JP2010504367A5 - - Google Patents
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- JP2010504367A5 JP2010504367A5 JP2009529679A JP2009529679A JP2010504367A5 JP 2010504367 A5 JP2010504367 A5 JP 2010504367A5 JP 2009529679 A JP2009529679 A JP 2009529679A JP 2009529679 A JP2009529679 A JP 2009529679A JP 2010504367 A5 JP2010504367 A5 JP 2010504367A5
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- JP
- Japan
- Prior art keywords
- compound
- methyl
- alkyl
- ethyl
- halo
- 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- Withdrawn
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- 150000001875 compounds Chemical class 0.000 claims 18
- 125000000217 alkyl group Chemical group 0.000 claims 17
- 125000005843 halogen group Chemical group 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000004429 atom Chemical group 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- PDLXDQOODGXTSQ-UHFFFAOYSA-N 1,6-dimethyl-5-[2-[4-(2-methylquinolin-5-yl)piperazin-1-yl]ethyl]-3,4-dihydroquinolin-2-one Chemical compound CC1=CC=C2C(N3CCN(CC3)CCC3=C4CCC(=O)N(C4=CC=C3C)C)=CC=CC2=N1 PDLXDQOODGXTSQ-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 229940125904 compound 1 Drugs 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000001475 halogen functional group Chemical group 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- GLGNXYJARSMNGJ-VKTIVEEGSA-N (1s,2s,3r,4r)-3-[[5-chloro-2-[(1-ethyl-6-methoxy-2-oxo-4,5-dihydro-3h-1-benzazepin-7-yl)amino]pyrimidin-4-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound CCN1C(=O)CCCC2=C(OC)C(NC=3N=C(C(=CN=3)Cl)N[C@H]3[C@H]([C@@]4([H])C[C@@]3(C=C4)[H])C(N)=O)=CC=C21 GLGNXYJARSMNGJ-VKTIVEEGSA-N 0.000 claims 1
- SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 claims 1
- IWZSHWBGHQBIML-ZGGLMWTQSA-N (3S,8S,10R,13S,14S,17S)-17-isoquinolin-7-yl-N,N,10,13-tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine Chemical compound CN(C)[C@H]1CC[C@]2(C)C3CC[C@@]4(C)[C@@H](CC[C@@H]4c4ccc5ccncc5c4)[C@@H]3CC=C2C1 IWZSHWBGHQBIML-ZGGLMWTQSA-N 0.000 claims 1
- UUWQIBYZFVEIMA-NRFANRHFSA-N 1,6-dimethyl-5-[2-[(2s)-2-methyl-4-(2-methylquinolin-5-yl)piperazin-1-yl]ethyl]quinolin-2-one Chemical compound CC1=CC=C2C(N3C[C@@H](N(CC3)CCC=3C=4C=CC(=O)N(C)C=4C=CC=3C)C)=CC=CC2=N1 UUWQIBYZFVEIMA-NRFANRHFSA-N 0.000 claims 1
- ONBQEOIKXPHGMB-VBSBHUPXSA-N 1-[2-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 ONBQEOIKXPHGMB-VBSBHUPXSA-N 0.000 claims 1
- -1 2-methylquinolin-5-yl Chemical group 0.000 claims 1
- XDDBLROZRANMSE-XOYNAWAESA-N 3,6-dimethyl-7-[2-[(2s)-2-methyl-4-(2-methylquinolin-5-yl)piperazin-1-yl]ethyl]-1a,7b-dihydro-1h-cyclopropa[c]quinolin-2-one Chemical compound CC1=CC=C2C(N3C[C@@H](N(CC3)CCC=3C=4C5CC5C(=O)N(C)C=4C=CC=3C)C)=CC=CC2=N1 XDDBLROZRANMSE-XOYNAWAESA-N 0.000 claims 1
- XBOCLCGHZJWWCY-FQEVSTJZSA-N 5-[2-[(2s)-4-(7-fluoro-2-methylquinolin-5-yl)-2-methylpiperazin-1-yl]ethyl]-1,6-dimethylquinolin-2-one Chemical compound CC1=CC=C2C(N3C[C@@H](N(CC3)CCC=3C=4C=CC(=O)N(C)C=4C=CC=3C)C)=CC(F)=CC2=N1 XBOCLCGHZJWWCY-FQEVSTJZSA-N 0.000 claims 1
- LDPZTEPHJATCEM-IBGZPJMESA-N 5-[2-[(2s)-4-(7-fluoro-2-methylquinolin-5-yl)-2-methylpiperazin-1-yl]ethyl]-6-methyl-3,4-dihydro-1h-quinolin-2-one Chemical compound CC1=CC=C2C(N3C[C@@H](N(CC3)CCC=3C=4CCC(=O)NC=4C=CC=3C)C)=CC(F)=CC2=N1 LDPZTEPHJATCEM-IBGZPJMESA-N 0.000 claims 1
- HRWBYOOBXRZGGR-UHFFFAOYSA-N 5-[2-[4-(7-fluoro-2-methylquinolin-5-yl)piperazin-1-yl]ethyl]-1,6-dimethylquinolin-2-one Chemical compound CN1C(=O)C=CC2=C1C=CC(C)=C2CCN(CC1)CCN1C1=CC(F)=CC2=NC(C)=CC=C21 HRWBYOOBXRZGGR-UHFFFAOYSA-N 0.000 claims 1
- GOTWNFPSUDVYGZ-UHFFFAOYSA-N 5-[2-[4-(7-fluoro-2-methylquinolin-5-yl)piperazin-1-yl]ethyl]-6-methyl-1h-quinolin-2-one Chemical compound N1C(=O)C=CC2=C1C=CC(C)=C2CCN(CC1)CCN1C1=CC(F)=CC2=NC(C)=CC=C21 GOTWNFPSUDVYGZ-UHFFFAOYSA-N 0.000 claims 1
- WJEBTWQLGLLSGW-UHFFFAOYSA-N 6-methyl-5-[2-[4-(2-methylquinolin-5-yl)piperazin-1-yl]ethyl]-1h-quinolin-2-one Chemical compound N1C(=O)C=CC2=C1C=CC(C)=C2CCN(CC1)CCN1C1=CC=CC2=NC(C)=CC=C21 WJEBTWQLGLLSGW-UHFFFAOYSA-N 0.000 claims 1
- BZFUYHDDVGBTOS-UHFFFAOYSA-N 6-methyl-5-[2-[4-(2-methylquinolin-5-yl)piperazin-1-yl]ethyl]-3,4-dihydro-1h-quinolin-2-one Chemical compound N1C(=O)CCC2=C1C=CC(C)=C2CCN(CC1)CCN1C1=CC=CC2=NC(C)=CC=C21 BZFUYHDDVGBTOS-UHFFFAOYSA-N 0.000 claims 1
- WYKBJZPYLVTTKC-UHFFFAOYSA-N 6-methyl-5-[2-[4-(2-methylquinolin-5-yl)piperidin-1-yl]ethyl]-1h-quinolin-2-one Chemical compound N1C(=O)C=CC2=C1C=CC(C)=C2CCN(CC1)CCC1C1=CC=CC2=NC(C)=CC=C21 WYKBJZPYLVTTKC-UHFFFAOYSA-N 0.000 claims 1
- 229940126639 Compound 33 Drugs 0.000 claims 1
- OPFJDXRVMFKJJO-ZHHKINOHSA-N N-{[3-(2-benzamido-4-methyl-1,3-thiazol-5-yl)-pyrazol-5-yl]carbonyl}-G-dR-G-dD-dD-dD-NH2 Chemical compound S1C(C=2NN=C(C=2)C(=O)NCC(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(N)=O)=C(C)N=C1NC(=O)C1=CC=CC=C1 OPFJDXRVMFKJJO-ZHHKINOHSA-N 0.000 claims 1
- 201000001880 Sexual dysfunction Diseases 0.000 claims 1
- PNUZDKCDAWUEGK-CYZMBNFOSA-N Sitafloxacin Chemical compound C([C@H]1N)N(C=2C(=C3C(C(C(C(O)=O)=CN3[C@H]3[C@H](C3)F)=O)=CC=2F)Cl)CC11CC1 PNUZDKCDAWUEGK-CYZMBNFOSA-N 0.000 claims 1
- KGNDCEVUMONOKF-UGPLYTSKSA-N benzyl n-[(2r)-1-[(2s,4r)-2-[[(2s)-6-amino-1-(1,3-benzoxazol-2-yl)-1,1-dihydroxyhexan-2-yl]carbamoyl]-4-[(4-methylphenyl)methoxy]pyrrolidin-1-yl]-1-oxo-4-phenylbutan-2-yl]carbamate Chemical compound C1=CC(C)=CC=C1CO[C@H]1CN(C(=O)[C@@H](CCC=2C=CC=CC=2)NC(=O)OCC=2C=CC=CC=2)[C@H](C(=O)N[C@@H](CCCCN)C(O)(O)C=2OC3=CC=CC=C3N=2)C1 KGNDCEVUMONOKF-UGPLYTSKSA-N 0.000 claims 1
- 229940126543 compound 14 Drugs 0.000 claims 1
- 229940125758 compound 15 Drugs 0.000 claims 1
- 229940126142 compound 16 Drugs 0.000 claims 1
- 229940125782 compound 2 Drugs 0.000 claims 1
- 229940126086 compound 21 Drugs 0.000 claims 1
- 229940125833 compound 23 Drugs 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 231100000872 sexual dysfunction Toxicity 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0618949A GB0618949D0 (en) | 2006-09-26 | 2006-09-26 | Novel compounds |
| GB0712147A GB0712147D0 (en) | 2007-06-22 | 2007-06-22 | Novel compounds |
| PCT/EP2007/060082 WO2008037681A1 (en) | 2006-09-26 | 2007-09-24 | 5-{2-[4-(2-methyl-5-quinolinyl)-l-piperidinyl] ethyl} quinolinone derivatives as 5ht1a receptor modulators for treating sexual dysfunction, cognition impairement, psychotic disorders, anxiety, depression, etc. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010504367A JP2010504367A (ja) | 2010-02-12 |
| JP2010504367A5 true JP2010504367A5 (enExample) | 2010-11-18 |
Family
ID=38896963
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009529679A Withdrawn JP2010504367A (ja) | 2006-09-26 | 2007-09-24 | 性機能障害、認知障害、精神病性障害、不安、鬱病などを処置するための5ht1a受容体モジュレーターとしての5−{2−[4−(2−メチル−5−キノリニル)−l−ピペリジニル]エチル}キノリノン誘導体 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20100004452A1 (enExample) |
| EP (1) | EP2094686A1 (enExample) |
| JP (1) | JP2010504367A (enExample) |
| WO (1) | WO2008037681A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8367676B2 (en) | 2009-06-30 | 2013-02-05 | Astrazeneca Ab | 2-carboxamide-7-piperazinyl-benzofuran derivatives 774 |
| KR20130132932A (ko) | 2010-12-20 | 2013-12-05 | 아스트라제네카 아베 | 2-카르복스아미드-4-피페라지닐-벤조푸란 유도체 |
| US9714232B2 (en) * | 2013-12-20 | 2017-07-25 | Sunshine Lake Pharma Co., Ltd. | Substituted piperazine compounds and methods of use thereof |
| MX2021006804A (es) | 2015-12-17 | 2023-01-13 | Merck Patent Gmbh | Antagonistas policiclicos del receptor 7/8 tipo toll (tlr7/8) y uso de los mismos en el tratamiento de trastornos inmunitarios. |
| RU2758686C2 (ru) * | 2016-08-08 | 2021-11-01 | Мерк Патент Гмбх | Антагонисты tlr7/8 и их применение |
| CA3229317A1 (en) * | 2021-08-20 | 2023-02-23 | Luca MAZZAFERRO | Amphiphilic polyampholytes and related membranes |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI920023A7 (fi) | 1989-07-07 | 1992-01-03 | Pfizer | Heteroaryylipiperatsiiniyhdisteet antipsykootteina |
| FR2761071B1 (fr) * | 1997-03-20 | 1999-12-03 | Synthelabo | Derives de quinolein-2(1h)-one et de dihydroquinolein-2(1h)- one, leur preparation et leur application en therapeutique |
| GB0227240D0 (en) | 2002-11-21 | 2002-12-31 | Glaxo Group Ltd | Compounds |
| PE20060653A1 (es) | 2004-08-31 | 2006-09-27 | Glaxo Group Ltd | Derivados triciclicos condensados como moduladores del receptor 5-ht1 |
-
2007
- 2007-09-24 US US12/442,148 patent/US20100004452A1/en not_active Abandoned
- 2007-09-24 WO PCT/EP2007/060082 patent/WO2008037681A1/en not_active Ceased
- 2007-09-24 JP JP2009529679A patent/JP2010504367A/ja not_active Withdrawn
- 2007-09-24 EP EP07820489A patent/EP2094686A1/en not_active Withdrawn