JP2006524672A5 - - Google Patents
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- Publication number
- JP2006524672A5 JP2006524672A5 JP2006506149A JP2006506149A JP2006524672A5 JP 2006524672 A5 JP2006524672 A5 JP 2006524672A5 JP 2006506149 A JP2006506149 A JP 2006506149A JP 2006506149 A JP2006506149 A JP 2006506149A JP 2006524672 A5 JP2006524672 A5 JP 2006524672A5
- Authority
- JP
- Japan
- Prior art keywords
- furo
- decyl
- pyrimidin
- pyrimidine
- alkyl
- 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.)
- Withdrawn
Links
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 125000000304 alkynyl group Chemical group 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000004104 aryloxy group Chemical group 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 229940002612 prodrug Drugs 0.000 claims description 4
- 239000000651 prodrug Substances 0.000 claims description 4
- 125000006413 ring segment Chemical group 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 150000001356 alkyl thiols Chemical class 0.000 claims description 2
- 150000001504 aryl thiols Chemical class 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
- 239000001177 diphosphate Substances 0.000 claims description 2
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 claims description 2
- 235000011180 diphosphates Nutrition 0.000 claims description 2
- XQRLCLUYWUNEEH-UHFFFAOYSA-L diphosphonate(2-) Chemical compound [O-]P(=O)OP([O-])=O XQRLCLUYWUNEEH-UHFFFAOYSA-L 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 235000021317 phosphate Nutrition 0.000 claims description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 150000003573 thiols Chemical class 0.000 claims description 2
- 239000001226 triphosphate Substances 0.000 claims description 2
- 235000011178 triphosphate Nutrition 0.000 claims description 2
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 claims description 2
- IMJWTTTUHMXNRE-UHFFFAOYSA-N 2-cyclopentyloxy-6-heptylfuro[2,3-d]pyrimidine Chemical compound N1=C2OC(CCCCCCC)=CC2=CN=C1OC1CCCC1 IMJWTTTUHMXNRE-UHFFFAOYSA-N 0.000 claims 2
- YHYHBTUONCWYBH-UHFFFAOYSA-N 3-cyclopentyl-6-heptylfuro[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCC)=CC2=CN1C1CCCC1 YHYHBTUONCWYBH-UHFFFAOYSA-N 0.000 claims 2
- WCLNHKABKIPQTG-UHFFFAOYSA-N 6-butyl-2-cyclopentyloxyfuro[2,3-d]pyrimidine Chemical compound N1=C2OC(CCCC)=CC2=CN=C1OC1CCCC1 WCLNHKABKIPQTG-UHFFFAOYSA-N 0.000 claims 2
