ES360965A1 - Procedure for the obtaining of 3,4-dihydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding) - Google Patents

Procedure for the obtaining of 3,4-dihydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding)

Info

Publication number
ES360965A1
ES360965A1 ES360965A ES360965A ES360965A1 ES 360965 A1 ES360965 A1 ES 360965A1 ES 360965 A ES360965 A ES 360965A ES 360965 A ES360965 A ES 360965A ES 360965 A1 ES360965 A1 ES 360965A1
Authority
ES
Spain
Prior art keywords
group
carbon atoms
alkyl
straight
compound
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
ES360965A
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.)
CH Boehringer Sohn AG and Co KG
Original Assignee
CH Boehringer Sohn AG and Co KG
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 CH Boehringer Sohn AG and Co KG filed Critical CH Boehringer Sohn AG and Co KG
Publication of ES360965A1 publication Critical patent/ES360965A1/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/13Amines
    • A61K31/135Amines having aromatic rings, e.g. ketamine, nortriptyline

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Procedure for obtaining compounds that have the general formula: **(See formula)** in which, R1 represents a hydrogen atom or an acyl group, R2 an alkyl or alkoxy group containing 1 to 5 carbon atoms, which may be straight or branched, or a cycloalkyl group with 5 or 6 carbon atoms, R3 represents a hydrogen atom or a lower alkyl group, and R4 a straight or branched alkyl group with 1 to 8 carbon atoms, a cycloalkyl group with a maximum of 7 carbon atoms, a benzadioxanil-2-alkyl group, in which the alkyl group contains 1 to 3 carbon atoms or the group **(See formula)** in which Z represents a straight or branched alkylene group, containing from 2 to 6 carbon atoms, n the numbers 0 or 1, R5 and R6, which may be the same or different, hydrogen atoms, hydroxy groups, lower alkyl or lower alkoxy or together a methylene dioxy group, with the restriction that R4 does not represent an isopropyl group in case R1 represents a hydrogen atom, and furthermore, that R2 represents a methyl or methoxy group, and R3 an atom hydrogen, a methyl or ethyl group, discretionally in the form of pure stereo isomers or pairs of diastereomeric antipodes and their addition salts with acids characterized by: reacting a compound of general formula **(See formula)** with a compound of general formula R4-Y suitable for the introduction of the group R4 into the amino group, preferably in the presence of an acid neutralizing condensing agent, in which Y represents a chlorine, bromine or iodine atom, or a group of alkyl or arylsulfonic acid, and remove from the compound the protection groups, if any, acylate the free phenolic OH groups, if desired, optionally, transform the free bases obtained first into their acid addition salts, addition salts with acids obtained first in salts with other acids or in free bases. (Machine-translation by Google Translate, not legally binding)
ES360965A 1966-10-18 1968-11-30 Procedure for the obtaining of 3,4-dihydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding) Expired ES360965A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DEB0089417 1966-10-18
DEB0089476 1966-10-20
DEB0090062 1966-11-29

Publications (1)

Publication Number Publication Date
ES360965A1 true ES360965A1 (en) 1970-11-16

Family

ID=27209389

Family Applications (6)

Application Number Title Priority Date Filing Date
ES346057A Expired ES346057A1 (en) 1966-10-18 1967-10-14 1-(2' 3' 4'-trisubstituted phenyl)-2-amino-alkanols-(1) and salts thereof
ES360965A Expired ES360965A1 (en) 1966-10-18 1968-11-30 Procedure for the obtaining of 3,4-dihydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding)
ES360964A Expired ES360964A1 (en) 1966-10-18 1968-11-30 Procedure for the obtaining of 3,4-dihydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding)
ES360961A Expired ES360961A1 (en) 1966-10-18 1968-11-30 Procedure for the obtaining of 3,4-dihydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding)
ES360963A Expired ES360963A1 (en) 1966-10-18 1968-11-30 Procedure for the obtaining of 3,4-hydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding)
ES360962A Expired ES360962A1 (en) 1966-10-18 1968-11-30 Procedure for the obtaining of 3,4-dihydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding)

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES346057A Expired ES346057A1 (en) 1966-10-18 1967-10-14 1-(2' 3' 4'-trisubstituted phenyl)-2-amino-alkanols-(1) and salts thereof

Family Applications After (4)

Application Number Title Priority Date Filing Date
ES360964A Expired ES360964A1 (en) 1966-10-18 1968-11-30 Procedure for the obtaining of 3,4-dihydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding)
ES360961A Expired ES360961A1 (en) 1966-10-18 1968-11-30 Procedure for the obtaining of 3,4-dihydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding)
ES360963A Expired ES360963A1 (en) 1966-10-18 1968-11-30 Procedure for the obtaining of 3,4-hydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding)
ES360962A Expired ES360962A1 (en) 1966-10-18 1968-11-30 Procedure for the obtaining of 3,4-dihydroxyphenylalkanolamines. (Machine-translation by Google Translate, not legally binding)

Country Status (11)

Country Link
US (1) US3657244A (en)
AT (3) AT285582B (en)
BE (1) BE705312A (en)
CH (4) CH523219A (en)
DE (2) DE1543372A1 (en)
DK (1) DK130070B (en)
ES (6) ES346057A1 (en)
FR (1) FR7338M (en)
GB (1) GB1204195A (en)
NL (1) NL158480B (en)
SE (2) SE380792B (en)

