http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0758243-A1

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filingDate 1995-04-28^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_00d91cee73f3a3e3db7052576221a0c2
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publicationDate 1997-02-19^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-0758243-A1
titleOfInvention BINDING OF E-SELECTIN, P-SELECTIN OR L-SELECTIN TO SIALYL-LEWISx OR SIALYL-LEWISa
abstract This invention relates to compounds that inhibit the binding of E-selectin and/or P-selectin to sialyl-Lewisx or sialyl-Lewisa presented on a cell surface having the general structure <IMAGE> wherein X is selected from the group consisting of -(CH2)nCO2H, -O(CH2)mCO2H, -(CH2)nO(CH2)mCO2H, -CONH(CH2)mCO2H, -CH(OZ)(CO2H), -CH(Z)(CO2H), -(CH2)nSO3H, -(CH2)nPO3D1D2, -NH(CH2)mCO2H, -CONH(CHR6)CO2H, (1-H-tetrazolyl-5-alkyl-), and -OH; R1 and R2 are independently selected from the group consisting of hydrogen, alkyl, halogen, -OZ, -NO2, -NH2 and -NHZ; R3 is selected from the group consisting of hydrogen, halogen, alkyl, -OZ and -NHZ; R4 is selected from the group consisting of hydrogen, halogen, alkyl, hydroxyl, hydroxyl-O-sulfate and -OZ; R5 is selected from the group consisting of hydroxyl, -CN, -N3, -NH2, -NHNH2, -NE1E2, -NHE1, -NHCO(CH2)nCO2H, -S(CH2)mCO2H and -NHCHNHNH2; R6 is selected from the group consisting of hydrogen, alkyl, aralkyl, hydroxyalkyl, aminoalkyl, alkyl carboxylic acid and alkyl carboxamide; wherein n is 0 to 6, m is 1 to 6, p is 0 to 6, b is 0 to 2, Z is alkyl, aryl or aralkyl, D1 and D2 are independantly hydrogen or alkyl, E1 is alkyl or -(CH2)8CO2H, and E2 is alkyl, and the pharmaceutically acceptable salts, esters, amides, and prodrugs thereof. This invention also relates to methods of inhibiting the binding of E-selectin and/or P-selectin to sialyl-Lewisx or sialyl-Lewisa presented on a cell surface using said compounds and to pharmaceutically active compositions comprising compounds that inhibit the binding of E-selectin to sialyl-Lewisx and to methods of treatment of septic shock, ARDS, Crohn's disease, chronic inflammatory diseases, such as psoriasis and rheumatoid arthritis, and reperfusion injuries that occur following heart attacks, strokes and organ transplants.
priorityDate 1994-04-29^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA0A2K6N0A7
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID56977000
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID2734662
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID10502959
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID96107
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID10507309
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA0A2K6N0G5
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID129901749
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID232697453
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID56993953
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226394553
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID129783826
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226396167
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID129294829
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID796481
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID69965499
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID54491155
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA8R080
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID129033771
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID6940
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID228189290
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID10536386
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCM3W924
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID127840924
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA0A2K6PEI1
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID57210345
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA0A2K5W1G2

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