GB960181A - Substituted tetrahychroisoquinolines - Google Patents
Substituted tetrahychroisoquinolinesInfo
- Publication number
- GB960181A GB960181A GB2352259A GB2352259A GB960181A GB 960181 A GB960181 A GB 960181A GB 2352259 A GB2352259 A GB 2352259A GB 2352259 A GB2352259 A GB 2352259A GB 960181 A GB960181 A GB 960181A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tetrahydro
- dimethoxy
- acetone
- isoquinol
- group
- 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
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 13
- -1 1-substituted 1,2,3,4-tetrahydro-isoquinolines Chemical class 0.000 abstract 7
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- HPOKESDSMZRZLC-UHFFFAOYSA-N propan-2-one;hydrochloride Chemical compound Cl.CC(C)=O HPOKESDSMZRZLC-UHFFFAOYSA-N 0.000 abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- MBYXEBXZARTUSS-QLWBXOBMSA-N Emetamine Natural products O(C)c1c(OC)cc2c(c(C[C@@H]3[C@H](CC)CN4[C@H](c5c(cc(OC)c(OC)c5)CC4)C3)ncc2)c1 MBYXEBXZARTUSS-QLWBXOBMSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- AUVVAXYIELKVAI-UHFFFAOYSA-N SJ000285215 Natural products N1CCC2=CC(OC)=C(OC)C=C2C1CC1CC2C3=CC(OC)=C(OC)C=C3CCN2CC1CC AUVVAXYIELKVAI-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 229960002694 emetine Drugs 0.000 abstract 2
- AUVVAXYIELKVAI-CKBKHPSWSA-N emetine Chemical compound N1CCC2=CC(OC)=C(OC)C=C2[C@H]1C[C@H]1C[C@H]2C3=CC(OC)=C(OC)C=C3CCN2C[C@@H]1CC AUVVAXYIELKVAI-CKBKHPSWSA-N 0.000 abstract 2
- AUVVAXYIELKVAI-UWBTVBNJSA-N emetine Natural products N1CCC2=CC(OC)=C(OC)C=C2[C@H]1C[C@H]1C[C@H]2C3=CC(OC)=C(OC)C=C3CCN2C[C@H]1CC AUVVAXYIELKVAI-UWBTVBNJSA-N 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical compound C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 abstract 2
- IOEPOEDBBPRAEI-UHFFFAOYSA-N 1,2-dihydroisoquinoline Chemical compound C1=CC=C2CNC=CC2=C1 IOEPOEDBBPRAEI-UHFFFAOYSA-N 0.000 abstract 1
- SSSYOIPHXANRMO-UHFFFAOYSA-N 4h-benzo[a]quinolizine Chemical group C1=CC=C2C3=CC=CCN3C=CC2=C1 SSSYOIPHXANRMO-UHFFFAOYSA-N 0.000 abstract 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000005110 aryl thio group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 abstract 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- XXLZPUYGHQWHRN-RPBOFIJWSA-N dehydroemetine Chemical compound COC1=C(OC)C=C2[C@@H]3CC(C[C@@H]4C5=CC(OC)=C(OC)C=C5CCN4)=C(CC)CN3CCC2=C1 XXLZPUYGHQWHRN-RPBOFIJWSA-N 0.000 abstract 1
- WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 abstract 1
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- SUSQOBVLVYHIEX-UHFFFAOYSA-N phenylacetonitrile Chemical compound N#CCC1=CC=CC=C1 SUSQOBVLVYHIEX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003250 quinolizines Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2352259A GB960181A (en) | 1959-07-08 | 1959-07-08 | Substituted tetrahychroisoquinolines |
| DK371061A DK109517C (da) | 1959-07-08 | 1960-07-07 | Fremgangsmåde til fremstilling af benzokinolizinforbindelser eller syreadditionssalte deraf. |
| CH775360A CH487159A (de) | 1959-07-08 | 1960-07-07 | Verfahren zur Herstellung von substituierten 1,2,3,4-Tetrahydroisochinolinen |
| DK496064A DK109448C (da) | 1959-07-08 | 1960-07-07 | Fremgangsmåde til fremstilling af benzokinolizinforbindelser eller syreadditionssalte deraf. |
| BE592717A BE592717A (fr) | 1959-07-08 | 1960-07-07 | Composés de la série de l'isoquinoléine et leur préparation. |
| DK508164A DK109835C (da) | 1959-07-08 | 1960-07-07 | Fremgangsmåde til fremstilling af 1,2,3,4-tetrahydro-isokinolinforbindelser eller salte deraf. |
| DK266060A DK105810C (da) | 1959-07-08 | 1960-07-07 | Fremgangsmåde til fremstilling af bis-(1,2,3,4-tetrahydroisokinolinyl)-acetoneforbindelser eller salte deraf. |
| CH1794365A CH479587A (de) | 1959-07-08 | 1960-07-07 | Verfahren zur Herstellung von Benzochinolizinen |
| SE668960A SE310677B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1959-07-08 | 1960-07-08 | |
| DE19601445051 DE1445051A1 (de) | 1959-07-08 | 1960-07-08 | Tetrahydroisochinolinderivate und Verfahren zu ihrer Herstellung |
| DE19601445062 DE1445062A1 (de) | 1959-07-08 | 1960-07-08 | Gegebenenfalls substituierte Benzochinolizine und Verfahren zu ihrer Herstellung |
| NL6811774A NL6811774A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1959-07-08 | 1968-08-19 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2352259A GB960181A (en) | 1959-07-08 | 1959-07-08 | Substituted tetrahychroisoquinolines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB960181A true GB960181A (en) | 1964-06-10 |
Family
ID=10196995
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2352259A Expired GB960181A (en) | 1959-07-08 | 1959-07-08 | Substituted tetrahychroisoquinolines |
Country Status (7)
-
1959
- 1959-07-08 GB GB2352259A patent/GB960181A/en not_active Expired
-
1960
- 1960-07-07 DK DK266060A patent/DK105810C/da active
- 1960-07-07 DK DK371061A patent/DK109517C/da active
- 1960-07-07 DK DK496064A patent/DK109448C/da active
- 1960-07-07 BE BE592717A patent/BE592717A/fr unknown
- 1960-07-07 DK DK508164A patent/DK109835C/da active
- 1960-07-07 CH CH775360A patent/CH487159A/de not_active IP Right Cessation
- 1960-07-08 SE SE668960A patent/SE310677B/xx unknown
- 1960-07-08 DE DE19601445062 patent/DE1445062A1/de active Pending
- 1960-07-08 DE DE19601445051 patent/DE1445051A1/de active Pending
-
1968
- 1968-08-19 NL NL6811774A patent/NL6811774A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK109835C (da) | 1968-07-15 |
| BE592717A (fr) | 1960-10-31 |
| NL6811774A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1968-10-25 |
| DE1445062A1 (de) | 1969-01-09 |
| DK109448C (da) | 1968-04-29 |
| DK109517C (da) | 1968-05-06 |
| SE310677B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1969-05-12 |
| DK105810C (da) | 1966-11-14 |
| DE1445051A1 (de) | 1968-10-17 |
| CH487159A (de) | 1970-03-15 |
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