JP2016520652A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2016520652A5 JP2016520652A5 JP2016518006A JP2016518006A JP2016520652A5 JP 2016520652 A5 JP2016520652 A5 JP 2016520652A5 JP 2016518006 A JP2016518006 A JP 2016518006A JP 2016518006 A JP2016518006 A JP 2016518006A JP 2016520652 A5 JP2016520652 A5 JP 2016520652A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutical composition
- bis
- amine
- independently hydrogen
- amine polymer
- 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
- 150000001412 amines Chemical class 0.000 claims description 69
- 239000008194 pharmaceutical composition Substances 0.000 claims description 64
- 229910052739 hydrogen Inorganic materials 0.000 claims description 55
- 239000001257 hydrogen Substances 0.000 claims description 55
- 229920000642 polymer Polymers 0.000 claims description 55
- 150000002431 hydrogen Chemical class 0.000 claims description 45
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 44
- 239000000872 buffer Substances 0.000 claims description 36
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 35
- 150000002500 ions Chemical class 0.000 claims description 31
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 30
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 19
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 18
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 15
- 239000011780 sodium chloride Substances 0.000 claims description 15
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 125000003277 amino group Chemical group 0.000 claims description 13
- 229910019142 PO4 Inorganic materials 0.000 claims description 12
- 125000001072 heteroaryl group Chemical group 0.000 claims description 12
- 239000010452 phosphate Substances 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- -1 taurocholate ions Chemical class 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 9
- 239000008367 deionised water Substances 0.000 claims description 9
- 229910021641 deionized water Inorganic materials 0.000 claims description 9
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 229940085991 phosphate ion Drugs 0.000 claims description 8
- 230000008961 swelling Effects 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 7
- 238000006467 substitution reaction Methods 0.000 claims description 6
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 claims description 5
- 210000004051 gastric juice Anatomy 0.000 claims description 5
- WBWWGRHZICKQGZ-HZAMXZRMSA-N taurocholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(=O)NCCS(O)(=O)=O)C)[C@@]2(C)[C@@H](O)C1 WBWWGRHZICKQGZ-HZAMXZRMSA-N 0.000 claims description 5
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 4
- 239000004971 Cross linker Substances 0.000 claims description 4
- 230000002496 gastric effect Effects 0.000 claims description 4
- 238000010526 radical polymerization reaction Methods 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 239000007853 buffer solution Substances 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- WBWWGRHZICKQGZ-UHFFFAOYSA-N Taurocholic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(=O)NCCS(O)(=O)=O)C)C1(C)C(O)C2 WBWWGRHZICKQGZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000008363 phosphate buffer Substances 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims 10
- 125000001188 haloalkyl group Chemical group 0.000 claims 7
- SXGZJKUKBWWHRA-UHFFFAOYSA-N 2-(N-morpholiniumyl)ethanesulfonate Chemical compound [O-]S(=O)(=O)CC[NH+]1CCOCC1 SXGZJKUKBWWHRA-UHFFFAOYSA-N 0.000 claims 6
- 125000004970 halomethyl group Chemical group 0.000 claims 6
- 208000010444 Acidosis Diseases 0.000 claims 5
- 125000003342 alkenyl group Chemical group 0.000 claims 5
- 125000000623 heterocyclic group Chemical group 0.000 claims 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 5
- 229920002554 vinyl polymer Polymers 0.000 claims 5
- 206010027417 Metabolic acidosis Diseases 0.000 claims 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims 4
- 239000000178 monomer Substances 0.000 claims 4
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 claims 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims 3
- 150000001555 benzenes Chemical class 0.000 claims 3
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 3
- 230000000968 intestinal effect Effects 0.000 claims 3
- 210000002966 serum Anatomy 0.000 claims 3
- 210000000813 small intestine Anatomy 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- YHRUOJUYPBUZOS-UHFFFAOYSA-N 1,3-dichloropropane Chemical compound ClCCCCl YHRUOJUYPBUZOS-UHFFFAOYSA-N 0.000 claims 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 2
- 239000007983 Tris buffer Substances 0.000 claims 2
- OTBHHUPVCYLGQO-UHFFFAOYSA-N bis(3-aminopropyl)amine Chemical compound NCCCNCCCN OTBHHUPVCYLGQO-UHFFFAOYSA-N 0.000 claims 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 claims 2
- 239000003431 cross linking reagent Substances 0.000 claims 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 150000002170 ethers Chemical class 0.000 claims 2
- 125000004404 heteroalkyl group Chemical group 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 239000011591 potassium Substances 0.000 claims 2
- 229910052700 potassium Inorganic materials 0.000 claims 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims 2
- 239000011734 sodium Substances 0.000 claims 2
- 229910052708 sodium Inorganic materials 0.000 claims 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims 1
- OPCJOXGBLDJWRM-UHFFFAOYSA-N 1,2-diamino-2-methylpropane Chemical compound CC(C)(N)CN OPCJOXGBLDJWRM-UHFFFAOYSA-N 0.000 claims 1
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 claims 1
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 claims 1
- KATAXDCYPGGJNJ-UHFFFAOYSA-N 1,3-bis(oxiran-2-ylmethoxy)propan-2-ol Chemical compound C1OC1COCC(O)COCC1CO1 KATAXDCYPGGJNJ-UHFFFAOYSA-N 0.000 claims 1
- UYBWIEGTWASWSR-UHFFFAOYSA-N 1,3-diaminopropan-2-ol Chemical compound NCC(O)CN UYBWIEGTWASWSR-UHFFFAOYSA-N 0.000 claims 1
- VEFLKXRACNJHOV-UHFFFAOYSA-N 1,3-dibromopropane Chemical compound BrCCCBr VEFLKXRACNJHOV-UHFFFAOYSA-N 0.000 claims 1
- 229940051269 1,3-dichloro-2-propanol Drugs 0.000 claims 1
- DEWLEGDTCGBNGU-UHFFFAOYSA-N 1,3-dichloropropan-2-ol Chemical compound ClCC(O)CCl DEWLEGDTCGBNGU-UHFFFAOYSA-N 0.000 claims 1
- RVJABZUDCPZPPM-UHFFFAOYSA-N 1,4,7,10,13,16-hexazacyclooctadecane Chemical compound C1CNCCNCCNCCNCCNCCN1 RVJABZUDCPZPPM-UHFFFAOYSA-N 0.000 claims 1
- QBPPRVHXOZRESW-UHFFFAOYSA-N 1,4,7,10-tetraazacyclododecane Chemical compound C1CNCCNCCNCCN1 QBPPRVHXOZRESW-UHFFFAOYSA-N 0.000 claims 1
- ITWBWJFEJCHKSN-UHFFFAOYSA-N 1,4,7-triazonane Chemical compound C1CNCCNCCN1 ITWBWJFEJCHKSN-UHFFFAOYSA-N 0.000 claims 1
- KUFDRRWNPNXBRF-UHFFFAOYSA-N 1,4,8,12-tetrazacyclopentadecane Chemical compound C1CNCCCNCCNCCCNC1 KUFDRRWNPNXBRF-UHFFFAOYSA-N 0.000 claims 1
- FQUYSHZXSKYCSY-UHFFFAOYSA-N 1,4-diazepane Chemical compound C1CNCCNC1 FQUYSHZXSKYCSY-UHFFFAOYSA-N 0.000 claims 1
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 claims 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 claims 1
- LUADETISTYMTIM-UHFFFAOYSA-N 1-(3-chloropropylamino)propan-2-ol Chemical compound CC(O)CNCCCCl LUADETISTYMTIM-UHFFFAOYSA-N 0.000 claims 1
- YQMXOIAIYXXXEE-UHFFFAOYSA-N 1-benzylpyrrolidin-3-ol Chemical compound C1C(O)CCN1CC1=CC=CC=C1 YQMXOIAIYXXXEE-UHFFFAOYSA-N 0.000 claims 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims 1
- JTINZFQXZLCHNS-UHFFFAOYSA-N 2,2-bis(oxiran-2-ylmethoxymethyl)butan-1-ol Chemical compound C1OC1COCC(CO)(CC)COCC1CO1 JTINZFQXZLCHNS-UHFFFAOYSA-N 0.000 claims 1
- DDHUNHGZUHZNKB-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diamine Chemical compound NCC(C)(C)CN DDHUNHGZUHZNKB-UHFFFAOYSA-N 0.000 claims 1
- UWMHHZFHBCYGCV-UHFFFAOYSA-N 2,3,2-tetramine Chemical compound NCCNCCCNCCN UWMHHZFHBCYGCV-UHFFFAOYSA-N 0.000 claims 1
- IVIDDMGBRCPGLJ-UHFFFAOYSA-N 2,3-bis(oxiran-2-ylmethoxy)propan-1-ol Chemical compound C1OC1COC(CO)COCC1CO1 IVIDDMGBRCPGLJ-UHFFFAOYSA-N 0.000 claims 1
- DCFMPVOLRQDQHW-UHFFFAOYSA-N 2,6-bis(oxiran-2-ylmethyl)pyrrolo[3,4-f]isoindole-1,3,5,7-tetrone Chemical compound O=C1C2=CC(C(N(CC3OC3)C3=O)=O)=C3C=C2C(=O)N1CC1CO1 DCFMPVOLRQDQHW-UHFFFAOYSA-N 0.000 claims 1
- DVPBWLLOGOINDW-UHFFFAOYSA-N 2-(5-bromo-1h-indol-3-yl)acetamide Chemical compound C1=C(Br)C=C2C(CC(=O)N)=CNC2=C1 DVPBWLLOGOINDW-UHFFFAOYSA-N 0.000 claims 1
- AMFIUYBZYJZWAU-UHFFFAOYSA-N 2-(benzhydryloxymethyl)oxirane Chemical compound C1OC1COC(C=1C=CC=CC=1)C1=CC=CC=C1 AMFIUYBZYJZWAU-UHFFFAOYSA-N 0.000 claims 1
- AGIBHMPYXXPGAX-UHFFFAOYSA-N 2-(iodomethyl)oxirane Chemical compound ICC1CO1 AGIBHMPYXXPGAX-UHFFFAOYSA-N 0.000 claims 1
- OOCUYWYPDMKZOQ-UHFFFAOYSA-N 2-(oxiran-2-yl)ethyl 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)OCCC1OC1 OOCUYWYPDMKZOQ-UHFFFAOYSA-N 0.000 claims 1
- CGWDABYOHPEOAD-UHFFFAOYSA-N 2-[(4-fluorophenoxy)methyl]oxirane Chemical compound C1=CC(F)=CC=C1OCC1OC1 CGWDABYOHPEOAD-UHFFFAOYSA-N 0.000 claims 1
- SYEWHONLFGZGLK-UHFFFAOYSA-N 2-[1,3-bis(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COCC(OCC1OC1)COCC1CO1 SYEWHONLFGZGLK-UHFFFAOYSA-N 0.000 claims 1
- HDPLHDGYGLENEI-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC1CO1 HDPLHDGYGLENEI-UHFFFAOYSA-N 0.000 claims 1
- HAZWONBCJXKAMF-UHFFFAOYSA-N 2-[1-[1,3-bis[2-(oxiran-2-ylmethoxy)propoxy]propan-2-yloxy]propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC(OCC(C)OCC1OC1)COCC(C)OCC1CO1 HAZWONBCJXKAMF-UHFFFAOYSA-N 0.000 claims 1
- KVSHGEMJMXSNTB-UHFFFAOYSA-N 2-[2,2,3,3,4,4,5,5-octafluoro-6-(oxiran-2-yl)hexyl]oxirane Chemical compound C1OC1CC(F)(F)C(F)(F)C(F)(F)C(F)(F)CC1CO1 KVSHGEMJMXSNTB-UHFFFAOYSA-N 0.000 claims 1
- GFIWSSUBVYLTRF-UHFFFAOYSA-N 2-[2-(2-hydroxyethylamino)ethylamino]ethanol Chemical compound OCCNCCNCCO GFIWSSUBVYLTRF-UHFFFAOYSA-N 0.000 claims 1
- HTJFSXYVAKSPNF-UHFFFAOYSA-N 2-[2-(oxiran-2-yl)ethyl]oxirane Chemical compound C1OC1CCC1CO1 HTJFSXYVAKSPNF-UHFFFAOYSA-N 0.000 claims 1
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 claims 1
- SEFYJVFBMNOLBK-UHFFFAOYSA-N 2-[2-[2-(oxiran-2-ylmethoxy)ethoxy]ethoxymethyl]oxirane Chemical compound C1OC1COCCOCCOCC1CO1 SEFYJVFBMNOLBK-UHFFFAOYSA-N 0.000 claims 1
- SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 claims 1
- CFHWRTNORXTUDE-UHFFFAOYSA-N 2-[6-(oxiran-2-yl)hexyl]oxirane Chemical compound C1OC1CCCCCCC1CO1 CFHWRTNORXTUDE-UHFFFAOYSA-N 0.000 claims 1
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 claims 1
- KUAUJXBLDYVELT-UHFFFAOYSA-N 2-[[2,2-dimethyl-3-(oxiran-2-ylmethoxy)propoxy]methyl]oxirane Chemical compound C1OC1COCC(C)(C)COCC1CO1 KUAUJXBLDYVELT-UHFFFAOYSA-N 0.000 claims 1
- FSYPIGPPWAJCJG-UHFFFAOYSA-N 2-[[4-(oxiran-2-ylmethoxy)phenoxy]methyl]oxirane Chemical compound C1OC1COC(C=C1)=CC=C1OCC1CO1 FSYPIGPPWAJCJG-UHFFFAOYSA-N 0.000 claims 1
- IGZBSJAMZHNHKE-UHFFFAOYSA-N 2-[[4-[bis[4-(oxiran-2-ylmethoxy)phenyl]methyl]phenoxy]methyl]oxirane Chemical compound C1OC1COC(C=C1)=CC=C1C(C=1C=CC(OCC2OC2)=CC=1)C(C=C1)=CC=C1OCC1CO1 IGZBSJAMZHNHKE-UHFFFAOYSA-N 0.000 claims 1
- TUGYYYCKWFHYSY-UHFFFAOYSA-N 2-bromo-3-ethyloxirane Chemical compound CCC1OC1Br TUGYYYCKWFHYSY-UHFFFAOYSA-N 0.000 claims 1
- FDAYLTPAFBGXAB-UHFFFAOYSA-N 2-chloro-n,n-bis(2-chloroethyl)ethanamine Chemical compound ClCCN(CCCl)CCCl FDAYLTPAFBGXAB-UHFFFAOYSA-N 0.000 claims 1
- UUODQIKUTGWMPT-UHFFFAOYSA-N 2-fluoro-5-(trifluoromethyl)pyridine Chemical compound FC1=CC=C(C(F)(F)F)C=N1 UUODQIKUTGWMPT-UHFFFAOYSA-N 0.000 claims 1
- KDRUIMNNZBMLJR-UHFFFAOYSA-N 2-isopropylaminoethylamine Chemical compound CC(C)NCCN KDRUIMNNZBMLJR-UHFFFAOYSA-N 0.000 claims 1
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 claims 1
- JOMNTHCQHJPVAZ-UHFFFAOYSA-N 2-methylpiperazine Chemical compound CC1CNCCN1 JOMNTHCQHJPVAZ-UHFFFAOYSA-N 0.000 claims 1
