DE1136341B - Verfahren zur Herstellung des Natrium- oder Kaliumsalzes des N-[5'-Nitrofurfuryliden-(2')]-1-aminohydantoins - Google Patents
Verfahren zur Herstellung des Natrium- oder Kaliumsalzes des N-[5'-Nitrofurfuryliden-(2')]-1-aminohydantoinsInfo
- Publication number
- DE1136341B DE1136341B DEN17806A DEN0017806A DE1136341B DE 1136341 B DE1136341 B DE 1136341B DE N17806 A DEN17806 A DE N17806A DE N0017806 A DEN0017806 A DE N0017806A DE 1136341 B DE1136341 B DE 1136341B
- Authority
- DE
- Germany
- Prior art keywords
- sodium
- nitrofurfurylidene
- aminohydantoin
- ecm
- potassium salt
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000011734 sodium Substances 0.000 title claims description 17
- 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 title claims description 15
- 229910052708 sodium Inorganic materials 0.000 title claims description 15
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 3
- 150000002240 furans Chemical class 0.000 claims description 2
- 150000001469 hydantoins Chemical class 0.000 claims description 2
- 150000003112 potassium compounds Chemical class 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
- 239000000243 solution Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- NXFQHRVNIOXGAQ-YCRREMRBSA-N nitrofurantoin Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)NC(=O)C1 NXFQHRVNIOXGAQ-YCRREMRBSA-N 0.000 description 9
- 229960000564 nitrofurantoin Drugs 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 238000003756 stirring Methods 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- 229910052700 potassium Inorganic materials 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000001035 drying Methods 0.000 description 5
- 239000000725 suspension Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- IAIWVQXQOWNYOU-FPYGCLRLSA-N nitrofural Chemical class NC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-FPYGCLRLSA-N 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000012453 solvate Substances 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000003125 aqueous solvent Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 208000035473 Communicable disease Diseases 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 229940027988 antiseptic and disinfectant nitrofuran derivative Drugs 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000000973 chemotherapeutic effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 229940127089 cytotoxic agent Drugs 0.000 description 1
- 238000004807 desolvation Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 210000001635 urinary tract Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/02—Vinyl sulfones and precursors thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US797037A US3007846A (en) | 1959-03-04 | 1959-03-04 | Alkali metal salts of nitrofurantoin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1136341B true DE1136341B (de) | 1962-09-13 |
Family
ID=25169729
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEN17806A Pending DE1136341B (de) | 1959-03-04 | 1960-01-27 | Verfahren zur Herstellung des Natrium- oder Kaliumsalzes des N-[5'-Nitrofurfuryliden-(2')]-1-aminohydantoins |
Country Status (9)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3107252A (en) * | 1959-12-01 | 1963-10-15 | Irwin I Lubowe | Allantoin salt |
| US3531477A (en) * | 1967-04-03 | 1970-09-29 | Solomon Aronovich Giller | Water soluble alkali metal salts of 1 - (5' - nitrofurfurylideneamino)-hydantoin vinylogs |
| US3852459A (en) * | 1972-06-20 | 1974-12-03 | Savage Labor Inc | Method of preparation and packaging of injectable nitrofurantoin sodium |
| US5332832A (en) * | 1989-07-26 | 1994-07-26 | Procter & Gamble Pharmaceuticals, Inc. | Nitrofurantoin crystals |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1032257B (de) * | 1954-05-27 | 1958-06-19 | Cutter Lab | Verfahren zur Herstellung neuer Hydantoine |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2716648A (en) * | 1955-08-30 | Hydantoin derivatives | ||
| US2366211A (en) * | 1941-05-29 | 1945-01-02 | Int Cigar Mach Co | Cigar machine trimming and knurling mechanism |
| US2591103A (en) * | 1950-02-09 | 1952-04-01 | James J Spurlock | 5-substituted-5-(2-thienyl) hydantoins |
| NL171628C (nl) * | 1950-05-29 | Inst Francais Du Petrole | Inrichting voor het uitzenden van akoestische golven in een vloeibaar milieu. | |
| US2666063A (en) * | 1951-09-28 | 1954-01-12 | James J Spurlock | Mercaptohydantoins |
| US2711413A (en) * | 1952-11-19 | 1955-06-21 | Indiana University Foundation | 5-phenyl-5(3-thienyl)-hydantoin and salts thereof |
| US2726241A (en) * | 1954-01-15 | 1955-12-06 | Norwich Pharma Co | New series of nitrofurans |
| US2799686A (en) * | 1954-06-21 | 1957-07-16 | Lepetit Spa | Alpha-bromo-beta (5-nitro-2-thienyl)-acrolein |
| GB788373A (en) * | 1954-09-08 | 1958-01-02 | Louis Edmond Bravard | Water-soluble derivatives of 5-nitro furfural and production thereof |
| US2802022A (en) * | 1954-12-15 | 1957-08-06 | American Cyanamid Co | Method of preparing a polyurethane |
| US2798068A (en) * | 1956-07-18 | 1957-07-02 | Norwich Pharma Co | Series of new nu-(5-nitro-2-furyl) alkylidene-3-amino-5-tertiaryaminomethyl-2-oxazolidones and salts thereof |
-
0
- BE BE588121D patent/BE588121A/xx unknown
- NL NL249016D patent/NL249016A/xx unknown
- NL NL129217D patent/NL129217C/xx active
-
1959
- 1959-03-04 US US797037A patent/US3007846A/en not_active Expired - Lifetime
-
1960
- 1960-01-27 DE DEN17806A patent/DE1136341B/de active Pending
- 1960-02-10 GB GB4754/60A patent/GB902692A/en not_active Expired
- 1960-02-12 SE SE1425/60A patent/SE303495B/xx unknown
- 1960-03-03 CH CH358087D patent/CH358087A/de unknown
- 1960-03-03 ES ES0256244A patent/ES256244A1/es not_active Expired
- 1960-08-29 FR FR837024A patent/FR365M/fr active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1032257B (de) * | 1954-05-27 | 1958-06-19 | Cutter Lab | Verfahren zur Herstellung neuer Hydantoine |
Also Published As
| Publication number | Publication date |
|---|---|
| SE303495B (US08088918-20120103-C00254.png) | 1968-09-02 |
| GB902692A (en) | 1962-08-09 |
| BE588121A (US08088918-20120103-C00254.png) | |
| CH358087A (de) | 1961-11-15 |
| ES256244A1 (es) | 1960-07-01 |
| US3007846A (en) | 1961-11-07 |
| FR365M (fr) | 1961-04-04 |
| NL129217C (US08088918-20120103-C00254.png) | |
| NL249016A (US08088918-20120103-C00254.png) |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1445186C3 (de) | 3,3'-Di-2-imidazolin-2-yl-carbanilid | |
| DE60131416T2 (de) | Chirale fluochinolon-argininsalzformen | |
| DE1164416B (de) | Verfahren zur Herstellung von in 3-Stellung aminoalkylierten Derivaten des 1-(5-Nitrofurfuryliden-amino)-hydantoins und ihren Salzen | |
| DE1136341B (de) | Verfahren zur Herstellung des Natrium- oder Kaliumsalzes des N-[5'-Nitrofurfuryliden-(2')]-1-aminohydantoins | |
| DE2651773A1 (de) | Neue derivate des daunorubicins, ihre herstellung und die sie enthaltenden zusammensetzungen | |
| DD261163A5 (de) | Verfahren zur reinigung von cephalosporin-antibiotika | |
| DE1092021B (de) | Verfahren zur Herstellung von 1-(5-Nitro-furfuryliden-amino)-imidazolidin-thion-(2) | |
| DE1934392C3 (de) | Neue 2-Pyridylthioamide und Verfahren zu ihrer Herstellung | |
| DE2557033C2 (de) | Acylderivate des 1,2-5,6-Dianhydro-dulcits, Verfahren zu deren Herstellung und diese Verbindungen enthaltende anticarcinogene Mittel | |
| DE2502504B2 (de) | Phenothiazinderivate, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zusammensetzungen | |
| EP0313935A2 (de) | Enolether von 6-Chlor-4-hydroxy-2-methyl-N-(2-pyridyl)-2H-thieno(2,3-e)-1,2-thiazin-3-carbonsäureamid-1,1-dioxid, ein Verfahren zu ihrer Herstellung sowie ihre Verwendung | |
| DE2917890C2 (US08088918-20120103-C00254.png) | ||
| DE2221939C3 (de) | 2-(3-Pyridazinyl)-3-(4-methylpiperazino-carbonyloxy)-1-isoindolinonderivate, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Zusammensetzungen | |
| DE3204074C2 (US08088918-20120103-C00254.png) | ||
| DE69119008T2 (de) | 2-tButyl-4-Chlor-5-(4-iButoxymethylcyclohexyl)-methylthio-3(H)-Pyridazinon mit insektizider und akarizider Aktivität | |
| DE2037964C3 (de) | 5-NHrofuranderlvate | |
| DE1695759B1 (de) | 5-Methyl-7-nitro-8-hydroxychinolin-derivate und ein Verfahren zu ihrer Herstellung | |
| AT236407B (de) | Verfahren zur Herstellung von neuen Benzolsulfonyl-alkylen-semicarbaziden | |
| AT272340B (de) | Verfahren zur Herstellung neuer Nitroimidazolderivate | |
| AT100211B (de) | Verfahren zur Darstellung neuer organischer Arsenverbindungen. | |
| DE2045098B2 (de) | N-substituierte n-thioformylhydroxylamine, verfahren zu ihrer herstellung und ihre verwendung als antibacterielles oder fungicides mittel | |
| DE2263121C3 (de) | Alkyl-2,3,3-trijodallyläther, Verfahren zu ihrer Herstellung und ihre Verwendung in Arzneimitteln | |
| AT225189B (de) | Verfahren zur Herstellung von neuen, in 3-Stellung aminoalkylierten Derivaten des 1-(5-Nitrofurfuryliden-amino)-hydantoins sowie von deren Salzen | |
| DE1130811B (de) | Verfahren zur Herstellung eines Acylierungsproduktes von Vitamin-B-orthophosphorsaeureester und Salzen davon | |
| DE2516555A1 (de) | Furylverbindungen |
