GB1128052A - Alkanolamine derivatives - Google Patents

Alkanolamine derivatives

Info

Publication number
GB1128052A
GB1128052A GB24189/65A GB2418965A GB1128052A GB 1128052 A GB1128052 A GB 1128052A GB 24189/65 A GB24189/65 A GB 24189/65A GB 2418965 A GB2418965 A GB 2418965A GB 1128052 A GB1128052 A GB 1128052A
Authority
GB
United Kingdom
Prior art keywords
stands
formula
radical
compound
reacting
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
GB24189/65A
Inventor
David John Gilman
Bernard Joseph Mcloughlin
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB24189/65A priority Critical patent/GB1128052A/en
Priority to US550951A priority patent/US3538150A/en
Priority to DE19661543693 priority patent/DE1543693A1/en
Priority to FI1432/66A priority patent/FI45183B/fi
Priority to AT535466A priority patent/AT282585B/en
Priority to NO163339A priority patent/NO118172B/no
Priority to FR64735A priority patent/FR90759E/en
Priority to NL6607921A priority patent/NL6607921A/xx
Priority to BR180266/66A priority patent/BR6680266D0/en
Priority to ES0327698A priority patent/ES327698A2/en
Priority to BE682273D priority patent/BE682273A/xx
Priority to FR75601A priority patent/FR209F/en
Priority to FR76547A priority patent/FR91230E/en
Publication of GB1128052A publication Critical patent/GB1128052A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/24—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Materials For Medical Uses (AREA)
  • Tires In General (AREA)

Abstract

1,128,052. Alkanolamine derivatives. IMPERIAL CHEMICAL INDUSTRIES Ltd. 11 May, 1966 [8 June, 1965], No. 24189/65. Addition to 1,069,341. Heading C2C. Racemic compounds of the general formula (I) (wherein R<SP>1</SP> stands for hydrogen or an alkyl radical, R<SP>2</SP> stands for an alkyl, hydroxyalkyl or cycloalkyl radical and R<SP>3</SP> stands for an alkyl radical of 2 or more carbon atoms or a haloalkyl, cycloalkyl or alkenyl radical), esters and aldehyde condensation products thereof, and acid addition salts of the alkanolamine derivatives, esters and aldehyde condensation products, are prepared by (a) reacting a compound of the formula (II) (wherein Z stands for a halogen atom) with NHR<SP>1</SP>R<SP>2</SP>, (b) reacting a compound of the formula (III) with NHR<SP>1</SP>R<SP>2</SP>, (c) reacting a compound of the formula (IV) or an alkali metal derivative thereof, with a compound of the formula or (d)-in cases wherein R<SP>1</SP> stands for hydrogenhydrogenolysing a compound of the formula (V) (wherein R<SP>5</SP> stands for a hydrogenolysable radical) or an acid addition salt thereof, (e)-in cases wherein R<SP>1</SP> stands for hydrogen and R<SP>2</SP> stands for a radical of the formula -CHR<SP>6</SP>R<SP>7</SP> (wherein R<SP>6</SP> stands for hydrogen or an alkyl radical and R<SP>7</SP> stands for an alkyl or hydroxyalkyl radical, or wherein R<SP>6</SP> and R<SP>7</SP> are joined together with the adjacent carbon atom to form a cycloalkyl radical)-reacting a compound of the formula (VI) with R<SP>6</SP>COR<SP>7</SP> under reducing conditions, (f) reacting a compound of the formula (VII) with a reactive ester derived from R<SP>2</SP>OH, (g)- in the case of aldehyde condensation products of the formula (VIII) (wherein R<SP>4</SP> stands for hydrogen or an alkyl or aryl radical) and their salts-reacting a racemic compound of the formula (IX) or an acid addition salt thereof, with R<SP>4</SP>CHO, or (h)-in the case of esters and their saltsacylating the corresponding alkanolamine derivative or an acid addition salt thereof (when R<SP>1</SP> stands for hydrogen, a salt must be used), optionally followed in each ease by salt formation. The preparation of starting materials of formulµ (II), (III), (IV), (V) and (VI) is described. The compounds of the invention are #- adrenergic blocking agents. Reference has been directed by the Comptroller to Specifccations 1,077,249 and 1,077,603.
GB24189/65A 1962-12-11 1965-06-08 Alkanolamine derivatives Expired GB1128052A (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
GB24189/65A GB1128052A (en) 1965-06-08 1965-06-08 Alkanolamine derivatives
US550951A US3538150A (en) 1965-06-08 1966-05-18 Alkanolamine derivatives
DE19661543693 DE1543693A1 (en) 1965-06-08 1966-05-25 Alkanolamine derivatives and processes for their preparation
FI1432/66A FI45183B (en) 1965-06-08 1966-05-31
AT535466A AT282585B (en) 1965-06-08 1966-06-06 Process for the production of new basic phenol ethers and their salts
NO163339A NO118172B (en) 1965-06-08 1966-06-07
FR64735A FR90759E (en) 1962-12-11 1966-06-08 Process for the manufacture of new alkanolamine derivatives
NL6607921A NL6607921A (en) 1962-12-11 1966-06-08
BR180266/66A BR6680266D0 (en) 1965-06-08 1966-06-08 ALKANOL-AMINE DERIVATIVES
ES0327698A ES327698A2 (en) 1965-06-08 1966-06-08 Procedure for the manufacture of alcanolamine derivatives. (Machine-translation by Google Translate, not legally binding)
BE682273D BE682273A (en) 1965-06-08 1966-06-08
FR75601A FR209F (en) 1962-12-11 1966-09-07 New drugs based on alkanolamine derivatives.
FR76547A FR91230E (en) 1963-07-19 1966-09-15 Process for the manufacture of new alkanolamine derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB24189/65A GB1128052A (en) 1965-06-08 1965-06-08 Alkanolamine derivatives

Publications (1)

Publication Number Publication Date
GB1128052A true GB1128052A (en) 1968-09-25

Family

ID=10207802

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24189/65A Expired GB1128052A (en) 1962-12-11 1965-06-08 Alkanolamine derivatives

Country Status (9)

Country Link
US (1) US3538150A (en)
AT (1) AT282585B (en)
BE (1) BE682273A (en)
BR (1) BR6680266D0 (en)
DE (1) DE1543693A1 (en)
ES (1) ES327698A2 (en)
FI (1) FI45183B (en)
GB (1) GB1128052A (en)
NO (1) NO118172B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA957364A (en) * 1968-11-18 1974-11-05 Pfizer Corporation Preparation of polar-substituted phenyl propanolamines
IT1113029B (en) * 1979-03-01 1986-01-20 Simes PROCESS FOR THE SEPARATION OF THE TWO OPTICAL ISOMERS OF MOPROLOL AND PHARMACEUTICAL COMPOSITIONS OF THE LEVOGIRO ANTIPOD
GB8327911D0 (en) * 1983-10-19 1983-11-23 Ciba Geigy Ag Salts as corrosion inhibitors
GB8419683D0 (en) * 1984-08-02 1984-09-05 Erba Farmitalia 3-substituted derivatives of 1-amino-2-hydroxy-propane
US5550289A (en) * 1985-01-07 1996-08-27 Syntex (U.S.A.) Inc. N-(1,(1-1)-dialkyloxy)-and N-(1,(1-1)-dialkenyloxy alk-1-yl-N-N,N-tetrasubstituted ammonium lipids and uses therefor
US4897355A (en) * 1985-01-07 1990-01-30 Syntex (U.S.A.) Inc. N[ω,(ω-1)-dialkyloxy]- and N-[ω,(ω-1)-dialkenyloxy]-alk-1-yl-N,N,N-tetrasubstituted ammonium lipids and uses therefor
ES8609190A1 (en) * 1985-02-07 1986-07-16 Pharma Investi S A Housing belt.

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE583205A (en) * 1958-10-02
DE1236523C2 (en) * 1962-02-15 1975-06-12 Sanol-Arzneimittel Dr. Schwarz Gmbh, 4019 Monheim PROCESS FOR THE PRODUCTION OF BASIC PHENYLAETHERS AND THEIR SALTS
US3331850A (en) * 1964-05-13 1967-07-18 Upjohn Co 5-(aryloxymethyl)-2-oxazolidinethiones

Also Published As

Publication number Publication date
BE682273A (en) 1966-12-08
AT282585B (en) 1970-07-10
FI45183B (en) 1971-12-31
BR6680266D0 (en) 1973-12-26
US3538150A (en) 1970-11-03
DE1543693A1 (en) 1969-09-11
NO118172B (en) 1969-11-24
ES327698A2 (en) 1967-08-01

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