Patents Assigned to Chemi, S.p.A.
  • Publication number: 20120277263
    Abstract: Two novel crystalline forms, designated form A and form B of the antibacterial agent 1-cyclopropyl-7-([S,S])-2,8-diazabicyclo[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid hydrochloride of formula, the preparation thereof, and their pharmaceutical compositions are described. These crystalline forms, which are characterized by greater stability and ease of preparation and of formulation, can be produced by industrially applicable methods which comprise the steps of: a) suspending 1-cyclopropyl-7-([S,S])-2,8-diazabicyclo-[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid hydrochloride in a solvent selected from an alcohol and a polyalcohol, b) heating the mixture under reflux, c) cooling, d) isolating the product which is separated, (form A) and, additionally, e) reslurrying the solid at reflux in a solvent selected from alcohols and polyols or mixtures thereof, in which the resulting mixture has an overall water content of between 2.
    Type: Application
    Filed: June 29, 2012
    Publication date: November 1, 2012
    Applicant: CHEMI S.P.A.
    Inventors: Stefano TURCHETTA, Pietro MASSARDO, Valentina AROMATARIO
  • Patent number: 8236817
    Abstract: Two novel crystalline forms, designated form A and form B of the antibacterial agent 1-cyclopropyl-7-(S,S)-2,8-diazabicyclo[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro-8-methoxy -4-oxo-3-quinoline carboxylic acid hydrochloride of formula, the preparation thereof, and their pharmaceutical compositions are described. These crystalline forms, which are characterized by greater ability and ease of preparation and of formulation, can be produced by industrially applicable methods which comprises the steps of: a) suspending 1-cyclopropyl-7-(S,S)-2,8-diazabicyclo-[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro -8-methoxy-4-oxo-3-quinoline carboxylic acid hydrochloride in a solvent selected from an alcohol and a polyalcohol, b) heating the mixture under reflux, c) cooling, d) isolating the product which is separated, (form A) and, additionally, e), reslurrying the solid at reflux in a solvent selected from alcohols and polyols or mixtures thereof, in which the resulting mixture has an overall water content of between 2.5% and 0.
    Type: Grant
    Filed: October 28, 2004
    Date of Patent: August 7, 2012
    Assignee: Chemi S.p.A.
    Inventors: Stefano Turchetta, Pietro Massardo, Valentina Aromatario
  • Patent number: 8232392
    Abstract: Described is a new process for producing temozolomide, comprising the reaction between 5-aminoimidazole-4-carboxamide and N-succinimidyl-N?-methyl carbamate and the subsequent reaction of the thus obtained carbamoyl 5-aminoimidazole-4-carboxamide with sodium nitrite. Temozolomide is then purified by chromatography on adsorbent polymeric resin and subsequent crystallization from water and acetone.
    Type: Grant
    Filed: July 30, 2009
    Date of Patent: July 31, 2012
    Assignee: Chemi S.p.A.
    Inventors: Stefano Turchetta, Lorenzo De Ferra, Maurizio Zenoni, Mauro Anibaldi
  • Publication number: 20120172595
    Abstract: The present invention relates to a novel process for the preparation of pemetrexed diethyl ester 2 by purifying the mixture obtainable by reacting compounds 1 and 1a in the presence of a chemical agent capable of promoting the formation of a peptide bond in an aprotic organic solvent characterized in that the mixture is subjected to the following steps: a) washing with a basic aqueous solution; b) concentration of the organic phase; c) addition of a polar organic solvent and/or a mixture of polar organic solvents; d) precipitation of the pemetrexed diethyl ester 2.
    Type: Application
    Filed: July 5, 2011
    Publication date: July 5, 2012
    Applicant: CHEMI S.P.A.
    Inventors: Umberto CIAMBECCHINI, Stefano TURCHETTA, Maurizio ZENONI, Lorenzo DE FERRA, Paolo BRANDI
  • Patent number: 8049031
    Abstract: New solid forms of fesoterodine fumarate are described. In particular, amorphous fesoterodine fumarate, characterized by a powder X-ray diffraction spectrum as shown in FIG. 1 and by an IR spectrum as shown in FIG. 2 is described. Also fesoterodine fumarate in crystalline form I, characterized by a powder X-ray diffraction spectrum as shown in FIG. 3, by a DSC profile as shown in FIG. 4, by an IR spectrum as shown in FIG. 5, by a solid state 13C-NMR spectrum as shown in FIG. 6 and by a Raman spectrum as shown in FIGS. 7, 8 and 9 is described.
    Type: Grant
    Filed: December 10, 2009
    Date of Patent: November 1, 2011
    Assignee: Chemi S.p.A.
    Inventors: Umberto Ciambecchini, Maurizio Zenoni, Stefano Turchetta
  • Publication number: 20110111469
    Abstract: The document describes a process for the preparation of N-Acyl-Phosphatidyl-Ethanolamine of formula (I) on an industrial scale, In which R1, R2 and R3 are, independently from each other, saturated, monounsaturated or polyunsaturated acyls C10-C30, pure or mixed together, and X=OH or OM, where M=alkaline metal or alkaline earth, ammonium or alkylammonium. The process in question allows the conversion of lecithin of synthetic or natural origin into N-Acyl-Phosphatidyl-Ethanolamine of formula (I) of high purity, using a limited molar excess of the reagent N-acyl-ethanolamine, where the acyl is as defined above for the formula (I) through reaction of transphosphatidylation in the presence of the enzyme phospholipase D and in conditions suitable for production on an industrial scale.
    Type: Application
    Filed: July 8, 2008
    Publication date: May 12, 2011
    Applicant: CHEMI S.P.A.
    Inventors: Lorenzo De Ferra, Mauro Anibaldi, Ettore Ammirati
  • Publication number: 20100292503
    Abstract: A process is described for preparing fesoterodine and/or fesoterodine fumarate comprising the esterification of (R)-feso deacyl with isobutyric acid or a precursor thereof, such as an isobutyryl halide or the isobutyric acid anhydride to give fesoterodine, in a mixture of water at alkaline pH and/or at least one organic solvent. This process allows obtaining products with high yields and purities, and in particular a product having a content of (R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-isobutyroyloxymethyl-phenyl isobutyrate less than 1% by mole and a content of (R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol less than 0.05% by mole.
    Type: Application
    Filed: May 13, 2010
    Publication date: November 18, 2010
    Applicant: CHEMI S.P.A.
    Inventors: Umberto Ciambecchini, Elio Ullucci, Stefano Turchetta, Maurizio Zenoni
  • Publication number: 20100292502
    Abstract: A process is described for preparing fesoterodine fumarate comprising the salification reaction of fesoterodine with fumaric acid in an organic solvent, preferably a ketone, at a temperature not greater than 45° C. Such process allows obtaining products with high yields and purities, and in particular a product having a content of (2E)-4-[(3-(3-diisopropylamino-1-phenylpropyl)-4-(2-isobutyroyloxyphenyl)methoxy]-4-oxobut-2-enoic acid less than or equal to 0.15% by mole.
    Type: Application
    Filed: May 13, 2010
    Publication date: November 18, 2010
    Applicant: CHEMI S.P.A.
    Inventors: Umberto Ciambecchini, Elio Ullucci, Stefano Turchetta, Maurizio Zenoni
  • Publication number: 20100152483
    Abstract: New solid forms of fesoterodine fumarate are described. In particular, amorphous fesoterodine fumarate, characterised by a powder X-ray diffraction spectrum as shown in FIG. 1 and by an IR spectrum as shown in FIG. 2 is described. Also fesoterodine fumarate in crystalline form I, characterised by a powder X-ray diffraction spectrum as shown in FIG. 3, by a DSC profile as shown in FIG. 4, by an IR spectrum as shown in FIG. 5, by a solid state 13C-NMR spectrum as shown in FIG. 6 and by a Raman spectrum as shown in FIGS. 7, 8 and 9 is described.
    Type: Application
    Filed: December 10, 2009
    Publication date: June 17, 2010
    Applicant: CHEMI S.P.A.
    Inventors: Umberto Ciambecchini, Maurizio Zenoni, Stefano Turchetta
  • Publication number: 20100036121
    Abstract: Described is a new process for producing temozolomide, comprising the reaction between 5-aminoimidazole-4-carboxamide and N-succinimidyl-N?-methyl carbamate and the subsequent reaction of the thus obtained carbamoyl 5-aminoimidazole-4-carboxamide with sodium nitrite. Temozolomide is then purified by chromatography on adsorbent polymeric resin and subsequent crystallization from water and acetone.
    Type: Application
    Filed: July 30, 2009
    Publication date: February 11, 2010
    Applicant: Chemi S.P.A.
    Inventors: Stefano Turchetta, Lorenzo De Ferra, Maurizio Zenoni, Mauro Anibaldi
  • Patent number: 7332603
    Abstract: A process for preparing alendronate sodium includes the reaction of gammabutyric acid with phosphorous acid and phosphorus trichioride and subsequent treatment with an aqueous solution of an alkali metal hydroxide, in which the reaction is conducted in liquid ionic solvents.
    Type: Grant
    Filed: November 25, 2002
    Date of Patent: February 19, 2008
    Assignee: Chemi S.p.A.
    Inventors: Lorenzo De Ferra, Stefano Turchetta, Pietro Massardo, Paolo Casellato
  • Patent number: 7307037
    Abstract: Metallic catalysts of the general formula (I) and their precursors, suitable for chemo- regio- and stereoselective reactions, derived from ortho-bis-(1-phospholanyl)-heteroarenes.
    Type: Grant
    Filed: March 3, 2003
    Date of Patent: December 11, 2007
    Assignee: Chemi S.p.A.
    Inventors: Francesco Sannicolo′, Oreste Piccolo, Tiziana Benincori, Mara Sada, Alessandra Verrazzani, Simona Tollis, Elio Ullucci, Lorenzo De Ferra, Simona Rizzo
  • Patent number: 6897339
    Abstract: Purification process of iohexol comprising the treatment of said product with 1-methoxy-2-propanol either alone or mixed with other solvents.
