AU2006311422A1 - 1 h-indazoles, benzothiazoles, 1,2-benzoisoxazoles, 1,2-benzoisothiazoles, and chromones and preparation and uses thereof - Google Patents
1 h-indazoles, benzothiazoles, 1,2-benzoisoxazoles, 1,2-benzoisothiazoles, and chromones and preparation and uses thereof Download PDFInfo
- Publication number
- AU2006311422A1 AU2006311422A1 AU2006311422A AU2006311422A AU2006311422A1 AU 2006311422 A1 AU2006311422 A1 AU 2006311422A1 AU 2006311422 A AU2006311422 A AU 2006311422A AU 2006311422 A AU2006311422 A AU 2006311422A AU 2006311422 A1 AU2006311422 A1 AU 2006311422A1
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- Australia
- Prior art keywords
- carbon atoms
- diazabicyclo
- ylcarbonyl
- alkyl
- cycloalkyl
- 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
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- CSNIZNHTOVFARY-UHFFFAOYSA-N 1,2-benzothiazole Chemical class C1=CC=C2C=NSC2=C1 CSNIZNHTOVFARY-UHFFFAOYSA-N 0.000 title claims description 13
- 238000002360 preparation method Methods 0.000 title description 24
- 150000004777 chromones Chemical class 0.000 title description 2
- KTZQTRPPVKQPFO-UHFFFAOYSA-N 1,2-benzoxazole Chemical class C1=CC=C2C=NOC2=C1 KTZQTRPPVKQPFO-UHFFFAOYSA-N 0.000 title 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 claims description 262
- 150000001875 compounds Chemical class 0.000 claims description 208
- 238000000034 method Methods 0.000 claims description 191
- 125000000217 alkyl group Chemical group 0.000 claims description 149
- -1 NR 3 Inorganic materials 0.000 claims description 123
- 229910052801 chlorine Inorganic materials 0.000 claims description 110
- 229910052731 fluorine Inorganic materials 0.000 claims description 106
- 229910052794 bromium Inorganic materials 0.000 claims description 97
- 229910052740 iodine Inorganic materials 0.000 claims description 77
- 239000000203 mixture Substances 0.000 claims description 56
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 55
- 125000003545 alkoxy group Chemical group 0.000 claims description 48
- 229910052736 halogen Inorganic materials 0.000 claims description 48
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- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 claims description 24
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- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims description 14
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 9
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- PGHTXZVHWVYKII-UHFFFAOYSA-N 1,4-diazabicyclo[3.2.2]nonan-4-yl-(6-pyrrolidin-1-yl-1h-indazol-3-yl)methanone Chemical compound C1CN(CC2)CCC2N1C(=O)C(C1=CC=2)=NNC1=CC=2N1CCCC1 PGHTXZVHWVYKII-UHFFFAOYSA-N 0.000 claims description 6
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- LTTRHAHKHBGLFJ-UHFFFAOYSA-N 1,4-diazabicyclo[3.2.2]nonan-4-yl-(5-methoxy-1,2-benzothiazol-3-yl)methanone Chemical compound C12=CC(OC)=CC=C2SN=C1C(=O)N1CCN2CCC1CC2 LTTRHAHKHBGLFJ-UHFFFAOYSA-N 0.000 claims description 4
- XDLAJOHFJBFDBR-UHFFFAOYSA-N 1,4-diazabicyclo[3.2.2]nonan-4-yl-(6-thiomorpholin-4-yl-1h-indazol-3-yl)methanone Chemical compound C1CN(CC2)CCC2N1C(=O)C(C1=CC=2)=NNC1=CC=2N1CCSCC1 XDLAJOHFJBFDBR-UHFFFAOYSA-N 0.000 claims description 4
- MODJKVLWMQXWNQ-UHFFFAOYSA-N 1,4-diazabicyclo[3.2.2]nonan-4-yl-[6-(1-methylpyrrolidin-3-yl)oxy-1,2-benzothiazol-3-yl]methanone Chemical compound C1N(C)CCC1OC1=CC=C(C(=NS2)C(=O)N3C4CCN(CC4)CC3)C2=C1 MODJKVLWMQXWNQ-UHFFFAOYSA-N 0.000 claims description 4
- KGLWXAZNCVRDSK-UHFFFAOYSA-N 1-[3-(1,4-diazabicyclo[3.2.2]nonane-4-carbonyl)-1h-indazol-6-yl]-3-propylimidazolidin-2-one Chemical compound O=C1N(CCC)CCN1C1=CC=C(C(=NN2)C(=O)N3C4CCN(CC4)CC3)C2=C1 KGLWXAZNCVRDSK-UHFFFAOYSA-N 0.000 claims description 4
- LLSRLLPHUVVLQJ-UHFFFAOYSA-N 1-cycloheptyldiazepane Chemical group C1CCCCCC1N1NCCCCC1 LLSRLLPHUVVLQJ-UHFFFAOYSA-N 0.000 claims description 4
- PPNCOQHHSGMKGI-UHFFFAOYSA-N 1-cyclononyldiazonane Chemical group C1CCCCCCCC1N1NCCCCCCC1 PPNCOQHHSGMKGI-UHFFFAOYSA-N 0.000 claims description 4
- NFDXQGNDWIPXQL-UHFFFAOYSA-N 1-cyclooctyldiazocane Chemical group C1CCCCCCC1N1NCCCCCC1 NFDXQGNDWIPXQL-UHFFFAOYSA-N 0.000 claims description 4
