JP5346292B2 - 5−ht2aセロトニン受容体に関連する障害の処置に有用な5−ht2aセロトニン受容体の調整因子としてのピラゾール誘導体 - Google Patents
5−ht2aセロトニン受容体に関連する障害の処置に有用な5−ht2aセロトニン受容体の調整因子としてのピラゾール誘導体 Download PDFInfo
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- JP5346292B2 JP5346292B2 JP2009531423A JP2009531423A JP5346292B2 JP 5346292 B2 JP5346292 B2 JP 5346292B2 JP 2009531423 A JP2009531423 A JP 2009531423A JP 2009531423 A JP2009531423 A JP 2009531423A JP 5346292 B2 JP5346292 B2 JP 5346292B2
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- methyl
- phenyl
- piperazin
- pyrazol
- fluoro
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- 102000049773 5-HT2A Serotonin Receptor Human genes 0.000 title abstract 3
- 108010072564 5-HT2A Serotonin Receptor Proteins 0.000 title abstract 3
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- 238000000034 method Methods 0.000 claims abstract description 163
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- 238000004519 manufacturing process Methods 0.000 claims description 52
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 30
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 30
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- 125000000623 heterocyclic group Chemical group 0.000 claims description 20
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- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims description 9
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 9
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 9
- 125000004749 (C1-C6) haloalkylsulfinyl group Chemical group 0.000 claims description 9
- 125000006771 (C1-C6) haloalkylthio group Chemical group 0.000 claims description 9
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- UQKJQWRXESSEAT-UHFFFAOYSA-N (4-chloro-1-methylpyrazol-3-yl)-[4-[2-(4-fluorophenyl)propyl]piperazin-1-yl]methanone Chemical compound C=1C=C(F)C=CC=1C(C)CN(CC1)CCN1C(=O)C1=NN(C)C=C1Cl UQKJQWRXESSEAT-UHFFFAOYSA-N 0.000 claims description 3
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- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
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- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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| TWI415845B (zh) | 2013-11-21 |
| TW200823201A (en) | 2008-06-01 |
| US9732039B2 (en) | 2017-08-15 |
| AU2007305235A1 (en) | 2008-04-10 |
| AU2007305235C1 (en) | 2012-12-13 |
| US9434692B2 (en) | 2016-09-06 |
| PE20081454A1 (es) | 2008-10-18 |
| CN102838546A (zh) | 2012-12-26 |
| US20100004264A1 (en) | 2010-01-07 |
| CL2007002859A1 (es) | 2008-06-06 |
| ES2494846T3 (es) | 2014-09-16 |
| PA8749401A1 (es) | 2009-02-09 |
| CA2664398A1 (en) | 2008-04-10 |
| US20130217700A1 (en) | 2013-08-22 |
| JP2010505832A (ja) | 2010-02-25 |
| AR063100A1 (es) | 2008-12-30 |
| CN102838546B (zh) | 2015-07-15 |
| CN101611013A (zh) | 2009-12-23 |
| JO2954B1 (en) | 2016-03-15 |
| US10351531B2 (en) | 2019-07-16 |
| US20200048205A1 (en) | 2020-02-13 |
| CN101611013B (zh) | 2012-09-05 |
| JP2013199493A (ja) | 2013-10-03 |
| US20170320831A1 (en) | 2017-11-09 |
| US20210380537A1 (en) | 2021-12-09 |
| EP2066641A1 (en) | 2009-06-10 |
| WO2008042388A1 (en) | 2008-04-10 |
| AU2007305235B2 (en) | 2012-05-17 |
| EP2066641B1 (en) | 2014-06-04 |
| US20160075660A1 (en) | 2016-03-17 |
| CA2664398C (en) | 2018-03-13 |
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Free format text: JAPANESE INTERMEDIATE CODE: R250 |
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| LAPS | Cancellation because of no payment of annual fees |