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 (OSRAM) | 2012-01-05 |
| JP5375639B2 JP5375639B2 (ja) | 2013-12-25 |
Family
ID=40638800
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009541174A Active 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 Active 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 (OSRAM) |
| EP (1) | EP2221298B1 (OSRAM) |
| JP (2) | JP4543344B2 (OSRAM) |
| KR (1) | KR101571176B1 (OSRAM) |
| CN (1) | CN101855211B (OSRAM) |
| AU (1) | AU2008321823B2 (OSRAM) |
| BR (1) | BRPI0820432B8 (OSRAM) |
| CA (1) | CA2705502C (OSRAM) |
| CY (1) | CY1114877T1 (OSRAM) |
| DK (1) | DK2221298T3 (OSRAM) |
| ES (1) | ES2436146T3 (OSRAM) |
| HR (1) | HRP20131060T1 (OSRAM) |
| IL (2) | IL205509A (OSRAM) |
| MX (1) | MX2010005225A (OSRAM) |
| MY (1) | MY173546A (OSRAM) |
| NZ (1) | NZ585661A (OSRAM) |
| PH (1) | PH12012501917A1 (OSRAM) |
| PL (1) | PL2221298T3 (OSRAM) |
| PT (1) | PT2221298E (OSRAM) |
| RS (1) | RS53125B (OSRAM) |
| RU (1) | RU2480456C2 (OSRAM) |
| SI (1) | SI2221298T1 (OSRAM) |
| WO (1) | WO2009063953A1 (OSRAM) |
| ZA (1) | ZA201003111B (OSRAM) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008072724A1 (ja) * | 2006-12-14 | 2008-06-19 | Taisho Pharmaceutical Co., Ltd. | ピラゾール誘導体 |
| AU2008321823B2 (en) * | 2007-11-13 | 2013-03-07 | 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 |
| US9284324B2 (en) * | 2011-12-08 | 2016-03-15 | Taisho Pharmaceutical Co., Ltd | Phenylpyrrole derivative |
| TW201343636A (zh) * | 2011-12-27 | 2013-11-01 | 大正製藥股份有限公司 | 苯基三唑衍生物 |
| WO2013151982A1 (en) | 2012-04-03 | 2013-10-10 | Arena Pharmaceuticals, Inc. | Methods and compounds useful in treating pruritus, and methods for identifying such compounds |
| WO2014089495A1 (en) * | 2012-12-07 | 2014-06-12 | Chemocentryx, Inc. | Diazole lactams |
| JP6263553B2 (ja) | 2013-01-17 | 2018-01-17 | エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ | Ｃｎｓ疾患の処置のためのオキシトシン受容体アゴニスト |
| PL3439653T3 (pl) | 2016-04-07 | 2021-07-05 | Chemocentryx, Inc. | Zmniejszenie obciążenia guzem przez podawanie antagonistów ccr1 w skojarzeniu z inhibitorami pd-1 lub inhibitorami pd-l1 |
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 |
| CA2419036A1 (en) | 2000-08-08 | 2002-02-14 | Ortho-Mcneil Pharmaceutical, Inc. | Non-imidazole aryloxypiperidines as h3 receptor ligands |
| US6316475B1 (en) * | 2000-11-17 | 2001-11-13 | Abbott Laboratories | Aminoalkoxybiphenylcarboxamides as histamine-3 receptor ligands and their therapeutic applications |
| JP4612990B2 (ja) * | 2001-03-16 | 2011-01-12 | アボット・ラボラトリーズ | ヒスタミン−３受容体リガンドとしての新規アミンおよびそれらの治療的適用 |
| JP4735261B2 (ja) | 2003-06-27 | 2011-07-27 | Ｍｓｄ株式会社 | ヘテロアリールオキシ含窒素飽和ヘテロ環誘導体 |
| CA2561791A1 (en) | 2004-03-31 | 2005-10-20 | Janssen Pharmaceutica, N.V. | Non-imidazole heterocyclic compounds |
| 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 |
| BRPI0514553A (pt) | 2004-08-23 | 2008-06-17 | Lilly Co Eli | composto ou um sal farmaceuticamente aceitável do mesmo, composição farmacêutica, métodos para inibir o receptor de histamina h3 em um mamìfero, para o tratamento de um distúrbio do sistema nervoso, para o tratamento de obesidade e para o tratamento de um distúrbio ou doença, e, uso de um composto ou um sal do mesmo |
| RU2391338C2 (ru) | 2004-10-19 | 2010-06-10 | Ф.Хоффманн-Ля Рош Аг | Производные хинолина |
| WO2006046131A1 (en) | 2004-10-29 | 2006-05-04 | Pfizer Products Inc. | Tetralin histamine-3 receptor antagonists |
| EP1820797A4 (en) * | 2004-12-01 | 2009-10-28 | Banyu Pharma Co Ltd | SUBSTITUTED PYRIDONE DERIVATIVE |
| AU2005313550A1 (en) | 2004-12-07 | 2006-06-15 | Glaxo Group Limited | Indenyl derivatives and use thereof for the treatment of neurological disorders |
| US7790720B2 (en) * | 2005-03-31 | 2010-09-07 | Ucb Pharma, S.A. | Compounds comprising an oxazole or thiazole moiety, processes for making them, and their uses |
| EP1868991B1 (en) | 2005-04-01 | 2014-07-30 | Eli Lilly And Company | Histamine h3 receptor agents, preparation and therapeutic uses |
| 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 |
| CA2641441A1 (en) * | 2006-02-09 | 2007-08-23 | Athersys, Inc. | Pyrazoles for the treatment of obesity and other cns disorders |
| WO2008072724A1 (ja) | 2006-12-14 | 2008-06-19 | Taisho Pharmaceutical Co., Ltd. | ピラゾール誘導体 |
| EP2134673A1 (en) * | 2007-04-12 | 2009-12-23 | 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 |
| AU2008321823B2 (en) * | 2007-11-13 | 2013-03-07 | Taisho Pharmaceutical Co., Ltd. | Phenylpyrazole derivatives |
-
2008
- 2008-11-13 AU AU2008321823A patent/AU2008321823B2/en not_active Ceased
- 2008-11-13 BR BRPI0820432A patent/BRPI0820432B8/pt not_active IP Right Cessation
- 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 US US12/741,754 patent/US7888354B2/en active Active
- 2008-11-13 JP JP2009541174A patent/JP4543344B2/ja active Active
- 2008-11-13 WO PCT/JP2008/070712 patent/WO2009063953A1/ja not_active Ceased
- 2008-11-13 NZ NZ585661A patent/NZ585661A/en not_active IP Right Cessation
- 2008-11-13 PL PL08849725T patent/PL2221298T3/pl unknown
- 2008-11-13 KR KR1020107009179A patent/KR101571176B1/ko not_active Expired - Fee Related
- 2008-11-13 PH PH1/2012/501917A patent/PH12012501917A1/en unknown
- 2008-11-13 RU RU2010123924/04A patent/RU2480456C2/ru active
- 2008-11-13 EP EP08849725.0A patent/EP2221298B1/en active Active
- 2008-11-13 SI SI200831096T patent/SI2221298T1/sl unknown
- 2008-11-13 ES ES08849725T patent/ES2436146T3/es active Active
- 2008-11-13 PT PT88497250T patent/PT2221298E/pt unknown
- 2008-11-13 RS RS20130586A patent/RS53125B/sr unknown
- 2008-11-13 HR HRP20131060AT patent/HRP20131060T1/hr unknown
- 2008-11-13 MY MYPI2010002187A patent/MY173546A/en unknown
- 2008-11-13 CN CN200880115707XA patent/CN101855211B/zh not_active Expired - Fee Related
- 2008-11-13 CA CA2705502A patent/CA2705502C/en active Active
-
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 US12/951,978 patent/US8193176B2/en not_active Expired - Fee Related
- 2010-11-22 US US12/951,964 patent/US8183387B2/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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