DE1273535B - 1-[5-Nitrofuryl-(2)]-2-[6-aminopyridazyl-(3)]-aethylen - Google Patents
1-[5-Nitrofuryl-(2)]-2-[6-aminopyridazyl-(3)]-aethylenInfo
- Publication number
- DE1273535B DE1273535B DEB66565A DEB0066565A DE1273535B DE 1273535 B DE1273535 B DE 1273535B DE B66565 A DEB66565 A DE B66565A DE B0066565 A DEB0066565 A DE B0066565A DE 1273535 B DE1273535 B DE 1273535B
- Authority
- DE
- Germany
- Prior art keywords
- ethylene
- aminopyridazyl
- nitrofuryl
- vol
- formula
- 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
- 239000005977 Ethylene Substances 0.000 title claims description 8
- NDSTUUPEXNCUNW-UHFFFAOYSA-N (5-nitrofuran-2-yl)methanol Chemical compound OCC1=CC=C([N+]([O-])=O)O1 NDSTUUPEXNCUNW-UHFFFAOYSA-N 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
- ZBCNHEXZHQUADY-UHFFFAOYSA-N n-(6-methylpyridazin-3-yl)acetamide Chemical compound CC(=O)NC1=CC=C(C)N=N1 ZBCNHEXZHQUADY-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000002391 heterocyclic compounds Chemical class 0.000 claims 1
- 230000001852 germinostatic effect Effects 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- IAIWVQXQOWNYOU-FPYGCLRLSA-N nitrofural Chemical class NC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-FPYGCLRLSA-N 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 241000191967 Staphylococcus aureus Species 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JXUMCVDPMJWGSI-UHFFFAOYSA-N 5-Nitro-2-furfuryl methyl ether Chemical compound COCC1=CC=C([N+]([O-])=O)O1 JXUMCVDPMJWGSI-UHFFFAOYSA-N 0.000 description 1
- 206010012335 Dependence Diseases 0.000 description 1
- 241000893976 Nannizzia gypsea Species 0.000 description 1
- 241000588767 Proteus vulgaris Species 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 241000194017 Streptococcus Species 0.000 description 1
- 241000223238 Trichophyton Species 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- -1 acetyl compound Chemical class 0.000 description 1
- 229940027988 antiseptic and disinfectant nitrofuran derivative Drugs 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 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 1
- IAIWVQXQOWNYOU-UHFFFAOYSA-N nitrofurazone Chemical compound NC(=O)NN=CC1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-UHFFFAOYSA-N 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229940007042 proteus vulgaris Drugs 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000013207 serial dilution Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 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
- C07D405/06—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 carbon chain containing only aliphatic carbon atoms
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B24—GRINDING; POLISHING
- B24B—MACHINES, DEVICES, OR PROCESSES FOR GRINDING OR POLISHING; DRESSING OR CONDITIONING OF ABRADING SURFACES; FEEDING OF GRINDING, POLISHING, OR LAPPING AGENTS
- B24B33/00—Honing machines or devices; Accessories therefor
- B24B33/08—Honing tools
- B24B33/082—Honing tools having only one honing stone
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (16)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL290715D NL290715A (enrdf_load_stackoverflow) | 1962-03-28 | ||
| NL121061D NL121061C (enrdf_load_stackoverflow) | 1962-03-28 | ||
| BE630163D BE630163A (enrdf_load_stackoverflow) | 1962-03-28 | ||
| DE19621545607 DE1545607A1 (de) | 1962-03-28 | 1962-03-28 | Verfahren zur Herstellung neuer 5-Nitrofuran-Derivate |
| DEB66565A DE1273535B (de) | 1962-03-28 | 1962-03-28 | 1-[5-Nitrofuryl-(2)]-2-[6-aminopyridazyl-(3)]-aethylen |
| GB11064/63A GB966832A (en) | 1962-03-28 | 1963-03-20 | New nitrofuran derivatives |
| LU43422D LU43422A1 (enrdf_load_stackoverflow) | 1962-03-28 | 1963-03-26 | |
| FI55963A FI43880C (fi) | 1962-03-28 | 1963-03-26 | Menetelmä bakteerien kasvua ehkäisevien 5-nitrofuraanijohdannaisten valmistamiseksi |
| CH379863A CH455828A (de) | 1962-03-28 | 1963-03-26 | Verfahren zur Herstellung neuer 5-Nitrofuran-Derivate |
| SE334763A SE315596B (enrdf_load_stackoverflow) | 1962-03-28 | 1963-03-27 | |
| FR929433A FR1375010A (fr) | 1962-03-28 | 1963-03-27 | Procédé pour la préparation de nouveaux dérivés du 5-nitrofurane |
| DK142163A DK123528B (da) | 1962-03-28 | 1963-03-28 | Fremgangsmåde til fremstilling af 5-nitrofuranderivater eller deres kvaternære ammoniumsalte eller N-oksyder. |
