JP2013512966A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2013512966A5 JP2013512966A5 JP2012543237A JP2012543237A JP2013512966A5 JP 2013512966 A5 JP2013512966 A5 JP 2013512966A5 JP 2012543237 A JP2012543237 A JP 2012543237A JP 2012543237 A JP2012543237 A JP 2012543237A JP 2013512966 A5 JP2013512966 A5 JP 2013512966A5
- Authority
- JP
- Japan
- Prior art keywords
- aminomethyl
- methyl
- acid
- hexanoic acid
- phenoxy
- 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
- -1 primary amine compound Chemical class 0.000 claims 25
- 238000000034 method Methods 0.000 claims 19
- 125000004432 carbon atom Chemical group C* 0.000 claims 10
- AYXYPKUFHZROOJ-SSDOTTSWSA-N pregabalin Chemical compound CC(C)C[C@@H](CN)CC(O)=O AYXYPKUFHZROOJ-SSDOTTSWSA-N 0.000 claims 8
- AYXYPKUFHZROOJ-ZETCQYMHSA-N pregabalin Chemical compound CC(C)C[C@H](CN)CC(O)=O AYXYPKUFHZROOJ-ZETCQYMHSA-N 0.000 claims 8
- 239000002253 acid Substances 0.000 claims 6
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- FEWJHICLKRAPHS-OCCSQVGLSA-N (3s,5r)-3-(aminomethyl)-5-methyl-7-phenylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1=CC=CC=C1 FEWJHICLKRAPHS-OCCSQVGLSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 238000002347 injection Methods 0.000 claims 3
- 239000007924 injection Substances 0.000 claims 3
- 208000002780 macular degeneration Diseases 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 125000000547 substituted alkyl group Chemical group 0.000 claims 3
- 238000007910 systemic administration Methods 0.000 claims 3
- SWBXHLVRIGSWFW-KGLIPLIRSA-N (2S,4R)-2-ethyl-6-(4-methoxyphenyl)-4-methylhexan-1-amine Chemical compound NC[C@@H](CC)C[C@@H](CCC1=CC=C(C=C1)OC)C SWBXHLVRIGSWFW-KGLIPLIRSA-N 0.000 claims 2
- IASDTUBNBCYCJG-SFYZADRCSA-N (3r,4r)-3-(azaniumylmethyl)-4,5-dimethylhexanoate Chemical compound CC(C)[C@@H](C)[C@H](CN)CC(O)=O IASDTUBNBCYCJG-SFYZADRCSA-N 0.000 claims 2
- IASDTUBNBCYCJG-YUMQZZPRSA-N (3r,4s)-3-(azaniumylmethyl)-4,5-dimethylhexanoate Chemical compound CC(C)[C@H](C)[C@H](CN)CC(O)=O IASDTUBNBCYCJG-YUMQZZPRSA-N 0.000 claims 2
- BGQCKHBIIZKBJU-ZJUUUORDSA-N (3s,5r)-3-(aminomethyl)-5,7-dimethyloctanoic acid Chemical compound CC(C)C[C@@H](C)C[C@H](CN)CC(O)=O BGQCKHBIIZKBJU-ZJUUUORDSA-N 0.000 claims 2
- CRENPLBKNGOMEN-MNOVXSKESA-N (3s,5r)-3-(aminomethyl)-5,8-dimethylnonanoic acid Chemical compound CC(C)CC[C@@H](C)C[C@H](CN)CC(O)=O CRENPLBKNGOMEN-MNOVXSKESA-N 0.000 claims 2
- ADANSFWHWWMFDU-NEPJUHHUSA-N (3s,5r)-3-(aminomethyl)-5,9-dimethyldecanoic acid Chemical compound CC(C)CCC[C@@H](C)C[C@H](CN)CC(O)=O ADANSFWHWWMFDU-NEPJUHHUSA-N 0.000 claims 2
- XKLLXPMHSPFOQW-HIFRSBDPSA-N (3s,5r)-3-(aminomethyl)-5-methyl-8-phenyloctanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCCC1=CC=CC=C1 XKLLXPMHSPFOQW-HIFRSBDPSA-N 0.000 claims 2
- IMLWGNYZSUWXIA-OLZOCXBDSA-N (3s,5r)-3-(aminomethyl)-5-methyldodecanoic acid Chemical compound CCCCCCC[C@@H](C)C[C@H](CN)CC(O)=O IMLWGNYZSUWXIA-OLZOCXBDSA-N 0.000 claims 2
- SIRQBZJUYVPMIC-SFYZADRCSA-N (3s,5r)-3-(aminomethyl)-5-methylheptanoic acid Chemical compound CC[C@@H](C)C[C@H](CN)CC(O)=O SIRQBZJUYVPMIC-SFYZADRCSA-N 0.000 claims 2
- LFUPHGVCYOENSK-ZJUUUORDSA-N (3s,5r)-3-(aminomethyl)-5-methylnon-8-enoic acid Chemical compound C=CCC[C@@H](C)C[C@H](CN)CC(O)=O LFUPHGVCYOENSK-ZJUUUORDSA-N 0.000 claims 2
- KUSIIZRBOLFILF-ZJUUUORDSA-N (3s,5r)-3-(aminomethyl)-5-methylnonanoic acid Chemical compound CCCC[C@@H](C)C[C@H](CN)CC(O)=O KUSIIZRBOLFILF-ZJUUUORDSA-N 0.000 claims 2
- YAMOPJPIJYQIGY-BDAKNGLRSA-N (3s,5r)-3-(aminomethyl)-5-methyloct-7-enoic acid Chemical compound C=CC[C@@H](C)C[C@H](CN)CC(O)=O YAMOPJPIJYQIGY-BDAKNGLRSA-N 0.000 claims 2
- KKXFMWXZXDUYBF-BDAKNGLRSA-N (3s,5r)-3-(aminomethyl)-5-methyloctanoic acid Chemical compound CCC[C@@H](C)C[C@H](CN)CC(O)=O KKXFMWXZXDUYBF-BDAKNGLRSA-N 0.000 claims 2
- HLRPRVFNTZZSHY-NEPJUHHUSA-N (3s,5r)-3-(aminomethyl)-5-methylundecanoic acid Chemical compound CCCCCC[C@@H](C)C[C@H](CN)CC(O)=O HLRPRVFNTZZSHY-NEPJUHHUSA-N 0.000 claims 2
- SHMPJXGCBKABBT-KOLCDFICSA-N (3s,5r)-3-(aminomethyl)-6-cyclobutyl-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CC1CCC1 SHMPJXGCBKABBT-KOLCDFICSA-N 0.000 claims 2
- LUHAQNAPMJQCNM-YPMHNXCESA-N (3s,5r)-3-(aminomethyl)-6-cyclohexyl-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CC1CCCCC1 LUHAQNAPMJQCNM-YPMHNXCESA-N 0.000 claims 2
- SSFYNNBUYYSXPA-PWSUYJOCSA-N (3s,5r)-3-(aminomethyl)-6-cyclopentyl-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CC1CCCC1 SSFYNNBUYYSXPA-PWSUYJOCSA-N 0.000 claims 2
- NOTGKXLKLLOOEU-SCZZXKLOSA-N (3s,5r)-3-(aminomethyl)-6-cyclopropyl-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CC1CC1 NOTGKXLKLLOOEU-SCZZXKLOSA-N 0.000 claims 2
- SMNXTMSRSMKVKF-NEPJUHHUSA-N (3s,5r)-3-(aminomethyl)-7-(2-chlorophenyl)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1=CC=CC=C1Cl SMNXTMSRSMKVKF-NEPJUHHUSA-N 0.000 claims 2
- UHGGXBVJHJAACY-NEPJUHHUSA-N (3s,5r)-3-(aminomethyl)-7-(2-fluorophenyl)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1=CC=CC=C1F UHGGXBVJHJAACY-NEPJUHHUSA-N 0.000 claims 2
- VLOKSFBDWGOMMO-OLZOCXBDSA-N (3s,5r)-3-(aminomethyl)-7-(2-methoxyphenyl)-5-methylheptanoic acid Chemical compound COC1=CC=CC=C1CC[C@@H](C)C[C@H](CN)CC(O)=O VLOKSFBDWGOMMO-OLZOCXBDSA-N 0.000 claims 2
- BCUGWHAHZHUTBT-YPMHNXCESA-N (3s,5r)-3-(aminomethyl)-7-(3-chlorophenyl)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1=CC=CC(Cl)=C1 BCUGWHAHZHUTBT-YPMHNXCESA-N 0.000 claims 2
- NIOLEXIXWFZQHF-YPMHNXCESA-N (3s,5r)-3-(aminomethyl)-7-(3-fluorophenyl)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1=CC=CC(F)=C1 NIOLEXIXWFZQHF-YPMHNXCESA-N 0.000 claims 2
- SNRGQBQIBPMKAD-OCCSQVGLSA-N (3s,5r)-3-(aminomethyl)-7-(3-methoxyphenyl)-5-methylheptanoic acid Chemical compound COC1=CC=CC(CC[C@@H](C)C[C@H](CN)CC(O)=O)=C1 SNRGQBQIBPMKAD-OCCSQVGLSA-N 0.000 claims 2
- PEJUAJWTYKBIOI-YPMHNXCESA-N (3s,5r)-3-(aminomethyl)-7-(4-chlorophenyl)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1=CC=C(Cl)C=C1 PEJUAJWTYKBIOI-YPMHNXCESA-N 0.000 claims 2
- PMLSDYKLDFLDFE-PWSUYJOCSA-N (3s,5r)-3-(aminomethyl)-7-cyclobutyl-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1CCC1 PMLSDYKLDFLDFE-PWSUYJOCSA-N 0.000 claims 2
- MUDLFVXEGNVOKP-OCCSQVGLSA-N (3s,5r)-3-(aminomethyl)-7-cyclohexyl-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1CCCCC1 MUDLFVXEGNVOKP-OCCSQVGLSA-N 0.000 claims 2
- YBMHFGVRIJZSSK-YPMHNXCESA-N (3s,5r)-3-(aminomethyl)-7-cyclopentyl-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1CCCC1 YBMHFGVRIJZSSK-YPMHNXCESA-N 0.000 claims 2
- SVXSTEONTBDCKH-KOLCDFICSA-N (3s,5r)-3-(aminomethyl)-7-cyclopropyl-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1CC1 SVXSTEONTBDCKH-KOLCDFICSA-N 0.000 claims 2
- HOFQYLXJJCNSDJ-SFYZADRCSA-N (3s,5r)-3-(aminomethyl)-8,8,8-trifluoro-5-methyloctanoic acid Chemical compound FC(F)(F)CC[C@@H](C)C[C@H](CN)CC(O)=O HOFQYLXJJCNSDJ-SFYZADRCSA-N 0.000 claims 2
- NMURPDGMDUUFIQ-OCCSQVGLSA-N (3s,5r)-3-(aminomethyl)-8-cyclopentyl-5-methyloctanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCCC1CCCC1 NMURPDGMDUUFIQ-OCCSQVGLSA-N 0.000 claims 2
- LGPVGEYDVBVKIW-BDAKNGLRSA-N (3s,5r)-3-(aminomethyl)-8-fluoro-5-methyloctanoic acid Chemical compound FCCC[C@@H](C)C[C@H](CN)CC(O)=O LGPVGEYDVBVKIW-BDAKNGLRSA-N 0.000 claims 2
- LYHACJSMVUYWEN-IUCAKERBSA-N (3s,5s)-3-(aminomethyl)-5,6,6-trimethylheptanoic acid Chemical compound CC(C)(C)[C@@H](C)C[C@H](CN)CC(O)=O LYHACJSMVUYWEN-IUCAKERBSA-N 0.000 claims 2
- WFZVNCOAWKCUAL-UWVGGRQHSA-N (3s,5s)-3-(aminomethyl)-5-(2-chlorophenoxy)hexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)OC1=CC=CC=C1Cl WFZVNCOAWKCUAL-UWVGGRQHSA-N 0.000 claims 2
- MYHCDXIFXKZNNJ-YUMQZZPRSA-N (3s,5s)-3-(aminomethyl)-5-(2-fluoroethoxy)hexanoic acid Chemical compound FCCO[C@@H](C)C[C@H](CN)CC(O)=O MYHCDXIFXKZNNJ-YUMQZZPRSA-N 0.000 claims 2
- BNDAKBMXSSJUEC-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-5-(2-methoxyphenoxy)hexanoic acid Chemical compound COC1=CC=CC=C1O[C@@H](C)C[C@H](CN)CC(O)=O BNDAKBMXSSJUEC-QWRGUYRKSA-N 0.000 claims 2
- XFVKCZVIDAAGDL-UWVGGRQHSA-N (3s,5s)-3-(aminomethyl)-5-(2-nitrophenoxy)hexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)OC1=CC=CC=C1[N+]([O-])=O XFVKCZVIDAAGDL-UWVGGRQHSA-N 0.000 claims 2
- LUTANLWSGGTECK-YUMQZZPRSA-N (3s,5s)-3-(aminomethyl)-5-(3,3,3-trifluoropropoxy)hexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)OCCC(F)(F)F LUTANLWSGGTECK-YUMQZZPRSA-N 0.000 claims 2
- LCTKKGWISDWDSR-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-5-(3-methoxyphenoxy)hexanoic acid Chemical compound COC1=CC=CC(O[C@@H](C)C[C@H](CN)CC(O)=O)=C1 LCTKKGWISDWDSR-QWRGUYRKSA-N 0.000 claims 2
- NHOXILWDZJCMST-UWVGGRQHSA-N (3s,5s)-3-(aminomethyl)-5-(4-chlorophenoxy)hexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)OC1=CC=C(Cl)C=C1 NHOXILWDZJCMST-UWVGGRQHSA-N 0.000 claims 2
- JDDJTUPXDBEZQR-UWVGGRQHSA-N (3s,5s)-3-(aminomethyl)-5-(4-nitrophenoxy)hexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)OC1=CC=C([N+]([O-])=O)C=C1 JDDJTUPXDBEZQR-UWVGGRQHSA-N 0.000 claims 2
- PNIDULZEBPPAHE-BQBZGAKWSA-N (3s,5s)-3-(aminomethyl)-5-(fluoromethoxy)hexanoic acid Chemical compound FCO[C@@H](C)C[C@H](CN)CC(O)=O PNIDULZEBPPAHE-BQBZGAKWSA-N 0.000 claims 2
- QIVMNCBZDTZSSL-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-5-cyclohexylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)C1CCCCC1 QIVMNCBZDTZSSL-QWRGUYRKSA-N 0.000 claims 2
- KPXGGTAOFKPJCB-YUMQZZPRSA-N (3s,5s)-3-(aminomethyl)-5-cyclopropylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)C1CC1 KPXGGTAOFKPJCB-YUMQZZPRSA-N 0.000 claims 2
- JYZTVBQUSVRZIU-YUMQZZPRSA-N (3s,5s)-3-(aminomethyl)-5-ethoxyhexanoic acid Chemical compound CCO[C@@H](C)C[C@H](CN)CC(O)=O JYZTVBQUSVRZIU-YUMQZZPRSA-N 0.000 claims 2
- ZXQGVLZCFOPLIL-BQBZGAKWSA-N (3s,5s)-3-(aminomethyl)-5-methoxyhexanoic acid Chemical compound CO[C@@H](C)C[C@H](CN)CC(O)=O ZXQGVLZCFOPLIL-BQBZGAKWSA-N 0.000 claims 2
- UGDSFDKUWFNIQC-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-5-methyl-6-(2-nitrophenoxy)hexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=CC=C1[N+]([O-])=O UGDSFDKUWFNIQC-QWRGUYRKSA-N 0.000 claims 2
- CPDFDUUOZVLZJY-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-5-methyl-6-(4-nitrophenoxy)hexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=C([N+]([O-])=O)C=C1 CPDFDUUOZVLZJY-QWRGUYRKSA-N 0.000 claims 2
- GVEBXLCIMGRADW-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-5-methyl-6-[2-(trifluoromethyl)phenoxy]hexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=CC=C1C(F)(F)F GVEBXLCIMGRADW-QWRGUYRKSA-N 0.000 claims 2
- AVQINEYZXFUJAE-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-5-methyl-6-[3-(trifluoromethyl)phenoxy]hexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=CC(C(F)(F)F)=C1 AVQINEYZXFUJAE-QWRGUYRKSA-N 0.000 claims 2
- GABLMMUZBCSETM-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-5-methyl-6-[4-(trifluoromethyl)phenoxy]hexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=C(C(F)(F)F)C=C1 GABLMMUZBCSETM-QWRGUYRKSA-N 0.000 claims 2
- BJWHSIOTKMHQKJ-RYUDHWBXSA-N (3s,5s)-3-(aminomethyl)-5-methyl-6-phenoxyhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=CC=C1 BJWHSIOTKMHQKJ-RYUDHWBXSA-N 0.000 claims 2
- JBBFMHZVKGOWPT-YPMHNXCESA-N (3s,5s)-3-(aminomethyl)-5-methyl-6-phenylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CC1=CC=CC=C1 JBBFMHZVKGOWPT-YPMHNXCESA-N 0.000 claims 2
- BEYSDHKTOVCIOB-UWVGGRQHSA-N (3s,5s)-3-(aminomethyl)-5-methyl-6-propoxyhexanoic acid Chemical compound CCCOC[C@@H](C)C[C@H](CN)CC(O)=O BEYSDHKTOVCIOB-UWVGGRQHSA-N 0.000 claims 2
- SNQMAXBEHFPZCZ-ZJUUUORDSA-N (3s,5s)-3-(aminomethyl)-5-methyl-7-(3,3,3-trifluoropropoxy)heptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOCCC(F)(F)F SNQMAXBEHFPZCZ-ZJUUUORDSA-N 0.000 claims 2
- VNKAMKYRDSCVMP-NEPJUHHUSA-N (3s,5s)-3-(aminomethyl)-5-methyl-7-(3-nitrophenoxy)heptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOC1=CC=CC([N+]([O-])=O)=C1 VNKAMKYRDSCVMP-NEPJUHHUSA-N 0.000 claims 2
- ZTSGAKHFFATMAK-NEPJUHHUSA-N (3s,5s)-3-(aminomethyl)-5-methyl-7-(4-nitrophenoxy)heptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOC1=CC=C([N+]([O-])=O)C=C1 ZTSGAKHFFATMAK-NEPJUHHUSA-N 0.000 claims 2
- VBNZQEATURTZIC-MNOVXSKESA-N (3s,5s)-3-(aminomethyl)-5-methyl-7-[(2-methylpropan-2-yl)oxy]heptanoic acid Chemical compound CC(C)(C)OCC[C@@H](C)C[C@H](CN)CC(O)=O VBNZQEATURTZIC-MNOVXSKESA-N 0.000 claims 2
- SHVBXBWRDPXTKX-NEPJUHHUSA-N (3s,5s)-3-(aminomethyl)-5-methyl-7-[2-(trifluoromethyl)phenoxy]heptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOC1=CC=CC=C1C(F)(F)F SHVBXBWRDPXTKX-NEPJUHHUSA-N 0.000 claims 2
- OFGWHKIYXBXOJA-NEPJUHHUSA-N (3s,5s)-3-(aminomethyl)-5-methyl-7-[3-(trifluoromethyl)phenoxy]heptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOC1=CC=CC(C(F)(F)F)=C1 OFGWHKIYXBXOJA-NEPJUHHUSA-N 0.000 claims 2
- UFZIRWJCIMWPCS-OLZOCXBDSA-N (3s,5s)-3-(aminomethyl)-5-methyl-7-phenoxyheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOC1=CC=CC=C1 UFZIRWJCIMWPCS-OLZOCXBDSA-N 0.000 claims 2
- CZDWSLQQEXYPEZ-HIFRSBDPSA-N (3s,5s)-3-(aminomethyl)-5-methyl-7-phenylmethoxyheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOCC1=CC=CC=C1 CZDWSLQQEXYPEZ-HIFRSBDPSA-N 0.000 claims 2
- JFSPWJQYNAIJDM-MNOVXSKESA-N (3s,5s)-3-(aminomethyl)-5-methyl-7-propan-2-yloxyheptanoic acid Chemical compound CC(C)OCC[C@@H](C)C[C@H](CN)CC(O)=O JFSPWJQYNAIJDM-MNOVXSKESA-N 0.000 claims 2
- SQOWNMIWVUTXJT-MNOVXSKESA-N (3s,5s)-3-(aminomethyl)-5-methyl-7-propoxyheptanoic acid Chemical compound CCCOCC[C@@H](C)C[C@H](CN)CC(O)=O SQOWNMIWVUTXJT-MNOVXSKESA-N 0.000 claims 2
- MYAOGFDZMOXKAG-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-5-phenoxyhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)OC1=CC=CC=C1 MYAOGFDZMOXKAG-QWRGUYRKSA-N 0.000 claims 2
- HBKQWQFIUGDJOB-IUCAKERBSA-N (3s,5s)-3-(aminomethyl)-5-propan-2-yloxyhexanoic acid Chemical compound CC(C)O[C@@H](C)C[C@H](CN)CC(O)=O HBKQWQFIUGDJOB-IUCAKERBSA-N 0.000 claims 2
- ILLWSZLMKZNZPN-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-6-(2-fluorophenoxy)-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=CC=C1F ILLWSZLMKZNZPN-QWRGUYRKSA-N 0.000 claims 2
- PTLPNAYVPVGVNV-RYUDHWBXSA-N (3s,5s)-3-(aminomethyl)-6-(2-methoxyphenoxy)-5-methylhexanoic acid Chemical compound COC1=CC=CC=C1OC[C@@H](C)C[C@H](CN)CC(O)=O PTLPNAYVPVGVNV-RYUDHWBXSA-N 0.000 claims 2
- RXUNPZIYFFDPIM-RYUDHWBXSA-N (3s,5s)-3-(aminomethyl)-6-(2-methoxyphenyl)-5-methylhexanoic acid Chemical compound COC1=CC=CC=C1C[C@@H](C)C[C@H](CN)CC(O)=O RXUNPZIYFFDPIM-RYUDHWBXSA-N 0.000 claims 2
- NHLRGBJJTDTMMO-PWSUYJOCSA-N (3s,5s)-3-(aminomethyl)-6-(3-chlorophenyl)-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CC1=CC=CC(Cl)=C1 NHLRGBJJTDTMMO-PWSUYJOCSA-N 0.000 claims 2
- HLGINTCDPKNHLH-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-6-(3-fluorophenoxy)-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=CC(F)=C1 HLGINTCDPKNHLH-QWRGUYRKSA-N 0.000 claims 2
- IWJOISGPGPHPDW-PWSUYJOCSA-N (3s,5s)-3-(aminomethyl)-6-(3-fluorophenyl)-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CC1=CC=CC(F)=C1 IWJOISGPGPHPDW-PWSUYJOCSA-N 0.000 claims 2
- REMVOPFUXXGFNX-YPMHNXCESA-N (3s,5s)-3-(aminomethyl)-6-(3-methoxyphenyl)-5-methylhexanoic acid Chemical compound COC1=CC=CC(C[C@@H](C)C[C@H](CN)CC(O)=O)=C1 REMVOPFUXXGFNX-YPMHNXCESA-N 0.000 claims 2
- BTDDWLPKAPLZPD-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-6-(4-chlorophenoxy)-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=C(Cl)C=C1 BTDDWLPKAPLZPD-QWRGUYRKSA-N 0.000 claims 2
- OESSABKVIANOLH-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-6-(4-fluorophenoxy)-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=C(F)C=C1 OESSABKVIANOLH-QWRGUYRKSA-N 0.000 claims 2
- BNSXDZMADNOZMO-PWSUYJOCSA-N (3s,5s)-3-(aminomethyl)-6-(4-fluorophenyl)-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CC1=CC=C(F)C=C1 BNSXDZMADNOZMO-PWSUYJOCSA-N 0.000 claims 2
- PQJCGTNFSFNAGC-YPMHNXCESA-N (3s,5s)-3-(aminomethyl)-6-(4-methoxyphenyl)-5-methylhexanoic acid Chemical compound COC1=CC=C(C[C@@H](C)C[C@H](CN)CC(O)=O)C=C1 PQJCGTNFSFNAGC-YPMHNXCESA-N 0.000 claims 2
- OLNFZYBQOUBMKG-YUMQZZPRSA-N (3s,5s)-3-(aminomethyl)-6-(fluoromethoxy)-5-methylhexanoic acid Chemical compound FCOC[C@@H](C)C[C@H](CN)CC(O)=O OLNFZYBQOUBMKG-YUMQZZPRSA-N 0.000 claims 2
- MLTLRMPTBXSGIZ-IUCAKERBSA-N (3s,5s)-3-(aminomethyl)-6-ethoxy-5-methylhexanoic acid Chemical compound CCOC[C@@H](C)C[C@H](CN)CC(O)=O MLTLRMPTBXSGIZ-IUCAKERBSA-N 0.000 claims 2
- KNHVAHZLVNDEFH-YUMQZZPRSA-N (3s,5s)-3-(aminomethyl)-6-methoxy-5-methylhexanoic acid Chemical compound COC[C@@H](C)C[C@H](CN)CC(O)=O KNHVAHZLVNDEFH-YUMQZZPRSA-N 0.000 claims 2
- JAKCHAABXQZLJL-BQBZGAKWSA-N (3s,5s)-3-(aminomethyl)-7,7,7-trifluoro-5-methylheptanoic acid Chemical compound FC(F)(F)C[C@@H](C)C[C@H](CN)CC(O)=O JAKCHAABXQZLJL-BQBZGAKWSA-N 0.000 claims 2