    Type: Grant
    Filed: April 9, 2002
    Date of Patent: May 24, 2005
    Assignee: Chemi, S.p.A.
    Inventors: Stefano Turchetta, Pietro Massardo, Valentina Aromatario
  • Patent number: 6645742
    Abstract: The present invention relates to a purifying process for phosphatidylserine, the latter being prepared by trans-phosphatidylation of phosphatidylcholine with serine in presence of the enzyme D-phospholipase and containing as impurities hydrophilic compounds, proteins and inorganic salts.
    Type: Grant
    Filed: October 18, 2001
    Date of Patent: November 11, 2003
    Assignee: Chemi S.p.A.
    Inventors: Lorenzo De Ferra, Pietro Massardo
  • Patent number: 6586357
    Abstract: Chiral diphosphines constituted by an aromatic pentatomic biheterocyclic system, suitable to act as chiral ligands, complexes between said diphosophines and transition metals, and their utilization as chiral catalysts in sterocontrolled reactions, such as diastereo- and enantioselective reduction reactions. Process for the preparation of said chiral diphosophines and process for the preparation of said complexes and for their utilization as chiral catalysts in sterocontrolled reactions.
    Type: Grant
    Filed: August 24, 2001
    Date of Patent: July 1, 2003
    Assignee: Chemi S.p.A.
    Inventors: Patrizia Antognazza, Tiziana Benincori, Elisabetta Brenna, Edoardo Cesarotti, Francesco Sannicolo′, Licia Trimarco
  • Patent number: 6492146
    Abstract: A process for the preparation of phosphatidylserines, comprising the reaction of phosphatides, such as phosphatidylcholine and phosphatidylethanolamine, with racemic or enantiomerically pure Serine, preferably with (L)-Serine, wherein said reaction is carried out in an aqueous dispersion of said phosphatides in the presence of a phospholipase D (PLD) and of calcium salts.
    Type: Grant
    Filed: April 18, 2000
    Date of Patent: December 10, 2002
    Assignee: Chemi S.p.A.
    Inventors: Lorenzo De Ferra, Pietro Massardo
  • Patent number: 6444822
    Abstract: Described herein is the process for the preparation of 3-substituted 4-phenyl-piperidine derivatives of formula (I) in which X is selected from H and F, and R is selected from the group consisting of H, C1-C6 alkyl, C3-C6 alkenyl, and benzyl, comprising three steps starting from the monoamide of malonic acid and cinnamic aldehyde, or derivatives thereof.
    Type: Grant
    Filed: July 28, 2000
    Date of Patent: September 3, 2002
    Assignee: Chemi S.p.A.
    Inventors: Lorenzo De Ferra, Pietro Massardo, Oreste Piccolo, Giorgio Cignarella
  • Patent number: 6153758
    Abstract: Diphosphines of a mixed heteroarylic-arylic type, wherein the phosphine group carrying backbone is constituted by the interconnection of a five-atom heteroaromatic ring and a carbocyclic aromatic ring, forming an atropoisomeric chiral system with a C.sub.1 symmetry. Said chiral diphosphines are advantageously used as ligands for the formation of chiral complexes with transition metals, in particular Ru, Rh, Pd, Ir, Ni. The so-obtained chiral complexes are used as chiral complexes are used as chiral catalysts for stereocontrolled reactions, in particular diastereo and enantioselective reduction reactions, hydroformylation reactions, hydrosilylation reactions, hydrocyanation reactions, double-bond isomerisation reactions, other reactions of carbon--carbon bond formation.
    Type: Grant
    Filed: April 18, 1999
    Date of Patent: November 28, 2000
    Assignee: Chemi S.p.A.
    Inventors: Francesco Sannicolo, Tiziana Benincori, Patrizia Antognazza, Serafino Gladiali
  • Patent number: 5315023
    Abstract: A process for the preparation of highly pure deacylated glycerophosphorylcholine, glycerophosphorylethanolamine and glicerophosphorylserine starting from mixtures of the corresponding acylated derivatives.The process according to the invention is characterized in that the deacylation reaction, by means of alcoholysis, and the fractionation are carried out in a single step in a reactor containing a basic ion-exchange resin.
    Type: Grant
    Filed: March 8, 1993
    Date of Patent: May 24, 1994
    Assignee: Chemi S.p.A.
    Inventors: Lorenzo De Ferra, Fausto Bonifacio, Guido Cifarelli, Pietro Massardo, Oreste Piccolo
  • Patent number: RE43764
    Abstract: The present invention relates to a purifying process for phosphatidylserine, the latter being prepared by trans-phosphatidylation of phosphatidylcholine with serine in presence of the enzyme D-phospholipase and containing as impurities hydrophilic compounds, proteins and inorganic salts.
    Type: Grant
    Filed: June 24, 2011
    Date of Patent: October 23, 2012
    Assignee: Chemi S.p.A.
    Inventors: Lorenzo De Ferra, Pietro Massardo