FR2366839A2 - Benzo-cyclohepta-pyrido-isoquinoline derivs. - useful as tranquillisers - Google Patents
Benzo-cyclohepta-pyrido-isoquinoline derivs. - useful as tranquillisersInfo
- Publication number
- FR2366839A2 FR2366839A2 FR7630377A FR7630377A FR2366839A2 FR 2366839 A2 FR2366839 A2 FR 2366839A2 FR 7630377 A FR7630377 A FR 7630377A FR 7630377 A FR7630377 A FR 7630377A FR 2366839 A2 FR2366839 A2 FR 2366839A2
- Authority
- FR
- France
- Prior art keywords
- cyclohepta
- pyrido
- benzo
- tranquillisers
- useful
- 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
- NLEHNNAHCACCIN-UHFFFAOYSA-N C1=CC=CC=C2C3=CC4=C5C=NC=CC5=CC=C4NC3=CC=C21 Chemical compound C1=CC=CC=C2C3=CC4=C5C=NC=CC5=CC=C4NC3=CC=C21 NLEHNNAHCACCIN-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 230000001977 ataxic effect Effects 0.000 abstract 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 abstract 2
- 206010012373 Depressed level of consciousness Diseases 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 210000003403 autonomic nervous system Anatomy 0.000 abstract 1
- 125000005605 benzo group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 239000003874 central nervous system depressant Substances 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- CSNXUYRHPXGSJD-UHFFFAOYSA-N isoquinolin-5-ol Chemical compound N1=CC=C2C(O)=CC=CC2=C1 CSNXUYRHPXGSJD-UHFFFAOYSA-N 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- RBWRWAUAVRMBAC-UHFFFAOYSA-M magnesium;methoxybenzene;bromide Chemical compound [Mg+2].[Br-].COC1=CC=[C-]C=C1 RBWRWAUAVRMBAC-UHFFFAOYSA-M 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
- 239000003204 tranquilizing agent Substances 0.000 abstract 1
- 230000002936 tranquilizing effect Effects 0.000 abstract 1
- 125000004953 trihalomethyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Benzo 6,7 cyclohepta 1,2,3-de pyrido 2,1-a isoquinoline derivs. of formula (I) and their acid-addn. salts are new. In the formula, R1-5 are each H or lower alkyl, pref. H; L is OH or lower alkanoyloxy; M is benzyl, phenyl substd. by a lower alkyl, lower alkoxy, halogen or trihalomethyl gp., furyl, thienyl or pyridyl. Cpds. (I) are CNS depressants (tranquilizers) with a high ratio of CNS depression to ataxic properties and effects on the autonomic nervous system. A typical cpd. (I) is (6a, 15b-trans)-(5-OH, 15b-H-trans)-5-p-anisyl-1,4,5,6,6a,10,11,15b-octahydro-3H-benzo 6- ,7 cyclohepta 1,2,3-de pyrido 2,1-a isoquinolin-5-ol. In an example, this was prepd. from the corresp. ketone and p-methoxyphenylmagnesium bromide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7630377A FR2366839A2 (en) | 1976-10-08 | 1976-10-08 | Benzo-cyclohepta-pyrido-isoquinoline derivs. - useful as tranquillisers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7630377A FR2366839A2 (en) | 1976-10-08 | 1976-10-08 | Benzo-cyclohepta-pyrido-isoquinoline derivs. - useful as tranquillisers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2366839A2 true FR2366839A2 (en) | 1978-05-05 |
| FR2366839B2 FR2366839B2 (en) | 1979-02-16 |
Family
ID=9178538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7630377A Granted FR2366839A2 (en) | 1976-10-08 | 1976-10-08 | Benzo-cyclohepta-pyrido-isoquinoline derivs. - useful as tranquillisers |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2366839A2 (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2081498A1 (en) * | 1970-02-10 | 1971-12-03 | Ayerst Mckenna & Harrison |
-
1976
- 1976-10-08 FR FR7630377A patent/FR2366839A2/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2081498A1 (en) * | 1970-02-10 | 1971-12-03 | Ayerst Mckenna & Harrison |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2366839B2 (en) | 1979-02-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES446222A1 (en) | Antiparasitic salicylanilide derivatives | |
| FR2366839A2 (en) | Benzo-cyclohepta-pyrido-isoquinoline derivs. - useful as tranquillisers | |
| ES406912A1 (en) | 6,7 Substituted 3-hydroxymethyl- 1 phenyl, benzyl or phenylethyl substituted isoquinolines | |
| ES465313A1 (en) | Derivatives of naphthyridine | |
| ES440789A1 (en) | 7-Substituted mercaptoacetamido cephamycins | |
| GB1543283A (en) | Indolo-(3,2,1-de)(1,5)naphthyridine derivatives | |
| AT296988B (en) | Process for the preparation of new 4,5,6,7-tetrahydro-thieno [2,3-c] pyridines and their salts | |
| PH13401A (en) | 4h-benzo(4,5)cyclohepta(1,2-b)thiopene derivatives | |
| ES451482A1 (en) | Benzo{8 5,6{9 cyclohepta{8 1,2-c{9 pyridines | |
| AU505336B2 (en) | Benzo/4,5/cyclohepta 1,2-b/thiophenes | |
| AU503121B2 (en) | 2,3,8, 12b-tetrahydro-1h-3a-methanodibenzo [3,4:6,1 cyclohepta [1,2-c] pyrroles | |
| CS183674B2 (en) | Method of producing derivatives of 4h-benzo/4,5/cyclohepta/1,2-b/thiophene | |
| IL48836A0 (en) | New polymers,their preparation and their use as oil and fuel additives | |
| IE36493L (en) | 4H-BENZO [4,5] CYCLOHEPTA [1,2-b] THIOPHEN-9-ONES | |
| IL50839A (en) | 2-halomethyl-2-hydroxy-imidazolidine-4,5-dione derivatives,their preparation and their use as plant-growth regulators | |
| AU462875B2 (en) | 2'-(4-pyridyl)-6,16 &-dimethyl-2c-oxo-11b, 17&, 21-trihydroxy-pregna-4,6-dieno [3,2-c] pyrazole | |
| AU497150B2 (en) | Indolo [2,3-a] quinolizine derivatives | |
| GB1483025A (en) | Pyrido(3,4-e)-as-triazine derivatives | |
| AU401524B2 (en) | Derivative of 4h-benzo [4,5] cyclohepta [1,2-b] thiophene | |
| FR2208652A2 (en) | 4'-aminomethyl-spiro(dibenzo(a,d)cycloheptadi(or tri) - ene-5,2' -(1,3)dioxolan)- antidepressants,analgesics,antiinflammatory | |
| GB1217217A (en) | Benzodiazepine derivatives | |
| AU505275B2 (en) | IMIDAZO (1, 2-b) ISOQUINOLINE DERIVATIVES | |
| Davidheiser | ECONOMIC EDUCATION IN PENNSYLVANIA, 1960-1975: A TIME OF CHANGE. | |
| JPS5382798A (en) | Novel nitrogen-contg. heterocyclic cpds. and process for their preparation | |
| ZA79459B (en) | Pyrano(4,3-e)-as-triazines their production as tranquilliser/sleep inducer use |