- AYQQVGAVUXFTQT-ZJUUUORDSA-N (3s,5s)-3-(aminomethyl)-7-(2-fluoroethoxy)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOCCF AYQQVGAVUXFTQT-ZJUUUORDSA-N 0.000 claims 2
- WSJXJYHCQWTQQO-NEPJUHHUSA-N (3s,5s)-3-(aminomethyl)-7-(2-fluorophenoxy)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOC1=CC=CC=C1F WSJXJYHCQWTQQO-NEPJUHHUSA-N 0.000 claims 2
- VQVPILUHTBGANF-OLZOCXBDSA-N (3s,5s)-3-(aminomethyl)-7-(2-methoxyphenoxy)-5-methylheptanoic acid Chemical compound COC1=CC=CC=C1OCC[C@@H](C)C[C@H](CN)CC(O)=O VQVPILUHTBGANF-OLZOCXBDSA-N 0.000 claims 2
- LJXDNFZTTZQSKO-NEPJUHHUSA-N (3s,5s)-3-(aminomethyl)-7-(3-chlorophenoxy)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOC1=CC=CC(Cl)=C1 LJXDNFZTTZQSKO-NEPJUHHUSA-N 0.000 claims 2
- JHKPYIKSXQNDJF-NEPJUHHUSA-N (3s,5s)-3-(aminomethyl)-7-(3-fluorophenoxy)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOC1=CC=CC(F)=C1 JHKPYIKSXQNDJF-NEPJUHHUSA-N 0.000 claims 2
- MSXHKKCCRAYPPX-OLZOCXBDSA-N (3s,5s)-3-(aminomethyl)-7-(3-methoxyphenoxy)-5-methylheptanoic acid Chemical compound COC1=CC=CC(OCC[C@@H](C)C[C@H](CN)CC(O)=O)=C1 MSXHKKCCRAYPPX-OLZOCXBDSA-N 0.000 claims 2
- ILGDLVFKEURNOD-NEPJUHHUSA-N (3s,5s)-3-(aminomethyl)-7-(4-chlorophenoxy)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOC1=CC=C(Cl)C=C1 ILGDLVFKEURNOD-NEPJUHHUSA-N 0.000 claims 2
- YJDWLYFZXSNACU-NEPJUHHUSA-N (3s,5s)-3-(aminomethyl)-7-(4-fluorophenoxy)-5-methylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCOC1=CC=C(F)C=C1 YJDWLYFZXSNACU-NEPJUHHUSA-N 0.000 claims 2
- AFFYXOJEDVNKNJ-OLZOCXBDSA-N (3s,5s)-3-(aminomethyl)-7-(4-methoxyphenoxy)-5-methylheptanoic acid Chemical compound COC1=CC=C(OCC[C@@H](C)C[C@H](CN)CC(O)=O)C=C1 AFFYXOJEDVNKNJ-OLZOCXBDSA-N 0.000 claims 2
- AKZJPWVUJZKCMJ-BDAKNGLRSA-N (3s,5s)-3-(aminomethyl)-7-(fluoromethoxy)-5-methylheptanoic acid Chemical compound FCOCC[C@@H](C)C[C@H](CN)CC(O)=O AKZJPWVUJZKCMJ-BDAKNGLRSA-N 0.000 claims 2
- UKCMEZKOGLCILO-ZJUUUORDSA-N (3s,5s)-3-(aminomethyl)-7-ethoxy-5-methylheptanoic acid Chemical compound CCOCC[C@@H](C)C[C@H](CN)CC(O)=O UKCMEZKOGLCILO-ZJUUUORDSA-N 0.000 claims 2
- GEYGHNUUWOVRDW-SFYZADRCSA-N (3s,5s)-3-(aminomethyl)-7-fluoro-5-methylheptanoic acid Chemical compound FCC[C@@H](C)C[C@H](CN)CC(O)=O GEYGHNUUWOVRDW-SFYZADRCSA-N 0.000 claims 2
- WGDYBZSHIFLGMT-SFYZADRCSA-N (3s,5s)-3-(aminomethyl)-7-hydroxy-5-methylheptanoic acid Chemical compound OCC[C@@H](C)C[C@H](CN)CC(O)=O WGDYBZSHIFLGMT-SFYZADRCSA-N 0.000 claims 2
- GZZGIZGZNKGONB-BDAKNGLRSA-N (3s,5s)-3-(aminomethyl)-7-methoxy-5-methylheptanoic acid Chemical compound COCC[C@@H](C)C[C@H](CN)CC(O)=O GZZGIZGZNKGONB-BDAKNGLRSA-N 0.000 claims 2
- VVQCRZGVHVDBMB-OKWQPMOJSA-N (e,3s,5r)-3-(aminomethyl)-5-methylnon-7-enoic acid Chemical compound C\C=C\C[C@@H](C)C[C@H](CN)CC(O)=O VVQCRZGVHVDBMB-OKWQPMOJSA-N 0.000 claims 2
- INGBDMMBKJIDFL-KWKBKKAHSA-N (z,3s,5r)-3-(aminomethyl)-5-methyldec-7-enoic acid Chemical compound CC\C=C/C[C@@H](C)C[C@H](CN)CC(O)=O INGBDMMBKJIDFL-KWKBKKAHSA-N 0.000 claims 2
- VVQCRZGVHVDBMB-QKMQQOOLSA-N (z,3s,5r)-3-(aminomethyl)-5-methylnon-7-enoic acid Chemical compound C\C=C/C[C@@H](C)C[C@H](CN)CC(O)=O VVQCRZGVHVDBMB-QKMQQOOLSA-N 0.000 claims 2
- ZMUPGDMHVPLGIG-OOMSKYPHSA-N (z,3s,5s)-3-(aminomethyl)-5-methylnon-6-enoic acid Chemical compound CC\C=C/[C@@H](C)C[C@H](CN)CC(O)=O ZMUPGDMHVPLGIG-OOMSKYPHSA-N 0.000 claims 2
- KIZJBNGVWWNKFS-UHFFFAOYSA-N 2-(aminomethyl)-4-propan-2-ylheptanoic acid Chemical compound NCC(C(=O)O)CC(CCC)C(C)C KIZJBNGVWWNKFS-UHFFFAOYSA-N 0.000 claims 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 2
- KDCBMCJRMVNJSC-UHFFFAOYSA-N 3-(aminomethyl)-4-ethyl-5-methylhexanoic acid Chemical compound CCC(C(C)C)C(CN)CC(O)=O KDCBMCJRMVNJSC-UHFFFAOYSA-N 0.000 claims 2
- WQOCZIJPIVWQEL-UHFFFAOYSA-N 3-(aminomethyl)-4-propan-2-yldecanoic acid Chemical compound CCCCCCC(C(C)C)C(CN)CC(O)=O WQOCZIJPIVWQEL-UHFFFAOYSA-N 0.000 claims 2
- XLNITVUBTMJFSS-UHFFFAOYSA-N 3-(aminomethyl)-4-propan-2-ylnonanoic acid Chemical compound CCCCCC(C(C)C)C(CN)CC(O)=O XLNITVUBTMJFSS-UHFFFAOYSA-N 0.000 claims 2
- FNKFLSKSEWXIJR-UHFFFAOYSA-N 3-(aminomethyl)-4-propan-2-yloctanoic acid Chemical compound CCCCC(C(C)C)C(CN)CC(O)=O FNKFLSKSEWXIJR-UHFFFAOYSA-N 0.000 claims 2
- YODGVKRANQWMHX-UHFFFAOYSA-N 3-(aminomethyl)-5-(3-chlorophenyl)hexanoic acid Chemical compound OC(=O)CC(CN)CC(C)C1=CC=CC(Cl)=C1 YODGVKRANQWMHX-UHFFFAOYSA-N 0.000 claims 2
- WIXDCNGDWLJMRA-UHFFFAOYSA-N 3-(aminomethyl)-5-(3-methoxyphenyl)hexanoic acid Chemical compound COC1=CC=CC(C(C)CC(CN)CC(O)=O)=C1 WIXDCNGDWLJMRA-UHFFFAOYSA-N 0.000 claims 2
- GMEHPYLOPWSWPM-UHFFFAOYSA-N 3-(aminomethyl)-5-(4-chlorophenyl)hexanoic acid Chemical compound OC(=O)CC(CN)CC(C)C1=CC=C(Cl)C=C1 GMEHPYLOPWSWPM-UHFFFAOYSA-N 0.000 claims 2
- OILXZDNEKPMMNR-UHFFFAOYSA-N 3-(aminomethyl)-5-(4-methoxyphenyl)hexanoic acid Chemical compound COC1=CC=C(C(C)CC(CN)CC(O)=O)C=C1 OILXZDNEKPMMNR-UHFFFAOYSA-N 0.000 claims 2
- NECOLRNJBIIURC-UHFFFAOYSA-N 3-(aminomethyl)-5-cyclobutylhexanoic acid Chemical compound OC(=O)CC(CN)CC(C)C1CCC1 NECOLRNJBIIURC-UHFFFAOYSA-N 0.000 claims 2
- QIVMNCBZDTZSSL-UHFFFAOYSA-N 3-(aminomethyl)-5-cyclohexylhexanoic acid Chemical compound OC(=O)CC(CN)CC(C)C1CCCCC1 QIVMNCBZDTZSSL-UHFFFAOYSA-N 0.000 claims 2
- SCUJBZYQUHOYMH-UHFFFAOYSA-N 3-(aminomethyl)-5-cyclopentylhexanoic acid Chemical compound OC(=O)CC(CN)CC(C)C1CCCC1 SCUJBZYQUHOYMH-UHFFFAOYSA-N 0.000 claims 2
- SZPNHBKBLPROKB-UHFFFAOYSA-N 3-(aminomethyl)-5-methyl-4-phenylhexanoic acid Chemical compound OC(=O)CC(CN)C(C(C)C)C1=CC=CC=C1 SZPNHBKBLPROKB-UHFFFAOYSA-N 0.000 claims 2
- JBBFMHZVKGOWPT-UHFFFAOYSA-N 3-(aminomethyl)-5-methyl-6-phenylhexanoic acid Chemical compound OC(=O)CC(CN)CC(C)CC1=CC=CC=C1 JBBFMHZVKGOWPT-UHFFFAOYSA-N 0.000 claims 2
- JETOEPZFEWLXBK-UHFFFAOYSA-N 3-(aminomethyl)-5-methyldecanoic acid Chemical compound CCCCCC(C)CC(CN)CC(O)=O JETOEPZFEWLXBK-UHFFFAOYSA-N 0.000 claims 2
- IMLWGNYZSUWXIA-UHFFFAOYSA-N 3-(aminomethyl)-5-methyldodecanoic acid Chemical compound CCCCCCCC(C)CC(CN)CC(O)=O IMLWGNYZSUWXIA-UHFFFAOYSA-N 0.000 claims 2
- SIRQBZJUYVPMIC-UHFFFAOYSA-N 3-(aminomethyl)-5-methylheptanoic acid Chemical compound CCC(C)CC(CN)CC(O)=O SIRQBZJUYVPMIC-UHFFFAOYSA-N 0.000 claims 2
- KUSIIZRBOLFILF-UHFFFAOYSA-N 3-(aminomethyl)-5-methylnonanoic acid Chemical compound CCCCC(C)CC(CN)CC(O)=O KUSIIZRBOLFILF-UHFFFAOYSA-N 0.000 claims 2
- KKXFMWXZXDUYBF-UHFFFAOYSA-N 3-(aminomethyl)-5-methyloctanoic acid Chemical compound CCCC(C)CC(CN)CC(O)=O KKXFMWXZXDUYBF-UHFFFAOYSA-N 0.000 claims 2
- TZOKXKRKSNVJGE-UHFFFAOYSA-N 3-(aminomethyl)-5-methyltridecanoic acid Chemical compound CCCCCCCCC(C)CC(CN)CC(O)=O TZOKXKRKSNVJGE-UHFFFAOYSA-N 0.000 claims 2
- HLRPRVFNTZZSHY-UHFFFAOYSA-N 3-(aminomethyl)-5-methylundecanoic acid Chemical compound CCCCCCC(C)CC(CN)CC(O)=O HLRPRVFNTZZSHY-UHFFFAOYSA-N 0.000 claims 2
- ACARJIZTCQNHBW-UHFFFAOYSA-N 3-(aminomethyl)-5-phenylhexanoic acid Chemical compound OC(=O)CC(CN)CC(C)C1=CC=CC=C1 ACARJIZTCQNHBW-UHFFFAOYSA-N 0.000 claims 2
- USSUQFWPXUAXPB-UHFFFAOYSA-N 3-(aminomethyl)-6,6,6-trifluoro-5-methylhexanoic acid Chemical compound FC(F)(F)C(C)CC(CN)CC(O)=O USSUQFWPXUAXPB-UHFFFAOYSA-N 0.000 claims 2
- AYXYPKUFHZROOJ-UHFFFAOYSA-N 3-(azaniumylmethyl)-5-methylhexanoate Chemical compound CC(C)CC(CN)CC(O)=O AYXYPKUFHZROOJ-UHFFFAOYSA-N 0.000 claims 2
- IASDTUBNBCYCJG-UHFFFAOYSA-N 4-methylpregabalin Chemical compound CC(C)C(C)C(CN)CC(O)=O IASDTUBNBCYCJG-UHFFFAOYSA-N 0.000 claims 2
- CNYGYVXCPZQTAK-STQMWFEESA-N CC[C@@H](C[C@H](C)COC1=CC=CC(=C1)OC)CN Chemical compound CC[C@@H](C[C@H](C)COC1=CC=CC(=C1)OC)CN CNYGYVXCPZQTAK-STQMWFEESA-N 0.000 claims 2
- WWZWJQNJVJKGSK-UHFFFAOYSA-N ClC1=C(OC(C(=O)O)CCC(C)C)C=CC=C1 Chemical compound ClC1=C(OC(C(=O)O)CCC(C)C)C=CC=C1 WWZWJQNJVJKGSK-UHFFFAOYSA-N 0.000 claims 2
- XQCMXVVNKZBAHM-UHFFFAOYSA-N FCC1=C(OC(C(=O)O)CCCCC)C=CC=C1 Chemical compound FCC1=C(OC(C(=O)O)CCCCC)C=CC=C1 XQCMXVVNKZBAHM-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- RSJGPHVNFCHZOC-RFMBEDMFSA-N NC[C@@H](C(C(=O)O)OC1=C(C=CC=C1)Cl)C[C@H](CC)C Chemical compound NC[C@@H](C(C(=O)O)OC1=C(C=CC=C1)Cl)C[C@H](CC)C RSJGPHVNFCHZOC-RFMBEDMFSA-N 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 2
- SYEGAVIXXAKPJU-QWRGUYRKSA-N (3s,5s)-3-(aminomethyl)-6-(3-chlorophenoxy)-5-methylhexanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)COC1=CC=CC(Cl)=C1 SYEGAVIXXAKPJU-QWRGUYRKSA-N 0.000 claims 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 238000011200 topical administration Methods 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26764509P | 2009-12-08 | 2009-12-08 | |
| US61/267,645 | 2009-12-08 | ||
| PCT/US2010/059426 WO2011071995A2 (en) | 2009-12-08 | 2010-12-08 | Compounds and methods of treating ocular disorders |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013512966A JP2013512966A (ja) | 2013-04-18 |
| JP2013512966A5 true JP2013512966A5 (https=) | 2014-01-30 |
| JP5815552B2 JP5815552B2 (ja) | 2015-11-17 |
Family
ID=44146158
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012543237A Expired - Fee Related JP5815552B2 (ja) | 2009-12-08 | 2010-12-08 | 眼疾患を治療する化合物および方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US8722669B2 (https=) |
| EP (1) | EP2509596B1 (https=) |
| JP (1) | JP5815552B2 (https=) |
| AU (1) | AU2010328186B2 (https=) |
| CA (1) | CA2783699C (https=) |
| ES (1) | ES2758554T3 (https=) |
| WO (1) | WO2011071995A2 (https=) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1888548E (pt) | 2005-05-26 | 2012-10-30 | Neuron Systems Inc | Derivado de quinolina para o tratamento de doenças da retina |
| EP2509596B1 (en) | 2009-12-08 | 2019-08-28 | Case Western Reserve University | Gamma aminoacids for treating ocular disorders |
| WO2011072141A1 (en) | 2009-12-11 | 2011-06-16 | Neuron Systems, Inc. | Compositions and methods for the treatment of macular degeneration |
| RU2015120478A (ru) | 2012-12-20 | 2017-01-25 | Альдейра Терапьютикс, Инк. | Пери-карбинолы |
| CA2898631C (en) | 2013-01-23 | 2023-06-13 | Aldeyra Therapeutics, Inc. | Toxic aldehyde related diseases and treatment |
| SG11201505599YA (en) | 2013-01-25 | 2015-08-28 | Aldeyra Therapeutics Inc | Novel traps in the treatment of macular degeneration |
| WO2016085939A2 (en) * | 2014-11-24 | 2016-06-02 | Case Western Reserve University | Compounds and methods of treating ocular disorders |
| CN118724806A (zh) | 2015-08-21 | 2024-10-01 | 奥尔德拉医疗公司 | 氘化化合物和其用途 |
| US11129823B2 (en) | 2016-05-09 | 2021-09-28 | Aldeyra Therapeutics, Inc. | Combination treatment of ocular inflammatory disorders and diseases |
| MX2019010576A (es) | 2017-03-16 | 2019-10-07 | Aldeyra Therapeutics Inc | Compuestos polimorficos y usos de los mismos. |
| JP7311162B2 (ja) | 2017-10-10 | 2023-07-19 | アルデイラ セラピューティクス， インコーポレイテッド | 炎症性障害の処置 |
| WO2020033344A1 (en) | 2018-08-06 | 2020-02-13 | Aldeyra Therapeutics, Inc. | Polymorphic compounds and uses thereof |
| EP3856478A4 (en) | 2018-09-25 | 2022-06-08 | Aldeyra Therapeutics, Inc. | FORMULATIONS FOR THE TREATMENT OF DRY EYE |
| US11786518B2 (en) | 2019-03-26 | 2023-10-17 | Aldeyra Therapeutics, Inc. | Ophthalmic formulations and uses thereof |
