FR2374318A1 - 1-Benzhydryl:oxy-alkyl-4-phenylalkyl- or cinnamyl-piperazine derivs. - with dopaminergic, anticholinergic and antiparkinson activity (BE 14.6.78) - Google Patents
1-Benzhydryl:oxy-alkyl-4-phenylalkyl- or cinnamyl-piperazine derivs. - with dopaminergic, anticholinergic and antiparkinson activity (BE 14.6.78)Info
- Publication number
- FR2374318A1 FR2374318A1 FR7737708A FR7737708A FR2374318A1 FR 2374318 A1 FR2374318 A1 FR 2374318A1 FR 7737708 A FR7737708 A FR 7737708A FR 7737708 A FR7737708 A FR 7737708A FR 2374318 A1 FR2374318 A1 FR 2374318A1
- Authority
- FR
- France
- Prior art keywords
- piperazine
- activity
- alkyl
- anticholinergic
- dopaminergic
- 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.)
- Granted
Links
- WGEIOMTZIIOUMA-QPJJXVBHSA-N 1-[(e)-3-phenylprop-2-enyl]piperazine Chemical compound C1CNCCN1C\C=C\C1=CC=CC=C1 WGEIOMTZIIOUMA-QPJJXVBHSA-N 0.000 title abstract 2
- 230000001078 anti-cholinergic effect Effects 0.000 title abstract 2
- 230000003291 dopaminomimetic effect Effects 0.000 title abstract 2
- 230000000694 effects Effects 0.000 title abstract 2
- 230000000648 anti-parkinson Effects 0.000 title 1
- 239000000939 antiparkinson agent Substances 0.000 title 1
- 208000018737 Parkinson disease Diseases 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- KLFKBDZVQIQMNW-UHFFFAOYSA-N 1-[2-chloro-3-[2-chloro-3,3-bis(4-fluorophenyl)propoxy]-1-(4-fluorophenyl)propyl]-4-fluorobenzene Chemical compound C1=CC(F)=CC=C1C(C=1C=CC(F)=CC=1)C(Cl)COCC(Cl)C(C=1C=CC(F)=CC=1)C1=CC=C(F)C=C1 KLFKBDZVQIQMNW-UHFFFAOYSA-N 0.000 abstract 1
- 206010000599 Acromegaly Diseases 0.000 abstract 1
- 206010017600 Galactorrhoea Diseases 0.000 abstract 1
- 102000018997 Growth Hormone Human genes 0.000 abstract 1
- 108010051696 Growth Hormone Proteins 0.000 abstract 1
- 206010058359 Hypogonadism Diseases 0.000 abstract 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 abstract 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 abstract 1
- HHRFWSALGNYPHA-UHFFFAOYSA-N [N].C1CNCCN1 Chemical compound [N].C1CNCCN1 HHRFWSALGNYPHA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- OZVBMTJYIDMWIL-AYFBDAFISA-N bromocriptine Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N[C@]2(C(=O)N3[C@H](C(N4CCC[C@H]4[C@]3(O)O2)=O)CC(C)C)C(C)C)C2)=C3C2=C(Br)NC3=C1 OZVBMTJYIDMWIL-AYFBDAFISA-N 0.000 abstract 1
- 229960002802 bromocriptine Drugs 0.000 abstract 1
- 239000000122 growth hormone Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 208000031424 hyperprolactinemia Diseases 0.000 abstract 1
- 208000000509 infertility Diseases 0.000 abstract 1
- 230000036512 infertility Effects 0.000 abstract 1
- 231100000535 infertility Toxicity 0.000 abstract 1
- 231100000053 low toxicity Toxicity 0.000 abstract 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 239000008267 milk Substances 0.000 abstract 1
- 210000004080 milk Anatomy 0.000 abstract 1
- 235000013336 milk Nutrition 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- 235000015320 potassium carbonate Nutrition 0.000 abstract 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000028327 secretion Effects 0.000 abstract 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 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
- C07D295/16—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 acylated on ring nitrogen atoms
- C07D295/18—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 acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
-
- 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
- C07D295/084—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 attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—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 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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB52223/76A GB1545094A (en) | 1976-12-14 | 1976-12-14 | Piperazine derivatives |
| NL5222376 | 1976-12-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2374318A1 true FR2374318A1 (en) | 1978-07-13 |
| FR2374318B1 FR2374318B1 (index.php) | 1982-11-19 |
Family
ID=26267017
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7737708A Granted FR2374318A1 (en) | 1976-12-14 | 1977-12-14 | 1-Benzhydryl:oxy-alkyl-4-phenylalkyl- or cinnamyl-piperazine derivs. - with dopaminergic, anticholinergic and antiparkinson activity (BE 14.6.78) |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2374318A1 (index.php) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0099148A1 (en) * | 1982-06-29 | 1984-01-25 | Gist-Brocades N.V. | Piperazine derivatives, processes for their preparation and pharmaceutical preparations containing them |
| EP0243905A1 (de) * | 1986-04-28 | 1987-11-04 | Richter Gedeon Vegyészeti Gyár R.T. | 1(omega-[bis-(Phenyl)-alkoxy]-alkyl)-4-(di-(phenyl)-methyl)- Piperazine, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
| FR2601366A1 (fr) * | 1986-07-10 | 1988-01-15 | Andre Buzas | Derives de la benzhydryloxyethyl-piperazine, procedes d'obtention et de compositions pharmaceutiques les contenant. |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB837986A (en) * | 1956-07-10 | 1960-06-22 | Henri Morren | New piperazine derivatives and process for the preparation thereof |
-
1977
- 1977-12-14 FR FR7737708A patent/FR2374318A1/fr active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB837986A (en) * | 1956-07-10 | 1960-06-22 | Henri Morren | New piperazine derivatives and process for the preparation thereof |
Non-Patent Citations (1)
| Title |
|---|
| NV1107/54 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0099148A1 (en) * | 1982-06-29 | 1984-01-25 | Gist-Brocades N.V. | Piperazine derivatives, processes for their preparation and pharmaceutical preparations containing them |
| EP0243905A1 (de) * | 1986-04-28 | 1987-11-04 | Richter Gedeon Vegyészeti Gyár R.T. | 1(omega-[bis-(Phenyl)-alkoxy]-alkyl)-4-(di-(phenyl)-methyl)- Piperazine, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
| FR2601366A1 (fr) * | 1986-07-10 | 1988-01-15 | Andre Buzas | Derives de la benzhydryloxyethyl-piperazine, procedes d'obtention et de compositions pharmaceutiques les contenant. |
| EP0254627A1 (fr) * | 1986-07-10 | 1988-01-27 | Société anonyme: LES LABORATOIRES MERAM | Dérivés de la benzhydryloxyéthylpipérazine, procédés d'obtention et compositions pharmaceutiques les contenant |
| US4908365A (en) * | 1986-07-10 | 1990-03-13 | Andre Buzas | Benzhydryloxyethylpiperazine derivatives, processes for their preparation and pharmaceutical compositions in which they are present |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2374318B1 (index.php) | 1982-11-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| TP | Transmission of property | ||
| ST | Notification of lapse |