GB1445740A - Ethanolamine derivatives - Google Patents

Ethanolamine derivatives

Info

Publication number
GB1445740A
GB1445740A GB5834473A GB5834473A GB1445740A GB 1445740 A GB1445740 A GB 1445740A GB 5834473 A GB5834473 A GB 5834473A GB 5834473 A GB5834473 A GB 5834473A GB 1445740 A GB1445740 A GB 1445740A
Authority
GB
United Kingdom
Prior art keywords
compounds
action
groups
novel
hydroxyalkyl
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
GB5834473A
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.)
Boehringer Ingelheim Pharma GmbH and Co KG
Original Assignee
Dr Karl Thomae GmbH
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 Dr Karl Thomae GmbH filed Critical Dr Karl Thomae GmbH
Publication of GB1445740A publication Critical patent/GB1445740A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02Compounds 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
    • C07C215/22Compounds 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
    • C07C215/28Compounds 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
    • C07C215/30Compounds 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/04Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/02Drugs for disorders of the nervous system for peripheral neuropathies
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10Esters 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
    • C07C271/22Esters 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic 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
    • C07D317/46Heterocyclic 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
    • C07D317/48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50Methylenedioxybenzenes 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
    • C07D317/58Radicals substituted by nitrogen atoms
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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>
GB5834473A 1972-12-18 1973-12-17 Ethanolamine derivatives Expired GB1445740A (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 (1)

Publication Number Publication Date
GB1445740A true GB1445740A (en) 1976-08-11

Family

ID=27431596

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5834473A Expired GB1445740A (en) 1972-12-18 1973-12-17 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) CH614188A5 (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)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0278727A2 (en) * 1987-02-10 1988-08-17 Glaxo Group Limited 1-(4-Amino-3-chloro-5-trifluoromethylphenyl)-2-(substituted amino)ethanol derivatives and their use in the treatment of respiratory disease
US4921867A (en) * 1987-02-10 1990-05-01 Glaxo Group Limited Pyridine compounds useful for therapy or prophylaxis of a disease associated with airway obstruction
US4937251A (en) * 1986-02-12 1990-06-26 Glaxo Group Limited Dichloroaniline compounds useful for method of therapy or prophylaxis of a disease associated with reversible airway obstruction

Families Citing this family (12)

* 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
EP0224001B1 (en) * 1985-10-17 1991-03-20 American Cyanamid Company Anthranilonitrile derivatives and related compounds as useful agents for promoting growth, improving feed efficiency, and for increasing the lean meat to fat ratio of warm-blooded animals
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
KR100878737B1 (en) * 2003-08-29 2009-01-14 미쓰이 가가쿠 가부시키가이샤 Insecticide for agricultural or horticultural use and method of use thereof
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
GB201714734D0 (en) * 2017-09-13 2017-10-25 Atrogi Ab New compounds and uses
GB201714736D0 (en) 2017-09-13 2017-10-25 Atrogi Ab New compounds and uses

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4937251A (en) * 1986-02-12 1990-06-26 Glaxo Group Limited Dichloroaniline compounds useful for method of therapy or prophylaxis of a disease associated with reversible airway obstruction
EP0278727A2 (en) * 1987-02-10 1988-08-17 Glaxo Group Limited 1-(4-Amino-3-chloro-5-trifluoromethylphenyl)-2-(substituted amino)ethanol derivatives and their use in the treatment of respiratory disease
EP0278727A3 (en) * 1987-02-10 1990-03-14 Glaxo Group Limited 1-(4-amino-3-chloro-5-trifluoromethylphenyl)-2-(substituted amino)ethanol derivatives and their use in the treatment of respiratory disease
US4921867A (en) * 1987-02-10 1990-05-01 Glaxo Group Limited Pyridine compounds useful for therapy or prophylaxis of a disease associated with airway obstruction
US4959381A (en) * 1987-02-10 1990-09-25 Glaxo Group Limited Pyridine compounds which have useful activity associated with reversible air ways obstruction

Also Published As

Publication number Publication date
NL176168C (en) 1985-03-01
DK150502B (en) 1987-03-16
MY8800145A (en) 1988-12-31
AU6369373A (en) 1975-06-19
KR850001916B1 (en) 1985-12-31
CA1027955A (en) 1978-03-14
CH605622A5 (en) 1978-10-13
PL97194B1 (en) 1978-02-28
HU168701B (en) 1976-06-28
FR2210414A1 (en) 1974-07-12
KR830000207A (en) 1983-03-30
NO137782B (en) 1978-01-16
FI62052B (en) 1982-07-30
RO63025A (en) 1978-12-15
DK150502C (en) 1987-10-26
NO137782C (en) 1978-04-26
FI62052C (en) 1982-11-10
JPS5811852B2 (en) 1983-03-04
SE409700B (en) 1979-09-03
IL43837A (en) 1977-02-28
NL7316139A (en) 1974-06-20
NL176168B (en) 1984-10-01
CH614188A5 (en) 1979-11-15
IL43837A0 (en) 1974-03-14
JPS4994640A (en) 1974-09-09
IE39065L (en) 1974-06-18
BG21209A3 (en) 1976-03-20
DD111574A5 (en) 1975-02-20
FR2210414B1 (en) 1977-01-28
HK6680A (en) 1980-03-07
IE39065B1 (en) 1978-08-02

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PE20 Patent expired after termination of 20 years

Effective date: 19931216