Patents Assigned to Chemi, S.p.A.
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Publication number: 20120277263Abstract: 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: ApplicationFiled: June 29, 2012Publication date: November 1, 2012Applicant: CHEMI S.P.A.Inventors: Stefano TURCHETTA, Pietro MASSARDO, Valentina AROMATARIO
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Patent number: 8236817Abstract: 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: GrantFiled: October 28, 2004Date of Patent: August 7, 2012Assignee: Chemi S.p.A.Inventors: Stefano Turchetta, Pietro Massardo, Valentina Aromatario
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Patent number: 8232392Abstract: 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: GrantFiled: July 30, 2009Date of Patent: July 31, 2012Assignee: Chemi S.p.A.Inventors: Stefano Turchetta, Lorenzo De Ferra, Maurizio Zenoni, Mauro Anibaldi
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Publication number: 20120172595Abstract: 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: ApplicationFiled: July 5, 2011Publication date: July 5, 2012Applicant: CHEMI S.P.A.Inventors: Umberto CIAMBECCHINI, Stefano TURCHETTA, Maurizio ZENONI, Lorenzo DE FERRA, Paolo BRANDI
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Patent number: 8049031Abstract: 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: GrantFiled: December 10, 2009Date of Patent: November 1, 2011Assignee: Chemi S.p.A.Inventors: Umberto Ciambecchini, Maurizio Zenoni, Stefano Turchetta
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Publication number: 20110111469Abstract: 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: ApplicationFiled: July 8, 2008Publication date: May 12, 2011Applicant: CHEMI S.P.A.Inventors: Lorenzo De Ferra, Mauro Anibaldi, Ettore Ammirati
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Publication number: 20100292503Abstract: 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: ApplicationFiled: May 13, 2010Publication date: November 18, 2010Applicant: CHEMI S.P.A.Inventors: Umberto Ciambecchini, Elio Ullucci, Stefano Turchetta, Maurizio Zenoni
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Publication number: 20100292502Abstract: 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: ApplicationFiled: May 13, 2010Publication date: November 18, 2010Applicant: CHEMI S.P.A.Inventors: Umberto Ciambecchini, Elio Ullucci, Stefano Turchetta, Maurizio Zenoni
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Publication number: 20100152483Abstract: 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: ApplicationFiled: December 10, 2009Publication date: June 17, 2010Applicant: CHEMI S.P.A.Inventors: Umberto Ciambecchini, Maurizio Zenoni, Stefano Turchetta
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Publication number: 20100036121Abstract: 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: ApplicationFiled: July 30, 2009Publication date: February 11, 2010Applicant: Chemi S.P.A.Inventors: Stefano Turchetta, Lorenzo De Ferra, Maurizio Zenoni, Mauro Anibaldi
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Patent number: 7332603Abstract: 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: GrantFiled: November 25, 2002Date of Patent: February 19, 2008Assignee: Chemi S.p.A.Inventors: Lorenzo De Ferra, Stefano Turchetta, Pietro Massardo, Paolo Casellato
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Patent number: 7307037Abstract: 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: GrantFiled: March 3, 2003Date of Patent: December 11, 2007Assignee: Chemi S.p.A.Inventors: Francesco Sannicolo′, Oreste Piccolo, Tiziana Benincori, Mara Sada, Alessandra Verrazzani, Simona Tollis, Elio Ullucci, Lorenzo De Ferra, Simona Rizzo
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Patent number: 6897339Abstract: Purification process of iohexol comprising the treatment of said product with 1-methoxy-2-propanol either alone or mixed with other solvents.Type: GrantFiled: April 9, 2002Date of Patent: May 24, 2005Assignee: Chemi, S.p.A.Inventors: Stefano Turchetta, Pietro Massardo, Valentina Aromatario
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Patent number: 6645742Abstract: 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: GrantFiled: October 18, 2001Date of Patent: November 11, 2003Assignee: Chemi S.p.A.Inventors: Lorenzo De Ferra, Pietro Massardo
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Patent number: 6586357Abstract: 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: GrantFiled: August 24, 2001Date of Patent: July 1, 2003Assignee: Chemi S.p.A.Inventors: Patrizia Antognazza, Tiziana Benincori, Elisabetta Brenna, Edoardo Cesarotti, Francesco Sannicolo′, Licia Trimarco
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Patent number: 6492146Abstract: 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: GrantFiled: April 18, 2000Date of Patent: December 10, 2002Assignee: Chemi S.p.A.Inventors: Lorenzo De Ferra, Pietro Massardo
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Patent number: 6444822Abstract: 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: GrantFiled: July 28, 2000Date of Patent: September 3, 2002Assignee: Chemi S.p.A.Inventors: Lorenzo De Ferra, Pietro Massardo, Oreste Piccolo, Giorgio Cignarella
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Patent number: 6153758Abstract: 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: GrantFiled: April 18, 1999Date of Patent: November 28, 2000Assignee: Chemi S.p.A.Inventors: Francesco Sannicolo, Tiziana Benincori, Patrizia Antognazza, Serafino Gladiali
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Patent number: 5315023Abstract: 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: GrantFiled: March 8, 1993Date of Patent: May 24, 1994Assignee: Chemi S.p.A.Inventors: Lorenzo De Ferra, Fausto Bonifacio, Guido Cifarelli, Pietro Massardo, Oreste Piccolo
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Patent number: RE43764Abstract: 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: GrantFiled: June 24, 2011Date of Patent: October 23, 2012Assignee: Chemi S.p.A.Inventors: Lorenzo De Ferra, Pietro Massardo