MX2007010460A - Compuestos de nucleosido triciclico para tratar infecciones virales. - Google Patents
Compuestos de nucleosido triciclico para tratar infecciones virales.Info
- Publication number
- MX2007010460A MX2007010460A MX2007010460A MX2007010460A MX2007010460A MX 2007010460 A MX2007010460 A MX 2007010460A MX 2007010460 A MX2007010460 A MX 2007010460A MX 2007010460 A MX2007010460 A MX 2007010460A MX 2007010460 A MX2007010460 A MX 2007010460A
- Authority
- MX
- Mexico
- Prior art keywords
- methyl
- benzo
- aza
- ribofuranosyl
- dihydro
- Prior art date
Links
- 208000036142 Viral infection Diseases 0.000 title claims abstract description 12
- 230000009385 viral infection Effects 0.000 title claims abstract description 11
- HOGVTUZUJGHKPL-HTVVRFAVSA-N triciribine Chemical class C=12C3=NC=NC=1N(C)N=C(N)C2=CN3[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O HOGVTUZUJGHKPL-HTVVRFAVSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 claims abstract description 37
- 241000700605 Viruses Species 0.000 claims abstract description 21
- 241000710781 Flaviviridae Species 0.000 claims abstract description 10
- 230000001404 mediated effect Effects 0.000 claims abstract description 9
- 150000001875 compounds Chemical class 0.000 claims description 347
- -1 amino, aminocarbonyl Chemical group 0.000 claims description 126
- 229910052739 hydrogen Inorganic materials 0.000 claims description 124
- 239000001257 hydrogen Substances 0.000 claims description 118
- 239000000203 mixture Substances 0.000 claims description 113
- 241000711549 Hepacivirus C Species 0.000 claims description 62
- 229910052736 halogen Inorganic materials 0.000 claims description 56
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 50
- 150000002367 halogens Chemical group 0.000 claims description 50
- 150000002431 hydrogen Chemical group 0.000 claims description 48
- 229940002612 prodrug Drugs 0.000 claims description 48
- 239000000651 prodrug Chemical group 0.000 claims description 48
- 125000000217 alkyl group Chemical group 0.000 claims description 46
- 150000003839 salts Chemical class 0.000 claims description 45
- 239000003814 drug Substances 0.000 claims description 36
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 33
- 125000004442 acylamino group Chemical group 0.000 claims description 29
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 28
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 26
- 150000001413 amino acids Chemical class 0.000 claims description 24
- 229910052799 carbon Inorganic materials 0.000 claims description 22
- 229910052757 nitrogen Inorganic materials 0.000 claims description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 21
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 20
- JPSJKKOBBFBOSB-UHFFFAOYSA-N 6h-azulen-5-one Chemical compound O=C1CC=CC2=CC=CC2=C1 JPSJKKOBBFBOSB-UHFFFAOYSA-N 0.000 claims description 17
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 17
- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical group N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 claims description 17
- 125000000033 alkoxyamino group Chemical group 0.000 claims description 17
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 17
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims description 16
- 229960000329 ribavirin Drugs 0.000 claims description 16
- HZCAHMRRMINHDJ-DBRKOABJSA-N ribavirin Natural products O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1N=CN=C1 HZCAHMRRMINHDJ-DBRKOABJSA-N 0.000 claims description 16
- 125000002349 hydroxyamino group Chemical group [H]ON([H])[*] 0.000 claims description 15
- BUJGEMBLEXNUBK-MENZVKOBSA-N CC(C)C[C@@H](C(=O)NS(=O)(=O)OC[C@@H]1[C@H]([C@H]([C@@H](CO1)CCCN2C=C(N=N2)CNC(=O)NCC3=CC=CC=C3)O)O)N Chemical group CC(C)C[C@@H](C(=O)NS(=O)(=O)OC[C@@H]1[C@H]([C@H]([C@@H](CO1)CCCN2C=C(N=N2)CNC(=O)NCC3=CC=CC=C3)O)O)N BUJGEMBLEXNUBK-MENZVKOBSA-N 0.000 claims description 14
- 108010047761 Interferon-alpha Proteins 0.000 claims description 14
- 102000006992 Interferon-alpha Human genes 0.000 claims description 14
- 125000003545 alkoxy group Chemical group 0.000 claims description 13
- 239000008194 pharmaceutical composition Substances 0.000 claims description 12
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 12
- 229910052717 sulfur Inorganic materials 0.000 claims description 12
- 239000003112 inhibitor Substances 0.000 claims description 11
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- 241000124008 Mammalia Species 0.000 claims description 10
- 239000013543 active substance Substances 0.000 claims description 10
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 10
- 229910052721 tungsten Inorganic materials 0.000 claims description 10
- 125000005309 thioalkoxy group Chemical group 0.000 claims description 8
- IWUCXVSUMQZMFG-RGDLXGNYSA-N 1-[(2s,3s,4r,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide Chemical compound N1=C(C(=O)N)N=CN1[C@@H]1[C@@H](O)[C@@H](O)[C@H](CO)O1 IWUCXVSUMQZMFG-RGDLXGNYSA-N 0.000 claims description 7
- 108060004795 Methyltransferase Proteins 0.000 claims description 7
- 229910052727 yttrium Inorganic materials 0.000 claims description 6
- BLURITVAGFDMPS-NHULRPGXSA-N (2R,3R,4R,5R)-2-(3,5,7,9,10,12-hexazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13),11-pentaen-3-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NNC=N3)=C2C3=C1 BLURITVAGFDMPS-NHULRPGXSA-N 0.000 claims description 5
- IXXVTGLQEGPRLV-KNJXUWEQSA-N (2R,3R,4R,5R)-5-(hydroxymethyl)-3-methyl-2-(3,5,7,9,10-pentazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13),11-pentaen-3-yl)oxolane-3,4-diol Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NNC=C3)=C2C3=C1 IXXVTGLQEGPRLV-KNJXUWEQSA-N 0.000 claims description 5
- ZKJIVMQMKMMFHI-FTTKWNSESA-N 3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-11-fluoro-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4(13),5,8,11-pentaen-10-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NC(=O)C(F)=C3)=C2C3=C1 ZKJIVMQMKMMFHI-FTTKWNSESA-N 0.000 claims description 5
- 101710088194 Dehydrogenase Proteins 0.000 claims description 5
- GRSZFWQUAKGDAV-KQYNXXCUSA-N IMP Chemical compound O[C@@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H]1N1C(NC=NC2=O)=C2N=C1 GRSZFWQUAKGDAV-KQYNXXCUSA-N 0.000 claims description 5
- JIPYIHALDIWXLT-FPOOMLEOSA-N N-[3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-10-oxo-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4(13),5,8,11-pentaen-12-yl]acetamide Chemical compound C1=C(C2=3)C(NC(=O)C)=CC(=O)NC2=NC=NC=3N1[C@@H]1O[C@H](CO)[C@@H](O)[C@@]1(C)O JIPYIHALDIWXLT-FPOOMLEOSA-N 0.000 claims description 5
- 108091005804 Peptidases Proteins 0.000 claims description 5
- 239000004365 Protease Substances 0.000 claims description 5
- SPHINGCEMHXYKE-VHQAPHLWSA-N 3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-3,5,7,9,10,12-hexazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraen-11-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NNC(=O)N3)=C2C3=C1 SPHINGCEMHXYKE-VHQAPHLWSA-N 0.000 claims description 4
- NIAJWNYWHQCZHB-YTUKDDMISA-N 3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-3,5,7,9,12-pentazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraen-11-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NCC(=O)N3)=C2C3=C1 NIAJWNYWHQCZHB-YTUKDDMISA-N 0.000 claims description 4
- XUJHVFLLGKRHTE-ZCLWBALQSA-N 3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraene-10,12-dione Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NC(=O)CC3=O)=C2C3=C1 XUJHVFLLGKRHTE-ZCLWBALQSA-N 0.000 claims description 4
- 102000016600 Inosine-5'-monophosphate dehydrogenases Human genes 0.000 claims description 4
- 108050006182 Inosine-5'-monophosphate dehydrogenases Proteins 0.000 claims description 4
- 235000013902 inosinic acid Nutrition 0.000 claims description 4
- NHKZSTHOYNWEEZ-AFCXAGJDSA-N taribavirin Chemical compound N1=C(C(=N)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 NHKZSTHOYNWEEZ-AFCXAGJDSA-N 0.000 claims description 4
- 229950006081 taribavirin Drugs 0.000 claims description 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 3
- GRMYVLYSBJYKBE-ZCLWBALQSA-N 12-chloro-3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4(13),5,8,11-pentaen-10-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NC(=O)C=C3Cl)=C2C3=C1 GRMYVLYSBJYKBE-ZCLWBALQSA-N 0.000 claims description 3
- OAHNQJQLXDEFCL-ZCLWBALQSA-N 3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-12-(hydroxyamino)-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4(13),5,8,11-pentaen-10-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NC(=O)C=C3NO)=C2C3=C1 OAHNQJQLXDEFCL-ZCLWBALQSA-N 0.000 claims description 3
- GVOOKYOKQRCJFT-KHTZZEJVSA-N 3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-12-(methoxyamino)-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4(13),5,8,11-pentaen-10-one Chemical compound C1=C(C2=3)C(NOC)=CC(=O)NC2=NC=NC=3N1[C@@H]1O[C@H](CO)[C@@H](O)[C@@]1(C)O GVOOKYOKQRCJFT-KHTZZEJVSA-N 0.000 claims description 3
- WEBPMOZRCPJYAW-ZCLWBALQSA-N 3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-12-fluoro-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4(13),5,8,11-pentaen-10-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NC(=O)C=C3F)=C2C3=C1 WEBPMOZRCPJYAW-ZCLWBALQSA-N 0.000 claims description 3
- YDTPSIYKHMTGKX-PZTHBURQSA-N 9-amino-2-(2'-methyl-β-d-ribofuranosyl)-2,6-dihydro-2,3,5,6-tetraaza-benzo[cd]azulen-7-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1N=C(C=NNC2=O)C3=C2C=C(N)C3=C1 YDTPSIYKHMTGKX-PZTHBURQSA-N 0.000 claims description 3
- YCXPYXMDZXJQKB-QTDMDRALSA-N 9-carbamoyl-2-(2'-methyl-β-d-ribofuranosyl)-2,6-dihydro-2,3,5,6-tetraaza-benzo[cd]azulen-7-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1N=C(C=NNC2=O)C3=C2C=C(C(N)=O)C3=C1 YCXPYXMDZXJQKB-QTDMDRALSA-N 0.000 claims description 3
- JKGHPHSYUAVDSB-UIBBOPPKSA-N 9-cyano-2-(2'-methyl-β-d-ribofuranosyl)-2,6-dihydro-2,3,5,6-tetraaza-benzo[cd]azulen-7-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1N=C(C=NNC2=O)C3=C2C=C(C#N)C3=C1 JKGHPHSYUAVDSB-UIBBOPPKSA-N 0.000 claims description 3
- CDWPLWQNOLTUNM-PZTHBURQSA-N 9-iodo-2-(2'-methyl-β-d-ribofuranosyl)-2,6-dihydro-2,3,5,6-tetraaza-benzo[cd]azulen-7-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1N=C(C=NNC2=O)C3=C2C=C(I)C3=C1 CDWPLWQNOLTUNM-PZTHBURQSA-N 0.000 claims description 3
- 101800001019 Non-structural protein 4B Proteins 0.000 claims description 3
- 101800001014 Non-structural protein 5A Proteins 0.000 claims description 3
- 102000035195 Peptidases Human genes 0.000 claims description 3
- 229910006069 SO3H Inorganic materials 0.000 claims description 3
- 101800001098 Serine protease NS3 Proteins 0.000 claims description 3
- 108010046075 Thymosin Proteins 0.000 claims description 3
- 102000007501 Thymosin Human genes 0.000 claims description 3
- LCJVIYPJPCBWKS-NXPQJCNCSA-N thymosin Chemical compound SC[C@@H](N)C(=O)N[C@H](CO)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](C(C)C)C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](C(C)C)C(=O)N[C@H](CO)C(=O)N[C@H](CO)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@H]([C@H](C)O)C(=O)N[C@H](C(C)C)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@H](C(C)C)C(=O)N[C@H](C(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(O)=O)C(O)=O LCJVIYPJPCBWKS-NXPQJCNCSA-N 0.000 claims description 3
- 229910052720 vanadium Inorganic materials 0.000 claims description 3
- GLOQJXCSHIAUSF-ZCLWBALQSA-N 12-amino-3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4(13),5,8,11-pentaene-10-thione Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NC(=S)C=C3N)=C2C3=C1 GLOQJXCSHIAUSF-ZCLWBALQSA-N 0.000 claims description 2
- XEQDJLRBBKBFBE-ZCLWBALQSA-N 3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-12-hydrazinyl-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4(13),5,8,11-pentaen-10-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NC(=O)C=C3NN)=C2C3=C1 XEQDJLRBBKBFBE-ZCLWBALQSA-N 0.000 claims description 2
- CKPBDTBZKMEWOU-KHTZZEJVSA-N N-[3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-10-oxo-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4(13),5,8,11-pentaen-12-yl]formamide Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NC(=O)C=C3NC=O)=C2C3=C1 CKPBDTBZKMEWOU-KHTZZEJVSA-N 0.000 claims description 2
- UVUFIBDXCNFICN-YTUKDDMISA-N [[(2R,3R,4R,5R)-3,4-dihydroxy-4-methyl-5-(11-oxo-3,5,7,9,12-pentazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraen-3-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate Chemical compound C[C@@]1(O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]1N1C(N=CN=C2NCC(=O)N3)=C2C3=C1 UVUFIBDXCNFICN-YTUKDDMISA-N 0.000 claims description 2
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- KYDZVISIOSNRMR-KXOWALFDSA-N 12-amino-3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-11-fluoro-3,5,7,9-tetrazatricyclo[6.4.1.04,13]trideca-1,4(13),5,8,11-pentaen-10-one Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CN=C2NC(=O)C(F)=C3N)=C2C3=C1 KYDZVISIOSNRMR-KXOWALFDSA-N 0.000 claims 1
- SFQUTMMHSCDERR-YTUKDDMISA-N 2-(2'-methyl-β-d-ribofuranosyl)-2,9-dihydro-6h-2,3,5,6,9-pentaaza-benzo[cd]azulene-7,8-dione Chemical compound C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1N1N=C(C=NNC2=O)C3=C2C(=O)NC3=C1 SFQUTMMHSCDERR-YTUKDDMISA-N 0.000 claims 1
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- ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 1
- 125000004055 thiomethyl group Chemical group [H]SC([H])([H])* 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 125000000464 thioxo group Chemical group S=* 0.000 description 1
- NZVYCXVTEHPMHE-ZSUJOUNUSA-N thymalfasin Chemical compound CC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(O)=O NZVYCXVTEHPMHE-ZSUJOUNUSA-N 0.000 description 1
- 229960004231 thymalfasin Drugs 0.000 description 1
- 230000006016 thyroid dysfunction Effects 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 229940044616 toll-like receptor 7 agonist Drugs 0.000 description 1
- 238000013518 transcription Methods 0.000 description 1
- 230000035897 transcription Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 229950002810 valopicitabine Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
- C07D487/16—Peri-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/22—Pteridine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/23—Heterocyclic radicals containing two or more heterocyclic rings condensed among themselves or condensed with a common carbocyclic ring system, not provided for in groups C07H19/14 - C07H19/22
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Gastroenterology & Hepatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US65746305P | 2005-02-28 | 2005-02-28 | |
| PCT/US2006/007132 WO2006093987A1 (en) | 2005-02-28 | 2006-02-28 | Tricyclic-nucleoside compounds for treating viral infections |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2007010460A true MX2007010460A (es) | 2007-11-08 |
Family
ID=36570903
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2007010460A MX2007010460A (es) | 2005-02-28 | 2006-02-28 | Compuestos de nucleosido triciclico para tratar infecciones virales. |
| MX2007010463A MX2007010463A (es) | 2005-02-28 | 2006-02-28 | Profarmacos de nucleosido triciclico para tratar infecciones virales. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2007010463A MX2007010463A (es) | 2005-02-28 | 2006-02-28 | Profarmacos de nucleosido triciclico para tratar infecciones virales. |
Country Status (18)
| Country | Link |
|---|---|
| US (4) | US7524825B2 (OSRAM) |
| EP (2) | EP1853617A1 (OSRAM) |
| JP (2) | JP2008531703A (OSRAM) |
| KR (2) | KR20070106767A (OSRAM) |
| CN (2) | CN101142226A (OSRAM) |
| AP (2) | AP2007004128A0 (OSRAM) |
| AR (1) | AR058419A1 (OSRAM) |
| AU (2) | AU2006218705A1 (OSRAM) |
| BR (2) | BRPI0607769A2 (OSRAM) |
| CA (2) | CA2597683A1 (OSRAM) |
| EA (2) | EA200701849A1 (OSRAM) |
| HR (2) | HRP20070435A9 (OSRAM) |
| IL (2) | IL184955A0 (OSRAM) |
| MX (2) | MX2007010460A (OSRAM) |
| NO (2) | NO20074613L (OSRAM) |
| TW (1) | TW200640474A (OSRAM) |
| WO (2) | WO2006093987A1 (OSRAM) |
| ZA (1) | ZA200707410B (OSRAM) |
Families Citing this family (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005021568A2 (en) | 2003-08-27 | 2005-03-10 | Biota, Inc. | Novel tricyclic nucleosides or nucleotides as therapeutic agents |
| EA200701849A1 (ru) * | 2005-02-28 | 2008-02-28 | Дженелабс Текнолоджис, Инк. | Пролекарственные соединения трициклических нуклеозидов, фармацевтическая композиция на их основе и способ лечения и/или ингибирования вирусной инфекции у млекопитающего |
| WO2006116557A1 (en) * | 2005-04-25 | 2006-11-02 | Genelabs Technologies, Inc. | Nucleoside compounds for treating viral infections |
| US7951789B2 (en) | 2006-12-28 | 2011-05-31 | Idenix Pharmaceuticals, Inc. | Compounds and pharmaceutical compositions for the treatment of viral infections |
| DK2144604T3 (da) | 2007-02-28 | 2011-10-17 | Conatus Pharmaceuticals Inc | Fremgangsmåder til behandling af kronisk viral hepatitis C under anvendelse af RO 113-0830 |
| US7964580B2 (en) | 2007-03-30 | 2011-06-21 | Pharmasset, Inc. | Nucleoside phosphoramidate prodrugs |
| WO2009029729A1 (en) * | 2007-08-31 | 2009-03-05 | Genelabs Technologies, Inc. | Amino tricyclic-nucleoside compounds, compositions, and methods of use |
| GB0718575D0 (en) | 2007-09-24 | 2007-10-31 | Angeletti P Ist Richerche Bio | Nucleoside derivatives as inhibitors of viral polymerases |
| TW200942243A (en) | 2008-03-05 | 2009-10-16 | Biocryst Pharm Inc | Antiviral therapeutic agents |
| KR101927905B1 (ko) * | 2008-04-03 | 2018-12-11 | 스프링 뱅크 파마슈티칼스, 인크. | 바이러스 감염증을 치료하기 위한 조성물 및 방법 |
| US8173621B2 (en) | 2008-06-11 | 2012-05-08 | Gilead Pharmasset Llc | Nucleoside cyclicphosphates |
| EP2376514A2 (en) | 2008-12-23 | 2011-10-19 | Pharmasset, Inc. | Nucleoside analogs |
| BRPI0923815A2 (pt) | 2008-12-23 | 2015-07-14 | Pharmasset Inc | Síntese de nucleosídeos de purina |
| EA019341B1 (ru) | 2008-12-23 | 2014-02-28 | Джилид Фармассет, Ллс. | Фосфорамидаты нуклеозидов |
| GB0900914D0 (en) * | 2009-01-20 | 2009-03-04 | Angeletti P Ist Richerche Bio | Antiviral agents |
| EP2414359A1 (en) * | 2009-03-31 | 2012-02-08 | ArQule, Inc. | Peri-fused pyrazolo-pyrimidine compounds |
| US8618076B2 (en) | 2009-05-20 | 2013-12-31 | Gilead Pharmasset Llc | Nucleoside phosphoramidates |
| TWI598358B (zh) | 2009-05-20 | 2017-09-11 | 基利法瑪席特有限責任公司 | 核苷磷醯胺 |
| LT2609923T (lt) | 2010-03-31 | 2017-09-11 | Gilead Pharmasset Llc | (s)-izopropilo 2-(((s)-(perfluorfenoksi)(fenoksi)fosforil)amino)-propanoato kristalinimo būdas |
| PL3290428T3 (pl) | 2010-03-31 | 2022-02-07 | Gilead Pharmasset Llc | Tabletka zawierająca krystaliczny (S)-2-(((S)-(((2R,3R,4R,5R)-5-(2,4-diokso-3,4-dihydropirymidyn-1(2H)-ylo)-4-fluoro-3-hydroksy-4-metylotetrahydrofuran-2-ylo)metoksy)(fenoksy)fosforylo)amino)propanian izopropylu |
| TW201136945A (en) | 2010-03-31 | 2011-11-01 | Pharmasset Inc | Purine nucleoside phosphoramidate |
| AR094621A1 (es) | 2010-04-01 | 2015-08-19 | Idenix Pharmaceuticals Inc | Compuestos y composiciones farmacéuticas para el tratamiento de infecciones virales |
| US8841275B2 (en) | 2010-11-30 | 2014-09-23 | Gilead Pharmasset Llc | 2′-spiro-nucleosides and derivatives thereof useful for treating hepatitis C virus and dengue virus infections |
| US9243025B2 (en) | 2011-03-31 | 2016-01-26 | Idenix Pharmaceuticals, Llc | Compounds and pharmaceutical compositions for the treatment of viral infections |
| KR20140064765A (ko) | 2011-06-30 | 2014-05-28 | 스텔라 에이피에스 | Hcv 조합 치료 |
| WO2013033093A1 (en) * | 2011-08-29 | 2013-03-07 | Biocryst Pharmaceuticals, Inc. | Heterocyclic compounds as janus kinase inhibitors |
| EP2755983B1 (en) | 2011-09-12 | 2017-03-15 | Idenix Pharmaceuticals LLC. | Substituted carbonyloxymethylphosphoramidate compounds and pharmaceutical compositions for the treatment of viral infections |
| CA2840242C (en) | 2011-09-16 | 2019-03-26 | Gilead Sciences, Inc. | Methods for treating hcv |
| US8507460B2 (en) | 2011-10-14 | 2013-08-13 | Idenix Pharmaceuticals, Inc. | Substituted 3′,5′-cyclic phosphates of purine nucleotide compounds and pharmaceutical compositions for the treatment of viral infections |
| US8889159B2 (en) | 2011-11-29 | 2014-11-18 | Gilead Pharmasset Llc | Compositions and methods for treating hepatitis C virus |
| EP2639238A1 (en) * | 2012-03-15 | 2013-09-18 | Universität Bern | Tricyclic nucleosides and oligomeric compounds prepared therefrom |
| AR090699A1 (es) * | 2012-04-18 | 2014-12-03 | Biocryst Pharm Inc | Compuestos inhibidores de la actividad de la arn polimerasa viral |
| JP6165848B2 (ja) | 2012-05-22 | 2017-07-19 | イデニク ファーマシューティカルズ エルエルシー | 肝疾患のためのｄ−アミノ酸化合物 |
| WO2013177188A1 (en) | 2012-05-22 | 2013-11-28 | Idenix Pharmaceuticals, Inc. | 3',5'-cyclic phosphoramidate prodrugs for hcv infection |
| WO2013177195A1 (en) | 2012-05-22 | 2013-11-28 | Idenix Pharmaceuticals, Inc. | 3',5'-cyclic phosphate prodrugs for hcv infection |
| EA027929B1 (ru) | 2012-05-25 | 2017-09-29 | Янссен Сайенсиз Айрлэнд Юси | Нуклеозиды на основе урацила и спирооксетана |
| US9192621B2 (en) | 2012-09-27 | 2015-11-24 | Idenix Pharmaceuticals Llc | Esters and malonates of SATE prodrugs |
| HK1207647A1 (en) | 2012-10-08 | 2016-02-05 | Idenix Pharmaceuticals Llc | 2'-chloro nucleoside analogs for hcv infection |
| WO2014066239A1 (en) | 2012-10-22 | 2014-05-01 | Idenix Pharmaceuticals, Inc. | 2',4'-bridged nucleosides for hcv infection |
| WO2014099941A1 (en) | 2012-12-19 | 2014-06-26 | Idenix Pharmaceuticals, Inc. | 4'-fluoro nucleosides for the treatment of hcv |
| EP3650013A1 (en) | 2013-01-31 | 2020-05-13 | Gilead Pharmasset LLC | Combination formulation of two antiviral compounds |
| US9339541B2 (en) | 2013-03-04 | 2016-05-17 | Merck Sharp & Dohme Corp. | Thiophosphate nucleosides for the treatment of HCV |
