JP2010540671A5 - - Google Patents
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- Publication number
- JP2010540671A5 JP2010540671A5 JP2010528310A JP2010528310A JP2010540671A5 JP 2010540671 A5 JP2010540671 A5 JP 2010540671A5 JP 2010528310 A JP2010528310 A JP 2010528310A JP 2010528310 A JP2010528310 A JP 2010528310A JP 2010540671 A5 JP2010540671 A5 JP 2010540671A5
- Authority
- JP
- Japan
- Prior art keywords
- ophthalmic formulation
- formulation according
- acetate
- prednisolone
- hydrocortisone
- 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
- 239000000203 mixture Substances 0.000 claims 31
- 238000009472 formulation Methods 0.000 claims 29
- PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 claims 10
- 108010036949 Cyclosporine Proteins 0.000 claims 10
- 229960001265 ciclosporin Drugs 0.000 claims 10
- 229930182912 cyclosporin Natural products 0.000 claims 9
- JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 claims 9
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
- 239000003246 corticosteroid Substances 0.000 claims 6
- OIGNJSKKLXVSLS-VWUMJDOOSA-N prednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OIGNJSKKLXVSLS-VWUMJDOOSA-N 0.000 claims 6
- 229920002556 Polyethylene Glycol 300 Polymers 0.000 claims 5
- 201000010099 disease Diseases 0.000 claims 5
- 229960005205 prednisolone Drugs 0.000 claims 5
- 208000030533 eye disease Diseases 0.000 claims 4
- 229960000890 hydrocortisone Drugs 0.000 claims 4
- 239000004094 surface-active agent Substances 0.000 claims 4
- 239000012929 tonicity agent Substances 0.000 claims 4
- 206010015150 Erythema Diseases 0.000 claims 3
- FQISKWAFAHGMGT-SGJOWKDISA-M Methylprednisolone sodium succinate Chemical compound [Na+].C([C@@]12C)=CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@](O)(C(=O)COC(=O)CCC([O-])=O)CC[C@H]21 FQISKWAFAHGMGT-SGJOWKDISA-M 0.000 claims 3
- ALEXXDVDDISNDU-JZYPGELDSA-N cortisol 21-acetate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)C[C@@H]2O ALEXXDVDDISNDU-JZYPGELDSA-N 0.000 claims 3
- 229960001067 hydrocortisone acetate Drugs 0.000 claims 3
- 208000027866 inflammatory disease Diseases 0.000 claims 3
- 229920001223 polyethylene glycol Polymers 0.000 claims 3
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims 3
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims 3
- 229920000053 polysorbate 80 Polymers 0.000 claims 3
- 229940068968 polysorbate 80 Drugs 0.000 claims 3
- BHDHELFREODRJK-XRYUJSLGSA-N (8s,9r,10s,13s,14s,17r)-9-fluoro-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,12,14,15,16-octahydro-1h-cyclopenta[a]phenanthrene-3,11-dione Chemical compound O=C1CC[C@]2(C)[C@@]3(F)C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 BHDHELFREODRJK-XRYUJSLGSA-N 0.000 claims 2
- FUFLCEKSBBHCMO-UHFFFAOYSA-N 11-dehydrocorticosterone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)C(=O)CO)C4C3CCC2=C1 FUFLCEKSBBHCMO-UHFFFAOYSA-N 0.000 claims 2
