GB1313017A - Tetrahydro-isoquinoline derivatives and a process for the manufacture thereof - Google Patents

Tetrahydro-isoquinoline derivatives and a process for the manufacture thereof

Info

Publication number
GB1313017A
GB1313017A GB5670270A GB1313017DA GB1313017A GB 1313017 A GB1313017 A GB 1313017A GB 5670270 A GB5670270 A GB 5670270A GB 1313017D A GB1313017D A GB 1313017DA GB 1313017 A GB1313017 A GB 1313017A
Authority
GB
United Kingdom
Prior art keywords
alkyl
above formula
compounds
dimethoxy
nov
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
GB5670270A
Inventor
J M Osbond
G A Fothergill
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.)
Roche Products Ltd
Original Assignee
Roche Products Ltd
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 Roche Products Ltd filed Critical Roche Products Ltd
Publication of GB1313017A publication Critical patent/GB1313017A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02Heterocyclic 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
    • C07D217/04Heterocyclic 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 with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46Friedel-Crafts reactions
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76Ketones containing a keto group bound to a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/782Ketones containing a keto group bound to a six-membered aromatic ring polycyclic
    • C07C49/788Ketones containing a keto group bound to a six-membered aromatic ring polycyclic with keto groups bound to a condensed ring system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/782Ketones containing a keto group bound to a six-membered aromatic ring polycyclic
    • C07C49/792Ketones containing a keto group bound to a six-membered aromatic ring polycyclic containing rings other than six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)

Abstract

1313017 2 - Aralkyl - 6,7 - dimethoxy - 1- methyl - 1,2,3,4 - tetrahydroquinolines ROCHE PRODUCTS Ltd 16 Nov 1971 [30 Nov 1970] 56702/70 Heading C2C The invention comprises compounds of formula and their acid addition salts, wherein R is C 1-6 alkyl or C 3-6 alkyl, R<SP>1</SP> is H or up to C 6 alkanoyl, and R<SP>2</SP>, R<SP>3</SP> are each C 1-6 alkyl, or R<SP>2</SP>-R<SP>3</SP> is -(CH 2 ) 3 -, (-CH 2 ) 4 - or These compounds are prepared by reacting 6,7- dimethoxy - 1 - methyl - 1,2,3,4 - tetrahydroquinoline (or its acid addition salt) with the corresponding alkyl/aryl ketone, reducing the intermediate ketone corresponding with the above formula in which CO replaces CHOR<SP>1</SP>, and if desired alkanoylating the alcohol of the above formula. Therapeutic compositions having analgesic and/or antitussive activity, and which also reduce intestinal motility, comprise compounds of the above formula; they may be administered orally or parenterally.
GB5670270A 1970-11-30 1970-11-30 Tetrahydro-isoquinoline derivatives and a process for the manufacture thereof Expired GB1313017A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB5670270 1970-11-30

Publications (1)

Publication Number Publication Date
GB1313017A true GB1313017A (en) 1973-04-11

Family

ID=10477318

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5670270A Expired GB1313017A (en) 1970-11-30 1970-11-30 Tetrahydro-isoquinoline derivatives and a process for the manufacture thereof

Country Status (24)

Country Link
US (1) US3812133A (en)
AT (1) AT317215B (en)
AU (1) AU454027B2 (en)
BE (1) BE775949A (en)
BG (1) BG20355A3 (en)
BR (1) BR7107706D0 (en)
CH (1) CH559725A5 (en)
CS (1) CS164916B2 (en)
DD (1) DD95232A5 (en)
DE (1) DE2156049A1 (en)
DK (1) DK129236B (en)
EG (1) EG10512A (en)
ES (1) ES397454A1 (en)
FI (1) FI49605C (en)
FR (1) FR2115493B1 (en)
GB (1) GB1313017A (en)
HU (1) HU162419B (en)
IL (1) IL38066A0 (en)
MY (1) MY7400044A (en)
NL (1) NL7116272A (en)
RO (1) RO60141A (en)
SE (1) SE374110B (en)
SU (1) SU453837A3 (en)
ZA (1) ZA717308B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4766131A (en) * 1980-10-17 1988-08-23 Pennwalt Corporation 2-amino (or hydroxy) phenethyl-1,2,3,4-tetrahydroisoquinolines as analgesics

Also Published As

Publication number Publication date
CS164916B2 (en) 1975-11-28
US3812133A (en) 1974-05-21
DK129236B (en) 1974-09-16
NL7116272A (en) 1972-06-01
FI49605B (en) 1975-04-30
ES397454A1 (en) 1974-06-01
DK129236C (en) 1975-02-03
BG20355A3 (en) 1975-11-05
RO60141A (en) 1976-07-15
ZA717308B (en) 1972-11-29
FR2115493B1 (en) 1974-11-15
SE374110B (en) 1975-02-24
FR2115493A1 (en) 1972-07-07
BE775949A (en) 1972-05-29
IL38066A0 (en) 1972-01-27
AT317215B (en) 1974-08-26
DD95232A5 (en) 1973-01-20
AU3529771A (en) 1973-05-10
BR7107706D0 (en) 1973-07-12
FI49605C (en) 1975-08-11
HU162419B (en) 1973-02-28
DE2156049A1 (en) 1972-06-08
AU454027B2 (en) 1974-10-17
EG10512A (en) 1976-03-31
MY7400044A (en) 1974-12-31
CH559725A5 (en) 1975-03-14
SU453837A3 (en) 1974-12-15

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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