GB1178187A - Bis(tetrahydroisoquinolines) and compositions thereof - Google Patents
Bis(tetrahydroisoquinolines) and compositions thereofInfo
- Publication number
- GB1178187A GB1178187A GB35489/67A GB3548967A GB1178187A GB 1178187 A GB1178187 A GB 1178187A GB 35489/67 A GB35489/67 A GB 35489/67A GB 3548967 A GB3548967 A GB 3548967A GB 1178187 A GB1178187 A GB 1178187A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tetrahydro
- bis
- alkylene bis
- iso
- salts
- 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
Classifications
-
- 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
- C07D217/02—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)
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,178,187. Alkylene bis - (1,2,3,4 - tetrahydroiso-quinolines). ENDO LABORATORIES Inc 2 Aug., 1967 [9 Aug., 1966], No. 35489/67 Heading C2C. Novel alkylene bis-(1,2,3,4-tetrahydro-iso quinolines) of formula wherein R 1 , R 2 , R 3 and R 4 are hydrogen or C 1 to C 6 alkyl, and R<SP>1</SP> 5 , R<SP>11</SP> 5 , R<SP>111</SP> 5 , R<SP>1</SP> 6 , R<SP>11</SP> 6 and R<SP>111</SP> 6 are hydrogen, alkyl, halogen, hydroxy, C 1 -C 6 alkoxy, C 1 -C 6 alkenoxy, C 1 -C 6 alkynoxy, C 1 -C 6 acyloxy, aryloxy, phenyl C 1 -C 6 alkoxy, amino, C 1 -C 6 alkylamino, C 1 -C 6 acylamino, or nitro, with the proviso that R 5 (i.e. any of R<SP>1</SP> 5 , R<SP>11</SP> 5 and R<SP>111</SP> 5 ) and R 6 (i.e. any of R<SP>1</SP> 6 , R<SP>11</SP> 6 and R<SP>111</SP> 6 ) are not simultaneously hydroxyl groups, and two substituents on one or both aromatic rings may be linked to form C-C 4 alkylenedioxy, and "alk" is a straight or branched C 1 -C 15 alkylene group, are prepared by dehydration of an appropriately substituted alkylene bis-(phenethylamide) to effect cyclization to an alkylene bis-(3,4-dihydro-isoquinoline), which is then reduced to the corresponding alkylene bis- (1,2,3,4 - tetrahydro - isoquinoline). The bis-(phenethylamide) starting material may be produced by reacting a phenylethylamine with a dicarboxyalkane. The hydrochloride salts of 1,1<SP>1</SP>-tetramethylenebis- and 1,1<SP>1</SP> - hexamethylenebis - (1,2,3,4 - tetrahydro-iso-quinoline) are separated into two isomers by fractional crystallization. 1,1<SP>1</SP>-Tetramethylenebis - (1,2,3,4 - tetrahydro - 6,7 - dimethoxy-iso-quinoline) is separated into isomeric forms via the tartrate salt, the various isomers then being converted into other salts. Pharmaceutical compositions having fibrinolytic activity, comprise the inventive compounds or their salts together with a pharmaceutically acceptable carrier.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US57119566A | 1966-08-09 | 1966-08-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1178187A true GB1178187A (en) | 1970-01-21 |
Family
ID=24282698
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB35489/67A Expired GB1178187A (en) | 1966-08-09 | 1967-08-02 | Bis(tetrahydroisoquinolines) and compositions thereof |
Country Status (10)
Country | Link |
---|---|
US (1) | US3560620A (en) |
AT (1) | AT278010B (en) |
CH (1) | CH478123A (en) |
DE (1) | DE1670633A1 (en) |
FR (1) | FR6600M (en) |
GB (1) | GB1178187A (en) |
GR (1) | GR35206B (en) |
LU (1) | LU54282A1 (en) |
NL (1) | NL6710907A (en) |
SE (1) | SE324568B (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4107165A (en) * | 1970-01-06 | 1978-08-15 | Endo Laboratories | Tris[tetrahydroisoquinoline] compounds |
US4009170A (en) * | 1970-08-10 | 1977-02-22 | Sterling Drug Inc. | 1-Ethoxy-3,4-dihydroisoquindines |
CH569008A5 (en) * | 1972-06-19 | 1975-11-14 | Solco Basel Ag | |
DE69534187T2 (en) * | 1994-05-13 | 2005-11-17 | Miltenyi Biotec Gmbh | STERILE AND PYROGEN-FREE COLUMNS COUPLED WITH A PROTEIN FOR BINDING AND REMOVING SUBSTANCES FROM THE BLOOD |
-
1966
- 1966-08-09 US US571195A patent/US3560620A/en not_active Expired - Lifetime
-
1967
- 1967-08-02 GB GB35489/67A patent/GB1178187A/en not_active Expired
- 1967-08-08 DE DE19671670633 patent/DE1670633A1/en active Pending
- 1967-08-08 CH CH1115167A patent/CH478123A/en not_active IP Right Cessation
- 1967-08-08 SE SE11247/67A patent/SE324568B/xx unknown
- 1967-08-08 NL NL6710907A patent/NL6710907A/xx unknown
- 1967-08-08 AT AT735767A patent/AT278010B/en not_active IP Right Cessation
- 1967-08-08 FR FR117286A patent/FR6600M/fr not_active Expired
- 1967-08-09 GR GR670135206A patent/GR35206B/en unknown
- 1967-08-09 LU LU54282D patent/LU54282A1/xx unknown
Also Published As
Publication number | Publication date |
---|---|
CH478123A (en) | 1969-09-15 |
FR6600M (en) | 1969-01-06 |
SE324568B (en) | 1970-06-08 |
GR35206B (en) | 1968-08-27 |
US3560620A (en) | 1971-02-02 |
DE1670633A1 (en) | 1971-02-11 |
NL6710907A (en) | 1968-02-12 |
LU54282A1 (en) | 1969-06-10 |
AT278010B (en) | 1970-01-26 |
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