JP2005516936A5 - - Google Patents
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- Publication number
- JP2005516936A5 JP2005516936A5 JP2003552754A JP2003552754A JP2005516936A5 JP 2005516936 A5 JP2005516936 A5 JP 2005516936A5 JP 2003552754 A JP2003552754 A JP 2003552754A JP 2003552754 A JP2003552754 A JP 2003552754A JP 2005516936 A5 JP2005516936 A5 JP 2005516936A5
- Authority
- JP
- Japan
- Prior art keywords
- palladium
- formula
- mixtures
- heating
- compounds
- 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.)
- Pending
Links
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical compound CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Chemical compound [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 description 2
- GPCGKWMTLZDQGM-UHFFFAOYSA-N 5-chloro-n-(5-cyano-3-methoxypyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC(C#N)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 GPCGKWMTLZDQGM-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 description 1
- 229910000024 caesium carbonate Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- NXQGGXCHGDYOHB-UHFFFAOYSA-L cyclopenta-1,4-dien-1-yl(diphenyl)phosphane;dichloropalladium;iron(2+) Chemical compound [Fe+2].Cl[Pd]Cl.[CH-]1C=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1.[CH-]1C=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 NXQGGXCHGDYOHB-UHFFFAOYSA-L 0.000 description 1
- -1 heteroaryl boronic acid Chemical compound 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- UQPUONNXJVWHRM-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 UQPUONNXJVWHRM-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- GTLDTDOJJJZVBW-UHFFFAOYSA-N zinc cyanide Chemical compound [Zn+2].N#[C-].N#[C-] GTLDTDOJJJZVBW-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0104474A SE0104474D0 (sv) | 2001-12-18 | 2001-12-18 | Novel Compounds |
| SE0202139A SE0202139D0 (sv) | 2002-07-05 | 2002-07-05 | Novel compounds |
| PCT/SE2002/002355 WO2003051870A1 (en) | 2001-12-18 | 2002-12-17 | Novel compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005516936A JP2005516936A (ja) | 2005-06-09 |
| JP2005516936A5 true JP2005516936A5 (enExample) | 2006-02-09 |
Family
ID=26655646
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003552754A Pending JP2005516936A (ja) | 2001-12-18 | 2002-12-17 | N−ピラジニル−チエニルスルホンアミドおよびケモカイン媒介疾患の治療におけるそれらの使用 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7410972B2 (enExample) |
| EP (1) | EP1458715B1 (enExample) |
| JP (1) | JP2005516936A (enExample) |
| AT (1) | ATE312096T1 (enExample) |
| AU (1) | AU2002358390A1 (enExample) |
| DE (1) | DE60207890T2 (enExample) |
| WO (1) | WO2003051870A1 (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI328007B (en) * | 2002-01-16 | 2010-08-01 | Astrazeneca Ab | Novel compounds |
| DE10260003A1 (de) * | 2002-12-20 | 2004-07-08 | Zf Friedrichshafen Ag | Radnabenantrieb |
| SE0301653D0 (sv) * | 2003-06-05 | 2003-06-05 | Astrazeneca Ab | Novel compounds |
| SE0302304D0 (sv) * | 2003-08-27 | 2003-08-27 | Astrazeneca Ab | Novel compounds |
| JPWO2005023771A1 (ja) * | 2003-09-05 | 2006-11-02 | 小野薬品工業株式会社 | ケモカインレセプターアンタゴニストおよびその医薬用途 |
| KR100994173B1 (ko) * | 2004-12-27 | 2010-11-15 | 알콘, 인코퍼레이티드 | 녹내장 및 다른 로 키나아제-매개 질환 치료용아미노피라진 유사체 |
| US7622583B2 (en) | 2005-01-14 | 2009-11-24 | Chemocentryx, Inc. | Heteroaryl sulfonamides and CCR2 |
| DE602006020979D1 (en) * | 2005-01-14 | 2011-05-12 | Chemocentryx Inc | Heteroarylsulfonamide und ccr2 |
| KR101436161B1 (ko) | 2005-01-25 | 2014-09-01 | 신타 파마슈티칼스 코프. | 염증 및 면역 관련 용도를 위한 화합물 |
| GB0514743D0 (en) * | 2005-07-19 | 2005-08-24 | Astrazeneca Ab | Salt |
| TW200800921A (en) * | 2005-09-19 | 2008-01-01 | Astrazeneca Ab | Novel compounds |
| EP1956009A1 (en) * | 2005-12-02 | 2008-08-13 | Mitsubishi Tanabe Pharma Corporation | Aromatic compound |
| US20090182140A1 (en) * | 2005-12-02 | 2009-07-16 | Mitsubishi Tanabe Pharma Corporation | Alicyclic Heterocyclic Compound |
| TW200730512A (en) | 2005-12-12 | 2007-08-16 | Astrazeneca Ab | Novel compounds |
| GB0526445D0 (en) * | 2005-12-23 | 2006-02-08 | Novartis Ag | Organic compounds |
| ZA200904857B (en) * | 2007-02-22 | 2010-09-29 | Merck Serono Sa | Quinoxaline compounds and use thereof |
| PL2175859T3 (pl) | 2007-07-12 | 2012-09-28 | Chemocentryx Inc | Skondensowane heteroarylopirydylo- i fenylo-benzenosulfonamidy jako modulatory CCR2 do leczenia zapalenia |
| JP5687903B2 (ja) | 2008-11-10 | 2015-03-25 | 協和発酵キリン株式会社 | キヌレニン産生抑制剤 |
| TWI535442B (zh) | 2010-05-10 | 2016-06-01 | Kyowa Hakko Kirin Co Ltd | A nitrogen-containing heterocyclic compound having an action of inhibiting the production of canine erythritine |
| CA2815107A1 (en) | 2010-10-20 | 2012-04-26 | Merck Serono S.A. Geneva | Method for preparing substituted n-(3-amino-quinoxalin-2-yl)-sulfonamides and their intermediates n-(3-chloro-quinoxalin-2-yl)sulfonamides |
| US9067923B2 (en) | 2011-11-09 | 2015-06-30 | Kyowa Hakko Kirin Co., Ltd. | Substituted quinoxalines |
| ES2563902T3 (es) * | 2013-05-14 | 2016-03-16 | Active Biotech Ab | Derivados de N-(heteroaril)-sulfonamida útiles como inhibidores de S100 |
| IL294410B2 (en) | 2016-11-23 | 2024-02-01 | Chemocentryx Inc | Method of treating focal segmental glomerulosclerosis |
| CN111417389A (zh) | 2017-10-11 | 2020-07-14 | 坎莫森特里克斯公司 | Ccr2拮抗剂对局灶性节段性肾小球硬化症的治疗 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5962490A (en) * | 1987-09-25 | 1999-10-05 | Texas Biotechnology Corporation | Thienyl-, furyl- and pyrrolyl-sulfonamides and derivatives thereof that modulate the activity of endothelin |
| CA2162630C (en) * | 1994-11-25 | 2007-05-01 | Volker Breu | Sulfonamides |
| WO2004007472A1 (ja) | 2002-07-10 | 2004-01-22 | Ono Pharmaceutical Co., Ltd. | Ccr4アンタゴニストおよびその医薬用途 |
-
2002
- 2002-12-17 DE DE60207890T patent/DE60207890T2/de not_active Expired - Fee Related
- 2002-12-17 AT AT02792158T patent/ATE312096T1/de not_active IP Right Cessation
- 2002-12-17 EP EP02792158A patent/EP1458715B1/en not_active Expired - Lifetime
- 2002-12-17 US US10/499,102 patent/US7410972B2/en not_active Expired - Fee Related
- 2002-12-17 WO PCT/SE2002/002355 patent/WO2003051870A1/en not_active Ceased
- 2002-12-17 JP JP2003552754A patent/JP2005516936A/ja active Pending
- 2002-12-17 AU AU2002358390A patent/AU2002358390A1/en not_active Abandoned
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