FI105033B - Förfarande för rengöring av aminometylenfosfonsyror - Google Patents
Förfarande för rengöring av aminometylenfosfonsyror Download PDFInfo
- Publication number
- FI105033B FI105033B FI903864A FI903864A FI105033B FI 105033 B FI105033 B FI 105033B FI 903864 A FI903864 A FI 903864A FI 903864 A FI903864 A FI 903864A FI 105033 B FI105033 B FI 105033B
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- FI
- Finland
- Prior art keywords
- solution
- acid
- temperature
- precipitate
- water
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 36
- 238000000746 purification Methods 0.000 title claims description 22
- -1 aminomethylene phosphonic acids Chemical class 0.000 title claims description 16
- 239000000243 solution Substances 0.000 claims description 86
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 61
- NFDRPXJGHKJRLJ-UHFFFAOYSA-N edtmp Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CCN(CP(O)(O)=O)CP(O)(O)=O NFDRPXJGHKJRLJ-UHFFFAOYSA-N 0.000 claims description 51
- 239000002244 precipitate Substances 0.000 claims description 43
- RCXMQNIDOFXYDO-UHFFFAOYSA-N [4,7,10-tris(phosphonomethyl)-1,4,7,10-tetrazacyclododec-1-yl]methylphosphonic acid Chemical compound OP(O)(=O)CN1CCN(CP(O)(O)=O)CCN(CP(O)(O)=O)CCN(CP(O)(O)=O)CC1 RCXMQNIDOFXYDO-UHFFFAOYSA-N 0.000 claims description 41
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical compound NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 claims description 22
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 18
- 238000010438 heat treatment Methods 0.000 claims description 17
- 239000002253 acid Substances 0.000 claims description 15
- 239000013078 crystal Substances 0.000 claims description 14
- 238000001914 filtration Methods 0.000 claims description 7
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 5
- 239000000908 ammonium hydroxide Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 238000001556 precipitation Methods 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 2
- 238000010992 reflux Methods 0.000 description 54
- 238000003756 stirring Methods 0.000 description 50
- 229940120146 EDTMP Drugs 0.000 description 49
- 239000012535 impurity Substances 0.000 description 23
- 238000005481 NMR spectroscopy Methods 0.000 description 18
- 239000007787 solid Substances 0.000 description 18
- 239000000725 suspension Substances 0.000 description 16
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 12
- 238000004458 analytical method Methods 0.000 description 11
- 239000000047 product Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 150000001412 amines Chemical class 0.000 description 8
- 239000011521 glass Substances 0.000 description 8
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 7
- 239000011574 phosphorus Substances 0.000 description 7
- 229910052698 phosphorus Inorganic materials 0.000 description 7
- 238000001953 recrystallisation Methods 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 6
- 238000001394 phosphorus-31 nuclear magnetic resonance spectrum Methods 0.000 description 6
- DUYCTCQXNHFCSJ-UHFFFAOYSA-N dtpmp Chemical compound OP(=O)(O)CN(CP(O)(O)=O)CCN(CP(O)(=O)O)CCN(CP(O)(O)=O)CP(O)(O)=O DUYCTCQXNHFCSJ-UHFFFAOYSA-N 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 239000002002 slurry Substances 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- YDONNITUKPKTIG-UHFFFAOYSA-N [Nitrilotris(methylene)]trisphosphonic acid Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CP(O)(O)=O YDONNITUKPKTIG-UHFFFAOYSA-N 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 239000012429 reaction media Substances 0.000 description 4
- QBPPRVHXOZRESW-UHFFFAOYSA-N 1,4,7,10-tetraazacyclododecane Chemical compound C1CNCCNCCNCCN1 QBPPRVHXOZRESW-UHFFFAOYSA-N 0.000 description 3
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000012065 filter cake Substances 0.000 description 3
- 239000008098 formaldehyde solution Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- YVPJCJLMRRTDMQ-UHFFFAOYSA-N ethyl diazoacetate Chemical compound CCOC(=O)C=[N+]=[N-] YVPJCJLMRRTDMQ-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- MGRVRXRGTBOSHW-UHFFFAOYSA-N (aminomethyl)phosphonic acid Chemical compound NCP(O)(O)=O MGRVRXRGTBOSHW-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 238000004679 31P NMR spectroscopy Methods 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241000221931 Hypomyces rosellus Species 0.000 description 1
- 229910017974 NH40H Inorganic materials 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000009920 chelation Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 230000002572 peristaltic effect Effects 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 239000012217 radiopharmaceutical Substances 0.000 description 1
- 229940121896 radiopharmaceutical Drugs 0.000 description 1
- 230000002799 radiopharmaceutical effect Effects 0.000 description 1
- 238000005215 recombination Methods 0.000 description 1
- 230000006798 recombination Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/44—Amides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6524—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having four or more nitrogen atoms as the only ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/025—Purification; Separation; Stabilisation; Desodorisation of organo-phosphorus compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
- C07F9/3817—Acids containing the structure (RX)2P(=X)-alk-N...P (X = O, S, Se)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Crystals, And After-Treatments Of Crystals (AREA)
Claims (17)
1. Förfarande för rening av etylendiamintetra-(metylenfosfonsyra) eller 1,4,7,10-tetraazacyklododekan- 5 1,4,7,10-tetra(metylenfosfonsyra), känneteck- n a t därav, att det omfattar följande steg: (a) arainofosfonsyran löses i en vattenlösning av en bas, (b) för äterutfällning av aminofosfonsyran sätts 10 lösningen, som erhällits i steg (a), tili en syralösning, som häns vid en förhöjd temperatur, (c) lösningen upphettas en tillräckligt läng tid för att säkerställa, att utfällning av aminofosfonsyran har börjat, 15 (d) aminofosfonsyrakristallerna filtreras, och (e) kristallerna tvättas med vatten.
2. Förfarande för rening av etylendiamintetra-(metylenfosfonsyra) eller 1,4,7,10-tetraazacyklododekan- 1,4,7,10-tetra(metylenfosfonsyra), känneteck- 20. a t därav, att det omfattar följande steg: (a) aminofosfonsyran löses i en vattenlösning av en bas, (b) för äterutfällning av aminofosfonsyran sätts lösningen, som erhällits i steg (a), tili en syralösning, . , 25 som hälls vid en förhöjd temperatur, « (c) aminofosfonsyrakristallerna filtreras, och (d) kristallerna tvättas med vatten.
3. Förfarande för rening av etylendiamintetra-(metylenfosfonsyra) eller 1,4,7,lO-tetraazacyklododekan- 30 1,4,7,10-tetra(metylenfosfonsyra), känneteck- ' n a t därav, att det omfattar följande steg: •« (a) aminofosfonsyran löses i en vattenlösning av en bas, (b) för äterutfällning av aminofosfonsyran sätts 35 lösningen, som erhällits i steg (a), tili en syralösning, • · 105033 (c) aminofosfonsyrakristallerna filtreras, och (d) kristallerna tvättas med vatten.
4. Förfarande enligt patentkrav 1, 2 eller 3, kännetecknat därav, att vattenlösningen av en 5 bas i steg (a) är ammoniumhydroxid.
5. Förfarande enligt nägot av patentkraven 1-4, kännetecknat därav, att syralösningen i steg (b) är en mineralsyralösning.
6. Förfarande enligt patentkrav 5, k ä n n e - 10 tecknat därav, att mineralsyran är vätekloridsyra.
7. Förfarande enligt patentkrav 6, kännetecknat därav, att pH är 0 - 4.
8. Förfarande enligt patentkrav l, kännetecknat därav, att upphettningstiden i steg (c) är 15 0,5-3 timmar.
9. Förfarande enligt patentkrav 8, kännetecknat därav, att upphettningstiden är 0,5 - 1 timmar.
10. Förfarande enligt patentkrav 1, k ä n n e -20 tecknat därav, att temperaturen i steg (c) är 35 - 105 °C.
11. Förfarande enligt patentkrav 10, kännetecknat därav, att temperaturen är 70 - 105 °C.
12. Förfarande enligt patentkrav 1, k ä n n e -25 tecknat därav, att stegen (a) - (e) uppprepas minst en gäng.
13. Förfarande enligt patentkrav 1, kännetecknat därav, att efter steg (c) och före filtreringssteget innehäller förfarandet ett steg, där 30 lösningen kyls, och den hälls kyld en tillräckligt läng tid för att aminofosfonsyran utfälls. •'
14. Förfarande enligt patentkrav 13, kännetecknat därav, att temperaturen .är mellan omgivningens temperatur och 95 °C. • · « 105033
15. Förfarande enligt patentkrav 14, k ä n n e -t e c k n a t därav, att temperaturen är mellan 25 - 45 °C.
16. Förfarande enligt patentkrav 14 eller 15, 5 kännetecknat därav, att tidsperioden är 1 - 24 timmar.
17. Förfarande enligt patentkrav 16, kännetecknat därav, att tidsperioden är 12 - 24 timmar. • I « · • ·
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI954391A FI103118B (sv) | 1989-08-04 | 1995-09-18 | Förbättrad förfarande för framställning av etylendiamintetra(metylenfo sfonsyra) |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38944189 | 1989-08-04 | ||
| US07/389,441 US4937333A (en) | 1989-08-04 | 1989-08-04 | Method for purifying aminomethylenephosphonic acids for pharmaceutical use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FI903864A0 FI903864A0 (fi) | 1990-08-03 |
| FI105033B true FI105033B (sv) | 2000-05-31 |
Family
ID=23538280
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI903864A FI105033B (sv) | 1989-08-04 | 1990-08-03 | Förfarande för rengöring av aminometylenfosfonsyror |
Country Status (38)
| Country | Link |
|---|---|
| US (1) | US4937333A (sv) |
| EP (1) | EP0411941B1 (sv) |
| JP (1) | JP2922263B2 (sv) |
| KR (2) | KR0178779B1 (sv) |
| CN (2) | CN1024196C (sv) |
| AP (1) | AP163A (sv) |
| AT (1) | ATE140459T1 (sv) |
| AU (1) | AU634267B2 (sv) |
| BG (1) | BG60519B1 (sv) |
| BR (2) | BR9003694A (sv) |
| CA (1) | CA2020950C (sv) |
| CZ (1) | CZ290556B6 (sv) |
| DD (1) | DD297414A5 (sv) |
| DE (1) | DE69027818T2 (sv) |
| DK (1) | DK0411941T3 (sv) |
| DZ (1) | DZ1436A1 (sv) |
| EG (1) | EG19250A (sv) |
| ES (1) | ES2090105T3 (sv) |
| FI (1) | FI105033B (sv) |
| GR (1) | GR3020932T3 (sv) |
| HK (1) | HK1007558A1 (sv) |
| HU (1) | HU205128B (sv) |
| IE (1) | IE902812A1 (sv) |
| IL (3) | IL110861A (sv) |
| LV (1) | LV10718B (sv) |
| MA (1) | MA21922A1 (sv) |
| NO (2) | NO178196C (sv) |
| NZ (2) | NZ247888A (sv) |
| OA (1) | OA09300A (sv) |
| PH (1) | PH26901A (sv) |
| PL (2) | PL166453B1 (sv) |
| PT (1) | PT94188B (sv) |
| RO (1) | RO105967B1 (sv) |
| RU (1) | RU1838321C (sv) |
| SA (1) | SA90110175B1 (sv) |
| SK (1) | SK379690A3 (sv) |
| YU (1) | YU47368B (sv) |
| ZA (1) | ZA905564B (sv) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4937333A (en) * | 1989-08-04 | 1990-06-26 | The Dow Chemical Company | Method for purifying aminomethylenephosphonic acids for pharmaceutical use |
| MC2260A1 (fr) * | 1990-06-18 | 1993-04-26 | Dow Chemical Co | Formulations de produits radiopharmaceutiques,leur methode d'administration et leur procede de preparation |
| EP0494603A3 (en) * | 1991-01-10 | 1993-10-20 | Hoechst Ag | Process for extractive separation of phospho- and sulphobetaines from acidic reaction solutions |
| US5410043A (en) * | 1991-12-06 | 1995-04-25 | Schering Aktiengesellschaft | Process for the production of mono-N-substituted tetraaza macrocycles |
| US5320829A (en) * | 1991-12-10 | 1994-06-14 | The Dow Chemical Company | Oral compositions for inhibiting plaque formation |
| DE4218744C2 (de) * | 1992-06-04 | 1997-11-06 | Schering Ag | Verfahren zur Herstellung von N-ß-Hxdroxyalkyl-tri-N-carboxylalkyl-1,4,7,10-tetraazacyclododecan- und N-ß-Hydroxyalkyl-tri-N-carboxyalkyl-1,4,8,11-tetraazacyclotetradecan-Derivaten und deren Metallkomplexe |
| US5495042A (en) * | 1993-11-04 | 1996-02-27 | Cytogen Corporation | Non-alkaline purification of aminophosphonic acids |
| EP1191948A2 (en) * | 1999-06-11 | 2002-04-03 | Neorx Corporation | High dose radionuclide complexes for bone marrow suppression |