- BDXGMDGYOIWKIF-UHFFFAOYSA-N 2-methylpropane-1,3-diamine Chemical compound NCC(C)CN BDXGMDGYOIWKIF-UHFFFAOYSA-N 0.000 claims 1
- RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 claims 1
- KTLIZDDPOZZHCD-UHFFFAOYSA-N 3-(2-aminoethylamino)propan-1-ol Chemical compound NCCNCCCO KTLIZDDPOZZHCD-UHFFFAOYSA-N 0.000 claims 1
- PQIYSSSTRHVOBW-UHFFFAOYSA-N 3-bromopropan-1-amine;hydron;bromide Chemical compound Br.NCCCBr PQIYSSSTRHVOBW-UHFFFAOYSA-N 0.000 claims 1
- VOUJQKYOLXSFCM-UHFFFAOYSA-N 3-chloro-n-(3-chloropropyl)propan-1-amine Chemical compound ClCCCNCCCCl VOUJQKYOLXSFCM-UHFFFAOYSA-N 0.000 claims 1
- MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 claims 1
- AHIPJALLQVEEQF-UHFFFAOYSA-N 4-(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1COC(C=C1)=CC=C1N(CC1OC1)CC1CO1 AHIPJALLQVEEQF-UHFFFAOYSA-N 0.000 claims 1
- FAUAZXVRLVIARB-UHFFFAOYSA-N 4-[[4-[bis(oxiran-2-ylmethyl)amino]phenyl]methyl]-n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1CN(C=1C=CC(CC=2C=CC(=CC=2)N(CC2OC2)CC2OC2)=CC=1)CC1CO1 FAUAZXVRLVIARB-UHFFFAOYSA-N 0.000 claims 1
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 claims 1
- ZFIVKAOQEXOYFY-UHFFFAOYSA-N Diepoxybutane Chemical compound C1OC1C1OC1 ZFIVKAOQEXOYFY-UHFFFAOYSA-N 0.000 claims 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 claims 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims 1
- CJKRXEBLWJVYJD-UHFFFAOYSA-N N,N'-diethylethylenediamine Chemical compound CCNCCNCC CJKRXEBLWJVYJD-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims 1
- AIHIHVZYAAMDPM-QMMMGPOBSA-N [(2s)-oxiran-2-yl]methyl 3-nitrobenzenesulfonate Chemical compound [O-][N+](=O)C1=CC=CC(S(=O)(=O)OC[C@H]2OC2)=C1 AIHIHVZYAAMDPM-QMMMGPOBSA-N 0.000 claims 1
- MFIBZDZRPYQXOM-UHFFFAOYSA-N [dimethyl-[3-(oxiran-2-ylmethoxy)propyl]silyl]oxy-dimethyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound C1OC1COCCC[Si](C)(C)O[Si](C)(C)CCCOCC1CO1 MFIBZDZRPYQXOM-UHFFFAOYSA-N 0.000 claims 1
- 230000007950 acidosis Effects 0.000 claims 1
- 208000026545 acidosis disease Diseases 0.000 claims 1
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 claims 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 claims 1
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 238000003556 assay Methods 0.000 claims 1
- 239000011324 bead Substances 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- TXFLGZOGNOOEFZ-UHFFFAOYSA-N bis(2-chloroethyl)amine Chemical compound ClCCNCCCl TXFLGZOGNOOEFZ-UHFFFAOYSA-N 0.000 claims 1
- MRNZSTMRDWRNNR-UHFFFAOYSA-N bis(hexamethylene)triamine Chemical compound NCCCCCCNCCCCCCN MRNZSTMRDWRNNR-UHFFFAOYSA-N 0.000 claims 1
- ZDCTZXKXROPIKF-UHFFFAOYSA-N bis(silyloxysilyloxysilyloxy)silane Chemical compound [SiH3]O[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH3] ZDCTZXKXROPIKF-UHFFFAOYSA-N 0.000 claims 1
- XUCHXOAWJMEFLF-UHFFFAOYSA-N bisphenol F diglycidyl ether Chemical compound C1OC1COC(C=C1)=CC=C1CC(C=C1)=CC=C1OCC1CO1 XUCHXOAWJMEFLF-UHFFFAOYSA-N 0.000 claims 1
- IRXBNHGNHKNOJI-UHFFFAOYSA-N butanedioyl dichloride Chemical compound ClC(=O)CCC(Cl)=O IRXBNHGNHKNOJI-UHFFFAOYSA-N 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 238000004132 cross linking Methods 0.000 claims 1
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 claims 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 claims 1
- IQIJRJNHZYUQSD-UHFFFAOYSA-N ethenyl(phenyl)diazene Chemical compound C=CN=NC1=CC=CC=C1 IQIJRJNHZYUQSD-UHFFFAOYSA-N 0.000 claims 1
- XWPORILQNZQHJZ-UHFFFAOYSA-N ethyl 5-hydroxy-6,8-bis(oxiran-2-ylmethyl)-4-oxochromene-2-carboxylate Chemical compound C=1C(CC2OC2)=C2OC(C(=O)OCC)=CC(=O)C2=C(O)C=1CC1CO1 XWPORILQNZQHJZ-UHFFFAOYSA-N 0.000 claims 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 claims 1
- PWSKHLMYTZNYKO-UHFFFAOYSA-N heptane-1,7-diamine Chemical compound NCCCCCCCN PWSKHLMYTZNYKO-UHFFFAOYSA-N 0.000 claims 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims 1
- 229920001519 homopolymer Polymers 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- HAWPXGHAZFHHAD-UHFFFAOYSA-N mechlorethamine Chemical compound ClCCN(C)CCCl HAWPXGHAZFHHAD-UHFFFAOYSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- HKAXXLXZPQLQHR-UHFFFAOYSA-N n',2-dimethylpropane-1,3-diamine Chemical compound CNCC(C)CN HKAXXLXZPQLQHR-UHFFFAOYSA-N 0.000 claims 1
- QMXSDTGNCZVWTB-UHFFFAOYSA-N n',n'-bis(3-aminopropyl)propane-1,3-diamine Chemical compound NCCCN(CCCN)CCCN QMXSDTGNCZVWTB-UHFFFAOYSA-N 0.000 claims 1
- HYSQEYLBJYFNMH-UHFFFAOYSA-N n'-(2-aminoethyl)-n'-methylethane-1,2-diamine Chemical compound NCCN(C)CCN HYSQEYLBJYFNMH-UHFFFAOYSA-N 0.000 claims 1
- OTDKXAKMLKPMDA-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-[2-[bis[2-[bis(3-aminopropyl)amino]ethyl]amino]ethyl]propane-1,3-diamine Chemical compound NCCCN(CCCN)CCN(CCN(CCCN)CCCN)CCN(CCCN)CCCN OTDKXAKMLKPMDA-UHFFFAOYSA-N 0.000 claims 1
- KMBPCQSCMCEPMU-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-methylpropane-1,3-diamine Chemical compound NCCCN(C)CCCN KMBPCQSCMCEPMU-UHFFFAOYSA-N 0.000 claims 1
- DFPGBRPWDZFIPP-UHFFFAOYSA-N n'-butylethane-1,2-diamine Chemical compound CCCCNCCN DFPGBRPWDZFIPP-UHFFFAOYSA-N 0.000 claims 1
- SCZVXVGZMZRGRU-UHFFFAOYSA-N n'-ethylethane-1,2-diamine Chemical compound CCNCCN SCZVXVGZMZRGRU-UHFFFAOYSA-N 0.000 claims 1
- KFIGICHILYTCJF-UHFFFAOYSA-N n'-methylethane-1,2-diamine Chemical compound CNCCN KFIGICHILYTCJF-UHFFFAOYSA-N 0.000 claims 1
- QHJABUZHRJTCAR-UHFFFAOYSA-N n'-methylpropane-1,3-diamine Chemical compound CNCCCN QHJABUZHRJTCAR-UHFFFAOYSA-N 0.000 claims 1
- KFDIDIIKNMZLRZ-UHFFFAOYSA-N n'-propan-2-ylpropane-1,3-diamine Chemical compound CC(C)NCCCN KFDIDIIKNMZLRZ-UHFFFAOYSA-N 0.000 claims 1
- XLDKUDAXZWHPFH-UHFFFAOYSA-N n,n'-bis(3-aminopropyl)butane-1,4-diamine;hydron;tetrachloride Chemical compound Cl.Cl.Cl.Cl.NCCCNCCCCNCCCN XLDKUDAXZWHPFH-UHFFFAOYSA-N 0.000 claims 1
- GAXGZXPYWABFNX-UHFFFAOYSA-N n,n'-bis(3-chloropropyl)ethane-1,2-diamine Chemical compound ClCCCNCCNCCCCl GAXGZXPYWABFNX-UHFFFAOYSA-N 0.000 claims 1
- MFIGJRRHGZYPDD-UHFFFAOYSA-N n,n'-di(propan-2-yl)ethane-1,2-diamine Chemical compound CC(C)NCCNC(C)C MFIGJRRHGZYPDD-UHFFFAOYSA-N 0.000 claims 1
- KVKFRMCSXWQSNT-UHFFFAOYSA-N n,n'-dimethylethane-1,2-diamine Chemical compound CNCCNC KVKFRMCSXWQSNT-UHFFFAOYSA-N 0.000 claims 1
- KGHYGBGIWLNFAV-UHFFFAOYSA-N n,n'-ditert-butylethane-1,2-diamine Chemical compound CC(C)(C)NCCNC(C)(C)C KGHYGBGIWLNFAV-UHFFFAOYSA-N 0.000 claims 1
- ZKEGVCJAZHCGTG-UHFFFAOYSA-N n,n,n',n'-tetrakis(2-aminoethyl)propane-1,3-diamine Chemical group NCCN(CCN)CCCN(CCN)CCN ZKEGVCJAZHCGTG-UHFFFAOYSA-N 0.000 claims 1
- LYBWJVKFJAIODE-UHFFFAOYSA-N n,n,n',n'-tetrakis(3-aminopropyl)butane-1,4-diamine Chemical compound NCCCN(CCCN)CCCCN(CCCN)CCCN LYBWJVKFJAIODE-UHFFFAOYSA-N 0.000 claims 1
- JAYXSROKFZAHRQ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1CN(C=1C=CC=CC=1)CC1CO1 JAYXSROKFZAHRQ-UHFFFAOYSA-N 0.000 claims 1
- UQUPIHHYKUEXQD-UHFFFAOYSA-N n,n′-dimethyl-1,3-propanediamine Chemical compound CNCCCNC UQUPIHHYKUEXQD-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- NOQXXYIGRPAZJC-UHFFFAOYSA-N oxiran-2-ylmethyl 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)OCC1OC1 NOQXXYIGRPAZJC-UHFFFAOYSA-N 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- WTSXICLFTPPDTL-UHFFFAOYSA-N pentane-1,3-diamine Chemical compound CCC(N)CCN WTSXICLFTPPDTL-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- RHPBLLCTOLJFPH-UHFFFAOYSA-N piperidin-2-ylmethanamine Chemical compound NCC1CCCCN1 RHPBLLCTOLJFPH-UHFFFAOYSA-N 0.000 claims 1
- 229920002755 poly(epichlorohydrin) Polymers 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 150000003871 sulfonates Chemical class 0.000 claims 1
- 230000002459 sustained effect Effects 0.000 claims 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims 1
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 claims 1
- 230000002452 interceptive effect Effects 0.000 description 5
- 125000001475 halogen functional group Chemical group 0.000 description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361831445P | 2013-06-05 | 2013-06-05 | |
| US61/831,445 | 2013-06-05 | ||
| PCT/US2014/041152 WO2014197725A1 (en) | 2013-06-05 | 2014-06-05 | Proton-binding polymers for oral administration |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018233254A Division JP6759316B2 (ja) | 2013-06-05 | 2018-12-13 | 経口投与用プロトン結合ポリマー |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016520652A JP2016520652A (ja) | 2016-07-14 |
| JP2016520652A5 true JP2016520652A5 (enExample) | 2017-07-13 |
| JP6453860B2 JP6453860B2 (ja) | 2019-01-16 |
Family
ID=51212941
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016518006A Active JP6453860B2 (ja) | 2013-06-05 | 2014-06-05 | 経口投与用プロトン結合ポリマー |
| JP2018233254A Active JP6759316B2 (ja) | 2013-06-05 | 2018-12-13 | 経口投与用プロトン結合ポリマー |
| JP2020147224A Active JP7075455B2 (ja) | 2013-06-05 | 2020-09-02 | 経口投与用プロトン結合ポリマー |
| JP2022079329A Active JP7588871B2 (ja) | 2013-06-05 | 2022-05-13 | 経口投与用プロトン結合ポリマー |
| JP2024194308A Pending JP2025024009A (ja) | 2013-06-05 | 2024-11-06 | 経口投与用プロトン結合ポリマー |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018233254A Active JP6759316B2 (ja) | 2013-06-05 | 2018-12-13 | 経口投与用プロトン結合ポリマー |
| JP2020147224A Active JP7075455B2 (ja) | 2013-06-05 | 2020-09-02 | 経口投与用プロトン結合ポリマー |
| JP2022079329A Active JP7588871B2 (ja) | 2013-06-05 | 2022-05-13 | 経口投与用プロトン結合ポリマー |
| JP2024194308A Pending JP2025024009A (ja) | 2013-06-05 | 2024-11-06 | 経口投与用プロトン結合ポリマー |
Country Status (26)
| Country | Link |
|---|---|
| US (8) | US9205107B2 (enExample) |
| EP (4) | EP3578185B1 (enExample) |
| JP (5) | JP6453860B2 (enExample) |
| KR (5) | KR102633597B1 (enExample) |
| CN (3) | CN105377270B (enExample) |
| AU (3) | AU2014274817B2 (enExample) |
| BR (1) | BR112015030142B1 (enExample) |
| CA (1) | CA2912911C (enExample) |
| CY (3) | CY1119611T1 (enExample) |
| DK (3) | DK3287133T3 (enExample) |
| ES (3) | ES2834485T3 (enExample) |
| HK (1) | HK1251151B (enExample) |
| HR (3) | HRP20171590T1 (enExample) |
| HU (3) | HUE051198T2 (enExample) |
| IL (3) | IL242758B (enExample) |
| LT (3) | LT3578185T (enExample) |
| MX (3) | MX364785B (enExample) |
| NO (1) | NO2905572T3 (enExample) |
| PL (2) | PL3287133T3 (enExample) |
| PT (3) | PT3578185T (enExample) |
| RS (2) | RS61005B1 (enExample) |
| RU (1) | RU2728778C2 (enExample) |
| SI (3) | SI3003327T1 (enExample) |
| SM (2) | SMT201900391T1 (enExample) |
| TR (1) | TR201909355T4 (enExample) |
| WO (1) | WO2014197725A1 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102633597B1 (ko) | 2013-06-05 | 2024-02-06 | 트리시다, 인크. | 경구 투여를 위한 양성자-결합 중합체 |
| IL322207A (en) * | 2014-12-10 | 2025-09-01 | Tricida Inc | Proton-binding polymers for oral administration |
| IL262660B2 (en) * | 2016-05-06 | 2024-04-01 | Tricida Inc | Compositions for and method of treating acid-base disorders |
| JP6792640B2 (ja) | 2016-12-28 | 2020-11-25 | 富士フイルム株式会社 | 窒素原子含有ポリマー又はその塩の乳化液、その製造方法、及び粒子の製造方法 |
| US10934380B1 (en) | 2017-09-25 | 2021-03-02 | Tricida, Inc. | Crosslinked poly(allylamine) polymer pharmaceutical compositions |
| EP3698799B1 (en) | 2017-10-16 | 2022-01-26 | FUJIFILM Corporation | Hyperphosphatemia treatment agent |
| IL319146A (en) * | 2017-11-03 | 2025-04-01 | Tricida Inc | Compositions for and method of treating acid-base disorders |
| CA3080143A1 (en) * | 2017-11-03 | 2019-05-09 | Tricida, Inc. | Method of treating acid-base disorders |
| MA51628A (fr) * | 2018-06-04 | 2021-03-17 | Tricida Inc | Méthode de traitement de troubles de l'équilibre acido-basique |
| CN114450364A (zh) * | 2019-07-19 | 2022-05-06 | 阿卡特肖勒公司 | 分子上定义明确的抗生物污损和聚离子涂层 |
| BR112023017628A2 (pt) | 2021-03-01 | 2023-12-05 | Tricida Inc | Composições farmacêuticas de polímero de poli(alilamina) reticulado |
| SI4053179T1 (sl) | 2021-03-01 | 2026-01-30 | Renosis, Inc. | Farmacevtski sestavki iz premreženega poli(alilaminskega) polimera |
| WO2023109825A1 (zh) * | 2021-12-14 | 2023-06-22 | 上海石趣医药科技有限公司 | 氧化银和/或其水合物在制备药物中的用途 |
| CN115260355A (zh) * | 2022-05-16 | 2022-11-01 | 江苏中天药业有限公司 | 一种阴离子交换树脂、其制备方法、该树脂与药物的复合物和其掩味制剂 |
| KR20240128205A (ko) | 2023-02-17 | 2024-08-26 | 주식회사 쓰리디코리아 | 손잡이가 있는 운동기구용 개인별 맞춤형 그립 제조방법 및 그로써 제조된 개인별 맞춤형 그립 |
| KR102902381B1 (ko) | 2023-03-21 | 2025-12-23 | 지니에듀테크 주식회사 | 개인별 맞춤형 그립 형상이 형성된 운동기구용 손잡이 |
| CN117164854B (zh) * | 2023-07-07 | 2026-02-27 | 中国科学院长春应用化学研究所 | 一种交联型聚酰亚胺及其制备方法 |
Family Cites Families (125)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050090553A1 (en) | 1992-06-30 | 2005-04-28 | Shapiro Howard K. | Compositions and method for treatment of chronic inflammatory diseases |
| US6444221B1 (en) | 1992-06-30 | 2002-09-03 | Howard K. Shapiro | Methods of treating chronic inflammatory diseases using carbonyl trapping agents |
| US5534259A (en) * | 1993-07-08 | 1996-07-09 | Liposome Technology, Inc. | Polymer compound and coated particle composition |
| US5496545A (en) | 1993-08-11 | 1996-03-05 | Geltex Pharmaceuticals, Inc. | Phosphate-binding polymers for oral administration |
| US5667775A (en) | 1993-08-11 | 1997-09-16 | Geltex Pharmaceuticals, Inc. | Phosphate-binding polymers for oral administration |
| US5648355A (en) | 1994-02-09 | 1997-07-15 | Kos Pharmaceutical, Inc. | Method of treatment of endogenous, painful gastrointestinal conditions of non-inflammatory, non-ulcerative origin |
| TW474813B (en) | 1994-06-10 | 2002-02-01 | Geltex Pharma Inc | Alkylated composition for removing bile salts from a patient |
| EP0786993B1 (en) | 1994-10-17 | 2002-06-05 | Peter W. Stacpoole | Compositions comprising carbonate/bicarbonate buffered dichloroacetic acid and their use in the treatment of metabolic and cardiovascular disorders |
| US20020006899A1 (en) | 1998-10-06 | 2002-01-17 | Pospisilik Andrew J. | Use of dipeptidyl peptidase IV effectors for lowering blood pressure in mammals |
| US5753706A (en) | 1996-12-16 | 1998-05-19 | Hsu; Chen Hsing | Methods for treating renal failure |
| AUPO758297A0 (en) | 1997-06-27 | 1997-07-24 | Rowe, James Baber | Control of acidic gut syndrome |
| US6726905B1 (en) | 1997-11-05 | 2004-04-27 | Genzyme Corporation | Poly (diallylamines)-based phosphate binders |
| ES2356342T3 (es) * | 1998-01-05 | 2011-04-07 | The University Of Washington | Mejora de transporte utilizando agentes de alteración de membrana. |
| WO1999040990A1 (en) | 1998-02-17 | 1999-08-19 | University Of Maryland | Anion binding polymers and the use thereof |
| US6485703B1 (en) | 1998-07-31 | 2002-11-26 | The Texas A&M University System | Compositions and methods for analyte detection |
| US6271264B1 (en) | 1998-12-01 | 2001-08-07 | Geltex Pharmaceuticals, Inc. | Polymers containing spirobicyclic ammonium moieties as bile acid sequestrants |
| US6733780B1 (en) | 1999-10-19 | 2004-05-11 | Genzyme Corporation | Direct compression polymer tablet core |
| GB9927088D0 (en) | 1999-11-17 | 2000-01-12 | Secr Defence | Use of poly(diallylamine) polymers |
| US20040059065A1 (en) | 2000-03-09 | 2004-03-25 | Takeshi Goto | Crosslinked anion-exchange resin or salt thereof |
| WO2001066607A1 (en) | 2000-03-09 | 2001-09-13 | Hisamitsu Pharmaceutical Co., Inc. | Crosslinked anion-exchange resin or salt thereof and phosphorus adsorbent comprising the same |
| AU2001241095A1 (en) | 2000-03-13 | 2001-09-24 | Hisamitsu Pharmaceutical Co. Inc. | Preventives and/or remedies for hyperphosphatemia |
| JP2002028737A (ja) | 2000-07-07 | 2002-01-29 | Fujitsu Ltd | プレス打ち抜き加工方法及びプレス打ち抜き加工装置 |
| BR0209020A (pt) * | 2001-04-18 | 2004-08-10 | Genzyme Corp | Composição farmacêutica de polialilamina |
| CA2444347A1 (en) | 2001-04-18 | 2002-10-31 | Genzyme Corporation | Method for treating gout and binding uric acid |
| JP2005519949A (ja) | 2002-03-11 | 2005-07-07 | ノバルティス アクチエンゲゼルシャフト | ナテグリニドの塩 |
| EP1597276A4 (en) | 2003-02-10 | 2006-11-29 | Autogen Res Pty Ltd | Therapeutic molecules |
| TWI335218B (en) | 2003-02-19 | 2011-01-01 | Panion & Bf Biotech Inc | Ferric organic compounds, uses thereof and methods of making same |
| CN1540136A (zh) * | 2003-10-27 | 2004-10-27 | 华东理工大学 | 一种评价微生物驱油能力的方法 |
| US7449605B2 (en) | 2003-11-03 | 2008-11-11 | Ilypsa, Inc. | Crosslinked amine polymers |
| US7385012B2 (en) | 2003-11-03 | 2008-06-10 | Ilypsa, Inc. | Polyamine polymers |
| US7767768B2 (en) | 2003-11-03 | 2010-08-03 | Ilypsa, Inc. | Crosslinked amine polymers |
| US7335795B2 (en) | 2004-03-22 | 2008-02-26 | Ilypsa, Inc. | Crosslinked amine polymers |
| US7459502B2 (en) | 2003-11-03 | 2008-12-02 | Ilypsa, Inc. | Pharmaceutical compositions comprising crosslinked polyamine polymers |
| US7608674B2 (en) * | 2003-11-03 | 2009-10-27 | Ilypsa, Inc. | Pharmaceutical compositions comprising cross-linked small molecule amine polymers |
| CA2551528A1 (en) | 2003-12-31 | 2005-07-21 | Genzyme Corporation | Enteric coated aliphatic amine polymer bile acid sequestrants |
| US20080248012A1 (en) | 2004-01-29 | 2008-10-09 | Keio University | Erythrocyte Function Modifying Substance |
| US7854924B2 (en) | 2004-03-30 | 2010-12-21 | Relypsa, Inc. | Methods and compositions for treatment of ion imbalances |
| US8282960B2 (en) | 2004-03-30 | 2012-10-09 | Relypsa, Inc. | Ion binding compositions |
| US7556799B2 (en) | 2004-03-30 | 2009-07-07 | Relypsa, Inc. | Ion binding polymers and uses thereof |
| KR101153035B1 (ko) | 2004-03-30 | 2012-06-11 | 리립사, 인크. | 이온 결합 조성물 |
| US7429394B2 (en) | 2004-03-30 | 2008-09-30 | Relypsa, Inc. | Ion binding compositions |
| US8192758B2 (en) | 2004-03-30 | 2012-06-05 | Relypsa, Inc. | Ion binding compositions |
| US8399025B2 (en) | 2004-06-04 | 2013-03-19 | Board Of Regents, The University Of Texas System | Polyamine modified particles |
| PL1771191T3 (pl) | 2004-07-19 | 2014-08-29 | Nutricia Nv | Preparat do zastosowania asparaginianu i witaminy B12 lub biotyny do regulowania poziomu ciał ketonowych |
| DE102004035808A1 (de) | 2004-07-21 | 2006-03-16 | Kasch, Helmut, Dr. | Ammoniumsalze und Ammoniumsalz-Mineralsalzchlatrate als Transport- und Wirkform für pharmazeutische-medizinische und als Phasentransfermittel für chemische Anwendungen |
| US8569277B2 (en) | 2004-08-11 | 2013-10-29 | Palo Alto Investors | Methods of treating a subject for a condition |
| US20070293429A1 (en) | 2004-10-08 | 2007-12-20 | Therapei Pharmaceuticals, Inc. | Vasoactive Intestinal Polypeptide Compositions |
| US20080214440A1 (en) | 2004-10-08 | 2008-09-04 | Forbes Medi-Tech (Research), Inc. | Vasoactive intestinal polypeptide compositions |
| ES2342947T3 (es) * | 2004-10-13 | 2010-07-19 | Ilypsa, Inc. | Polimeros de amina reticulados. |
| US7985418B2 (en) | 2004-11-01 | 2011-07-26 | Genzyme Corporation | Aliphatic amine polymer salts for tableting |
| ITME20040015A1 (it) | 2004-12-07 | 2005-03-07 | Vincenzo Savica | Chewing gum, caramelle gommose, pastiglie, compresse a lento rilascio di chelanti fosfato e/o fosforo salivare e capsule a lento rilascio di chelanti fosfato e/o fosforo a livello gastroenterico. |
| US20080312156A1 (en) * | 2005-01-18 | 2008-12-18 | Duke University | In-Situ Crosslinkable Elastin-Like Polypeptides for Defect Filling in Cartilaginous Tissue Repair |
| EP1898922A4 (en) | 2005-07-04 | 2012-03-14 | Ramu Krishnan | MEDICINE OR IMPROVED PHARMACEUTICAL COMPOUNDS AND PREPARATION THEREOF |
| NZ566743A (en) | 2005-08-18 | 2010-07-30 | Globoasia Llc | Pharmaceutical-grade ferric organic compounds, uses thereof and methods of making same |
| JP2009507019A (ja) | 2005-09-02 | 2009-02-19 | ジェンザイム・コーポレーション | リン酸塩を除去する方法およびそれに使用される重合体 |
| WO2007038801A2 (en) | 2005-09-30 | 2007-04-05 | Ilypsa, Inc. | Monovalent cation-binding compositions comprising core-shell particles having crosslinked poly-vinylic shells, and methods of use thereof |
| CN101321519A (zh) * | 2005-09-30 | 2008-12-10 | 伊立普萨公司 | 制备含有交联壳的核-壳型复合物的方法及其得到的核-壳型复合物 |
| JP2009510126A (ja) * | 2005-09-30 | 2009-03-12 | レリプサ， インコーポレイテッド | 哺乳類の胃腸管からカリウムイオンを選択的に除去するための方法および組成物 |
| EP1946763B1 (en) | 2005-11-08 | 2013-08-21 | Ajinomoto Co., Inc. | Promoter for recovery from anesthesia |
| CA2626734A1 (en) | 2005-11-08 | 2007-05-18 | Genzyme Corporation | Magnesium-containing polymers for the treatment of hyperphosphatemia |
| ITMI20052461A1 (it) | 2005-12-22 | 2007-06-23 | Univ Degli Studi Milano | Sistemi microparticellari per la somministrazione orale di sostanze biologicamente attive |
| RU2008136081A (ru) | 2006-02-14 | 2010-03-20 | Тева Фармасьютикл Индастриес Лтд. (Il) | Фармацевтические составы с алифатическими аминными полимерами и способы их производства |
| JP2009536246A (ja) | 2006-05-05 | 2009-10-08 | ゲンズイメ コーポレーション | ホスフェート捕捉剤としてのアミン縮合重合体 |
| US20100135950A1 (en) | 2006-07-05 | 2010-06-03 | Genzyme Corporation | Iron(II)-Containing Treatments for Hyperphosphatemia |
| US20100124542A1 (en) | 2006-07-18 | 2010-05-20 | Genzyme Corporation | Amine dendrimers |
| CN101541235A (zh) * | 2006-07-18 | 2009-09-23 | 基酶有限公司 | 胺类树状物 |
| US8391873B2 (en) | 2006-07-21 | 2013-03-05 | Qualcomm Incorporated | Systems and methods for coordinating supplementary services for voice telephone calls in a centralized fashion |
| AU2007281433A1 (en) | 2006-08-04 | 2008-02-07 | Nastech Pharmaceutical Company Inc. | Compositions for intranasal delivery of human insulin and uses thereof |
| EP2441779A1 (en) | 2006-09-01 | 2012-04-18 | USV Limited | Process for the preparation of sevelamer hydrochloride and formulation thereof |
| US7964182B2 (en) * | 2006-09-01 | 2011-06-21 | USV, Ltd | Pharmaceutical compositions comprising phosphate-binding polymer |
| WO2008027551A2 (en) * | 2006-09-01 | 2008-03-06 | Genzyme Corporation | Dendrimer compositions |
| US7868045B2 (en) | 2006-09-06 | 2011-01-11 | Sucampo Ag | Method for promoting gastrointestinal bicarbonate secretion |
| BRPI0717545A2 (pt) | 2006-09-29 | 2013-10-22 | Gezyme Corp | Composição farmacêutica, método para tratar uma doença, polímero de amida, rede de polímero, e, método para preparar um polímero de amida |
| JP2010513271A (ja) | 2006-12-14 | 2010-04-30 | ゲンズイメ コーポレーション | アミド−アミンポリマー組成物 |
| US20100129309A1 (en) | 2007-02-23 | 2010-05-27 | Dhal Pradeep K | Amine polymer compositions |
| US20080207766A1 (en) | 2007-02-27 | 2008-08-28 | Agi Therapeutics Research Ltd. | Methods and compositions for treating at least one upper gastrointestinal symptom |
| US20100196305A1 (en) | 2007-03-08 | 2010-08-05 | Dhal Pradeep K | Sulfone polymer compositions |
| TWI445540B (zh) | 2007-04-20 | 2014-07-21 | Ajinomoto Kk | 抗低體溫組成物 |
| EP2152277A1 (en) | 2007-04-27 | 2010-02-17 | Genzyme Corporation | Amido-amine dendrimer compositions |
| WO2009005838A2 (en) | 2007-07-02 | 2009-01-08 | Cognate3 Llc | Process for the preparation of a non-corrosive base solution and methods of using same |
| JPWO2009008480A1 (ja) * | 2007-07-11 | 2010-09-09 | 東レ株式会社 | 架橋ポリアリルアミン又はその酸付加塩、及びその医薬用途 |
| EP2016947A1 (en) | 2007-07-17 | 2009-01-21 | Chemo Ibérica, S.A. | Novel one step process for preparing cross-linked poly(allylamine) polymers |
| WO2009023544A2 (en) | 2007-08-10 | 2009-02-19 | Ilypsa, Inc. | Dosage unit anion-exchange polymer pharmaceutical compositions |
| US20090181359A1 (en) * | 2007-10-25 | 2009-07-16 | Lou Sheng C | Method of performing ultra-sensitive immunoassays |
| US20090156647A1 (en) | 2007-12-12 | 2009-06-18 | Iovate T. & P. Inc. | Method for maintaining physiological pH levels during intensive physical exercise |
| JP2011506449A (ja) | 2007-12-14 | 2011-03-03 | ジェンザイム コーポレーション | コーティング医薬組成物 |
