JP4584923B2 - インドール、アザインドール、および関連するヘテロ環状ｎ−置換ピペラジン誘導体 - Google Patents
インドール、アザインドール、および関連するヘテロ環状ｎ−置換ピペラジン誘導体 Download PDFInfo
- Publication number
- JP4584923B2 JP4584923B2 JP2006518663A JP2006518663A JP4584923B2 JP 4584923 B2 JP4584923 B2 JP 4584923B2 JP 2006518663 A JP2006518663 A JP 2006518663A JP 2006518663 A JP2006518663 A JP 2006518663A JP 4584923 B2 JP4584923 B2 JP 4584923B2
- Authority
- JP
- Japan
- Prior art keywords
- hplc
- chem
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- azaindole
- 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.)
- Expired - Fee Related
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- 0 CCC[C@]1[C@](C)[C@](CC=*)*=*C1 Chemical compound CCC[C@]1[C@](C)[C@](CC=*)*=*C1 0.000 description 4
- IDFYLSABDUMICK-UHFFFAOYSA-N C(C1)NCCN1c1nccc2ccccc12 Chemical compound C(C1)NCCN1c1nccc2ccccc12 IDFYLSABDUMICK-UHFFFAOYSA-N 0.000 description 2
- JEPGUTAYZICRPQ-JXMROGBWSA-N CN(C)/N=C/c1ccccc1[N+]([O-])=O Chemical compound CN(C)/N=C/c1ccccc1[N+]([O-])=O JEPGUTAYZICRPQ-JXMROGBWSA-N 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N c1c[nH]c2ccccc12 Chemical compound c1c[nH]c2ccccc12 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- FDRJBDDOTLUKEE-SQZNVNTJSA-N C/C(/C=C(\COC)/C(/C(C(O)=O)=O)=C\N)=N/C Chemical compound C/C(/C=C(\COC)/C(/C(C(O)=O)=O)=C\N)=N/C FDRJBDDOTLUKEE-SQZNVNTJSA-N 0.000 description 1
- QUJPWOITJKDOCV-MVTUOISNSA-N C/C=C(/C=CN1)\C1=C/C=C Chemical compound C/C=C(/C=CN1)\C1=C/C=C QUJPWOITJKDOCV-MVTUOISNSA-N 0.000 description 1
- HSZFTTZPFLOTLL-VQHVLOKHSA-N CC/C(/NC=C)=C\CCOC Chemical compound CC/C(/NC=C)=C\CCOC HSZFTTZPFLOTLL-VQHVLOKHSA-N 0.000 description 1
- STMFQVOLXFOPKU-AIJKMKQJSA-N CC/C=C(\C=C/C)/[N+]([O-])=O Chemical compound CC/C=C(\C=C/C)/[N+]([O-])=O STMFQVOLXFOPKU-AIJKMKQJSA-N 0.000 description 1
- WEVLSESGWKOLJY-AATRIKPKSA-N CC/C=C/NC=C Chemical compound CC/C=C/NC=C WEVLSESGWKOLJY-AATRIKPKSA-N 0.000 description 1
- TULYKRRHDJQGPN-YBMVAOSUSA-N CC/C=C1/NC=C(C(C(OC)=O)=O)/C1=C/C Chemical compound CC/C=C1/NC=C(C(C(OC)=O)=O)/C1=C/C TULYKRRHDJQGPN-YBMVAOSUSA-N 0.000 description 1
- XUOABJUTWSWCED-UHFFFAOYSA-N CC1N=C(c(c2c3c(C(C(N(CC4)CCN4c4c(cccc5)c5ccn4)=O)=O)c[nH]2)ccc3OC)NN1 Chemical compound CC1N=C(c(c2c3c(C(C(N(CC4)CCN4c4c(cccc5)c5ccn4)=O)=O)c[nH]2)ccc3OC)NN1 XUOABJUTWSWCED-UHFFFAOYSA-N 0.000 description 1
- ZUKJIMRPCXMOCB-UHFFFAOYSA-N COc(c1c2[nH]cc1C(C(N(CC1)CCN1c1c(cccc3)c3ccn1)=O)=O)ccc2Br Chemical compound COc(c1c2[nH]cc1C(C(N(CC1)CCN1c1c(cccc3)c3ccn1)=O)=O)ccc2Br ZUKJIMRPCXMOCB-UHFFFAOYSA-N 0.000 description 1
