GB1098569A - Hexahydro-11bh-benzo[a]quinolizine derivatives and preparation thereof - Google Patents
Hexahydro-11bh-benzo[a]quinolizine derivatives and preparation thereofInfo
- Publication number
- GB1098569A GB1098569A GB5661766A GB5661766A GB1098569A GB 1098569 A GB1098569 A GB 1098569A GB 5661766 A GB5661766 A GB 5661766A GB 5661766 A GB5661766 A GB 5661766A GB 1098569 A GB1098569 A GB 1098569A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ester
- general formula
- acid
- substituted
- reacting
- 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
- RHVCCFKUACIGSM-UHFFFAOYSA-N 2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizine Chemical class C1CC2=CC=CC=C2C2N1CCCC2 RHVCCFKUACIGSM-UHFFFAOYSA-N 0.000 title 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical class OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- -1 methylene-dioxy substituents Chemical group 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 abstract 1
- IOEPOEDBBPRAEI-UHFFFAOYSA-N 1,2-dihydroisoquinoline Chemical compound C1=CC=C2CNC=CC2=C1 IOEPOEDBBPRAEI-UHFFFAOYSA-N 0.000 abstract 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- 229930194542 Keto Natural products 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 239000002671 adjuvant Substances 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000007900 aqueous suspension Substances 0.000 abstract 1
- 150000003841 chloride salts Chemical class 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 239000006071 cream Substances 0.000 abstract 1
- 230000000911 decarboxylating effect Effects 0.000 abstract 1
- 239000008298 dragée Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000002674 ointment Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 239000003755 preservative agent Substances 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 150000003250 quinolizines Chemical class 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- 230000000087 stabilizing effect Effects 0.000 abstract 1
- 230000000699 topical effect Effects 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/14—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/14—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/14—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
- C07D217/16—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals substituted by oxygen atoms
-
- 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
- C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/04—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
- C07D455/06—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine containing benzo [a] quinolizine ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEM0067937 | 1966-01-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1098569A true GB1098569A (en) | 1968-01-10 |
Family
ID=7312393
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5661766A Expired GB1098569A (en) | 1966-01-07 | 1966-12-19 | Hexahydro-11bh-benzo[a]quinolizine derivatives and preparation thereof |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE692193A (it) |
| CH (1) | CH484140A (it) |
| DE (1) | DE1595977A1 (it) |
| DK (1) | DK119164B (it) |
| ES (1) | ES335330A1 (it) |
| GB (1) | GB1098569A (it) |
| IL (1) | IL27024A (it) |
| NL (1) | NL6617790A (it) |
| SE (1) | SE335536B (it) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4421917A (en) * | 1982-07-16 | 1983-12-20 | Mcneilab, Inc. | Derivatives of 2-ureido-7-phenylhexahydrobenzo[a]quinolizines |
-
1966
- 1966-01-07 DE DE19661595977 patent/DE1595977A1/de active Pending
- 1966-10-28 CH CH1563866A patent/CH484140A/de not_active IP Right Cessation
- 1966-11-23 DK DK607166A patent/DK119164B/da unknown
- 1966-12-07 IL IL2702466A patent/IL27024A/xx unknown
- 1966-12-19 GB GB5661766A patent/GB1098569A/en not_active Expired
- 1966-12-19 NL NL6617790A patent/NL6617790A/xx unknown
-
1967
- 1967-01-03 SE SE8867A patent/SE335536B/xx unknown
- 1967-01-04 BE BE692193D patent/BE692193A/xx unknown
- 1967-01-05 ES ES335330A patent/ES335330A1/es not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4421917A (en) * | 1982-07-16 | 1983-12-20 | Mcneilab, Inc. | Derivatives of 2-ureido-7-phenylhexahydrobenzo[a]quinolizines |
Also Published As
| Publication number | Publication date |
|---|---|
| DK119164B (da) | 1970-11-23 |
| DE1595977A1 (de) | 1970-03-12 |
| ES335330A1 (es) | 1968-04-01 |
| BE692193A (it) | 1967-07-04 |
| SE335536B (it) | 1971-06-01 |
| CH484140A (de) | 1970-01-15 |
| IL27024A (en) | 1970-07-19 |
| NL6617790A (it) | 1967-07-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| IE40945B1 (en) | Benzomorphanes derivatives | |
| GB1305795A (it) | ||
| GB1055055A (en) | Improvements in or relating to 4-[1-lower alkyl piperidylidene-(4)]-9,10-dihydro-4h-benzo[4,5]-cyclohepta[1,2-b]thiophene derivatives | |
| GB1427139A (en) | Penicillins | |
| GB1098569A (en) | Hexahydro-11bh-benzo[a]quinolizine derivatives and preparation thereof | |
| GB1277789A (en) | Improvements in or relating to new polycyclic pyrrole derivatives | |
| IE34314L (en) | Dibenzodioxocine derivatives | |
| ES427078A1 (es) | Un metodo para la preparacion de una monosal de adicion de acido de un acido organico farmaceuticamente aceptable y una2,4-diaminopirimidina. | |
| GB1114335A (en) | 10-substituted-10,11-dihydrodibenzo[b,f]thiepine-5-oxides and-5,5-dioxides and process for the preparation thereof | |
| GB1158868A (en) | Novel 2,4-Disubstituted 7- and 8-Chloroquinolines, the preparation thereof and Compositions containing the same | |
| GB1173222A (en) | Substituted 6,7-Benzomorphans and their Preparation | |
| GB1529251A (en) | 9,10-dihydroergopeptines | |
| GB1218590A (en) | N-substituted piperidine spiro compounds | |
| GB1499420A (en) | Ergot peptide alkaloids | |
| GB1070736A (en) | Improvements in or relating to pyrido[3,4-b]indoles and the manufacture thereof | |
| GB1058675A (en) | New spiroalkane derivatives | |
| GB1228196A (it) | ||
| GB1245155A (en) | NOVEL 5-SUBSTITUTED-gamma-CARBOLINE DERIVATIVES AND THE SALTS THEREOF | |
| GB1384523A (en) | Oxime derivatives and their preparation | |
| GB1113905A (en) | 3,8,9-trihydro-and 1,2,3,8,9-pentahydro-3ah-benzo[6,7]-cyclohepta-[1,2,3-de]isoquinoine derivatives and their production | |
| GB1348258A (en) | 9-oxo-6.9-dihydro-4h-dioxino-4,5-g-quinolyl-8-carboxylic acids and their isomers, 10-oxo-7,10-dihydro-1h-dioxino-5,4-f-quinolyl- 9-carboxylic acids | |
| GB1106609A (en) | New butyne-2 derivatives, their process of preparation and therapeutical compositioncontaining same | |
| GB1504683A (en) | Pharmaceutical compositions containing substituted pyrimido-quinoline derivatives | |
| GB1318859A (en) | Imidazo-4,5-b-pyridine derivatives | |
| IE32413B1 (en) | Phenanthridine derivatives |