Patents Assigned to Fournier Industrie et Sante
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Patent number: 6605633Abstract: The present invention relates to novel compounds which inhibit the action of CXC chemokines, such as IL-8, Gro, NAP-2, ENA-78 etc., on their receptors, to the process for their preparation and to their use for obtaining drugs. According to the invention, said compounds are novel indole derivatives selected from the group consisting of: i) the products of the formula in which: X is a double bond —C═C— or a sulfur atom; R1 is a halogen, a nitro group, a trifluoromethyl group or a C1-C3 alkyl group; R2, R3 and R4 are each independently a hydrogen atom, a halogen, a C1-C3 alkyl group, a nitro group, a trifluoromethyl group or a cyano group, or R2 and R3 form a fused aromatic ring together with the aromatic ring to which they are attached; and n is equal to 2 or 3; and ii) esters of the compounds of formula I and addition salts of said compounds with a mineral or organic base.Type: GrantFiled: May 16, 2002Date of Patent: August 12, 2003Assignee: Fournier Industrie et SanteInventors: Jean-Luc Paquet, Martine Barth, Didier Pruneau, Pierre Dodey
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Patent number: 6479515Abstract: The invention concerns compounds selected among the group consisting of (i) compounds of formula (I) wherein: Het1 represents a nitrogenous heterocycle with 5 apices, in particular imidazole, pyrazole, or triazole; Het2 represents a nitrogenous heterocycle with 4, 5 or 6 apices, selected among the heterocycles: (II) wherein R1 and R2 are defined as mentioned in the description; and (ii) their additive salts. The invention also concerns the method for preparing said compounds and their use in therapy, in particular for treating pathologies involving bradykinine.Type: GrantFiled: July 24, 2001Date of Patent: November 12, 2002Assignee: Fournier Industrie et SanteInventors: Pierre Dodey, Martine Barth, Michel Bondoux
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Patent number: 6384222Abstract: The present invention relates to compounds selected from the group consisting of: (i) the compounds of the formula in which X is a halogen atom, A is a group —NH—(CH2)n—NH—CO—, —NH—CH2— or Q is a group R1 is hydrogen, halogen, C1-C3 alkyl or C1-C5 1-oxoalkyl, R2 is H or OH and n is 2, 3 or 4; and (ii) their addition salts. It further relates to the process for their preparation and to their use in therapeutics, especially for combating pathological conditions involving bradykinin.Type: GrantFiled: December 27, 1999Date of Patent: May 7, 2002Assignee: Fournier Industrie et SanteInventors: Pierre Dodey, Michel Bondoux, Patrick Houziaux, Martine Barth, Khan Ou
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Patent number: 6316413Abstract: The invention concerns a pseudopeptide compounds selected among the set constituted by: (i) the compounds of formula (I): in which: A1 represents a single bond, D-Arg or L-Lys; A2 represents L-Pro or trans-4-hydroxy-L-Pro (4Hyp); A3 represents L-Phe or L-thienylalanine (Thi); Y represents a hydrogen atom or a C1-C3 alkyl group; X represents a sulphur or oxygen atom; and, (ii) their additive salts. The invention also concerns the preparation and use of this compound and its additive salts in therapy.Type: GrantFiled: June 4, 1999Date of Patent: November 13, 2001Assignee: Fournier Industrie et SanteInventors: Pierre Dodey, Jean-Michel Luccarini, Jean Martinez, Muriel Amblard, Isabelle Daffix
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Patent number: 6291433Abstract: The present invention concerns, as new industrial products, the &agr;-D-xylose compounds of formula I: wherein X and Y represent, independently of one another, an oxygen atom or a sulphur atom, R1 represents a CN, CF3 or SO2CH3 group, and R represents a hydrogen atom or an aliphatic acyl group containing 2 to 5 carbon atoms. It also concerns a method for the preparation and the use in therapeutics of said compounds of the formula I.Type: GrantFiled: February 24, 2000Date of Patent: September 18, 2001Assignee: Fournier Industrie et SanteInventors: Veronique Barberousse, Christiane Legendre, Soth Samreth, Alan Dunlap Edgar
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Patent number: 6211181Abstract: This invention relates to compounds of the formula where X is halogen, R1 is H or a C1-C3 alkyl, R2 is H or OH and R3 is one of in which A is a single bond or a —CO(CH2)p—NH— group, R4 is H or —C(═NR5)NHR′5, R5 and R′5 are each H or a C1-C6 alkyl group, R6 is H or a C1-C3 alkyl group, m is 0, 1 or 2; n is 2, 3 or 4; p is 1, 2 or 3; plus their acid addition salts. The invention likewise relates to the method for their preparation and their therapeutic applications.Type: GrantFiled: October 27, 1999Date of Patent: April 3, 2001Assignee: Fournier Industrie et SanteInventors: Pierre Dodey, Michel Bondoux, Patrick Houziaux, Martine Barth, Khan Ou
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Patent number: 6080758Abstract: The present invention relates to compounds selected from the group consisting of the compounds of formula (I): ##STR1## X is a halogen atom, A is --CH.sub.2 --, --CH(OH)--, --CH(NH--COCH.sub.3)-- or S, R is H, CO.sub.2 H, CO.sub.2 --B--R.sub.1 or CO--N(R.sub.2)--B--R.sub.1, B is linear, branched or cyclic C.sub.1 -C.sub.10 -alkylene, R.sub.1 is H, CH.sub.2 OH, CH.sub.2 --O--CH.sub.3, CH.sub.2 --NR.sub.3 R.sub.4 or phenyl, R.sub.2 is H or C.sub.1 -C.sub.4 -alkyl, R.sub.3 is H or linear, branched or cyclic C.sub.1 -C.sub.10 -alkyl, R.sub.4 is H or linear or branched C.sub.1 -C.sub.10 -alkyl, it being possible for NR.sub.3 R.sub.4 to be a saturated heterocyclic radical having from 5 to 8 ring members and containing at least one nitrogen atom, and the carbon carrying the substituent R, when Q is saturated, can be of indeterminate (R,S) configuration or of determinate (R) or (S) configuration; and their addition salts.Type: GrantFiled: April 7, 1997Date of Patent: June 27, 2000Assignee: Fournier Industrie et SanteInventors: Pierre Dodey, Michel Bondoux, Patrick Houziaux, Martine Barth, Khan Ou
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Patent number: 6071917Abstract: Compounds selected from the group which consists of the compounds of formula (I), ##STR1## wherein each of X.sub.1 and X.sub.2 which are the same or different, is halogen or a C.sub.1-3 alkoxy group, R.sub.1 is H, CF.sub.3 or a C.sub.1-3 alkyl group, R.sub.2 is a hydrogen atom or an OH group, A is group (a), (b) or (c), B is a single bond, --CO--, --CO--CH.sub.2 --, --CO--CH.sub.2 --O--, --CO--CH.dbd.CH or --SO.sub.2 --, m is 2 or 3, N is 0, 1, 2 or 3, R.sub.3 is a hydrogen atom or a methyl group and W is CH or N, the amidine group C(.dbd.NR.sub.2)NH.sub.2 being in the 2, 3 or 4 position on the aromatic ring, and addition salts thereof, are disclosed. A method for preparing said compounds, and the therapeutical use thereof, particularly for treating diseases in which bradykinin is involved, are also disclosed.Type: GrantFiled: January 25, 1999Date of Patent: June 6, 2000Assignee: Fournier Industrie Et SanteInventors: Pierre Dodey, Michel Bondoux, Patrick Houziaux, Martine Barth, Khan Ou
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Patent number: 6063791Abstract: The present invention relates to compounds selected from the group consisting of(i) the compounds of formula I: ##STR1## in which: X is a halogen atom or a methyl group,A is a group --N(R.sub.3)CO-- or --CO--N(R.sub.3)--,B is a single bond, --CH.sub.2 -- or --CH.sub.2 --O--,R.sub.1 is H, a C.sub.1 -C.sub.3 alkyl group or a CF.sub.3 group,R.sub.2 and R.sub.3 are each independently H or a C.sub.1 -C.sub.3 alkyl group,W is CH or N, andn is 2, 3, 4 or 5; and(ii) their addition salts.It further relates to the process for their preparation and to their use in therapeutics, especially for combating pathological conditions involving bradykinin.Type: GrantFiled: May 6, 1999Date of Patent: May 16, 2000Assignee: Fournier Industrie et SanteInventors: Pierre Dodey, Michel Bondoux, Patrick Houziaux, Martine Barth, Khan Ou
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Patent number: 5968951Abstract: The present invention relates to novel compounds of the formula in which:X is a halogen atom,R.sub.1 and R.sub.2, which are identical or different, are each --H or --A--B--R.sub.3,A is a linear or branched C.sub.1 -C.sub.12 -alkylene chain,B is a single bond, a divalent phenylene group or a divalent indolyl group of the structure ##STR1## R.sub.3 is --H, --OH, --NR.sub.4 R.sub.5 or --COR.sub.6, R.sub.6 is --OH, --OCH.sub.3, --OC.sub.2 H.sub.5 or --NR.sub.4 R.sub.5,R.sub.4 and R.sub.5, which are identical or different, are each H, a C.sub.1 -C.sub.4 -alkyl group, --(CH.sub.2).sub.n --OH, --(CH.sub.2).sub.n --N(CH.sub.3).sub.2 or --CO--CH.sub.3, andn is an integer with a value of 2, 3 or 4; and their addition salts. It further relates to their preparation and to their use in therapeutics, especially for the treatment of pathological conditions involving bradykinin.Type: GrantFiled: January 31, 1997Date of Patent: October 19, 1999Assignee: Fournier Industrie et SanteInventors: Pierre Dodey, Didier Pruneau, Jean-Luc Paquet, Michel Bondoux, Patrick Houziaux, Martine Barth, Khan Ou
