ES378092A1 - Carboxylic esters of hydroxyphenylalkanolamines - Google Patents

Carboxylic esters of hydroxyphenylalkanolamines

Info

Publication number
ES378092A1
ES378092A1 ES378092A ES378092A ES378092A1 ES 378092 A1 ES378092 A1 ES 378092A1 ES 378092 A ES378092 A ES 378092A ES 378092 A ES378092 A ES 378092A ES 378092 A1 ES378092 A1 ES 378092A1
Authority
ES
Spain
Prior art keywords
carbon atoms
formula
acyl
hydrogen
alcoholic
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
ES378092A
Other languages
Spanish (es)
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.)
STWB Inc
Original Assignee
Sterling Drug Inc
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 Sterling Drug Inc filed Critical Sterling Drug Inc
Publication of ES378092A1 publication Critical patent/ES378092A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79Acids; Esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/08Bronchodilators
    • 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

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Pulmonology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicinal Preparation (AREA)
  • Pyridine Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

A process for preparing esters of alpha-aminomethyl-3- (hydroxy or hydroxymethyl) -4-hydroxybenzyl alcohols having, in the base form **(See formula)** where R is hydrogen (only in Formula II), alcoholic having from 1 to 4 carbon atoms, or cycloalcohyl having from 3 to 6 carbon atoms; R'is hydrogen or alcoholic having 1 to 3 carbon atoms; Y is an acyl member that is alkanoyl having 1 to 22 carbon atoms; alkenoyl having one or two double bonds and having 4 to 22 carbon atoms, (see formula) having a total of 4 to 10 carbon atoms of which 3 to 7 are ring carbon atoms in the cycloalkyl and where n is zero, one or two, phenoxyacetyl, naphthalenecarbonyl, pyridinecarbonyl groups, (see formula) where n is zero, one or two and phenyl is unsubstituted or substituted in position 1-3 by alcoholic having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen, trifluoromethyl, dialkoxylamino having 2 to 8 carbon atoms, or alkanoylamino having 1 to 6 carbon atoms; and Y1 and Y2 are the same or different and are hydrogen or one of the acyl members defined by Y, and where in formula I at least one of Y and Y1 contain not less than four carbon atoms when R is tert-butyl or cycloalkoxy and not less than seven carbon atoms when R is an alcohol other than tert-butyl, and in formula II at least one of Y and Y1 contain not less than four carbon atoms; or an acid addition salt thereof, characterized by preparing the compound where Y2 is hydrogen by reducing an ketone ester having formula III or IV in the free base form **(See formula)** by treatment with an alkali metal borhydride in a lower alkanol or by catalytic hydrogenation in the presence of platinum or palladium, said borhydride of said alkali metal necessarily being used when Y or Y1 contain in the reduction product an olefinic double bond, and, if desired, acylating the compound obtained as an acid addition salt (strong) to obtain the corresponding compound where Y2 is acyl, and, if desired, preferably hydrolyzing a compound obtained of formula II, where Y, Y1 and Y2 are each acyl, to obtain the corresponding compound where Y1 is hydrogen and Y and Y2 are each acyl, and, if desired, converting a free base product obtained into an acid addition salt thereof. (Machine-translation by Google Translate, not legally binding)
ES378092A 1969-04-01 1970-03-31 Carboxylic esters of hydroxyphenylalkanolamines Expired ES378092A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US81237069A 1969-04-01 1969-04-01

Publications (1)

Publication Number Publication Date
ES378092A1 true ES378092A1 (en) 1973-01-01

Family

ID=25209368

Family Applications (1)

Application Number Title Priority Date Filing Date
ES378092A Expired ES378092A1 (en) 1969-04-01 1970-03-31 Carboxylic esters of hydroxyphenylalkanolamines

Country Status (17)

