GB1528862A - 1,4-disubstituted piperazine derivatives and process for their preparation - Google Patents
1,4-disubstituted piperazine derivatives and process for their preparationInfo
- Publication number
- GB1528862A GB1528862A GB18937/76A GB1893776A GB1528862A GB 1528862 A GB1528862 A GB 1528862A GB 18937/76 A GB18937/76 A GB 18937/76A GB 1893776 A GB1893776 A GB 1893776A GB 1528862 A GB1528862 A GB 1528862A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- reacting
- piperazine
- alkyl
- disubstituted
- 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
- -1 1,4-disubstituted piperazine Chemical class 0.000 title abstract 4
- 229940066771 systemic antihistamines piperazine derivative Drugs 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- 125000003368 amide group Chemical group 0.000 abstract 2
- 150000004820 halides Chemical class 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 abstract 1
- 241000219112 Cucumis Species 0.000 abstract 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 abstract 1
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000003950 cyclic amides Chemical class 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 159000000011 group IA salts Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000002560 nitrile group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000004885 piperazines Chemical class 0.000 abstract 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 abstract 1
- 230000002582 psychostimulating effect Effects 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 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
- C07D295/14—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/15—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero 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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7514804A FR2310763A1 (fr) | 1975-05-13 | 1975-05-13 | Derives 1,4-disubstitues de la piperazine, leur procede de preparation et leurs applications |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1528862A true GB1528862A (en) | 1978-10-18 |
Family
ID=9155135
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB18937/76A Expired GB1528862A (en) | 1975-05-13 | 1976-05-07 | 1,4-disubstituted piperazine derivatives and process for their preparation |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4096259A (enExample) |
| DE (1) | DE2621082C2 (enExample) |
| ES (5) | ES447900A1 (enExample) |
| FR (1) | FR2310763A1 (enExample) |
| GB (1) | GB1528862A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0133323A1 (en) * | 1983-08-01 | 1985-02-20 | The Wellcome Foundation Limited | Benzhydrylpiperazines |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4567264A (en) * | 1983-05-18 | 1986-01-28 | Syntex (U.S.A.) Inc. | Cardioselective aryloxy- and arylthio- hydroxypropylene-piperazinyl acetanilides which affect calcium entry |
| FR2603583B1 (fr) * | 1986-09-05 | 1988-12-09 | Andre Buzas | Derives de la benzhydryloxyethyl-piperidine, procede d'obtention et compositions pharmaceutiques les contenant |
| US5276035A (en) * | 1990-07-26 | 1994-01-04 | Novo Nordisk A/S | 1,4-disubstituted piperazines |
| DK178490D0 (da) * | 1990-07-26 | 1990-07-26 | Novo Nordisk As | 1,4-disubstituerede piperaziner |
| DK178590D0 (da) * | 1990-07-26 | 1990-07-26 | Novo Nordisk As | 1,4-disubstituerede piperaziner |
| FR2815031A1 (fr) * | 2000-10-11 | 2002-04-12 | Gilles Fillion | Compositions et methodes pour la regulation du systeme nerveux |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2953568A (en) * | 1958-03-03 | 1960-09-20 | Ciba Pharm Prod Inc | Derivatives of piperazine |
| US3205134A (en) * | 1961-11-14 | 1965-09-07 | Colgate Palmolive Co | Antidepressant benzilates of piperazinoalkanols |
| DE1795375A1 (de) | 1968-09-21 | 1972-01-05 | Boehringer Mannheim Gmbh | Basische AEther und Verfahren zur Herstellung derselben |
| FR2073277A1 (en) | 1969-12-17 | 1971-10-01 | Ferlux | 1-phenoxy alkyl-4-hydroxy alkyl piperazine - anti-inflammatories and analgesics |
-
1975
- 1975-05-13 FR FR7514804A patent/FR2310763A1/fr active Granted
-
1976
- 1976-05-07 GB GB18937/76A patent/GB1528862A/en not_active Expired
- 1976-05-10 US US05/684,846 patent/US4096259A/en not_active Expired - Lifetime
- 1976-05-12 DE DE2621082A patent/DE2621082C2/de not_active Expired
- 1976-05-13 ES ES447900A patent/ES447900A1/es not_active Expired
- 1976-05-13 ES ES447899A patent/ES447899A1/es not_active Expired
- 1976-05-13 ES ES447902A patent/ES447902A1/es not_active Expired
- 1976-05-13 ES ES447898A patent/ES447898A1/es not_active Expired
- 1976-05-13 ES ES447901A patent/ES447901A1/es not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0133323A1 (en) * | 1983-08-01 | 1985-02-20 | The Wellcome Foundation Limited | Benzhydrylpiperazines |
| US4757074A (en) * | 1983-08-01 | 1988-07-12 | Burroughs Wellcome Co. | Piperazinyl benzyl acids having antihistamine activity |
Also Published As
| Publication number | Publication date |
|---|---|
| ES447898A1 (es) | 1977-07-16 |
| DE2621082A1 (de) | 1976-11-25 |
| ES447901A1 (es) | 1977-06-16 |
| ES447899A1 (es) | 1977-07-01 |
| DE2621082C2 (de) | 1986-02-13 |
| US4096259A (en) | 1978-06-20 |
| FR2310763B1 (enExample) | 1978-08-04 |
| FR2310763A1 (fr) | 1976-12-10 |
| ES447902A1 (es) | 1977-06-16 |
| ES447900A1 (es) | 1977-06-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |