HU177420B - Process for preparing organic iron compounds - Google Patents
Process for preparing organic iron compounds Download PDFInfo
- Publication number
- HU177420B HU177420B HU78CO352A HUCO000352A HU177420B HU 177420 B HU177420 B HU 177420B HU 78CO352 A HU78CO352 A HU 78CO352A HU CO000352 A HUCO000352 A HU CO000352A HU 177420 B HU177420 B HU 177420B
- Authority
- HU
- Hungary
- Prior art keywords
- iron
- glycine
- solution
- mol
- aqueous
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title description 3
- 150000002506 iron compounds Chemical class 0.000 title 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims abstract description 92
- 239000004471 Glycine Substances 0.000 claims abstract description 88
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 87
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical class [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 claims abstract description 82
- 229910052742 iron Inorganic materials 0.000 claims abstract description 33
- 239000007864 aqueous solution Substances 0.000 claims abstract description 14
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 14
- 239000008280 blood Substances 0.000 claims abstract description 8
- 210000004369 blood Anatomy 0.000 claims abstract description 8
- 239000000243 solution Substances 0.000 claims description 38
- 238000006243 chemical reaction Methods 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 150000002505 iron Chemical class 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000000843 powder Substances 0.000 claims description 5
- 231100000252 nontoxic Toxicity 0.000 claims description 4
- 230000003000 nontoxic effect Effects 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 3
- 238000001694 spray drying Methods 0.000 claims description 3
- 238000000354 decomposition reaction Methods 0.000 claims description 2
- 239000003929 acidic solution Substances 0.000 claims 2
- YPFNIPKMNMDDDB-UHFFFAOYSA-K 2-[2-[bis(carboxylatomethyl)amino]ethyl-(2-hydroxyethyl)amino]acetate;iron(3+) Chemical compound [Fe+3].OCCN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O YPFNIPKMNMDDDB-UHFFFAOYSA-K 0.000 claims 1
- 239000011260 aqueous acid Substances 0.000 claims 1
- 235000019441 ethanol Nutrition 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 241000124008 Mammalia Species 0.000 abstract description 13
- 239000000203 mixture Substances 0.000 abstract description 12
- 239000007787 solid Substances 0.000 abstract description 7
- 235000016709 nutrition Nutrition 0.000 abstract description 6
- 239000007788 liquid Substances 0.000 abstract description 5
- 230000001225 therapeutic effect Effects 0.000 abstract description 3
- 229960002449 glycine Drugs 0.000 description 80
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 18
- 239000013078 crystal Substances 0.000 description 15
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 239000003570 air Substances 0.000 description 8
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 8
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 7
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 7
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 7
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 7
- 229910021577 Iron(II) chloride Inorganic materials 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 235000020188 drinking water Nutrition 0.000 description 6
- 239000003651 drinking water Substances 0.000 description 6
- 229960001269 glycine hydrochloride Drugs 0.000 description 6
- 238000009472 formulation Methods 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 239000004809 Teflon Substances 0.000 description 4
- 229920006362 Teflon® Polymers 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 208000007502 anemia Diseases 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 210000001035 gastrointestinal tract Anatomy 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- -1 iron (II salt Chemical class 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 241000282414 Homo sapiens Species 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 3
- 235000021590 normal diet Nutrition 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- ZITFTYGHYGPDAV-UHFFFAOYSA-L 2-aminoacetic acid;iron(2+);sulfate Chemical compound [H+].[Fe+2].NCC([O-])=O.[O-]S([O-])(=O)=O ZITFTYGHYGPDAV-UHFFFAOYSA-L 0.000 description 2
