CH640823A5 - Bis-(2-ammonio-2-idrossimetil-1,3-propandiolo)(2r-cis)-(3-metilossiranil)fosfonato. - Google Patents
Bis-(2-ammonio-2-idrossimetil-1,3-propandiolo)(2r-cis)-(3-metilossiranil)fosfonato. Download PDFInfo
- Publication number
- CH640823A5 CH640823A5 CH601579A CH601579A CH640823A5 CH 640823 A5 CH640823 A5 CH 640823A5 CH 601579 A CH601579 A CH 601579A CH 601579 A CH601579 A CH 601579A CH 640823 A5 CH640823 A5 CH 640823A5
- Authority
- CH
- Switzerland
- Prior art keywords
- cis
- hydroxymethyl
- methyloxyranyl
- propanediol
- salt
- Prior art date
Links
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 title claims 7
- YMDXZJFXQJVXBF-STHAYSLISA-N fosfomycin Chemical compound C[C@@H]1O[C@@H]1P(O)(O)=O YMDXZJFXQJVXBF-STHAYSLISA-N 0.000 claims 7
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 5
- 238000002360 preparation method Methods 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 4
- 238000003756 stirring Methods 0.000 claims 3
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims 3
- 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
- ZQNPDAVSHFGLIQ-UHFFFAOYSA-N calcium;hydrate Chemical compound O.[Ca] ZQNPDAVSHFGLIQ-UHFFFAOYSA-N 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 239000011734 sodium Substances 0.000 claims 2
- 229910052708 sodium Inorganic materials 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 244000052616 bacterial pathogen Species 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 230000003115 biocidal effect Effects 0.000 claims 1
- 230000036765 blood level Effects 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 159000000007 calcium salts Chemical class 0.000 claims 1
- 230000001186 cumulative effect Effects 0.000 claims 1
- 238000000921 elemental analysis Methods 0.000 claims 1
- 230000002349 favourable effect Effects 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 229960000308 fosfomycin Drugs 0.000 claims 1
- 235000006408 oxalic acid Nutrition 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 238000011084 recovery Methods 0.000 claims 1
- 230000002485 urinary effect Effects 0.000 claims 1
- 238000003828 vacuum filtration Methods 0.000 claims 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
- C07F9/65502—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a three-membered ring
- C07F9/65505—Phosphonic acids containing oxirane groups; esters thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/62—Quaternary ammonium compounds
- C07C211/63—Quaternary ammonium compounds having quaternised nitrogen atoms bound to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Oncology (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Communicable Diseases (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
640823
2
Claims (3)
- RIVENDICAZIONI 1. Il bis-(2-ammonio-2-idrossimetil-l,3-propandiolo)(2R-cis)-(3-metilossiraniI) fosfonato di formula0HO-CH,ho-ch2-c-nh.HO-CH,X®NH32 / 2
- 2. Processo per la preparazione del bis-(2-ammonio-2--idrossimetil-l,3-propandiolo)(2R-cis)(3-metilossiranil)fosfo-nato, caratterizzato dal fatto che l'acido (2R-cis)(3-metilossi-ranil) fosfonico od un suo sale viene fatto reagire con il 2-amino-2-idrossimetil-l,3-propandiolo od un suo sale.
- 3. Composizione farmaceutica comprendente il bis-(2--ammonio-2-idrossimetil-l,3-propandiolo)(2R-cis)-(3-metil-ossiranil)fosfonato in miscela con uno o più agenti leganti terapeuticamente accettabili, eccipienti e/o supporti.il bis-(2-ammonio-2-idrossimetil-l,3-propandiolo)(2R-cis)--(3-metilossiranil)fosfonato, è risultato avere una tollerabilità e biodisponibilità notevolmente più favorevoli di quelle dei sali di sodio e di calcio della Fosfomicina. 5 Più particolarmente, la biodisponibilità del sale di Fosfomicina della presente invenzione, nell'uomo, è risultata almeno 200 % (cioè il doppio) in confronto con quella degli altri sali della Fosfomicina, sia in termini di ricupero comu-lativo urinario dell'antibiotico attivo, sia in termini di area io sotto il livello sanguigno vs. la curva tempo.La preparazione del sale di Fosfomicina della presente invenzione si può effettuare secondo i metodi generalmente usati in chimica e ben noti al tecnico del ramo.Per esempio, si può preparare per reazione di doppio 15 scambio tra il sale di calcio monoidrato dell'acido (2R-cis)--(3-metillosiranil)fosfonico e l'ossalato del 2-ammino-2-idros-simetil-l,3-propandiolo.La preparazione del sale della presente invenzione è illustrata nel seguente esempio, che però non limita in alcun 20 modo la presente invenzione.La presente invenzione si riferisce ad un nuovo sale dell'acido (2R-cis)-(3-metilossiranil)fosfonico ed alla sua preparazione.Più particolarmente, la presente invenzione si riferisce al bis-(2-ammonio-2-idrossimetil-l,3-propandiolo)(2R-cis)--(3-metilossiranil)fosfonato di formulaHO-CHHO-CH—C-NH2I 3HO-CHe alla sua preparazione.L'acido (2R-cis)-(3-metilossiranil)fosfonico, il cui nome comune è Fosfomicina (Merk-Index - 9a Edizione - 4110), sarà anche indicato qui di seguito con questo nome.I sali di sodio e di calcio della Fosfomicina sono largamente usati in campo umano e veterinario per impedire lo sviluppo di batteri patogeni gram-positivi e gram-negativi.II sale di Fosfomicina secondo la presente invenzione,EsempioSi sospendono in 320 mi di acqua a 60°C sotto agitazione 105,9 g di sale di calcio monoidrato dell'acido (2R-cis)-25 -(3-metilossiranil)fosfonico e si addiziona gradualmente una soluzione di 145 g 2-ammino-2-idrossimetil-l,3-propandioIo e di 49 g di acido ossalico in 270 mi di acqua.Si lascia quindi raffreddare a temperatura ambiente e si continua l'agitazione per sette ore.30 Dopo una notte a +4°C, si filtra su Theorite n. 5 sotto vuoto ed il filtrato si evapora a secchezza.Il residuo si riprende con 500 mi di etanolo assoluto e si rifluisce sotto agitazione per un'ora.Si raffredda e si raccoglie per filtrazione sotto vuoto il 35 cristallino bianco separatosi.Si secca il prodotto per 10 ore a 60°C sotto vuoto.Si ottengono 185 g di bis-(2-ammonio-2-idrossimetil-l,3--propandiolo)(2R-cis)-(3-metilossiranil)fosfonato. P.f. = 146-148°C.40 L'analisi elementare ha dato i seguenti risultati:trov.% C 34,55 H 7,64 N 7,20per CuH2gN2O10Pcalc.% C 34,74 H 7,69 N 7,37 45 [«V° = -3,3° (C = 10%)v
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT25853/78A IT1112282B (it) | 1978-07-19 | 1978-07-19 | Bis-(2-ammonio-2-idrossimetil-1,3-propandiolo)(2r-cis)-(3-metilossiranil)fosfonato |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH640823A5 true CH640823A5 (it) | 1984-01-31 |
Family
ID=11217928
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH601579A CH640823A5 (it) | 1978-07-19 | 1979-06-27 | Bis-(2-ammonio-2-idrossimetil-1,3-propandiolo)(2r-cis)-(3-metilossiranil)fosfonato. |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4727065A (it) |
| JP (1) | JPS5517381A (it) |
| AT (1) | AT371823B (it) |
| AU (1) | AU526464B2 (it) |
| BE (1) | BE877286A (it) |
| CA (1) | CA1108631A (it) |
| CH (1) | CH640823A5 (it) |
| DE (1) | DE2926847A1 (it) |
| DK (1) | DK148023C (it) |
| ES (1) | ES482268A1 (it) |
| FR (1) | FR2431506A1 (it) |
| GB (1) | GB2025975B (it) |
| GR (1) | GR75071B (it) |
| IE (1) | IE48781B1 (it) |
| IL (1) | IL57680A (it) |
| IT (1) | IT1112282B (it) |
| LU (1) | LU81500A1 (it) |
| NL (1) | NL190488C (it) |
| SE (1) | SE440360B (it) |
| YU (1) | YU41411B (it) |
| ZA (1) | ZA793354B (it) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3535355A1 (de) * | 1984-10-05 | 1986-04-17 | Schering S.P.A., Mailand/Milano | Wasserloesliche pharmazeutische zusammensetzungen auf der basis von salzen der (-)cis-1,2-epoxypropylphosphonsaeure mit aminosaeuren |
| DE3535356A1 (de) * | 1984-10-05 | 1986-04-24 | Schering S.P.A., Mailand/Milano | Wasserloesliche pharmazeutische zusammensetzungen auf der basis von salzen der (-)cis-1,2-epoxypropylphosphonsaeure mit aminosaeuren |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1124610B (it) * | 1979-10-18 | 1986-05-07 | Zambo Spa | Mono(2-ammonio-2-idrossimetil-1,3-propandiolo) (2r-cis)-(o-metilossiranil)fosfonato |
| IT1136652B (it) * | 1981-06-04 | 1986-09-03 | Crinos Industria Farmaco | Compesizione farmaceutica di fosfomicina in compresse da succhiare |
| DE3203937C2 (de) * | 1982-02-05 | 1985-10-03 | Luc Dr. 4150 Krefeld Barrut | Verfahren und Vorrichtung zum maschinellen Sanieren oder Korrigieren mindestens eines Zahnes oder zum maschinellen Vorbereiten mindestens eines Zahnes für eine festsitzende prothetische Restaurierung und zum maschinellen Herstellen der festsitzenden prothetischen Restaurierung |
| IT1231013B (it) * | 1989-07-27 | 1991-11-08 | Zambon Spa | Mono (2 ammonio 2 idrossimetil 1,3 propandiolo)(2r,cis) 1,2 epossipropil fosfonato avente migliorate caratteristiche di stabilita' e lavorabilita'. |
| US5191094A (en) * | 1989-07-27 | 1993-03-02 | Zambon Group S.P.A. | Mono (2-ammonium-2-hydroxymethyl-1,3-propanediol) (2R,cis)-1,2-epoxypropyl-phosphonate with improved characteristics of stability and processing |
| ITMI20021725A1 (it) * | 2002-08-01 | 2002-10-31 | Zambon Spa | Composizioni farmaceutiche ad attivita' antibiotica. |
| EP1762573A1 (en) | 2005-09-08 | 2007-03-14 | Interquim, S.A. De C.V. | A process for the preparation of fosfomycin salts |
| ES2385158B1 (es) * | 2010-12-24 | 2013-05-28 | Arafarma Group, S.A. | Composición farmacéutica de fosfomicina |
