GB705979A - 1.4-aralkyl piperazines and process for the preparation thereof - Google Patents
1.4-aralkyl piperazines and process for the preparation thereofInfo
- Publication number
- GB705979A GB705979A GB3985/52A GB398552A GB705979A GB 705979 A GB705979 A GB 705979A GB 3985/52 A GB3985/52 A GB 3985/52A GB 398552 A GB398552 A GB 398552A GB 705979 A GB705979 A GB 705979A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzyl
- aralkyl
- piperazine
- benzhydryl
- reaction
- 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
- C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/03—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
-
- 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
- C07D295/06—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 halogen atoms or nitro radicals
- C07D295/073—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 halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- 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
- C07D295/08—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 bound oxygen or sulfur atoms
- C07D295/096—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises 1:4 aralkyl-piperazines in which the 1- and 4- positions are substituted by different aralkyl groups and the 2- and 5- positions may be substituted by alkyl radicles, and a process for preparing them by the reaction between an aralkyl halide and a 1-aralkyl piperazine, or by the reaction between an aldehyde and a 1-aralkyl-piperazine followed by reduction. In examples, 1-benzhydryl-4-benzyl-piperazine is prepared by the reaction between benzyl piperazine and benzhydryl chloride, benzhydryl-piperazine and benzyl chloride, and between benzhydrylpiperazine and benzaldehyde, followed by reduction; substituted derivatives obtainable by similar methods include the 1-p-chlorbenzhydryl-4-p-methoxybenzyl, 1-p-chlorobenzhydryl-4-benzyl, 1-p-bromobenzhydryl - 4 - benzyl-, 1 - p - p1 - di chlorobenzhydryl-4-benzyl-, 1-p-methylbenzhydryl-4-benzyl-, and other combinations of methoxy, ethoxy, methyl-, propyl-, butyl-, chloro- and bromosubstituted products; and by selecting as piperazine derivative one having alkyl groups on the 2- and 5- carbon atoms as starting material, similar products to the above derivatives are also obtained.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE705979X | 1951-03-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB705979A true GB705979A (en) | 1954-03-24 |
Family
ID=3878497
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3985/52A Expired GB705979A (en) | 1951-03-22 | 1952-02-14 | 1.4-aralkyl piperazines and process for the preparation thereof |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB705979A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3318876A (en) * | 1962-12-11 | 1967-05-09 | Lepetit Spa | Substituted piperazines and process for preparing same |
US4017614A (en) | 1969-12-05 | 1977-04-12 | Henry Wild | Compositions for the relief of migraine |
EP0159566A1 (en) * | 1984-03-30 | 1985-10-30 | Kanebo, Ltd. | Novel piperazine derivatives, processes for production thereof, and pharmaceutical compositions comprising said compounds as active ingredient |
WO1994024116A1 (en) * | 1993-04-09 | 1994-10-27 | Syntex Pharmaceuticals Limited | Heterocyclic derivatives in the treatment of ischaemia and related diseases |
WO1995015958A1 (en) * | 1993-12-08 | 1995-06-15 | Alcon Laboratories, Inc. | Compounds having both potent calcium antagonist and antioxidant activity and use thereof as cytoprotective agents |
WO1996028440A1 (en) * | 1995-03-15 | 1996-09-19 | Merck & Co., Inc. | REDUCTIVE ALKYLATION PROCESS FOR THE PREPARATION N-(2-(R)-HYDROXY-1-(S)-INDANYL)-2(R)-PHENYLMETHYL-4(S)-HYDROXY-5-(1-(4-(3-PYRIDYLMETHYL)-2(S)-N'-(t-BUTYLCARBOXAMIDO)-PIPERAZINYL))-PENTANEAMIDE (=COMPOUND J OR L-735,524) |
-
1952
- 1952-02-14 GB GB3985/52A patent/GB705979A/en not_active Expired
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3318876A (en) * | 1962-12-11 | 1967-05-09 | Lepetit Spa | Substituted piperazines and process for preparing same |
US4017614A (en) | 1969-12-05 | 1977-04-12 | Henry Wild | Compositions for the relief of migraine |
EP0159566A1 (en) * | 1984-03-30 | 1985-10-30 | Kanebo, Ltd. | Novel piperazine derivatives, processes for production thereof, and pharmaceutical compositions comprising said compounds as active ingredient |
US4663325A (en) * | 1984-03-30 | 1987-05-05 | Kanebo Ltd. | 1-(2,3,4-tri-methoxybenzyl)-4[bis(4-fluorophenyl)methyl] piperazines are useful for treating cerebrovascular disease |
WO1994024116A1 (en) * | 1993-04-09 | 1994-10-27 | Syntex Pharmaceuticals Limited | Heterocyclic derivatives in the treatment of ischaemia and related diseases |
US5428037A (en) * | 1993-04-09 | 1995-06-27 | Syntex Pharmaceuticals, Ltd. | Heterocyclic derivatives in the treatment of Ischaemia and related diseases |
US5545645A (en) * | 1993-04-09 | 1996-08-13 | Syntex Pharmaceuticals, Limited | Heterocyclic derivatives in the treatment of ischaemia and related diseases |
WO1995015958A1 (en) * | 1993-12-08 | 1995-06-15 | Alcon Laboratories, Inc. | Compounds having both potent calcium antagonist and antioxidant activity and use thereof as cytoprotective agents |
US5646149A (en) * | 1993-12-08 | 1997-07-08 | Alcon Laboratories, Inc. | Compounds having both potent calcium antagonist and antioxidant activity and use thereof as cytoprotective agents |
WO1996028440A1 (en) * | 1995-03-15 | 1996-09-19 | Merck & Co., Inc. | REDUCTIVE ALKYLATION PROCESS FOR THE PREPARATION N-(2-(R)-HYDROXY-1-(S)-INDANYL)-2(R)-PHENYLMETHYL-4(S)-HYDROXY-5-(1-(4-(3-PYRIDYLMETHYL)-2(S)-N'-(t-BUTYLCARBOXAMIDO)-PIPERAZINYL))-PENTANEAMIDE (=COMPOUND J OR L-735,524) |
EA000635B1 (en) * | 1995-03-15 | 1999-12-29 | Мерк Энд Ко., Инк. | Reductive alkylation process for the preparation n-(2-(r)-hydroxy-1-(s)-indanyl)-2(r)-phenylmethyl-4(s)-hydroxy-5-(1-(4-(3-pyridylmethyl)-2(s)-n'-(t-butylcarboxamido)-piperazinyl))-pentaneamide (=compound j or l-735,524) |
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