http://rdf.ncbi.nlm.nih.gov/pubchem/patent/HU-226888-B1

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filingDate 1997-02-12^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_a011385edb968a543218f5a4d3350d56
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publicationDate 2010-01-28^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber HU-226888-B1
titleOfInvention Use of pyrrolidine derivatives for producing a medicament for the treatment of bone pain associated with bone cancer
abstract Pyrrolidine derivatives of formula (I) and their salts are new. Z = C(R18)(R19) or CO; R18, R19 = H or alkyl; n = 0 or 1; R = (CH2)mW; m = 0-6; W = CO2G, PO3H2, P(O)(OH)E, CN, CONHR17, alkylaminocarbonyl, dialkylaminocarbonyl, tetrazolyl, OH, alkoxy, sulphonamido, CONHSO2R16, SO2NHCOR16 or a e.g. group of formula (n)-(p); G =H or carboxy-protecting group; E =H, lower alkyl or arylalkyl; R17= lower alkyl; R16 = lower alkyl, haloalkyl, aryl or dialkylamino; R1= lower alkyl, alkenyl, haloalkyl, haloalkoxyalkyl, cycloalkylalkyl, aralkyl, aryloxyalkyl, arylalkoxyalkyl, (N-alkanoyl-N-alkyl)aminoalkyl, alkylsulphonylamidoalkyl or (heterocyclyl)alkyl; R5a = alkylene or alkenylene; R7 = bond, alkylene, alkenylene, N(R21)-R10 or R10a-N(R21)-R10; R10, R10a = alkylene or alkenylene; R21=H, lower alkyl, alkenyl, haloalkyl, alkoxyalkyl, haloalkoxyalkyl, aryl or aralkyl; R4, R6 = e.g. (R11)(R12)N, lower alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl, etc; z = 0-5; R11, R12 = H, lower alkyl, haloalkyl, alkoxyalkyl, haloalkoxyalkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl, heterocyclyl, aralkyl, (heterocyclyl)alkyl, hydroxyalkyl, alkoxy, aminoalkyl or trialkylaminoalkyl; R2 = e.g. H, lower alkyl, alkenyl, alkynyl, alkoxyalkyl, alkoxycarbonyl, hydroxyalkyl, haloalkyl or haloalkoxyalkyl, etc, provided that \- 1 of R1 and R2 is not H; R3 = R4COR5, R4R5a, R6SO2R7, R26SOR27, R22OCOR23, lower alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, aryloxyalkyl, heterocyclyl, (heterocyclyl)alkyl, alkoxyalkyl, alkoxyalkoxyalkyl or R13COCH(R14) or H, R5b-Q or R5b-NHR20 when Z = C(R18)(R19) and R18, R19 = H; R5 = bond, alkylene, alkenylene, N(R20)R8, R8a-N(R20)-R8, O-R9 or R9a-O-R9; R8, R8a = alkylene or alkenylene; R20 = H, lower alkyl, alkenyl, haloalkyl, alkoxyalkyl, haloalkoxyalkyl, cycloalkyl or cycloalkylalkyl; R9, R9a = alkylene; R26 = lower alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heterocyclyl, (heterocyclyl)alkyl, alkoxyalkyl or alkoxy substituted haloalkyl; R27= alkylene or alkenylene; R22 = carboxy protecting group or heterocyclyl; R23 = bond, alkylene, alkenylene or N(R24)-R25; R25= alkylene; R24 = H or alkyl; R13 = amino, alkylamino or dialkylamino; R14= aryl or R15CO; R15 = amino, alkylamino or dialkylamino; R5b = alkylene; Q = leaving group; R20a= H, alkyl, alkenyl, haloalkyl, alkoxyalkyl, haloalkoxyalkyl, cycloalkyl, cycloalkylalkyl, aryl or aralkyl. 44 Compounds (I) are specifically claimed, e.g (2R,3R,4S)-2-(3-fluoro-4-methoxyphenyl)-4-(1,3-benzodioxol-5-yl)-1- (2-(N-propyl-N-pentanesulphonylamino)ethyl)-pyrrolidine-3-carboxylic acid.
priorityDate 1996-02-13^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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