JP2010143943A5 - - Google Patents
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- Publication number
- JP2010143943A5 JP2010143943A5 JP2010024303A JP2010024303A JP2010143943A5 JP 2010143943 A5 JP2010143943 A5 JP 2010143943A5 JP 2010024303 A JP2010024303 A JP 2010024303A JP 2010024303 A JP2010024303 A JP 2010024303A JP 2010143943 A5 JP2010143943 A5 JP 2010143943A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- alkoxy
- halogen
- phenyl
- substituted
- 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
- 229910052736 halogen Inorganic materials 0.000 claims 18
- 150000002367 halogens Chemical group 0.000 claims 18
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 13
- 125000004093 cyano group Chemical group *C#N 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 9
- 125000003118 aryl group Chemical group 0.000 claims 8
- 125000001072 heteroaryl group Chemical group 0.000 claims 8
- 150000008048 phenylpyrazoles Chemical class 0.000 claims 8
- 125000000623 heterocyclic group Chemical group 0.000 claims 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- 239000004480 active ingredient Substances 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
- 125000004754 (C2-C12) dialkylamino group Chemical group 0.000 claims 1
- 125000006828 (C2-C7) alkoxycarbonyl group Chemical group 0.000 claims 1
- PJZXYQHKCKLJLX-CQSZACIVSA-N 1-[4-[3-[(2r)-2-methylpyrrolidin-1-yl]propoxy]phenyl]pyrazole-4-carboxamide Chemical compound C[C@@H]1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(N)=O)C=C1 PJZXYQHKCKLJLX-CQSZACIVSA-N 0.000 claims 1
- PJZXYQHKCKLJLX-AWEZNQCLSA-N 1-[4-[3-[(2s)-2-methylpyrrolidin-1-yl]propoxy]phenyl]pyrazole-4-carboxamide Chemical compound C[C@H]1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(N)=O)C=C1 PJZXYQHKCKLJLX-AWEZNQCLSA-N 0.000 claims 1
- LMOCKQBKIUCUBU-QGZVFWFLSA-N 2-[2-hydroxyethyl-[1-[4-[3-[(2r)-2-methylpyrrolidin-1-yl]propoxy]phenyl]pyrazole-4-carbonyl]amino]acetic acid Chemical compound C[C@@H]1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(=O)N(CCO)CC(O)=O)C=C1 LMOCKQBKIUCUBU-QGZVFWFLSA-N 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 1
- 208000017164 Chronobiology disease Diseases 0.000 claims 1
- 206010010904 Convulsion Diseases 0.000 claims 1
- 206010012289 Dementia Diseases 0.000 claims 1
- 208000030814 Eating disease Diseases 0.000 claims 1
- 208000019454 Feeding and Eating disease Diseases 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 206010039085 Rhinitis allergic Diseases 0.000 claims 1
- 201000010105 allergic rhinitis Diseases 0.000 claims 1
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 230000036461 convulsion Effects 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 235000014632 disordered eating Nutrition 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 206010015037 epilepsy Diseases 0.000 claims 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- -1 hydroxy, Hydroxy Chemical group 0.000 claims 1
- QIYOBDVDGIIVEJ-GOSISDBHSA-N n,n-bis(2-hydroxyethyl)-1-[4-[3-[(2r)-2-methylpyrrolidin-1-yl]propoxy]phenyl]pyrazole-4-carboxamide Chemical compound C[C@@H]1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(=O)N(CCO)CCO)C=C1 QIYOBDVDGIIVEJ-GOSISDBHSA-N 0.000 claims 1
- ROQMVNDSPDGQJP-UHFFFAOYSA-N n,n-dimethyl-1-[4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl]pyrazole-4-carboxamide Chemical compound CC1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(=O)N(C)C)C=C1 ROQMVNDSPDGQJP-UHFFFAOYSA-N 0.000 claims 1
- PZRVQACPBLRYTI-MRXNPFEDSA-N n-(2-hydroxyethyl)-1-[4-[3-[(2r)-2-methylpyrrolidin-1-yl]propoxy]phenyl]pyrazole-4-carboxamide Chemical compound C[C@@H]1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(=O)NCCO)C=C1 PZRVQACPBLRYTI-MRXNPFEDSA-N 0.000 claims 1
- GRQMLKRQGYDTPY-UHFFFAOYSA-N n-(4-fluorophenyl)-1-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]pyrazole-4-carboxamide Chemical compound C1=CC(F)=CC=C1NC(=O)C1=CN(C=2C=CC(OCCCN3CCCC3)=CC=2)N=C1 GRQMLKRQGYDTPY-UHFFFAOYSA-N 0.000 claims 1
- ZJHLDPLSPGJKEZ-UHFFFAOYSA-N n-(4-fluorophenyl)-1-[4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl]pyrazole-4-carboxamide Chemical compound CC1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(=O)NC=2C=CC(F)=CC=2)C=C1 ZJHLDPLSPGJKEZ-UHFFFAOYSA-N 0.000 claims 1
- KTFZYZYJJHRYCS-UHFFFAOYSA-N n-(4-methylphenyl)-1-[4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl]pyrazole-4-carboxamide Chemical compound CC1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(=O)NC=2C=CC(C)=CC=2)C=C1 KTFZYZYJJHRYCS-UHFFFAOYSA-N 0.000 claims 1
- RBOZCHRUDZMTBT-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-1-[4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl]pyrazole-4-carboxamide Chemical compound CC1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(=O)NCC=2C=CC(F)=CC=2)C=C1 RBOZCHRUDZMTBT-UHFFFAOYSA-N 0.000 claims 1
- TYMPTWLKVMOQKK-GOSISDBHSA-N n-[2-(2-hydroxyethoxy)ethyl]-1-[4-[3-[(2r)-2-methylpyrrolidin-1-yl]propoxy]phenyl]pyrazole-4-carboxamide Chemical compound C[C@@H]1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(=O)NCCOCCO)C=C1 TYMPTWLKVMOQKK-GOSISDBHSA-N 0.000 claims 1
- JTFNUJVNNVEWOB-UHFFFAOYSA-N n-tert-butyl-1-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]pyrazole-4-carboxamide Chemical compound C1=C(C(=O)NC(C)(C)C)C=NN1C(C=C1)=CC=C1OCCCN1CCCC1 JTFNUJVNNVEWOB-UHFFFAOYSA-N 0.000 claims 1
- ULYGNJDYFKUSCV-UHFFFAOYSA-N n-tert-butyl-1-[4-[3-(2,5-dimethylpyrrolidin-1-yl)propoxy]phenyl]pyrazole-4-carboxamide Chemical compound CC1CCC(C)N1CCCOC1=CC=C(N2N=CC(=C2)C(=O)NC(C)(C)C)C=C1 ULYGNJDYFKUSCV-UHFFFAOYSA-N 0.000 claims 1
- BRZFMWDQFKUEDE-UHFFFAOYSA-N n-tert-butyl-1-[4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl]pyrazole-4-carboxamide Chemical compound CC1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(=O)NC(C)(C)C)C=C1 BRZFMWDQFKUEDE-UHFFFAOYSA-N 0.000 claims 1
- KIYXNAQGDBHYKC-UHFFFAOYSA-N n-tert-butyl-1-[4-[3-(diethylamino)propoxy]phenyl]pyrazole-4-carboxamide Chemical compound C1=CC(OCCCN(CC)CC)=CC=C1N1N=CC(C(=O)NC(C)(C)C)=C1 KIYXNAQGDBHYKC-UHFFFAOYSA-N 0.000 claims 1
- 201000003631 narcolepsy Diseases 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 230000000069 prophylactic effect Effects 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 201000002859 sleep apnea Diseases 0.000 claims 1
- 208000019116 sleep disease Diseases 0.000 claims 1
- BPPLZEUEZFFAGT-HXUWFJFHSA-N tert-butyl 2-[2-hydroxyethyl-[1-[4-[3-[(2r)-2-methylpyrrolidin-1-yl]propoxy]phenyl]pyrazole-4-carbonyl]amino]acetate Chemical compound C[C@@H]1CCCN1CCCOC1=CC=C(N2N=CC(=C2)C(=O)N(CCO)CC(=O)OC(C)(C)C)C=C1 BPPLZEUEZFFAGT-HXUWFJFHSA-N 0.000 claims 1
- 229940124597 therapeutic agent Drugs 0.000 claims 1
- 0 CC(CC(C)COc(cc1)ccc1-[n]1ncc(*)c1)CN(*)* Chemical compound CC(CC(C)COc(cc1)ccc1-[n]1ncc(*)c1)CN(*)* 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010024303A JP5375639B2 (ja) | 2007-11-13 | 2010-02-05 | フェニルピラゾール誘導体 |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007294040 | 2007-11-13 | ||
| JP2007294040 | 2007-11-13 | ||
| JP2008153736 | 2008-06-12 | ||
| JP2008153736 | 2008-06-12 | ||
| JP2010024303A JP5375639B2 (ja) | 2007-11-13 | 2010-02-05 | フェニルピラゾール誘導体 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009541174A Division JP4543344B2 (ja) | 2007-11-13 | 2008-11-13 | フェニルピラゾール誘導体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010143943A JP2010143943A (ja) | 2010-07-01 |
| JP2010143943A5 true JP2010143943A5 (enExample) | 2012-01-05 |
| JP5375639B2 JP5375639B2 (ja) | 2013-12-25 |
Family
ID=40638800
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009541174A Expired - Fee Related JP4543344B2 (ja) | 2007-11-13 | 2008-11-13 | フェニルピラゾール誘導体 |
| JP2010024303A Expired - Fee Related JP5375639B2 (ja) | 2007-11-13 | 2010-02-05 | フェニルピラゾール誘導体 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009541174A Expired - Fee Related JP4543344B2 (ja) | 2007-11-13 | 2008-11-13 | フェニルピラゾール誘導体 |
Country Status (24)
| Country | Link |
|---|---|
| US (3) | US7888354B2 (enExample) |
| EP (1) | EP2221298B1 (enExample) |
| JP (2) | JP4543344B2 (enExample) |
| KR (1) | KR101571176B1 (enExample) |
| CN (1) | CN101855211B (enExample) |
| AU (1) | AU2008321823B2 (enExample) |
| BR (1) | BRPI0820432B8 (enExample) |
| CA (1) | CA2705502C (enExample) |
| CY (1) | CY1114877T1 (enExample) |
| DK (1) | DK2221298T3 (enExample) |
| ES (1) | ES2436146T3 (enExample) |
| HR (1) | HRP20131060T1 (enExample) |
| IL (2) | IL205509A (enExample) |
| MX (1) | MX2010005225A (enExample) |
| MY (1) | MY173546A (enExample) |
| NZ (1) | NZ585661A (enExample) |
| PH (1) | PH12012501917A1 (enExample) |
| PL (1) | PL2221298T3 (enExample) |
| PT (1) | PT2221298E (enExample) |
| RS (1) | RS53125B (enExample) |
| RU (1) | RU2480456C2 (enExample) |
| SI (1) | SI2221298T1 (enExample) |
| WO (1) | WO2009063953A1 (enExample) |
| ZA (1) | ZA201003111B (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100113776A1 (en) * | 2006-12-14 | 2010-05-06 | Taisho Pharmaceutical Co.,Ltd. | Pyrazole derivative |
| EP2221298B1 (en) * | 2007-11-13 | 2013-11-06 | Taisho Pharmaceutical Co., Ltd | Phenylpyrazole derivatives |
| JP5740838B2 (ja) * | 2009-05-12 | 2015-07-01 | 大正製薬株式会社 | フェニルピラゾール誘導体 |
| RU2618228C2 (ru) * | 2011-12-08 | 2017-05-03 | Тайсо Фармасьютикал Ко., Лтд. | Производное фенилпиррола |
| EP2799436A4 (en) | 2011-12-27 | 2015-07-01 | Taisho Pharmaceutical Co Ltd | PHENYLTRIAZOLDERIVAT |
| WO2013151982A1 (en) | 2012-04-03 | 2013-10-10 | Arena Pharmaceuticals, Inc. | Methods and compounds useful in treating pruritus, and methods for identifying such compounds |
| EP2928474B1 (en) * | 2012-12-07 | 2018-11-14 | ChemoCentryx, Inc. | Diazole lactams |
| KR20150108384A (ko) * | 2013-01-17 | 2015-09-25 | 에프. 호프만-라 로슈 아게 | 중추신경계 질병의 치료를 위한 옥시토신 수용체 작용제 |
| TWI808938B (zh) | 2016-04-07 | 2023-07-21 | 美商卡默森屈有限公司 | 藉由投予ccr1拮抗劑與pd-1抑制劑或pd-l1抑制劑之組合減少腫瘤負荷 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL104311A (en) * | 1992-02-05 | 1997-07-13 | Fujisawa Pharmaceutical Co | Pyrazole derivatives, processes for the preparation thereof and pharmaceutical compositions containing the same |
| AU8112101A (en) | 2000-08-08 | 2002-02-18 | Ortho Mcneil Pharm Inc | Non-imidazole aryloxypiperidines |
| US6316475B1 (en) * | 2000-11-17 | 2001-11-13 | Abbott Laboratories | Aminoalkoxybiphenylcarboxamides as histamine-3 receptor ligands and their therapeutic applications |
| EP2258694A1 (en) * | 2001-03-16 | 2010-12-08 | Abbott Laboratories | Amines as histamine-3 receptor ligands and their therapeutic applications |
| WO2005007644A1 (ja) | 2003-06-27 | 2005-01-27 | Banyu Pharmaceutical Co., Ltd | ヘテロアリールオキシ含窒素飽和へテロ環誘導体 |
| JP2007531753A (ja) | 2004-03-31 | 2007-11-08 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | 非イミダゾール系複素環式化合物 |
| GB0408083D0 (en) | 2004-04-08 | 2004-05-12 | Glaxo Group Ltd | Novel compounds |
| FR2870846B1 (fr) | 2004-05-25 | 2006-08-04 | Sanofi Synthelabo | Derives de tetrahydroisoquinolylsulfonamides, leur preparation et leur utilisation en therapeutique |
| SE0401971D0 (sv) | 2004-08-02 | 2004-08-02 | Astrazeneca Ab | Piperidne derivatives |
| MX2007002274A (es) | 2004-08-23 | 2007-05-07 | Lilly Co Eli | Agentes del receptor de histamina h3. preparacion y usos terapeuticos. |
| BRPI0518222A (pt) | 2004-10-19 | 2008-11-04 | Hoffmann La Roche | composto, processo para a sua manufatura, composições farmacêuticas que os compreendem, método para o tratamento e/ou prevenção de enfermidades que estão associadas com a modulação de receptores de h3 e utilização dos mesmos |
| WO2006046131A1 (en) | 2004-10-29 | 2006-05-04 | Pfizer Products Inc. | Tetralin histamine-3 receptor antagonists |
| CN101111480A (zh) * | 2004-12-01 | 2008-01-23 | 万有制药株式会社 | 取代的吡啶酮衍生物 |
| JP2008523006A (ja) | 2004-12-07 | 2008-07-03 | グラクソ グループ リミテッド | インデニル誘導体および神経学的障害の治療のためのそれらの使用 |
| EP1866293A1 (en) | 2005-03-31 | 2007-12-19 | UCB Pharma, S.A. | Compounds comprising an oxazole or thiazole moiety, processes for making them, and their uses |
| BRPI0608653A2 (pt) | 2005-04-01 | 2010-11-30 | Lilly Co Eli | composto ou um sal farmaceuticamente aceitável do mesmo, composição farmacêutica, e, uso de um composto ou um sal do mesmo |
| DE102005033448A1 (de) * | 2005-07-18 | 2007-01-25 | Josef Gail | Druckgas-Zylinderläufermotor |
| GB0514811D0 (en) * | 2005-07-19 | 2005-08-24 | Glaxo Group Ltd | Compounds |
| GB0514812D0 (en) * | 2005-07-19 | 2005-08-24 | Glaxo Group Ltd | Compounds |
| DK1988777T3 (da) * | 2006-02-09 | 2012-01-16 | Athersys Inc | Pyrazoler til behandling af fedme og andre cns-lidelser |
| US20100113776A1 (en) | 2006-12-14 | 2010-05-06 | Taisho Pharmaceutical Co.,Ltd. | Pyrazole derivative |
| WO2008125592A1 (en) * | 2007-04-12 | 2008-10-23 | Dsm Fine Chemicals Austria Nfg Gmbh & Co Kg | Improved process for preparing o-chloromethylphenylglyoxylic esters, improved process for preparing (e)-2-(2-chloromethylphenyl)-2-alkoximinoacetic esters, and novel intermediates for their preparation |
| EP2221298B1 (en) * | 2007-11-13 | 2013-11-06 | Taisho Pharmaceutical Co., Ltd | Phenylpyrazole derivatives |
-
2008
- 2008-11-13 EP EP08849725.0A patent/EP2221298B1/en active Active
- 2008-11-13 HR HRP20131060AT patent/HRP20131060T1/hr unknown
- 2008-11-13 SI SI200831096T patent/SI2221298T1/sl unknown
- 2008-11-13 CA CA2705502A patent/CA2705502C/en active Active
- 2008-11-13 AU AU2008321823A patent/AU2008321823B2/en not_active Ceased
- 2008-11-13 MX MX2010005225A patent/MX2010005225A/es active IP Right Grant
- 2008-11-13 DK DK08849725.0T patent/DK2221298T3/da active
- 2008-11-13 BR BRPI0820432A patent/BRPI0820432B8/pt not_active IP Right Cessation
- 2008-11-13 JP JP2009541174A patent/JP4543344B2/ja not_active Expired - Fee Related
- 2008-11-13 ES ES08849725T patent/ES2436146T3/es active Active
- 2008-11-13 PH PH1/2012/501917A patent/PH12012501917A1/en unknown
- 2008-11-13 US US12/741,754 patent/US7888354B2/en active Active
- 2008-11-13 KR KR1020107009179A patent/KR101571176B1/ko not_active Expired - Fee Related
- 2008-11-13 RU RU2010123924/04A patent/RU2480456C2/ru active
- 2008-11-13 PL PL08849725T patent/PL2221298T3/pl unknown
- 2008-11-13 PT PT88497250T patent/PT2221298E/pt unknown
- 2008-11-13 NZ NZ585661A patent/NZ585661A/en not_active IP Right Cessation
- 2008-11-13 WO PCT/JP2008/070712 patent/WO2009063953A1/ja not_active Ceased
- 2008-11-13 RS RS20130586A patent/RS53125B/sr unknown
- 2008-11-13 CN CN200880115707XA patent/CN101855211B/zh not_active Expired - Fee Related
- 2008-11-13 MY MYPI2010002187A patent/MY173546A/en unknown
-
2010
- 2010-02-05 JP JP2010024303A patent/JP5375639B2/ja not_active Expired - Fee Related
- 2010-05-03 IL IL205509A patent/IL205509A/en active IP Right Grant
- 2010-05-04 ZA ZA2010/03111A patent/ZA201003111B/en unknown
- 2010-11-22 US US12/951,964 patent/US8183387B2/en not_active Expired - Fee Related
- 2010-11-22 US US12/951,978 patent/US8193176B2/en not_active Expired - Fee Related
-
2014
- 2014-01-09 CY CY20141100018T patent/CY1114877T1/el unknown
- 2014-12-04 IL IL236083A patent/IL236083A/en active IP Right Grant
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