| PA8807201A1 (es) | 2007-12-14 | 2009-07-23 | Genzyme Corp | Composiciones farmaceuticas |
| WO2009097127A1 (en) | 2008-01-31 | 2009-08-06 | Genzyme Corporation | Pharmaceutical compositions |
| US20100035992A1 (en) | 2008-03-11 | 2010-02-11 | Rajiv Bhushan | Methods and Compositions for Treating Inflammation and Inflammation-Related Pathologies |
| BRPI0911041A2 (pt) | 2008-04-08 | 2016-07-05 | Usv Ltd | processo para a preparação de sal de polímero de amina |
| EP2265238B1 (en) | 2008-04-11 | 2012-01-11 | GP Investimenti S.r.l. | Handpiece for ultrasound treatments of human tissue |
| WO2009154747A1 (en) | 2008-06-20 | 2009-12-23 | Genzyme Corporation | Pharmaceutical compositions |
| DE102008030046A1 (de) | 2008-06-25 | 2009-12-31 | Ratiopharm Gmbh | Kompaktiertes Polyallylamin-Polymer |
| US20100008988A1 (en) | 2008-07-14 | 2010-01-14 | Glenmark Generics, Ltd. | Tablet compositions of amine polymers |
| UY32030A (es) | 2008-08-06 | 2010-03-26 | Boehringer Ingelheim Int | "tratamiento para diabetes en pacientes inapropiados para terapia con metformina" |
| WO2010022381A1 (en) | 2008-08-22 | 2010-02-25 | Relypsa, Inc. | Treating hyperkalemia with crosslinked cation exchange polymers of improved physical properties |
| WO2010022380A2 (en) | 2008-08-22 | 2010-02-25 | Relypsa, Inc. | Linear polyol stabilized polyfluoroacrylate compositions |
| BRPI0920515B1 (pt) | 2008-09-25 | 2018-03-20 | Vive Nano, Inc. | Composição compreendendo nanopartícula de polímero e composto ativo agrícola |
| US20110268666A1 (en) | 2008-09-29 | 2011-11-03 | Yissum Research Development Company of the Research University of Jerusalem, Ltd. | Novel gastroretentive delivery system |
| WO2010059384A1 (en) | 2008-10-30 | 2010-05-27 | Janssen Pharmaceutica Nv | Process for the preparation of tri-substituted pyridine and tri-substituted pyrimidine derivatives useful as gdir agonists |
| US20100166861A1 (en) | 2008-12-29 | 2010-07-01 | Kelly Noel Lynch | Pharmaceutical formulations of sevalamer, or salts thereof, and copovidone |
| US20110081413A1 (en) | 2009-01-22 | 2011-04-07 | Ashok Omray | Pharmaceutical Compositions Comprising Phosphate-Binding Polymer |
| CA2777682C (en) | 2009-10-13 | 2015-02-24 | The Regents Of The University Of Michigan | Dendrimer compositions and methods of synthesis |
| DK2490675T3 (en) | 2009-10-22 | 2019-04-29 | Synthon Bv | Pharmaceutical compositions with sevelamer |
| KR20120103689A (ko) | 2009-12-07 | 2012-09-19 | 아이언우드 파마슈티컬스, 인코포레이티드 | 위장 장애의 치료 |
| RU2017106587A (ru) * | 2010-02-24 | 2019-01-21 | Релипса, Инк. | Аминосодержащие полимеры для применения в качестве секвестрантов желчных кислот |
| BR112012021448A2 (pt) * | 2010-02-24 | 2016-05-31 | Relypsa Inc | polímero de amina, método para tratar doença, método de remoção de sais biliares de um indivíduo animal, método para melhorar o controle glicêmico em um indivíduo, e, processo para preparar o polímero de amina. |
| ES2549513T3 (es) * | 2010-02-24 | 2015-10-28 | Relypsa, Inc. | Polivinilamina, polialilamina y polietilenimina reticuladas para uso como secuestradores de ácidos biliares |
| RU2417782C1 (ru) * | 2010-03-03 | 2011-05-10 | Федеральное государственное образовательное учреждение высшего профессионального образования "Белгородская государственная сельскохозяйственная академия" | Способ лечения ацидоза рубца |
| IT1406068B1 (it) | 2010-07-22 | 2014-02-06 | Medestea Int Spa | Polidesossiribonucleotidi (pdrn) per l'impiego nel trattamento di condizioni di acidosi e composizioni a base di polidesossiribonucleotidi per il suddetto impiego |
| US20140072983A1 (en) * | 2010-08-10 | 2014-03-13 | Amgen Inc. | Dual function in vitro target binding assay for the detection of neutralizing antibodies against target antibodies |
| WO2012027331A1 (en) | 2010-08-27 | 2012-03-01 | Ironwood Pharmaceuticals, Inc. | Compositions and methods for treating or preventing metabolic syndrome and related diseases and disorders |
| KR101238210B1 (ko) | 2011-06-30 | 2013-03-04 | 엘지전자 주식회사 | 이동 단말기 |
| US20130137772A1 (en) | 2011-11-29 | 2013-05-30 | Raymond J. Bergeron | Hydroxypolyamine salts |
| SG11201408521WA (en) | 2012-06-21 | 2015-01-29 | Keryx Biopharmaceuticals Inc | Use of ferric citrate in the treatment of chronic kidney disease patients |
| ES3059226T3 (en) | 2012-10-08 | 2026-03-19 | Vifor Int Ltd | Potassium-binding agents for treating hypertension and hyperkalemia |
| KR102633597B1 (ko) | 2013-06-05 | 2024-02-06 | 트리시다, 인크. | 경구 투여를 위한 양성자-결합 중합체 |
| CN105873583A (zh) | 2013-11-04 | 2016-08-17 | 凯克斯生物制药公司 | 用于降低慢性肾病患者的心力衰竭的枸橼酸铁 |
| IL322207A (en) | 2014-12-10 | 2025-09-01 | Tricida Inc | Proton-binding polymers for oral administration |
| IL262660B2 (en) | 2016-05-06 | 2024-04-01 | Tricida Inc | Compositions for and method of treating acid-base disorders |
| IL319146A (en) | 2017-11-03 | 2025-04-01 | Tricida Inc | Compositions for and method of treating acid-base disorders |
| CA3080143A1 (en) | 2017-11-03 | 2019-05-09 | Tricida, Inc. | Method of treating acid-base disorders |
| MA51628A (fr) | 2018-06-04 | 2021-03-17 | Tricida Inc | Méthode de traitement de troubles de l'équilibre acido-basique |
| WO2019236639A1 (en) | 2018-06-04 | 2019-12-12 | Tricida, Inc. | Method of treating acid-base disorders |
| WO2019236124A1 (en) | 2018-06-04 | 2019-12-12 | Tricida, Inc. | Method of treating acid-base disorders |
-
2014
- 2014-06-05 KR KR1020237024806A patent/KR102633597B1/ko active Active
- 2014-06-05 PL PL17177221T patent/PL3287133T3/pl unknown
- 2014-06-05 WO PCT/US2014/041152 patent/WO2014197725A1/en not_active Ceased
- 2014-06-05 RS RS20201307A patent/RS61005B1/sr unknown
- 2014-06-05 HU HUE19169259A patent/HUE051198T2/hu unknown
- 2014-06-05 LT LTEP19169259.9T patent/LT3578185T/lt unknown
- 2014-06-05 KR KR1020157036999A patent/KR102318910B1/ko active Active
- 2014-06-05 MX MX2015016527A patent/MX364785B/es active IP Right Grant
- 2014-06-05 TR TR2019/09355T patent/TR201909355T4/tr unknown
- 2014-06-05 ES ES19169259T patent/ES2834485T3/es active Active
- 2014-06-05 EP EP19169259.9A patent/EP3578185B1/en active Active
- 2014-06-05 HR HRP20171590TT patent/HRP20171590T1/hr unknown
- 2014-06-05 SI SI201430466T patent/SI3003327T1/en unknown
- 2014-06-05 PT PT191692599T patent/PT3578185T/pt unknown
- 2014-06-05 EP EP20183421.5A patent/EP3812761B1/en active Active
- 2014-06-05 LT LTEP17177221.3T patent/LT3287133T/lt unknown
- 2014-06-05 LT LTEP14742001.2T patent/LT3003327T/lt unknown
- 2014-06-05 DK DK17177221.3T patent/DK3287133T3/da active
- 2014-06-05 RS RS20190806A patent/RS59033B1/sr unknown
- 2014-06-05 PL PL14742001T patent/PL3003327T3/pl unknown
- 2014-06-05 EP EP14742001.2A patent/EP3003327B1/en active Active
- 2014-06-05 CN CN201480032395.1A patent/CN105377270B/zh active Active
- 2014-06-05 BR BR112015030142-8A patent/BR112015030142B1/pt active IP Right Grant
- 2014-06-05 EP EP17177221.3A patent/EP3287133B1/en active Active
- 2014-06-05 CN CN202010780604.8A patent/CN111671767B/zh active Active
- 2014-06-05 SI SI201431698T patent/SI3578185T1/sl unknown
- 2014-06-05 KR KR1020247033799A patent/KR102941408B1/ko active Active
- 2014-06-05 HU HUE14742001A patent/HUE034836T2/en unknown
- 2014-06-05 MX MX2019005300A patent/MX387845B/es unknown
- 2014-06-05 KR KR1020217034420A patent/KR20210131457A/ko not_active Ceased
- 2014-06-05 RU RU2015155596A patent/RU2728778C2/ru active
- 2014-06-05 HU HUE17177221A patent/HUE043999T2/hu unknown
- 2014-06-05 SM SM20190391T patent/SMT201900391T1/it unknown
- 2014-06-05 AU AU2014274817A patent/AU2014274817B2/en active Active
- 2014-06-05 ES ES14742001.2T patent/ES2646271T3/es active Active
- 2014-06-05 CN CN202010780603.3A patent/CN111671766B/zh active Active
- 2014-06-05 CA CA2912911A patent/CA2912911C/en active Active
- 2014-06-05 PT PT147420012T patent/PT3003327T/pt unknown
- 2014-06-05 ES ES17177221T patent/ES2733493T3/es active Active
- 2014-06-05 DK DK14742001.2T patent/DK3003327T3/en active
- 2014-06-05 SI SI201431241T patent/SI3287133T1/sl unknown
- 2014-06-05 PT PT17177221T patent/PT3287133T/pt unknown
- 2014-06-05 KR KR1020247003745A patent/KR102717667B1/ko active Active
- 2014-06-05 JP JP2016518006A patent/JP6453860B2/ja active Active
- 2014-06-05 DK DK19169259.9T patent/DK3578185T3/da active
- 2014-06-05 SM SM20200596T patent/SMT202000596T1/it unknown
- 2014-06-23 US US14/311,852 patent/US9205107B2/en active Active
-
2015
- 2015-01-27 NO NO15000230A patent/NO2905572T3/no unknown
- 2015-11-18 US US14/944,844 patent/US9925214B2/en active Active
- 2015-11-24 IL IL242758A patent/IL242758B/en active IP Right Grant
- 2015-12-01 MX MX2021013880A patent/MX2021013880A/es unknown
-
2017
- 2017-09-26 US US15/715,934 patent/US9993500B2/en active Active
- 2017-11-06 CY CY20171101159T patent/CY1119611T1/el unknown
-
2018
- 2018-06-07 US US16/002,306 patent/US10391118B2/en active Active
- 2018-06-07 US US16/002,269 patent/US10363268B2/en active Active
- 2018-08-16 HK HK18110550.1A patent/HK1251151B/en unknown
- 2018-12-13 JP JP2018233254A patent/JP6759316B2/ja active Active
-
2019
- 2019-04-04 US US16/375,843 patent/US10369169B1/en active Active
- 2019-06-14 HR HRP20191074TT patent/HRP20191074T1/hr unknown
- 2019-07-04 CY CY20191100694T patent/CY1121801T1/el unknown
- 2019-08-16 US US16/542,969 patent/US11197887B2/en active Active
- 2019-08-22 AU AU2019219800A patent/AU2019219800B1/en active Active
- 2019-12-04 AU AU2019275584A patent/AU2019275584B2/en active Active
-
2020
- 2020-01-09 IL IL271932A patent/IL271932B/en active IP Right Grant
- 2020-09-02 JP JP2020147224A patent/JP7075455B2/ja active Active
- 2020-10-20 IL IL278183A patent/IL278183B/en unknown
- 2020-10-30 CY CY20201101028T patent/CY1123673T1/el unknown
- 2020-11-02 HR HRP20201767TT patent/HRP20201767T1/hr unknown
-
2021
- 2021-12-09 US US17/546,339 patent/US20220096534A1/en not_active Abandoned
-
2022
- 2022-05-13 JP JP2022079329A patent/JP7588871B2/ja active Active
-
2024
- 2024-11-06 JP JP2024194308A patent/JP2025024009A/ja active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| HRP20201767T1 (hr) | Polimeri koji vežu protone za oralnu primjenu | |
| HRP20210204T1 (hr) | Polimeri koji povezuju protone za oralnu primjenu | |
| KR100843362B1 (ko) | 증폭성 및 내부 관능성이 증진된 수지상 중합체 | |
| ES2402438T3 (es) | Polímeros de intercambio aniónico, procedimientos para su fabricación y materiales preparados a partir de los mismos | |
| JP2013520562A5 (enExample) | ||
| JPS60195123A (ja) | 高分子量および低分子量のポリオキシアルキレンポリアミン硬化剤の組合せを含むエポキシ樹脂 | |
| Zhang et al. | Ring-opening polymerization for hyperbranched polycationic gene delivery vectors with excellent serum tolerance | |
| JP2013520986A5 (enExample) | ||
| JP2004526778A5 (enExample) | ||
| BR102019025378B1 (pt) | Composição, processo para produzir uma composição e uso da mesma | |
| EP2016114A2 (en) | Amine condensation polymers as phosphate sequestrants | |
| EP0103392A1 (en) | Fortified epoxy resin compositions and process for the preparation thereof | |
| US20130266533A1 (en) | Sulfone polymer compositions | |
| Ahn et al. | One‐pot synthesis of hyperbranched polyamines based on novel amino glycidyl ether | |
| JP2022037143A5 (enExample) | ||
| ES2285467T3 (es) | Procedimiento para la preparacion de prepolimeros a base de polisulfuros y poliepoxidos. | |
| Yi et al. | Diol glycidyl ether-bridged cyclens: preparation and their applications in gene delivery | |
| JPS6337122A (ja) | フェニルグリシジルエ−テルで変性されたポリオキシアルキレンジアミン類及びこれを含有して成るエポキシ樹脂組成物 | |
| Monnery et al. | Synthesis and Properties of Polyalkylenimines | |
| Pokatilov et al. | Network polymers based on tetrazolylethyl cellulose ether | |
| Leiske | Cationic Poly (2‐oxazoline) s | |
| JPS6366290B2 (enExample) |