GB1018807A - Novel tetrahydro-pyridine derivatives and the manufacture thereof - Google Patents

Novel tetrahydro-pyridine derivatives and the manufacture thereof

Info

Publication number
GB1018807A
GB1018807A GB2729064A GB2729064A GB1018807A GB 1018807 A GB1018807 A GB 1018807A GB 2729064 A GB2729064 A GB 2729064A GB 2729064 A GB2729064 A GB 2729064A GB 1018807 A GB1018807 A GB 1018807A
Authority
GB
United Kingdom
Prior art keywords
formula
alkyl
groups
phenylalkyl
group
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
GB2729064A
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
Priority claimed from US292768A external-priority patent/US3282949A/en
Priority claimed from US292749A external-priority patent/US3270026A/en
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB1018807A publication Critical patent/GB1018807A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises compounds of formula <FORM:1018807/C2/1> wherein R1, R2, R3 and R4 are hydrogen or halogen atoms or alkyl, alkoxy, trifluoromethyl, nitro or phenylalkylamino groups, R5 is an alkyl or phenylalkyl group and R6 is an alkyl, phenylalkyl or cycloalkyl group, alkyl moieties having 1 to 7 carbon atoms, non-toxic acid addition salts thereof, and their preparation by reaction of a compound of formula <FORM:1018807/C2/2> or of formula <FORM:1018807/C2/3> with a compound of formula <FORM:1018807/C2/4> in the presence of either sulphuric acid or a mixture of phosphorus pentoxide and orthophosphoric acid and, if desired, reducing any nitro group or groups in the product and converting the resulting amino group or groups into N-phenylalkyl derivatives, for example by reaction with benzaldehyde and reduction. The compounds of the invention have analgesic, antirheumatic, antipyretic and psychostimulant activity and may be used in pharmaceutical compositions in combination with a carrier, for example in forms suitable for oral, parenteral or rectal administration, such as tablets, capsules, dragees, granules, ampoules, solutions, suspensions, emulsions or suppositories.
GB2729064A 1963-07-03 1964-07-02 Novel tetrahydro-pyridine derivatives and the manufacture thereof Expired GB1018807A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US292768A US3282949A (en) 1963-07-03 1963-07-03 Substituted lower fatty acid amides and processes
US292749A US3270026A (en) 1963-07-03 1963-07-03 Substituted benzamidotetrahydro-pyridines and processes

Publications (1)

Publication Number Publication Date
GB1018807A true GB1018807A (en) 1966-02-02

Family

ID=26967538

Family Applications (2)

Application Number Title Priority Date Filing Date
GB2729164A Expired GB1025044A (en) 1963-07-03 1964-07-02 N-substituted amides and the manufacture thereof
GB2729064A Expired GB1018807A (en) 1963-07-03 1964-07-02 Novel tetrahydro-pyridine derivatives and the manufacture thereof

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB2729164A Expired GB1025044A (en) 1963-07-03 1964-07-02 N-substituted amides and the manufacture thereof

Country Status (2)

Country Link
GB (2) GB1025044A (en)
NL (1) NL6407463A (en)

Also Published As

Publication number Publication date
GB1025044A (en) 1966-04-06
NL6407463A (en) 1965-01-04

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