| US12098132B2 (en) | 2019-05-02 | 2024-09-24 | Aldeyra Therapeutics, Inc. | Process for preparation of aldehyde scavenger and intermediates |
| CN113784954A (zh) | 2019-05-02 | 2021-12-10 | 奥尔德拉医疗公司 | 多晶型化合物和其用途 |
| JP2020078649A (ja) * | 2020-02-27 | 2020-05-28 | キヤノン株式会社 | 眼科装置及びその制御方法、並びに、プログラム |
| CA3175856A1 (en) | 2020-05-13 | 2021-11-18 | Todd Brady | Pharmaceutical formulations and uses thereof |
Family Cites Families (93)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2460891C2 (de) | 1974-12-21 | 1982-09-23 | Gödecke AG, 1000 Berlin | 1-Aminomethyl-1-cycloalkanessigsäuren und deren Ester, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
| NL7503310A (nl) | 1975-03-20 | 1976-09-22 | Philips Nv | Verbindingen met antidepressieve werking. |
| DK161312C (da) | 1982-03-11 | 1991-12-09 | Pfizer | Analogifremgangsmaade til fremstilling af 2-aminoalkoxymethyl-4-phenyl-6-methyl-1,4-dihydropyridin-3,5-dicarboxylsyreestere eller syreadditionssalte deraf samt phthalimidoderivater til anvendelse som udgangsmateriale ved fremgangsmaaden |
| US4826860A (en) | 1987-03-16 | 1989-05-02 | Warner-Lambert Company | Substituted 2-aminobenzothiazoles and derivatives useful as cerebrovascular agents |
| DE58905637D1 (de) | 1989-04-14 | 1993-10-21 | Merz & Co Gmbh & Co | Verwendung von Adamantan-Derivaten zur Prävention und Behandlung der cerebralen Ischämie. |
| US5185351A (en) | 1989-06-14 | 1993-02-09 | Smithkline Beecham Corporation | Imidazolyl-alkenoic acids useful as angiotensin II receptor antagonists |
| US5077033A (en) | 1990-08-07 | 1991-12-31 | Mediventures Inc. | Ophthalmic drug delivery with thermo-irreversible gels of polxoxyalkylene polymer and ionic polysaccharide |
| US6197819B1 (en) | 1990-11-27 | 2001-03-06 | Northwestern University | Gamma amino butyric acid analogs and optical isomers |
| US6310040B1 (en) | 1991-11-08 | 2001-10-30 | Cephalon, Inc. | Treating retinal neuronal disorders by the application of insulin-like growth factors and analogs |
| MY119161A (en) | 1994-04-18 | 2005-04-30 | Novartis Ag | Delta-amino-gamma-hydroxy-omega-aryl-alkanoic acid amides with enzyme especially renin inhibiting activities |
| US5597809A (en) | 1994-06-23 | 1997-01-28 | Massachusetts Eye & Ear Infirmary | Treatment of optic neuritis |
| IL126999A (en) | 1996-07-24 | 2002-03-10 | Warner Lambert Co | Pharmaceutical preparations containing isobutylgaba and its history for use in the treatment of pain |
| US5811446A (en) | 1997-04-18 | 1998-09-22 | Cytos Pharmaceuticals Llc | Prophylactic and therapeutic methods for ocular degenerative diseases and inflammations and histidine compositions therefor |
| AU3704500A (en) | 1999-02-19 | 2001-01-22 | University Of Iowa Research Foundation, The | Diagnostics and therapeutics for arterial wall disruptive disorders |
| US7108982B1 (en) | 1999-02-19 | 2006-09-19 | University Of Iowa Research Foundation | Diagnostics and the therapeutics for macular degeneration |
| US6239113B1 (en) | 1999-03-31 | 2001-05-29 | Insite Vision, Incorporated | Topical treatment or prevention of ocular infections |
| ES2317839T3 (es) | 1999-06-10 | 2009-05-01 | Warner-Lambert Company Llc | Acidos 3-propil gamma-aminobutiricos monosustituidos. |
| IL152770A0 (en) | 2000-06-26 | 2003-06-24 | Warner Lambert Co | Gabapentin analogues for sleep disorders |
| BR0115783A (pt) | 2000-11-30 | 2003-09-16 | Pfizer Prod Inc | Combinação de agonistas de gaba e inibidores de sorbitol desidrogenase |
| CA2442476A1 (en) | 2001-03-30 | 2002-10-10 | Pfizer Products Inc. | Pyridazinone aldose reductase inhibitors |
| DE10206723A1 (de) | 2002-02-18 | 2003-09-04 | Ulrich Schraermeyer | Therapie von Erkrankungen des Auges und des Zentralen Nervensystems |
| WO2004009072A2 (en) | 2002-07-23 | 2004-01-29 | The Regents Of The University Of Michigan | Tetrapropylammonium tetrathiomolybdate and related compounds for anti-angiogenic therapies |
| US7875270B2 (en) | 2002-09-17 | 2011-01-25 | Abbott Medical Optics Inc. | Treatment solution and method for preventing posterior capsular opacification by selectively inducing detachment and/or death of lens epithelial cells |
| BR0315103A (pt) | 2002-10-07 | 2005-08-16 | Artesian Therapeutics Inc | Compostos de diidropiridina tendo capacidade simultânea de bloquear os canais de cálcio do tipo l e inibir a atividade da fosfodiesterase do tipo 3 |
| WO2004036182A2 (en) | 2002-10-17 | 2004-04-29 | Control Delivery Systems, Inc. | Methods for monitoring treatment of disease |
| MXPA05006209A (es) | 2002-12-13 | 2005-08-19 | Warner Lambert Co | Pregabalina y sus derivados para el tratamiento de fibromialgia y otros trastornos relacionados. |
| US20050031652A1 (en) | 2003-02-25 | 2005-02-10 | Allergan, Inc. | Compositions and methods comprising memantine and polyanionic polymers |
| US20040242704A1 (en) | 2003-03-14 | 2004-12-02 | University Of Washington, Techtransfer - Invention Licensing | Stabilized mutant opsin proteins |
| US6949518B1 (en) | 2003-06-25 | 2005-09-27 | Pao-Hsien Chu | Methods for treating macular degeneration with topiramate |
| ITRM20030485A1 (it) | 2003-10-22 | 2005-04-23 | Tubilux Pharma S P A | Composizione a base di citicolina in associazione con vitamine per la prevenzione ed il trattamento di patolgie oculari. |
| ES2234428B1 (es) | 2003-12-09 | 2006-11-01 | Universidad Miguel Hernandez | Compuestos para el tratamiento de la sequedad de la superficie ocular provocada por la cirugia fotorrefractiva. |
| MXPA06007076A (es) | 2003-12-19 | 2006-08-31 | Pharmacopeia Drug Discovery | Tiadiazoles como ligandos del receptor cxc y cc-quimiocina. |
| CA2550540A1 (en) | 2003-12-22 | 2005-07-28 | Schering Corporation | Isothiazole dioxides as cxc- and cc- chemokine receptor ligands |
| US20050277698A1 (en) | 2004-01-05 | 2005-12-15 | Hughes Patrick M | Memantine delivery to the back of the eye |
| AU2005210504B2 (en) | 2004-01-30 | 2009-01-08 | Merck Sharp & Dohme Corp. | Crystalline polymorphs of a CXC-chemokine receptor ligand |
| EP1722766A2 (en) | 2004-02-17 | 2006-11-22 | President And Fellows Of Harvard College | Management of ophthalmologic disorders, including macular degeneration |
| US7566808B2 (en) | 2004-02-17 | 2009-07-28 | President And Fellows Of Harvard College | Management of ophthalmologic disorders, including macular degeneration |
| WO2005079781A1 (en) | 2004-02-25 | 2005-09-01 | La Trobe University | Therapeutic and/or prophylactic method |
| US20050244469A1 (en) | 2004-04-30 | 2005-11-03 | Allergan, Inc. | Extended therapeutic effect ocular implant treatments |
| CA2565545A1 (en) | 2004-05-06 | 2005-12-08 | Molichem Medicines, Inc. | Treatment of ocular diseases and disorders using lantibiotic compositions |
| US8372814B2 (en) | 2004-06-07 | 2013-02-12 | Ista Pharmaceuticals, Inc. | Ophthalmic formulations and uses thereof |
| BRPI0511396B1 (pt) | 2004-06-18 | 2021-07-27 | University Of Washington | Uso de 9-cis-retinil éster e uso de um derivado de retinal sintético |
| SI1768657T1 (sl) | 2004-06-23 | 2009-02-28 | Sirion Terapeutics Inc | Postopki in sestavki za zdravljenje oftalmičnih obolenj z derivati retinila |
| US20060110428A1 (en) | 2004-07-02 | 2006-05-25 | Eugene Dejuan | Methods and devices for the treatment of ocular conditions |
| US20080033053A1 (en) | 2004-07-22 | 2008-02-07 | Wolfgang Curt D | Cross-Reference To Related Applications |
| EP1776097A1 (en) | 2004-07-26 | 2007-04-25 | Allergan, Inc. | Methods of treating ophthalmic conditions |
| WO2006015930A1 (en) | 2004-08-10 | 2006-02-16 | Nicox S.A. | Phenol derivatives |
| JP2008518586A (ja) | 2004-09-09 | 2008-06-05 | ユニバーシティ オブ ワシントン | オールトランスレチノールすなわちオールトランス１３，１４−ジヒドロレチノールサチュラーゼ及びその使用方法 |
| WO2006029411A2 (en) | 2004-09-09 | 2006-03-16 | Yeda Research And Development Co. Ltd. | Mixtures of polypeptides, compositions containing and processes for preparing same, and uses thereof |
| WO2006039327A2 (en) | 2004-10-01 | 2006-04-13 | Merck & Co., Inc. | Methods of treatment or prophylaxis of amyloidogenic diseases of the eye or optic nerve |
| BRPI0516308A2 (pt) | 2004-10-04 | 2010-06-15 | Qlt Usa Inc | composição fluida, métodos de tratamento de uma doença ou disfunção, métodos de liberação local ou sistêmica de um agente biológico, implantes, método de formação de um implante, kit de agente biológico e usos de uma composição fluida |
| CN101065139A (zh) | 2004-10-09 | 2007-10-31 | 扶瑞药业股份有限公司 | 眼用药剂递送系统 |
| BRPI0516112A (pt) | 2004-10-15 | 2008-08-26 | Janssen Pharmaceutica Nv | métodos para neuroproteção |
| US7351724B2 (en) | 2004-10-15 | 2008-04-01 | The Scripps Research Institute | Oxadiazole ketone inhibitors of fatty acid amide hydrolase |
| EP1814535A4 (en) | 2004-11-08 | 2008-06-04 | Nitromed Inc | NITROSED AND NITROSYLATED COMPOUNDS, COMPOSITIONS AND METHODS OF TREATING EYE DISEASES |
| WO2006055526A2 (en) | 2004-11-16 | 2006-05-26 | Nu-Tein Co., Inc. | Compositions useful to treat ocular neovascular diseases and macular degeneration |
| CA2638753A1 (en) | 2004-12-08 | 2006-06-15 | Sirion Therapeutics, Inc. | Methods, assays and compositions for treating retinol-related diseases |
| AR055831A1 (es) | 2004-12-30 | 2007-09-12 | Janssen Pharmaceutica Nv | Pepirazinilureas y piperidinilureas como moduladores de hidrolasa de amida de acidos grasos |
| JP4974903B2 (ja) | 2005-02-09 | 2012-07-11 | 参天製薬株式会社 | 疾患または状態を処置するための液体処方物 |
| US20060252107A1 (en) | 2005-02-22 | 2006-11-09 | Acucela, Inc. | Compositions and methods for diagnosing and treating retinal diseases |
| US20080275134A1 (en) | 2005-02-24 | 2008-11-06 | University Of Washington | Methods for Treatment of Retinal Degenerative Disease |
| PL1906916T3 (pl) | 2005-05-10 | 2009-02-27 | Alcon Inc | Zawiesina do oczu obejmująca lek okulistyczny, poloksaminę i glikolowy środek regulujący toniczność, zastosowanie wymienionej kompozycji do wytwarzania leku do leczenia zaburzeń wzroku |
| PT1888548E (pt) | 2005-05-26 | 2012-10-30 | Neuron Systems Inc | Derivado de quinolina para o tratamento de doenças da retina |
| US20070021500A1 (en) | 2005-07-12 | 2007-01-25 | Twyman Roy E | Methods for neuroprotection |
| KR20080031474A (ko) | 2005-07-27 | 2008-04-08 | 유니버시티 오브 플로리다 리서치 파운데이션, 아이엔씨. | 안구 질환의 치료를 위한 열충격의 사용 |
| EP1910385B1 (en) | 2005-08-04 | 2013-07-24 | Sirtris Pharmaceuticals, Inc. | Benzothiazoles and thiazolopyridines as sirtuin modulators |
| EP1754476A1 (en) | 2005-08-18 | 2007-02-21 | Schwarz Pharma Ag | Lacosamide (SPM 927) for treating myalgia, e.g. fibromyalgia |
| WO2007047744A2 (en) | 2005-10-14 | 2007-04-26 | Alcon, Inc. | Method for treating primary and secondary forms of glaucoma |
| US20070112017A1 (en) | 2005-10-31 | 2007-05-17 | Braincells, Inc. | Gaba receptor mediated modulation of neurogenesis |
| WO2007056457A2 (en) | 2005-11-09 | 2007-05-18 | Combinatorx, Incorporated | Methods, compositions, and kits for the treatment of medical conditions |
| US20070167527A1 (en) | 2006-01-13 | 2007-07-19 | Burke James A | Memantine for the normalization of visual acuity deficits |
| EP2021502A4 (en) | 2006-05-09 | 2010-08-25 | Mas Metabolic Analytical Servi | GENES AND ATYPICAL MARKERS IN TYPE 2 DIABETES AND OBESITY |
