GB1176804A - Novel 1-(2-Aminophenyl)-1,2,3,4-tetrahydroisoquinolines - Google Patents
Novel 1-(2-Aminophenyl)-1,2,3,4-tetrahydroisoquinolinesInfo
- Publication number
- GB1176804A GB1176804A GB30152/67A GB3015267A GB1176804A GB 1176804 A GB1176804 A GB 1176804A GB 30152/67 A GB30152/67 A GB 30152/67A GB 3015267 A GB3015267 A GB 3015267A GB 1176804 A GB1176804 A GB 1176804A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compounds
- appropriate
- dihydroisoquinolines
- alkyl
- 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
- WRDSJOCZQDJYRU-UHFFFAOYSA-N 2-(1,2,3,4-tetrahydroisoquinolin-1-yl)aniline Chemical class NC1=CC=CC=C1C1C2=CC=CC=C2CCN1 WRDSJOCZQDJYRU-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 4
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000002252 acyl group Chemical group 0.000 abstract 3
- GLMHXBPGCALECC-UHFFFAOYSA-N 1-(2-nitrophenyl)-3,4-dihydroisoquinoline Chemical class [O-][N+](=O)C1=CC=CC=C1C1=NCCC2=CC=CC=C12 GLMHXBPGCALECC-UHFFFAOYSA-N 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000007522 mineralic acids Chemical class 0.000 abstract 2
- 150000007524 organic acids Chemical class 0.000 abstract 2
- 235000005985 organic acids Nutrition 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical class C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 abstract 1
- MMYHFAAFBDUIID-UHFFFAOYSA-N 1-(2-nitrophenyl)-1,2,3,4-tetrahydroisoquinoline Chemical compound [O-][N+](=O)C1=CC=CC=C1C1C2=CC=CC=C2CCN1 MMYHFAAFBDUIID-UHFFFAOYSA-N 0.000 abstract 1
- JWPQKWNQSUAPEC-UHFFFAOYSA-N 2-(3,4-dihydroisoquinolin-1-yl)aniline Chemical class NC1=CC=CC=C1C1=NCCC2=CC=CC=C12 JWPQKWNQSUAPEC-UHFFFAOYSA-N 0.000 abstract 1
- FXWFZIRWWNPPOV-UHFFFAOYSA-N 2-aminobenzaldehyde Chemical compound NC1=CC=CC=C1C=O FXWFZIRWWNPPOV-UHFFFAOYSA-N 0.000 abstract 1
- CMWKITSNTDAEDT-UHFFFAOYSA-N 2-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=CC=C1C=O CMWKITSNTDAEDT-UHFFFAOYSA-N 0.000 abstract 1
- SWBDKCMOLSUXRH-UHFFFAOYSA-N 2-nitrobenzonitrile Chemical compound [O-][N+](=O)C1=CC=CC=C1C#N SWBDKCMOLSUXRH-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 230000001741 anti-phlogistic effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 125000003118 aryl 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
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 238000000034 method Methods 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
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 230000000717 retained effect Effects 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/20—Spiro-condensed ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (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 |
|---|---|---|---|
| DET0031483 | 1966-06-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1176804A true GB1176804A (en) | 1970-01-07 |
Family
ID=7556348
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30152/67A Expired GB1176804A (en) | 1966-06-29 | 1967-06-29 | Novel 1-(2-Aminophenyl)-1,2,3,4-tetrahydroisoquinolines |
Country Status (10)
| Country | Link |
|---|---|
| BE (1) | BE700693A (enrdf_load_stackoverflow) |
| CH (1) | CH488700A (enrdf_load_stackoverflow) |
| DE (1) | DE1620554A1 (enrdf_load_stackoverflow) |
| DK (1) | DK122077B (enrdf_load_stackoverflow) |
| ES (4) | ES342391A1 (enrdf_load_stackoverflow) |
| FR (1) | FR7511M (enrdf_load_stackoverflow) |
| GB (1) | GB1176804A (enrdf_load_stackoverflow) |
| IL (1) | IL28214A (enrdf_load_stackoverflow) |
| NL (2) | NL6708984A (enrdf_load_stackoverflow) |
| SE (1) | SE328884B (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0491441A1 (en) * | 1990-12-17 | 1992-06-24 | Shell Internationale Researchmaatschappij B.V. | Fungicidal isoquinoline derivatives |
-
0
- NL NL129427D patent/NL129427C/xx active
-
1966
- 1966-06-29 DE DE19661620554 patent/DE1620554A1/de active Pending
-
1967
- 1967-06-15 CH CH849867A patent/CH488700A/de not_active IP Right Cessation
- 1967-06-26 SE SE911767A patent/SE328884B/xx unknown
- 1967-06-27 ES ES342391A patent/ES342391A1/es not_active Expired
- 1967-06-27 ES ES342392A patent/ES342392A1/es not_active Expired
- 1967-06-27 ES ES342389A patent/ES342389A1/es not_active Expired
- 1967-06-27 ES ES342390A patent/ES342390A1/es not_active Expired
- 1967-06-28 DK DK335067A patent/DK122077B/da unknown
- 1967-06-28 NL NL6708984A patent/NL6708984A/xx unknown
- 1967-06-28 IL IL2821467A patent/IL28214A/xx unknown
- 1967-06-29 BE BE700693D patent/BE700693A/xx unknown
- 1967-06-29 GB GB30152/67A patent/GB1176804A/en not_active Expired
- 1967-09-28 FR FR122669A patent/FR7511M/fr not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0491441A1 (en) * | 1990-12-17 | 1992-06-24 | Shell Internationale Researchmaatschappij B.V. | Fungicidal isoquinoline derivatives |
| WO1992011242A1 (en) * | 1990-12-17 | 1992-07-09 | Shell Internationale Research Maatschappij B.V. | Fungicidal isoquinoline derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| BE700693A (enrdf_load_stackoverflow) | 1967-12-29 |
| ES342390A1 (es) | 1968-09-16 |
| IL28214A (en) | 1971-03-24 |
| NL6708984A (enrdf_load_stackoverflow) | 1968-01-02 |
| ES342391A1 (es) | 1968-09-16 |
| FR7511M (enrdf_load_stackoverflow) | 1969-12-15 |
| ES342389A1 (es) | 1968-09-16 |
| CH488700A (de) | 1970-04-15 |
| NL129427C (enrdf_load_stackoverflow) | |
| ES342392A1 (es) | 1968-09-16 |
| DE1620554A1 (de) | 1970-04-30 |
| DK122077B (da) | 1972-01-17 |
| SE328884B (enrdf_load_stackoverflow) | 1970-09-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |