LU82546A1 - Derives du benzimidazole et compositions pharmaceutiques les contenant - Google Patents
Derives du benzimidazole et compositions pharmaceutiques les contenant Download PDFInfo
- Publication number
- LU82546A1 LU82546A1 LU82546A LU82546A LU82546A1 LU 82546 A1 LU82546 A1 LU 82546A1 LU 82546 A LU82546 A LU 82546A LU 82546 A LU82546 A LU 82546A LU 82546 A1 LU82546 A1 LU 82546A1
- Authority
- LU
- Luxembourg
- Prior art keywords
- acid
- methyl
- benzimidazolecarboxylic
- benzimidazolecarboxylate
- mixture
- Prior art date
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- 150000001556 benzimidazoles Chemical class 0.000 title claims description 9
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 5
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 132
- -1 2-n-pentadecyl Chemical group 0.000 claims description 101
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 87
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 77
- 239000002253 acid Substances 0.000 claims description 68
- 238000010992 reflux Methods 0.000 claims description 42
- 150000003839 salts Chemical class 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 32
- 125000004432 carbon atom Chemical group C* 0.000 claims description 29
- 238000006243 chemical reaction Methods 0.000 claims description 23
- 239000002904 solvent Substances 0.000 claims description 21
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 19
- 239000003960 organic solvent Substances 0.000 claims description 15
- 238000002360 preparation method Methods 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 125000001424 substituent group Chemical group 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 9
- 125000004423 acyloxy group Chemical group 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 239000011541 reaction mixture Substances 0.000 claims description 8
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 7
- 239000011707 mineral Substances 0.000 claims description 7
- 238000007363 ring formation reaction Methods 0.000 claims description 7
- RHXSYTACTOMVLJ-UHFFFAOYSA-N 1H-benzimidazole-2-carboxylic acid Chemical compound C1=CC=C2NC(C(=O)O)=NC2=C1 RHXSYTACTOMVLJ-UHFFFAOYSA-N 0.000 claims description 4
- PSVIVEXWQNHNPY-UHFFFAOYSA-N C(CCCCCCCCCCCCCC)C1(N=C2C(=N1)C=CC=C2)C(=O)O Chemical compound C(CCCCCCCCCCCCCC)C1(N=C2C(=N1)C=CC=C2)C(=O)O PSVIVEXWQNHNPY-UHFFFAOYSA-N 0.000 claims description 4
- 230000009466 transformation Effects 0.000 claims description 4
- 150000001879 copper Chemical class 0.000 claims description 3
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
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- 229940126062 Compound A Drugs 0.000 description 5
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- 150000003873 salicylate salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 230000007958 sleep Effects 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008174 sterile solution Substances 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 239000003206 sterilizing agent Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- 238000003419 tautomerization reaction Methods 0.000 description 1
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 1
- 238000011287 therapeutic dose Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- JUKPJGZUFHCZQI-UHFFFAOYSA-N undecanoyl chloride Chemical compound CCCCCCCCCCC(Cl)=O JUKPJGZUFHCZQI-UHFFFAOYSA-N 0.000 description 1
- 208000021331 vascular occlusion disease Diseases 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D235/08—Radicals containing only hydrogen and carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7922011 | 1979-06-25 | ||
| GB7922011 | 1979-06-25 | ||
| GB8013948 | 1980-04-28 | ||
| GB8013948 | 1980-04-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU82546A1 true LU82546A1 (fr) | 1981-02-03 |
Family
ID=26271953
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU82546A LU82546A1 (fr) | 1979-06-25 | 1980-06-24 | Derives du benzimidazole et compositions pharmaceutiques les contenant |
| LU82545A LU82545A1 (fr) | 1979-06-25 | 1980-06-24 | Derives d'acides acylaminobenzoiques et les compositions pharmaceutiques les contenant |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU82545A LU82545A1 (fr) | 1979-06-25 | 1980-06-24 | Derives d'acides acylaminobenzoiques et les compositions pharmaceutiques les contenant |
Country Status (20)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5476849A (en) * | 1984-03-19 | 1995-12-19 | The Rockefeller University | Methods for glycosylation inhibition using amino-benzoic acids and derivatives |
| US5514676A (en) * | 1984-03-19 | 1996-05-07 | The Rockefeller University | Amino-benzoic acids and derivatives, and methods of use |
| US4716175A (en) * | 1987-02-24 | 1987-12-29 | Warner-Lambert Company | Saturated fatty acid amides as inhibitors of acyl-CoA:cholesterol acyltransferase |
| WO1992002216A1 (en) * | 1990-08-01 | 1992-02-20 | Univ Rockefeller | Advanced glycation inhibitors containing amino-benzoic acids and derivatives, and methods of use |
| GB2498922A (en) * | 2011-12-14 | 2013-08-07 | Madison Filter 981 Ltd | Antistatic link belt |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH260770D (enrdf_load_stackoverflow) * | 1969-02-25 | |||
| DE1948795A1 (de) * | 1969-09-26 | 1971-04-08 | Rhein Chemie Rheinau Gmbh | 4,5,6,7-Tetrahydrobenzimidazole,Verfahren zu ihrer Herstellung und ihre Verwendung als Korrosionsinhibitoren und Alterungsschutzmittel |
-
1980
- 1980-06-21 GR GR62276A patent/GR69291B/el unknown
- 1980-06-21 GR GR62277A patent/GR69292B/el unknown
- 1980-06-23 AU AU59545/80A patent/AU5954580A/en not_active Abandoned
- 1980-06-23 NO NO801875A patent/NO801875L/no unknown
- 1980-06-23 DE DE19803023433 patent/DE3023433A1/de not_active Withdrawn
- 1980-06-23 NZ NZ194123A patent/NZ194123A/xx unknown
- 1980-06-23 NL NL8003627A patent/NL8003627A/nl not_active Application Discontinuation
- 1980-06-23 IL IL60378A patent/IL60378A0/xx unknown
- 1980-06-23 DE DE19803023432 patent/DE3023432A1/de not_active Withdrawn
- 1980-06-23 PH PH24182A patent/PH15713A/en unknown
- 1980-06-23 AU AU59546/80A patent/AU5954680A/en not_active Abandoned
- 1980-06-23 CA CA000354555A patent/CA1141765A/en not_active Expired
- 1980-06-23 NZ NZ194122A patent/NZ194122A/xx unknown
- 1980-06-23 NL NL8003628A patent/NL8003628A/nl not_active Application Discontinuation
- 1980-06-23 SE SE8004621A patent/SE8004621L/xx not_active Application Discontinuation
- 1980-06-23 PT PT71445A patent/PT71445A/pt unknown
- 1980-06-23 DK DK268080A patent/DK268080A/da not_active Application Discontinuation
- 1980-06-23 NO NO801876A patent/NO801876L/no unknown
- 1980-06-23 YU YU01636/80A patent/YU163680A/xx unknown
- 1980-06-23 IT IT22966/80A patent/IT1131841B/it active
- 1980-06-23 IL IL60379A patent/IL60379A0/xx unknown
- 1980-06-23 FR FR8013846A patent/FR2459794A1/fr not_active Withdrawn
- 1980-06-23 ES ES492692A patent/ES492692A0/es active Granted
- 1980-06-23 FI FI802009A patent/FI802009A7/fi not_active Application Discontinuation
- 1980-06-23 GB GB8020548A patent/GB2053912B/en not_active Expired
- 1980-06-23 IT IT22965/80A patent/IT1197459B/it active
- 1980-06-23 ES ES492693A patent/ES8105268A1/es not_active Expired
- 1980-06-23 AT AT0328780A patent/ATA328780A/de not_active Application Discontinuation
- 1980-06-23 PT PT71444A patent/PT71444A/pt unknown
- 1980-06-23 SE SE8004622A patent/SE8004622L/xx not_active Application Discontinuation
- 1980-06-23 FR FR8013845A patent/FR2459796A1/fr not_active Withdrawn
- 1980-06-23 DK DK267880A patent/DK267880A/da not_active Application Discontinuation
- 1980-06-23 FI FI802008A patent/FI802008A7/fi not_active Application Discontinuation
- 1980-06-24 LU LU82546A patent/LU82546A1/fr unknown
- 1980-06-24 LU LU82545A patent/LU82545A1/fr unknown
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