GB883745A - Improvements in or relating to aminoalkylmorpholine derivatives - Google Patents

Improvements in or relating to aminoalkylmorpholine derivatives

Info

Publication number
GB883745A
GB883745A GB15770/60A GB1577060A GB883745A GB 883745 A GB883745 A GB 883745A GB 15770/60 A GB15770/60 A GB 15770/60A GB 1577060 A GB1577060 A GB 1577060A GB 883745 A GB883745 A GB 883745A
Authority
GB
United Kingdom
Prior art keywords
methyl
phenyl
morpholine
radical
phenylmorpholine
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
GB15770/60A
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.)
GD Searle LLC
Original Assignee
GD Searle LLC
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 GD Searle LLC filed Critical GD Searle LLC
Publication of GB883745A publication Critical patent/GB883745A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D265/30—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links

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)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises compounds of the general formula <FORM:0883745/IV (b)/1> and pharmaceutically acceptable non-toxic acid addition salts thereof wherein X is hydrogen, a methyl radical or a phenyl radical; Z is a phenyl cyclohexyl, methoxyphenyl or methoxycyclohexyl radical; Y is hydrogen or a hydroxyl radical; R is a phenyl, phenoxy, benzhydryl, furyl, indolyl, methoxyphenyl, dimethoxyphenyl, halophenyl, pyrazinyl, cyclohexyl or cyclopentyl radical and n is an integer smaller than 7 and processes for the preparation thereof (a) by the reductive amination of a compound of the general formula <FORM:0883745/IV (b)/2> by heating with a compound of the general formula <FORM:0883745/IV (b)/3> and hydrogen in the presence of a catalyst where R, X, Y, Z and n are as defined above or (b) by mixing a compound of the formula <FORM:0883745/IV (b)/4> with a compound of the formula <FORM:0883745/IV (b)/5> wherein one of the groups A and B is hydrogen and the other is halogen and R, X, Y, Z and n are as defined above. Illustrative products of the invention are 4-(1-methyl-2-phenylethylamino) - 2 - phenylmorpholine, 3 - methyl - 4 - (1 - methyl - 2 - phenylethylamino) - 2 - phenyl - morpholine and the levo- and dextro forms thereof, levo - 4 - (2 - hydroxy - 1 - methyl - 2 - phenylethylamino) - 3 - methyl - 2 - phenyl - morpholine, 4 - (1 - methyl - 2 - phenylethyl - amino) - 2, 3 - diphenyl - morpholine, 2 - cyclo - hexyl - 3 - methyl - 4 - (1 - methyl - 2 - phenyl - ethyl-amino) morpholine, levo-2-cyclohexyl-4-2 - hydroxy - 1 - methyl - 2 - phenyl - ethylamino) - 3 - methylmorpholine, 3 - methyl - 4 - (a - methyl - benzylamino) - 2 - phenylmorpholine, 3 - methyl - 4-(a -methylfurfurylamino)-2-phenyl-morpholine, 3-methyl-4-(1-methyl-2b -indoleethylamino)-2-phenylmorpholine, 3 - methyl - 4 - [1 - methyl - 2 - (3, 4 - dimethoxyphenyl) - ethylamino] - 2 - phenylmorpholine, 2 - (4 - methoxyphenyl) - 3 - methyl - 4 - (1 - methyl - 2 - phenyl - ethylamino) morpholine and pharmaceutically acceptable non-toxic acid addition salts thereof.
GB15770/60A 1959-05-05 1960-05-04 Improvements in or relating to aminoalkylmorpholine derivatives Expired GB883745A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US81099759A 1959-05-05 1959-05-05

Publications (1)

Publication Number Publication Date
GB883745A true GB883745A (en) 1961-12-06

Family

ID=25205253

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15770/60A Expired GB883745A (en) 1959-05-05 1960-05-04 Improvements in or relating to aminoalkylmorpholine derivatives

Country Status (5)

Country Link
BE (1) BE590488A (en)
CH (1) CH390253A (en)
DE (1) DE1179940B (en)
FR (1) FR513M (en)
GB (1) GB883745A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2656747C2 (en) * 1976-12-15 1984-07-05 Basf Ag, 6700 Ludwigshafen Morpholine derivatives

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2730526A (en) * 1951-05-21 1956-01-10 American Cyanamid Co Preparation of 2-benzothiazolyl sulfene morpholide
DE1063601B (en) * 1952-12-04 1959-08-20 Lepetit Spa Process for the preparation of Schiff's bases from saturated N-heterocyclic compounds which have an amino group on the ring-shaped nitrogen atom, and nitro-acylthiophenes
GB763406A (en) * 1954-10-01 1956-12-12 Roche Products Ltd Novel 6-aminomethyl-5-hydroxy-indane derivatives and a process for the manufacture thereof
GB762720A (en) * 1954-10-08 1956-12-05 Roche Products Ltd Novel morpholinomethyl-phenyl derivatives and the manufacture thereof
US2868786A (en) * 1954-12-27 1959-01-13 Ravensberg G M B H Esters of phenyl acetic acids and a process of making same
GB791416A (en) * 1956-04-09 1958-03-05 Albert Boehringer Improvements in or relating to the production of substituted tetrahydrooxazines
US2832777A (en) * 1956-11-26 1958-04-29 Searle & Co 2-aminophenyl-3-methylmorpholines

Also Published As

Publication number Publication date
CH390253A (en) 1965-04-15
FR513M (en) 1961-05-15
DE1179940B (en) 1964-10-22
BE590488A (en) 1960-11-21

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