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BE900663A - PROCESS FOR THE PREPARATION OF 2-HYDROXY-5- (1-HYDROXY-2 - ((4-PHENYL-2-BUTYL) -AMINO) ETHYL) BENZAMIDE AND COMPOSITIONS CONTAINING THE SAME. - Google Patents

PROCESS FOR THE PREPARATION OF 2-HYDROXY-5- (1-HYDROXY-2 - ((4-PHENYL-2-BUTYL) -AMINO) ETHYL) BENZAMIDE AND COMPOSITIONS CONTAINING THE SAME.

Info

Publication number
BE900663A
BE900663A BE0/213712A BE213712A BE900663A BE 900663 A BE900663 A BE 900663A BE 0/213712 A BE0/213712 A BE 0/213712A BE 213712 A BE213712 A BE 213712A BE 900663 A BE900663 A BE 900663A
Authority
BE
Belgium
Prior art keywords
hydroxy
phenyl
benzamide
butyl
ethyl
Prior art date
Application number
BE0/213712A
Other languages
French (fr)
Inventor
A Marai
G Cerri
M Paini
Original Assignee
Scharper Spa
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 Scharper Spa filed Critical Scharper Spa
Publication of BE900663A publication Critical patent/BE900663A/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/60—Salicylic acid; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/30—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Procédé de préparation de 2-hydroxy-5-(1-hydroy-2-((4-phényl-2-butyl)-amino]éthyl)benzamide, répondant à la formule (I) caractérisé en ce qu'il comprend l'alkylation directe de 1-phényl-3-aminobutane avec du bromure de 4-hydroxy-3- carbomyl-phénacyle. Le labétalol ainsi obtenu, présente des activités X et B bloquantes des récepteurs adrénergiques, et constitue une innovation dans le traitement de l'hypertension. Administration par voie orale ou injectable.Process for the preparation of 2-hydroxy-5- (1-hydroy-2 - ((4-phenyl-2-butyl) -amino] ethyl) benzamide, corresponding to formula (I) characterized in that it comprises direct alkylation of 1-phenyl-3-aminobutane with 4-hydroxy-3-carbomyl-phenacyl bromide. The labetalol thus obtained has X and B activities blocking adrenergic receptors and constitutes an innovation in the treatment of hypertension, oral or injectable administration.

BE0/213712A 1983-09-27 1984-09-24 PROCESS FOR THE PREPARATION OF 2-HYDROXY-5- (1-HYDROXY-2 - ((4-PHENYL-2-BUTYL) -AMINO) ETHYL) BENZAMIDE AND COMPOSITIONS CONTAINING THE SAME. BE900663A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT23005/83A IT1194406B (en) 1983-09-27 1983-09-27 PROCEDURE FOR THE PREPARATION OF 2-HYDROXY-5-01-HYDROXY-2 - ((4-FENYL-2-BUTYL) AMINO) ETHYL BENZAMIDE

Publications (1)

Publication Number Publication Date
BE900663A true BE900663A (en) 1985-01-16

Family

ID=11202777

Family Applications (1)

Application Number Title Priority Date Filing Date
BE0/213712A BE900663A (en) 1983-09-27 1984-09-24 PROCESS FOR THE PREPARATION OF 2-HYDROXY-5- (1-HYDROXY-2 - ((4-PHENYL-2-BUTYL) -AMINO) ETHYL) BENZAMIDE AND COMPOSITIONS CONTAINING THE SAME.

Country Status (7)

Country Link
JP (1) JPS60105651A (en)
BE (1) BE900663A (en)
CH (1) CH661923A5 (en)
DE (1) DE3435349A1 (en)
FR (1) FR2552427B1 (en)
GB (1) GB2149399B (en)
IT (1) IT1194406B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017098520A1 (en) * 2015-12-09 2017-06-15 prscDAVALURI RAMAMOHAN RAO Process for the preparation of labetalol hydrochloride
CN112225674B (en) * 2020-10-28 2021-12-03 天津大学 Labetalol hydrochloride crystal form compound and preparation method and application thereof

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1266058A (en) * 1969-07-08 1972-03-08
JPS4843341A (en) * 1971-10-02 1973-06-22
ZA794872B (en) * 1978-09-20 1980-11-26 Schering Corp A phenylalkylaminoethylsalicylamide,its preparation and pharmaceutical compositions containing it

Also Published As

Publication number Publication date
GB2149399B (en) 1987-05-13
GB2149399A (en) 1985-06-12
GB8424100D0 (en) 1984-10-31
DE3435349C2 (en) 1989-09-21
CH661923A5 (en) 1987-08-31
JPS60105651A (en) 1985-06-11
IT1194406B (en) 1988-09-22
IT8323005A0 (en) 1983-09-27
DE3435349A1 (en) 1985-04-18
FR2552427B1 (en) 1988-03-25
FR2552427A1 (en) 1985-03-29
IT8323005A1 (en) 1985-03-27

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Legal Events

Date Code Title Description
RE Patent lapsed

Owner name: SCHARPER PER L INDUSTRIA FARMACEUTICA S.P.A.

Effective date: 19900930