AT233011B - Process for the preparation of new N-phenylpiperazine derivatives - Google Patents
Process for the preparation of new N-phenylpiperazine derivativesInfo
- Publication number
- AT233011B AT233011B AT305362A AT305362A AT233011B AT 233011 B AT233011 B AT 233011B AT 305362 A AT305362 A AT 305362A AT 305362 A AT305362 A AT 305362A AT 233011 B AT233011 B AT 233011B
- Authority
- AT
- Austria
- Prior art keywords
- general formula
- radical
- compound
- preparation
- new
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 4
- YZTJYBJCZXZGCT-UHFFFAOYSA-N phenylpiperazine Chemical class C1CNCCN1C1=CC=CC=C1 YZTJYBJCZXZGCT-UHFFFAOYSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims 2
- 230000010933 acylation Effects 0.000 claims 1
- 238000005917 acylation reaction Methods 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 230000009467 reduction Effects 0.000 claims 1
- 238000006722 reduction reaction Methods 0.000 claims 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 208000028017 Psychotic disease Diseases 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 208000020016 psychiatric disease Diseases 0.000 description 1
- 230000000506 psychotropic effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229940066771 systemic antihistamines piperazine derivative Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Herstellung von neuen N-Phenylpiperazinderivaten
Die Erfindung betrifft ein Verfahren zur Herstellung von neuen Piperazinderivaten der allgemeinen Formel I
EMI1.1
EMI1.2
atom oder einen Nitro-, einen Amino-, einen Mono- oder Dialkylamino-, einen Mono- oder Dihydroxyalkylamin-, einen aliphatischen Acylamido- (einschliesslich Sulfamido), einen aliphatischen N-Alkylacylamido-, einen Carbaminylamino- oder einen Alkoxycarbonylaminorest (einschliesslich Chloralkoxycarbonylaminorest) bedeuten, sowie den Additionssalzen dieser Verbindungen. In jedem der genannten Substituenten am Stickstoff überschreitet die Zahl der Kohlenstoffatome 4 nicht.
Die erfindungsgemäss erhältlichen Verbindungen besitzen wertvolle therapeutische Eigenschaften und insbesondere eine psychotrope Wirksamkeit, die sie insbesondere für die Behandlung von psychischen Erkrankungen, insbesondere von Psychosen, verwendbar macht.
EMI1.3
an Depressionen leidenden Kranken.
Die erfindungsgemäss erhältlichen Verbindungen können nach dcr folgenden Methode hergestellt wer- den :
Umsetzung eines Anilins der allgemeinen Formel II :
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EMI2.1
mit einer Verbindung der allgemeinen Formel III :
EMI2.2
in denen R und R. die oben angegebenen Bedeutungen besitzen und Y den aus der Säure stammenden Rest eines reaktionsfähigen Esters darstellt oder durch Umsetzung einer Verbindung der allgemeinen Formel IV :
EMI2.3
mit einer Verbindung der allgemeinen Formel V :
EMI2.4
EMI2.5
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EMI3.1
<Desc / Clms Page number 1>
Process for the preparation of new N-phenylpiperazine derivatives
The invention relates to a process for the preparation of new piperazine derivatives of the general formula I.
EMI1.1
EMI1.2
atom or a nitro, an amino, a mono- or dialkylamino, a mono- or dihydroxyalkylamine, an aliphatic acylamido (including sulfamido), an aliphatic N-alkylacylamido, a carbaminylamino or an alkoxycarbonylamino radical (including a chloroalkoxycarbonylamino radical) mean, as well as the addition salts of these compounds. The number of carbon atoms does not exceed four in each of the substituents on nitrogen mentioned.
The compounds obtainable according to the invention have valuable therapeutic properties and, in particular, a psychotropic activity, which makes them particularly useful for the treatment of mental illnesses, in particular psychoses.
EMI1.3
sufferers of depression.
The compounds obtainable according to the invention can be prepared by the following method:
Implementation of an aniline of the general formula II:
<Desc / Clms Page number 2>
EMI2.1
with a compound of the general formula III:
EMI2.2
in which R and R. have the meanings given above and Y represents the radical of a reactive ester derived from the acid or by reacting a compound of the general formula IV:
EMI2.3
with a compound of the general formula V:
EMI2.4
EMI2.5
<Desc / Clms Page number 3>
EMI3.1
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB233011X | 1959-10-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT233011B true AT233011B (en) | 1964-04-25 |
Family
ID=10193405
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT305362A AT233011B (en) | 1959-10-20 | 1960-10-20 | Process for the preparation of new N-phenylpiperazine derivatives |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT233011B (en) |
-
1960
- 1960-10-20 AT AT305362A patent/AT233011B/en active
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