhibitor compounds |
US20100204265A1 (en) * | 2009-02-09 | 2010-08-12 | Genelabs Technologies, Inc. | Certain Nitrogen Containing Bicyclic Chemical Entities for Treating Viral Infections |
JP5586692B2 (ja) | 2009-06-08 | 2014-09-10 | ギリアード サイエンシーズ, インコーポレイテッド | アルカノイルアミノベンズアミドアニリンhdacインヒビター化合物 |
NZ596783A (en) | 2009-06-08 | 2014-01-31 | Gilead Sciences Inc | Cycloalkylcarbamate benzamide aniline hdac inhibitor compounds |
WO2011041713A2 (en) * | 2009-10-02 | 2011-04-07 | Glaxosmithkline Llc | Piperazinyl antiviral agents |
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AR080754A1 (es) | 2010-03-09 | 2012-05-09 | Janssen Pharmaceutica Nv | Derivados de imidazo (1,2-a) pirazina y su uso como inhibidores de pde10 |
BR112013033375B1 (pt) | 2011-06-27 | 2022-05-10 | Janssen Pharmaceutica N.V | Derivados de 1-aril-4-metil-[1,2,4]triazolo[4,3-a]quinoxa-lina, seu uso, composição farmacêutica que os compreende, processo de preparação dos mesmos, solução estéril e composto intermediário |
CN104411312B (zh) | 2012-06-26 | 2018-03-06 | 詹森药业有限公司 | 包括pde2抑制剂例如1‑芳基‑4‑甲基‑[1,2,4]三唑[4,3‑a]‑喹喔啉化合物和pde10抑制剂的用于在治疗神经病学障碍或代谢障碍中使用的组合 |
MX362197B (es) | 2012-07-09 | 2019-01-08 | Janssen Pharmaceutica Nv | Derivados de imidazo[1,2-b]piridazina e imidazo[1,2-a]pirazina como inhibidores de la fosfodiesterasa 10; y el uso de los mismos en el tratamiento de trastornos neurológicos, psiquiátricos y metabólicos. |
WO2014195333A1 (de) * | 2013-06-04 | 2014-12-11 | Bayer Pharma Aktiengesellschaft | 3-aryl-substituierte imidazo[1,2-a]pyridine und ihre verwendung |
MX2016008624A (es) | 2013-12-30 | 2017-01-06 | Genentech Inc | Inhibidores de serina/treonina cinasa. |
CA2939793A1 (en) | 2014-02-19 | 2015-08-27 | Bayer Pharma Aktiengesellschaft | 3-(pyrimidine-2-yl)imidazo[1,2-a]pyridines |
US11071745B2 (en) * | 2014-07-07 | 2021-07-27 | Elian Llc | Viral prophylaxis treatment methods and pre-exposure prophylaxis kits |
JP2017536396A (ja) | 2014-12-02 | 2017-12-07 | バイエル・ファルマ・アクティエンゲゼルシャフト | ヘテロアリール置換イミダゾ[1,2−a]ピリジンおよびその使用 |
CN110418789B (zh) | 2017-02-01 | 2022-03-25 | 常州千红生化制药股份有限公司 | 作为治疗剂的N-环烷基/杂环烷基-4-(咪唑并[1,2-a]吡啶)嘧啶-2-胺的衍生物 |
CN110483504B (zh) * | 2019-08-02 | 2022-04-26 | 桂林理工大学 | 以DMF为甲酰化试剂构建2-(2-萘基)咪唑[1,2-a]吡啶-3-醛的新方法 |
CN110483506B (zh) * | 2019-08-02 | 2022-04-19 | 桂林理工大学 | 以DMF为甲酰化试剂构建2-(2-噻吩基)咪唑[1,2-a]吡啶-3-醛的新方法 |
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EP0151962A3 (de) * | 1984-01-25 | 1985-10-02 | Beecham Group Plc | Pyrazolopyridin-Derivate |
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GB8404586D0 (en) * | 1984-02-22 | 1984-03-28 | Beecham Group Plc | Compounds |
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JP2002504909A (ja) | 1997-06-13 | 2002-02-12 | スミスクライン・ビーチャム・コーポレイション | 新規な置換ピラゾールおよびピラゾリン化合物 |
KR100382619B1 (ko) | 1997-09-05 | 2003-05-09 | 글락소 그룹 리미티드 | 2,3-디아릴-피라졸로[1,5-b]피리다진 유도체, 그의 제조방법 및 시클로옥시게나제 2(cox-2) 억제제로서의 용도 |
JP2002514640A (ja) | 1998-05-14 | 2002-05-21 | ジー・ディー・サール・アンド・カンパニー | p38キナーゼ阻害剤としての1,5−ジアリール置換ピラゾール類 |
US6245789B1 (en) | 1998-05-19 | 2001-06-12 | The Procter & Gamble Company | HIV and viral treatment |
FR2779724B1 (fr) | 1998-06-10 | 2001-04-20 | Rhone Poulenc Rorer Sa | Derives du pyrrole, leur preparation et les compositions pharmaceutiques qui les contiennent |
ES2228127T3 (es) | 1998-11-03 | 2005-04-01 | Glaxo Group Limited | Derivados de pirazolopiridina como inhibidores selectivos de cox-2. |
ES2216631T3 (es) | 1999-02-27 | 2004-10-16 | Glaxo Group Limited | Pirazolpiridinas. |
JP4032566B2 (ja) | 1999-06-21 | 2008-01-16 | 東レ株式会社 | 発光素子 |
JP2003503403A (ja) | 1999-06-28 | 2003-01-28 | 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 | 呼吸合胞体ウイルス複製阻害剤 |
GB9919778D0 (en) | 1999-08-21 | 1999-10-27 | Zeneca Ltd | Chemical compounds |
CA2311483A1 (en) | 2000-06-12 | 2001-12-12 | Gregory N Beatch | IMIDAZO [1,2-A] PYRIDINIC ETHERS AND USES THEREOF |
PE20020506A1 (es) | 2000-08-22 | 2002-07-09 | Glaxo Group Ltd | Derivados de pirazol fusionados como inhibidores de la proteina cinasa |
AUPQ969800A0 (en) | 2000-08-28 | 2000-09-21 | Fujisawa Pharmaceutical Co., Ltd. | Pyrazolopyridine compound and pharmaceutical use thereof |
WO2002048147A2 (en) | 2000-12-15 | 2002-06-20 | Glaxo Group Limited | Pyrazolopyridines |
AU2002239348A1 (en) | 2000-12-15 | 2002-06-24 | Glaxo Group Limited | Pyrazolopyridine derivatives |
GB0103926D0 (en) | 2001-02-17 | 2001-04-04 | Astrazeneca Ab | Chemical compounds |
HUP0400266A2 (hu) * | 2001-06-21 | 2004-08-30 | Smithkline Beecham Corp. | Imidazo[1,2-a]piridin-származékok, ezeket tartalmazó gyógyszerkészítmények és alkalmazásuk herpeszvírus-fertőzések megelőzésére vagy kezelésére |
CA2450555A1 (en) * | 2001-06-25 | 2003-01-03 | Merck & Co., Inc. | (pyrimidyl)(phenyl)substituted fused heteroaryl p38 inhibiting and pkg kinase inhibiting compounds |
JP2005508955A (ja) * | 2001-10-05 | 2005-04-07 | スミスクライン ビーチャム コーポレーション | ヘルペスウイルス感染の治療で使用されるためのイミダゾ−ピリジン誘導体 |
-
2002
- 2002-06-10 HU HU0400266A patent/HUP0400266A2/hu unknown
- 2002-06-10 CN CNA028124499A patent/CN1518550A/zh active Pending
- 2002-06-10 PL PL02366827A patent/PL366827A1/xx not_active Application Discontinuation
- 2002-06-10 CA CA002451008A patent/CA2451008A1/en not_active Abandoned
- 2002-06-10 IL IL15866702A patent/IL158667A0/xx unknown
- 2002-06-10 US US10/479,526 patent/US7186714B2/en not_active Expired - Fee Related
- 2002-06-10 JP JP2003507092A patent/JP2005500315A/ja active Pending
- 2002-06-10 CZ CZ20033518A patent/CZ20033518A3/cs unknown
- 2002-06-10 AT AT02739833T patent/ATE337316T1/de not_active IP Right Cessation
- 2002-06-10 WO PCT/US2002/018520 patent/WO2003000689A1/en active IP Right Grant
- 2002-06-10 DE DE60214179T patent/DE60214179T2/de not_active Expired - Fee Related
- 2002-06-10 KR KR10-2003-7016716A patent/KR20040018281A/ko not_active Application Discontinuation
- 2002-06-10 ES ES02739833T patent/ES2271273T3/es not_active Expired - Lifetime
- 2002-06-10 BR BR0210464-4A patent/BR0210464A/pt not_active Application Discontinuation
- 2002-06-10 EP EP02739833A patent/EP1401836B1/de not_active Expired - Lifetime
- 2002-06-10 MX MXPA03011906A patent/MXPA03011906A/es unknown
-
2003
- 2003-11-10 ZA ZA200308726A patent/ZA200308726B/en unknown
- 2003-12-15 NO NO20035583A patent/NO20035583D0/no not_active Application Discontinuation
- 2003-12-16 CO CO03109957A patent/CO5540312A2/es not_active Application Discontinuation
-
2006
- 2006-03-29 US US11/391,867 patent/US20060167252A1/en not_active Abandoned
-
2007
- 2007-01-25 US US11/627,078 patent/US20070135451A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
EP1401836A1 (de) | 2004-03-31 |
US20050228004A1 (en) | 2005-10-13 |
NO20035583D0 (no) | 2003-12-15 |
US7186714B2 (en) | 2007-03-06 |
WO2003000689A1 (en) | 2003-01-03 |
CO5540312A2 (es) | 2005-07-29 |
MXPA03011906A (es) | 2004-03-26 |
IL158667A0 (en) | 2004-05-12 |
KR20040018281A (ko) | 2004-03-02 |
EP1401836B1 (de) | 2006-08-23 |
CZ20033518A3 (en) | 2004-05-12 |
BR0210464A (pt) | 2004-07-20 |
DE60214179D1 (de) | 2006-10-05 |
CA2451008A1 (en) | 2003-01-03 |
DE60214179T2 (de) | 2007-01-04 |
CN1518550A (zh) | 2004-08-04 |
HUP0400266A2 (hu) | 2004-08-30 |
US20070135451A1 (en) | 2007-06-14 |
JP2005500315A (ja) | 2005-01-06 |
ES2271273T3 (es) | 2007-04-16 |
PL366827A1 (en) | 2005-02-07 |
ATE337316T1 (de) | 2006-09-15 |
US20060167252A1 (en) | 2006-07-27 |
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