JP2012513993A5 - - Google Patents
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- Publication number
- JP2012513993A5 JP2012513993A5 JP2011543474A JP2011543474A JP2012513993A5 JP 2012513993 A5 JP2012513993 A5 JP 2012513993A5 JP 2011543474 A JP2011543474 A JP 2011543474A JP 2011543474 A JP2011543474 A JP 2011543474A JP 2012513993 A5 JP2012513993 A5 JP 2012513993A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- compound according
- pyridin
- phenyl
- methyl
- 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.)
- Granted
Links
- IFOJJUKSLKNAOM-AWEZNQCLSA-N (1s)-2-methyl-1-phenyl-2-pyridin-2-ylpropan-1-amine Chemical compound C1([C@H](N)C(C)(C)C=2N=CC=CC=2)=CC=CC=C1 IFOJJUKSLKNAOM-AWEZNQCLSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims 10
- 150000003839 salts Chemical class 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 3
- -1 (S) -2-methyl-1-phenyl-2- (pyridin-2-yl) propan-1-amine dihydrochloride Chemical compound 0.000 claims 2
- 208000020401 Depressive disease Diseases 0.000 claims 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims 2
- 208000024714 major depressive disease Diseases 0.000 claims 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 2
- MAKZOTAGHBIOMS-KZHAMYRLSA-N (e)-but-2-enedioic acid;(1s)-2-methyl-1-phenyl-2-pyridin-2-ylpropan-1-amine Chemical compound OC(=O)\C=C\C(O)=O.C1([C@H](N)C(C)(C)C=2N=CC=CC=2)=CC=CC=C1 MAKZOTAGHBIOMS-KZHAMYRLSA-N 0.000 claims 1
- IFOJJUKSLKNAOM-UHFFFAOYSA-N 2-methyl-1-phenyl-2-pyridin-2-ylpropan-1-amine Chemical compound C=1C=CC=NC=1C(C)(C)C(N)C1=CC=CC=C1 IFOJJUKSLKNAOM-UHFFFAOYSA-N 0.000 claims 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims 1
- 229960000583 acetic acid Drugs 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims 1
- 229940092714 benzenesulfonic acid Drugs 0.000 claims 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims 1
- 229960004106 citric acid Drugs 0.000 claims 1
- 235000015165 citric acid Nutrition 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000001530 fumaric acid Substances 0.000 claims 1
- 229960002598 fumaric acid Drugs 0.000 claims 1
- 239000004310 lactic acid Substances 0.000 claims 1
- 229960000448 lactic acid Drugs 0.000 claims 1
- 235000014655 lactic acid Nutrition 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- 239000011976 maleic acid Substances 0.000 claims 1
- 229940098895 maleic acid Drugs 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229940098779 methanesulfonic acid Drugs 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 229960004838 phosphoric acid Drugs 0.000 claims 1
- 235000011007 phosphoric acid Nutrition 0.000 claims 1
- 229940107700 pyruvic acid Drugs 0.000 claims 1
- 229940032330 sulfuric acid Drugs 0.000 claims 1
- 239000011975 tartaric acid Substances 0.000 claims 1
- 229960001367 tartaric acid Drugs 0.000 claims 1
- 235000002906 tartaric acid Nutrition 0.000 claims 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 2
- 229940011051 isopropyl acetate Drugs 0.000 description 2
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- IFOJJUKSLKNAOM-CQSZACIVSA-N (1r)-2-methyl-1-phenyl-2-pyridin-2-ylpropan-1-amine Chemical compound C1([C@@H](N)C(C)(C)C=2N=CC=CC=2)=CC=CC=C1 IFOJJUKSLKNAOM-CQSZACIVSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14067308P | 2008-12-24 | 2008-12-24 | |
| US61/140,673 | 2008-12-24 | ||
