JP2009536189A5 - - Google Patents
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- Publication number
- JP2009536189A5 JP2009536189A5 JP2009508506A JP2009508506A JP2009536189A5 JP 2009536189 A5 JP2009536189 A5 JP 2009536189A5 JP 2009508506 A JP2009508506 A JP 2009508506A JP 2009508506 A JP2009508506 A JP 2009508506A JP 2009536189 A5 JP2009536189 A5 JP 2009536189A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- ring
- cyclohexyl
- carboxylic acid
- pyrrolo
- 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
- 125000000217 alkyl group Chemical group 0.000 claims 87
- 229910052739 hydrogen Inorganic materials 0.000 claims 37
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 36
- 125000003545 alkoxy group Chemical group 0.000 claims 35
- 229910052736 halogen Inorganic materials 0.000 claims 33
- 229910052760 oxygen Inorganic materials 0.000 claims 33
- 125000005842 heteroatom Chemical group 0.000 claims 29
- 239000001257 hydrogen Substances 0.000 claims 29
- 229910052717 sulfur Inorganic materials 0.000 claims 28
- 125000003118 aryl group Chemical group 0.000 claims 20
- WULHWYZFPFHCPV-UHFFFAOYSA-N pyrrolo[3,2-d][2]benzazepine-7-carboxylic acid Chemical compound N1=CC=C2C=NC=C3C(=C21)C=CC=C3C(=O)O WULHWYZFPFHCPV-UHFFFAOYSA-N 0.000 claims 20
- 150000002367 halogens Chemical class 0.000 claims 19
- 150000002431 hydrogen Chemical class 0.000 claims 19
- 125000005843 halogen group Chemical group 0.000 claims 14
- 229910052757 nitrogen Inorganic materials 0.000 claims 14
- 125000006413 ring segment Chemical group 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 12
- 125000001072 heteroaryl group Chemical group 0.000 claims 12
- -1 hydroxyoxadiazolyl Chemical group 0.000 claims 12
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 11
- 125000004429 atom Chemical group 0.000 claims 10
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 10
- JLWSZXGCTYXADY-UHFFFAOYSA-N pyrrolo[3,2-d][2]benzazepine Chemical compound N1=CC=C2C=NC=C3C(=C21)C=CC=C3 JLWSZXGCTYXADY-UHFFFAOYSA-N 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 7
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 125000001931 aliphatic group Chemical group 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000003831 tetrazolyl group Chemical group 0.000 claims 3
- CBWBTGXYYAVXJC-UHFFFAOYSA-N 14'-cyclohexyl-1-[2-(dimethylamino)ethyl]spiro[azetidine-3,7'-indolo[1,2-e][1,5]benzoxazocine]-11'-carboxylic acid Chemical compound C1N(CCN(C)C)CC21CN1C3=CC(C(O)=O)=CC=C3C(C3CCCCC3)=C1C1=CC=CC=C1OC2 CBWBTGXYYAVXJC-UHFFFAOYSA-N 0.000 claims 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- 150000008038 benzoazepines Chemical class 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- AHOTVVDUKWNCKP-UHFFFAOYSA-N 1'-benzyl-19-cyclohexylspiro[8-oxa-12-azatetracyclo[10.7.0.02,7.013,18]nonadeca-1(19),2,4,6,13(18),14,16-heptaene-10,3'-azetidine]-15-carboxylic acid Chemical compound C=12C3=CC=CC=C3OCC3(CN(CC=4C=CC=CC=4)C3)CN2C2=CC(C(=O)O)=CC=C2C=1C1CCCCC1 AHOTVVDUKWNCKP-UHFFFAOYSA-N 0.000 claims 1