| WO2014137926A1 (en) | 2013-03-04 | 2014-09-12 | Idenix Pharmaceuticals, Inc. | 3'-deoxy nucleosides for the treatment of hcv |
| WO2014160484A1 (en) | 2013-03-13 | 2014-10-02 | Idenix Pharmaceuticals, Inc. | Amino acid phosphoramidate pronucleotides of 2'-cyano, azido and amino nucleosides for the treatment of hcv |
| WO2014165542A1 (en) | 2013-04-01 | 2014-10-09 | Idenix Pharmaceuticals, Inc. | 2',4'-fluoro nucleosides for the treatment of hcv |
| EP3004130B1 (en) | 2013-06-05 | 2019-08-07 | Idenix Pharmaceuticals LLC. | 1',4'-thio nucleosides for the treatment of hcv |
| EP3027636B1 (en) | 2013-08-01 | 2022-01-05 | Idenix Pharmaceuticals LLC | D-amino acid phosphoramidate pronucleotides of halogeno pyrimidine compounds for liver disease |
| SI3038601T1 (sl) | 2013-08-27 | 2020-07-31 | Gilead Pharmasset Llc | Formulacija kombinacije dveh protivirusnih spojin |
| WO2015161137A1 (en) | 2014-04-16 | 2015-10-22 | Idenix Pharmaceuticals, Inc. | 3'-substituted methyl or alkynyl nucleosides for the treatment of hcv |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US4107288A (en) * | 1974-09-18 | 1978-08-15 | Pharmaceutical Society Of Victoria | Injectable compositions, nanoparticles useful therein, and process of manufacturing same |
| CA2079105C (en) * | 1990-04-04 | 2000-06-13 | Michael Houghton | Hepatitis c virus protease |
| US5145684A (en) * | 1991-01-25 | 1992-09-08 | Sterling Drug Inc. | Surface modified drug nanoparticles |
| AU6497694A (en) * | 1993-04-02 | 1994-10-24 | Ribogene, Inc. | Method for selective inactivation of viral replication |
| IT1272179B (it) * | 1994-02-23 | 1997-06-16 | Angeletti P Ist Richerche Bio | Metodologia per riprodurre in vitro l'attivita' proteolitica della proteasi ns3 del virus hcv. |
| US5861267A (en) * | 1995-05-01 | 1999-01-19 | Vertex Pharmaceuticals Incorporated | Methods, nucleotide sequences and host cells for assaying exogenous and endogenous protease activity |
| US5981247A (en) | 1995-09-27 | 1999-11-09 | Emory University | Recombinant hepatitis C virus RNA replicase |
| US5759795A (en) * | 1996-03-08 | 1998-06-02 | Schering Corporation | Assay for determining inhibitors of ATPase |
| PL335721A1 (en) * | 1997-03-05 | 2000-05-08 | Ribogene | Novel methods of screening serving the purpose of identifying the factors of selective hepatitis c virus replication inhibition |
| EP0973788A1 (en) | 1997-04-02 | 2000-01-26 | Amersham Pharmacia Biotech UK Limited | Tricyclic base analogues |
| AU1905399A (en) * | 1997-12-11 | 1999-06-28 | Smithkline Beecham Corporation | Hepatitis c virus ns5b truncated protein and methods thereof to identify antiviral compounds |
| MY164523A (en) | 2000-05-23 | 2017-12-29 | Univ Degli Studi Cagliari | Methods and compositions for treating hepatitis c virus |
| US20030008841A1 (en) | 2000-08-30 | 2003-01-09 | Rene Devos | Anti-HCV nucleoside derivatives |
| BR0206614A (pt) | 2001-01-22 | 2004-02-17 | Merck & Co Inc | Composto, composição farmacêutica, método para inibir a polimerase viral de rna dependente de rna e/ou inibir a replicação viral de rna dependente de rna, método para tratar uma infecção viral de rna dependente de rna, e, uso de um composto |
| WO2003061385A1 (en) * | 2002-01-17 | 2003-07-31 | Ribapharm Inc. | Tricyclic nucleoside library compounds, synthesis, and use as antiviral agents |
| WO2004014313A2 (en) | 2002-08-12 | 2004-02-19 | Bristol-Myers Squibb Company | Combination pharmaceutical agents as inhibitors of hcv replication |
| ES2586668T5 (es) | 2003-05-30 | 2024-11-12 | Gilead Pharmasset Llc | Análogos de nucleósidos fluorados modificados |