Country Link
JP (2) JPS5314544B1 (en)
AT (1) AT300762B (en)
BE (1) BE748178A (en)
CH (1) CH522589A (en)
DE (1) DE2015573C3 (en)
DK (1) DK131459B (en)
ES (1) ES378092A1 (en)
FI (1) FI54796C (en)
FR (1) FR2042295B1 (en)
GB (1) GB1298771A (en)
IE (1) IE34583B1 (en)
IL (2) IL34148A (en)
NL (1) NL171155C (en)
NO (1) NO129903B (en)
PH (2) PH9407A (en)
SE (2) SE381039B (en)
ZA (1) ZA702065B (en)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4138581A (en) 1969-04-01 1979-02-06 Sterling Drugs Inc. 3(Hydroxy or hydroxymethyl)-4(hydroxy)-α-(aminomethyl)benzyl alcohols
US3809714A (en) * 1972-08-31 1974-05-07 Interx Research Corp Novel ester of ((methylamino)methyl) benzyl alcohol
US3868461A (en) * 1972-11-22 1975-02-25 Interx Research Corp Ester of 3,4-dihydroxy-alpha (isopropylamino) methyl benzyl alcohol, composition and anti-asthma use thereof
US4046913A (en) 1973-08-18 1977-09-06 Boehringer Ingelheim Gmbh 1-(M-alkanoyloxy-phenyl)-1-hydroxy-2-(N-lower alkyl-amino)-ethanes and salts thereof
LU71637A1 (en) * 1974-01-15 1975-06-17
US4000315A (en) * 1974-09-09 1976-12-28 Zoecon Corporation Cyclopropane esters for the control of mites
US3957849A (en) * 1974-09-09 1976-05-18 Zoecon Corporation Cyclopropane esters
ATE7689T1 (en) * 1980-07-09 1984-06-15 Aktiebolaget Draco 1-(DIHYDROXYPHENYL)-2-AMINO-AETHANOL DERIVATIVES, PROCESSES AND MEANS FOR THEIR PREPARATION, AND AGENTS CONTAINING THESE DERIVATIVES.
CY1271A (en) * 1980-07-09 1985-03-08 Draco Ab Therapeutically active derivatives of phenylethanol amines
FR2541999B1 (en) * 1983-03-04 1986-09-19 Bristol Myers Co PHENETHANOLAMINES AND THEIR USES
US4614830A (en) * 1985-08-09 1986-09-30 Sterling Drug Inc. Esterification process
IT1229846B (en) * 1989-04-20 1991-09-13 Simes ESTERS OF CATECOLAMINS.
US5011845A (en) * 1990-06-13 1991-04-30 Schering Corporation Cyclic diesters of 4-hydroxy-1,3-benzenedimethanol and compositions and methods employing such compounds
US5118683A (en) * 1990-06-13 1992-06-02 Schering Corporation Esters of 4-hydroxy-1,3-benzenedimethanol and compositions and methods employing such compounds
EP2419400A1 (en) 2009-04-15 2012-02-22 Research Triangle Institute Monoamine reuptake inhibitors
CA2800220C (en) 2010-05-21 2019-04-30 Research Triangle Institute Phenylmorpholines and analogues thereof
JP5952267B2 (en) 2010-05-21 2016-07-13 リサーチ・トライアングル・インスティチュート Hydroxybupropion analogs to treat drug addiction (government-sponsored research or development)
WO2014108449A1 (en) 2013-01-08 2014-07-17 Atrogi Ab A screening method, a kit, a method of treatment and a compound for use in a method of treatment
CN108997261B (en) * 2017-06-07 2022-01-07 东莞市凯法生物医药有限公司 Compound and preparation method and application thereof
GB201714736D0 (en) 2017-09-13 2017-10-25 Atrogi Ab New compounds and uses
GB201714740D0 (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
GB202205895D0 (en) 2022-04-22 2022-06-08 Atrogi Ab New medical uses

Also Published As

Publication number Publication date
NL7004671A (en) 1970-10-05
CH522589A (en) 1972-06-30
JPS5414096B1 (en) 1979-06-05
NO129903B (en) 1974-06-10
FR2042295A1 (en) 1971-02-12
FI54796C (en) 1979-03-12
PH9407A (en) 1975-11-06
IL34148A0 (en) 1970-07-19
IL42029A (en) 1974-01-14
DE2015573A1 (en) 1970-10-08
IE34583L (en) 1970-10-01
NL171155B (en) 1982-09-16
DK131459C (en) 1975-12-08
PH14377A (en) 1981-06-17
JPS5314544B1 (en) 1978-05-18
IE34583B1 (en) 1975-06-25
DK131459B (en) 1975-07-21
AT300762B (en) 1972-08-10
FR2042295B1 (en) 1974-06-14
GB1298771A (en) 1972-12-06
BE748178A (en) 1970-09-28
SE413503B (en) 1980-06-02
DE2015573C3 (en) 1978-11-02
IL34148A (en) 1974-01-14
DE2015573B2 (en) 1978-03-16
ZA702065B (en) 1971-01-27
SE381039B (en) 1975-11-24
FI54796B (en) 1978-11-30
NL171155C (en) 1983-02-16

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