GB1441378A - 7,8-dihalo substituted 1,2,3,4-tetrahydroisoquinoline compounds - Google Patents
7,8-dihalo substituted 1,2,3,4-tetrahydroisoquinoline compoundsInfo
- Publication number
- GB1441378A GB1441378A GB453775A GB453775A GB1441378A GB 1441378 A GB1441378 A GB 1441378A GB 453775 A GB453775 A GB 453775A GB 453775 A GB453775 A GB 453775A GB 1441378 A GB1441378 A GB 1441378A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dihalosubstituted
- reduction
- formula
- compounds
- methyl
- 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
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical class C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 150000003935 benzaldehydes Chemical class 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 102100033180 Indolethylamine N-methyltransferase Human genes 0.000 abstract 1
- 208000008589 Obesity Diseases 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzenecarboxaldehyde Natural products O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 1
- 230000031709 bromination Effects 0.000 abstract 1
- 238000005893 bromination reaction Methods 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- -1 chloro- Chemical class 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 235000012631 food intake Nutrition 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 150000002466 imines Chemical class 0.000 abstract 1
- 125000002346 iodo group Chemical group I* 0.000 abstract 1
- 235000020824 obesity Nutrition 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 108010087683 tryptamine N-methyltransferase Proteins 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
- C07D217/02—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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/440,925 US3939164A (en) | 1974-02-08 | 1974-02-08 | 7 AND 8-Halo substituted 1,2,3,4-tetrahydroisoquinoline compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1441378A true GB1441378A (en) | 1976-06-30 |
Family
ID=23750761
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB453775A Expired GB1441378A (en) | 1974-02-08 | 1975-02-03 | 7,8-dihalo substituted 1,2,3,4-tetrahydroisoquinoline compounds |
Country Status (13)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4200754A (en) * | 1979-02-02 | 1980-04-29 | Smithkline Corporation | Method for preparing 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline |
| US4258049A (en) * | 1979-07-02 | 1981-03-24 | Smithkline Corporation | Inhibiting phenylethanolamine N-methyltransferase with thiadiazolo and oxadiazolotetrahydroisoquinolines |
| ZA802987B (en) * | 1979-07-02 | 1981-05-27 | Smithkline Corp | Thiadiazolo- and oxadiazolotetrahy droisoquinoline compounds |
| US4228170A (en) * | 1979-08-30 | 1980-10-14 | Smithkline Corporation | 7- and/or 8-Sulfur substituted 1,2,3,4-tetrahydroisoquinoline compounds |
| US4868304A (en) * | 1988-05-27 | 1989-09-19 | Iowa State University Research Foundation, Inc. | Synthesis of nitrogen heterocycles |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2998422A (en) * | 1953-03-25 | 1961-08-29 | Irwin Neisler And Company | Bis-(nu-heterocarbocyclic) alkanes |
| US2785166A (en) * | 1954-10-25 | 1957-03-12 | Searle & Co | Ethers of heterocyclic alcohols and tetrahydroisoquinolinealkanols, their salts and methods for their production |
| US2876223A (en) * | 1957-02-20 | 1959-03-03 | Pfizer & Co C | Synthesis of substituted 1, 3 diazacyclopentenes and 1, 3 diazacyclohexenes |
| NL261409A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1960-02-19 | |||
| US3314963A (en) * | 1962-07-23 | 1967-04-18 | Pfizer & Co C | Azabenzocycloalkane-n-carboxamidines |
-
1974
- 1974-02-08 US US05/440,925 patent/US3939164A/en not_active Expired - Lifetime
-
1975
- 1975-01-03 ZA ZA00750063A patent/ZA7563B/xx unknown
- 1975-01-08 CA CA217,578A patent/CA1052793A/en not_active Expired
- 1975-01-09 IL IL46409A patent/IL46409A/xx unknown
- 1975-01-29 BE BE152830A patent/BE824924A/xx not_active IP Right Cessation
- 1975-02-03 GB GB453775A patent/GB1441378A/en not_active Expired
- 1975-02-04 JP JP50015229A patent/JPS5842189B2/ja not_active Expired
- 1975-02-05 FR FR7503628A patent/FR2260351B1/fr not_active Expired
- 1975-02-06 DE DE19752505005 patent/DE2505005A1/de not_active Ceased
- 1975-02-07 HU HUSI1454A patent/HU168562B/hu unknown
- 1975-02-07 IE IE255/75A patent/IE40594B1/xx unknown
- 1975-02-07 NL NL7501482A patent/NL7501482A/xx not_active Application Discontinuation
-
1980
- 1980-05-01 HK HK228/80A patent/HK22880A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE824924A (fr) | 1975-07-29 |
| IL46409A (en) | 1978-04-30 |
| ZA7563B (en) | 1976-01-28 |
| FR2260351A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-09-05 |
| NL7501482A (nl) | 1975-08-12 |
| DE2505005A1 (de) | 1975-08-14 |
| HK22880A (en) | 1980-05-09 |
| JPS5842189B2 (ja) | 1983-09-17 |
| FR2260351B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-07-21 |
| IE40594L (en) | 1975-08-08 |
| CA1052793A (en) | 1979-04-17 |
| IE40594B1 (en) | 1979-07-04 |
| IL46409A0 (en) | 1975-04-25 |
| AU7721475A (en) | 1976-07-15 |
| JPS50108274A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-08-26 |
| HU168562B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-05-28 |
| US3939164A (en) | 1976-02-17 |
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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 |