IE44293L - N-[4-(2-oxo-1-benzimidazolyl)piperidino] alkylbenzamide¹derivatives - Google Patents
N-[4-(2-oxo-1-benzimidazolyl)piperidino] alkylbenzamide¹derivativesInfo
- Publication number
- IE44293L IE44293L IE198276A IE198276A IE44293L IE 44293 L IE44293 L IE 44293L IE 198276 A IE198276 A IE 198276A IE 198276 A IE198276 A IE 198276A IE 44293 L IE44293 L IE 44293L
- Authority
- IE
- Ireland
- Prior art keywords
- oxo
- benzamid
- azolyl
- propanamine
- piperidine
- Prior art date
Links
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 title 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 abstract 1
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- 206010028813 Nausea Diseases 0.000 abstract 1
- 206010047700 Vomiting Diseases 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical group [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 1
- 230000003474 anti-emetic effect Effects 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Chemical group 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Chemical group 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Chemical group 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 230000008693 nausea Effects 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 abstract 1
- 230000000506 psychotropic effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 230000008673 vomiting Effects 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
The compounds correspond to the formula: <IMAGE> in which R represents hydrogen or a C1-C3 alkyl, n represents the number 2 or 3 and X represents hydrogen, fluorine, chlorine or bromine or a methoxy, trifluoromethyl, nitro or amino radical. They are prepared by reaction of a 4-[3-R-1,3-dihydro-2-oxo-1-(2H)-benzamid-azolyl]-1-piperidine-ethanami ne or -propanamine with a halide of a para-X-benzoic acid. The ethanamine or propanamine involved can be obtained by reaction of a 4-[3-R-1,3-dihydro-2-oxo-1-(2H)-benzamid-azolyl]piperidine with an N-haloethylphthalimide, then treatment of the intermediate product formed with hydrobromic acid in acetic medium and basification. The compounds I and their salts with acids have an antiemetic action and are free of psychotropic properties; they can be used in the treatment and the prevention of cases of vomiting and nausea.
[CH614440A5]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7527311A FR2322599A1 (en) | 1975-09-05 | 1975-09-05 | NEW BENZAMIDES AND THEIR SALTS, PROCESS FOR PREPARATION AND APPLICATION AS MEDICINAL PRODUCTS OF THESE NEW PRODUCTS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE44293L true IE44293L (en) | 1977-03-05 |
| IE44293B1 IE44293B1 (en) | 1981-10-07 |
Family
ID=9159670
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE198276A IE44293B1 (en) | 1975-09-05 | 1976-09-06 | Novel n-(4(2-oxo-1-benzimidazolyl)piperidion)alkylbenzamide derivatives,processes for their preparation,and pharmaceutical compositions incorporating them. |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5233680A (en) |
| AT (1) | AT352725B (en) |
| BE (1) | BE845817A (en) |
| CA (1) | CA1140132A (en) |
| CH (1) | CH614440A5 (en) |
| DE (1) | DE2638705A1 (en) |
| DK (1) | DK142236B (en) |
| ES (1) | ES451197A1 (en) |
| FR (1) | FR2322599A1 (en) |
| GB (1) | GB1556502A (en) |
| IE (1) | IE44293B1 (en) |
| LU (1) | LU75724A1 (en) |
| NL (1) | NL7609821A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19952146A1 (en) * | 1999-10-29 | 2001-06-07 | Boehringer Ingelheim Pharma | Arylalkanes, arylalkenes and aryl-azaalkanes, medicaments containing these compounds and process for their preparation |
-
1975
- 1975-09-05 FR FR7527311A patent/FR2322599A1/en active Granted
-
1976
- 1976-08-27 DE DE19762638705 patent/DE2638705A1/en not_active Withdrawn
- 1976-09-03 CA CA000260488A patent/CA1140132A/en not_active Expired
- 1976-09-03 BE BE170318A patent/BE845817A/en unknown
- 1976-09-03 CH CH1121676A patent/CH614440A5/en not_active IP Right Cessation
- 1976-09-03 LU LU75724A patent/LU75724A1/xx unknown
- 1976-09-03 DK DK398176A patent/DK142236B/en not_active IP Right Cessation
- 1976-09-03 NL NL7609821A patent/NL7609821A/en not_active Application Discontinuation
- 1976-09-03 ES ES451197A patent/ES451197A1/en not_active Expired
- 1976-09-03 JP JP10510076A patent/JPS5233680A/en active Pending
- 1976-09-06 AT AT659076A patent/AT352725B/en not_active IP Right Cessation
- 1976-09-06 IE IE198276A patent/IE44293B1/en unknown
- 1976-09-06 GB GB3680276A patent/GB1556502A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| LU75724A1 (en) | 1977-06-15 |
| DK142236C (en) | 1981-02-23 |
| CH614440A5 (en) | 1979-11-30 |
| DK398176A (en) | 1977-03-06 |
| ATA659076A (en) | 1979-03-15 |
| NL7609821A (en) | 1977-03-08 |
| CA1140132A (en) | 1983-01-25 |
| GB1556502A (en) | 1979-11-28 |
| BE845817A (en) | 1977-03-03 |
| FR2322599A1 (en) | 1977-04-01 |
| ES451197A1 (en) | 1977-11-16 |
| JPS5233680A (en) | 1977-03-14 |
| DE2638705A1 (en) | 1977-03-17 |
| FR2322599B1 (en) | 1979-09-14 |
| DK142236B (en) | 1980-09-29 |
| AT352725B (en) | 1979-10-10 |
| IE44293B1 (en) | 1981-10-07 |
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