GB913866A - Improvements in or relating to amino-norcamphane compounds - Google Patents

Improvements in or relating to amino-norcamphane compounds

Info

Publication number
GB913866A
GB913866A GB2631360A GB2631360A GB913866A GB 913866 A GB913866 A GB 913866A GB 2631360 A GB2631360 A GB 2631360A GB 2631360 A GB2631360 A GB 2631360A GB 913866 A GB913866 A GB 913866A
Authority
GB
United Kingdom
Prior art keywords
radicals
alkyl
hydrogen
compounds
general formula
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
GB2631360A
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.)
Merck KGaA
Original Assignee
E Merck 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 E Merck AG filed Critical E Merck AG
Publication of GB913866A publication Critical patent/GB913866A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
    • C07D295/033—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises compounds (having an analeptic action) of the general formula:- <FORM:0913866/IV (b)/1> wherein X represents 1 or 2, R1 is an aryl, cycloalkyl or heterocyclic radical which may be substituted by halogen or hydroxyl radicals, R2 is hydrogen or alkyl, and R3 and R1 represent hydrogen, alkyl, or cycloalkyl radicals, where these radicals can be the same or different or may be linked to form a ring, either directly or through a hetero atom, provided that (1) none of the radicals R1 to R1 contain more than 15 carbon atoms, (2) R3 and R4 do not simultaneously represent hydrogen, and (3) R3 and R4 do not simultaneously represent methyl when R1 is phenyl, R2 is hydrogen and X is 1; also their physiologically tolerable acid addition salts and quaternary ammonium compounds, together with a process for their preparation by alkylating the corresponding primary amine of general formula:- <FORM:0913866/IV (b)/2> The alkylation may be performed by any known method, e.g. condensation with alkyl or aralkyl halides, reaction with formic acid and an aldehyde, reduction of an N-acyl derivative, reaction with a low alcohol in the presence of Raney nickel, or via a Schiff's base. The bases may then be converted into acid addition salts or quaternary ammonium derivatives. Belgian Specifications 557,666 and 557,667 and German Specifications 1,001,257 and 1,039,061 are referred to.
GB2631360A 1959-08-01 1960-07-28 Improvements in or relating to amino-norcamphane compounds Expired GB913866A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM42332A DE1110159B (en) 1959-08-01 1959-08-01 Process for the preparation of analeptically active N-substituted amino orcamphan derivatives or of their acid addition salts and quaternary ammonium compounds

Publications (1)

Publication Number Publication Date
GB913866A true GB913866A (en) 1962-12-28

Family

ID=7304304

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2631360A Expired GB913866A (en) 1959-08-01 1960-07-28 Improvements in or relating to amino-norcamphane compounds

Country Status (6)

Country Link
BE (1) BE593463A (en)
CH (1) CH385196A (en)
DE (1) DE1110159B (en)
FR (1) FR978M (en)
GB (1) GB913866A (en)
SE (1) SE302957B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10662146B2 (en) 2015-09-15 2020-05-26 Praxis Bioresearch, LLC Prodrugs of fencamfamine

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1201338B (en) * 1959-08-01 1965-09-23 Merck Ag E Process for the preparation of analeptically active N-substituted aminobicyclo-heptane derivatives or of their acid addition salts and quaternary ammonium compounds
DE1284421B (en) * 1962-06-09 1968-12-05 Knoll Ag Bicyclically substituted aminoalkanes and processes for their preparation
DE1298527B (en) * 1962-06-09 1969-07-03 Knoll Ag Process for the preparation of bicyclically substituted aminoalkanes
US3308160A (en) * 1963-06-26 1967-03-07 Du Pont 4-phenylbicyclo[2.2.2]octane-1-amines and salts thereof
US3341402A (en) * 1965-01-15 1967-09-12 Smith Kline French Lab Anti-viral composition and method
US3362878A (en) * 1966-08-01 1968-01-09 Du Pont Pharmaceutical compositions and methods utilizing substituted bicyclo[2.2.2]-octanes
US3651142A (en) * 1969-02-06 1972-03-21 Colgate Palmolive Co 3-amino-2-(3 4-dihalophenyl) bicyclo(2.2.2)octan-2-ol
DE19835766C2 (en) * 1998-08-07 2003-07-03 Bosch Gmbh Robert Arrangement for wiring an electrochemical sensor
WO2022140677A1 (en) 2020-12-23 2022-06-30 The Broad Institute, Inc. Compositions and methods related to di-substituted bicyclo[2.2.1] heptanamine-containing compounds

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10662146B2 (en) 2015-09-15 2020-05-26 Praxis Bioresearch, LLC Prodrugs of fencamfamine
US20200399203A1 (en) 2015-09-15 2020-12-24 Praxis Bioresearch, LLC Prodrugs of fencamfamine
US11919836B2 (en) 2015-09-15 2024-03-05 Praxis Bioresearch, LLC Prodrugs of fencamfamine

Also Published As

Publication number Publication date
BE593463A (en) 1961-01-27
CH385196A (en) 1964-12-15
FR978M (en) 1961-12-04
DE1110159B (en) 1961-07-06
SE302957B (en) 1968-08-12

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