- NTKUDKPMVDTOIJ-UHFFFAOYSA-N 6-butyl-2-pentan-3-yloxyfuro[2,3-d]pyrimidine Chemical compound N1=C(OC(CC)CC)N=C2OC(CCCC)=CC2=C1 NTKUDKPMVDTOIJ-UHFFFAOYSA-N 0.000 claims 2
- ACIVAUURINFTHF-UHFFFAOYSA-N 6-butyl-2-pentoxyfuro[2,3-d]pyrimidine Chemical compound CCCCCOC1=NC=C2C=C(CCCC)OC2=N1 ACIVAUURINFTHF-UHFFFAOYSA-N 0.000 claims 2
- KEEVJVLGPNOAOA-UHFFFAOYSA-N 6-butyl-3-cyclopentylfuro[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCC)=CC2=CN1C1CCCC1 KEEVJVLGPNOAOA-UHFFFAOYSA-N 0.000 claims 2
- UJXIUMUMWPJDDK-UHFFFAOYSA-N 6-butyl-3-pentan-3-ylfuro[2,3-d]pyrimidin-2-one Chemical compound CCC(CC)N1C(=O)N=C2OC(CCCC)=CC2=C1 UJXIUMUMWPJDDK-UHFFFAOYSA-N 0.000 claims 2
- ZBULMROJFUBMMV-UHFFFAOYSA-N 6-butyl-3-pentylfuro[2,3-d]pyrimidin-2-one Chemical compound O=C1N(CCCCC)C=C2C=C(CCCC)OC2=N1 ZBULMROJFUBMMV-UHFFFAOYSA-N 0.000 claims 2
- MBZSLTMGUUEXFO-UHFFFAOYSA-N 6-decyl-3-(oxolan-2-ylmethyl)furo[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCCCCC)=CC2=CN1CC1CCCO1 MBZSLTMGUUEXFO-UHFFFAOYSA-N 0.000 claims 2
- RBGVXYRVIRTKTH-UHFFFAOYSA-N 6-heptyl-2-pentan-3-yloxyfuro[2,3-d]pyrimidine Chemical compound N1=C(OC(CC)CC)N=C2OC(CCCCCCC)=CC2=C1 RBGVXYRVIRTKTH-UHFFFAOYSA-N 0.000 claims 2
- ZGXBBFLNFMTKQZ-UHFFFAOYSA-N 6-heptyl-3-(oxolan-2-yl)furo[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCC)=CC2=CN1C1CCCO1 ZGXBBFLNFMTKQZ-UHFFFAOYSA-N 0.000 claims 2
- YIOGPXZQYKEJSM-UHFFFAOYSA-N 6-heptyl-3-pentan-3-ylfuro[2,3-d]pyrimidin-2-one Chemical compound CCC(CC)N1C(=O)N=C2OC(CCCCCCC)=CC2=C1 YIOGPXZQYKEJSM-UHFFFAOYSA-N 0.000 claims 2
- KWVTUBUGRINCFB-UHFFFAOYSA-N 6-heptyl-3-pentoxyfuro[2,3-d]pyrimidin-2-one Chemical compound CCCCCON1C(=O)N=C2OC(CCCCCCC)=CC2=C1 KWVTUBUGRINCFB-UHFFFAOYSA-N 0.000 claims 2
- RAUDTOJNDGSNHN-UHFFFAOYSA-N 6-heptyl-3-pentylfuro[2,3-d]pyrimidin-2-one Chemical compound CCCCCN1C(=O)N=C2OC(CCCCCCC)=CC2=C1 RAUDTOJNDGSNHN-UHFFFAOYSA-N 0.000 claims 2
- IULGTCZMAVZSMS-UHFFFAOYSA-N 2-(cyclohexylmethoxy)-6-decylfuro[2,3-d]pyrimidine Chemical compound N1=C2OC(CCCCCCCCCC)=CC2=CN=C1OCC1CCCCC1 IULGTCZMAVZSMS-UHFFFAOYSA-N 0.000 claims 1
- KVQDHBIQLVYIOW-UHFFFAOYSA-N 2-butoxy-6-decylfuro[2,3-d]pyrimidine Chemical compound N1=C(OCCCC)N=C2OC(CCCCCCCCCC)=CC2=C1 KVQDHBIQLVYIOW-UHFFFAOYSA-N 0.000 claims 1
- UKZNENNGHKJCCI-UHFFFAOYSA-N 2-butoxy-6-hexylfuro[2,3-d]pyrimidine Chemical compound N1=C(OCCCC)N=C2OC(CCCCCC)=CC2=C1 UKZNENNGHKJCCI-UHFFFAOYSA-N 0.000 claims 1
- XXQLEWUKOVQRCQ-UHFFFAOYSA-N 3-(cyclohexylmethyl)-6-decylfuro[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCCCCC)=CC2=CN1CC1CCCCC1 XXQLEWUKOVQRCQ-UHFFFAOYSA-N 0.000 claims 1
- MQWGDFSQNQLSIH-UHFFFAOYSA-N 3-benzyl-6-decylfuro[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCCCCC)=CC2=CN1CC1=CC=CC=C1 MQWGDFSQNQLSIH-UHFFFAOYSA-N 0.000 claims 1
- QTPYXTWBUXRKBN-UHFFFAOYSA-N 3-benzyl-6-hexylfuro[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCC)=CC2=CN1CC1=CC=CC=C1 QTPYXTWBUXRKBN-UHFFFAOYSA-N 0.000 claims 1
- JQLXDVUYIHVWFJ-UHFFFAOYSA-N 3-butyl-6-decylfuro[2,3-d]pyrimidin-2-one Chemical compound CCCCN1C(=O)N=C2OC(CCCCCCCCCC)=CC2=C1 JQLXDVUYIHVWFJ-UHFFFAOYSA-N 0.000 claims 1
- SDHPVCILPOPOJY-UHFFFAOYSA-N 3-cyclohexyl-6-decylfuro[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCCCCC)=CC2=CN1C1CCCCC1 SDHPVCILPOPOJY-UHFFFAOYSA-N 0.000 claims 1
- YSTVMXJGOMIBRK-UHFFFAOYSA-N 3-cyclopentyl-6-decylfuro[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCCCCC)=CC2=CN1C1CCCC1 YSTVMXJGOMIBRK-UHFFFAOYSA-N 0.000 claims 1
- OXXUZOSXDUOAHO-UHFFFAOYSA-N 6-decyl-2-(oxan-2-ylmethoxy)furo[2,3-d]pyrimidine Chemical compound N1=C2OC(CCCCCCCCCC)=CC2=CN=C1OCC1CCCCO1 OXXUZOSXDUOAHO-UHFFFAOYSA-N 0.000 claims 1
- SCAQOLRILSIKDD-UHFFFAOYSA-N 6-decyl-2-(oxolan-2-ylmethoxy)furo[2,3-d]pyrimidine Chemical compound N1=C2OC(CCCCCCCCCC)=CC2=CN=C1OCC1CCCO1 SCAQOLRILSIKDD-UHFFFAOYSA-N 0.000 claims 1
- HZMIIZKFISSJSK-UHFFFAOYSA-N 6-decyl-2-(oxolan-3-yloxy)furo[2,3-d]pyrimidine Chemical compound N1=C2OC(CCCCCCCCCC)=CC2=CN=C1OC1CCOC1 HZMIIZKFISSJSK-UHFFFAOYSA-N 0.000 claims 1
- WPBREFGZVZQDRH-UHFFFAOYSA-N 6-decyl-2-phenylmethoxyfuro[2,3-d]pyrimidine Chemical compound N1=C2OC(CCCCCCCCCC)=CC2=CN=C1OCC1=CC=CC=C1 WPBREFGZVZQDRH-UHFFFAOYSA-N 0.000 claims 1
- DBXYTRATUOCNHK-UHFFFAOYSA-N 6-decyl-2-propoxyfuro[2,3-d]pyrimidine Chemical compound N1=C(OCCC)N=C2OC(CCCCCCCCCC)=CC2=C1 DBXYTRATUOCNHK-UHFFFAOYSA-N 0.000 claims 1
- JCFKEQDZGVNVME-UHFFFAOYSA-N 6-decyl-3-(oxan-2-ylmethyl)furo[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCCCCC)=CC2=CN1CC1CCCCO1 JCFKEQDZGVNVME-UHFFFAOYSA-N 0.000 claims 1
- SHSRHJNTIUZKGD-UHFFFAOYSA-N 6-decyl-3-(oxolan-3-yl)furo[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCCCCC)=CC2=CN1C1CCOC1 SHSRHJNTIUZKGD-UHFFFAOYSA-N 0.000 claims 1
- SHJJUKLCHFDKDQ-UHFFFAOYSA-N 6-decyl-3-[(4-methoxyphenyl)methyl]furo[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCCCCC)=CC2=CN1CC1=CC=C(OC)C=C1 SHJJUKLCHFDKDQ-UHFFFAOYSA-N 0.000 claims 1