| MX2008016167A (es) | 2006-06-22 | 2009-02-10 | Sirion Therapeutics Inc | Metodos y composiciones para el tratamiento de condiciones oftalmicas via modulacion de actividad de megalina. |
| AU2007299920A1 (en) | 2006-09-19 | 2008-03-27 | Braincells, Inc. | PPAR Mediated Modulation of Neurogenesis |
| US20080103103A1 (en) | 2006-10-30 | 2008-05-01 | Bahram Memarzadeh | Reagents and methods to treat ocular diseases and infection |
| WO2008098027A2 (en) | 2007-02-06 | 2008-08-14 | Allergan, Inc. | Treatment of ischemic retinal conditions with memantine |
| WO2008095221A1 (en) | 2007-02-07 | 2008-08-14 | Gosforth Centre (Holdings) Pty Ltd | Treatment of adhd |
| WO2008104861A1 (en) | 2007-02-27 | 2008-09-04 | Karine Berthet | Method for the treatment of an individual having a vascular deficiency in the upper part of the body especially a cerebral vascular deficiency or an ocular vascular disorder |
| WO2009023411A1 (en) | 2007-08-09 | 2009-02-19 | Bausch & Lomb Incorporated | Compositions and methods for treating or controlling anterior- and posterior-segment ophthalmic diseases |
| WO2009023877A2 (en) | 2007-08-16 | 2009-02-19 | Macusight, Inc. | Formulations for treatment of ocular diseases or conditions |
| EP2192916A4 (en) | 2007-08-23 | 2012-04-04 | Univ Leland Stanford Junior | MODULATION OF SYNAPTOGENESIS |
| WO2009029762A2 (en) | 2007-08-31 | 2009-03-05 | President And Fellows Of Harvard College | Farnesylamine inhibitors of the visual cycle |
| IL292561A (en) | 2007-10-12 | 2022-06-01 | Astellas Inst For Regenerative Medicine | Improved methods of rpe cell production and rpe cell preparations |
| US20100297181A1 (en) | 2007-12-26 | 2010-11-25 | Eisai R&D Management Co., Ltd. | AMPA Receptor Antagonists for Epilepsy, Mental Disorders or Deficits in Sensory Organ |
| JP6022746B2 (ja) | 2008-02-11 | 2016-11-09 | ユニヴァーシティ オブ ワシントン | 加齢関連性網膜機能不全の治療及び予防方法 |
| CA2753844A1 (en) | 2008-03-05 | 2009-09-11 | Vicus Therapeutics, Llc | Compositions and methods for mucositis and oncology therapies |
| EP2331088A4 (en) | 2008-08-06 | 2011-10-12 | Gosforth Ct Holdings Pty Ltd | COMPOSITIONS AND METHODS FOR TREATING PSYCHIATRIC ILLNESSES |
| WO2010080976A1 (en) | 2009-01-09 | 2010-07-15 | Sdg, Inc. (An Ohio Corporation) | Insulin therapies for the treatment of diabetes, diabetes related ailments, and/or diseases or conditions other than diabetes or diabetes related ailments |
| EP2435061A4 (en) | 2009-05-28 | 2013-03-27 | Amylin Pharmaceuticals Inc | DAMPING GLP-1 RECEPTOR AGONIST COMPOUNDS |
| US20140357611A1 (en) | 2009-12-08 | 2014-12-04 | Case Western Reserve University | Compounds and methods of treating ocular disorders |
| EP2509596B1 (en) | 2009-12-08 | 2019-08-28 | Case Western Reserve University | Gamma aminoacids for treating ocular disorders |
| GB201003734D0 (en) | 2010-03-05 | 2010-04-21 | Univ Strathclyde | Delayed prolonged drug delivery |
| WO2012098281A2 (es) | 2011-01-19 | 2012-07-26 | Universidad Miguel Hernández De Elche | Péptidos moduladores de receptores trp y sus usos |
-
2010
- 2010-12-08 EP EP10836598.2A patent/EP2509596B1/en not_active Not-in-force
- 2010-12-08 WO PCT/US2010/059426 patent/WO2011071995A2/en not_active Ceased
- 2010-12-08 JP JP2012543237A patent/JP5815552B2/ja not_active Expired - Fee Related
- 2010-12-08 CA CA2783699A patent/CA2783699C/en not_active Expired - Fee Related
- 2010-12-08 ES ES10836598T patent/ES2758554T3/es active Active
- 2010-12-08 AU AU2010328186A patent/AU2010328186B2/en not_active Ceased
-
2012
- 2012-06-08 US US13/492,193 patent/US8722669B2/en not_active Expired - Fee Related
-
2014
- 2014-05-07 US US14/272,131 patent/US20140235604A1/en not_active Abandoned
-
2017
- 2017-06-27 US US15/634,159 patent/US10208049B2/en not_active Expired - Fee Related
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2013512966A5 (https=) | ||
| CA2374755A1 (en) | Mono- and disubstituted 3-propyl gamma-aminobutyric acids | |
| JP2016508994A5 (https=) | ||
| JP2003502308A5 (https=) | ||
| HRP20190500T1 (hr) | Farmaceutska kombinacija 3-(3-dimetilamino-1-etil-2-metil-propil)-fenola i pregabalina ili gabapentina | |
| JP2023002544A5 (https=) | ||
| JP2009514874A5 (https=) | ||
| RU2015126016A (ru) | Заболевания, связанные с токсичным альдегидом, и их лечение | |
| JP2011051993A5 (https=) | ||
| US20140228446A1 (en) | Organic compounds | |
| KR20160093000A (ko) | 창자 과투과성을 치료하기 위한 티로신 하이드록실라제 억제제 | |
| JP2013509411A5 (https=) | ||
| WO2019046287A1 (en) | COMPOUNDS, COMPOSITIONS AND METHODS FOR TREATING OR PREVENTING HEPATITIS B | |
| EP4034156A1 (en) | Combination therapy with cgrp antagonists | |
| US20050059654A1 (en) | Method for treatment of depression and anxiety disorders by combination therapy | |
| JP2017512211A5 (https=) | ||
| JP2005507387A5 (https=) | ||
| US20240398762A1 (en) | Pharmaceutical composition with analgesic and/or antipruritic functions and application thereof | |
| JP2011521992A (ja) | アトルバスタチン４−（ニトロキシ）ブチルエステルおよび脂質低下剤を含む組成物 | |
| EP3340972A1 (en) | Method of transporting an agent across blood-brain, blood-cochlear or blood-cerebrospinal fluid barrier | |
| EP1820502A1 (en) | Active substance combination comprising azolylcarbinol compounds | |
| WO2006037061A3 (en) | Compositions and methods of using d-dopa to treat parkinson's disease | |
| CN102711797A (zh) | 治疗主动脉纤维化的组合物及方法 | |
| US20210030701A1 (en) | Use of 1,3-propanedisulfonic acid or pharmaceutically acceptable salts thereof for the treatment of sarcoidosis | |
| JP2003523993A5 (https=) |