- DJENHUUHOGXXCB-UHFFFAOYSA-N 2-butyl-6-methoxyphenol Chemical compound CCCCC1=CC=CC(OC)=C1O DJENHUUHOGXXCB-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 2
- 208000015710 Iron-Deficiency Anemia Diseases 0.000 description 2
- ACQBXHYXUFMBJP-UHFFFAOYSA-M NCC([O-])=O.[Fe+2] Chemical class NCC([O-])=O.[Fe+2] ACQBXHYXUFMBJP-UHFFFAOYSA-M 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- 241000282887 Suidae Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 235000010323 ascorbic acid Nutrition 0.000 description 2
- 239000011668 ascorbic acid Substances 0.000 description 2
- 229960005070 ascorbic acid Drugs 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 235000015872 dietary supplement Nutrition 0.000 description 2
- 150000004683 dihydrates Chemical class 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 239000008267 milk Substances 0.000 description 2
- 210000004080 milk Anatomy 0.000 description 2
- 235000013336 milk Nutrition 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 150000004682 monohydrates Chemical class 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- 150000004685 tetrahydrates Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- RFBYLSCVRUTUSB-ZZMNMWMASA-L (2r)-2-[(1s)-1,2-dihydroxyethyl]-3-hydroxy-5-oxo-2h-furan-4-olate;iron(2+) Chemical compound [Fe+2].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] RFBYLSCVRUTUSB-ZZMNMWMASA-L 0.000 description 1
- OHZCFWMJMWFNFP-ZVGUSBNCSA-L (2r,3r)-2,3-dihydroxybutanedioate;iron(2+) Chemical compound [Fe+2].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O OHZCFWMJMWFNFP-ZVGUSBNCSA-L 0.000 description 1
- WZZBNLYBHUDSHF-DHLKQENFSA-N 1-[(3s,4s)-4-[8-(2-chloro-4-pyrimidin-2-yloxyphenyl)-7-fluoro-2-methylimidazo[4,5-c]quinolin-1-yl]-3-fluoropiperidin-1-yl]-2-hydroxyethanone Chemical compound CC1=NC2=CN=C3C=C(F)C(C=4C(=CC(OC=5N=CC=CN=5)=CC=4)Cl)=CC3=C2N1[C@H]1CCN(C(=O)CO)C[C@@H]1F WZZBNLYBHUDSHF-DHLKQENFSA-N 0.000 description 1
- PFKAKHILNWLJRT-UHFFFAOYSA-H 2-hydroxypropane-1,2,3-tricarboxylate;iron(2+) Chemical compound [Fe+2].[Fe+2].[Fe+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O PFKAKHILNWLJRT-UHFFFAOYSA-H 0.000 description 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 1
- 241000881711 Acipenser sturio Species 0.000 description 1
- 239000004255 Butylated hydroxyanisole Substances 0.000 description 1
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- OVGORFFCBUIFIA-UHFFFAOYSA-N Fenipentol Chemical compound CCCCC(O)C1=CC=CC=C1 OVGORFFCBUIFIA-UHFFFAOYSA-N 0.000 description 1
- 102000001554 Hemoglobins Human genes 0.000 description 1
- 108010054147 Hemoglobins Proteins 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 206010022971 Iron Deficiencies Diseases 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- RCITVHFNWJIDNA-UHFFFAOYSA-K [NH4+].[NH4+].[NH4+].[Fe+3].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O Chemical compound [NH4+].[NH4+].[NH4+].[Fe+3].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O RCITVHFNWJIDNA-UHFFFAOYSA-K 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012080 ambient air Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000019606 astringent taste Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000011640 ferrous citrate Substances 0.000 description 1
- 235000019850 ferrous citrate Nutrition 0.000 description 1
- 239000011790 ferrous sulphate Substances 0.000 description 1
- 235000003891 ferrous sulphate Nutrition 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000011087 fumaric acid Nutrition 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- UQKCYIJPXBSQGJ-UHFFFAOYSA-L iron(2+);sulfate;tetrahydrate Chemical compound O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O UQKCYIJPXBSQGJ-UHFFFAOYSA-L 0.000 description 1
- LIKBJVNGSGBSGK-UHFFFAOYSA-N iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Fe+3].[Fe+3] LIKBJVNGSGBSGK-UHFFFAOYSA-N 0.000 description 1
- NPFOYSMITVOQOS-UHFFFAOYSA-K iron(III) citrate Chemical compound [Fe+3].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NPFOYSMITVOQOS-UHFFFAOYSA-K 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- LNOZJRCUHSPCDZ-UHFFFAOYSA-L iron(ii) acetate Chemical compound [Fe+2].CC([O-])=O.CC([O-])=O LNOZJRCUHSPCDZ-UHFFFAOYSA-L 0.000 description 1
- MVZXTUSAYBWAAM-UHFFFAOYSA-N iron;sulfuric acid Chemical compound [Fe].OS(O)(=O)=O MVZXTUSAYBWAAM-UHFFFAOYSA-N 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 229940001607 sodium bisulfite Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000009469 supplementation Effects 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000019640 taste Nutrition 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/28—Compounds containing heavy metals
- A61K31/295—Iron group metal compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
Landscapes
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Hematology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Diabetes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75900477A | 1977-01-13 | 1977-01-13 | |
| US05/847,741 US4183947A (en) | 1977-01-13 | 1977-11-02 | Nutritional and therapeutic iron composition and method of making |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HU177420B true HU177420B (en) | 1981-10-28 |
Family
ID=27116612
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU78CO352A HU177420B (en) | 1977-01-13 | 1978-01-12 | Process for preparing organic iron compounds |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4183947A (en, 2012) |
| JP (1) | JPS5396334A (en, 2012) |
| CA (1) | CA1087624A (en, 2012) |
| CH (1) | CH637913A5 (en, 2012) |
| DE (1) | DE2801098A1 (en, 2012) |
| FR (1) | FR2377414A1 (en, 2012) |
| GB (1) | GB1594109A (en, 2012) |
| HU (1) | HU177420B (en, 2012) |
| NL (1) | NL7800176A (en, 2012) |
| YU (1) | YU3578A (en, 2012) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4362710A (en) * | 1980-07-04 | 1982-12-07 | Nissan Gosei Kogyo Co., Ltd. | Feeds for baby pigs, process for preparing the same and method of breeding baby pigs |
| US4957939A (en) * | 1981-07-24 | 1990-09-18 | Schering Aktiengesellschaft | Sterile pharmaceutical compositions of gadolinium chelates useful enhancing NMR imaging |
| US4647447A (en) * | 1981-07-24 | 1987-03-03 | Schering Aktiengesellschaft | Diagnostic media |
| US4863898A (en) * | 1986-02-06 | 1989-09-05 | Albion International, Inc. | Amino acid chelated compositions for delivery to specific biological tissue sites |
| US4830716B1 (en) * | 1986-07-03 | 1999-12-07 | Albion Int | Preparation of pharmaceutical grade amino acid chelates |
| US4786510A (en) * | 1987-07-02 | 1988-11-22 | The Procter & Gamble Company | Calcium-iron mineral supplements |
| GB8718125D0 (en) * | 1987-07-30 | 1987-09-03 | Mansfield D E | Combined housing & applicator for cosmetic material |
| US5108780A (en) * | 1991-01-28 | 1992-04-28 | Brigham Young University | Enhanced thermoplastic adhesion to fibers by using plasma discharge |
| US5670344A (en) * | 1996-02-02 | 1997-09-23 | The Procter & Gamble Company | Preventing undesired color formation in iron fortified chocolate-flavored beverages by including edible acids or their salts |
| US5707670A (en) * | 1996-08-29 | 1998-01-13 | The Procter & Gamble Company | Use of bilayer forming emulsifiers in nutritional compositions comprising divalent mineral salts to minimize off-tastes and interactions with other dietary components |
| US6197815B1 (en) * | 1998-03-18 | 2001-03-06 | J.H. Biotech, Inc. | Amino acid chelates to reduce still births and increase birth weight in non-human animals |
| US6352714B1 (en) * | 2000-07-11 | 2002-03-05 | Der, Inc. | Method of producing a metal nutrient for an animal feed |
| US6710079B1 (en) | 2000-10-11 | 2004-03-23 | Albion International, Inc. | Composition and method for preparing amino acid chelates and complexes free of interfering complex ions |
| US6518240B1 (en) * | 2000-10-11 | 2003-02-11 | Albion International, Inc. | Composition and method for preparing amino acid chelates and complexes |
| US6426424B1 (en) | 2000-10-11 | 2002-07-30 | Albion International, Inc. | Composition and method for preparing granular amino acid chelates and complexes |
| US7910137B2 (en) * | 2001-11-28 | 2011-03-22 | Albion International, Inc. | Metal carnitine chelates |
| US20030158171A1 (en) * | 2001-11-28 | 2003-08-21 | Albion International, Inc. | Chelates and complexes for reduction in alcohol dependency |
| US7994217B2 (en) * | 2002-05-02 | 2011-08-09 | Xanodyne Pharmaceuticals, Inc. | Prenatal multivitamin/multimineral supplement |
| US20040214885A1 (en) * | 2003-04-28 | 2004-10-28 | Hagen Brent P. | Ferrous bisglycinate hydrochloride |
| US10258980B2 (en) | 2014-09-06 | 2019-04-16 | C Lab Pharma International, S.A. | Pure chelation process |
| ES2691523T3 (es) * | 2014-11-03 | 2018-11-27 | Lipidos Toledo S.A. | Pienso complementario de administración oral para reducir la mortalidad neonatal de los lechones y procedimiento para su obtención |
| DE102018113243A1 (de) * | 2018-06-04 | 2019-12-05 | BIOCHEM Zusatzstoffe Handels- und Produktionsgesellschaft mbH | Verfahren zur Herstellung einer Zusammensetzung enthaltend zumindest eine Metall-Aminosäure-Verbindung sowie Zusammensetzung erhältlich durch ein derartiges Verfahren |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1042596B (de) * | 1955-08-08 | 1958-11-06 | Dr Med Walter Rummel | Verfahren zur Herstellung einer Eisen (ó�)-Glykokoll-Komplexverbindung |
| US2957806A (en) * | 1959-01-06 | 1960-10-25 | Schwarz Arzneimittelfabrik G M | Process for raising blood serum iron levels and controlling anemia |
| US3168541A (en) * | 1962-03-06 | 1965-02-02 | Int Minerals & Chem Corp | Ferrous glutamate |
-
1977
- 1977-11-02 US US05/847,741 patent/US4183947A/en not_active Expired - Lifetime
- 1977-12-21 GB GB53315/77A patent/GB1594109A/en not_active Expired
- 1977-12-21 CA CA293,597A patent/CA1087624A/en not_active Expired
- 1977-12-26 FR FR7739194A patent/FR2377414A1/fr active Granted
-
1978
- 1978-01-06 NL NL7800176A patent/NL7800176A/xx not_active Application Discontinuation
- 1978-01-09 YU YU00035/78A patent/YU3578A/xx unknown
- 1978-01-11 DE DE19782801098 patent/DE2801098A1/de not_active Withdrawn
- 1978-01-12 HU HU78CO352A patent/HU177420B/hu unknown
- 1978-01-13 JP JP321778A patent/JPS5396334A/ja active Pending
- 1978-01-13 CH CH38678A patent/CH637913A5/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| YU3578A (en) | 1983-01-21 |
| DE2801098A1 (de) | 1978-07-20 |
| JPS5396334A (en) | 1978-08-23 |
| CA1087624A (en) | 1980-10-14 |
| CH637913A5 (de) | 1983-08-31 |
| US4183947A (en) | 1980-01-15 |
| FR2377414B1 (en, 2012) | 1980-08-22 |
| NL7800176A (nl) | 1978-07-17 |
| FR2377414A1 (fr) | 1978-08-11 |
| GB1594109A (en) | 1981-07-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| HU177420B (en) | Process for preparing organic iron compounds | |
| KR890000209B1 (ko) | 하이드로탈시트상 결정구조를 갖는 화합물의 수열처리된 생성물의 제조방법 | |
| KR100609526B1 (ko) | 알파 아미노 디카르복실산의 금속 착체 | |
| US6197815B1 (en) | Amino acid chelates to reduce still births and increase birth weight in non-human animals | |
| US6166071A (en) | Zinc amino acid chelates having ligands comprised of glycine and a sulfur-containing amino acids | |
| US4216143A (en) | Soluble non-ferrous metal proteinates | |
| EP0061175B1 (en) | Composition for treating iron deficiency syndrome | |
| JP2006513248A (ja) | 必須金属アミノ酸錯体の溶液を動物に補足するための組成物の製造方法 | |
| CN102099042B (zh) | 用于贫血或幽门螺杆菌感染的单独(羟基吡喃酮铁)和组合(羟基吡喃酮铁和胃肠道炎症抑制剂)组合物 | |
| JPH0460987B2 (en, 2012) | ||
| US2848366A (en) | Non-hydrated ferrous fumarate and hematinic composition thereof | |
| HU209455B (en) | Process for preparing of complexes and chelates of azithromycin antibiotic and pharmaceutical compositions containing them as active agent | |
| US6759544B2 (en) | Antimicrobially active acesulfame complexes, process for their preparation and their use | |
| EA003552B1 (ru) | Средство для регулирования йодного обмена или профилактики йоддефицитных состояний | |
| EP1536699B1 (en) | Use of metal chelates in human or animal feeding | |
| JP2001322989A (ja) | アセスルファム金属錯塩、その製造方法およびその用途 | |
| BE897574Q (fr) | Composition de fer permettant d'elever la concentration en fer du sang d'un mammifere et son procede de preparation | |
| Maiti | A review on chemical and physical properties of tetrathiomolybdate (TTM) anion drug is useful for TTM treated diseases | |
| US20020177584A1 (en) | Single pot process for preparing metal picolinates from alpha pecoline | |
| BR112018001345B1 (pt) | Suplemento alimentar, método para fornecer a animais ruminantes, suínos e aves o suplemento alimentar e processo de produção do suplemento alimentar | |
| US20180153191A1 (en) | Folic acid, metal complexes for rumen by-pass nutritional supplementation of ruminants | |
| JPH08119862A (ja) | ビスマス錯体およびそれを含有する抗菌剤 | |
| JPS6328419B2 (en, 2012) | ||
| JPS63227598A (ja) | ヘキソ−スリン酸第一鉄塩及びその製造法並びにこれを含有する鉄供給剤 | |
| HK1073647B (en) | Metal complexes of alpha amino dicarboxylic acids |