PL90457B1 - Benzimidazole derivatives[US3941788A] - Google Patents
Benzimidazole derivatives[US3941788A] Download PDFInfo
- Publication number
- PL90457B1 PL90457B1 PL1974170921A PL17092174A PL90457B1 PL 90457 B1 PL90457 B1 PL 90457B1 PL 1974170921 A PL1974170921 A PL 1974170921A PL 17092174 A PL17092174 A PL 17092174A PL 90457 B1 PL90457 B1 PL 90457B1
- Authority
- PL
- Poland
- Prior art keywords
- acid addition
- group
- general formula
- formula
- addition salt
- Prior art date
Links
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 title claims abstract 3
- 150000003839 salts Chemical class 0.000 claims abstract 9
- 239000002253 acid Substances 0.000 claims abstract 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract 4
- 150000001875 compounds Chemical class 0.000 claims abstract 3
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 claims abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims 9
- 239000007858 starting material Substances 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 2
- 239000012458 free base Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- A01N43/52—1,3-Diazoles; Hydrogenated 1,3-diazoles condensed with carbocyclic rings, e.g. benzimidazoles
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (6)
- Zastrzezenia patentowe 1. Sposób wytwarzania nowych pochodnych benzimidazolu o ogólnym wzorze 1, w którym R( i R2 niezaleznie od siebie oznaczaja atom wodoru lub grupe metylowa, a R5 i R6 lacznie oznaczaja wiazanie chemiczne, przy czym R3 i R4 lacznie oznaczaja grupe o wzorze ogólnym 2, w którym n ma wartosc 0 lub 1, lub R4 R5 i R6 lacznie oznaczaja grupe o wzorze 3 a R5 oznacza grupe benzylowa, ewentualnie w postaci soli addycyjnych z kwasami tych zwiazków, znamienny tym, ze zwiazek o ogólnym wzorze 4, w którym R7 oznacza atom wodoru lub grupe benzylowa, a Rj, R2 i n maja wyzej podane znaczenie ewentualnie w postaci soli addycyjnej z kwasem w obecnosci zasady, korzystnie w obecnosci wodorotlenku metalu alkalicznego poddaje sie reakcji z epichlorohydryna a nastepnie ewentualnie otrzymana wolna zasade przeksztalca sie w jej sól albo otrzymana sól przeksztalca sie w wolna zasade.
- 2. Sposób, wedlug zastrz.. 1, znamienny tym, ze reakcje prowadzi sie w srodowisku rozpuszczalni¬ ka, korzystnie w mieszaninie alkoholu i wody
- 3. Sposób, wedlug zastrz. 1 znamienny tym, ze reakcje prowadzi sie w podwyzszonej temperaturze korzystnie w temperaturze wrzenia mieszaniny reakcyjnej.
- 4. Sposób, wedlug zastrz. 1 znamienny tym, ze jako substancje wyjsciowa stosuje sie 2-aminoben- zimidazol lub jego sól addycyjna z kwasem.
- 5. Sposób, wedlug zastrz. 1.znamienny tym, ze jako substancje wyjsciowa stosuje sie 1-benzylo-2- amino-5,6-dwumetylobenzimrdazol lub jego sól addycyjna z kwasem.