| PCT/SE2009/051493 WO2010074647A1 (en) | 2008-12-24 | 2009-12-22 | Ethanamine compounds and their use for treating depression |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012513993A JP2012513993A (ja) | 2012-06-21 |
| JP2012513993A5 true JP2012513993A5 (OSRAM) | 2013-08-01 |
| JP5491524B2 JP5491524B2 (ja) | 2014-05-14 |
Family
ID=42288011
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011543474A Expired - Fee Related JP5491524B2 (ja) | 2008-12-24 | 2009-12-22 | エタンアミン化合物及びうつ病を処置するためのその使用 |
Country Status (31)
| Country | Link |
|---|---|
| US (4) | US8013165B2 (OSRAM) |
| EP (2) | EP2610246A1 (OSRAM) |
| JP (1) | JP5491524B2 (OSRAM) |
| KR (1) | KR20110097996A (OSRAM) |
| CN (1) | CN102333762B (OSRAM) |
| AR (1) | AR074981A1 (OSRAM) |
| AU (1) | AU2009330745B2 (OSRAM) |
| BR (1) | BRPI0923476A2 (OSRAM) |
| CA (1) | CA2748235A1 (OSRAM) |
| CL (1) | CL2011001590A1 (OSRAM) |
| CO (1) | CO6450688A2 (OSRAM) |
| CR (1) | CR20110365A (OSRAM) |
| CU (1) | CU24017B1 (OSRAM) |
| DO (1) | DOP2011000205A (OSRAM) |
| EA (1) | EA201190064A1 (OSRAM) |
| EC (1) | ECSP11011161A (OSRAM) |
| GT (1) | GT201100186A (OSRAM) |
| HN (1) | HN2011001773A (OSRAM) |
| IL (1) | IL213518A0 (OSRAM) |
| MX (1) | MX2011006680A (OSRAM) |
| NI (1) | NI201100131A (OSRAM) |
| NZ (1) | NZ593282A (OSRAM) |
| PE (1) | PE20120249A1 (OSRAM) |
| SA (1) | SA109310013B1 (OSRAM) |
| SG (2) | SG171928A1 (OSRAM) |
| SV (1) | SV2011003962A (OSRAM) |
| TW (1) | TWI442922B (OSRAM) |
| UA (1) | UA106056C2 (OSRAM) |
| UY (1) | UY32360A (OSRAM) |
| WO (1) | WO2010074647A1 (OSRAM) |
| ZA (1) | ZA201105441B (OSRAM) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8013165B2 (en) * | 2008-12-24 | 2011-09-06 | Astrazeneca Ab | Ethanamine compounds and methods of using the same 545 |
| CN112279843B (zh) * | 2020-11-24 | 2023-05-16 | 深圳市第二人民医院(深圳市转化医学研究院) | 一种具有抗抑郁活性的含氮杂环化合物 |
| CN112250676B (zh) * | 2020-11-24 | 2023-05-16 | 深圳市第二人民医院(深圳市转化医学研究院) | 一种具有抗抑郁活性的含氧杂环化合物 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3422191A (en) | 1965-01-21 | 1969-01-14 | Synergistics Inc | Compositions and methods for tranquilization employing salts of n-morpholine ethanol |
| GB1427026A (en) | 1972-11-20 | 1976-03-03 | Ici Ltd | Synthetic film materials |
| JPS5756474B2 (OSRAM) | 1973-05-26 | 1982-11-30 | ||
| US5455259A (en) | 1987-02-06 | 1995-10-03 | Fisons Corporation | Compounds for the treatment of neurodegenerative disorders |
| GB9320273D0 (en) | 1993-04-01 | 1993-11-17 | Fisons Corp | Compound useful in therapy |
| ES2083972T3 (es) | 1988-08-12 | 1996-05-01 | Astra Ab | Arilalquil-aminas y -amidas con propiedades anticonvulsivas y neuroprotectoras. |
| JP2514855B2 (ja) | 1990-08-08 | 1996-07-10 | キッセイ薬品工業株式会社 | 光学活性なアラニンアニリド誘導体の酸付加塩 |
| US5206248A (en) | 1992-03-27 | 1993-04-27 | Smith Richard A | Method for reducing emotional lability |
| ES2142320T3 (es) * | 1991-10-30 | 2000-04-16 | Astra Ab | Derivados de 2-pirazinil-etilamina y su uso como productos farmaceuticos. |
| UA29437C2 (uk) | 1992-04-03 | 2000-11-15 | Астра АБ | (s)-альфа-феніл-2-піридинетанамін або його сіль з неорганічною кислотою, які мають протисудомну активність, спосіб їх отримання, лікарський препарат на їх основі та спосіб лікування судом |
| DK0898566T3 (da) * | 1996-04-19 | 2003-03-03 | Akzo Nobel Nv | Substituerede benzylaminer og anvendelse deraf til behandling af depression |
| EP0869122B1 (en) | 1997-03-31 | 2002-12-04 | Korea Research Institute Of Chemical Technology | Quinolinic sulfide derivatives acting as NMDA receptor antagonists and process for preparation thereof |
| TW544448B (en) | 1997-07-11 | 2003-08-01 | Novartis Ag | Pyridine derivatives |
| SE9901077D0 (sv) * | 1999-03-23 | 1999-03-23 | Astra Ab | Novel use |
| SE9901340D0 (sv) | 1999-04-15 | 1999-04-15 | Astra Pharma Prod | Novel process |
| DE10334188B4 (de) * | 2003-07-26 | 2007-07-05 | Schwarz Pharma Ag | Verwendung von Rotigotin zur Behandlung von Depressionen |
| US8013165B2 (en) * | 2008-12-24 | 2011-09-06 | Astrazeneca Ab | Ethanamine compounds and methods of using the same 545 |
-
2009
- 2009-12-22 US US12/644,046 patent/US8013165B2/en not_active Expired - Fee Related
- 2009-12-22 PE PE2011001282A patent/PE20120249A1/es not_active Application Discontinuation
- 2009-12-22 JP JP2011543474A patent/JP5491524B2/ja not_active Expired - Fee Related
- 2009-12-22 NZ NZ593282A patent/NZ593282A/xx not_active IP Right Cessation
- 2009-12-22 BR BRPI0923476A patent/BRPI0923476A2/pt not_active IP Right Cessation
- 2009-12-22 SG SG2011040342A patent/SG171928A1/en unknown
- 2009-12-22 KR KR1020117017236A patent/KR20110097996A/ko not_active Withdrawn
- 2009-12-22 CN CN200980157411.9A patent/CN102333762B/zh not_active Expired - Fee Related
- 2009-12-22 EP EP13159532.4A patent/EP2610246A1/en not_active Withdrawn
- 2009-12-22 CA CA2748235A patent/CA2748235A1/en not_active Abandoned
- 2009-12-22 AU AU2009330745A patent/AU2009330745B2/en not_active Ceased
- 2009-12-22 SG SG2013053749A patent/SG192510A1/en unknown
- 2009-12-22 EA EA201190064A patent/EA201190064A1/ru unknown
- 2009-12-22 WO PCT/SE2009/051493 patent/WO2010074647A1/en not_active Ceased
- 2009-12-22 SA SA109310013A patent/SA109310013B1/ar unknown
- 2009-12-22 EP EP09835355A patent/EP2391606A4/en not_active Withdrawn
- 2009-12-22 UA UAA201107171A patent/UA106056C2/uk unknown
- 2009-12-22 MX MX2011006680A patent/MX2011006680A/es active IP Right Grant
- 2009-12-23 UY UY0001032360A patent/UY32360A/es not_active Application Discontinuation
- 2009-12-23 AR ARP090105104A patent/AR074981A1/es not_active Application Discontinuation
- 2009-12-23 TW TW098144591A patent/TWI442922B/zh not_active IP Right Cessation
-
2011
- 2011-06-13 IL IL213518A patent/IL213518A0/en unknown
- 2011-06-24 CL CL2011001590A patent/CL2011001590A1/es unknown
- 2011-06-24 CU CU2011000141A patent/CU24017B1/es not_active IP Right Cessation
- 2011-06-24 DO DO2011000205A patent/DOP2011000205A/es unknown
- 2011-06-24 HN HN2011001773A patent/HN2011001773A/es unknown
- 2011-06-24 EC EC2011011161A patent/ECSP11011161A/es unknown
- 2011-06-24 NI NI201100131A patent/NI201100131A/es unknown
- 2011-06-24 SV SV2011003962A patent/SV2011003962A/es unknown
- 2011-06-24 CR CR20110365A patent/CR20110365A/es unknown
- 2011-06-24 GT GT201100186A patent/GT201100186A/es unknown
- 2011-06-29 CO CO11081454A patent/CO6450688A2/es not_active Application Discontinuation
- 2011-07-22 ZA ZA2011/05441A patent/ZA201105441B/en unknown
- 2011-08-29 US US13/219,892 patent/US20120115913A1/en not_active Abandoned
-
2012
- 2012-03-27 US US13/431,303 patent/US20120277272A1/en not_active Abandoned
-
2013
- 2013-01-24 US US13/748,852 patent/US9035065B2/en not_active Expired - Fee Related
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