| CN102807586B (zh) | 2012-08-31 | 2015-05-13 | 东北制药集团股份有限公司 | 磷霉素氨盐的制备方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3639590A (en) * | 1967-07-25 | 1972-02-01 | Merck & Co Inc | Antibacterial composition containing (-) (cis-1 2-epoxypropyl) phosphoric acid |
| US3641063A (en) * | 1968-01-22 | 1972-02-08 | Merck & Co Inc | Antibiotic purification process |
-
1978
- 1978-07-19 IT IT25853/78A patent/IT1112282B/it active
-
1979
- 1979-06-25 GB GB7922098A patent/GB2025975B/en not_active Expired
- 1979-06-26 BE BE0/195974A patent/BE877286A/xx not_active IP Right Cessation
- 1979-06-27 CH CH601579A patent/CH640823A5/it not_active IP Right Cessation
- 1979-06-27 IL IL57680A patent/IL57680A/xx unknown
- 1979-06-29 AU AU48552/79A patent/AU526464B2/en not_active Expired
- 1979-07-02 GR GR59481A patent/GR75071B/el unknown
- 1979-07-03 DE DE19792926847 patent/DE2926847A1/de active Granted
- 1979-07-05 ZA ZA793354A patent/ZA793354B/xx unknown
- 1979-07-05 YU YU1632/79A patent/YU41411B/xx unknown
- 1979-07-05 FR FR7917455A patent/FR2431506A1/fr active Granted
- 1979-07-06 ES ES482268A patent/ES482268A1/es not_active Expired
- 1979-07-11 AT AT0484079A patent/AT371823B/de not_active IP Right Cessation
- 1979-07-13 LU LU81500A patent/LU81500A1/xx unknown
- 1979-07-18 SE SE7906172A patent/SE440360B/sv unknown
- 1979-07-18 JP JP9046879A patent/JPS5517381A/ja active Granted
- 1979-07-18 DK DK302379A patent/DK148023C/da not_active IP Right Cessation
- 1979-07-19 NL NLAANVRAGE7905635,A patent/NL190488C/xx not_active IP Right Cessation
- 1979-07-19 CA CA332,193A patent/CA1108631A/en not_active Expired
- 1979-08-08 IE IE1366/79A patent/IE48781B1/en not_active IP Right Cessation
-
1986
- 1986-01-23 US US06/824,922 patent/US4727065A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3535355A1 (de) * | 1984-10-05 | 1986-04-17 | Schering S.P.A., Mailand/Milano | Wasserloesliche pharmazeutische zusammensetzungen auf der basis von salzen der (-)cis-1,2-epoxypropylphosphonsaeure mit aminosaeuren |
| DE3535356A1 (de) * | 1984-10-05 | 1986-04-24 | Schering S.P.A., Mailand/Milano | Wasserloesliche pharmazeutische zusammensetzungen auf der basis von salzen der (-)cis-1,2-epoxypropylphosphonsaeure mit aminosaeuren |
Also Published As
| Publication number | Publication date |
|---|---|
| AT371823B (de) | 1983-08-10 |
| ES482268A1 (es) | 1980-04-16 |
| DE2926847C2 (it) | 1988-11-10 |
| CA1108631A (en) | 1981-09-08 |
| FR2431506B1 (it) | 1984-11-23 |
| AU526464B2 (en) | 1983-01-13 |
| AU4855279A (en) | 1980-01-24 |
| IE791366L (en) | 1980-01-19 |
| SE7906172L (it) | 1980-01-20 |
| LU81500A1 (fr) | 1979-10-31 |
| ZA793354B (en) | 1980-07-30 |
| IL57680A0 (en) | 1979-10-31 |
| JPS5517381A (en) | 1980-02-06 |
| GR75071B (it) | 1984-07-13 |
| NL190488C (nl) | 1994-03-16 |
| SE440360B (sv) | 1985-07-29 |
| DK148023B (da) | 1985-02-04 |
| DK148023C (da) | 1985-07-08 |
| IE48781B1 (en) | 1985-05-15 |
| DE2926847A1 (de) | 1980-02-07 |
| YU41411B (en) | 1987-04-30 |
| IT7825853A0 (it) | 1978-07-19 |
| DK302379A (da) | 1980-01-20 |
| FR2431506A1 (fr) | 1980-02-15 |
| IT1112282B (it) | 1986-01-13 |
| NL190488B (nl) | 1993-10-18 |
| US4727065A (en) | 1988-02-23 |
| YU163279A (en) | 1983-02-28 |
| IL57680A (en) | 1986-01-31 |
| NL7905635A (nl) | 1980-01-22 |
| GB2025975A (en) | 1980-01-30 |
| ATA484079A (de) | 1982-12-15 |
| JPS6248678B2 (it) | 1987-10-15 |
| GB2025975B (en) | 1983-02-02 |
| BE877286A (fr) | 1979-12-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH640823A5 (it) | Bis-(2-ammonio-2-idrossimetil-1,3-propandiolo)(2r-cis)-(3-metilossiranil)fosfonato. | |
| US4608368A (en) | 1-hydroxy-1,1-diphosphonic acids and cytostatic use thereof | |
| EP0112550A2 (de) | Kristallisierte Cephem-Säureadditionssalze und Verfahren zu ihrer Herstellung | |
| US3036087A (en) | Process for the preparation of phosphocreatine and/or phosphocreatinine | |
| CA1163274A (en) | Mono(2-ammonium-2-hydroxymethyl-1,3-propanediol) (2r-cis)-(3-methyloxiranyl) phosphonate, its preparation and pharmaceutical compositions containing it | |
| EP0471805B1 (de) | Verfahren zur herstellung von derivaten der ascorbinsäure | |
| DE2809058C2 (it) | ||
| DE2033357B2 (de) | Palmitoyl-propandiol-(13)-phosphorsäure-5-trimethylaminophenylester und Verfahren zu dessen Herstellung | |
| DE2203653A1 (de) | Cephalosporincarbamate und Verfahren zu deren Herstellung | |
| US3679712A (en) | A method for the preparation of (cis-1,2-epoxypropyl)phosphonic acid derivatives | |
| US4215070A (en) | N-(Phosphonoacetyl)-L-aspartic acid compounds and methods for their preparation | |
| US4719050A (en) | Diphosponylated oxonitriles, processes and uses therefor, and compositions containing them | |
| DE2857816C2 (de) | 7ß-(substituierte-Isothiazol)thioacetamido-7-methoxy(alkylsubstituierte-tetraz olyl)thiomethyl-Δ↑3↑-cephem-4-carbonsäuren, Verfahren zu ihrer Herstellung und deren Verwendung | |
| US4348522A (en) | N-(phosphonacetyl)-L-aspartic acid salts with piperazine, cyclohexylamine and calcium | |
| PL149156B1 (en) | Method of obtaining novel /3s(z)/-2///1-(2-amino-4-thiazolilo/-2-//2,2-dimethyl-4-keto-1-/sulfoxy/-3-azetidinyl/-amino/-2-ketoethylideno/-amino/-oxy/-acetic acid | |
| US3526681A (en) | Tris(chloro sulfonylaryl) phosphates and a method for preparing same | |
| US4267126A (en) | N-(Phosphonoacetyl)-L-aspartic acid compounds | |
| CH593924A5 (en) | Cephalosporin carbamates - from alcohols and isocyanates | |
| Baer et al. | PHOSPHONOLIPIDS: XI. SYNTHESIS OF PHOSPHONOLIPID METABOLITES. l-α-GLYCERYL-(2-TRIMETHYLAMMONIUMETHYL) PHOSPHONATE | |
| PL124423B1 (en) | Process for preparing novel epimer d of sesquisodium salt of oxa-beta-lactamidicarboxylic acid | |
| DE1545838C3 (de) | 7-(2-Azidooctanamido)-cephalosporansäure, deren Salze und Verfahren zur Herstellung dieser Verbindungen | |
| CA1110266A (en) | N-(phosphonoacetyl)-l-aspartic acid compounds and methods for their preparation | |
| AT367429B (de) | Verfahren zur herstellung von neuen hydroxylamino-hydrocarbylphosphonsaeurederivaten | |
| DE2106500C3 (de) | deren Salze und Verfahren zu deren Herstellung | |
| SU798037A1 (ru) | Способ получени гидратированныхдВОйНыХ ТРипОлифОСфАТОВ |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUE | Assignment |
Owner name: ZAMBON GROUP S.P.A. |
|
| PL | Patent ceased |