- 6. Sposób, wedlug zastrz. 1,znamienny tym, ze jako substancje wyjsciowa stosuje sie 2-aminome tylobenzimkJazol lub jego sól addycyjn.a z kwasem. , *XV3 5 b =N-CH2-CH -CH2- I f ty OH R3 Wzór 3 Wzór 1 "'»? -OU-CH-CH--NH-(CH:)r- J^JL JL 2 I 2 2n r "^^wNth ^ -NIH OH 2 I (C 2'n NH2 **" 2 R7 wzór * Prac. Poligraf. UP PRL. Naklad 120+18 Cena 10 zl PL
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HURI508A HU168095B (pl) | 1973-05-09 | 1973-05-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL90457B1 true PL90457B1 (en) | 1977-01-31 |
Family
ID=11000919
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1974170921A PL90457B1 (en) | 1973-05-09 | 1974-05-08 | Benzimidazole derivatives[US3941788A] |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3941788A (pl) |
| JP (1) | JPS5142119B2 (pl) |
| AT (1) | AT334358B (pl) |
| AU (1) | AU6765074A (pl) |
| BE (1) | BE814661A (pl) |
| DD (1) | DD111680A1 (pl) |
| DE (1) | DE2420108A1 (pl) |
| FR (1) | FR2228485B1 (pl) |
| HU (1) | HU168095B (pl) |
| IL (1) | IL44617A (pl) |
| NL (1) | NL7405254A (pl) |
| PL (1) | PL90457B1 (pl) |
| SU (1) | SU504487A3 (pl) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5516785U (pl) * | 1978-07-21 | 1980-02-02 | ||
| US6627624B1 (en) | 1999-04-02 | 2003-09-30 | Neurogen Corporation | Aryl fused aminoalkyl-imidazole derivatives: selective modulators of GABAa receptors |
| US6380210B1 (en) * | 1999-04-02 | 2002-04-30 | Neurogen Corporation | Heteroaryl fused aminoalkyl-imidazole derivatives: selective modulators of GABAa receptors |
| US6281237B1 (en) | 1999-04-02 | 2001-08-28 | Neurogen Corporation | N-phenyl benzimidazolecarboxamide and N-phenyl indolecarboxamide derivatives |
| US6271241B1 (en) | 1999-04-02 | 2001-08-07 | Neurogen Corporation | Cycloalkyl and aryl fused aminoalkyl-imidazole derivatives: modulators and GLP-1 receptors |
| DE10342503A1 (de) * | 2003-09-12 | 2005-04-14 | Merck Patent Gmbh | Benzyl-Benzimidazolylderivate |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3468888A (en) * | 1967-04-11 | 1969-09-23 | Smithkline Corp | 2-substituted pyrimido(1,2-a) benzimidazoles |
-
1973
- 1973-05-09 HU HURI508A patent/HU168095B/hu unknown
-
1974
- 1974-04-04 AT AT280574A patent/AT334358B/de not_active IP Right Cessation
- 1974-04-08 AU AU67650/74A patent/AU6765074A/en not_active Expired
- 1974-04-12 IL IL44617A patent/IL44617A/en unknown
- 1974-04-18 NL NL7405254A patent/NL7405254A/xx unknown
- 1974-04-24 DD DD178106A patent/DD111680A1/xx unknown
- 1974-04-24 US US05/463,686 patent/US3941788A/en not_active Expired - Lifetime
- 1974-04-25 DE DE2420108A patent/DE2420108A1/de active Pending
- 1974-04-30 FR FR7415057A patent/FR2228485B1/fr not_active Expired
- 1974-05-07 BE BE144017A patent/BE814661A/xx unknown
- 1974-05-08 SU SU2022055A patent/SU504487A3/ru active
- 1974-05-08 JP JP49050383A patent/JPS5142119B2/ja not_active Expired
- 1974-05-08 PL PL1974170921A patent/PL90457B1/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DD111680A1 (pl) | 1975-03-05 |
| HU168095B (pl) | 1976-02-28 |
| US3941788A (en) | 1976-03-02 |
| BE814661A (fr) | 1974-09-02 |
| DE2420108A1 (de) | 1974-11-28 |
| IL44617A (en) | 1977-02-28 |
| JPS5052096A (pl) | 1975-05-09 |
| AU6765074A (en) | 1975-10-09 |
| SU504487A3 (ru) | 1976-02-25 |
| FR2228485A1 (pl) | 1974-12-06 |
| JPS5142119B2 (pl) | 1976-11-13 |
| AT334358B (de) | 1976-01-10 |
| NL7405254A (pl) | 1974-11-12 |
| ATA280574A (de) | 1976-05-15 |
| IL44617A0 (en) | 1974-06-30 |
| FR2228485B1 (pl) | 1977-11-10 |
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