JP2008510762A5 - - Google Patents
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- JP2008510762A5 JP2008510762A5 JP2007528748A JP2007528748A JP2008510762A5 JP 2008510762 A5 JP2008510762 A5 JP 2008510762A5 JP 2007528748 A JP2007528748 A JP 2007528748A JP 2007528748 A JP2007528748 A JP 2007528748A JP 2008510762 A5 JP2008510762 A5 JP 2008510762A5
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- Prior art keywords
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- formula
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- nhch
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- 150000001875 compounds Chemical class 0.000 claims description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- XHIGERJLTCYABW-UHFFFAOYSA-N 3-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]cyclohexane-1-carboxylic acid Chemical compound CC(C)(C)OC(=O)NCC1CCCC(C(O)=O)C1 XHIGERJLTCYABW-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 125000004404 heteroalkyl group Chemical group 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- -1 6-methoxy- [1,5] -naphthyridin -4-yl Chemical group 0.000 description 1
- XAJVMBAGZCPRJF-UHFFFAOYSA-N CC(C)(C)c(cc(c(SC1)c2)NC1=O)c2F Chemical compound CC(C)(C)c(cc(c(SC1)c2)NC1=O)c2F XAJVMBAGZCPRJF-UHFFFAOYSA-N 0.000 description 1
- KVNUWVOKXOWLDA-UHFFFAOYSA-N Cc(cc1)nc(N2)c1SCC2=O Chemical compound Cc(cc1)nc(N2)c1SCC2=O KVNUWVOKXOWLDA-UHFFFAOYSA-N 0.000 description 1
- JSBZPNRRLJLZBE-UHFFFAOYSA-N Cc(cc1N2)ccc1OCC2=O Chemical compound Cc(cc1N2)ccc1OCC2=O JSBZPNRRLJLZBE-UHFFFAOYSA-N 0.000 description 1
- RPZKLNMJEGXWTO-UHFFFAOYSA-N Cc(cc1N2)ccc1SC/C2=[O]\C[I]=C Chemical compound Cc(cc1N2)ccc1SC/C2=[O]\C[I]=C RPZKLNMJEGXWTO-UHFFFAOYSA-N 0.000 description 1
- 239000007821 HATU Substances 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- IMNFDUFMRHMDMM-UHFFFAOYSA-N anhydrous n-heptane Natural products CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
Description
さらに、Yは好ましくは、次の構造:
の1つを有し、式中、X7、X8およびX9は、各々互いに独立して窒素原子または式CR21の基であり、X10およびX11は、各々互いに独立して酸素もしくはイオウ原子または式NR22の基であり、oは、0、1または2であり、R15、R16、R17、R18、R20およびR21は、各々互いに独立して水素原子、ハロゲン原子、ヒドロキシ、アルキル、アルケニル、アルキニルまたはヘテロアルキル基(特にH、FまたはCl)であり、およびR19およびR22は、各々互いに独立して水素原子、アルキル、アルケニル、アルキニルまたはヘテロアルキル基(特にH)である。
Bは、式−CH2NHCH2−または−NHCH2−の基であり、Yは上で定義されている;好ましくは、Yは次の基:
から選択される。
さらに好ましいのは、式(II):
式中、R2はHまたはハロゲン原子(特にHまたはCl)である、
で表わされる化合物である。
さらに好ましいのは、式(II):
で表わされる化合物である。
15b)3−(tert−ブトキシカルボニルアミノメチル)−シクロヘキサンカルボン酸(6−メトキシ−[1,5]−ナフチリジン−4−イル)−アミド
キノリンアミン(15a)(1.93g)および3−(tert−ブトキシカルボニルアミノメチル)−シクロヘキサンカルボン酸(Yang, J. Med. Chem, 1998, p. 2175-2179の方法に従って製造)(2.84g)を、DMF(60ml)中に懸濁させ、次にHATU(4.2g)およびトリエチルアミン(3.1ml)を加えた。混合物を60℃で一晩加熱した。溶媒を蒸発させ、残留物を酢酸エチルとブラインの間で分配した。有機層を硫酸マグネシウム上で乾燥し、濾過して濃縮した。残留物を酢酸エチルおよびペンタンから再結晶化させ、所望の生成物(2.24g)を得た。
キノリンアミン(15a)(1.93g)および3−(tert−ブトキシカルボニルアミノメチル)−シクロヘキサンカルボン酸(Yang, J. Med. Chem, 1998, p. 2175-2179の方法に従って製造)(2.84g)を、DMF(60ml)中に懸濁させ、次にHATU(4.2g)およびトリエチルアミン(3.1ml)を加えた。混合物を60℃で一晩加熱した。溶媒を蒸発させ、残留物を酢酸エチルとブラインの間で分配した。有機層を硫酸マグネシウム上で乾燥し、濾過して濃縮した。残留物を酢酸エチルおよびペンタンから再結晶化させ、所望の生成物(2.24g)を得た。
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102004041163A DE102004041163A1 (de) | 2004-08-25 | 2004-08-25 | Neue Verbindungen mit antibakterieller Aktivität |
PCT/EP2005/009204 WO2006021448A1 (en) | 2004-08-25 | 2005-08-25 | Novel compounds having an anti-bacterial activity |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2008510762A JP2008510762A (ja) | 2008-04-10 |
JP2008510762A5 true JP2008510762A5 (ja) | 2008-10-16 |
Family
ID=35431960
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2007528748A Withdrawn JP2008510762A (ja) | 2004-08-25 | 2005-08-25 | 抗菌活性を有する新規な化合物 |
Country Status (14)
Country | Link |
---|---|
US (1) | US20070244103A1 (ja) |
EP (1) | EP1781650A1 (ja) |
JP (1) | JP2008510762A (ja) |
KR (1) | KR20070045152A (ja) |
CN (1) | CN101035785A (ja) |
AU (1) | AU2005276576A1 (ja) |
BR (1) | BRPI0514665A2 (ja) |
CA (1) | CA2571132A1 (ja) |
DE (1) | DE102004041163A1 (ja) |
IL (1) | IL179837A0 (ja) |
MX (1) | MX2007002097A (ja) |
NZ (1) | NZ552036A (ja) |
RU (1) | RU2410386C2 (ja) |
WO (1) | WO2006021448A1 (ja) |
Families Citing this family (49)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006002047A2 (en) | 2004-06-15 | 2006-01-05 | Glaxo Group Limited | Antibacterial agents |
CA2580621A1 (en) * | 2004-09-24 | 2006-03-30 | Actelion Pharmaceuticals Ltd | New bicyclic antibiotics |
MY150958A (en) | 2005-06-16 | 2014-03-31 | Astrazeneca Ab | Compounds for the treatment of multi-drug resistant bacterial infections |
EP1943222A1 (de) * | 2005-10-13 | 2008-07-16 | Morphochem Aktiengesellschaft Für Kombinatorische Chemie | 5-chinolinderivate mit antibakterieller aktivität |
US8217042B2 (en) | 2005-11-11 | 2012-07-10 | Zentaris Gmbh | Pyridopyrazines and their use as modulators of kinases |
EP1790342A1 (de) | 2005-11-11 | 2007-05-30 | Zentaris GmbH | Pyridopyrazin-Derivate und deren Verwendung als Modulatoren der Signaltransduktionswege |
UY30183A1 (es) | 2006-03-02 | 2007-10-31 | Astrazeneca Ab | Derivados de quinolina |
JP2009532423A (ja) | 2006-04-06 | 2009-09-10 | グラクソ グループ リミテッド | 抗菌剤としてのピロロ−キノキサリノン誘導体 |
GB0608263D0 (en) * | 2006-04-26 | 2006-06-07 | Glaxo Group Ltd | Compounds |
GB0613208D0 (en) | 2006-07-03 | 2006-08-09 | Glaxo Group Ltd | Compounds |
EP1992628A1 (en) | 2007-05-18 | 2008-11-19 | Glaxo Group Limited | Derivatives and analogs of N-ethylquinolones and N-ethylazaquinolones |
TW200819457A (en) | 2006-08-30 | 2008-05-01 | Actelion Pharmaceuticals Ltd | Spiro antibiotic derivatives |
CL2007003693A1 (es) | 2006-12-22 | 2008-06-27 | Actelion Pharmaceuticals Ltd | Compuestos derivados de pirido [3,2-b] [1,4] tiazina; composicion farmaceutica que contiene dichos compuestos; y su uso en el tratamiento de infecciones bacterianas. |
CL2008001003A1 (es) | 2007-04-11 | 2008-10-17 | Actelion Pharmaceuticals Ltd | Compuestos derivados de oxazolidinona; composicion farmaceutica que comprende a dichos compuestos; y su uso para preparar un medicamento para tratar una infeccion bacteriana. |
US8389524B2 (en) * | 2007-04-20 | 2013-03-05 | Glaxo Group Limited | Tricyclic nitrogen containing compounds as antibacterial agents |
WO2008142384A1 (en) * | 2007-05-17 | 2008-11-27 | Helperby Therapeutics Limited | Use of 4-(pyrrolidin-1-yl)quinoline compounds to kill clinically latent microorganisms |
US8193179B2 (en) * | 2007-06-15 | 2012-06-05 | Actelion Pharmaceuticals, Ltd | 3-amino-6-(1-amino-ethyl)-tetrahydropyran derivatives |
AU2008337096B2 (en) | 2007-12-18 | 2013-10-17 | Actelion Pharmaceuticals Ltd | 5-aminocyclylmethyl-oxazolidin-2-one derivatives |
EP2080761A1 (en) | 2008-01-18 | 2009-07-22 | Glaxo Group Limited | Compounds |
CN101983191B (zh) | 2008-02-01 | 2013-11-20 | 武田药品工业株式会社 | 作为hsp90抑制剂的肟衍生物 |
KR101590202B1 (ko) | 2008-02-20 | 2016-01-29 | 액테리온 파마슈티칼 리미티드 | 아자트리사이클 항생 화합물 |
WO2009128019A1 (en) | 2008-04-15 | 2009-10-22 | Actelion Pharmaceuticals Ltd | Tricyclic antibiotics |
AR073774A1 (es) | 2008-10-07 | 2010-12-01 | Actelion Pharmaceuticals Ltd | Compuestos antibioticos oxazolidinona triciclicos |
US20110275661A1 (en) | 2008-10-17 | 2011-11-10 | Glaxo Group Limited | Tricyclic nitrogen compounds used as antibacterials |
US8318940B2 (en) | 2009-01-15 | 2012-11-27 | Glaxo Group Limited | Naphthyridin-2 (1 H)-one compounds useful as antibacterials |
CA2750047A1 (en) | 2009-01-21 | 2010-07-29 | Basilea Pharmaceutica Ag | Novel bicyclic antibiotics |
EP2332939A1 (en) | 2009-11-26 | 2011-06-15 | Æterna Zentaris GmbH | Novel Naphthyridine derivatives and the use thereof as kinase inhibitors |
US8927541B2 (en) | 2009-12-18 | 2015-01-06 | Basilea Pharmaceutica Ag | Tricyclic antibiotics |
JP2014517019A (ja) | 2011-06-17 | 2014-07-17 | バジリア ファルマスーチカ アーゲー | 三環式抗生物質 |
EP2785721A1 (en) | 2011-11-30 | 2014-10-08 | Actelion Pharmaceuticals Ltd. | 3,7-disubstituted octahydro-2h-pyrido[4,3-e][1,3]oxazin-2-one antibiotics |
AR090844A1 (es) * | 2012-04-27 | 2014-12-10 | Actelion Pharmaceuticals Ltd | Proceso para elaborar derivados de naftiridina |
CN104803913B (zh) * | 2014-01-24 | 2019-02-12 | 浙江省化工研究院有限公司 | 一种碳酸苄基喹啉基酯类化合物、其制备方法及应用 |
PE20170501A1 (es) | 2014-08-22 | 2017-04-27 | Glaxosmithkline Ip Dev Ltd | Un procedimiento que comprende compuestos que administran a un sujeto infectado con neisseria gonorrhoeae |
MA41169A (fr) | 2014-12-17 | 2017-10-24 | Acraf | Composés antibactériens à large spectre d'activité |
MA41168A (fr) | 2014-12-17 | 2017-10-24 | Acraf | Nouveaux composés antibactériens |
UY36851A (es) | 2015-08-16 | 2017-03-31 | Glaxosmithkline Ip Dev Ltd | Compuestos para uso en aplicaciones antibacterianas |
WO2017211760A1 (en) | 2016-06-08 | 2017-12-14 | Aziende Chimiche Riunite Angelini Francesco A.C.R.A.F. S.P.A. | New antibacterial compounds |
MD3483164T2 (ro) | 2017-03-20 | 2020-07-31 | Forma Therapeutics Inc | Compoziții pirolopirolice ca activatori ai piruvat kinazei (PKR) |
US20200129485A1 (en) | 2018-09-19 | 2020-04-30 | Forma Therapeutics, Inc. | Treating sickle cell disease with a pyruvate kinase r activating compound |
WO2020061255A1 (en) | 2018-09-19 | 2020-03-26 | Forma Therapeutics, Inc. | Activating pyruvate kinase r |
US11691971B2 (en) | 2020-06-19 | 2023-07-04 | Incyte Corporation | Naphthyridinone compounds as JAK2 V617F inhibitors |
