JP2010533758A - 架橋ポリ（アリルアミン）ポリマーを調製するための新規な一工程方法 - Google Patents
架橋ポリ（アリルアミン）ポリマーを調製するための新規な一工程方法 Download PDFInfo
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- JP2010533758A JP2010533758A JP2010516501A JP2010516501A JP2010533758A JP 2010533758 A JP2010533758 A JP 2010533758A JP 2010516501 A JP2010516501 A JP 2010516501A JP 2010516501 A JP2010516501 A JP 2010516501A JP 2010533758 A JP2010533758 A JP 2010533758A
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- Prior art keywords
- acid
- salt
- allylamine
- formula
- polymer
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- 238000000034 method Methods 0.000 title claims abstract description 123
- 229920000642 polymer Polymers 0.000 title claims abstract description 55
- 229920000083 poly(allylamine) Polymers 0.000 title claims abstract description 41
- 150000003839 salts Chemical class 0.000 claims abstract description 75
- 150000001875 compounds Chemical class 0.000 claims abstract description 44
- 238000004519 manufacturing process Methods 0.000 claims abstract description 18
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 15
- 239000003814 drug Substances 0.000 claims abstract description 15
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims description 64
- 229920006037 cross link polymer Polymers 0.000 claims description 46
- 239000002245 particle Substances 0.000 claims description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 39
- 239000002904 solvent Substances 0.000 claims description 37
- 230000008569 process Effects 0.000 claims description 35
- 239000000203 mixture Substances 0.000 claims description 34
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 30
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 30
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 27
- 239000007787 solid Substances 0.000 claims description 26
- 239000004094 surface-active agent Substances 0.000 claims description 26
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 24
- -1 azo compound Chemical class 0.000 claims description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 18
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 16
- 229910019142 PO4 Inorganic materials 0.000 claims description 16
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 16
- 239000003999 initiator Substances 0.000 claims description 16
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 15
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 15
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 15
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 15
- 239000010452 phosphate Substances 0.000 claims description 15
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 14
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 14
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 14
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 13
- 238000003756 stirring Methods 0.000 claims description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 12
- 238000001914 filtration Methods 0.000 claims description 12
- 208000010444 Acidosis Diseases 0.000 claims description 10
- 206010027417 Metabolic acidosis Diseases 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 9
- LBSPZZSGTIBOFG-UHFFFAOYSA-N bis[2-(4,5-dihydro-1h-imidazol-2-yl)propan-2-yl]diazene;dihydrochloride Chemical compound Cl.Cl.N=1CCNC=1C(C)(C)N=NC(C)(C)C1=NCCN1 LBSPZZSGTIBOFG-UHFFFAOYSA-N 0.000 claims description 9
- 150000002170 ethers Polymers 0.000 claims description 9
- 239000003960 organic solvent Substances 0.000 claims description 9
- VTAKZNRDSPNOAU-UHFFFAOYSA-M 2-(chloromethyl)oxirane;hydron;prop-2-en-1-amine;n-prop-2-enyldecan-1-amine;trimethyl-[6-(prop-2-enylamino)hexyl]azanium;dichloride Chemical compound Cl.[Cl-].NCC=C.ClCC1CO1.CCCCCCCCCCNCC=C.C[N+](C)(C)CCCCCCNCC=C VTAKZNRDSPNOAU-UHFFFAOYSA-M 0.000 claims description 8
- 229920002905 Colesevelam Polymers 0.000 claims description 8
- 102000006335 Phosphate-Binding Proteins Human genes 0.000 claims description 8
- 108010058514 Phosphate-Binding Proteins Proteins 0.000 claims description 8
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 8
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 8
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 8
- 239000000194 fatty acid Substances 0.000 claims description 8
- 229930195729 fatty acid Natural products 0.000 claims description 8
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 8
- KRKNYBCHXYNGOX-UHFFFAOYSA-M 3-carboxy-2-(carboxymethyl)-2-hydroxypropanoate Chemical compound OC(=O)CC(O)(C(O)=O)CC([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-M 0.000 claims description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 7
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 7
- 108010007979 Glycocholic Acid Proteins 0.000 claims description 7
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 7
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 claims description 7
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 7
- 235000010323 ascorbic acid Nutrition 0.000 claims description 7
- 239000011668 ascorbic acid Substances 0.000 claims description 7
- RFDAIACWWDREDC-FRVQLJSFSA-N glycocholic 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)NCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 RFDAIACWWDREDC-FRVQLJSFSA-N 0.000 claims description 7
- 229930195733 hydrocarbon Natural products 0.000 claims description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 claims description 7
- 229910017604 nitric acid Inorganic materials 0.000 claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- ZNSIZMQNQCNRBW-UHFFFAOYSA-N sevelamer Chemical group NCC=C.ClCC1CO1 ZNSIZMQNQCNRBW-UHFFFAOYSA-N 0.000 claims description 7
- 239000012453 solvate Substances 0.000 claims description 7
- 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 7
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 7
- 238000011282 treatment Methods 0.000 claims description 7
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-L 2-(carboxymethyl)-2-hydroxysuccinate Chemical compound [O-]C(=O)CC(O)(C(=O)O)CC([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-L 0.000 claims description 6
- NLMKTBGFQGKQEV-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hexadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO NLMKTBGFQGKQEV-UHFFFAOYSA-N 0.000 claims description 6
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 6
- 239000003833 bile salt Substances 0.000 claims description 6
- 229940093761 bile salts Drugs 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims description 6
- 150000004820 halides Chemical class 0.000 claims description 6
- 229920000728 polyester Polymers 0.000 claims description 6
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- 239000005711 Benzoic acid Substances 0.000 claims description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 5
- RFDAIACWWDREDC-UHFFFAOYSA-N Na salt-Glycocholic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(=O)NCC(O)=O)C)C1(C)C(O)C2 RFDAIACWWDREDC-UHFFFAOYSA-N 0.000 claims description 5
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 5
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims description 5
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 5
- 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 5
- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 claims description 5
- 235000011054 acetic acid Nutrition 0.000 claims description 5
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- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 5
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- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims description 5
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- ZFSPZXXKYPTSTJ-UHFFFAOYSA-N 5-methyl-2-propan-2-yl-4,5-dihydro-1h-imidazole Chemical compound CC(C)C1=NCC(C)N1 ZFSPZXXKYPTSTJ-UHFFFAOYSA-N 0.000 claims description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- 239000004971 Cross linker Substances 0.000 claims description 3
- 150000001450 anions Chemical class 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- BHQCQFFYRZLCQQ-OELDTZBJSA-M cholate 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-])=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-M 0.000 claims description 3
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- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Polymers OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 2
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- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 2
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- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 claims description 2
- IJCWFDPJFXGQBN-RYNSOKOISA-N [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-octadecanoyloxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCCCCCCCCCCCC IJCWFDPJFXGQBN-RYNSOKOISA-N 0.000 claims description 2
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- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 2
- 239000011877 solvent mixture Substances 0.000 claims description 2
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
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- 239000000758 substrate Substances 0.000 abstract description 4
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- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
- C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
- C07C215/18—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with hydroxy groups and at least two amino groups bound to the carbon skeleton
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- A61P3/00—Drugs for disorders of the metabolism
- A61P3/12—Drugs for disorders of the metabolism for electrolyte homeostasis
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a single or double bond to nitrogen
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a single or double bond to nitrogen
- C08F226/04—Diallylamine
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07112604A EP2016947A1 (en) | 2007-07-17 | 2007-07-17 | Novel one step process for preparing cross-linked poly(allylamine) polymers |
| PCT/EP2008/059303 WO2009010531A1 (en) | 2007-07-17 | 2008-07-16 | Novel one step process for preparing cross-linked poly(allylamine) polymers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010533758A true JP2010533758A (ja) | 2010-10-28 |
| JP2010533758A5 JP2010533758A5 (enExample) | 2011-07-14 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010516501A Pending JP2010533758A (ja) | 2007-07-17 | 2008-07-16 | 架橋ポリ（アリルアミン）ポリマーを調製するための新規な一工程方法 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US8394416B2 (enExample) |
| EP (2) | EP2016947A1 (enExample) |
| JP (1) | JP2010533758A (enExample) |
| KR (1) | KR20100051616A (enExample) |
| CN (1) | CN101743012B (enExample) |
| AT (1) | ATE493136T1 (enExample) |
| BR (1) | BRPI0813829A2 (enExample) |
| CA (1) | CA2697130A1 (enExample) |
| DE (1) | DE602008004259D1 (enExample) |
| DK (1) | DK2175866T3 (enExample) |
| ES (1) | ES2358381T3 (enExample) |
| HR (1) | HRP20110181T1 (enExample) |
| PL (1) | PL2175866T3 (enExample) |
| PT (1) | PT2175866E (enExample) |
| SI (1) | SI2175866T1 (enExample) |
| WO (1) | WO2009010531A1 (enExample) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8404784B2 (en) * | 2008-12-03 | 2013-03-26 | Navinta Llc | Manufacturing process of making polymeric amine salts |
| EP2443157A1 (en) * | 2009-06-16 | 2012-04-25 | Watson Pharma Private Limited | Processes for the preparation of sevelamer carbonate |
| IT1404163B1 (it) * | 2011-02-01 | 2013-11-15 | Chemi Spa | Processo per la preparazione di poliallilamine reticolate o loro sali farmaceuticamente accettabili |
| CN102796262B (zh) * | 2011-05-24 | 2014-11-12 | 北大方正集团有限公司 | 一种碳酸司维拉姆的制备方法 |
| CN102796259B (zh) * | 2011-05-24 | 2014-11-12 | 北大方正集团有限公司 | 碳酸司维拉姆的制备方法 |
| CN103012789B (zh) * | 2011-09-23 | 2015-02-25 | 北大方正集团有限公司 | 烟酸司维拉姆的制备方法 |
| CN102675510B (zh) * | 2012-05-28 | 2014-04-02 | 诚达药业股份有限公司 | 司维拉姆的合成工艺 |
| CN102942646B (zh) * | 2012-10-26 | 2016-06-29 | 青岛正大海尔制药有限公司 | 一种高分子聚合物的合成与分离纯化方法 |
| ES2733493T3 (es) | 2013-06-05 | 2019-11-29 | Tricida Inc | Polímeros de unión a protones para la administración oral |
| CN104448139B (zh) * | 2014-11-21 | 2016-08-17 | 新发药业有限公司 | 一种盐酸考来维仑的制备方法 |
| IL322207A (en) | 2014-12-10 | 2025-09-01 | Tricida Inc | Proton-binding polymers for oral administration |
| MA41202A (fr) * | 2014-12-18 | 2017-10-24 | Genzyme Corp | Copolymères polydiallymine réticulé pour le traitement du diabète de type 2 |
| MA44875A (fr) | 2016-05-06 | 2019-03-13 | Tricida Inc | Compositions pour le traitement de troubles acido-basiques |
| CN106008813B (zh) * | 2016-06-15 | 2017-11-14 | 新发药业有限公司 | 溶液聚合制备盐酸考来维仑的方法 |
| KR101853260B1 (ko) * | 2016-11-29 | 2018-06-14 | 주식회사 퍼슨 | 세벨라머 카보네이트의 제조방법 |
| WO2018124264A1 (ja) | 2016-12-28 | 2018-07-05 | 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 |
| CN110831984B (zh) * | 2017-07-05 | 2023-06-06 | 日东纺绩株式会社 | 高纯度烯丙胺（共）聚合物及其制造方法 |
| US10934380B1 (en) | 2017-09-25 | 2021-03-02 | Tricida, Inc. | Crosslinked poly(allylamine) polymer pharmaceutical compositions |
| JP6992084B2 (ja) | 2017-10-16 | 2022-01-13 | 富士フイルム株式会社 | 高リン血症治療剤 |
| WO2019090176A1 (en) * | 2017-11-03 | 2019-05-09 | Tricida, Inc. | Compositions for and method of treating acid-base disorders |
| CN108751208B (zh) * | 2018-06-05 | 2020-06-30 | 山东师范大学 | 一种无表面活性剂微乳液制备的单分散二氧化硅纳米球及其制备方法 |
| ES2980624T3 (es) * | 2021-08-24 | 2024-10-02 | Waterstone Pharmaceuticals Wuhan Co Ltd | Polímeros, composiciones y métodos para tratar hiperuricemia |
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| JPH03232872A (ja) * | 1990-02-06 | 1991-10-16 | Toshiba Silicone Co Ltd | Ｎ―アルケニル―ｎ―グリシジル（メタ）アクリルアミド化合物の製造方法 |
| JPH0525208A (ja) * | 1991-07-23 | 1993-02-02 | Nippon Kayaku Co Ltd | 多孔性ポリマーの製造方法 |
| JPH07206688A (ja) * | 1994-01-24 | 1995-08-08 | Rohm & Haas Co | 架橋アニオン交換粒子及び該粒子を製造する方法 |
| JPH10330427A (ja) * | 1997-05-28 | 1998-12-15 | Nitto Boseki Co Ltd | アリルアミン重合体 |
| EP0764174B1 (en) * | 1994-06-10 | 1999-09-01 | Geltex Pharmaceuticals, Inc. | Process for removing bile salts from a patient and alkylated compositions therefor |
| JPH11512074A (ja) * | 1995-06-06 | 1999-10-19 | ジェルテックス ファーマシューティカルズ，インコーポレイテッド | 経口投与用リン酸塩捕捉ポリマー |
| EP0716606B1 (en) * | 1993-08-11 | 2001-08-29 | Geltex Pharmaceuticals, Inc. | Phosphate-binding polymers for oral administration |
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2007
- 2007-07-17 EP EP07112604A patent/EP2016947A1/en not_active Withdrawn
-
2008
- 2008-07-16 PT PT08775124T patent/PT2175866E/pt unknown
- 2008-07-16 US US12/668,758 patent/US8394416B2/en not_active Expired - Fee Related
- 2008-07-16 EP EP08775124A patent/EP2175866B1/en not_active Not-in-force
- 2008-07-16 ES ES08775124T patent/ES2358381T3/es active Active
- 2008-07-16 CN CN2008800248423A patent/CN101743012B/zh not_active Expired - Fee Related
- 2008-07-16 HR HR20110181T patent/HRP20110181T1/hr unknown
- 2008-07-16 JP JP2010516501A patent/JP2010533758A/ja active Pending
- 2008-07-16 SI SI200830184T patent/SI2175866T1/sl unknown
- 2008-07-16 KR KR1020107001256A patent/KR20100051616A/ko not_active Ceased
- 2008-07-16 AT AT08775124T patent/ATE493136T1/de active
- 2008-07-16 BR BRPI0813829-0A2A patent/BRPI0813829A2/pt not_active IP Right Cessation
- 2008-07-16 CA CA2697130A patent/CA2697130A1/en not_active Abandoned
- 2008-07-16 DK DK08775124.4T patent/DK2175866T3/da active
- 2008-07-16 DE DE602008004259T patent/DE602008004259D1/de active Active
- 2008-07-16 WO PCT/EP2008/059303 patent/WO2009010531A1/en not_active Ceased
- 2008-07-16 PL PL08775124T patent/PL2175866T3/pl unknown
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| JPS4816357B1 (enExample) * | 1969-10-27 | 1973-05-21 | ||
| JPH03232872A (ja) * | 1990-02-06 | 1991-10-16 | Toshiba Silicone Co Ltd | Ｎ―アルケニル―ｎ―グリシジル（メタ）アクリルアミド化合物の製造方法 |
| JPH0525208A (ja) * | 1991-07-23 | 1993-02-02 | Nippon Kayaku Co Ltd | 多孔性ポリマーの製造方法 |
| EP0716606B1 (en) * | 1993-08-11 | 2001-08-29 | Geltex Pharmaceuticals, Inc. | Phosphate-binding polymers for oral administration |
| JPH07206688A (ja) * | 1994-01-24 | 1995-08-08 | Rohm & Haas Co | 架橋アニオン交換粒子及び該粒子を製造する方法 |
| EP0764174B1 (en) * | 1994-06-10 | 1999-09-01 | Geltex Pharmaceuticals, Inc. | Process for removing bile salts from a patient and alkylated compositions therefor |
| JPH11512074A (ja) * | 1995-06-06 | 1999-10-19 | ジェルテックス ファーマシューティカルズ，インコーポレイテッド | 経口投与用リン酸塩捕捉ポリマー |
| JPH10330427A (ja) * | 1997-05-28 | 1998-12-15 | Nitto Boseki Co Ltd | アリルアミン重合体 |
| JP2002234912A (ja) * | 1998-10-12 | 2002-08-23 | Chugai Pharmaceut Co Ltd | リン酸結合性ポリマー及びそれを使用した製剤 |
| WO2007035313A2 (en) * | 2005-09-15 | 2007-03-29 | Genzyme Corporation | Sachet formulation for amine polymers |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101743012B (zh) | 2012-07-04 |
| DK2175866T3 (da) | 2011-04-04 |
| EP2175866A1 (en) | 2010-04-21 |
| HK1140945A1 (en) | 2010-10-29 |
| DE602008004259D1 (de) | 2011-02-10 |
| CA2697130A1 (en) | 2009-01-22 |
| WO2009010531A1 (en) | 2009-01-22 |
| HRP20110181T1 (hr) | 2011-04-30 |
| SI2175866T1 (sl) | 2011-04-29 |
| BRPI0813829A2 (pt) | 2015-01-06 |
| CN101743012A (zh) | 2010-06-16 |
| PT2175866E (pt) | 2011-04-01 |
| ES2358381T3 (es) | 2011-05-10 |
| KR20100051616A (ko) | 2010-05-17 |
| US8394416B2 (en) | 2013-03-12 |
| EP2016947A1 (en) | 2009-01-21 |
| US20100183732A1 (en) | 2010-07-22 |
| PL2175866T3 (pl) | 2011-05-31 |
| ATE493136T1 (de) | 2011-01-15 |
| EP2175866B1 (en) | 2010-12-29 |
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