GB1289227A - - Google Patents
Info
- Publication number
- GB1289227A GB1289227A GB1289227DA GB1289227A GB 1289227 A GB1289227 A GB 1289227A GB 1289227D A GB1289227D A GB 1289227DA GB 1289227 A GB1289227 A GB 1289227A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- benzoylalkyl
- general formula
- hydrogen atom
- acid
- 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.)
- Expired
Links
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 3
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 3
- 125000005059 halophenyl group Chemical group 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 239000011230 binding agent Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 239000012442 inert solvent Substances 0.000 abstract 2
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 2
- 239000011707 mineral Substances 0.000 abstract 2
- 150000007522 mineralic acids Chemical class 0.000 abstract 2
- 150000007524 organic acids Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 208000001953 Hypotension Diseases 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000004171 alkoxy aryl group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000001387 anti-histamine Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 239000000739 antihistaminic agent Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000003106 haloaryl group Chemical group 0.000 abstract 1
- 208000021822 hypotensive Diseases 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000003176 neuroleptic agent Substances 0.000 abstract 1
- 230000000701 neuroleptic effect Effects 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 230000002936 tranquilizing effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
- C07D295/104—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/108—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1289227 N - Benzoylalkyl - N<SP>1</SP>- hydroxyalkylpiperazines FERLUX 29 May 1970 [3 June 1969] 25949/70 Heading C2C Novel N - benzoylalkyl - N<SP>1</SP> - hydroxyalkylpiperazines of the general formula wherein R is a halogen atom or a C 1-6 alkoxy group, R 1 is a hydrogen atom, a -COR 2 group (in which R 2 is a halo- or alkoxy-aryl group), a -CONR 3 R 4 , group (in which R 3 and R 4 are hydrogen atoms or identical C 1-6 alkyl groups) or a phenyl, halophenyl or alkylphenyl group and n and n<SP>1</SP> are integers (excluding the compounds wherein R is a fluorine atom, R 1 is a hydrogen atom, n is 3 and n<SP>1</SP> is 2, and addition salts thereof with mineral and organic acids are prepared (a) when R 1 is a hydrogen atom or a phenyl, alkylphenyl or halophenyl group, by reaction of a benzoylalkyl chloride of the general formula with an N-hydroxyalkylpiperazine of the general formula wherein Ar is a phenyl, halophenyl or alkylphenyl group, in the presence of an inert solvent and an acid-binding agent; and (b) when R 1 is a -COR 2 or -CONR 3 R 4 group, by reaction of the corresponding compound wherein R 1 is a hydrogen atom with an acid halide of the general formula XCOR 2 or XCONR 3 R 4 , wherein X is a halogen atom, in the presence of an inert solvent and an acid-binding agent when XCOR 2 is used and in the presence of an alkaline agent and a polar solvent when XCONR 3 R 4 is used ; followed optionally by salification of the product. Pharmaceutical compositions having neuroleptic, tranquillizing, analgesic, antiinflammatory, hypotensive and antihistaminic acitivity comprise, as active ingredient, an N-benzoylalkyl- N<SP>1</SP>-hydroxyalkylpiperazine as defined above or an addition salt thereof with a mineral or organic acid, in admixture with at least one solid or liquid, inert carrier.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR6918171A FR2047866B1 (en) | 1969-06-03 | 1969-06-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1289227A true GB1289227A (en) | 1972-09-13 |
Family
ID=9035045
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1289227D Expired GB1289227A (en) | 1969-06-03 | 1970-05-29 |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE751351A (en) |
| CH (1) | CH522655A (en) |
| DE (1) | DE2027054A1 (en) |
| ES (1) | ES381036A1 (en) |
| FR (1) | FR2047866B1 (en) |
| GB (1) | GB1289227A (en) |
| LU (1) | LU61040A1 (en) |
| NL (1) | NL7007929A (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3969356A (en) * | 1971-09-13 | 1976-07-13 | Kali-Chemie Aktiengesellschaft | N-[3-(p-f-benzoyl)-propyl]-N'-[2.(nitro,nitro-el, or methoxyphenyl)-ethyl]-p |
| DE2145682C3 (en) * | 1971-09-13 | 1975-09-04 | Kali-Chemie Ag, 3000 Hannover | 1,4-disubstituted piperazine derivatives and their acid addition compounds |
| FR2206088A1 (en) * | 1972-11-14 | 1974-06-07 | Synthelabo | Analgesic piperazino butyrophenone ketals - prepd. by reaction of halo butyrophenone ketal with hydroxy alkyl piperazine |
| CH603611A5 (en) * | 1973-03-12 | 1978-08-31 | Kali Chemie Ag | |
| CN1181065C (en) * | 2002-05-08 | 2004-12-22 | 上海医药工业研究院 | Arylcarboxyalkylpiperazine Derivatives and Their Application as Neuroprotective Agents |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1186495A (en) * | 1968-02-20 | 1970-04-02 | Delalande Sa | 0-[3-(4-Fluorobenzoyl) Proplyl]-4-Substituted Piperazines, their Acid Addition Salts and their method of preparation |
-
1969
- 1969-06-03 FR FR6918171A patent/FR2047866B1/fr not_active Expired
-
1970
- 1970-05-29 GB GB1289227D patent/GB1289227A/en not_active Expired
- 1970-06-01 NL NL7007929A patent/NL7007929A/xx unknown
- 1970-06-01 CH CH816770A patent/CH522655A/en not_active IP Right Cessation
- 1970-06-02 ES ES381036A patent/ES381036A1/en not_active Expired
- 1970-06-02 BE BE751351D patent/BE751351A/en unknown
- 1970-06-02 LU LU61040D patent/LU61040A1/xx unknown
- 1970-06-02 DE DE19702027054 patent/DE2027054A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2047866B1 (en) | 1973-03-16 |
| ES381036A1 (en) | 1973-04-16 |
| CH522655A (en) | 1972-06-30 |
| BE751351A (en) | 1970-12-02 |
| FR2047866A1 (en) | 1971-03-19 |
| LU61040A1 (en) | 1972-03-22 |
| DE2027054A1 (en) | 1970-12-10 |
| NL7007929A (en) | 1970-12-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |