GB971041A - New phenylpiperazine compounds - Google Patents
New phenylpiperazine compoundsInfo
- Publication number
- GB971041A GB971041A GB3728/60A GB372860A GB971041A GB 971041 A GB971041 A GB 971041A GB 3728/60 A GB3728/60 A GB 3728/60A GB 372860 A GB372860 A GB 372860A GB 971041 A GB971041 A GB 971041A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- nitro
- groups
- acylamido
- derivative
- 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
- C07D295/135—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 separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
- C07D263/22—Oxygen atoms attached in position 2 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to other ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of general formula <FORM:0971041/C1/1> wherein X represents a straight saturated hydrocarbon chain of two to four carbon atoms which, when the chain contains four carbon atoms, may be substituted by an oxo group on the carbon atom adjacent to the phenyl groups, Ar represents a phenyl group optionally substituted by a haloalkyl (e.g. CF3-) group or halogen atom, R1 represents a meta- or para-group from amino, monoalkylamino, acylamido (including alkanesulphonamido), N-alkylacylamido, carbamoylamino, alkoxycarbonylamino, chloroalkoxycarbonylamino and N-oxazolidone groups, R2 represents a group in any unoccupied position and is a nitro group or any group within the definition of R1 except an N-oxazolidone group (alkyl, haloalkyl, acylamido and alkoxy groups have 1-4 carbons); and their acid addition salts; and their preparation by reacting a compound of formula <FORM:0971041/C1/2> with a compound of formula <FORM:0971041/C1/3> wherein Y represents the acid residue of a reactive ester, and if desired converting by known methods R1 and/or R2 into different groups within those definitions. Conversions described are reduction of nitro and hydrolysis and reduction of acylamido groups to form amino and alkylamino compounds and the treatment of amino groups to yield alkylamino, acylamido, carbamoylamino, alkoxycarbonylamino and chloroalkoxycarbonylamino derivatives, forming from the last-named an N-oxazolidone derivative. Phenalkyl halides III prepared are 2-p-aminophenylethyl bromide by hydrogenation of the nitro derivative) which on acetylation and nitration yields 2-(4-acetamido-2 and 3-nitrophenyl)-ethyl bromides and on treatment with methane-sulphonyl chloride yields 2-p-methane-sulphonamido-phenylethyl bromide from which the 3-nitro-derivative is obtained; also 4-p-acetamidophenyl-4-oxobutyl chloride (from acetanilide and 4-chlorobutyryl chloride) from which the 3-nitro-derivative is obtained. Pharmaceutical compositions comprise comprise compounds I or non-toxic acid addition salts thereof with a pharmaceutical carrier. Forms (tablets, pills, powders, granules, capsules, syrups, elixirs, solutions, suspensions, emulsions) are described for oral and parenteral administration. The compounds have psychotropic properties.
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3728/60A GB971041A (en) | 1960-02-02 | 1960-02-02 | New phenylpiperazine compounds |
LU39711D LU39711A1 (en) | 1960-02-02 | 1961-01-30 | |
ES0264470A ES264470A1 (en) | 1960-02-02 | 1961-01-31 | New phenylpiperazine compounds |
BE599763A BE599763A (en) | 1960-02-02 | 1961-02-01 | New derivatives of piperazine |
FR851367A FR1421210A (en) | 1960-02-02 | 1961-02-01 | New piperazine derivatives |
DEM47904A DE1201843B (en) | 1960-02-02 | 1961-02-02 | Process for the preparation of N-phenyl-piperazine derivatives |
CH122761A CH398614A (en) | 1960-02-02 | 1961-02-02 | Process for the preparation of new piperazine derivatives |
FR854365A FR1086M (en) | 1960-02-02 | 1961-03-02 | New derivatives of n-phenylpiperazine. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3728/60A GB971041A (en) | 1960-02-02 | 1960-02-02 | New phenylpiperazine compounds |
GB3121860 | 1960-09-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB971041A true GB971041A (en) | 1964-09-30 |
Family
ID=26238547
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3728/60A Expired GB971041A (en) | 1960-02-02 | 1960-02-02 | New phenylpiperazine compounds |
Country Status (7)
Country | Link |
---|---|
BE (1) | BE599763A (en) |
CH (1) | CH398614A (en) |
DE (1) | DE1201843B (en) |
ES (1) | ES264470A1 (en) |
FR (1) | FR1086M (en) |
GB (1) | GB971041A (en) |
LU (1) | LU39711A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2515648A1 (en) * | 1981-11-03 | 1983-05-06 | Cortial | NOVELS (PHENYL-4 PIPERAZINYLETHYL) -2-ANILINES, METHOD FOR THE PREPARATION THEREOF AND THERAPEUTIC USE THEREOF |
FR2531082A1 (en) * | 1982-07-29 | 1984-02-03 | Cortial | NOVELS ((PHENYL-4 PIPERAZINYLTHYL) -2-ANILINO) -3 ISOBENZOFURANNONES, THEIR PREPARATION METHOD AND THEIR THERAPEUTIC APPLICATION |
-
1960
- 1960-02-02 GB GB3728/60A patent/GB971041A/en not_active Expired
-
1961
- 1961-01-30 LU LU39711D patent/LU39711A1/xx unknown
- 1961-01-31 ES ES0264470A patent/ES264470A1/en not_active Expired
- 1961-02-01 BE BE599763A patent/BE599763A/en unknown
- 1961-02-02 CH CH122761A patent/CH398614A/en unknown
- 1961-02-02 DE DEM47904A patent/DE1201843B/en active Pending
- 1961-03-02 FR FR854365A patent/FR1086M/en active Active
Also Published As
Publication number | Publication date |
---|---|
BE599763A (en) | 1961-05-29 |
DE1201843B (en) | 1965-09-30 |
ES264470A1 (en) | 1961-04-16 |
FR1086M (en) | 1962-01-29 |
LU39711A1 (en) | 1961-03-30 |
CH398614A (en) | 1966-03-15 |
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