JO1003B1 - New substituted heterocyclic benzamides methods of preparing them compositions containing them and their use as behaviour modifiers - Google Patents
New substituted heterocyclic benzamides methods of preparing them compositions containing them and their use as behaviour modifiersInfo
- Publication number
- JO1003B1 JO1003B1 JO19791003A JOP19791003A JO1003B1 JO 1003 B1 JO1003 B1 JO 1003B1 JO 19791003 A JO19791003 A JO 19791003A JO P19791003 A JOP19791003 A JO P19791003A JO 1003 B1 JO1003 B1 JO 1003B1
- Authority
- JO
- Jordan
- Prior art keywords
- group
- alkyl
- sulphamoyl
- alkylsulphonyl
- compounds
- Prior art date
Links
- -1 heterocyclic benzamides Chemical class 0.000 title abstract 3
- 229940054066 benzamide antipsychotics Drugs 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 title 1
- 239000003607 modifier Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000004644 alkyl sulfinyl group Chemical group 0.000 abstract 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 2
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical group 0.000 abstract 1
- 150000003936 benzamides Chemical class 0.000 abstract 1
- 235000010233 benzoic acid Nutrition 0.000 abstract 1
- 150000001602 bicycloalkyls Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 230000002903 catalepsic effect Effects 0.000 abstract 1
- 210000003169 central nervous system Anatomy 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention provides substituted beterocyclic benzamides of the general formula In which R4 is cycloalkyl, cycloalkenyl, bicycloalkyl or tri-cycloalkyl group, a is a single bond or a saturated or unsaturated hydrocarbon chain containing 1 to 3 carbon atoms, n is 0.1.2 or 3, R5 is a hydrogen atom, an alkyl group with 1 to 3 carbon atoms or an alkenyl or alkynyl group, and each of R1, R2, R3 and R6 which are the same or different , is a hydrogen or halogen atom or an alkyl, alkoxy, amino, acetamido, sulphamoyl, alkylsulphamoyl, dialkylsulphamoyl, alkylsulphonyl or alkylsulphinyl group, or any two of them are bonded together to form an azimido group, with the following provisos (a) that when R4 is a cycloalkyl group, R5 a hydrogen atom or an alkyl group, A a single bond and n equal to 0. at least one or R1, R2. R3 and R6 is an alkylsulphonyl or alkyl-sulphinyl group or two of them are bonded together to form an azimido group, and (b) that when R4 is a cycloalkyl group , R5 is a methyl group, A is an alkylene group with one to three carbon atom , n is 1 and the amide chain is bonded at the 2 position of the pyrrolidine, R1 can be a halogen atom or a sulphamoyl, alkyl-sulphamoyl, dialkylsulphamoyl or alkylsulphonyl group only when R2, R3, R6 are not all hydrogen atoms, the compounds are made by aminating a benzoic acid having the appropriate R1, R2, R3, OR5 and R6 substituents, the compounds can be made up into pharmaceutical compositions and their action on the central nervous system makes them valuable antimetic compounds, but with sub-stantially no cataleptic action
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JO19791003A JO1003B1 (en) | 1979-05-07 | 1979-05-07 | New substituted heterocyclic benzamides methods of preparing them compositions containing them and their use as behaviour modifiers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JO19791003A JO1003B1 (en) | 1979-05-07 | 1979-05-07 | New substituted heterocyclic benzamides methods of preparing them compositions containing them and their use as behaviour modifiers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JO1003B1 true JO1003B1 (en) | 1982-07-10 |
Family
ID=48087042
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JO19791003A JO1003B1 (en) | 1979-05-07 | 1979-05-07 | New substituted heterocyclic benzamides methods of preparing them compositions containing them and their use as behaviour modifiers |
Country Status (1)
| Country | Link |
|---|---|
| JO (1) | JO1003B1 (en) |
-
1979
- 1979-05-07 JO JO19791003A patent/JO1003B1/en active
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