GB995370A - Novel tetrahydro-quinoline derivatives and the preparation thereof - Google Patents

Novel tetrahydro-quinoline derivatives and the preparation thereof

Info

Publication number
GB995370A
GB995370A GB4492464A GB4492464A GB995370A GB 995370 A GB995370 A GB 995370A GB 4492464 A GB4492464 A GB 4492464A GB 4492464 A GB4492464 A GB 4492464A GB 995370 A GB995370 A GB 995370A
Authority
GB
United Kingdom
Prior art keywords
isoquinoline
halophenyl
ethyl
tetrahydro
phenethylamine
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
Application number
GB4492464A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB995370A publication Critical patent/GB995370A/en
Expired legal-status Critical Current

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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; 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
    • C07D217/18—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)

Abstract

The invention comprises tetrahydro-isoquinoline derivatives of the formula <FORM:0995370/C2/1> wherein n stands for 1, 2 or 3, R1 is a halogen atom and R2 is a hydrogen atom or an alkyl group containing up to 4 carbon atoms. The compounds are prepared by condensing 3-benzyloxy - 4 - methoxy - phenethylamine or 3 - methoxy - 4 - benzyloxy - phenethylamine with a b -phenyl propionic acid which contains 1, 2 or 3 halogen atoms in the phenyl nucleus and which may also contain an alkyl group having up to 4 carbon atoms in the a -position, cyclizing the resulting N-[b -(substituted phenyl) ethyl]-b -(halophenyl)-propionic acid imide to the corresponding 1 - [b - (halophenyl)ethyl] - 3,4-dihydro-isoquinoline derivative by treatment with phosphorus oxychloride, reducing this compound with, for example, an alkali metal hydride and,finally, N-methylating the 1-[b - (halophenyl)ethyl] - 1,2,3,4 - tetrahydro-isoquinoline obtained. They may also be prepared by quaternizing a 3,4-dihydro-isoquinoline obtained as described above and subsequently reducing the quaternary derivative.
GB4492464A 1962-01-19 1963-01-15 Novel tetrahydro-quinoline derivatives and the preparation thereof Expired GB995370A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH65062A CH420086A (en) 1962-01-19 1962-01-19 Process for the preparation of tetrahydroisoquinoline derivatives

Publications (1)

Publication Number Publication Date
GB995370A true GB995370A (en) 1965-06-16

Family

ID=4191946

Family Applications (2)

Application Number Title Priority Date Filing Date
GB4492464A Expired GB995370A (en) 1962-01-19 1963-01-15 Novel tetrahydro-quinoline derivatives and the preparation thereof
GB177563A Expired GB995369A (en) 1962-01-19 1963-01-15 Novel tetrahydro-quinoline derivatives and a process for the manufacture thereof

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB177563A Expired GB995369A (en) 1962-01-19 1963-01-15 Novel tetrahydro-quinoline derivatives and a process for the manufacture thereof

Country Status (5)

Country Link
BE (1) BE627177A (en)
CH (1) CH420086A (en)
DE (1) DE1445869A1 (en)
DK (1) DK108863C (en)
GB (2) GB995370A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69410093T2 (en) * 1993-06-22 1998-10-01 Knoll Ag ISOCHINOLINE DERIVATIVES WITH THERAPEUTIC EFFECT

Also Published As

Publication number Publication date
CH420086A (en) 1966-09-15
DE1445869A1 (en) 1969-04-10
GB995369A (en) 1965-06-16
BE627177A (en) 1963-07-16
DK108863C (en) 1968-02-19

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