- WHBHBVVOGNECLV-OBQKJFGGSA-N 11-deoxycortisol Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 WHBHBVVOGNECLV-OBQKJFGGSA-N 0.000 claims 2
- MYYIMZRZXIQBGI-HVIRSNARSA-N 6alpha-Fluoroprednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3C[C@H](F)C2=C1 MYYIMZRZXIQBGI-HVIRSNARSA-N 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 2
- DLVOSEUFIRPIRM-KAQKJVHQSA-N Hydrocortisone cypionate Chemical compound O=C([C@@]1(O)CC[C@H]2[C@H]3[C@@H]([C@]4(CCC(=O)C=C4CC3)C)[C@@H](O)C[C@@]21C)COC(=O)CCC1CCCC1 DLVOSEUFIRPIRM-KAQKJVHQSA-N 0.000 claims 2
- 206010023845 Laryngeal oedema Diseases 0.000 claims 2
- 201000008197 Laryngitis Diseases 0.000 claims 2
- 206010030113 Oedema Diseases 0.000 claims 2
- 239000002202 Polyethylene glycol Substances 0.000 claims 2
- LRJOMUJRLNCICJ-JZYPGELDSA-N Prednisolone acetate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)C[C@@H]2O LRJOMUJRLNCICJ-JZYPGELDSA-N 0.000 claims 2
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 claims 2
- 239000013011 aqueous formulation Substances 0.000 claims 2
- SNHRLVCMMWUAJD-SUYDQAKGSA-N betamethasone valerate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(OC(=O)CCCC)[C@@]1(C)C[C@@H]2O SNHRLVCMMWUAJD-SUYDQAKGSA-N 0.000 claims 2
- 208000021921 corneal disease Diseases 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 231100000321 erythema Toxicity 0.000 claims 2
- FEBLZLNTKCEFIT-VSXGLTOVSA-N fluocinolone acetonide Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O FEBLZLNTKCEFIT-VSXGLTOVSA-N 0.000 claims 2
- 229960003331 hydrocortisone cypionate Drugs 0.000 claims 2
- 230000002757 inflammatory effect Effects 0.000 claims 2
- RQZAXGRLVPAYTJ-GQFGMJRRSA-N megestrol acetate Chemical compound C1=C(C)C2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(C)=O)(OC(=O)C)[C@@]1(C)CC2 RQZAXGRLVPAYTJ-GQFGMJRRSA-N 0.000 claims 2
- 229960002800 prednisolone acetate Drugs 0.000 claims 2
- JDOZJEUDSLGTLU-VWUMJDOOSA-N prednisolone phosphate Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)COP(O)(O)=O)[C@@H]4[C@@H]3CCC2=C1 JDOZJEUDSLGTLU-VWUMJDOOSA-N 0.000 claims 2
- 229960002943 prednisolone sodium phosphate Drugs 0.000 claims 2
- ITMUUFDDBRYVNJ-VOKXYEOFSA-N (2S,4R)-2,16,20,25-tetrahydroxy-9beta,10,14-trimethyl-4,9-cyclo-9,10-seco-16alpha-cholest-5-ene-1,11,22-trione Chemical compound C([C@H]1[C@]2(C)C[C@@H](O)[C@@H]([C@]2(CC(=O)[C@]11C)C)[C@@](C)(O)C(=O)CCC(C)(O)C)C=C2[C@H]1C[C@H](O)C(=O)C2(C)C ITMUUFDDBRYVNJ-VOKXYEOFSA-N 0.000 claims 1
- GNFTWPCIRXSCQF-UHFFFAOYSA-N (6alpha,11beta,17alphaOH)-6,11,17,21-Tetrahydroxypregn-4-ene-3,20-dione Natural products O=C1CCC2(C)C3C(O)CC(C)(C(CC4)(O)C(=O)CO)C4C3CC(O)C2=C1 GNFTWPCIRXSCQF-UHFFFAOYSA-N 0.000 claims 1
- RVBSTEHLLHXILB-QODHSQIYSA-N (6r,8s,9r,10s,11s,13s,14s,16r,17r)-9-fluoro-6,11,17-trihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one Chemical compound C1([C@H](O)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]2(C)C[C@@H]1O RVBSTEHLLHXILB-QODHSQIYSA-N 0.000 claims 1