| WO2005021568A2 (en) * | 2003-08-27 | 2005-03-10 | Biota, Inc. | Novel tricyclic nucleosides or nucleotides as therapeutic agents |
| US7151089B2 (en) * | 2003-10-27 | 2006-12-19 | Genelabs Technologies, Inc. | Nucleoside compounds for treating viral infections |
| US7202223B2 (en) * | 2003-10-27 | 2007-04-10 | Genelabs Technologies, Inc. | Nucleoside compounds for treating viral infections |
| WO2005042556A1 (en) | 2003-10-27 | 2005-05-12 | Genelabs Technologies, Inc. | Nucleoside compounds for treating viral infections |
| EA200701849A1 (ru) * | 2005-02-28 | 2008-02-28 | Дженелабс Текнолоджис, Инк. | Пролекарственные соединения трициклических нуклеозидов, фармацевтическая композиция на их основе и способ лечения и/или ингибирования вирусной инфекции у млекопитающего |
-
2006
- 2006-02-28 EA EA200701849A patent/EA200701849A1/ru unknown
- 2006-02-28 JP JP2007558141A patent/JP2008531703A/ja not_active Withdrawn
- 2006-02-28 AP AP2007004128A patent/AP2007004128A0/xx unknown
- 2006-02-28 AU AU2006218705A patent/AU2006218705A1/en not_active Abandoned
- 2006-02-28 CA CA002597683A patent/CA2597683A1/en not_active Abandoned
- 2006-02-28 US US11/365,321 patent/US7524825B2/en not_active Expired - Fee Related
- 2006-02-28 AP AP2007004118A patent/AP2007004118A0/xx unknown
- 2006-02-28 KR KR1020077020680A patent/KR20070106767A/ko not_active Withdrawn
- 2006-02-28 EP EP06736450A patent/EP1853617A1/en not_active Withdrawn
- 2006-02-28 EP EP06736451A patent/EP1853618A1/en not_active Withdrawn
- 2006-02-28 MX MX2007010460A patent/MX2007010460A/es not_active Application Discontinuation
- 2006-02-28 ZA ZA200707410A patent/ZA200707410B/xx unknown
- 2006-02-28 HR HR20070435A patent/HRP20070435A9/xx not_active Application Discontinuation
- 2006-02-28 CA CA002597685A patent/CA2597685A1/en not_active Abandoned
- 2006-02-28 US US11/365,170 patent/US7534771B2/en not_active Expired - Fee Related
- 2006-02-28 CN CNA2006800063894A patent/CN101142226A/zh active Pending
- 2006-02-28 BR BRPI0607769-2A patent/BRPI0607769A2/pt not_active IP Right Cessation
- 2006-02-28 CN CNA2006800063907A patent/CN101128474A/zh active Pending
- 2006-02-28 EA EA200701850A patent/EA200701850A1/ru unknown
- 2006-02-28 BR BRPI0607770-6A patent/BRPI0607770A2/pt not_active IP Right Cessation
- 2006-02-28 JP JP2007558142A patent/JP2008531704A/ja not_active Withdrawn
- 2006-02-28 KR KR1020077021265A patent/KR20070106781A/ko not_active Withdrawn
- 2006-02-28 AU AU2006218704A patent/AU2006218704A1/en not_active Abandoned
- 2006-02-28 HR HR20070436A patent/HRP20070436A2/xx not_active Application Discontinuation
- 2006-02-28 WO PCT/US2006/007132 patent/WO2006093987A1/en not_active Ceased
- 2006-02-28 WO PCT/US2006/007131 patent/WO2006093986A1/en not_active Ceased
- 2006-02-28 AR ARP060100751A patent/AR058419A1/es unknown
- 2006-02-28 MX MX2007010463A patent/MX2007010463A/es not_active Application Discontinuation
- 2006-03-01 TW TW095106861A patent/TW200640474A/zh unknown
-
2007
- 2007-07-31 IL IL184955A patent/IL184955A0/en unknown
- 2007-07-31 IL IL184954A patent/IL184954A0/en unknown
- 2007-09-11 NO NO20074613A patent/NO20074613L/no not_active Application Discontinuation
- 2007-09-27 NO NO20074915A patent/NO20074915L/no not_active Application Discontinuation
-
2009
- 2009-03-31 US US12/415,335 patent/US20090253648A1/en not_active Abandoned
- 2009-03-31 US US12/415,286 patent/US20090208457A1/en not_active Abandoned
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| Date | Code | Title | Description |
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| FA | Abandonment or withdrawal |