| US7094885B2 (en) * | 1999-07-11 | 2006-08-22 | Neorx Corporation | Skeletal-targeted radiation to treat bone-associated pathologies |
| JP2003512331A (ja) * | 1999-10-18 | 2003-04-02 | ザ ダウ ケミカル カンパニー | 骨障害治療用アミノアルキレンホスホネート |
| US6794371B1 (en) * | 1999-10-18 | 2004-09-21 | The Dow Chemical Company | Aminoalkylenephosphonates for treatment of bone disorders |
| EP1390081A2 (en) * | 2001-01-08 | 2004-02-25 | Neorx Corporation | Therapeutic and diagnostic compounds, compositions, and methods |
| AU2003296117A1 (en) * | 2002-12-27 | 2004-07-29 | Sumitomo Chemical Company, Limited | Method and apparatus for crystallization |
| EP1778699A4 (en) * | 2004-08-10 | 2009-02-25 | Dow Global Technologies Inc | TARGETING OF CHELANTS AND CHELATES |
| CN101381377B (zh) * | 2008-10-23 | 2011-05-04 | 山东省泰和水处理有限公司 | 一种适用于电子级固体己二胺四亚甲基膦酸的制备工艺 |
| JP5581832B2 (ja) * | 2010-06-11 | 2014-09-03 | 三菱瓦斯化学株式会社 | 高純度アミノメチレンホスホン酸の製造方法 |
| CN103724373A (zh) * | 2014-01-02 | 2014-04-16 | 山东省泰和水处理有限公司 | 多聚甲醛生产氨基三亚甲基膦酸的方法 |
| US10590153B2 (en) | 2014-06-02 | 2020-03-17 | Zschimmer & Schwarz Mohsdorf GmbH & Co. KG | Process for producing crystalline DTPMP |
| DE102014210378B4 (de) | 2014-06-02 | 2018-10-04 | Zschimmer & Schwarz Mohsdorf GmbH &Co.KG. | Verfahren zur Herstellung hochreiner Aminoalkylenphosphonsäuren |
| CN113263580A (zh) * | 2021-04-23 | 2021-08-17 | 广东工业大学 | 一种多功能床头柜制造设备 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2599807A (en) * | 1950-06-01 | 1952-06-10 | Frederick C Bersworth | Alkylene polyamine methylene phosphonic acids |
| NL285361A (sv) * | 1961-11-13 | 1900-01-01 | ||
| US3738937A (en) * | 1970-05-08 | 1973-06-12 | Textilana Corp | Polyalkylene polyamino polykis methylene phosphonic acids and salts thereof and methods for producing same |
| NL7903500A (nl) * | 1979-05-04 | 1980-11-06 | Philips Nv | Verbrandingsflitslamp en flitsinrichting voorzien van verscheidene verbrandingsflitslampen. |
| JPS5775990A (en) * | 1980-10-27 | 1982-05-12 | Mitsubishi Gas Chem Co Inc | Preparation of n,n,n',n'-tetra(phosphonomethyl) diaminoalkane |
| EP0225409A1 (en) * | 1985-12-02 | 1987-06-16 | The Dow Chemical Company | Organic amine phosphonic acid complexes for the treatment of calcific tumors |
| US4937333A (en) * | 1989-08-04 | 1990-06-26 | The Dow Chemical Company | Method for purifying aminomethylenephosphonic acids for pharmaceutical use |
| GB8903023D0 (en) * | 1989-02-10 | 1989-03-30 | Parker David | Chemical compounds |
| DE3911816A1 (de) * | 1989-04-11 | 1990-10-25 | Hoechst Ag | Substituierte 1,4,7,10-tetraazacyclotridecane, verfahren zu deren herstellung sowie verwendung derselben zur markierung von substanzen mit radionukliden |
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1989
- 1989-08-04 US US07/389,441 patent/US4937333A/en not_active Expired - Lifetime
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1990
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1993
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1994
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1996
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1997
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1998
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| Date | Code | Title | Description |
|---|---|---|---|
| FG | Patent granted |
Owner name: THE DOW CHEMICAL COMPANY |
|
| PC | Transfer of assignment of patent |
Owner name: DR. REDDY S LABORATORIES (EU) LIMITED Free format text: DR. REDDY S LABORATORIES (EU) LIMITED |