- BSVNAPJPBOKGSU-JJKSKHOQSA-N (6r,8s,9s,10r,11s,13s,14s,17s)-6,11-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@H](CC4)C(=O)CO)[C@@H]4[C@@H]3C[C@@H](O)C2=C1 BSVNAPJPBOKGSU-JJKSKHOQSA-N 0.000 claims 1
- FQWLSWNUHFREIQ-PJHHCJLFSA-N (6s,8s,9s,10r,11s,13s,14s,17r)-11,17-dihydroxy-17-(2-hydroxyacetyl)-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-3-one Chemical compound C([C@@]12C)CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@](O)(C(=O)CO)CC[C@H]21 FQWLSWNUHFREIQ-PJHHCJLFSA-N 0.000 claims 1
- NNIFDGDAVVWAAT-CXBVCZQQSA-N (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,15-dione Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4=O)O)[C@@H]4[C@@H]3CCC2=C1 NNIFDGDAVVWAAT-CXBVCZQQSA-N 0.000 claims 1
- UKVVNEHFNYKGMX-KIVPVIKRSA-N (8r,9s,10r,13s,14r)-14-hydroxy-10,13-dimethyl-2,7,8,9,11,12,15,16-octahydro-1h-cyclopenta[a]phenanthrene-3,6,17-trione Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@]4(O)[C@@H]3CC(=O)C2=C1 UKVVNEHFNYKGMX-KIVPVIKRSA-N 0.000 claims 1
- FWKZKCGCFQKDQY-KCTPXNJMSA-N (8r,9s,10r,13s,14s,15r,17r)-17-acetyl-15,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-3-one Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1[C@H](O)C[C@@](C(=O)C)(O)[C@@]1(C)CC2 FWKZKCGCFQKDQY-KCTPXNJMSA-N 0.000 claims 1
- IOYKCORNMBALAV-INEPUAKGSA-N (8r,9s,10r,13s,14s,17r)-6,17-dihydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-3-one Chemical compound C1C(O)C2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(O)C)(O)[C@@]1(C)CC2 IOYKCORNMBALAV-INEPUAKGSA-N 0.000 claims 1
- DBPWSSGDRRHUNT-SJFWLOONSA-N (8r,9s,10r,13s,14s,17s)-17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-3-one Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@](C(=O)C)(O)[C@@]1(C)CC2 DBPWSSGDRRHUNT-SJFWLOONSA-N 0.000 claims 1
- ARJWMUSCDIJFLB-GVVDHYSOSA-N (8s,10s,13s,14s,17r)-17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,12,14,15,16-octahydro-1h-cyclopenta[a]phenanthren-3-one Chemical compound O=C1CC[C@]2(C)C3=CC[C@]4(C)[C@](C(=O)C)(O)CC[C@H]4[C@@H]3CCC2=C1 ARJWMUSCDIJFLB-GVVDHYSOSA-N 0.000 claims 1
- SHJZUHWENQCCJH-YQAXKJAASA-N (8s,9r,10s,11s,13s,14s)-9-fluoro-11-hydroxy-10,13-dimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,17-dione Chemical compound O=C1CC[C@]2(C)[C@@]3(F)[C@@H](O)C[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 SHJZUHWENQCCJH-YQAXKJAASA-N 0.000 claims 1
- ZCAYUOKEIPMTMF-JPDWDDBRSA-N (8s,9s,10r,11r,13s,14s,16r,17r)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-3-one Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@H]2O ZCAYUOKEIPMTMF-JPDWDDBRSA-N 0.000 claims 1
- IOKVWBWSLVVBRO-HXOHHMPKSA-N (8s,9s,10r,11s,13r,14s,17s)-17-acetyl-11-hydroxy-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-13-carbaldehyde Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C=O)C[C@@H]2O IOKVWBWSLVVBRO-HXOHHMPKSA-N 0.000 claims 1
- SQPRYYSTJMNHSK-ILNISADRSA-N (8s,9s,10r,11s,13s,14s,16r,17s)-11,16,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-3-one Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@]([C@H](O)C4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 SQPRYYSTJMNHSK-ILNISADRSA-N 0.000 claims 1
