JP2009535374A5 - - Google Patents
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- Publication number
- JP2009535374A5 JP2009535374A5 JP2009508315A JP2009508315A JP2009535374A5 JP 2009535374 A5 JP2009535374 A5 JP 2009535374A5 JP 2009508315 A JP2009508315 A JP 2009508315A JP 2009508315 A JP2009508315 A JP 2009508315A JP 2009535374 A5 JP2009535374 A5 JP 2009535374A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound according
- oxide
- nitrogen
- fluorophenyl
- 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.)
- Withdrawn
Links
- 150000001875 compounds Chemical class 0.000 claims 16
- 229910052757 nitrogen Inorganic materials 0.000 claims 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 9
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 8
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 6
- 150000001204 N-oxides Chemical class 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 239000012453 solvate Substances 0.000 claims 6
- IUVSEUFHPNITEQ-UHFFFAOYSA-N 1-(2,3-dihydro-1,4-benzodioxin-5-yl)-4-[[5-(4-fluorophenyl)pyridin-3-yl]methyl]piperazine Chemical compound C1=CC(F)=CC=C1C1=CN=CC(CN2CCN(CC2)C=2C=3OCCOC=3C=CC=2)=C1 IUVSEUFHPNITEQ-UHFFFAOYSA-N 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 208000019901 Anxiety disease Diseases 0.000 claims 4
- 206010003805 Autism Diseases 0.000 claims 4
- 208000020706 Autistic disease Diseases 0.000 claims 4
- 208000018737 Parkinson disease Diseases 0.000 claims 4
- 208000020114 Schizophrenia and other psychotic disease Diseases 0.000 claims 4
- 208000010877 cognitive disease Diseases 0.000 claims 4
- 230000001149 cognitive effect Effects 0.000 claims 4
- 208000002173 dizziness Diseases 0.000 claims 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- 208000028698 Cognitive impairment Diseases 0.000 claims 3
- 230000016571 aggressive behavior Effects 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- -1 cyano, aminocarbonyl Chemical group 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 150000004677 hydrates Chemical class 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 206010027175 memory impairment Diseases 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 2
- 229940124597 therapeutic agent Drugs 0.000 claims 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 206010001488 Aggression Diseases 0.000 claims 1
- 208000026139 Memory disease Diseases 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- LULAYUGMBFYYEX-UHFFFAOYSA-N metachloroperbenzoic acid Natural products OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 239000002798 polar solvent Substances 0.000 claims 1
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 1
- 238000010992 reflux Methods 0.000 claims 1
- 125000006413 ring segment Chemical group 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- MMLREEBYNWLMKI-RGXALOKXSA-O C/C=C(/CN(CC1)CCN1c1c2OCCOc2ccc1)\C=C(/C=[NH+]/O)\c(cc1)ccc1F Chemical compound C/C=C(/CN(CC1)CCN1c1c2OCCOc2ccc1)\C=C(/C=[NH+]/O)\c(cc1)ccc1F MMLREEBYNWLMKI-RGXALOKXSA-O 0.000 description 1
- 0 CC(C)[N+](C*)OC Chemical compound CC(C)[N+](C*)OC 0.000 description 1
- LDRRHKFTTBXBGW-UHFFFAOYSA-N CC1N=CC(c(cc2)ccc2F)=CC1C[N+](CC1)(CCN1c1c2OCCOc2ccc1)[O-] Chemical compound CC1N=CC(c(cc2)ccc2F)=CC1C[N+](CC1)(CCN1c1c2OCCOc2ccc1)[O-] LDRRHKFTTBXBGW-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US79655106P | 2006-05-02 | 2006-05-02 | |
| EP06113393 | 2006-05-02 | ||
| PCT/EP2007/054048 WO2007128694A1 (en) | 2006-05-02 | 2007-04-25 | N-oxides of pyridylmethylpiperazine and -piperidine derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009535374A JP2009535374A (ja) | 2009-10-01 |
| JP2009535374A5 true JP2009535374A5 (enExample) | 2010-05-20 |
Family
ID=37198739
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009508315A Withdrawn JP2009535374A (ja) | 2006-05-02 | 2007-04-25 | ピリジルメチルピペラジンおよび−ピペリジン誘導体のｎ−オキサイド |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP2024363B1 (enExample) |
| JP (1) | JP2009535374A (enExample) |
| CN (1) | CN101432279A (enExample) |
| AR (1) | AR060832A1 (enExample) |
| AU (1) | AU2007247251B2 (enExample) |
| BR (1) | BRPI0710792A2 (enExample) |
| CA (1) | CA2649479A1 (enExample) |
| CL (1) | CL2007001245A1 (enExample) |
| EA (1) | EA200870492A1 (enExample) |
| MX (1) | MX2008013887A (enExample) |
| PE (1) | PE20080064A1 (enExample) |
| SA (1) | SA07280218B1 (enExample) |
| TW (1) | TW200811150A (enExample) |
| UA (1) | UA96756C2 (enExample) |
| WO (1) | WO2007128694A1 (enExample) |
| ZA (1) | ZA200809112B (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101711236B (zh) * | 2007-04-12 | 2012-10-31 | Nsab神经研究瑞典公司分公司 | 表现出改善的心血管副作用特性的多巴胺受体稳定剂/调节剂的n-氧化物和/或二-n-氧化物衍生物 |
| MX347209B (es) | 2011-12-08 | 2017-04-19 | Teva Pharmaceuticals Int Gmbh | La sal de bromhidrato de pridopidina. |
| AU2013243461A1 (en) | 2012-04-04 | 2014-11-06 | Teva Pharmaceuticals International Gmbh | Pharmaceutical compositions for combination therapy |
| GB201801128D0 (en) | 2018-01-24 | 2018-03-07 | Univ Oxford Innovation Ltd | Compounds |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3586794T2 (de) | 1984-12-21 | 1993-05-27 | Duphar Int Res | Arzneimittel mit psychotroper wirkung. |
| TW530054B (en) | 1997-09-24 | 2003-05-01 | Duphar Int Res | New piperazine and piperidine compounds |
-
2007
- 2007-04-25 AU AU2007247251A patent/AU2007247251B2/en not_active Ceased
- 2007-04-25 UA UAA200813798A patent/UA96756C2/ru unknown
- 2007-04-25 EP EP07728504A patent/EP2024363B1/en active Active
- 2007-04-25 MX MX2008013887A patent/MX2008013887A/es unknown
- 2007-04-25 JP JP2009508315A patent/JP2009535374A/ja not_active Withdrawn
- 2007-04-25 WO PCT/EP2007/054048 patent/WO2007128694A1/en not_active Ceased
- 2007-04-25 CN CNA2007800157788A patent/CN101432279A/zh active Pending
- 2007-04-25 EA EA200870492A patent/EA200870492A1/ru unknown
- 2007-04-25 BR BRPI0710792-7A patent/BRPI0710792A2/pt not_active IP Right Cessation
- 2007-04-25 CA CA002649479A patent/CA2649479A1/en not_active Abandoned
- 2007-04-30 CL CL200701245A patent/CL2007001245A1/es unknown
- 2007-05-01 TW TW096115482A patent/TW200811150A/zh unknown
- 2007-05-02 PE PE2007000537A patent/PE20080064A1/es not_active Application Discontinuation
- 2007-05-02 SA SA07280218A patent/SA07280218B1/ar unknown
- 2007-05-02 AR ARP070101891A patent/AR060832A1/es not_active Application Discontinuation
-
2008
- 2008-10-23 ZA ZA200809112A patent/ZA200809112B/xx unknown