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1. WO2015014984 - A PROCESS FOR PREPARING RIFAXIMIN K

Publication Number WO/2015/014984
Publication Date 05.02.2015
International Application No. PCT/EP2014/066592
International Filing Date 01.08.2014
IPC
C07D 498/22 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
498Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
22in which the condensed system contains four or more hetero rings
CPC
C07D 498/22
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
498Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
22in which the condensed system contains four or more hetero rings
Applicants
  • CLAROCHEM IRELAND LTD. [IE]/[IE]
Inventors
  • VIGANO', Enrico
  • MOLTENI, Renato
  • LANFRANCONI, Simona
  • ARRIGHI, Massimiliano
  • GATTI, Fabio
Agents
  • CATTANEO, Elisabetta
Priority Data
MI2013A00130702.08.2013IT
Publication Language English (en)
Filing Language English (EN)
Designated States
Title
(EN) A PROCESS FOR PREPARING RIFAXIMIN K
(FR) PROCÉDÉ DE PRÉPARATION DE RIFAXIMINE Κ
Abstract
(EN) The present invention relates to a process for obtaining rifaximin κ comprising the following steps:a) reacting rifamycin O with 2-amino-4-picoline in the presence of a solvent mixture comprising water and a solvent selected from methyl isobutylketone, ethylacetate and a water soluble solvent; b) obtaining a rifaximin solution by removing the aqueous phase; c) obtaining rifaximin κ from the rifaximin solution, wherein when the solvent is a water soluble solvent, either methyl isobutylketone or ethylacetate is further added in step a). In another aspect the process of the invention relates to a process for obtaining the crystalline form κ of rifaximin comprising the following steps: i) contacting rifaximin or a rifaximin solution with exclusively ethylacetate, ii) obtaining the rifaximin in crystalline form κ by removing ethylacetate.
(FR) La présente invention concerne un procédé pour obtenir de la rifaximine κ comprenant les étapes suivantes : a) réaction de rifamycine O avec de la 2-amino-4-picoline en présence d'un mélange de solvants comprenant de l'eau et un solvant choisi parmi la méthylisobutylcétone, l'acétate d'éthyle et un solvant hydrosoluble; b) obtention d'une solution de rifaximine par élimination de la phase aqueuse; c) obtention de rifaximine κ à partir de la solution de rifaximine, dans lequel, lorsque le solvant est un solvant hydrosoluble, de la méthylisobutylcétone ou de l'acétate d'éthyle est en outre ajouté dans l'étape a). Dans un autre aspect, le procédé de l'invention concerne un procédé d'obtention de la forme cristalline κ de la rifaximine, comprenant les étapes suivantes : a) mise en contact de la rifaximine ou d'une solution de rifaximine avec exclusivement de l'acétate d'éthyle, ii) obtention de la rifaximine sous forme cristalline κ par élimination de l'acétate d'éthyle.
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