PL92115B1 - Basic ethers[au6018473a] - Google Patents

Basic ethers[au6018473a] Download PDF

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Publication number
PL92115B1
PL92115B1 PL1973183330A PL18333073A PL92115B1 PL 92115 B1 PL92115 B1 PL 92115B1 PL 1973183330 A PL1973183330 A PL 1973183330A PL 18333073 A PL18333073 A PL 18333073A PL 92115 B1 PL92115 B1 PL 92115B1
Authority
PL
Poland
Prior art keywords
hal
formula
alkyl
alkenyl
optionally
Prior art date
Application number
PL1973183330A
Other languages
Polish (pl)
Original Assignee
Chemie Linz Aktiengesellschaft
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 Chemie Linz Aktiengesellschaft filed Critical Chemie Linz Aktiengesellschaft
Publication of PL92115B1 publication Critical patent/PL92115B1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/62—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Psychiatry (AREA)
  • Addiction (AREA)
  • Pain & Pain Management (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

1377350 Basic ethers CHEMIE LINZ AG 6 Sept 1973 [11 Sept 1972] 42063/73 Heading C2C Compounds of the general formula (R = C 1-4 alkyl; R 1 = H, C 1-4 alkyl, allyl, PhCH 2 ; R 2 =C 2-6 alkenyl, ar(C 2-4 alkenyl) optionally C 1-4 alkoxy substituted, C 2-6 haloalkenyl, C 2-3 alkynyl, C 3-6 cycloalkyl, cycloalkylidenemethyl containing up to seven carbon atoms; R 3 =H, Me) and their salts are prepared by reacting a compound of the formula (X=NHR 4 , N=CHR 5 ; R 4 =C 1-4 alkyl, allyl, PhCH 2 , acyl; R 5 = aryl, optionally substituted) with R 2 CH 2 Hal (Hal=halogen) and removing any CHR 5 or acyl group present in the product, optionally followed by introduction of an R 1 substituent and/or salt formation. The starting materials are prepared by standard methods. The above compounds are analgesics, and may be administered in the form of pharmaceutical preparations containing them in association with a carrier. [GB1377350A]

Claims (1)

1. Zastrzezenie patentowe Sposób wytwarzania nowych eterów zasadowych o ogólnym wzorze 1, w którym R oznacza rodnik alkilowy o co najwyzej 4 atomach wegla R" oznacza rodnik alkenylowy, aralkenylowy, chlorowcoalkenylowy lub cykloalkilidenoetylowy, a R' oznacza atom wodoru lub rodnik metylowy oraz ich soli addycyjnych z kwasami, znamienny tym, ze zasadowy eter o ogólnym wzorze 2, w którym R i R' maja wyzej podane znaczenie, przeprowadza sie na drodze reakcji z aromatycznym aldehydem w odpowiednia azometyne, która poddaje sie reakcji ze zwiazkiem o wzorze 3, w którym Hal oznacza atom chlorowca, a R" ma wyzej podane znaczenie, po czym od otrzymanej czwartorzedowej soli amoniowej odszczepia sie aldehyd na drodze traktowania wodnym roztworem kwasu, korzystnie w temperaturze pokojowej.92116 R' I CH-CH2-N: M OR HzÓr 1 O^ R' I x /CH-CH,-NH2 OR Wzór 2 Hal-R Wzó<-3 II -NH2 +HCO-PK^-N-CH-Ph + Hal R" I -N=CH-Ph .Hal / Schpmal "^H Prac. Poligraf. UP PRL naklad 120+18 Cena 4b zl PLClaim 1. A process for the preparation of new basic ethers of general formula I, in which R is an alkyl radical of at most 4 carbon atoms. R "is an alkenyl, aralkenyl, haloalkenyl or cycloalkylideneethyl radical, and R 'is a hydrogen atom or a methyl radical and their salts acid addition additives, characterized in that a basic ether of formula II, in which R and R 'are as defined above, is converted by reaction with an aromatic aldehyde to the corresponding azomethine, which is reacted with a compound of formula III, wherein Hal is a halogen atom and R "is as defined above, the aldehyde is cleaved from the obtained quaternary ammonium salt by treatment with an aqueous acid solution, preferably at room temperature. 92116 ^ R 'I x / CH-CH, -NH2 OR Formula 2 Hal-R Formula <-3 II -NH2 + HCO-PK ^ -N-CH-Ph + Hal R "I -N = CH-Ph. Hal / Schpmal "^ H Prac. Typographer. UP PRL circulation 120 + 18 Price PLN 4 PL
PL1973183330A 1972-09-11 1973-09-10 Basic ethers[au6018473a] PL92115B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
AT776472A AT319916B (en) 1972-09-11 1972-09-11 Process for the production of new basic ethers

Publications (1)

Publication Number Publication Date
PL92115B1 true PL92115B1 (en) 1977-03-31

Family

ID=3599253

Family Applications (2)

Application Number Title Priority Date Filing Date
PL1973183330A PL92115B1 (en) 1972-09-11 1973-09-10 Basic ethers[au6018473a]
PL1973165129A PL86974B1 (en) 1972-09-11 1973-09-10 Basic ethers[au6018473a]

Family Applications After (1)

Application Number Title Priority Date Filing Date
PL1973165129A PL86974B1 (en) 1972-09-11 1973-09-10 Basic ethers[au6018473a]

Country Status (18)

Country Link
JP (1) JPS5320033B2 (en)
AT (1) AT319916B (en)
BE (1) BE804692A (en)
CA (1) CA986138A (en)
CH (2) CH596144A5 (en)
CS (1) CS203904B2 (en)
DD (1) DD108521A1 (en)
ES (1) ES418687A1 (en)
FI (1) FI56826C (en)
FR (1) FR2198740B1 (en)
GB (1) GB1377350A (en)
HU (1) HU166685B (en)
LU (1) LU68308A1 (en)
PL (2) PL92115B1 (en)
RO (2) RO63980A (en)
SE (1) SE413892B (en)
SU (1) SU495825A3 (en)
ZA (1) ZA737200B (en)

Also Published As

Publication number Publication date
JPS4962452A (en) 1974-06-17
CS203904B2 (en) 1981-03-31
CH596144A5 (en) 1978-02-28
BE804692A (en) 1974-03-11
LU68308A1 (en) 1973-11-23
RO63980A (en) 1978-08-15
FI56826B (en) 1979-12-31
CA986138A (en) 1976-03-23
SU495825A3 (en) 1975-12-15
JPS5320033B2 (en) 1978-06-24
FR2198740B1 (en) 1977-01-14
PL86974B1 (en) 1976-06-30
GB1377350A (en) 1974-12-11
AT319916B (en) 1975-01-10
CH590206A5 (en) 1977-07-29
HU166685B (en) 1975-05-28
FI56826C (en) 1980-04-10
AU6018473A (en) 1975-03-13
FR2198740A1 (en) 1974-04-05
ES418687A1 (en) 1976-02-16
SE413892B (en) 1980-06-30
RO68417A (en) 1981-09-24
ZA737200B (en) 1974-08-28
DD108521A1 (en) 1974-09-20

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