IE39065B1 - Ethanolamine derivatives - Google Patents

Ethanolamine derivatives

Info

Publication number
IE39065B1
IE39065B1 IE2292/73A IE229273A IE39065B1 IE 39065 B1 IE39065 B1 IE 39065B1 IE 2292/73 A IE2292/73 A IE 2292/73A IE 229273 A IE229273 A IE 229273A IE 39065 B1 IE39065 B1 IE 39065B1
Authority
IE
Ireland
Prior art keywords
compounds
action
groups
novel
hydroxyalkyl
Prior art date
Application number
IE2292/73A
Other versions
IE39065L (en
Original Assignee
Thomae Gmbh Dr K
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 DE2261914A external-priority patent/DE2261914C3/en
Priority claimed from DE19732345442 external-priority patent/DE2345442C2/en
Priority claimed from DE19732351281 external-priority patent/DE2351281C3/en
Priority claimed from DE2354961A external-priority patent/DE2354961C2/en
Application filed by Thomae Gmbh Dr K filed Critical Thomae Gmbh Dr K
Publication of IE39065L publication Critical patent/IE39065L/en
Publication of IE39065B1 publication Critical patent/IE39065B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
    • C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
    • C07C215/30—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/04—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • 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
    • A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/58—Radicals substituted by nitrogen atoms
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Neurology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Pain & Pain Management (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Novel aminophenylethanolamines of the accompanying formula I, in which R1 denotes a hydrogen, fluorine, chlorine, bromine or iodine atom or a cyano group; R2 denotes a fluorine atom, a straight-chain or branched alkyl group having 1 to 5 carbon atoms, a hydroxyalkyl, aminoalkyl, dialkylaminoalkyl, trifluoromethyl, alkoxy, nitro, cyano, carboxyl, carbalkoxy or carbamoyl group; R3 and R4, which are identical or different, denote hydrogen atoms, straight-chain or branched alkyl groups having 1 to 6 carbon atoms, hydroxyalkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl or optionally substituted aralkyl groups, are prepared by removing the protective groups from corresponding compounds having protected hydroxy and/or protected amino groups. The novel compounds can be obtained in the form of their racemates or their optically active antipodes. The novel compounds have useful pharmacological properties, in particular ss2-mimetic and/or ss1-blocking actions in addition to an analgesic, uterospasmolytic and an antispastic action on the striated musculature, one or the other action being predominant depending on their substitution. The d-(+) compounds in particular have a selective action on the ss1-receptors and the l-(-) compounds have a preferred action on the ss2-receptors. <IMAGE> [GB1445740A]
IE2292/73A 1972-12-18 1973-12-18 Ethanolamine derivatives IE39065B1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE2261914A DE2261914C3 (en) 1972-12-18 1972-12-18 Amino-phenyl-ethanolamines and their acid addition salts, processes for their production and pharmaceuticals
DE19732345442 DE2345442C2 (en) 1973-09-08 1973-09-08 d- and l-phenylethanolamines and their salts, manufacturing processes and drugs based on them
DE19732351281 DE2351281C3 (en) 1973-10-12 1973-10-12 Aminophenylethanolamine derivatives, their production and use
DE2354961A DE2354961C2 (en) 1973-11-02 1973-11-02 Process for the preparation of aminophenylethanolamines

Publications (2)

Publication Number Publication Date
IE39065L IE39065L (en) 1974-06-18
IE39065B1 true IE39065B1 (en) 1978-08-02

Family

ID=27431596

Family Applications (1)

Application Number Title Priority Date Filing Date
IE2292/73A IE39065B1 (en) 1972-12-18 1973-12-18 Ethanolamine derivatives

Country Status (20)

Country Link
JP (1) JPS5811852B2 (en)
KR (1) KR850001916B1 (en)
BG (1) BG21209A3 (en)
CA (1) CA1027955A (en)
CH (2) CH605622A5 (en)
DD (1) DD111574A5 (en)
DK (1) DK150502C (en)
FI (1) FI62052C (en)
FR (1) FR2210414B1 (en)
GB (1) GB1445740A (en)
HK (1) HK6680A (en)
HU (1) HU168701B (en)
IE (1) IE39065B1 (en)
IL (1) IL43837A (en)
MY (1) MY8800145A (en)
NL (1) NL176168C (en)
NO (1) NO137782C (en)
PL (1) PL97194B1 (en)
RO (1) RO63025A (en)
SE (1) SE409700B (en)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2430486A1 (en) * 1978-07-07 1980-02-01 Oreal Disinfectant deodorant stick for hanging in WC - is in cage within sealed cartridge which is removed by tearing strip defined by rupture lines
NL8105170A (en) * 1980-12-10 1982-07-01 Thomae Gmbh Dr K NEW PHENYL ALKYLAMINS, METHOD FOR THE PREPARATION THEREOF AND THE USE THEREOF AS MEDICINES.
FR2515177A1 (en) * 1981-10-28 1983-04-29 Lafon Labor 1-Amino:phenyl 2-isopropyl or tert.butyl-amino 1-ethanol derivs. - used as antidepressants, sedatives, vasodilators and hypotensives, without hyper:reactivity and excitation side effects
GB8426191D0 (en) * 1984-10-17 1984-11-21 Glaxo Holdings Ltd Chemical compounds
US4943591A (en) * 1984-10-17 1990-07-24 Glaxo Group Limited Dichloroaniline derivatives
US4863959A (en) * 1985-10-17 1989-09-05 American Cyanamid Company Anthranilonitrile derivatives as useful agents for promoting growth, improving feed efficiency, and for increasing the lean meat to fat ratio of warm-blooded animals
ATE61794T1 (en) * 1985-10-17 1991-04-15 American Cyanamid Co ANTHRANILONITRILE DERIVATIVES AND RELATED COMPOUNDS AS BENEFICIAL SUBSTANCES FOR GROWTH ACCELERATING, IMPROVING FEED QUALITY AND INCREASING THE MEAT/FAT RATIO IN WARM-BLOOD ANIMALS.
GB8603475D0 (en) * 1986-02-12 1986-03-19 Glaxo Group Ltd Chemical compounds
US4959381A (en) * 1987-02-10 1990-09-25 Glaxo Group Limited Pyridine compounds which have useful activity associated with reversible air ways obstruction
GB8703007D0 (en) * 1987-02-10 1987-03-18 Glaxo Group Ltd Chemical compounds
EP2423188B1 (en) * 2003-08-29 2021-03-10 Mitsui Chemicals Agro, Inc. Intermediates in the preparation of agricultural/horticultural insecticides and method for using the same
GB0604822D0 (en) * 2006-03-09 2006-04-19 Arakis Ltd The treatment of inflammatory disorders and pain
CN100497296C (en) * 2006-07-07 2009-06-10 沈阳药科大学 Novel optical activity phenylethanolamine compounds and preparation method thereof
GB201714736D0 (en) 2017-09-13 2017-10-25 Atrogi Ab New compounds and uses
GB201714734D0 (en) 2017-09-13 2017-10-25 Atrogi Ab New compounds and uses
GB201714745D0 (en) 2017-09-13 2017-10-25 Atrogi Ab New compounds and uses

Also Published As

Publication number Publication date
HK6680A (en) 1980-03-07
RO63025A (en) 1978-12-15
JPS4994640A (en) 1974-09-09
GB1445740A (en) 1976-08-11
NO137782C (en) 1978-04-26
CA1027955A (en) 1978-03-14
BG21209A3 (en) 1976-03-20
DK150502B (en) 1987-03-16
NO137782B (en) 1978-01-16
NL176168B (en) 1984-10-01
SE409700B (en) 1979-09-03
IL43837A (en) 1977-02-28
KR830000207A (en) 1983-03-30
AU6369373A (en) 1975-06-19
NL7316139A (en) 1974-06-20
DD111574A5 (en) 1975-02-20
HU168701B (en) 1976-06-28
FR2210414A1 (en) 1974-07-12
IL43837A0 (en) 1974-03-14
IE39065L (en) 1974-06-18
FI62052C (en) 1982-11-10
CH605622A5 (en) 1978-10-13
NL176168C (en) 1985-03-01
FI62052B (en) 1982-07-30
KR850001916B1 (en) 1985-12-31
DK150502C (en) 1987-10-26
PL97194B1 (en) 1978-02-28
CH614188A5 (en) 1979-11-15
MY8800145A (en) 1988-12-31
JPS5811852B2 (en) 1983-03-04
FR2210414B1 (en) 1977-01-28

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