- MJDONOKZTOLSKP-UHFFFAOYSA-N 11-cyclohexyl-2-[2-(dimethylamino)ethyl]-1,2,3,4,17,17a-hexahydro-6h-indolo[2,1-a]pyrazino[2,1-d][2,5]-benzodiazocine-14-carboxylic acid Chemical compound C1C(CCN(C)C)CCC(CN2C=CN=CC2=2)=C1C1CC3=CC=C(C(O)=O)C=C3N1C=2C1CCCCC1 MJDONOKZTOLSKP-UHFFFAOYSA-N 0.000 claims 1
- RTQBGZGSWQAZHL-UHFFFAOYSA-N 13-cyclohexyl-6,7-dihydro-4h-indolo[4',3':3,4,5]azepino[1,2-a]indole-10-carboxylic acid Chemical compound C=12C(C3=4)=CC=CC=4NC=C3CCN2C2=CC(C(=O)O)=CC=C2C=1C1CCCCC1 RTQBGZGSWQAZHL-UHFFFAOYSA-N 0.000 claims 1
- AITNCBOXVZOQQC-UHFFFAOYSA-N 14-cyclohexyl-5-methyl-7,8-dihydroimidazo[4,5,1-jk]indolo[1,2-d][1,4]-benzodiazepine-11-carboxylic acid Chemical compound C12=CC=C(C(O)=O)C=C2N2CCN(C3=4)C(C)=NC3=CC=CC=4C2=C1C1CCCCC1 AITNCBOXVZOQQC-UHFFFAOYSA-N 0.000 claims 1
- PJXFQKVZEASZLW-UHFFFAOYSA-N 16-cyclohexyl-3-methyl-9,14-diazapentacyclo[12.7.0.02,7.08,12.015,20]henicosa-1(21),2(7),4,8,10,12,15(20),16,18-nonaene-11-carboxylic acid Chemical compound CC1C=CCC(C2=NC=C(C2=CN2C3=4)C(O)=O)=C1C2=CC3=CC=CC=4C1CCCCC1 PJXFQKVZEASZLW-UHFFFAOYSA-N 0.000 claims 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 claims 1
- SFVYUAJWNYVQDB-UHFFFAOYSA-N 2h-1,2-benzoxazocine Chemical compound O1NC=CC=CC2=CC=CC=C21 SFVYUAJWNYVQDB-UHFFFAOYSA-N 0.000 claims 1
- XUUSYXJGMRQBKQ-UHFFFAOYSA-N 2h-2-benzazepine Chemical compound N1C=CC=C2C=CC=CC2=C1 XUUSYXJGMRQBKQ-UHFFFAOYSA-N 0.000 claims 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims 1
- BGHWDQSKCIBAAL-UHFFFAOYSA-N 6h-1-benzazepine-7-carboxylic acid Chemical compound N1=CC=CC=C2CC(C(=O)O)=CC=C21 BGHWDQSKCIBAAL-UHFFFAOYSA-N 0.000 claims 1
- YYKDCKAFZRTPEQ-UHFFFAOYSA-N 7H-indolo[2,1-a][2]benzazepine-7-carboxylic acid Chemical compound C1=CC=CC=2C=CC(N3C(C21)=CC=2C=CC=CC23)C(=O)O YYKDCKAFZRTPEQ-UHFFFAOYSA-N 0.000 claims 1
- YAYHUAKOMQJTIK-UHFFFAOYSA-N 9,12-diazatetracyclo[10.7.0.02,7.013,18]nonadeca-1(19),2,4,6,8,10,13,15,17-nonaene-17-carboxylic acid Chemical compound C1=CC=CC=2C=NC=CN3C(C=21)=CC=1C(=CC=CC=13)C(=O)O YAYHUAKOMQJTIK-UHFFFAOYSA-N 0.000 claims 1
- KKNREZWFCFXTHI-UHFFFAOYSA-N C(=O)(O)C1=CN=C2C1=CN1C(C3C2CCCC3C)=CC=2C(=CC=C(C=21)C1CCCCC1)OC Chemical compound C(=O)(O)C1=CN=C2C1=CN1C(C3C2CCCC3C)=CC=2C(=CC=C(C=21)C1CCCCC1)OC KKNREZWFCFXTHI-UHFFFAOYSA-N 0.000 claims 1
- WBQKUUFKFBIIGA-UHFFFAOYSA-N C1=CC(=C2C=NC=C3C=NC=CN3C2=C1)C(=O)O Chemical compound C1=CC(=C2C=NC=C3C=NC=CN3C2=C1)C(=O)O WBQKUUFKFBIIGA-UHFFFAOYSA-N 0.000 claims 1
- JIIPKLADCLPENE-UHFFFAOYSA-N C1=CC2=C(C=NC=C3C2=CC(=N3)C(=O)O)C(=C1)C(=O)O Chemical compound C1=CC2=C(C=NC=C3C2=CC(=N3)C(=O)O)C(=C1)C(=O)O JIIPKLADCLPENE-UHFFFAOYSA-N 0.000 claims 1
- XHVYIHFFQVDUSX-UHFFFAOYSA-N C1=CC2=C3C=CN=C3C=NC=C2C(=C1)C(=O)O Chemical compound C1=CC2=C3C=CN=C3C=NC=C2C(=C1)C(=O)O XHVYIHFFQVDUSX-UHFFFAOYSA-N 0.000 claims 1
- FVXQPEZPSOQOPQ-UHFFFAOYSA-N C1=CC=C2C(=C1)C=C3N2C=C4C=CN=C4C5=CC=CC=C53 Chemical compound C1=CC=C2C(=C1)C=C3N2C=C4C=CN=C4C5=CC=CC=C53 FVXQPEZPSOQOPQ-UHFFFAOYSA-N 0.000 claims 1
- 239000005973 Carvone Substances 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- ZTOKLXGDTUVKJO-UHFFFAOYSA-N methyl 6h-1-benzazepine-7-carboxylate Chemical compound N1=CC=CC=C2CC(C(=O)OC)=CC=C21 ZTOKLXGDTUVKJO-UHFFFAOYSA-N 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- DXASQZJWWGZNSF-UHFFFAOYSA-N n,n-dimethylmethanamine;sulfur trioxide Chemical group CN(C)C.O=S(=O)=O DXASQZJWWGZNSF-UHFFFAOYSA-N 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0608928.8A GB0608928D0 (en) | 2006-05-08 | 2006-05-08 | Therapeutic agents |
| GB0608928.8 | 2006-05-08 | ||
| PCT/GB2007/050239 WO2007129119A1 (en) | 2006-05-08 | 2007-05-04 | Pentacyclic indole derivatives as antiviral agents |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009536189A JP2009536189A (ja) | 2009-10-08 |
| JP2009536189A5 true JP2009536189A5 (enExample) | 2013-04-18 |
| JP5276582B2 JP5276582B2 (ja) | 2013-08-28 |
Family
ID=36604009
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009508506A Expired - Fee Related JP5276582B2 (ja) | 2006-05-08 | 2007-05-04 | 抗ウイルス剤としての五環インドール誘導体 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US8232390B2 (enExample) |
| EP (1) | EP2027125A1 (enExample) |
| JP (1) | JP5276582B2 (enExample) |
| CN (1) | CN101437826A (enExample) |
| AU (1) | AU2007246850B2 (enExample) |
| CA (1) | CA2651226A1 (enExample) |
| GB (1) | GB0608928D0 (enExample) |
| WO (1) | WO2007129119A1 (enExample) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070049593A1 (en) | 2004-02-24 | 2007-03-01 | Japan Tobacco Inc. | Tetracyclic fused heterocyclic compound and use thereof as HCV polymerase inhibitor |
| US7659263B2 (en) | 2004-11-12 | 2010-02-09 | Japan Tobacco Inc. | Thienopyrrole compound and use thereof as HCV polymerase inhibitor |
| US8003624B2 (en) * | 2005-08-25 | 2011-08-23 | Schering Corporation | Functionally selective ALPHA2C adrenoreceptor agonists |
| GB0608928D0 (en) | 2006-05-08 | 2006-06-14 | Angeletti P Ist Richerche Bio | Therapeutic agents |
| US7456166B2 (en) * | 2006-05-17 | 2008-11-25 | Bristol-Myers Squibb Company | Cyclopropyl fused indolobenzazepine HCV NS5B inhibitors |
| US7541351B2 (en) * | 2007-01-11 | 2009-06-02 | Bristol-Myers Squibb Company | Compounds for the treatment of hepatitis C |
| US7541352B2 (en) | 2007-02-02 | 2009-06-02 | Bristol-Myers Squibb Company | Compounds for the treatment of hepatitis C |
| US7517872B2 (en) | 2007-02-22 | 2009-04-14 | Bristol-Myers Squibb Company | Compounds for the treatment of hepatitis C |
| US7998951B2 (en) | 2007-03-05 | 2011-08-16 | Bristol-Myers Squibb Company | HCV NS5B inhibitors |
| US7547690B2 (en) | 2007-03-14 | 2009-06-16 | Bristol-Myers Squibb Company | Compounds for the treatment of Hepatitis C |
| US7541353B2 (en) | 2007-03-14 | 2009-06-02 | Bristol-Myers Squibb Company | Compounds for the treatment of hepatitis C |
| US7521444B2 (en) | 2007-03-14 | 2009-04-21 | Bristol-Myers Squibb Company | Compounds for the treatment of hepatitis C |
| US7538102B2 (en) | 2007-03-14 | 2009-05-26 | Bristol-Myers Squibb Company | Compounds for the treatment of Hepatitis C |
| US7538103B2 (en) | 2007-03-15 | 2009-05-26 | Bristol-Myers Squibb Company | Compounds for the treatment of hepatitis C |
| AU2008277442A1 (en) | 2007-07-17 | 2009-01-22 | Istituto Di Ricerche Di Biologia Molecolare P. Angeletti Spa | Macrocyclic indole derivatives for the treatment of hepatitis C infections |
| US8143243B2 (en) | 2007-08-09 | 2012-03-27 | Bristol-Myers Squibb Company | Compounds for the treatment of hepatitis C |
| US7642251B2 (en) | 2007-08-09 | 2010-01-05 | Bristol-Myers Squibb Company | Compounds for the treatment of hepatitis C |
| US7652004B2 (en) | 2007-08-09 | 2010-01-26 | Bristol-Myers Squibb Company | Compounds for the treatment of hepatitis C |
| US8124601B2 (en) | 2007-11-21 | 2012-02-28 | Bristol-Myers Squibb Company | Compounds for the treatment of Hepatitis C |
| US8129367B2 (en) | 2007-11-21 | 2012-03-06 | Bristol-Myers Squibb Company | Compounds for the treatment of Hepatitis C |
| BRPI0821342A2 (pt) | 2007-12-19 | 2019-09-24 | Boehringer Ingelheim Int | inibidores da polimerase viral |
| JP2011507906A (ja) * | 2007-12-21 | 2011-03-10 | グラクソスミスクライン・リミテッド・ライアビリティ・カンパニー | フラビウイルス感染の治療に用いるための縮合５環式誘導体 |
| KR20100124848A (ko) * | 2008-03-27 | 2010-11-29 | 브리스톨-마이어스 스큅 컴퍼니 | 방향족 헤테로시클릭 융합된 인돌로벤자디아제핀 ｈｃｖ ｎｓ5ｂ 억제제 |
| WO2009120733A1 (en) * | 2008-03-27 | 2009-10-01 | Bristol-Myers Squibb Company | Pyrrolidine fused indolobenzadiazepine hcv ns5b inhibitors |
| CN101977914A (zh) | 2008-03-27 | 2011-02-16 | 百时美施贵宝公司 | 用于治疗丙型肝炎的化合物 |
| JP2011515496A (ja) * | 2008-03-27 | 2011-05-19 | ブリストル−マイヤーズ スクイブ カンパニー | ジオキソランおよびジオキソラノン縮合インドロベンザジアゼピンｈｃｖｎｓ５ｂ阻害剤 |
| US8133884B2 (en) | 2008-05-06 | 2012-03-13 | Bristol-Myers Squibb Company | Compounds for the treatment of hepatitis C |
| CN102271699A (zh) | 2009-01-07 | 2011-12-07 | 西尼克斯公司 | 用于治疗hcv和hiv感染的环孢菌素衍生物 |
| WO2010082050A1 (en) | 2009-01-16 | 2010-07-22 | Istituto Di Ricerche Di Biologia Molecolare P. Angeletti S.P.A. | Macrocyclic and 7-aminoalkyl-substituted benzoxazocines for treatment of hepatitis c infections |
| US8143244B2 (en) | 2009-02-26 | 2012-03-27 | Bristol-Myers Squibb Company | Cyclopropyl fused indolobenzazepine HCV NS5B inhibitors |
| EP2459582B1 (en) | 2009-07-30 | 2015-05-27 | Merck Sharp & Dohme Corp. | Hepatitis c virus ns3 protease inhibitors |
| AU2010313497B2 (en) | 2009-10-30 | 2013-08-01 | Boehringer Ingelheim International Gmbh | Dosage regimens for HCV combination therapy comprising BI201335, interferon alpha and ribavirin |
| JP5536229B2 (ja) * | 2009-12-18 | 2014-07-02 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Ｈｃｖ併用療法 |
| PL2767578T3 (pl) | 2013-02-19 | 2016-09-30 | Sposób i aparat do przygotowywania oleju cylindrowego |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5206382A (en) * | 1991-06-27 | 1993-04-27 | Fidia Georgetown Institute For The Neurosciences | Indole derivatives, pharmaceutical compositions and methods of treating neurological and psychiatric disorders |
| IT1278077B1 (it) | 1995-05-25 | 1997-11-17 | Angeletti P Ist Richerche Bio | Metodologia per riprodurre in vitro le attivita' di rna polimerasi rna-dipendente e di nucleotidiltransferasi terminale codificate dal |
| ES2156725B1 (es) | 1999-05-07 | 2002-03-01 | Consejo Superior Investigacion | Derivados de dioxidos n,n- y n,x-disustituidos de 1,2,6-tiadiazina fusionadas y procedimiento de obtencion. |
| JP4299540B2 (ja) | 2001-01-23 | 2009-07-22 | イステイチユート・デイ・リチエルケ・デイ・ビオロジア・モレコラーレ・ピ・アンジエレツテイ・エツセ・ピー・アー | Ｃ型肝炎ウイルスレプリコンおよびレプリコン増強細胞 |
| TW200400963A (en) | 2002-05-21 | 2004-01-16 | Wyeth Corp | R-enantiomers of pyranoindole derivatives and the use thereof for the treatment of hepatitis C virus infection or disease |
| US7223785B2 (en) | 2003-01-22 | 2007-05-29 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| GB0307891D0 (en) | 2003-04-04 | 2003-05-14 | Angeletti P Ist Richerche Bio | Chemical compounds,compositions and uses |
| US20050239767A1 (en) * | 2003-10-28 | 2005-10-27 | Chan Michael K | Intermolecular SNAr of the heterocycle-activated nitro and fluoro groups-application in the synthesis of polyazamacrocyclic ligands |
| US20050119318A1 (en) * | 2003-10-31 | 2005-06-02 | Hudyma Thomas W. | Inhibitors of HCV replication |
| SG184700A1 (en) | 2004-02-20 | 2012-10-30 | Boehringer Ingelheim Int | Viral polymerase inhibitors |
| US20070049593A1 (en) * | 2004-02-24 | 2007-03-01 | Japan Tobacco Inc. | Tetracyclic fused heterocyclic compound and use thereof as HCV polymerase inhibitor |
| EP1719773B1 (en) | 2004-02-24 | 2009-04-15 | Japan Tobacco, Inc. | Fused heterotetracyclic compounds and use tehreof as hcv polymerase inhibitor |
| GB0413087D0 (en) | 2004-06-11 | 2004-07-14 | Angeletti P Ist Richerche Bio | Therapeutic compounds |
| UY29017A1 (es) | 2004-07-16 | 2006-02-24 | Boehringer Ingelheim Int | Inhibidores de polimerasa viral |
| US7153848B2 (en) * | 2004-08-09 | 2006-12-26 | Bristol-Myers Squibb Company | Inhibitors of HCV replication |
| AU2005298412B2 (en) * | 2004-10-26 | 2011-06-09 | Istituto Di Ricerche Di Biologia Molecolare P Angeletti Spa | Tetracyclic indole derivatives as antiviral agents |
| US7795247B2 (en) * | 2004-10-26 | 2010-09-14 | Istituto Di Ricerche Di Biologia Molecolare P. Angeletti Spa | Tetracyclic indole derivatives as antiviral agents |
| US7659263B2 (en) | 2004-11-12 | 2010-02-09 | Japan Tobacco Inc. | Thienopyrrole compound and use thereof as HCV polymerase inhibitor |
| GB0518390D0 (en) | 2005-09-09 | 2005-10-19 | Angeletti P Ist Richerche Bio | Therapeutic compounds |
| US7399758B2 (en) * | 2005-09-12 | 2008-07-15 | Meanwell Nicholas A | Cyclopropyl fused indolobenzazepine HCV NS5B inhibitors |
| US7473688B2 (en) | 2005-09-13 | 2009-01-06 | Bristol-Myers Squibb Company | Indolobenzazepine HCV NS5B inhibitors |
| GB0522881D0 (en) * | 2005-11-10 | 2005-12-21 | Angeletti P Ist Richerche Bio | Therapeutic compounds |
| GB0608928D0 (en) | 2006-05-08 | 2006-06-14 | Angeletti P Ist Richerche Bio | Therapeutic agents |
| GB0609492D0 (en) | 2006-05-15 | 2006-06-21 | Angeletti P Ist Richerche Bio | Therapeutic agents |
-
2006
- 2006-05-08 GB GBGB0608928.8A patent/GB0608928D0/en not_active Ceased
-
2007
- 2007-05-04 EP EP07733660A patent/EP2027125A1/en not_active Withdrawn
- 2007-05-04 JP JP2009508506A patent/JP5276582B2/ja not_active Expired - Fee Related
- 2007-05-04 WO PCT/GB2007/050239 patent/WO2007129119A1/en not_active Ceased
- 2007-05-04 US US12/299,833 patent/US8232390B2/en not_active Expired - Fee Related
- 2007-05-04 AU AU2007246850A patent/AU2007246850B2/en not_active Ceased
- 2007-05-04 CN CNA2007800166679A patent/CN101437826A/zh active Pending
- 2007-05-04 CA CA002651226A patent/CA2651226A1/en not_active Abandoned
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