- FPYGQPQXGSIDSF-RBWSHPMZSA-N (8s,9s,10r,13s,14s,17r)-17-hydroxy-17-(2-hydroxyacetyl)-13-(hydroxymethyl)-10-methyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione Chemical compound C([C@]1(CO)[C@@](O)(C(=O)CO)CC[C@H]1[C@@H]1CC2)C(=O)[C@@H]1[C@]1(C)C2=CC(=O)CC1 FPYGQPQXGSIDSF-RBWSHPMZSA-N 0.000 claims 1
- OIGPMJCLTDSPPN-KAHGZSNJSA-N (8s,9s,10r,13s,14s,17r)-17-hydroxy-17-(2-hydroxyacetyl)-2,10,13-trimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione Chemical compound C([C@]1(C)[C@@](O)(C(=O)CO)CC[C@H]11)C(=O)[C@H]2[C@H]1CCC1=CC(=O)C(C)C[C@@]12C OIGPMJCLTDSPPN-KAHGZSNJSA-N 0.000 claims 1
- IDIHGZAZUJGAEB-VMXMFDLUSA-N (9r,10r,13s,17r)-17-acetyl-17-hydroxy-10,13-dimethyl-2,9,11,12,15,16-hexahydro-1h-cyclopenta[a]phenanthren-3-one Chemical compound C1=CC2=CC(=O)CC[C@]2(C)[C@@H]2C1=C1CC[C@@](C(=O)C)(O)[C@@]1(C)CC2 IDIHGZAZUJGAEB-VMXMFDLUSA-N 0.000 claims 1
- FUFLCEKSBBHCMO-KJQYFISQSA-N 11-dehydrocorticosterone Chemical compound O=C1CC[C@]2(C)[C@H]3C(=O)C[C@](C)([C@H](CC4)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 FUFLCEKSBBHCMO-KJQYFISQSA-N 0.000 claims 1
- WHBHBVVOGNECLV-UHFFFAOYSA-N 11-deoxy-17-hydroxy-corticosterone Natural products O=C1CCC2(C)C3CCC(C)(C(CC4)(O)C(=O)CO)C4C3CCC2=C1 WHBHBVVOGNECLV-UHFFFAOYSA-N 0.000 claims 1
- ZESRJSPZRDMNHY-YFWFAHHUSA-N 11-deoxycorticosterone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 ZESRJSPZRDMNHY-YFWFAHHUSA-N 0.000 claims 1
- ZHOLUHXKCIXGSR-GBHAUCNQSA-N 11alpha-Hydroxyandrosta-1,4-diene-3,17-dione Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@H](O)C[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 ZHOLUHXKCIXGSR-GBHAUCNQSA-N 0.000 claims 1
- JERGUCIJOXJXHF-UHFFFAOYSA-N 17alpha-Hydroxypregnenolone Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(=O)C)(O)C1(C)CC2 JERGUCIJOXJXHF-UHFFFAOYSA-N 0.000 claims 1
- JERGUCIJOXJXHF-TVWVXWENSA-N 17alpha-hydroxypregnenolone Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)C)(O)[C@@]1(C)CC2 JERGUCIJOXJXHF-TVWVXWENSA-N 0.000 claims 1
- GCKMFJBGXUYNAG-UHFFFAOYSA-N 17alpha-methyltestosterone Natural products C1CC2=CC(=O)CCC2(C)C2C1C1CCC(C)(O)C1(C)CC2 GCKMFJBGXUYNAG-UHFFFAOYSA-N 0.000 claims 1
- CCCIJQPRIXGQOE-XWSJACJDSA-N 17beta-hydroxy-17-methylestra-4,9,11-trien-3-one Chemical compound C1CC2=CC(=O)CCC2=C2[C@@H]1[C@@H]1CC[C@](C)(O)[C@@]1(C)C=C2 CCCIJQPRIXGQOE-XWSJACJDSA-N 0.000 claims 1
- XUQWWIFROYJHCU-FJNAKSJRSA-N 18-Oxocortisol Chemical compound C([C@@]1([C@](O)(C(=O)CO)CC[C@H]1[C@@H]1CC2)C=O)[C@H](O)[C@@H]1[C@]1(C)C2=CC(=O)CC1 XUQWWIFROYJHCU-FJNAKSJRSA-N 0.000 claims 1
- HFSXHZZDNDGLQN-ZVIOFETBSA-N 18-hydroxycorticosterone Chemical compound C([C@]1(CO)[C@@H](C(=O)CO)CC[C@H]1[C@@H]1CC2)[C@H](O)[C@@H]1[C@]1(C)C2=CC(=O)CC1 HFSXHZZDNDGLQN-ZVIOFETBSA-N 0.000 claims 1
- FTMJFHVKAXPFIY-UHFFFAOYSA-N 2,2-dichloro-N-[1,3-dihydroxy-1-(3-nitrophenyl)propan-2-yl]acetamide Chemical compound OCC(NC(=O)C(Cl)Cl)C(O)c1cccc(c1)[N+]([O-])=O FTMJFHVKAXPFIY-UHFFFAOYSA-N 0.000 claims 1
