GB1078975A - Improvements in or relating to n-substituted piperazino-alkoxy-acetophenone derivatives - Google Patents
Improvements in or relating to n-substituted piperazino-alkoxy-acetophenone derivativesInfo
- Publication number
- GB1078975A GB1078975A GB8032/64A GB803264A GB1078975A GB 1078975 A GB1078975 A GB 1078975A GB 8032/64 A GB8032/64 A GB 8032/64A GB 803264 A GB803264 A GB 803264A GB 1078975 A GB1078975 A GB 1078975A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- radical
- chlorophenyl
- piperazine
- compounds
- 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
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- -1 tranquillizers Substances 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 231100000252 nontoxic Toxicity 0.000 abstract 2
- 230000003000 nontoxic effect Effects 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- KPZWHZSIXZXDMW-UHFFFAOYSA-N 1-(2,4,6-trimethoxyphenyl)ethanone Chemical compound COC1=CC(OC)=C(C(C)=O)C(OC)=C1 KPZWHZSIXZXDMW-UHFFFAOYSA-N 0.000 abstract 1
- VQTDPCRSXHFMOL-UHFFFAOYSA-N 2,4-Dimethoxyacetophenone Chemical compound COC1=CC=C(C(C)=O)C(OC)=C1 VQTDPCRSXHFMOL-UHFFFAOYSA-N 0.000 abstract 1
- 101710171573 Primary amine oxidase Proteins 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000000954 anitussive effect Effects 0.000 abstract 1
- 239000003420 antiserotonin agent Substances 0.000 abstract 1
- 239000003434 antitussive agent Substances 0.000 abstract 1
- 229940124584 antitussives Drugs 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 208000008281 urolithiasis Diseases 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
Compounds of the formula <FORM:1078975/C2/1> wherein R represents a hydrogen atom or a alkoxy radical with not more than 5 carbon atoms, R1 and R2 are the same or different and represent alkoxy radicals with up to 5 carbon atoms, and Z is either the radical: <FORM:1078975/C2/2> wherein R3 is in the 2- or 4-position and represents a hydrogen atom, a chlorine atom or an alkoxy radical with up to 5 carbon atoms, or the radical: <FORM:1078975/C2/3> wherein R, R1 and R2 have the above significanc and non-toxic acid addition salts thereof. These compounds are obtained by reacting an a -chloro-acetophenone of the formula <FORM:1078975/C2/4> with an N-aryl-piperazine of the formula <FORM:1078975/C2/5> wherein R, R1, R2 and Z have the above significance, under anhydrous conditions in a suitable solvent, e.g. acetone. Pharmaceutical compositions useful as monamine oxidase inhibitors, tranquillizers, anti-serotonin agents, anti-tussives and in the treatment of urinary lithiasis contain as the active ingredient one or more of the compounds of the first general formula above or non-toxic acid addition salts thereof and a pharmaceutical carrier in a form suitable for injection or oral administration. The preparation of N-(phenyl)-, N-(41-chlorophenyl)- and N-(p-methoxyphenyl)-substituted piperazino - 2,4 - dimethoxyacetophenone, N - (phenyl) -, N - (21 - chlorophenyl) -, N - (41 - chlorophenyl)- an N-(p-methoxyphenyl)-substituted piperazino - 2,4,6 - trimethoxyacetophenone, N,N1 - bis - (2,4 - dimethoxyacetophenone) - piperazine and N,N1 - bis - (2,4,6 - trimethoxyacetophenone) - piperazine is described.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8032/64A GB1078975A (en) | 1964-02-26 | 1964-02-26 | Improvements in or relating to n-substituted piperazino-alkoxy-acetophenone derivatives |
FR6769A FR4603M (en) | 1964-02-26 | 1965-12-24 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8032/64A GB1078975A (en) | 1964-02-26 | 1964-02-26 | Improvements in or relating to n-substituted piperazino-alkoxy-acetophenone derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1078975A true GB1078975A (en) | 1967-08-09 |
Family
ID=9844463
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB8032/64A Expired GB1078975A (en) | 1964-02-26 | 1964-02-26 | Improvements in or relating to n-substituted piperazino-alkoxy-acetophenone derivatives |
Country Status (2)
Country | Link |
---|---|
FR (1) | FR4603M (en) |
GB (1) | GB1078975A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011012075A1 (en) * | 2009-07-29 | 2011-02-03 | 江苏恩华药业股份有限公司 | Substituted phenyl piperazinyl aralkylone derivatives and its application for preparing analgesic drugs |
-
1964
- 1964-02-26 GB GB8032/64A patent/GB1078975A/en not_active Expired
-
1965
- 1965-12-24 FR FR6769A patent/FR4603M/fr not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011012075A1 (en) * | 2009-07-29 | 2011-02-03 | 江苏恩华药业股份有限公司 | Substituted phenyl piperazinyl aralkylone derivatives and its application for preparing analgesic drugs |
Also Published As
Publication number | Publication date |
---|---|
FR4603M (en) | 1966-11-21 |
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