US11753413B2 (en) | 2020-06-19 | 2023-09-12 | Incyte Corporation | Substituted pyrrolo[2,1-f][1,2,4]triazine compounds as JAK2 V617F inhibitors |
US11767323B2 (en) | 2020-07-02 | 2023-09-26 | Incyte Corporation | Tricyclic pyridone compounds as JAK2 V617F inhibitors |
JP2023533724A (ja) | 2020-07-02 | 2023-08-04 | インサイト・コーポレイション | Jak2 v617f阻害剤としての三環式尿素化合物 |
WO2022046989A1 (en) | 2020-08-27 | 2022-03-03 | Incyte Corporation | Tricyclic urea compounds as jak2 v617f inhibitors |
WO2022140231A1 (en) | 2020-12-21 | 2022-06-30 | Incyte Corporation | Deazaguaine compounds as jak2 v617f inhibitors |
US11958861B2 (en) | 2021-02-25 | 2024-04-16 | Incyte Corporation | Spirocyclic lactams as JAK2 V617F inhibitors |
EP4426434A1 (en) | 2021-11-02 | 2024-09-11 | Flare Therapeutics, Inc. | Pparg inverse agonists and uses thereof |
WO2023178285A1 (en) | 2022-03-17 | 2023-09-21 | Incyte Corporation | Tricyclic urea compounds as jak2 v617f inhibitors |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB0112834D0 (en) * | 2001-05-25 | 2001-07-18 | Smithkline Beecham Plc | Medicaments |
EP2181996A1 (en) * | 2002-01-29 | 2010-05-05 | Glaxo Group Limited | Aminopiperidine derivatives |
AR040335A1 (es) * | 2002-06-26 | 2005-03-30 | Glaxo Group Ltd | Compuesto de ciclohexano o ciclohexeno, uso del mismo para preparar un medicamento, composicion farmaceutica que lo comprende, procedimiento y compuestos intermediarios de utilidad para preparar dicho compuesto |
DE50312598D1 (de) * | 2002-10-10 | 2010-05-20 | Morphochem Ag Komb Chemie | Neue verbindungen mit antibakterieller aktivität |
DE10247233A1 (de) * | 2002-10-10 | 2004-06-17 | Morphochem AG Aktiengesellschaft für kombinatorische Chemie | Neue Verbindungen, die Topoisomerase IV inhibieren |
DE10256405A1 (de) * | 2002-12-02 | 2004-06-17 | Morphochem Aktiengesellschaft für kombinatorische Chemie | Neue Verbindungen, die Topoisomerase IV inhibieren |
TW200427688A (en) * | 2002-12-18 | 2004-12-16 | Glaxo Group Ltd | Antibacterial agents |
-
2004
- 2004-08-25 DE DE102004041163A patent/DE102004041163A1/de not_active Withdrawn
-
2005
- 2005-08-25 CN CNA200580028501XA patent/CN101035785A/zh active Pending
- 2005-08-25 EP EP05787944A patent/EP1781650A1/en not_active Withdrawn
- 2005-08-25 AU AU2005276576A patent/AU2005276576A1/en not_active Abandoned
- 2005-08-25 MX MX2007002097A patent/MX2007002097A/es not_active Application Discontinuation
- 2005-08-25 CA CA002571132A patent/CA2571132A1/en not_active Abandoned
- 2005-08-25 WO PCT/EP2005/009204 patent/WO2006021448A1/en active Application Filing
- 2005-08-25 RU RU2007105995/04A patent/RU2410386C2/ru not_active IP Right Cessation
- 2005-08-25 BR BRPI0514665-8A patent/BRPI0514665A2/pt not_active IP Right Cessation
- 2005-08-25 NZ NZ552036A patent/NZ552036A/en not_active IP Right Cessation
- 2005-08-25 US US11/660,894 patent/US20070244103A1/en not_active Abandoned
- 2005-08-25 JP JP2007528748A patent/JP2008510762A/ja not_active Withdrawn
- 2005-08-25 KR KR1020067026765A patent/KR20070045152A/ko not_active Application Discontinuation
-
2006
- 2006-12-05 IL IL179837A patent/IL179837A0/en unknown
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