- CRAPXAGGASWTPU-UHFFFAOYSA-N 2-deoxy-3-epiecdysone Natural products C1C(O)CCC2(C)C(CCC3(C(C(C(O)CCC(C)(C)O)C)CCC33O)C)C3=CC(=O)C21 CRAPXAGGASWTPU-UHFFFAOYSA-N 0.000 claims 1
- CRAPXAGGASWTPU-VQOIUDCISA-N 2-deoxyecdysone Chemical compound C1[C@@H](O)CC[C@]2(C)[C@@H](CC[C@@]3([C@@H]([C@@H]([C@H](O)CCC(C)(C)O)C)CC[C@]33O)C)C3=CC(=O)[C@@H]21 CRAPXAGGASWTPU-VQOIUDCISA-N 0.000 claims 1
- PUKLDDOGISCFCP-JSQCKWNTSA-N 21-Deoxycortisone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)C)(O)[C@@]1(C)CC2=O PUKLDDOGISCFCP-JSQCKWNTSA-N 0.000 claims 1
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| Publication number | Priority date | Publication date | Assignee | Title |
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| DE3167270D1 (en) * | 1980-03-21 | 1985-01-03 | Wellcome Found | Stabilised ophthalmic formulation |
| US4383992A (en) * | 1982-02-08 | 1983-05-17 | Lipari John M | Water-soluble steroid compounds |
| JPS59101478A (ja) * | 1982-11-29 | 1984-06-12 | Sunstar Inc | リグスチライドを安定に配合した水系組成物 |
| JPH0558906A (ja) * | 1991-09-06 | 1993-03-09 | Sankyo Co Ltd | シクロスポリン点眼製剤 |
| US5962019A (en) * | 1995-08-25 | 1999-10-05 | Sangstat Medical Corporation | Oral cyclosporin formulations |
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| EP1142566B1 (fr) * | 2000-04-07 | 2003-10-01 | Laboratoire Medidom S.A. | Formulations ophtalmiques à base de ciclosporine, d'acide hyaluronique et du polysorbate |
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| US20060148686A1 (en) * | 2004-12-30 | 2006-07-06 | Bausch & Lomb Incorporated | Ophthalmic compositions comprising steroid and cyclosporine for dry eye therapy |
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| US7691811B2 (en) * | 2006-05-25 | 2010-04-06 | Bodor Nicholas S | Transporter-enhanced corticosteroid activity and methods and compositions for treating dry eye |
-
2008
- 2008-10-08 NZ NZ584275A patent/NZ584275A/en not_active IP Right Cessation
- 2008-10-08 BR BRPI0819081A patent/BRPI0819081A8/pt not_active IP Right Cessation
- 2008-10-08 CN CN2008801107475A patent/CN101820917B/zh not_active Expired - Fee Related
- 2008-10-08 WO PCT/EP2008/008482 patent/WO2009046967A1/en not_active Ceased
- 2008-10-08 JP JP2010528310A patent/JP5640207B2/ja not_active Expired - Fee Related
- 2008-10-08 US US12/681,982 patent/US20120028910A1/en not_active Abandoned
- 2008-10-08 EP EP08802821A patent/EP2195033A1/en not_active Withdrawn
- 2008-10-08 CA CA2702082A patent/CA2702082A1/en not_active Abandoned
- 2008-10-08 EA EA201000441A patent/EA019867B1/ru not_active IP Right Cessation
- 2008-10-08 MX MX2010003774A patent/MX2010003774A/es active IP Right Grant
- 2008-10-08 AU AU2008309923A patent/AU2008309923B2/en not_active Ceased
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2010
- 2010-05-06 ZA ZA2010/03195A patent/ZA201003195B/en unknown
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