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- GNPCXQKUXPFHNC-UHFFFAOYSA-N [6-(1-azabicyclo[2.2.2]octan-3-yloxy)-1,2-benzothiazol-3-yl]-(1,4-diazabicyclo[3.2.2]nonan-4-yl)methanone Chemical compound N=1SC2=CC(OC3C4CCN(CC4)C3)=CC=C2C=1C(=O)N1CCN2CCC1CC2 GNPCXQKUXPFHNC-UHFFFAOYSA-N 0.000 claims description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
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Landscapes
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Applications Claiming Priority (3)
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| US73476105P | 2005-11-09 | 2005-11-09 | |
| US60/734,761 | 2005-11-09 | ||
| PCT/US2006/043818 WO2007056582A1 (en) | 2005-11-09 | 2006-11-09 | 1 h-indazoles, benzothiazoles, 1,2-benzoisoxazoles, 1,2-benzoisothiazoles, and chromones and preparation and uses thereof |
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| AU2006311422A1 true AU2006311422A1 (en) | 2007-05-18 |
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| EP (1) | EP1963332A1 (enExample) |
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| CA (1) | CA2627089A1 (enExample) |
| IL (1) | IL190874A0 (enExample) |
| WO (1) | WO2007056582A1 (enExample) |
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| KR20070015607A (ko) * | 2004-05-07 | 2007-02-05 | 메모리 파마슈티칼스 코포레이션 | 1ｈ-인다졸, 벤조티아졸, 1,2-벤조이속사졸,1,2-벤조이소티아졸, 및 크로몬 및 그의 제조법 및 용도 |
| PE20061119A1 (es) | 2005-01-19 | 2006-11-27 | Aventis Pharma Sa | PIRAZOLO PIRIDINAS SUSTITUIDAS COMO INHIBIDORES DE CINASAS FAK, KDR Y Tie |
| FR2889526B1 (fr) | 2005-08-04 | 2012-02-17 | Aventis Pharma Sa | 7-aza-indazoles substitues, compositions les contenant, procede de fabrication et utilisation |
| WO2009055437A2 (en) * | 2007-10-22 | 2009-04-30 | Memory Pharmaceuticals Corporation | (1,4-diaza-bicyclo[3.2.2]non-6-en-4-yl)-heterocyclyl-methanone ligands for nicotinic acetylcholine receptors, useful for the treatment of disease |
| JO3250B1 (ar) | 2009-09-22 | 2018-09-16 | Novartis Ag | إستعمال منشطات مستقبل نيكوتينيك أسيتيل كولين ألفا 7 |
| CU24152B1 (es) | 2010-12-20 | 2016-02-29 | Irm Llc | 1,2 oxazol-8-azabiciclo[3,2,1]octano 8 il como moduladores de fxr |
| EP2548870A1 (en) * | 2011-07-20 | 2013-01-23 | Cytec Technology Corp. | Process for the Synthesis of Cyclic Alkylene Ureas |
| EP2548869A1 (en) * | 2011-07-20 | 2013-01-23 | Cytec Technology Corp. | Process for the Synthesis of N-substituted Cyclic Alkylene Ureas |
| US8889730B2 (en) | 2012-04-10 | 2014-11-18 | Pfizer Inc. | Indole and indazole compounds that activate AMPK |
| US9394285B2 (en) | 2013-03-15 | 2016-07-19 | Pfizer Inc. | Indole and indazole compounds that activate AMPK |
| CN106279119B (zh) * | 2015-05-27 | 2020-06-16 | 上海海和药物研究开发有限公司 | 一种新型激酶抑制剂的制备及其应用 |
| CN110494136A (zh) * | 2017-01-10 | 2019-11-22 | 瑞士苏黎世联邦理工学院 | 细胞保护性化合物及其用途 |
| US20240051939A1 (en) * | 2020-12-08 | 2024-02-15 | Disarm Therapeutics, Inc. | Benzopyrazole inhibitors of sarm1 |
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| SE0202465D0 (sv) * | 2002-08-14 | 2002-08-14 | Astrazeneca Ab | New compounds |
| CA2499128C (en) * | 2002-09-25 | 2012-07-31 | Memory Pharmaceuticals Corporation | Indazoles, benzothiazoles, and benzoisothiazoles, and preparation and uses thereof |
| US7456171B2 (en) * | 2002-10-08 | 2008-11-25 | Sanofi-Aventis | 1,4-Diazabicyclo[3.2.2]nonanecarboxamide derivatives, preparation and therapeutic use thereof |
| FR2845388B1 (fr) * | 2002-10-08 | 2004-11-12 | Sanofi Synthelabo | Derives de 1,4-diazabicyclo[3.2.2]nonanecarboxamides, leur preparation et leur application en therapeutique |
| US7396833B2 (en) | 2003-12-22 | 2008-07-08 | Memory Pharmaceuticals Corporation | Indoles, 1H-indazoles, 1,2-benzisoxazoles, and 1,2-benzisothiazoles, and preparation and uses thereof |
| CN103724343A (zh) * | 2004-03-25 | 2014-04-16 | 记忆药物公司 | 吲唑、苯并噻唑、苯并异噻唑、苯并异噁唑及其制备和用途 |
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| IL190874A0 (en) | 2008-11-03 |
| CN101316849A (zh) | 2008-12-03 |
| KR20080067339A (ko) | 2008-07-18 |
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| US7932248B2 (en) | 2011-04-26 |
| BRPI0619672A2 (pt) | 2011-10-11 |
| US20070135417A1 (en) | 2007-06-14 |
| EP1963332A1 (en) | 2008-09-03 |
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