- ZENQEBIXKWMAND-UHFFFAOYSA-N COc(c1c2[nH]cc1C(C(N(CC1)CCN1c1ncnc3c1cccc3)=O)=O)cnc2-[n]1nc(C#N)nc1 Chemical compound COc(c1c2[nH]cc1C(C(N(CC1)CCN1c1ncnc3c1cccc3)=O)=O)cnc2-[n]1nc(C#N)nc1 ZENQEBIXKWMAND-UHFFFAOYSA-N 0.000 description 1
- POWYALLSNJWJJE-UHFFFAOYSA-N COc(c1c2[nH]cc1C(C(N(CC1)CCN1c1nncc3c1cccc3)=O)=O)cnc2-[n]1nncc1 Chemical compound COc(c1c2[nH]cc1C(C(N(CC1)CCN1c1nncc3c1cccc3)=O)=O)cnc2-[n]1nncc1 POWYALLSNJWJJE-UHFFFAOYSA-N 0.000 description 1
- YMCSHVKGUUUGAV-UHFFFAOYSA-N COc(cn1)c(c(C(C(N(CC2)CCN2c2ncnc3c2cccc3)=O)=O)c[nH]2)c2c1Br Chemical compound COc(cn1)c(c(C(C(N(CC2)CCN2c2ncnc3c2cccc3)=O)=O)c[nH]2)c2c1Br YMCSHVKGUUUGAV-UHFFFAOYSA-N 0.000 description 1
- WZNNMAVYQDKZDW-UHFFFAOYSA-N COc1cnc(C(N)=O)c2c1c(C=O)c[nH]2 Chemical compound COc1cnc(C(N)=O)c2c1c(C=O)c[nH]2 WZNNMAVYQDKZDW-UHFFFAOYSA-N 0.000 description 1
- WFWAWVXPMNYTRL-UHFFFAOYSA-N Cc(c1c2c(C(C(N(CC3)CCN3c3c(cccc4)c4ccn3)=O)=O)c[nH]1)ncc2OC Chemical compound Cc(c1c2c(C(C(N(CC3)CCN3c3c(cccc4)c4ccn3)=O)=O)c[nH]1)ncc2OC WFWAWVXPMNYTRL-UHFFFAOYSA-N 0.000 description 1
- LIIWIZPSGJQBOK-UHFFFAOYSA-N Cc(cc1)c(c(C(C(N(CC2)CCN2c2c(C=CCC3)c3ccn2)=O)=O)c[nH]2)c2c1-[n]1cncc1 Chemical compound Cc(cc1)c(c(C(C(N(CC2)CCN2c2c(C=CCC3)c3ccn2)=O)=O)c[nH]2)c2c1-[n]1cncc1 LIIWIZPSGJQBOK-UHFFFAOYSA-N 0.000 description 1
- FQTAEHKPLQSWCN-UHFFFAOYSA-N Cc(nc1)n[n]1-c(c1c2c(C(C(N(CC3)CCN3c(c3c4cccc3)nnc4OC)=O)=O)c[nH]1)ncc2OC Chemical compound Cc(nc1)n[n]1-c(c1c2c(C(C(N(CC3)CCN3c(c3c4cccc3)nnc4OC)=O)=O)c[nH]1)ncc2OC FQTAEHKPLQSWCN-UHFFFAOYSA-N 0.000 description 1
- ZPVBFKUOJMJWTC-UHFFFAOYSA-N Cc(nc1)n[n]1C(C(C12)NC=C1C(C(N(CC1)CCN1c1nc(C)nc3c1cccc3C)=O)=O)=NC=C2OC Chemical compound Cc(nc1)n[n]1C(C(C12)NC=C1C(C(N(CC1)CCN1c1nc(C)nc3c1cccc3C)=O)=O)=NC=C2OC ZPVBFKUOJMJWTC-UHFFFAOYSA-N 0.000 description 1
- PLAZTCDQAHEYBI-UHFFFAOYSA-N Cc1ccccc1[N+]([O-])=O Chemical compound Cc1ccccc1[N+]([O-])=O PLAZTCDQAHEYBI-UHFFFAOYSA-N 0.000 description 1
- SANMALMANFFEDD-UHFFFAOYSA-N N/C(/c(c1c2cc[nH]1)ccc2F)=N\O Chemical compound N/C(/c(c1c2cc[nH]1)ccc2F)=N\O SANMALMANFFEDD-UHFFFAOYSA-N 0.000 description 1
- JILNRPUJLBHXPF-UHFFFAOYSA-O N=C(c(c1c2c(C(C(Cl)=O)=O)c[nH]1)ccc2F)/N=C\[OH2+] Chemical compound N=C(c(c1c2c(C(C(Cl)=O)=O)c[nH]1)ccc2F)/N=C\[OH2+] JILNRPUJLBHXPF-UHFFFAOYSA-O 0.000 description 1
- PTPJUMVVJOQDBU-UHFFFAOYSA-N N=C(c(c1c2c(C(C(N(CC3)CCN3c3nccc4c3cccc4)=O)=O)c[nH]1)ncc2F)NNC(c1ccccc1)=O Chemical compound N=C(c(c1c2c(C(C(N(CC3)CCN3c3nccc4c3cccc4)=O)=O)c[nH]1)ncc2F)NNC(c1ccccc1)=O PTPJUMVVJOQDBU-UHFFFAOYSA-N 0.000 description 1
- OAJZQMKQOKKDBG-UHFFFAOYSA-O N=C(c(c1c2cc[nH]1)ccc2F)/N=C\[OH2+] Chemical compound N=C(c(c1c2cc[nH]1)ccc2F)/N=C\[OH2+] OAJZQMKQOKKDBG-UHFFFAOYSA-O 0.000 description 1
- CXVZJTHBVNCYRD-UHFFFAOYSA-N O=C(C(N(CC1)CCN1c1c(cccc2)c2cnn1)=O)c1c[nH]c2c1c(F)cnc2Br Chemical compound O=C(C(N(CC1)CCN1c1c(cccc2)c2cnn1)=O)c1c[nH]c2c1c(F)cnc2Br CXVZJTHBVNCYRD-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Immunology (AREA)
- AIDS & HIV (AREA)
- Molecular Biology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US48422403P | 2003-07-01 | 2003-07-01 | |
| US49328303P | 2003-08-07 | 2003-08-07 | |
| US54197004P | 2004-02-05 | 2004-02-05 | |
| PCT/US2004/019890 WO2005004801A2 (en) | 2003-07-01 | 2004-06-22 | Indole, azaindole and related heterocyclic n-substituted piperazine derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007516205A JP2007516205A (ja) | 2007-06-21 |
| JP2007516205A5 JP2007516205A5 (OSRAM) | 2007-10-18 |
| JP4584923B2 true JP4584923B2 (ja) | 2010-11-24 |
Family
ID=34069101
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006518663A Expired - Fee Related JP4584923B2 (ja) | 2003-07-01 | 2004-06-22 | インドール、アザインドール、および関連するヘテロ環状ｎ−置換ピペラジン誘導体 |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US20050075364A1 (OSRAM) |
| EP (1) | EP1638568B1 (OSRAM) |
| JP (1) | JP4584923B2 (OSRAM) |
| AT (1) | ATE517625T1 (OSRAM) |
| IS (1) | IS2881B (OSRAM) |
| NO (1) | NO332402B1 (OSRAM) |
| WO (1) | WO2005004801A2 (OSRAM) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050075364A1 (en) * | 2003-07-01 | 2005-04-07 | Kap-Sun Yeung | Indole, azaindole and related heterocyclic N-substituted piperazine derivatives |
| MXPA06005687A (es) | 2003-11-20 | 2006-08-17 | Janssen Pharmaceutica Nv | 2-quinolinonas y 2-quinoxalinonas sustituidas con 6-alquenilo y 6-fenilalquilo como inhibidores de la poli(adenosin fosfato-ribosa)polimerasa. |
| CA2546002C (en) | 2003-11-20 | 2012-09-18 | Janssen Pharmaceutica N.V. | 7-phenylalkyl substituted 2-quinolinones and 2-quinoxalinones as poly(adp-ribose) polymerase inhibitors |
| US20050124623A1 (en) * | 2003-11-26 | 2005-06-09 | Bender John A. | Diazaindole-dicarbonyl-piperazinyl antiviral agents |
| CA2569826C (en) | 2004-06-30 | 2013-07-16 | Janssen Pharmaceutica N.V. | Substituted 2-alkyl quinazolinone derivatives as parp inhibitors |
| EA014955B1 (ru) * | 2004-06-30 | 2011-04-29 | Янссен Фармацевтика Н. В. | Производные фталазина в качестве ингибиторов parp |
| WO2006003148A1 (en) | 2004-06-30 | 2006-01-12 | Janssen Pharmaceutica N.V. | Quinazolinedione derivatives as parp inhibitors |
| US20060100209A1 (en) * | 2004-11-09 | 2006-05-11 | Chong-Hui Gu | Formulations of 1-(4-benzoyl-piperazin-1-yl)-2-[4-methoxy-7-(3-methyl-[1,2,4]triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-ethane-1,2-dione |
| US20060100432A1 (en) * | 2004-11-09 | 2006-05-11 | Matiskella John D | Crystalline materials of 1-(4-benzoyl-piperazin-1-yl)-2-[4-methoxy-7-(3-methyl-[1,2,4]triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-ethane-1,2-dione |
| DE102005027567A1 (de) | 2005-06-14 | 2006-12-21 | Basf Ag | Verfahren zum Passivieren von metallischen Oberflächen mit Säuregruppen aufweisenden Polymeren |
| US7396830B2 (en) * | 2005-10-04 | 2008-07-08 | Bristol-Myers Squibb Company | Piperazine amidines as antiviral agents |
| US7851476B2 (en) * | 2005-12-14 | 2010-12-14 | Bristol-Myers Squibb Company | Crystalline forms of 1-benzoyl-4-[2-[4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-YL)-1-[(phosphonooxy)methyl]-1H-pyrrolo[2,3-C]pyridin-3-YL]-1,2-dioxoethyl]-piperazine |
| US20070259879A1 (en) * | 2006-03-06 | 2007-11-08 | Trimeris, Inc. | Piperazine and piperidine biaryl derivatives |
| CN101432278B (zh) * | 2006-04-25 | 2012-11-28 | 布里斯托尔-迈尔斯斯奎布公司 | 作为抗病毒剂的二酮基哌嗪和哌啶衍生物 |
| US7807671B2 (en) * | 2006-04-25 | 2010-10-05 | Bristol-Myers Squibb Company | Diketo-piperazine and piperidine derivatives as antiviral agents |
| US7504399B2 (en) * | 2006-06-08 | 2009-03-17 | Bristol-Meyers Squibb Company | Piperazine enamines as antiviral agents |
| CA2678248C (en) | 2007-03-08 | 2016-06-28 | Janssen Pharmaceutica Nv | Quinolinone derivatives as parp and tank inhibitors |
| EP2215075B1 (en) | 2007-10-26 | 2013-12-11 | Janssen Pharmaceutica, N.V. | Quinolinone derivatives as parp inhibitors |
| SI2271626T1 (sl) | 2008-03-27 | 2015-03-31 | Janssen Pharmaceutica, N.V. | Tetrahidrofenantridinoni in tetrahidrociklopentakinolinoni, kot inhibitorji polimerizacije PARP in tubulina |
| EP2260026B1 (en) | 2008-03-27 | 2011-06-22 | Janssen Pharmaceutica, N.V. | Quinazolinone derivatives as tubulin polymerization inhibitors |
| EP2313408B1 (en) * | 2008-06-25 | 2012-07-11 | Bristol-Myers Squibb Company | Diketopiperidine derivatives as hiv attachment inhibitors |
| EP2303876B1 (en) * | 2008-06-25 | 2014-03-19 | Bristol-Myers Squibb Company | Diketo azolopiperidines and azolopiperazines as anti-hiv agents |
| ES2614034T3 (es) * | 2012-08-09 | 2017-05-29 | VIIV Healthcare UK (No.5) Limited | Derivados de amidina tricíclica como inhibidores de la unión del VIH |
| JP2016515579A (ja) * | 2013-03-27 | 2016-05-30 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | Ｈｉｖ結合阻害剤としてのピペラジンおよびホモピペラジン誘導体 |
| BG111544A (bg) | 2013-07-29 | 2015-01-30 | Николай Цветков | Субституирани бензамидни производни като in vitro mao-b инхибитори |
| CN107400130A (zh) * | 2017-08-22 | 2017-11-28 | 长沙深橙生物科技有限公司 | 一种咪唑并吡啶衍生物的制备方法 |
| US10111873B1 (en) | 2018-01-17 | 2018-10-30 | King Saud University | Dihydropyrimidinone derivatives |
| CN114478367B (zh) * | 2021-12-28 | 2025-01-17 | 乐威医药（江苏）股份有限公司 | 一种2,5-二氧代吡啶衍生物的制备方法 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB944443A (OSRAM) * | 1959-09-25 | 1900-01-01 | ||
| CA2071529C (en) * | 1989-12-28 | 2001-03-20 | Donna Lee Romero | Diaromatic substituted anti-aids compounds |
| US5023265A (en) * | 1990-06-01 | 1991-06-11 | Schering Corporation | Substituted 1-H-pyrrolopyridine-3-carboxamides |
| AU653855B2 (en) | 1991-07-03 | 1994-10-13 | Pharmacia & Upjohn Company | Indolyl carbonyl pyridinyl-poperazine/piperidine derivatives |
| US5124327A (en) * | 1991-09-06 | 1992-06-23 | Merck & Co., Inc. | HIV reverse transcriptase |
| WO1993005020A1 (en) | 1991-09-06 | 1993-03-18 | Merck & Co., Inc. | Indoles as inhibitors of hiv reverse transcriptase |
| RU2124511C1 (ru) * | 1993-05-14 | 1999-01-10 | Фармасьютикал Ко., Лтд | Производные пиперазина |
| IT1265057B1 (it) | 1993-08-05 | 1996-10-28 | Dompe Spa | Tropil 7-azaindolil-3-carbossiamidi |
| US5424329A (en) * | 1993-08-18 | 1995-06-13 | Warner-Lambert Company | Indole-2-carboxamides as inhibitors of cell adhesion |
| GB9420521D0 (en) | 1994-10-12 | 1994-11-30 | Smithkline Beecham Plc | Novel compounds |
| TW406075B (en) * | 1994-12-13 | 2000-09-21 | Upjohn Co | Alkyl substituted piperidinyl and piperazinyl anti-AIDS compounds |
| DE19636150A1 (de) * | 1996-09-06 | 1998-03-12 | Asta Medica Ag | N-substituierte Indol-3-glyoxylamide mit antiasthmatischer, antiallergischer und immunsuppressiver/immunmodulierender Wirkung |
| DE19814838C2 (de) | 1998-04-02 | 2001-01-18 | Asta Medica Ag | Indolyl-3-glyoxylsäure-Derivate mit Antitumorwirkung |
| US6469006B1 (en) * | 1999-06-15 | 2002-10-22 | Bristol-Myers Squibb Company | Antiviral indoleoxoacetyl piperazine derivatives |
| US6476034B2 (en) * | 2000-02-22 | 2002-11-05 | Bristol-Myers Squibb Company | Antiviral azaindole derivatives |
| US20020061892A1 (en) * | 2000-02-22 | 2002-05-23 | Tao Wang | Antiviral azaindole derivatives |
| US6573262B2 (en) * | 2000-07-10 | 2003-06-03 | Bristol-Myers Sqibb Company | Composition and antiviral activity of substituted indoleoxoacetic piperazine derivatives |
| EP1299382B1 (en) * | 2000-07-10 | 2005-09-21 | Bristol-Myers Squibb Company | Composition and antiviral activity of substituted indoleoxoacetic piperazine derivatives |
| US20030207910A1 (en) | 2001-02-02 | 2003-11-06 | Tao Wang | Composition and antiviral activity of substituted azaindoleoxoacetic piperazine derivatives |
| HRP20030694A2 (en) * | 2001-02-02 | 2005-04-30 | Bristol-Myers Squibb Company | Composition and antiviral activity of substitutedazaindoleoxoacetic piperazine derivatives |
| US6825201B2 (en) * | 2001-04-25 | 2004-11-30 | Bristol-Myers Squibb Company | Indole, azaindole and related heterocyclic amidopiperazine derivatives |
| US7037913B2 (en) | 2002-05-01 | 2006-05-02 | Bristol-Myers Squibb Company | Bicyclo 4.4.0 antiviral derivatives |
| US20040063744A1 (en) * | 2002-05-28 | 2004-04-01 | Tao Wang | Indole, azaindole and related heterocyclic 4-alkenyl piperidine amides |
| US6900206B2 (en) | 2002-06-20 | 2005-05-31 | Bristol-Myers Squibb Company | Indole, azaindole and related heterocyclic sulfonylureido piperazine derivatives |
| US20040063746A1 (en) | 2002-07-25 | 2004-04-01 | Alicia Regueiro-Ren | Indole, azaindole and related heterocyclic ureido and thioureido piperazine derivatives |
| US20050075364A1 (en) * | 2003-07-01 | 2005-04-07 | Kap-Sun Yeung | Indole, azaindole and related heterocyclic N-substituted piperazine derivatives |
| US7745625B2 (en) * | 2004-03-15 | 2010-06-29 | Bristol-Myers Squibb Company | Prodrugs of piperazine and substituted piperidine antiviral agents |
| US7807671B2 (en) * | 2006-04-25 | 2010-10-05 | Bristol-Myers Squibb Company | Diketo-piperazine and piperidine derivatives as antiviral agents |
-
2004
- 2004-06-18 US US10/871,931 patent/US20050075364A1/en not_active Abandoned
- 2004-06-22 EP EP04785827A patent/EP1638568B1/en not_active Expired - Lifetime
- 2004-06-22 AT AT04785827T patent/ATE517625T1/de not_active IP Right Cessation
- 2004-06-22 WO PCT/US2004/019890 patent/WO2005004801A2/en not_active Ceased
- 2004-06-22 JP JP2006518663A patent/JP4584923B2/ja not_active Expired - Fee Related
-
2005
- 2005-01-05 US US11/029,673 patent/US20050261296A1/en not_active Abandoned
- 2005-12-30 IS IS8215A patent/IS2881B/is unknown
-
2006
- 2006-01-05 NO NO20060082A patent/NO332402B1/no not_active IP Right Cessation
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2008
- 2008-02-08 US US12/028,189 patent/US8039486B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| IS8215A (is) | 2005-12-30 |
| US8039486B2 (en) | 2011-10-18 |
| US20050075364A1 (en) | 2005-04-07 |
| EP1638568A2 (en) | 2006-03-29 |
| WO2005004801A2 (en) | 2005-01-20 |
| US20080132516A1 (en) | 2008-06-05 |
| JP2007516205A (ja) | 2007-06-21 |
| NO332402B1 (no) | 2012-09-10 |
| EP1638568A4 (en) | 2008-08-06 |
| ATE517625T1 (de) | 2011-08-15 |
| WO2005004801A3 (en) | 2005-04-21 |
| NO20060082L (no) | 2006-03-28 |
| US20050261296A1 (en) | 2005-11-24 |
| EP1638568B1 (en) | 2011-07-27 |
| IS2881B (is) | 2014-05-15 |
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