- CLNLYNNLWNNLQQ-UHFFFAOYSA-N 6-decyl-3-[(4-methylphenyl)methyl]furo[2,3-d]pyrimidin-2-one Chemical compound O=C1N=C2OC(CCCCCCCCCC)=CC2=CN1CC1=CC=C(C)C=C1 CLNLYNNLWNNLQQ-UHFFFAOYSA-N 0.000 claims 1
- DUSKIOWAWYRFGX-UHFFFAOYSA-N 6-decyl-3-pentan-3-ylfuro[2,3-d]pyrimidin-2-one Chemical compound CCC(CC)N1C(=O)N=C2OC(CCCCCCCCCC)=CC2=C1 DUSKIOWAWYRFGX-UHFFFAOYSA-N 0.000 claims 1
- VJWMAZYAOAAUMI-UHFFFAOYSA-N 6-decyl-3-propylfuro[2,3-d]pyrimidin-2-one Chemical compound CCCN1C(=O)N=C2OC(CCCCCCCCCC)=CC2=C1 VJWMAZYAOAAUMI-UHFFFAOYSA-N 0.000 claims 1
- UFIBEEFIYFZUQZ-UHFFFAOYSA-N 6-hexyl-2-phenylmethoxyfuro[2,3-d]pyrimidine Chemical compound N1=C2OC(CCCCCC)=CC2=CN=C1OCC1=CC=CC=C1 UFIBEEFIYFZUQZ-UHFFFAOYSA-N 0.000 claims 1
- KOJJJDKNXFCPOR-UHFFFAOYSA-N 6-hexyl-3-methylfuro[2,3-d]pyrimidin-2-one Chemical compound CN1C(=O)N=C2OC(CCCCCC)=CC2=C1 KOJJJDKNXFCPOR-UHFFFAOYSA-N 0.000 claims 1
- WPJHNCCXMLSBTJ-UHFFFAOYSA-N CCCCCCCCCCc1cc2=CNC(OC(CC)CC)N=c2o1 Chemical compound CCCCCCCCCCc1cc2=CNC(OC(CC)CC)N=c2o1 WPJHNCCXMLSBTJ-UHFFFAOYSA-N 0.000 claims 1
- FVNFOGIPFDFBRC-UHFFFAOYSA-N N1=C2OC(CCCCCCCCCC)=CC2=CNC1OC1CCCC1 Chemical compound N1=C2OC(CCCCCCCCCC)=CC2=CNC1OC1CCCC1 FVNFOGIPFDFBRC-UHFFFAOYSA-N 0.000 claims 1
- GVTQUDXKCSPQPM-UHFFFAOYSA-N N1=C2OC(CCCCCCCCCC)=CC2=CNC1OC1CCCCC1 Chemical compound N1=C2OC(CCCCCCCCCC)=CC2=CNC1OC1CCCCC1 GVTQUDXKCSPQPM-UHFFFAOYSA-N 0.000 claims 1
- NQGQPAFXOJGIIN-UHFFFAOYSA-N N1=C2OC(CCCCCCCCCC)=CC2=CNC1OCC1=CC=C(C)C=C1 Chemical compound N1=C2OC(CCCCCCCCCC)=CC2=CNC1OCC1=CC=C(C)C=C1 NQGQPAFXOJGIIN-UHFFFAOYSA-N 0.000 claims 1
- KBWBRTAEDZMFPU-UHFFFAOYSA-N N1=C2OC(CCCCCCCCCC)=CC2=CNC1OCC1=CC=C(OC)C=C1 Chemical compound N1=C2OC(CCCCCCCCCC)=CC2=CNC1OCC1=CC=C(OC)C=C1 KBWBRTAEDZMFPU-UHFFFAOYSA-N 0.000 claims 1
- OOHRIWIJCQSIAW-UHFFFAOYSA-N N1C(OCCCCC)N=C2OC(CCCCCCCCCC)=CC2=C1 Chemical compound N1C(OCCCCC)N=C2OC(CCCCCCCCCC)=CC2=C1 OOHRIWIJCQSIAW-UHFFFAOYSA-N 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- VTGOHKSTWXHQJK-UHFFFAOYSA-N pyrimidin-2-ol Chemical compound OC1=NC=CC=N1 VTGOHKSTWXHQJK-UHFFFAOYSA-N 0.000 claims 1
- 0 *C(NC1=C)=CC1=C Chemical compound *C(NC1=C)=CC1=C 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0309506 | 2003-04-25 | ||
| PCT/GB2004/001687 WO2004096813A1 (en) | 2003-04-25 | 2004-04-21 | Heterocyclic compounds for use in the treatment of viral infections |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006524672A JP2006524672A (ja) | 2006-11-02 |
| JP2006524672A5 true JP2006524672A5 (https=) | 2009-04-16 |
Family
ID=33397005
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006506149A Withdrawn JP2006524672A (ja) | 2003-04-25 | 2004-04-21 | ウイルス感染の治療において使用するための複素環式化合物 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20070191373A1 (https=) |
| EP (1) | EP1622913A1 (https=) |
| JP (1) | JP2006524672A (https=) |
| AU (1) | AU2004234110A1 (https=) |
| CA (1) | CA2523739A1 (https=) |
| MX (1) | MXPA05010802A (https=) |
| WO (1) | WO2004096813A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6083923A (en) * | 1997-10-31 | 2000-07-04 | Isis Pharmaceuticals Inc. | Liposomal oligonucleotide compositions for modulating RAS gene expression |
| EP2318415B1 (en) | 2008-07-15 | 2013-02-20 | Sanofi | Oxazolopyrimidines as edg-1 receptor agonists |
| AR079980A1 (es) | 2010-01-13 | 2012-03-07 | Sanofi Aventis | Derivados de oxazolopirimidina sustituida en 2,5,7 |
| AR079981A1 (es) | 2010-01-13 | 2012-03-07 | Sanofi Aventis | Derivados de acido carboxilico que comprenden un anillo de oxoazolopirimidina 2,5,7- sustituido |
| CN102834400B (zh) * | 2010-01-14 | 2015-06-10 | 赛诺菲 | 2,5-取代的*唑并嘧啶衍生物 |
| CN102791717B (zh) * | 2010-01-14 | 2016-03-30 | 赛诺菲 | 具有2,5-取代的噁唑并嘧啶环的羧酸衍生物 |
| AR082453A1 (es) | 2010-04-21 | 2012-12-12 | Novartis Ag | Compuestos de furopiridina, composiciones farmaceuticas que los contienen y usos de los mismos |
| GB201111779D0 (en) | 2011-07-08 | 2011-08-24 | Univ Cardiff | Chemical compounds |
| WO2014140077A1 (en) | 2013-03-14 | 2014-09-18 | Glaxosmithkline Intellectual Property (No.2) Limited | Furopyridines as bromodomain inhibitors |
| BR112022025710A2 (pt) | 2020-06-19 | 2023-03-07 | Bayer Ag | 1,3,4-oxadiazol pirimidinas e 1,3,4-oxadiazol piridinas como fungicidas |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2444148A1 (en) * | 2001-04-11 | 2002-10-24 | Queen's University At Kingston | Pyrimidine compounds as anti-ictogenic and/or anti-epileptogenic agents |
-
2004
- 2004-04-21 MX MXPA05010802A patent/MXPA05010802A/es unknown
- 2004-04-21 JP JP2006506149A patent/JP2006524672A/ja not_active Withdrawn
- 2004-04-21 US US10/551,569 patent/US20070191373A1/en not_active Abandoned
- 2004-04-21 EP EP04728594A patent/EP1622913A1/en not_active Withdrawn
- 2004-04-21 CA CA002523739A patent/CA2523739A1/en not_active Abandoned
- 2004-04-21 WO PCT/GB2004/001687 patent/WO2004096813A1/en not_active Ceased
- 2004-04-21 AU AU2004234110A patent/AU2004234110A1/en not_active Abandoned
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