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Patent number: 5883132Abstract: The present invention relates to compounds selected from the group consisting of:(i) the compounds of the formula ##STR1## in which: R is a hydrogen atom, a group OH, a group OCH.sub.3 or a group CH.sub.2 OH,*C, in the case where R is not a hydrogen atom, is an asymmetric carbon atom of (R,S), (R) or (S) configuration, and**C is an asymmetric carbon atom of (R,S) or (R) configuration; and(ii) their addition salts.It further relates to the method of preparing these compounds, to their use in therapeutics and in the field of analysis, and to intermediates.Type: GrantFiled: October 10, 1996Date of Patent: March 16, 1999Assignee: Fournier Industrie Et SanteInventors: Luc Lebreton, Patrice Renaut, Philippe Durand
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Patent number: 5733928Abstract: The present invention relates to a novel compound selected from the group consisting of:(i) the compounds of the formula ##STR1## in which: A is a group --CO--NH-- or a group --NH--CO--,R is a hydrogen atom or a methyl group, and*C, if R is not the hydrogen atom, is an asymmetric carbon of (R,S) or (R) configuration; and(ii) their addition salts.It further relates to the method of preparing this compound and to its use in therapeutics.Type: GrantFiled: May 15, 1996Date of Patent: March 31, 1998Assignee: Fournier Industrie et SanteInventors: Luc Lebreton, Patrice Renaut, Christine Dumas
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Patent number: 5637613Abstract: The present invention relates, by way of novel industrial products, to compounds which are structurally related to 15-deoxyspergualin and which have the formula ##STR1## in which: A is a single bond, a group --CH.sub.2 --, a group --CH.sub.2 O--, a group --CH.sub.2 NH--, a group --CH(OH)--, a group --CHF-- or a group --CH(OCH.sub.3)--, andn is equal to 6 or 8,and their addition salts.These novel compounds are useful especially as immunosuppressants. The invention further relates to the method of preparing said compounds.Type: GrantFiled: February 23, 1995Date of Patent: June 10, 1997Assignee: Fournier Industrie et SanteInventors: Patrice Renaut, Luc Lebreton, Patrick Dutartre, Soth Samreth, Catherine Derrepas, Jean M. Rognon
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Patent number: 5614534Abstract: The present invention concerns .beta.,.beta.-dimethyl-4-piperidineethanamine compounds of the formula: ##STR1## (wherein groups R.sub.1 to R.sub.3 are defined as indicated in the description), and addition salts thereof.It also concerns a process for their preparation and their therapeutic use as inhibitors for the cholesterol biosynthesis, in particular as epoxysqualene cyclase inhibitors, for obtaining an as hypocholesterolemic, hypolipemic, antiatheromatic and/or antifungal drug.Type: GrantFiled: October 30, 1995Date of Patent: March 25, 1997Assignee: Fournier Industrie et SanteInventors: Jean Binet, Soth Samreth, Daniel de Fornel
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Patent number: 5580881Abstract: 1,2,3,5,6,7,8,8a-Octahydro-5,5,8a-trimethyl-(8a.beta.)-isoquinolineamines of formula (I), wherein groups R.sup.1 -R.sup.3 are as defined in the description, a method for preparing same, and therapeutical uses thereof as agents for inhibiting the biosynthesis of cholesterol, particularly epoxysqualene cyclase, which are useful as cholesterol and lipid lowering drugs, antiatheromatic and antifungal agents.Type: GrantFiled: April 27, 1995Date of Patent: December 3, 1996Assignee: Fournier Industrie Et SanteInventors: Jean Binet, Soth Samreth, Daniel De Fornel, Thierry Boucher, Patrice Renaut
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Patent number: 5476870Abstract: The present invention relates, by way of novel industrial products, to compounds which are structurally related to 15-deoxyspergualin. These novel compounds have the formula ##STR1## in which: n is equal to 6 or 8 andA is a single bond, CH.sub.2, CHF, CH(OH), CH(OCH.sub.3), CH.sub.2 NH or CH.sub.2 O,and their addition salts.Type: GrantFiled: December 2, 1993Date of Patent: December 19, 1995Assignee: Fournier Industrie ET SanteInventors: Patrice Renaut, Luc Lebreton, Patrick Dutartre, Philippe Derrepas, Soth Samreth
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Patent number: 5246961Abstract: The present invention relates, by way of novel industrial products, to the .beta.-D-phenylthioxyloside compounds of the formula ##STR1## in which: X represents a sulfur atom or an oxygen atom;R.sub.1, R.sub.2 and R.sub.3, which are identical or different, each represent a hydrogen atom, a nitro group, a cyano group, a group --CO--R (in which R represents a C.sub.1 -C.sub.4 alkyl group or a trifluoromethyl group), an amino group, an acetamido group (NHCOCH.sub.3), a C.sub.1 -C.sub.4 alkoxy group, a trifluoromethyl group or a phenyl group substituted by one or more cyano, nitro or trifluoromethyl groups, it being possible for R.sub.1 and R.sub.2, taken together, to form, with the phenyl group to which they are bonded, a .beta.-naphthalenyl group which is unsubstituted or substituted by one or more cyano, nitro or trifluoromethyl groups; andY represents the hydrogen atom or an aliphatic acyl group.Type: GrantFiled: November 18, 1991Date of Patent: September 21, 1993Assignee: Fournier Industrie et SanteInventors: Soth Samreth, Jean Millet, Francois Bellamy
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Patent number: 5169838Abstract: The present invention relates, by way of novel industrial products which are useful in therapy, to the benzopyranone-.beta.-D-thioxyloside compounds of the formula ##STR1## in which: one of the substituents R or R' is an oxygen atom double-bonded to the corresponding cyclic carbon atom and the other is a group R.sub.1,the symbol represents a double bond conjugated to the CO group provided by one of the substituents R or R',X is a sulfur atom or an oxygen atom,R.sub.1 and R.sub.2, which are identical or different, are each a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a halogen atom, a trifluoromethyl group or a phenyl group, it being possible for R.sub.1 and R.sub.2, taken together, to form a 7,8,9,10-tetrahydrodibenzo[b,d]pyran-6-one group or a 1,2,3,4-tetrahydro-9H-xanthen-9-one group with the benzopyranone group to which they are bonded, andY is the hydrogen atom or an aliphatic acyl group.Type: GrantFiled: September 10, 1990Date of Patent: December 8, 1992Assignee: Fournier Industrie et SanteInventors: Soth Samreth, Veronique Barberousse, Patrice Renaut, Francois Bellamy, Jean Millet
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Patent number: 5101048Abstract: The present invention relates, by way of novel industrial products, to the .beta.-D-phenylthioxyloside compounds of the formula ##STR1## in which: X represents a sulfur atom or an oxygen atom;R.sub.1, R.sub.2 and R.sub.3, which are identical or different, each represent a hydrogen atom, a nitro group, a cyano group, a group --CO--R (in which R represents a C.sub.1 -C.sub.4 alkyl group or a trifluoromethyl group), an amino group, an acetamido group (NHCOCH.sub.3), a C.sub.1 -C.sub.4 alkoxy group, a trifluoromethyl group or a phenyl group substituted by one or more cyano, nitro or trifluoromethyl groups, it being possible for R.sub.1 and R.sub.2, taken together, to form, with the phenyl group to which they are bonded, a .beta.-naphthalenyl group which is unsubstituted or substituted by one or more cyano, nitro or trifluoromethyl groups; andY represents the hydrogen atom or an aliphatic acyl group.These compounds are useful as therapeutic agents, especially as venous antithrombotics.Type: GrantFiled: October 18, 1989Date of Patent: March 31, 1992Assignee: Fournier Industrie et SanteInventors: Jerzy Bajgrowicz, Patrice Renaut, Veronique Barberousse, Soth Samreth, Jean Millet, Francois Bellamy
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Patent number: 5100913Abstract: The present invention relates, by way of novel industrial products, to the sulfonylphenyl-.beta.-D-thioxyloside compounds of the formula ##STR1## in which: X is a sulfur atom or an oxygen atom;R is a C.sub.1 -C.sub.4 alkyl group, a substituted amino group NR.sub.1 R.sub.2 (where R.sub.1 and R.sub.2, which are identical or different, are each a C.sub.1 -C.sub.4 alkyl group, it being possible for R.sub.1 and R.sub.2, taken together, to form a piperidinyl or morpholinyl group with the nitrogen atom to which they are bonded) or a phenyl group which is unsubstituted or substituted in the para position by a cyano group or by a halogen atom; andY is the hydrogen atom or an aliphatic acyl group.These compounds are useful in therapeutics, especially as venous antithrombotics.Type: GrantFiled: March 25, 1991Date of Patent: March 31, 1992Assignee: Fournier Industrie et SanteInventors: Soth Samreth, Patrice Renaut, Jerzy Bajgrowicz, Jean Millet