Patents Assigned to Dermatologiques (CIRD)
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Patent number: 5476860Abstract: Diaromatic compounds, characterized in that they correspond to the following general formula: ##STR1## in which: R.sub.1 is --CH.sub.3, --CH.sub.2 OH, --COR.sub.8 or --CH.sub.2 OCOR.sub.9, R.sub.8 is H, OH, --OR.sub.10, --N(rr') or alkyl, R.sub.10 is alkyl, alkenyl, aryl or aralkyl, r and r' being H, alkyl, aryl, aralkyl, etc., r and r' together form a heterocycle, R.sub.9 is alkyl, alkenyl or a sugar residue, R.sub.2 and R.sub.3 are --OR.sub.11 or --OCOR.sub.11, R.sub.11 is H, alkyl, fluoroalkyl, aryl or aralkyl, R.sub.3 in addition being H, R.sub.4 is H, OH, alkyl, alkoxy, F, Cl or --CF.sub.3, R.sub.5 and R.sub.7 are H, OH, alkoxy, .alpha.-substituted alkyl or .alpha.,.alpha.'-disubstituted alkyl, etc., R.sub.6 is H, OH, alkyl, alkoxy, cycloalkyl, etc., R.sub.5 and R.sub.7 cannot simultaneously be OH or alkoxy and R.sub.4, R.sub.5, R.sub.6 and R.sub.7 cannot simultaneously be H, R.sub.5 and R.sub.6 or R.sub.6 and R.sub.Type: GrantFiled: December 8, 1993Date of Patent: December 19, 1995Assignee: Centre International de Recherches Dermatologiques (CIRD Galderma)Inventor: Jean-Michel Bernardon
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Patent number: 5279958Abstract: A protein characterized by the fact that it is a non-keratinic protein present on the apicolateral surface and absent on the basal surface of basal epidermal cells, in particular in man, that it is present in a nonpolarized manner in basocellular and spinocellular carcinomas and absent in melanoma and naevus cells; antibodies directed against said protein, their preparation and their use as reagents; cellular stocks secreting such antibodies, and their preparation.Type: GrantFiled: October 30, 1987Date of Patent: January 18, 1994Assignee: Dermatologiques (CIRD)Inventors: Bruno Bernard, Yves Darmon
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Patent number: 5212303Abstract: A benzonaphthalene compound has the formula ##STR1## wherein R.sub.1 represents (i) ##STR2## or (ii) --CH.sub.2 OH; R.sub.6 represents ##STR3## or OR.sub.7 wherein R.sub.7 represents hydrogen, alkyl having 1-20 carbon atoms, monohydroxyalkyl or polyhydroxyalkyl, r' or r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl or a residue of an amino acid or a sugar, or together form a heterocycle; R.sub.2 represents hydrogen, alkyl having 1-15 carbon atoms, alkoxy having 1-4 carbon atoms or a cycloaliphatic radical; R.sub.3 represents hydrogen, hydroxy, alkyl having 1-4 carbon atoms, alkoxy having 1-10 carbon atoms, a cycloaliphatic radical, a thiocycloaliphatic radical or --0--Si(CH.sub.3).sub.2 --R.sub.8 wherein R.sub.8 represents lower alkyl; and R.sub.4 and R.sub.5 represent hydrogen, lower alkyl, hydroxy or lower acyloxy.This compound is useful in the topical and systemic treatment of dermatologic diseases and in the treatment of the degeneration of conjuctive tissues.Type: GrantFiled: September 28, 1992Date of Patent: May 18, 1993Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon
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Patent number: 5183889Abstract: A benzonphthalene compound has the formula ##STR1## wherein R.sub.1 represents ##STR2## or (ii) --CH.sub.2 OH; R.sub.6 represents ##STR3## or OR.sub.7 wherein R.sub.7 represents hydrogen, alkyl having 1-20 carbon atoms, monohydroxyalkyl or polyhydroxyalkyl, r' or r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl or a residue of an amino acid or a sugar, or together form a heterocycle; R.sub.2 represents hydrogen, alkyl having 1-15 carbon atoms, alkoxy having 1-4 carbon atoms or a cycloaliphatic radical; R.sub.3 represents hydrogen, hydroxy, alkyl having 1-4 carbon atoms, alkoxy having 1-10 carbon atoms, a cycloaliphatic radical, a thiocycloaliphatic radical or --O--Si(CH.sub.3).sub.2 --R.sub.8 wherein R.sub.8 represents lower alkyl; and R.sub.4 and R.sub.5 represent hydrogen, lower alkyl, hydroxy or lower acyloxy.This compound is useful in the topical and systemic treatment of dermatologic diseases and in the treatment of the degeneration of conjuctive tissues.Type: GrantFiled: December 9, 1991Date of Patent: February 2, 1993Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon
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Patent number: 5151534Abstract: Compounds corresponding to the formula: ##STR1## wherein A represents --(CH.sub.2).sub.2 or --(C.tbd.C)--;n is equal to 0, 1 or 2;R represents hydroxyl, alkoxy having the formula --OR.sub.1, or amino having the formula ##STR2## R.sub.1 represents alkyl, monohydroxyalkyl, polyhydroxyalkyl, aryl or aralkyl;R.sub.2 and R.sub.3 represent hydrogen, alkyl, monohydroxyalkyl, polyhydroxyalkyl, aryl or benzyl;R.sub.2 and R.sub.3 form, with the nitrogen atom, a heterocyclic ring.Application of these compounds in pharmacy and cosmetics.Type: GrantFiled: May 10, 1989Date of Patent: September 29, 1992Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: Braham Shroot, Christopher Hensby, Jean Maignan, Gerard Lang, Michel Colin
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Patent number: 5015758Abstract: A process for the preparation of 1-adamantane derivatives characterized by the fact that a 1-acyloxyadamantane, in which the acyl group contains 1 to 4 carbon atoms, is reacted with a receptor compound in a linear aliphatic or cycloaliphatic type solvent in the presence of concentrated sulfuric acid and at ambient temperature.Type: GrantFiled: September 6, 1989Date of Patent: May 14, 1991Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: William R. Pilgrim, Joel Lagiere
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Patent number: 4983625Abstract: A bath composition for the treatment of psoriasis or other cutaneous disorders contains from 10-79.9 weight percent of a hydrophilic phase, from 20-89.9 weight percent of a fatty or lipophilic phase and from 0.1-2 weight percent of an active component belonging to the class of psoralenes.Type: GrantFiled: March 16, 1989Date of Patent: January 8, 1991Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: Braham Shroot, Josiane Allec
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Patent number: 4925658Abstract: Aromatic esters and thioesters have the formula ##STR1## wherein X represents oxygen or sulfur,R.sub.1 represents --CH.sub.2 OH, --CH(OH)--CH.sub.3, --COOR.sub.5 or ##STR2## R.sub.5 represents hydrogen, lower alkyl, lower alkenyl, monohydroxyalkyl or polyhydroxyalkyl,r' and r" represent hydrogen, lower alkyl, monohydroxyalkyl, polyhydroxyalkyl, aryl or benzyl optionally substituted, the residue of an amino acid or aminated sugar, or taken together form a heterocycle,R.sub.2 represents .alpha.,.alpha.'-disubstituted alkyl having 4-12 carbon atoms or mono- or polycyclic cycloalkyl having 5-12 carbon atoms whose carbon linking carbon is trisubstituted,R.sub.3 represents hydrogen, lower alkyl, or --Si(CH.sub.3).sub.2 R'.sub.3 wherein R'.sub.3 represents lower alkyl, andR.sub.4 represents hydrogen or lower alkyl, andthe salts of these aromatic esters and thioesters of formula (I) when R.sub.5 represents hydrogen.Type: GrantFiled: January 19, 1989Date of Patent: May 15, 1990Assignee: Centre International De Recherches dermatologiques (CIRD)Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon
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Patent number: 4880941Abstract: 2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-6-benzo [b] thiophene carboxylic acid labelled with tritium, its preparation and its use as a radioactive marker in the determination of the affinity of, the presence of, or the amount of, retinoids having a carboxylic group and/or in the characterization of antibodies directed against this acid and/or in the quantification of the cRABP receptor of said retinoids.Type: GrantFiled: August 28, 1987Date of Patent: November 14, 1989Assignee: Centre International de Recherches Dermatologique (CIRD)Inventors: Braham Shroot, Oliver Watts, Joseph Gazith, Marie-Therese Cavey
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Patent number: 4874747Abstract: A polycyclic heterocyclic compound has the formula ##STR1## wherein n is 1 or 2,R.sub.1 l represents (i) lower alkyl, (ii) --CH.sub.2 OH or (iii) ##STR2## R.sub.2 represents (a) hydrogen, (b) ##STR3## or (c)--OR.sub.3, R.sub.3 represents hydrogen, C.sub.1 -C.sub.20 alkyl mono or polyhydroxyalkyl, aryl or aralkyl optionally substituted, the residue of a sugar or ##STR4## wherein p is 1, 2, or 3, and r' and r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl optionally substituted, amino acid residue, aminated sugar residue, or together form a heterocycle,X represents oxygen, sulfur, SO, SO.sub.2 or --NR.sub.4,Y represents CR.sub.4 or a nitrogen atom andR.sub.4 represents hydrogen or lower alkyl.This polycyclic heterocyclic compound can be used in human and veterinary medicine and especially in the topical or systemic treatment of determatologic diseases.Type: GrantFiled: April 29, 1988Date of Patent: October 17, 1989Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon, Philippe Nedoncelle
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Patent number: 4833240Abstract: Bicyclic aromatic compounds, having the following formula: ##STR1## in which: n=0 or 1;R' represents H, OH, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 acyloxy;R" represents H or C.sub.1 -C.sub.4 alkoxy;or R' and R" taken together form an oxo (.dbd.O), methano (.dbd.CH.sub.2) or hydroximino (.dbd.N--OH) radical;R represents --CH.sub.2 OH or --COR.sub.7 ;R.sub.7 represents H, OR.sub.8, or ##STR2## R.sub.8 represents H, C.sub.1 -C.sub.4 alkyl, monohydroxyalkyl, polyhydroxyalkyl, aryl or aralkyl, optionally substituted, a sugar residue or ##STR3## where p is 1, 2 or 3 and r' and r" represent H, lower alkyl, monohydroxyalkyl, optionally interrupted by a heteroatom, polyhydroxyalkyl, optionally substituted aryl or benzyl, an amino acid residue or an aminated sugar residue or taken together with the nitrogen atom to which they are attached form a heterocycle;A represents methylene or dimethylene, substituted or not with lower alkyl,R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent H or lower alkyl,R.sub.1 and R.sub.Type: GrantFiled: July 17, 1987Date of Patent: May 23, 1989Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: Jean Maignan, Gerard Lang, Gerard Malle, Serge Restle, Braham Shroot
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Patent number: RE33533Abstract: A polycyclic heterocyclic compound has the formula ##STR1## wherein n is 1 or 2, R.sub.1 represents (i) lower alkyl, (ii)--CH.sub.2 OH or (iii) ##STR2## R.sub.2 represents (a) hydrogen, (b) ##STR3## or (c)--OR.sub.3, R.sub.3 represents hydrogen, C.sub.1 -C.sub.20 alkyl mono or polyhydroxyalkyl, aryl or aralkyl optionally substituted, the residue of a sugar or wherein p is 1, 2, or 3, and r' and r" represent hydrogen, lower alkyl, mono or polyhydroxalkyl, aryl optionally substituted, amino acid residue, aminated sugar residue, or together form a heterocycle, X represents oxygen, sulfur, SO, SO.sub.2 or --NR.sub.4, Y represents CR.sub.4 or a nitrogen atom and R.sub.4 represents hydrogen or lower alkyl. This polycyclic heterocyclic compound can be used in human and veterinary medicine and especially in the topical or systemic treatment of determatologic diseases.Type: GrantFiled: April 24, 1990Date of Patent: February 5, 1991Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon, Philippe Nedoncelle
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Patent number: RE34805Abstract: A benzonaphthalene compound has the formula ##STR1## wherein R.sub.1 represents ##STR2## or (ii) --CH.sub.2 OH; R.sub.6 represents ##STR3## or OR.sub.7 wherein R.sub.7 represents hydrogen, alkyl having 1-20 carbon atoms, monohydroxyalkyl or polyhydroxyalkyl, r' or r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl or a residue of an amino acid or a sugar, or together form a heterocycle; R.sub.2 represents hydrogen, alkyl having 1-15 carbon atoms, alkoxy having 1-4 carbon atoms or a cycloaliphatic radical; R.sub.3 represents hydrogen, hydroxy, alkyl having 1-4 carbon atoms, alkoxy having 1-10 carbon atoms, a cycloaliphatic radical, a thiocycloaliphatic radical or --O--Si(CH.sub.3).sub.2 --R.sub.8 wherein R.sub.8 represents lower alkyl; and R.sub.4 and R.sub.5 represent hydrogen, lower alkyl, hydroxy or lower acyloxy.This compound is useful in the topical and systemic treatment of dermatologic diseases and in the treatment of the degeneration of conjunctive tissues.Type: GrantFiled: July 10, 1992Date of Patent: December 6, 1994Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon