Abstract: Heparin fractions obtained by nitrous depolymerization, containing at most 150 ppb of total N-nitroso compounds, prepared by subjecting heparins of natural origin which have been depolymerized with a nitrite to the action of UV radiation.
Type:
Grant
Filed:
May 6, 1994
Date of Patent:
February 4, 1997
Assignee:
Choay S.A.
Inventors:
Jean-Fran.cedilla.ois Branellec, Jos e Espejo, Philippe Picart
Abstract: Method for obtaining biologically active mucopolysaccharides by controlled depolymerization of heparin, wherein the quantity of products generating nitrous acid is selected so that those products are totally consumed when the desired depolymerization degree is reached.
Type:
Grant
Filed:
October 19, 1987
Date of Patent:
May 28, 1991
Assignee:
Choay S.A.
Inventors:
Jean-Claude Lormeau, Maurice Petitou, Jean Choay
Abstract: The invention relates to derivatives with a uronic acid structure having substituents selected among a reactive group, a functionalisable group and --OH functions blocked by protective groups. These derivatives are useful for preparing glycosides, particularly enzyme substrates.
Type:
Grant
Filed:
October 27, 1982
Date of Patent:
January 22, 1991
Assignee:
Choay S.A.
Inventors:
Jean Choay, Jean-Claude Jacquinet, Maurice Petitou, Pierre Sinay
Abstract: Novel processes for synthesizing acid mucopolysaccharide fragments having from 2-12 saccharides and substantially pure products of a single structure produced thereby. Condensation are disclosed between a first protected saccharide and a second protected saccharide to form a protected condensation product having units linked in the manner found in chondroitin sulfate and dermatan sulfate and having protecting groups thereon which allow selective positioning of functional groups, in particular sulfate, at desired positions. Other condensations are disclosed in which a protected condensation product is formed which can be elongated, and has protecting groups thereon which allow selective positioning of functional groups, in particular sulfate, at desired positions. Also disclosed is a process for selectively positioning functional groups on a protected acid mucopolysaccharide having from 2-12 units.
Type:
Grant
Filed:
April 21, 1986
Date of Patent:
July 24, 1990
Assignee:
Choay, S.A.
Inventors:
Jean-Claude Jacquinet, Maurice Petitou, Pierre Sinay, Jean Choay
Abstract: Short chained ligosaccharides of high structural homogeneity constituted essentially by hexasaccharides of the formula: ##STR1## in which R represents a hydrogen atom or the --SO.sub.3.sup.31 group. These hexasaccharides have a highly selective activity on certain steps in blood coagulation and are useful as anti-thrombotic medicaments.
Type:
Grant
Filed:
March 21, 1986
Date of Patent:
May 2, 1989
Assignee:
Choay S.A.
Inventors:
Jean-Claude Lormeau, Jean Choay, Maurice Petitou
Abstract: The invention relates to a process for the organic synthesis of oligosaccharides constituting or comprising fragments of acid mucopolysaccharides comprising the reaction of two compounds constituted or terminated by units of glucosamine structure and of uronic acid structure respectively, said units being specifically substituted. This process particularly enables valuable anticoagulant drugs to be obtained.
Type:
Grant
Filed:
October 26, 1987
Date of Patent:
April 4, 1989
Assignee:
Choay, S.A.
Inventors:
Maurice Petitou, Jean-Claude Jacquinet, Pierre Sinay, Jean Choay, Jean-Claude Lormeau, Mahmoud Nassr
Abstract: Mucopolysaccharides biologically active and more specific than heparin, particularly with respect to the blood factor Xa. These mucopolysaccharides may be obtained by partial depolymerization, under controlled conditions, of heparin, by the action of a chemical agent such as nitrous acid. The conditions implemented allow the preparation of mucopolysaccharides having a USP titer lower than that of the starting heparin and a Yin-Wessler titer at least equal to that of said heparin. These products may be used particularly as antithrombotic drugs.
Type:
Grant
Filed:
February 19, 1985
Date of Patent:
February 14, 1989
Assignee:
Choay S.A.
Inventors:
Jean-Claude Lormeau, Maurice Petitou, Jean Choay
Abstract: The oligosaccharides of the invention contain or are constituted by a tetrasaccharide enchainment of the formula: ##STR1## in which R.sub.1 represents an organic anion, R.sub.2 is identical to R.sub.1 or represents a hydrogen atom, N.sub.1 and N.sub.2 represent a functional amino group.
Type:
Grant
Filed:
May 15, 1985
Date of Patent:
January 31, 1989
Assignee:
Choay S.A.
Inventors:
Maurice Petitou, Jean-Claude Lormeau, Jean Choay, Jean-Claude Jacquinet, Pierre Sinay
Abstract: The oligosaccharidic fractions of the invention are soluble in an hydro-alcoholic mixture 50/50 (v/v) in which is added 0.5% NaCl, at pH 3.8, are constituted by chains the majority of which have 2 to 14 sugar units, are terminated by end units with a 2,5-anhydromanno structure and are devoid or practically devoid of anti-thrombotic activity.
Abstract: The medicaments of the invention contain in their active principle, oligosaccharides of low molecular weight corresponding to or including heparin fragments.
Type:
Grant
Filed:
May 29, 1985
Date of Patent:
October 11, 1988
Assignee:
Choay S.A.
Inventors:
Jean-Claude Lormeau, Maurice Petitou, Jean Choay, Francis Toulemonde
Abstract: 1,4.alpha.disaccharides of formula: ##STR1## with Z representing a nitrogenous functional group,M hydrogen or a sulphate or acetyl group,R an alkyl radical of 1 to 4 carbon atoms andA functional group such as an acid group, or a derivative.
Type:
Grant
Filed:
July 21, 1986
Date of Patent:
September 27, 1988
Assignee:
Choay S.A.
Inventors:
Maurice Petitou, Pierre Sinay, Jean Choay, Jean-Claude Lormeau
Abstract: The dextran derivatives have a molecular weight higher than about 5000 daltons and comprise statistically at least about 35% of units substituted by radicals having a COO.sup.- function and at least 3% of units comprising a group of structure ##STR1## wherein R.sub.1 is a single bond; or a ##STR2## group, R.sub.2 is an anion of an inorganic or an organic salt and n is a number from 1 to 4.
Abstract: The invention relates to new N-substituted benzenesulfonamides, the process for their preparation and their use.The compounds according to the invention correspond to the general formula (I): ##STR1## in which: n and m have values from 0 to 4;R.sub.3 and R.sub.4 represent in particular a lower alkyl radical;R.sub.1 and R.sub.2 represent in particular hydrogen atoms, linear or branched alkyl groups having from 1 to 4 carbon atoms;R.sub.5 represents particularly a hydrogen atom, a halogen, the NO.sub.2, NH.sub.2, or CF.sub.3 group;R.sub.6 and R.sub.7 represent in particular a hydrogen atom, an alkyl radical of 1 to 6 carbon atoms.The invention is useful in the preparation of tranquilizing or anxiolytic medicines.
Abstract: The invention pertains to a mucopolysaccharide fraction obtainable from heparin or from fractions including heparinic constituents of molecular weights from 2000 to 50,000, which has a Yin-Wessler titer which is high relative to the USP titer. It contains components whose molecular weights are less than 10,000, particularly oligosaccharides in the area of 2000-3000, comprising from 8 to 12, notably 10 monosaccharide units, among which glucosamine units whose primary positions are sulphated. The last mentioned oligosaccharides include one N-acetyl-glucosamine unit per two units of 2-O-sulphate iduronic acid and per two N-sulphate-glucosamine units, the other saccharide units being of a different nature and including distinct substituents.
Type:
Grant
Filed:
April 23, 1985
Date of Patent:
September 8, 1987
Assignee:
Choay, S.A.
Inventors:
Jean-Claude Lormeau, Jean Goulay, Jean Choay
Abstract: The invention relates to a method and composition for thrombolytic treatment. It comprises administering to thrombosis-afflicted patients a low molecular weight heparin in an amount effective to cause lysis of thrombi in vivo.
Type:
Grant
Filed:
July 30, 1985
Date of Patent:
August 18, 1987
Assignee:
Choay S.A.
Inventors:
Edmond G. Vairel, Huguette Brouty-Boye, Francis Toulemonde, Christian Doutremepuich
Abstract: This invention relates to oxalate-free preparations of heparin, particularly in the form of calcium salts of heparin, which can be used for the preparation of injectable solutions of heparin which have long storage life.The invention is also directed to a process for freeing heparin from its oxalate content, such as by fractional precipitations by alcohol in the presence of adjusted amounts of mineral salt, until the heparin precipitated contains less than about 70 ppm of oxalate but may contain less than about 30 ppm, preferably even less than 20 ppm.
Type:
Grant
Filed:
December 22, 1982
Date of Patent:
March 24, 1987
Assignee:
Choay S.A.
Inventors:
Jean Goulay, Jean Choay, Jean-Pierre Duclos
Abstract: The invention relates to trisubstituted sulfohalides, the process for their preparation and their use as intermediate products for the manufacture of novel compounds.The trisubstituted sulfohalides according to the invention correspond to the following general formula (I): ##STR1## in which: X is a halogen atom, particularly bromine or preferably chlorine;R.sub.3 and R.sub.4 each represent, independently of one another, a lower alkyl radical having from 1 to 4 carbon atoms, A represents hydrogen, halogen, alkoxy radicals having from 1 to 4 carbon atoms, alkylsulfonyl groups having from 1 to 4 carbon atoms, or the group NO.sub.2, or CF.sub.3.The invention is useful in the manufacture of medicaments.
Abstract: The invention relates to new medicaments having lipid regulating properties and processes for their preparation.The medicaments according to the invention contain as active principle at least one compound, (or its corresponding optical isomer) of the arylsulfonamide type corresponding to the formula: ##STR1## in which: Ar represents an aromatic ring which may if necessary be substituted;n+m+1 is comprised from 3 to 11, being preferably equal to 3,5 or 10, or is comprised from 1 to 11 when Ar represents an aryl group in which at least one of the R.sub.1,R.sub.2 and R.sub.3 radicals is a CF.sub.3 group;R.sub.5 and R.sub.6 represent independently of one another particularly an alkyl radical;R.sub.4 represents the hydroxy group, the radical OR.sub.7 in which R.sub.7 is particularly an alkyl group, the radical NR.sub.8 R.sub.9 in which R.sub.8 and R.sub.9 are identical or different, and represent in particular a hydrogen atom, and form with the nitrogen a nitrogenous heterocyclic ring with 5 or 6 links.
Type:
Grant
Filed:
June 16, 1982
Date of Patent:
September 23, 1986
Assignee:
Choay S.A.
Inventors:
Patrick Choay, Pierre Roger, Dominique Olliero
Abstract: 1,4 .alpha. disaccharides of formula: ##STR1## with Z representing a nitrogenous functional group,M hydrogen or a sulphate or acetyl group,R an alkyl radical of 1 to 4 carbon atoms andA a functional group such as an acid group, or a derivative.
Type:
Grant
Filed:
December 20, 1982
Date of Patent:
August 19, 1986
Assignee:
Choay S.A.
Inventors:
Maurice Petitou, Pierre Sinay, Jean Choay, Jean-Claude Lormeau
Abstract: Oligosaccharides obtainable from heparin including heparinic constituents of molecular weights ranging from 2000 to 50,000. Said fractions have a Yin-Wessler titer and a USP titer in a ratio of at least 30. They consist of chains constituted by no more than 8 saccharidic moities. They possess a strong antithrombotic activity and are then useful as antithrombotic drugs.
Type:
Grant
Filed:
December 19, 1995
Date of Patent:
April 14, 1998
Assignee:
Choay, S.A.
Inventors:
Jean Claude Lormeau, Maurice Petitou, Jean Choay, deceased