GB1009909A - New substituted butenones - Google Patents

New substituted butenones

Info

Publication number
GB1009909A
GB1009909A GB2755363A GB2755363A GB1009909A GB 1009909 A GB1009909 A GB 1009909A GB 2755363 A GB2755363 A GB 2755363A GB 2755363 A GB2755363 A GB 2755363A GB 1009909 A GB1009909 A GB 1009909A
Authority
GB
United Kingdom
Prior art keywords
formula
morpholino
diphenyl
secondary amine
tertiary
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
GB2755363A
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.)
Individual
Original Assignee
Individual
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 FR903646A external-priority patent/FR1483709A/en
Priority claimed from FR911873A external-priority patent/FR3079M/en
Application filed by Individual filed Critical Individual
Publication of GB1009909A publication Critical patent/GB1009909A/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
    • C07D295/04—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/10—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
    • C07D295/104—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/108—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

The invention comprises substituted butenones of the formula <FORM:1009909/C2/1> wherein R1 and R2, the same or different, represent carbocyclic or heterocyclic radicals and Am represents the residue of a secondary amine and is linked through the amino nitrogen atom to the remainder of the molecule, or a quaternary derivative or a pharmaceutically acceptable salt thereof, and the preparation thereof by isomerizing, in acid medium, the corresponding tertiary acetylenic alcohol having the general formula <FORM:1009909/C2/2> Tertiary acetylenic alcohols of the Formula II are prepared by reaction of 2,3-dibromo-1-propene with a secondary amine of the formula AmH, to give the corresponding 3-tertiary amino-1-propene which is converted to the corresponding 3 - tertiary amino - 1 - propyne which is reacted with a ketone of the formula <FORM:1009909/C2/3> or by reaction of acetylene with a ketone of the Formula III to give the corresponding acetylenic carbinol which is reacted with formaldehyde or other methylenic group donor and a secondary amine of the formula AmH. 4 - Morpholino - 1,1 - diphenyl - 1 - buten - 3 - one gives 4 - morpholino - 1,1 - diphenyl - 3 - butanone, 4 - morpholino - 1,1 - diphenyl - 1 - buten - 3 - ol and 4 - morpholino - 1,1 - diphenyl-3-butanol on reduction with hydrogen and Raney nickel, lithium, aluminium hydride, and hydrogen and Raney nickel with sodium hydroxide respectively.ALSO:Therapeutic compositions with anaesthetic properties; in the form of pomades, ointments and lotions for topical application and solutions for parenteral administration, comprise compounds of formula <FORM:1009909/A5-A6/1> wherein R1 and R2, the same or different, represent carbocyclic or heterocyclic radicals and Am represent the residue of a secondary amine and is linked through the amino nitrogen atom to the remainder of the molecule, and quaternary derivatives and pharmaceutically acceptable salts thereof, together with suitable pharmaceutical excipients. The compounds of the formula may be optionally used in conjunction with, for example, noradrenalin.
GB2755363A 1962-07-11 1963-07-11 New substituted butenones Expired GB1009909A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR903646A FR1483709A (en) 1962-07-11 1962-07-11 Basic compounds attached to butane and their preparation
FR911873A FR3079M (en) 1962-07-11 1962-10-10 Medicinal product based on basic butenone.

Publications (1)

Publication Number Publication Date
GB1009909A true GB1009909A (en) 1965-11-17

Family

ID=26196594

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2755363A Expired GB1009909A (en) 1962-07-11 1963-07-11 New substituted butenones

Country Status (2)

Country Link
DE (1) DE1445819A1 (en)
GB (1) GB1009909A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3933803A (en) * 1972-07-26 1976-01-20 Instituto Luso Farmaco D'italia S.R.L. New beta-aminoketone derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3933803A (en) * 1972-07-26 1976-01-20 Instituto Luso Farmaco D'italia S.R.L. New beta-aminoketone derivatives

Also Published As

Publication number Publication date
DE1445819A1 (en) 1968-11-21

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