JP2005514422A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2005514422A5 JP2005514422A5 JP2003558012A JP2003558012A JP2005514422A5 JP 2005514422 A5 JP2005514422 A5 JP 2005514422A5 JP 2003558012 A JP2003558012 A JP 2003558012A JP 2003558012 A JP2003558012 A JP 2003558012A JP 2005514422 A5 JP2005514422 A5 JP 2005514422A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- azabicyclo
- groups
- oct
- ene
- 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
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 4
- -1 nitro, amino Chemical group 0.000 claims 10
- 125000005843 halogen group Chemical group 0.000 claims 5
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- 125000001041 indolyl group Chemical group 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 125000006698 (C1-C3) dialkylamino group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 claims 1
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 1
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 125000004987 dibenzofuryl group Chemical group C1(=CC=CC=2OC3=C(C21)C=CC=C3)* 0.000 claims 1
- 125000004988 dibenzothienyl group Chemical group C1(=CC=CC=2SC3=C(C21)C=CC=C3)* 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000005954 phenoxathiinyl group Chemical group 0.000 claims 1
- 125000001644 phenoxazinyl group Chemical group C1(=CC=CC=2OC3=CC=CC=C3NC12)* 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- ZKMZPXWMMSBLNO-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-one Chemical compound C1CC2C(=O)CN1CC2 ZKMZPXWMMSBLNO-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- ZHXUWDPHUQHFOV-UHFFFAOYSA-N 2,5-dibromopyridine Chemical compound BrC1=CC=C(Br)N=C1 ZHXUWDPHUQHFOV-UHFFFAOYSA-N 0.000 description 1
- WTDHPWSWTWXODF-UHFFFAOYSA-N C1CN2CCC1C(C2O)C3=CN=C(C=C3)Br Chemical compound C1CN2CCC1C(C2O)C3=CN=C(C=C3)Br WTDHPWSWTWXODF-UHFFFAOYSA-N 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0200109A FR2834511B1 (fr) | 2002-01-07 | 2002-01-07 | Derives de 5-(pyridin-3-yl)-1-azabicyclo[3.2.1]octane, leur preparation et leur application en therapeutique |
| FR02/00109 | 2002-01-07 | ||
| PCT/FR2003/000004 WO2003057697A1 (fr) | 2002-01-07 | 2003-01-03 | Derives de 5-(pyridin-3-yl)-1-azabicyclo [3.2.1] octane, leur preparation et leur application en therapeutique |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| JP2005514422A JP2005514422A (ja) | 2005-05-19 |
| JP2005514422A6 JP2005514422A6 (ja) | 2005-08-04 |
| JP2005514422A5 true JP2005514422A5 (enExample) | 2007-07-26 |
| JP4402957B2 JP4402957B2 (ja) | 2010-01-20 |
Family
ID=8871176
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003558012A Expired - Fee Related JP4402957B2 (ja) | 2002-01-07 | 2003-01-03 | ５−（ピリジン−３−イル）−１−アザビシクロ［３．２．１］オクタン誘導体類、それらの製造と治療におけるそれらの適用 |
Country Status (35)
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9902007D0 (en) * | 1999-01-30 | 1999-03-17 | Thomas Carpentry Services Limi | Improvements relating to door frames |
| FR2834511B1 (fr) * | 2002-01-07 | 2004-02-13 | Sanofi Synthelabo | Derives de 5-(pyridin-3-yl)-1-azabicyclo[3.2.1]octane, leur preparation et leur application en therapeutique |
| FR2889701B1 (fr) * | 2005-08-12 | 2007-10-05 | Sanofi Aventis Sa | Derives de 5-pyridinyl-1-azabicyclo[3.2.1]octane, leur preparation en therapeutique. |
| FR2889847B1 (fr) * | 2005-08-18 | 2007-10-05 | Sanofi Aventis Sa | Derives de 5-pyridazinyl-1-azabicyclo[3.2.1]octave, leur preparation en therapeutique. |
| FR2912404B1 (fr) * | 2007-02-09 | 2009-04-10 | Sanofi Aventis Sa | Derives d'azabicycloalkane,leur preparation et leur application en therapeutique. |
| KR101925971B1 (ko) | 2011-01-28 | 2018-12-06 | 에스케이바이오팜 주식회사 | 피리돈 유도체 및 이를 포함하는 약학적 조성물 |
| KR101928505B1 (ko) | 2011-01-28 | 2018-12-12 | 에스케이바이오팜 주식회사 | 피리돈 유도체 및 이를 포함하는 약학적 조성물 |
| KR20200083976A (ko) | 2017-11-03 | 2020-07-09 | 알콘 인코포레이티드 | 눈 장애의 치료를 위한 아자바이시클로 및 디아제핀 유도체 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5817679A (en) * | 1993-04-01 | 1998-10-06 | University Of Virginia | 7-Azabicyclo 2.2.1!-heptane and -heptene derivatives as cholinergic receptor ligands |
| AU7474794A (en) | 1993-07-22 | 1995-02-20 | E.I. Du Pont De Nemours And Company | Arthropodicidal azacyclic heterocycles |
| FR2786769B1 (fr) * | 1998-12-04 | 2002-10-25 | Synthelabo | Derives de 2,5-diazabicyclo[2.2.1]heptane, leur preparation et leur application en therapeutique |
| FR2786770B1 (fr) * | 1998-12-04 | 2001-01-19 | Synthelabo | Derives de 1,4-diazabicyclo[3.2.2.]nonane, leur preparation et leur application en therapeutique |
| FR2834511B1 (fr) * | 2002-01-07 | 2004-02-13 | Sanofi Synthelabo | Derives de 5-(pyridin-3-yl)-1-azabicyclo[3.2.1]octane, leur preparation et leur application en therapeutique |
-
2002
- 2002-01-07 FR FR0200109A patent/FR2834511B1/fr not_active Expired - Fee Related
- 2002-12-31 TW TW091138055A patent/TWI336703B/zh not_active IP Right Cessation
-
2003
- 2003-01-03 NZ NZ533793A patent/NZ533793A/en not_active IP Right Cessation
- 2003-01-03 HR HRP20040617AA patent/HRP20040617B1/hr not_active IP Right Cessation
- 2003-01-03 ES ES03712202T patent/ES2281631T3/es not_active Expired - Lifetime
- 2003-01-03 EA EA200400770A patent/EA007793B1/ru not_active IP Right Cessation
- 2003-01-03 CA CA2471628A patent/CA2471628C/en not_active Expired - Fee Related
- 2003-01-03 MX MXPA04006630A patent/MXPA04006630A/es active IP Right Grant
- 2003-01-03 DE DE60312123T patent/DE60312123T2/de not_active Expired - Lifetime
- 2003-01-03 KR KR1020047010566A patent/KR100977332B1/ko not_active Expired - Fee Related
- 2003-01-03 AU AU2003216777A patent/AU2003216777B2/en not_active Ceased
- 2003-01-03 ME MEP-244/08A patent/MEP24408A/xx unknown
- 2003-01-03 AT AT03712202T patent/ATE355290T1/de active
- 2003-01-03 ME MEP-2008-244A patent/ME00213B/me unknown
- 2003-01-03 IL IL16252403A patent/IL162524A0/xx unknown
- 2003-01-03 US US10/500,015 patent/US7223750B2/en not_active Expired - Lifetime
- 2003-01-03 CN CNA2006101091747A patent/CN1911928A/zh active Pending
- 2003-01-03 AR ARP030100009A patent/AR038098A1/es not_active Application Discontinuation
- 2003-01-03 SI SI200330774T patent/SI1465893T1/sl unknown
- 2003-01-03 EP EP03712202A patent/EP1465893B1/fr not_active Expired - Lifetime
- 2003-01-03 DK DK03712202T patent/DK1465893T3/da active
- 2003-01-03 PT PT03712202T patent/PT1465893E/pt unknown
- 2003-01-03 PL PL370065A patent/PL216665B1/pl unknown
- 2003-01-03 JP JP2003558012A patent/JP4402957B2/ja not_active Expired - Fee Related
- 2003-01-03 WO PCT/FR2003/000004 patent/WO2003057697A1/fr not_active Ceased
- 2003-01-03 BR BR0306707-6A patent/BR0306707A/pt not_active Application Discontinuation
- 2003-01-03 CN CNB038019876A patent/CN1276921C/zh not_active Expired - Fee Related
- 2003-01-03 RS YUP-599/04A patent/RS50921B/sr unknown
- 2003-03-01 UA UA20040605056A patent/UA77229C2/uk unknown
-
2004
- 2004-06-14 IL IL162524A patent/IL162524A/en not_active IP Right Cessation
- 2004-06-16 IS IS7322A patent/IS2470B/is unknown
- 2004-06-24 ZA ZA200405002A patent/ZA200405002B/en unknown
- 2004-06-29 EC EC2004005176A patent/ECSP045176A/es unknown
- 2004-06-30 TN TNP2004000120A patent/TNSN04120A1/fr unknown
- 2004-07-01 MA MA27759A patent/MA27165A1/fr unknown
- 2004-07-01 CO CO04062934A patent/CO5590914A2/es active IP Right Grant
- 2004-07-05 NO NO20042846A patent/NO329309B1/no not_active IP Right Cessation
-
2007
- 2007-04-05 US US11/696,993 patent/US7585974B2/en not_active Expired - Fee Related
- 2007-05-10 CY CY20071100641T patent/CY1106580T1/el unknown
-
2012
- 2012-05-28 AR ARP120101864A patent/AR086573A2/es not_active Application Discontinuation
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP4896518B2 (ja) | ニコチンアミド系キナーゼ阻害薬 | |
| ES2549087T3 (es) | Derivados de aminodihidrotiazina como inhibidores de BACE para el tratamiento de la enfermedad de Alzheimer | |
| CN104379578B (zh) | 氨基甲酸酯化合物及其制备和使用方法 | |
| JP2006524222A5 (enExample) | ||
| JP2006514656A (ja) | Ｃｂ１／ｃｂ２受容体リガンドおよび疼痛の治療におけるその使用 | |
| EA027780B1 (ru) | Пиридин-2-амиды, пригодные в качестве агонистов каннабиноидного рецептора 2 | |
| JP2005516969A (ja) | メタボトロピックグルタミン酸受容体−５のヘテロアリール置換ピロールモジュレーター | |
| AR041302A1 (es) | Compuestos de imidazopiridina como agonistas del receptor 5- ht4 y composiciones farmaceuticas que comprenden dichos compuestos | |
| WO2002016355A3 (en) | Quinuclidine-substituted heteroaryl moieties for treatment of disease (nicotinic) acetylcholine receptor ligands | |
| TWI387577B (zh) | 非對稱性合成 | |
| JP2007528883A5 (enExample) | ||
| JP2005514422A5 (enExample) | ||
| JPWO2020132014A5 (enExample) | ||
| JP2008510719A5 (enExample) | ||
| KR20130119927A (ko) | 이미다졸 유도체, 그의 제조 방법 및 용도 | |
| ZA200207381B (en) | Hydroxyphenyl-piperazinyl-methyl-benzamide derivatives for the treatment of pain. | |
| ES2228413T3 (es) | Productos intermedios y un procedimiento para producir agonistas de receptores beta-adrenergicos. | |
| JPS6335571A (ja) | 抗生物質の中間体 | |
| US10202401B2 (en) | Process for making tetracyclic heterocycle compounds | |
| JP2015523985A (ja) | ジアリールヨードニウム塩を製造するための方法及び反応剤 | |
| AR038098A1 (es) | Derivados de 5-(piridin-3-il)-1- azabiciclo [3.2.1] octano, su preparacion y su aplicacion en terapeutica | |
| WO2016139773A1 (ja) | シロドシン合成中間体の新規合成方法 | |
| KR900011759A (ko) | 사이클로 헥산아세트 아미드 유도체 | |
| JP2005255660A (ja) | 多官能基を有するラクタム類とその製法 | |
| ES2285972T1 (es) | Procedimiento de fabricacion de citalopram y enantiomeros. |