FR2436780A1 - Nouveau procede de preparation de nitroimidazoles - Google Patents
Nouveau procede de preparation de nitroimidazolesInfo
- Publication number
- FR2436780A1 FR2436780A1 FR7833416A FR7833416A FR2436780A1 FR 2436780 A1 FR2436780 A1 FR 2436780A1 FR 7833416 A FR7833416 A FR 7833416A FR 7833416 A FR7833416 A FR 7833416A FR 2436780 A1 FR2436780 A1 FR 2436780A1
- Authority
- FR
- France
- Prior art keywords
- opt
- cpd
- nitro
- halo
- methyl
- 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.)
- Granted
Links
- 238000006243 chemical reaction Methods 0.000 title abstract 3
- IXAGRXJIXIPQDR-OWOJBTEDSA-N (e)-2-nitroethenamine Chemical group N\C=C\[N+]([O-])=O IXAGRXJIXIPQDR-OWOJBTEDSA-N 0.000 title abstract 2
- 229940124323 amoebicide Drugs 0.000 title abstract 2
- 230000000844 anti-bacterial effect Effects 0.000 title abstract 2
- VYDWQPKRHOGLPA-UHFFFAOYSA-N 5-nitroimidazole Chemical compound [O-][N+](=O)C1=CN=CN1 VYDWQPKRHOGLPA-UHFFFAOYSA-N 0.000 title 1
- 230000000845 anti-microbial effect Effects 0.000 title 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 title 1
- -1 beta- naphthyl Chemical group 0.000 abstract 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- NTAFJUSDNOSFFY-UHFFFAOYSA-N Ipronidazole Chemical compound CC(C)C1=NC=C([N+]([O-])=O)N1C NTAFJUSDNOSFFY-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- YZEUHQHUFTYLPH-UHFFFAOYSA-N 2-nitroimidazole Chemical compound [O-][N+](=O)C1=NC=CN1 YZEUHQHUFTYLPH-UHFFFAOYSA-N 0.000 abstract 1
- 241000224432 Entamoeba histolytica Species 0.000 abstract 1
- 241000948220 Histomonas meleagridis Species 0.000 abstract 1
- 241000224526 Trichomonas Species 0.000 abstract 1
- 241000224527 Trichomonas vaginalis Species 0.000 abstract 1
- 241001058196 Tritrichomonas foetus Species 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 239000004599 antimicrobial Substances 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 239000003899 bactericide agent Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 208000015181 infectious disease Diseases 0.000 abstract 1
- 229950000107 ipronidazole Drugs 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/91—Nitro radicals
- C07D233/92—Nitro radicals attached in position 4 or 5
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
L'INVENTION SE RAPPORTE A LA CHIMIE ORGANIQUE. ELLE CONCERNE UN PROCEDE DE PREPARATION DE NITROIMIDAZOLES DE LA FORMULE: (CF DESSIN DANS BOPI) OU R ET R REPRESENTENT DIVERS SUBSTITUANTS, PAR REACTION D'UN 1-AMINO-SUBSTITUE-2-NITROETHYLENE AVEC UNE N-HALOGENOAMIDINE SUBSTITUEE. UTILISATION PAR L'INDUSTRIE PHARMACEUTIQUE POUR LA PREPARATION D'AGENTS ANTI-MICROBIENS CONNUS EN EUX-MEMES.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT27866/78A IT1098864B (it) | 1978-09-19 | 1978-09-19 | Processo per la preparazione di nitroimidazoli |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2436780A1 true FR2436780A1 (fr) | 1980-04-18 |
| FR2436780B1 FR2436780B1 (fr) | 1982-04-09 |
Family
ID=11222488
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7833416A Granted FR2436780A1 (fr) | 1978-09-19 | 1978-11-27 | Nouveau procede de preparation de nitroimidazoles |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR2436780A1 (fr) |
| IT (1) | IT1098864B (fr) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0057365A3 (en) * | 1981-01-30 | 1982-09-01 | Basf Aktiengesellschaft | Vinyl azoles, process for their preparation and their application as fungicides |
| EP0049913A3 (en) * | 1980-09-17 | 1982-10-06 | Gist - Brocades N.V. | New ethenylimidazole derivatives, processes for their preparation and pharmaceutical compositions containing them; intermediates, useful in their preparation and a process for the preparation thereof |
| FR2504134A1 (fr) * | 1981-04-21 | 1982-10-22 | Bononi Loris | Nouveaux derives du nitroimidazole, un procede pour leur preparation et compositions therapeutiques trichomonoacides en contenant |
| EP0103100A1 (fr) * | 1982-08-20 | 1984-03-21 | Euroresearch S.R.L. | Dérivés de méthyl-1-nitro-5-imidazoline et compositions thérapeutiques les contenant |
| EP0111657A3 (fr) * | 1982-10-27 | 1984-07-25 | Pietro Tommaso Tessitore | 2-(1-alkyl-5-nitro)-imidazolyl-1-(2-hydroxy-5-alkyl)-phényl-carbinols, procédé de leur préparation et leurs compositions pharmaceutiques |
| FR2625997A1 (fr) * | 1988-01-15 | 1989-07-21 | Rhone Poulenc Sante | Procede de preparation du dimethyl-1,2 nitro-5 imidazole |
| EP0325512A1 (fr) * | 1988-01-15 | 1989-07-26 | Rhone-Poulenc Sante | Procédé de préparation d'alkyl-1 nitro-5 imidazoles |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1119636A (en) * | 1966-04-12 | 1968-07-10 | Hoffmann La Roche | A novel imidazole derivative and a novel intermediate therefor |
-
1978
- 1978-09-19 IT IT27866/78A patent/IT1098864B/it active
- 1978-11-27 FR FR7833416A patent/FR2436780A1/fr active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1119636A (en) * | 1966-04-12 | 1968-07-10 | Hoffmann La Roche | A novel imidazole derivative and a novel intermediate therefor |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0049913A3 (en) * | 1980-09-17 | 1982-10-06 | Gist - Brocades N.V. | New ethenylimidazole derivatives, processes for their preparation and pharmaceutical compositions containing them; intermediates, useful in their preparation and a process for the preparation thereof |
| EP0057365A3 (en) * | 1981-01-30 | 1982-09-01 | Basf Aktiengesellschaft | Vinyl azoles, process for their preparation and their application as fungicides |
| FR2504134A1 (fr) * | 1981-04-21 | 1982-10-22 | Bononi Loris | Nouveaux derives du nitroimidazole, un procede pour leur preparation et compositions therapeutiques trichomonoacides en contenant |
| EP0063401A3 (en) * | 1981-04-21 | 1983-09-21 | Loris Jacopo Bononi | Nitroimidazoles having trichomonacidal activity, a process for their preparation and related pharmaceutical compositions |
| US4463012A (en) * | 1981-04-21 | 1984-07-31 | Bononi Loris J | Nitroimidazoles having trichomonacidal activity and pharmaceutical compositions thereof |
| EP0103100A1 (fr) * | 1982-08-20 | 1984-03-21 | Euroresearch S.R.L. | Dérivés de méthyl-1-nitro-5-imidazoline et compositions thérapeutiques les contenant |
| US4476138A (en) * | 1982-08-20 | 1984-10-09 | Farmatis S.R.L. | 1-Methyl-5-nitro-(2-substituted)-2H-imidazole derivatives, and use as bactericidal and protozoacidal agents |
| EP0111657A3 (fr) * | 1982-10-27 | 1984-07-25 | Pietro Tommaso Tessitore | 2-(1-alkyl-5-nitro)-imidazolyl-1-(2-hydroxy-5-alkyl)-phényl-carbinols, procédé de leur préparation et leurs compositions pharmaceutiques |
| US4478846A (en) * | 1982-10-27 | 1984-10-23 | Tessitore Pietro T | 2-(1-Alkyl-5-nitro)-imidazolyl-1-(2-hydroxy-5-alkyl)-phenyl carbinols and pharmaceutical compositions containing them |
| FR2625997A1 (fr) * | 1988-01-15 | 1989-07-21 | Rhone Poulenc Sante | Procede de preparation du dimethyl-1,2 nitro-5 imidazole |
| EP0325512A1 (fr) * | 1988-01-15 | 1989-07-26 | Rhone-Poulenc Sante | Procédé de préparation d'alkyl-1 nitro-5 imidazoles |
Also Published As
| Publication number | Publication date |
|---|---|
| IT1098864B (it) | 1985-09-18 |
| FR2436780B1 (fr) | 1982-04-09 |
| IT7827866A0 (it) | 1978-09-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |