GB1298494A - Phenylethanolamine derivatives - Google Patents

Phenylethanolamine derivatives

Info

Publication number
GB1298494A
GB1298494A GB29367/70A GB2936770A GB1298494A GB 1298494 A GB1298494 A GB 1298494A GB 29367/70 A GB29367/70 A GB 29367/70A GB 2936770 A GB2936770 A GB 2936770A GB 1298494 A GB1298494 A GB 1298494A
Authority
GB
United Kingdom
Prior art keywords
tert
benzyl
phenylethanolamine derivatives
phenylethanolamine
derivatives
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
GB29367/70A
Inventor
David Middlemiss
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.)
Allen and Hanburys Ltd
Original Assignee
Allen and Hanburys Ltd
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 Allen and Hanburys Ltd filed Critical Allen and Hanburys Ltd
Priority to GB29367/70A priority Critical patent/GB1298494A/en
Priority to IL43177A priority patent/IL43177A/en
Priority to CA113,450A priority patent/CA984854A/en
Priority to IL36927A priority patent/IL36927A/en
Priority to ZA713298A priority patent/ZA713298B/en
Priority to BE768120A priority patent/BE768120A/en
Priority to ES392008A priority patent/ES392008A1/en
Priority to DE2128258A priority patent/DE2128258C2/en
Priority to JP4026271A priority patent/JPS5525181B1/ja
Priority to YU1516/71A priority patent/YU35338B/en
Priority to AT510171A priority patent/AT309403B/en
Priority to DK294071AA priority patent/DK130920B/en
Priority to NLAANVRAGE7108368,A priority patent/NL173635C/en
Priority to CH886271A priority patent/CH553746A/en
Priority to FR7122011A priority patent/FR2100772B1/fr
Publication of GB1298494A publication Critical patent/GB1298494A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C213/10—Separation; Purification; Stabilisation; Use of additives
    • 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
    • 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
    • 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
    • C07C213/08—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 not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • 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

Abstract

1298494 Phenylethanolamine derivatives ALLEN & HANBUKYS Ltd 18 May 1971 [17 June 1970] 29367/70 Heading C2C R- and S - α<SP>1</SP> - tert. - butylaminomethyl - 4- hydroxy - m - xylene - α<SP>1</SP>,α<SP>3</SP> - diol and their acid addition salts are prepared by resolving a C 1-6 alkyl 5 - (2 - benzyl - tert. - butylamino - 1- hydroxyethyl) - 2 - benzyloxybenzoate with (- ) or ( + ) di-p-toluoyltartaric acid followed by reduction of the alkoxycarbonyl group to hy. droxymethyl and removal of the benzyl groups, the product being isolated as the free base or a salt. The preparation of the methyl ester starting material is described. The above compounds are bronchodilators and may be administered in the form of pharmaceutical preparations containing them, with or without other active ingredients, in association with a carrier.
GB29367/70A 1970-06-17 1970-06-17 Phenylethanolamine derivatives Expired GB1298494A (en)

Priority Applications (15)

Application Number Priority Date Filing Date Title
GB29367/70A GB1298494A (en) 1970-06-17 1970-06-17 Phenylethanolamine derivatives
IL43177A IL43177A (en) 1970-06-17 1971-05-20 Optical isomers of 5(2-benzyl-t-butyl-amino-l-hydroxyethyl)-2-benzyloxy benzoic acid alkyl esters and salts thereof,and process for their preparation
CA113,450A CA984854A (en) 1970-06-17 1971-05-20 RESOLUTION OF .alpha.1-T-BUTYLAMINOMETHYL-4-HYDROXY-M-XYLENE-.alpha.1,.alpha.3-DIOL OPTICAL ENANTIOMERS
IL36927A IL36927A (en) 1970-06-17 1971-05-20 Optical enantiomers of 1-phenyl-2-aminoethanol derivatives,their preparation and pharmaceutical compositions containing them
ZA713298A ZA713298B (en) 1970-06-17 1971-05-21 Resolution process
BE768120A BE768120A (en) 1970-06-17 1971-06-04 1-PHENYL-2-AMINOETHANOLS, THEIR PREPARATION AND COMPOSITIONS IN CONTENAN
ES392008A ES392008A1 (en) 1970-06-17 1971-06-07 Phenylethanolamine derivatives
DE2128258A DE2128258C2 (en) 1970-06-17 1971-06-07 Process for the preparation of the optical enantiomers of α → 1 → -tert-butylaminomethyl-4-hydroxy-m-xylylene-α → 1 →, α → 3 → -diol, the R (-) enantiomer in the form of hydrogen acetate monomethanol solvate and pharmaceuticals
JP4026271A JPS5525181B1 (en) 1970-06-17 1971-06-09
YU1516/71A YU35338B (en) 1970-06-17 1971-06-11 Process for obtaining optical enatiomers of delta 1 -t.butyl-aminomethyl-4-hydroxy-m-xylene-delta 1, delta 3 - diols
AT510171A AT309403B (en) 1970-06-17 1971-06-14 Process for the preparation of the optical enantiomers of α1-tert-butylaminomethyl-4-hydroxy-m-xylylene-α1, α3-diol and their acid addition salts
DK294071AA DK130920B (en) 1970-06-17 1971-06-16 Process for the preparation of optical enantiomers of alpha1-tert-butylaminomethyl-4-hydroxy-m-xylene-alpha1, alpha3-diol.
NLAANVRAGE7108368,A NL173635C (en) 1970-06-17 1971-06-17 PROCESS FOR PREPARING BRONCHO-DILATORY ACTIVE OPTICAL ENANTIOMERS OF 2-HYDROXYMETHYL-4- (1-HYDROXY-2-TERT-BUTYLAMINOETHYL) -PHENOL AND PHYSIOLOGICALLY ACCEPTABLE ACID ADVICE; METHOD FOR PREPARING A BRONCHO-DILATORY ACTIVE MEDICINAL PRODUCT
CH886271A CH553746A (en) 1970-06-17 1971-06-17 PROCESS FOR THE PREPARATION OF THE OPTICAL ENANTIOMERS OF (ALPHA) 1-TERT-BUTYLAMINOMETHYL-4-HYDROXY-M-XYLYLENE- (ALPHA) 1, (ALPHA) 3DIOL.
FR7122011A FR2100772B1 (en) 1970-06-17 1971-06-17

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB29367/70A GB1298494A (en) 1970-06-17 1970-06-17 Phenylethanolamine derivatives

Publications (1)

Publication Number Publication Date
GB1298494A true GB1298494A (en) 1972-12-06

Family

ID=10290419

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29367/70A Expired GB1298494A (en) 1970-06-17 1970-06-17 Phenylethanolamine derivatives

Country Status (14)

Country Link
JP (1) JPS5525181B1 (en)
AT (1) AT309403B (en)
BE (1) BE768120A (en)
CA (1) CA984854A (en)
CH (1) CH553746A (en)
DE (1) DE2128258C2 (en)
DK (1) DK130920B (en)
ES (1) ES392008A1 (en)
FR (1) FR2100772B1 (en)
GB (1) GB1298494A (en)
IL (2) IL43177A (en)
NL (1) NL173635C (en)
YU (1) YU35338B (en)
ZA (1) ZA713298B (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0259159A2 (en) * 1986-09-05 1988-03-09 Schering Corporation Method for the preparation of alpha1- [[(1,1-Dimethylethyl) amino] methyl]-4-hydroxy-1,3-benzenedimethanol, and intermediates used in its preparation
US4952729A (en) * 1986-09-05 1990-08-28 Schering-Plough Corp. Intermediates in the preparation of alpha1(((1,1-dimethylethyl) amino) methyl)-4-hydroxy-1,3-benzenedimethanol
US5760090A (en) * 1990-01-05 1998-06-02 Sepracor, Inc. Method for treating asthma using optically pure R(-) albuterol
US6083993A (en) * 1990-01-05 2000-07-04 Sepracor Inc. Method for treating bronchospasm using optically pure R(-) albuterol
EP1832572A1 (en) * 2006-03-08 2007-09-12 Stirling Products Limited Process for the enantiomeric enrichment of salbutamol and salbutamol precursors
WO2008070909A1 (en) * 2006-12-11 2008-06-19 Stirling Products Limited Process for obtaining the r-enantiomer of salbutamol
US7465831B2 (en) 2004-05-20 2008-12-16 Teva Pharmaceutical Fine Chemicals S.R.L. Levalbuterol hydrochloride Polymorph A

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ZA994264B (en) 1998-07-01 2000-01-25 Warner Lambert Co Stereoisomers with high affinity for adrenergic receptors.
US7232837B2 (en) 1999-06-29 2007-06-19 Mcneil-Ppc, Inc. Stereoisomers with high affinity for adrenergic receptors
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
GB201714740D0 (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
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
GB202205895D0 (en) 2022-04-22 2022-06-08 Atrogi Ab New medical uses

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1200886A (en) * 1966-09-23 1970-08-05 Allen & Hanburys Ltd Phenylaminoethanol derivatives

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0259159A2 (en) * 1986-09-05 1988-03-09 Schering Corporation Method for the preparation of alpha1- [[(1,1-Dimethylethyl) amino] methyl]-4-hydroxy-1,3-benzenedimethanol, and intermediates used in its preparation
EP0259159A3 (en) * 1986-09-05 1989-08-09 Schering Corporation Method for the preparation of alpha1- [[(1,1-Dimethylethyl) amino] methyl]-4-hydroxy-1,3-benzenedimethanol, and intermediates used in its preparation
US4952729A (en) * 1986-09-05 1990-08-28 Schering-Plough Corp. Intermediates in the preparation of alpha1(((1,1-dimethylethyl) amino) methyl)-4-hydroxy-1,3-benzenedimethanol
US5760090A (en) * 1990-01-05 1998-06-02 Sepracor, Inc. Method for treating asthma using optically pure R(-) albuterol
US5844002A (en) * 1990-01-05 1998-12-01 Sepracor, Inc. Method for inducing bronchodilation using optically pure R(-) albuterol
US6083993A (en) * 1990-01-05 2000-07-04 Sepracor Inc. Method for treating bronchospasm using optically pure R(-) albuterol
US7465831B2 (en) 2004-05-20 2008-12-16 Teva Pharmaceutical Fine Chemicals S.R.L. Levalbuterol hydrochloride Polymorph A
US7482489B2 (en) 2004-05-20 2009-01-27 Teva Pharmaceutical Fine Chemicals S.R.L. Enantiomerically pure (R)-albuterol dibenzoyltartrate and protected analogs thereof
US7488758B2 (en) 2004-05-20 2009-02-10 Teva Pharmaceutical Fine Chemicals, S.R.L. Levalbuterol hydrochloride polymorph B
EP1832572A1 (en) * 2006-03-08 2007-09-12 Stirling Products Limited Process for the enantiomeric enrichment of salbutamol and salbutamol precursors
WO2007101872A1 (en) * 2006-03-08 2007-09-13 Stirling Products Ltd. Process for the enantiomeric enrichment of salbutamol and salbutamol precursors
WO2008070909A1 (en) * 2006-12-11 2008-06-19 Stirling Products Limited Process for obtaining the r-enantiomer of salbutamol

Also Published As

Publication number Publication date
YU151671A (en) 1980-06-30
JPS5525181B1 (en) 1980-07-04
NL7108368A (en) 1971-12-21
AT309403B (en) 1973-08-27
DK130920B (en) 1975-05-05
IL36927A0 (en) 1971-07-28
BE768120A (en) 1971-12-06
CA984854A (en) 1976-03-02
IL36927A (en) 1974-01-14
CH553746A (en) 1974-09-13
FR2100772B1 (en) 1975-06-06
YU35338B (en) 1980-12-31
NL173635C (en) 1984-02-16
IL43177A (en) 1974-01-14
ES392008A1 (en) 1974-08-01
ZA713298B (en) 1972-01-26
DE2128258C2 (en) 1983-08-11
NL173635B (en) 1983-09-16
DE2128258A1 (en) 1971-12-23
FR2100772A1 (en) 1972-03-24
DK130920C (en) 1975-10-06

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee