GB889223A - Phenylpiperazinylalkyl esters and amides - Google Patents
Phenylpiperazinylalkyl esters and amidesInfo
- Publication number
- GB889223A GB889223A GB26208/59A GB2620859A GB889223A GB 889223 A GB889223 A GB 889223A GB 26208/59 A GB26208/59 A GB 26208/59A GB 2620859 A GB2620859 A GB 2620859A GB 889223 A GB889223 A GB 889223A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reacting
- phenyl
- piperazine
- cnh2n
- radical
- 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
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
- C07D295/12—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 singly or doubly bound nitrogen atoms
- C07D295/125—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 singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—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 singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen 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
The invention comprises compounds of the general formula <FORM:0889223/IV (b)/1> wherein R represents a hydrogen or chlorine atom or a methoxy radical, CnH2n represents a straight or branched alkylene chain in which n is 2, 3, 4 or 5, A represents an oxygen atom or an -NH- group, and Ar represents a phenyl, 4 - methoxyphenyl, 3,4 - dimethoxyphenyl, 3,4 - methylenedioxyphenyl or 3,4,5-trimethoxyphenyl radical) and their non-toxic water-soluble acid addition salts having therapeutically acceptable anions, and pharmaceutical compositions containing these compounds (see Group VI). The esters may be made by reacting a 1-phenyl-piperazine with a haloalkanol (or a carboxylic ester thereof with subsequent hydrolysis) or with a lower alkylene oxide, and esterifying the resulting 1-phenyl-4-(o -hydroxyalkyl)-piperazine with a benzoyl chloride ArCOCl, or (when R=CH3O) reacting p-anisidine with ethylene oxide and thionyl chloride to form N,N-bis-(2-chloroethyl)-p-anisidine, reacting this with an aminoalkanol H2N-(CnH2n)-OH and esterifying the product as before. The amides may be made by reacting a 1-phenylpiperazine with a haloalkyl or alkenyl cyanide, hydrogenating the resulting 1-phenyl-4-(o -cyanoalkyl)-piperazine and reacting the resulting amine with a benzoyl chloride ArCOCl.ALSO:Pharmaceutical compositions, having sedative activity, comprise about 25-300 mg. of a compound of the general formula <FORM:0889223/VI/1> (wherein R represents a hydrogen or chlorine atom or a methoxy radical, CnH2n represents a straight or branched alkylene chain in which n is 2, 3, 4 or 5, A represents an oxygen atom or an -NH- group, and Ar represents a phenyl, 4-methoxyphenyl, 3,4-dimethoxyphenyl, 3,4-methylenedioxyphenyl or 3,4,5 - trimethoxyphenyl radical), or a non-toxic water-soluble acid addition salt thereof, with a pharmaceutical carrier in unit dosage form (e.g. tablets, powders, capsules, suspensions or injection solutions). Specified salts are hydrohalides, sulphates and maleates.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US889223XA | 1958-08-01 | 1958-08-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB889223A true GB889223A (en) | 1962-02-14 |
Family
ID=22214289
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB26208/59A Expired GB889223A (en) | 1958-08-01 | 1959-07-30 | Phenylpiperazinylalkyl esters and amides |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB889223A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3953449A (en) | 1973-05-09 | 1976-04-27 | Synthelabo | 2-(4-M-CF3 or -SCF3 phenylpiperazino)-ethyl benzoates |
| EP0104614A1 (en) * | 1982-09-24 | 1984-04-04 | Chugai Seiyaku Kabushiki Kaisha | Phenylpiperazine derivatives and process for producing the same |
| EP0895993A1 (en) * | 1997-08-08 | 1999-02-10 | Bayer Ag | Process for the preparation of N-aryl-N'aklyl-piperazines |
-
1959
- 1959-07-30 GB GB26208/59A patent/GB889223A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3953449A (en) | 1973-05-09 | 1976-04-27 | Synthelabo | 2-(4-M-CF3 or -SCF3 phenylpiperazino)-ethyl benzoates |
| EP0104614A1 (en) * | 1982-09-24 | 1984-04-04 | Chugai Seiyaku Kabushiki Kaisha | Phenylpiperazine derivatives and process for producing the same |
| EP0895993A1 (en) * | 1997-08-08 | 1999-02-10 | Bayer Ag | Process for the preparation of N-aryl-N'aklyl-piperazines |
| US5922874A (en) * | 1997-08-08 | 1999-07-13 | Bayer Atkiengesellschaft | Process for preparing N-aryl-N'-alkyl-piperazines |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| IL41619A (en) | N-propanolamine ethers and their preparation | |
| PL239687A1 (en) | Process for preparing novel 2-/4-/diphenylmethyl/-1-piperazinyl/-acetic acids | |
| GB889223A (en) | Phenylpiperazinylalkyl esters and amides | |
| DE3164741D1 (en) | 2-(4-(diphenylmethylene)-1-piperidinyl)-acetic acids and their amides, their preparation and pharmaceutical preparations containing them | |
| GB954196A (en) | Method of preparing amino esters | |
| GB1392908A (en) | Salts thereof | |
| SE8302345D0 (en) | PLEUROMUTILIN DERIVATIVES, PROCESSES FOR THEIR PRODUCTION AND THEIR USE AS PHARMACEUTICALS | |
| GB1449802A (en) | Piperazine derivatives and compositions containing them for treating parkinsons disease | |
| GB1120186A (en) | Cyclohexene amino acid derivatives and process for their preparation | |
| ES384946A1 (en) | Novel adamantylurea derivatives and a process for the preparation thereof | |
| US3696100A (en) | N-(6-methyl-6-ol-2-heptyl)-n{40 -substituted piperazines | |
| GB914524A (en) | Thiazole carboxylic acid-(5-nitrofuryl-2-methylidene)-hydrazides and process for their manufacture | |
| GB971125A (en) | New piperidine derivatives | |
| GB830857A (en) | Aminoalkyl aryl ethers | |
| GB1467761A (en) | Phenoxypropylamine derivatives and preparation thereof | |
| GB1056046A (en) | Hydrocarbyl n-(aminoalkyl)-n-(2-aminophenyl) anthranilates | |
| GB997176A (en) | Anthranilic acid derivatives and process for their manufacture | |
| GB887700A (en) | Improvements in and relating to benzo-1:3-thiazinediones-(2:4) | |
| GB1076867A (en) | Improvements in or relating to 2,4-diamino-6-substituted pyrimidines | |
| GB974134A (en) | Oxazolidinone derivatives | |
| ES8305724A1 (en) | Substituted acetamides, a process for their preparation and pharmaceutical compositions containing them | |
| GB876678A (en) | Organic salts of substituted quinolines and process for the manufacture thereof | |
| GB843834A (en) | N-(5-nitro-2-furyl)-alkylidene-3-amino-5-tertiaryaminomethyl-2-oxazolidones and chemotherapeutic compositions containing them | |
| GB889075A (en) | Improvements in or relating to analgesic compositions comprising aryloxy propanolamines | |
| GB1167712A (en) | Diarylcyclopropane Derivatives |