NO120193B - - Google Patents
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- Publication number
- NO120193B NO120193B NO0215/68A NO21568A NO120193B NO 120193 B NO120193 B NO 120193B NO 0215/68 A NO0215/68 A NO 0215/68A NO 21568 A NO21568 A NO 21568A NO 120193 B NO120193 B NO 120193B
- Authority
- NO
- Norway
- Prior art keywords
- compound
- imidazolidinone
- methyl
- urine
- mol
- Prior art date
Links
- 238000000034 method Methods 0.000 claims description 4
- BJUPUKIYTMVLCW-WMZJFQQLSA-N 4-methyl-1-[(z)-(5-nitrofuran-2-yl)methylideneamino]imidazolidin-2-one Chemical compound O=C1NC(C)CN1\N=C/C1=CC=C([N+]([O-])=O)O1 BJUPUKIYTMVLCW-WMZJFQQLSA-N 0.000 claims description 3
- SXINBFXPADXIEY-UHFFFAOYSA-N 5-Nitrofurfural Chemical compound [O-][N+](=O)C1=CC=C(C=O)O1 SXINBFXPADXIEY-UHFFFAOYSA-N 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- IFEZQVJZSSTUGX-UHFFFAOYSA-N 1-amino-4-methylimidazolidin-2-one Chemical compound CC1CN(N)C(=O)N1 IFEZQVJZSSTUGX-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 description 22
- 210000002700 urine Anatomy 0.000 description 5
- 208000015181 infectious disease Diseases 0.000 description 4
- BJUPUKIYTMVLCW-ONNFQVAWSA-N 4-methyl-1-[(e)-(5-nitrofuran-2-yl)methylideneamino]imidazolidin-2-one Chemical compound O=C1NC(C)CN1\N=C\C1=CC=C([N+]([O-])=O)O1 BJUPUKIYTMVLCW-ONNFQVAWSA-N 0.000 description 3
- 241000699670 Mus sp. Species 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 230000029142 excretion Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- 208000035143 Bacterial infection Diseases 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 241000607142 Salmonella Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 208000022362 bacterial infectious disease Diseases 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- IAIWVQXQOWNYOU-FPYGCLRLSA-N nitrofural Chemical class NC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-FPYGCLRLSA-N 0.000 description 2
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000003826 tablet Substances 0.000 description 2
- 210000001635 urinary tract Anatomy 0.000 description 2
- FUBFWTUFPGFHOJ-UHFFFAOYSA-N 2-nitrofuran Chemical class [O-][N+](=O)C1=CC=CO1 FUBFWTUFPGFHOJ-UHFFFAOYSA-N 0.000 description 1
- DWEQVNFWAKJCEY-UHFFFAOYSA-N 4-methylimidazolidin-2-one Chemical compound CC1CNC(=O)N1 DWEQVNFWAKJCEY-UHFFFAOYSA-N 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 241000223932 Eimeria tenella Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 235000013330 chicken meat Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical group O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- -1 many nitrofurans Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000036325 urinary excretion Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US627605A US3407195A (en) | 1967-04-03 | 1967-04-03 | 4-methyl-1-(5-nitrofurfurylideneamino)-2-imidazolidinone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO120193B true NO120193B (de) | 1970-09-14 |
Family
ID=24515344
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO0215/68A NO120193B (de) | 1967-04-03 | 1968-01-18 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3407195A (de) |
| AT (1) | AT280254B (de) |
| BE (1) | BE713168A (de) |
| DK (1) | DK118824B (de) |
| ES (1) | ES352179A1 (de) |
| FR (2) | FR7598M (de) |
| GB (1) | GB1153119A (de) |
| GR (1) | GR34840B (de) |
| IL (1) | IL29143A (de) |
| NL (1) | NL6804368A (de) |
| NO (1) | NO120193B (de) |
| SE (1) | SE344330B (de) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL128591C (de) * | 1965-07-02 | |||
| US3914220A (en) * | 1973-08-24 | 1975-10-21 | Morton Norwich Products Inc | 1-{8 5-nitrofurfurylidene)amino{9 -4(and 5)-phenyl-2-imidazolidinone |
| EP0891976B1 (de) * | 1991-08-14 | 2002-10-16 | Procter & Gamble Pharmaceuticals | Zyklische Harnstoffe mit antiarrhythmischer und antifibrillatorischer Wirkung |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2746960A (en) * | 1955-05-26 | 1956-05-22 | Norwith Pharmacal Company | New chemotherapeutic nitrofurans |
| BE55077A (de) * | 1955-09-08 | |||
| US2776979A (en) * | 1956-04-05 | 1957-01-08 | Norwich Pharma Co | 1-nitroso-2-imidazolidone and process |
-
1967
- 1967-04-03 US US627605A patent/US3407195A/en not_active Expired - Lifetime
- 1967-12-15 IL IL29143A patent/IL29143A/xx unknown
- 1967-12-18 GR GR670134840A patent/GR34840B/el unknown
-
1968
- 1968-01-15 SE SE466/68A patent/SE344330B/xx unknown
- 1968-01-17 DK DK16168AA patent/DK118824B/da unknown
- 1968-01-18 NO NO0215/68A patent/NO120193B/no unknown
- 1968-03-11 GB GB11836/68A patent/GB1153119A/en not_active Expired
- 1968-03-28 NL NL6804368A patent/NL6804368A/xx unknown
- 1968-03-29 ES ES352179A patent/ES352179A1/es not_active Expired
- 1968-03-29 FR FR146339A patent/FR7598M/fr not_active Expired
- 1968-03-29 FR FR1579545D patent/FR1579545A/fr not_active Expired
- 1968-04-02 AT AT320568A patent/AT280254B/de not_active IP Right Cessation
- 1968-04-03 BE BE713168D patent/BE713168A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK118824B (da) | 1970-10-12 |
| FR1579545A (de) | 1969-08-29 |
| SE344330B (de) | 1972-04-10 |
| ES352179A1 (es) | 1970-02-01 |
| NL6804368A (de) | 1968-10-04 |
| US3407195A (en) | 1968-10-22 |
| IL29143A (en) | 1971-05-26 |
| BE713168A (de) | 1968-10-03 |
| FR7598M (de) | 1970-01-12 |
| GR34840B (el) | 1968-07-04 |
| AT280254B (de) | 1970-04-10 |
| GB1153119A (en) | 1969-05-21 |
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