JP2006516606A5 - - Google Patents
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- Publication number
- JP2006516606A5 JP2006516606A5 JP2006502388A JP2006502388A JP2006516606A5 JP 2006516606 A5 JP2006516606 A5 JP 2006516606A5 JP 2006502388 A JP2006502388 A JP 2006502388A JP 2006502388 A JP2006502388 A JP 2006502388A JP 2006516606 A5 JP2006516606 A5 JP 2006516606A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- alkynyl
- alkenyl
- independently selected
- aryl
- 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
Links
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 18
- 125000003118 aryl group Chemical group 0.000 claims 14
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 13
- 229910052736 halogen Inorganic materials 0.000 claims 13
- 150000002367 halogens Chemical class 0.000 claims 13
- 229910052739 hydrogen Inorganic materials 0.000 claims 13
- 239000001257 hydrogen Substances 0.000 claims 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims 12
- 125000001424 substituent group Chemical group 0.000 claims 12
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 9
- 125000000304 alkynyl group Chemical group 0.000 claims 8
- 125000001072 heteroaryl group Chemical group 0.000 claims 8
- 241000725303 Human immunodeficiency virus Species 0.000 claims 6
- -1 (5-chlorothien-2-yl) methyl Chemical group 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 239000012453 solvate Substances 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 102100034343 Integrase Human genes 0.000 claims 3
- 108010061833 Integrases Proteins 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 230000002401 inhibitory effect Effects 0.000 claims 3
- 102000004190 Enzymes Human genes 0.000 claims 2
- 108090000790 Enzymes Proteins 0.000 claims 2
- 108010002459 HIV Integrase Proteins 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000006507 2,4-difluorobenzyl group Chemical group [H]C1=C(F)C([H])=C(F)C(=C1[H])C([H])([H])* 0.000 claims 1
- 125000003852 3-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(Cl)=C1[H])C([H])([H])* 0.000 claims 1
- 125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims 1
- 125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 claims 1
- DOZQZHQTEWNLPV-UHFFFAOYSA-N 9-[(2,4-difluorophenyl)methyl]-n-hydroxypyrido[3,4-b]indole-3-carboxamide Chemical compound C1=NC(C(=O)NO)=CC(C2=CC=CC=C22)=C1N2CC1=CC=C(F)C=C1F DOZQZHQTEWNLPV-UHFFFAOYSA-N 0.000 claims 1
- UKZNDRCGTGQSLU-UHFFFAOYSA-N 9-[(3-chloro-2,6-difluorophenyl)methyl]-n-hydroxy-n-methylpyrido[3,4-b]indole-3-carboxamide Chemical compound C1=NC(C(=O)N(O)C)=CC(C2=CC=CC=C22)=C1N2CC1=C(F)C=CC(Cl)=C1F UKZNDRCGTGQSLU-UHFFFAOYSA-N 0.000 claims 1
- BXNMCCAUNWEGSF-UHFFFAOYSA-N 9-[(3-chloro-2,6-difluorophenyl)methyl]-n-hydroxypyrido[3,4-b]indole-3-carboxamide Chemical compound C1=NC(C(=O)NO)=CC(C2=CC=CC=C22)=C1N2CC1=C(F)C=CC(Cl)=C1F BXNMCCAUNWEGSF-UHFFFAOYSA-N 0.000 claims 1
- JBHRILBPDWAKSK-UHFFFAOYSA-N 9-[(3-chloro-2-fluorophenyl)methyl]-n-hydroxypyrido[3,4-b]indole-3-carboxamide Chemical compound C1=NC(C(=O)NO)=CC(C2=CC=CC=C22)=C1N2CC1=CC=CC(Cl)=C1F JBHRILBPDWAKSK-UHFFFAOYSA-N 0.000 claims 1
- RYZKQKZUMWOKKS-UHFFFAOYSA-N 9-[(4-fluorophenyl)methyl]-n-hydroxy-n-methylpyrido[3,4-b]indole-3-carboxamide Chemical compound C1=NC(C(=O)N(O)C)=CC(C2=CC=CC=C22)=C1N2CC1=CC=C(F)C=C1 RYZKQKZUMWOKKS-UHFFFAOYSA-N 0.000 claims 1
- ADHFMENDOUEJRK-UHFFFAOYSA-N 9-[(4-fluorophenyl)methyl]-n-hydroxypyrido[3,4-b]indole-3-carboxamide Chemical compound C1=NC(C(=O)NO)=CC(C2=CC=CC=C22)=C1N2CC1=CC=C(F)C=C1 ADHFMENDOUEJRK-UHFFFAOYSA-N 0.000 claims 1
- 125000006287 difluorobenzyl group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000005349 heteroarylcycloalkyl group Chemical group 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- KUTCXBRTPRWGTL-UHFFFAOYSA-N n-benzyl-9-[(3-chloro-2,6-difluorophenyl)methyl]-n-hydroxypyrido[3,4-b]indole-3-carboxamide Chemical compound C=1C(C2=CC=CC=C2N2CC=3C(=C(Cl)C=CC=3F)F)=C2C=NC=1C(=O)N(O)CC1=CC=CC=C1 KUTCXBRTPRWGTL-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000003981 vehicle Substances 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US44322303P | 2003-01-27 | 2003-01-27 | |
| PCT/IB2004/000259 WO2004067531A1 (en) | 2003-01-27 | 2004-01-23 | Hiv-integrase inhibitors, pharmaceutical compositions, and methods for their use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006516606A JP2006516606A (ja) | 2006-07-06 |
| JP2006516606A5 true JP2006516606A5 (https=) | 2006-10-19 |
Family
ID=32825309
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006502388A Abandoned JP2006516606A (ja) | 2003-01-27 | 2004-01-23 | Ｈｉｖインテグラーゼインヒビター、医薬組成物、およびそれらの使用 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US7001912B2 (https=) |
| EP (1) | EP1590349A1 (https=) |
| JP (1) | JP2006516606A (https=) |
| BR (1) | BRPI0407052A (https=) |
| CA (1) | CA2513141A1 (https=) |
| MX (1) | MXPA05007563A (https=) |
| WO (1) | WO2004067531A1 (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PA8586801A1 (es) | 2002-10-31 | 2005-02-04 | Pfizer | Inhibidores de hiv-integrasa, composiciones farmaceuticas y metodos para su uso |
| WO2004067531A1 (en) | 2003-01-27 | 2004-08-12 | Pfizer Inc. | Hiv-integrase inhibitors, pharmaceutical compositions, and methods for their use |
| CN100503607C (zh) * | 2003-06-02 | 2009-06-24 | 新疆华世丹药物研究有限责任公司 | 去氢骆驼蓬碱衍生物类化合物及其应用 |
| DE602005002746T2 (de) * | 2004-04-26 | 2008-02-07 | Pfizer Inc. | Inhibitoren des hiv-integrase-enzyms |
| EP1873155A1 (en) * | 2004-04-26 | 2008-01-02 | Pfizer Inc. | Inhibitors of the HIV integrase enzyme |
| CA2564356A1 (en) | 2004-04-26 | 2005-11-03 | Pfizer Inc. | Pyrrolopyridine derivatives and their use as hiv-integrase inhibitors |
| US7538112B2 (en) * | 2004-05-07 | 2009-05-26 | Merck & Co., Inc. | HIV integrase inhibitors |
| JP2009511463A (ja) * | 2005-10-07 | 2009-03-19 | ファイザー・プロダクツ・インク | Ｈｉｖインテグラーゼ酵素の阻害剤 |
| EP1976517A1 (en) * | 2005-12-30 | 2008-10-08 | Gilead Sciences, Inc. | Methods for improving the pharmacokinetics of hiv integrase inhibitors |
| CN105481788A (zh) * | 2006-10-28 | 2016-04-13 | 梅特希尔基因公司 | 组蛋白脱乙酰酶抑制剂 |
| US20100256379A1 (en) * | 2007-10-26 | 2010-10-07 | Kagoshima University | Anti-viral agent containing heterocyclic aromatic compound as active ingredient |
| US9151055B2 (en) | 2009-02-25 | 2015-10-06 | Owens Corning Intellectual Capital, Llc | Hip and ridge roofing material |
| US8580294B2 (en) | 2010-10-19 | 2013-11-12 | International Partnership For Microbicides | Platinum-catalyzed intravaginal rings |
| US10137031B2 (en) | 2013-11-14 | 2018-11-27 | International Partnership For Microbicides, Inc. | Combination therapy intravaginal rings |
| CN109369510A (zh) * | 2018-10-31 | 2019-02-22 | 云南大学 | 具有抗hiv活性的双甲氧基取代咔唑类化合物制备及用途 |
| AU2021312027A1 (en) * | 2020-07-23 | 2023-01-05 | Cancer Research Technology Ltd. | Tricyclic heterocycles |
| CN119431371A (zh) * | 2024-10-22 | 2025-02-14 | 沈阳药科大学 | 一种β-卡波林3,6,9-位修饰衍生物及其制备方法和用途 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ194747A (en) * | 1979-08-29 | 1988-11-29 | Schering Ag | 9h-pyrido(3,4-b)indol-3-ylcarboxylic acid derivatives |
| GB8720125D0 (en) * | 1987-08-26 | 1987-09-30 | Roussel Lab Ltd | Chemical compounds |
| US6057297A (en) * | 1996-08-06 | 2000-05-02 | Polifarma S.P.A. | Inhibitor compounds of zinc-dependent metalloproteinases associated with pathological conditions, and therapeutic use thereof |
| FR2754262B1 (fr) * | 1996-10-08 | 1998-10-30 | Synthelabo | Derives de 1h-pyrido[3,4-b]indole-4-carboxamide, leur preparation et leur application en therapeutique |
| HUP0302962A2 (hu) | 1998-06-12 | 2003-12-29 | Societe De Conseils De Recherches Et D'applications Scientifiques S.A.S. | Béta-karbolinszármazékok, ezeket a vegyületeket tartalmazó gyógyászati készítmények és a vegyületek alkalmazása |
| EP1209158A1 (en) * | 2000-11-18 | 2002-05-29 | Aventis Pharma Deutschland GmbH | Substituted beta-carbolines |
| JP3616628B2 (ja) | 2001-03-01 | 2005-02-02 | 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含窒素芳香族複素環化合物 |
| JP4176477B2 (ja) | 2001-03-01 | 2008-11-05 | 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含窒素芳香族複素環誘導体 |
| JP2003171381A (ja) | 2001-09-25 | 2003-06-20 | Takeda Chem Ind Ltd | エントリー阻害剤 |
| JP2003119137A (ja) | 2001-10-10 | 2003-04-23 | Japan Tobacco Inc | Ｈｉｖ阻害剤 |
| JP2005508968A (ja) * | 2001-10-19 | 2005-04-07 | トランス テック ファーマ，インコーポレイテッド | ＰＴＰ阻害剤としてのβ−カルボリン誘導体 |
| ATE355064T1 (de) | 2001-10-26 | 2006-03-15 | Angeletti P Ist Richerche Bio | Dihydroxypyrimidin-carbonsäueramid-hemmer der hiv-integrase |
| AU2002349675A1 (en) | 2001-12-05 | 2003-06-17 | Shionogi And Co., Ltd. | Derivative having hiv integrase inhibitory activity |
| CA2469592C (en) | 2001-12-12 | 2005-08-23 | Bristol-Myers Squibb Company | Hiv integrase inhibitors |
| EP1467970B1 (en) | 2002-01-17 | 2007-08-22 | Merck & Co., Inc. | Hydroxynaphthyridinone carboxamides useful as hiv integrase inhibitors |
| ATE409187T1 (de) | 2002-03-15 | 2008-10-15 | Merck & Co Inc | N-(substituierte benzyl)-8-hydroxy-1,6- naphthyridin-7- carbonsäureamide als hiv- integrase-hemmer |
| PA8586801A1 (es) | 2002-10-31 | 2005-02-04 | Pfizer | Inhibidores de hiv-integrasa, composiciones farmaceuticas y metodos para su uso |
| WO2004067531A1 (en) | 2003-01-27 | 2004-08-12 | Pfizer Inc. | Hiv-integrase inhibitors, pharmaceutical compositions, and methods for their use |
-
2004
- 2004-01-23 WO PCT/IB2004/000259 patent/WO2004067531A1/en not_active Ceased
- 2004-01-23 JP JP2006502388A patent/JP2006516606A/ja not_active Abandoned
- 2004-01-23 BR BR0407052-6A patent/BRPI0407052A/pt not_active IP Right Cessation
- 2004-01-23 CA CA002513141A patent/CA2513141A1/en not_active Abandoned
- 2004-01-23 EP EP04704681A patent/EP1590349A1/en not_active Withdrawn
- 2004-01-23 MX MXPA05007563A patent/MXPA05007563A/es unknown
- 2004-01-26 US US10/765,227 patent/US7001912B2/en not_active Expired - Fee Related
-
2005
- 2005-10-14 US US11/251,344 patent/US7138408B2/en not_active Expired - Fee Related
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