| FR939445A FR3284M (fr) | 1962-03-28 | 1963-06-26 | Nouveau médicament constitué par ou a base de 1-(5-nitro-2-furyl)-2-[5-amino-2-(1,3,4-thiadiazolyl)]-éthylene. |
| FR939444A FR2660M (fr) | 1962-03-28 | 1963-06-26 | Médicament nouveau constitué par ou a base de 1-(5-nitro-2-furyl)-2-(6-amino-3-pyridazyl)-éthylene et de ses sels. |
| FR949604A FR84814E (fr) | 1962-03-28 | 1963-10-04 | Procédé pour la préparation de nouveaux dérivés du 5-nitrofurane |
| MY6700139A MY6700139A (en) | 1962-03-28 | 1967-12-31 | New nitrofuran derivatives |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0083025 | 1962-03-28 | ||
| DEB66565A DE1273535B (de) | 1962-03-28 | 1962-03-28 | 1-[5-Nitrofuryl-(2)]-2-[6-aminopyridazyl-(3)]-aethylen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1273535B true DE1273535B (de) | 1968-07-25 |
Family
ID=25966202
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEB66565A Pending DE1273535B (de) | 1962-03-28 | 1962-03-28 | 1-[5-Nitrofuryl-(2)]-2-[6-aminopyridazyl-(3)]-aethylen |
| DE19621545607 Pending DE1545607A1 (de) | 1962-03-28 | 1962-03-28 | Verfahren zur Herstellung neuer 5-Nitrofuran-Derivate |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19621545607 Pending DE1545607A1 (de) | 1962-03-28 | 1962-03-28 | Verfahren zur Herstellung neuer 5-Nitrofuran-Derivate |
Country Status (11)
| Country | Link |
|---|---|
| BE (1) | BE630163A (enrdf_load_stackoverflow) |
| CH (1) | CH455828A (enrdf_load_stackoverflow) |
| DE (2) | DE1273535B (enrdf_load_stackoverflow) |
| DK (1) | DK123528B (enrdf_load_stackoverflow) |
| FI (1) | FI43880C (enrdf_load_stackoverflow) |
| FR (4) | FR1375010A (enrdf_load_stackoverflow) |
| GB (1) | GB966832A (enrdf_load_stackoverflow) |
| LU (1) | LU43422A1 (enrdf_load_stackoverflow) |
| MY (1) | MY6700139A (enrdf_load_stackoverflow) |
| NL (2) | NL290715A (enrdf_load_stackoverflow) |
| SE (1) | SE315596B (enrdf_load_stackoverflow) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3359262A (en) * | 1963-03-16 | 1967-12-19 | Dainippon Pharmaceutical Co | 2-[2-(5-nitrofuryl)-vinyl]-pyrimidines |
| CH473142A (de) * | 1964-06-11 | 1969-05-31 | Ciba Geigy | Verfahren zur Herstellung von neuen Pyridazinen |
| US3337541A (en) * | 1964-12-28 | 1967-08-22 | Fujisawa Pharmacentical Co Ltd | 5-[2-(5-nitro-2-furyl) vinyl]-1, 3, 4-oxadiazole derivatives |
| NL128591C (enrdf_load_stackoverflow) * | 1965-07-02 | |||
| US3464982A (en) * | 1965-09-01 | 1969-09-02 | Dainippon Pharmaceutical Co | (2 - (5 - nitro - 2 - furyl) - vinyl) - pyrimidine derivative and process for the preparation thereof |
| US3505346A (en) * | 1966-12-01 | 1970-04-07 | American Cyanamid Co | Novel 2,5-disubstituted thiazole carboxaldehyde and derivatives of the same |
| JPS511631B2 (enrdf_load_stackoverflow) * | 1973-03-23 | 1976-01-19 |
-
0
- NL NL121061D patent/NL121061C/xx active
- NL NL290715D patent/NL290715A/xx unknown
- BE BE630163D patent/BE630163A/xx unknown
-
1962
- 1962-03-28 DE DEB66565A patent/DE1273535B/de active Pending
- 1962-03-28 DE DE19621545607 patent/DE1545607A1/de active Pending
-
1963
- 1963-03-20 GB GB11064/63A patent/GB966832A/en not_active Expired
- 1963-03-26 CH CH379863A patent/CH455828A/de unknown
- 1963-03-26 LU LU43422D patent/LU43422A1/xx unknown
- 1963-03-26 FI FI55963A patent/FI43880C/fi active
- 1963-03-27 SE SE334763A patent/SE315596B/xx unknown
- 1963-03-27 FR FR929433A patent/FR1375010A/fr not_active Expired
- 1963-03-28 DK DK142163A patent/DK123528B/da unknown
- 1963-06-26 FR FR939444A patent/FR2660M/fr not_active Expired
- 1963-06-26 FR FR939445A patent/FR3284M/fr active Active
- 1963-10-04 FR FR949604A patent/FR84814E/fr not_active Expired
-
1967
- 1967-12-31 MY MY6700139A patent/MY6700139A/xx unknown
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| FI43880B (enrdf_load_stackoverflow) | 1971-03-31 |
| BE630163A (enrdf_load_stackoverflow) | |
| FR84814E (fr) | 1965-04-23 |
| DE1545607A1 (de) | 1969-12-04 |
| FR2660M (fr) | 1964-07-15 |
| NL290715A (enrdf_load_stackoverflow) | |
| GB966832A (en) | 1964-08-19 |
| FI43880C (fi) | 1971-07-12 |
| CH455828A (de) | 1968-05-15 |
| DK123528B (da) | 1972-07-03 |
| NL121061C (enrdf_load_stackoverflow) | |
| MY6700139A (en) | 1967-12-31 |
| LU43422A1 (enrdf_load_stackoverflow) | 1963-05-27 |
| FR1375010A (fr) | 1964-10-16 |
| FR3284M (fr) | 1965-05-03 |
| SE315596B (enrdf_load_stackoverflow) | 1969-10-06 |
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