Families Citing this family (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3969410A (en) * 1972-01-12 1976-07-13 Boehringer Ingelheim Gmbh 1-(2'-Alkyl-3',4'-dihydroxy-phenyl)-2-(phenylalkyl-amino)-alkanols-(1) and salts thereof
US4042713A (en) * 1966-10-18 1977-08-16 Boehringer Ingelheim Gmbh Pharmaceutical compositions containing a 1-(2-alkyl-3,4-dihydroxy-phenyl)-2-(phenylalkyl-amino)-alkanol-(1) and method of use
US4336400A (en) * 1969-04-01 1982-06-22 Sterling Drug Inc. 3-(Hydroxy or hydroxymethyl)-4-hydroxy-alpha(aminomethyl)benzyl alcohols and methods of use
US4138581A (en) * 1969-04-01 1979-02-06 Sterling Drugs Inc. 3(Hydroxy or hydroxymethyl)-4(hydroxy)-α-(aminomethyl)benzyl alcohols
DE1962497C3 (en) * 1969-12-12 1979-09-20 C.H. Boehringer Sohn, 6507 Ingelheim Naphthylalkyl-a-hydroxyphenethyl-amines, their preparation and pharmaceuticals containing them
US4147799A (en) * 1971-06-24 1979-04-03 Kyowa Hakko Kogyo Co., Ltd. Process for reducing blood pressure and blocking β-adrenergic receptor
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
US3908017A (en) * 1973-04-26 1975-09-23 Interx Research Corp Sympathomimetic compositions containing an ester of -3-hydroxy-{60 -{8 (methylamino)methyl{8 benzyl alcohol and methods of use
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
US4192805A (en) * 1975-11-27 1980-03-11 Nicholas International Limited Process of preparing amino ethanols
US4287212A (en) * 1976-04-30 1981-09-01 American Hoechst Corporation 2-Aryl-1,2-dialkylcycloalkylamines
US4115585A (en) * 1976-05-17 1978-09-19 Instituto Luso Farmaco D'italia S.R.L. Esters of 1-(p-hydroxyphenyl)-2-(1'-methyl-2'-phenoxyethylamino)-1-propanol
US4094983A (en) * 1977-01-17 1978-06-13 Interx Research Corporation Method for reducing intraocular pressure in warm-blooded animals
US4275074A (en) * 1979-03-09 1981-06-23 Graham J. Dobbie Catecholamine treatment of ocular hypertension
US4590210A (en) * 1979-03-09 1986-05-20 Langham Maurice E Compositions for treatment of ocular hypertension
JPS55124742A (en) * 1979-03-20 1980-09-26 Kyowa Hakko Kogyo Co Ltd Novel aminoalcohol derivative
JPS6241829Y2 (en) * 1980-03-28 1987-10-26
DE3163871D1 (en) 1980-07-09 1984-07-05 Draco Ab 1-(dihydroxyphenyl)-2-amino-ethanol derivatives; preparation, compositions and intermediates
DE3128117A1 (en) * 1980-07-29 1982-03-11 Yamanouchi Pharmaceutical Co., Ltd., Tokyo NEW PHENYL-AETHYLAMINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF
US4472427A (en) * 1980-12-23 1984-09-18 Merck & Co., Inc. (Aralkylamino-2-OR-propoxy)heterocyclic compounds
ES8203877A1 (en) * 1981-05-13 1982-04-01 Ferrer Int Process for producing 1-position amino-derivatives of 1-(3',4'-methylenedioxyphenyl)propane-2-ol
US4461914A (en) * 1983-02-01 1984-07-24 American Cyanamid Company Method for the preparation of 1-(4'-amino-3',5'-dichlorophenyl)-2-alkyl(or dialkyl)aminoethanols
GB2159151B (en) * 1984-04-17 1987-10-07 Glaxo Group Ltd Phenethanolamine compounds
US4699928A (en) * 1984-07-13 1987-10-13 Merrell Dow Pharmaceuticals Inc. Fluoroallylamine derivatives
US4843160A (en) * 1984-10-01 1989-06-27 The Dow Chemical Company Preparation of alpha-aminoalkylphenols
US5068432A (en) * 1988-03-30 1991-11-26 Aldrich Chemical Company, Inc. Process for producing optically pure 2-phenoxyphenylalkylamines
JPH02124884A (en) * 1988-07-08 1990-05-14 Zhongguo Yixuekexueyuan Yaowo Yanjiusuo N-substituted amide derivative
DE10246374A1 (en) * 2002-10-04 2004-04-15 Boehringer Ingelheim Pharma Gmbh & Co. Kg New 4-(2-alkylamino-1-hydroxyethyl)-3-alkoxy-benzene-1,2-diol derivatives, are beta-mimetics having a long duration of action, useful e.g. for treating asthma, chronic obstructive pulmonary disease or arrhythmia
US6951888B2 (en) * 2002-10-04 2005-10-04 Boehringer Ingelheim Pharma Gmbh & Co. Kg Betamimetics with a prolonged duration of activity, processes for preparing them, and their use as pharmaceutical compositions
DE10253220A1 (en) * 2002-11-15 2004-05-27 Boehringer Ingelheim Pharma Gmbh & Co. Kg New 2-(N-phenylalkyl-amino)-1-phenyl-ethanol derivatives, are beta-adrenergic agents especially useful for treating inflammatory and obstructive respiratory diseases such as asthma or COPD
CN110743544B (en) * 2019-11-07 2023-02-24 西安凯立新材料股份有限公司 Palladium-carbon catalyst for preparing alpha-phenylethyl alcohol by selective hydrogenation of acetophenone and preparation method and application thereof

Also Published As

Publication number Publication date
DK130070C (en) 1975-05-26
ES360961A1 (en) 1970-11-16
ES360964A1 (en) 1970-10-16
AT288358B (en) 1971-03-10
DK130070B (en) 1974-12-16
FR7338M (en) 1969-10-13
AT288357B (en) 1971-03-10
NL158480B (en) 1978-11-15
CH548365A (en) 1974-04-30
SE368196B (en) 1974-06-24
ES360962A1 (en) 1970-11-16
DE1543372A1 (en) 1971-04-01
ES346057A1 (en) 1969-03-16
AT285582B (en) 1970-11-10
NL6714161A (en) 1968-04-19
DE1543374C3 (en) 1973-10-04
GB1204195A (en) 1970-09-03
DE1543374A1 (en) 1972-04-20
BE705312A (en) 1968-04-18
CH507200A (en) 1971-05-15
US3657244A (en) 1972-04-18
CH490323A (en) 1970-05-15
DE1543374B2 (en) 1973-02-22
ES360963A1 (en) 1970-11-16
CH523219A (en) 1972-05-31
SE380792B (en) 1975-11-17

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