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filingDate 1998-01-05-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 2000-07-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_486f3127575766a6cae1d7b370c069d8
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_e2394c2e4a9a079b97db3d1f30ca1a6a
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http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_784f6577d511952fd2eb90d206331731
publicationDate 2000-07-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber TW-399042-B
titleOfInvention C-terminal ketone inhibitors of matrix metalloproteinases and TNF<alpha> secretion
abstract A compound of formula (I) or pharmaceutically acceptable salt, ester or prodrug thereof wherein W is NHOH or -OH: R<1> and R<4> are independently selected at each occurrence from hydrogen or alkyl of one to four carbon atoms; V is O or NOR1; R2 is selected from the group consisting of (a) hydrogen, (b) hydroxy, (c) alkoxy of one to six carbon atoms, (d) alkyl of one to six carbon atoms, (e) alkyl of one to six carbon atoms substituted with (1) halogen, (2) hydroxy, (3) alkoxy of one to six carbon atoms, (4)cycloalkyl of three to eight carbon atoms, (5) alkanoyloxy wherein the alkyl portion is of one to four carbon atoms, (6) pyridyl, (7) pyridyl substituted with alkyl of one to four carbon atoms, (8) phenoxy wherein the phenyl ring is unsubstituted or substitued with 1, 2 or 3 substituents independently selected from alkyl of one to four carbon atoms, hydroxy, alkoxy of one to four carbon atoms, halogen, haloalkyl of one to four carbon atoms, cyano, cyanoalkyl, -CO2R7 wherein R7 is hydrogen or alkyl of one to four carbon atoms, -CONR7R8 wherein R7 is defined above and R8 is selected from hydrogen, alkanoyl of one to four carbon atoms, alkyl of one to four carbon atoms, phenyl, and phenyl substituted with 1, 2, or 3 substituents independently selected from alkyl of one to four carbon atoms, hydroxy, alkoxy of one to four carbon atoms, halogen, haloalkyl of one to four carbon atoms, cyano, cyanoalkyl, -CONR9R10 wherein R9 and R10 are independently selected from hydrogen and alkyl of one to four carbon atoms, and -CO2R9, and (9) (I) (10) -S(O)nR11 wherein n is 0.1 or 2 and R11 is selected from (a) alkyl of one to six carbon atoms, (b) phenyl, (c) phenyl substituted with 1, 2 or 3 substituents independently selected from alkyl of one to four carbon atoms, hydroxy, alkoxy of one to four carbon atoms, halogen, haloalkyl of one to four carbon atoms, cyano, cyanoalkyl, -CO2R7, -CONR7R8, (d) thienyl, (e) thienyl substituted with alkyl of one to four carbon atoms, (f) phenylalkyl wherein the alkyl portion is of one to four carbon atoms, (g) phenylalkyl wherein the alkyl portion is of one to four carbon atoms, and the phenyl ring is substituted with 1, 2 or 3 substituents independently selected from alkyl of one to four carbon atoms, hydroxy, alkoxy of one to four carbon atoms, halogen, haloalkyl of one to four carbon atoms, cyano, cyanoalkyl, -CO2R7, and -CONR7R8, (h) thienylalkyl wherein the alkyl portion is of one to four carbon atoms, and (I) thienylalkyl wherein the alkyl portion is of one to four carbon atoms and the thienyl ring is substituted with alkyl of one to four carbon atoms, and R5 is selected from the group consisting of (a) alkyl of one to six carbon atoms, (b) alkyl of one to six carbon atoms substituted with cycloalkyl of three to eight carbon atoms, hydroxy, alkoxy, -SR7, -NR7R8, -CO2R7, -CONR7R8, guanidyl, phenyl, phenyl substituted with 1, 2, or 3 substituents independently selected from alkyl of one to four carbon atoms, hydroxy, alkoxy of one to four carbon atoms, halogen, haloalkyl of one to four carbon atoms, nitro, cyano, cyanoalkyl, carboxyalkyloxy, -S(O)nR16 wherein n is 0.1 or 2 and R16 is alkyl of one to four carbon atoms, -SO2NH2, -CO2R7, and -CONR7R8, and phenyl substituted with 1, 2, or 3 substituents independently selected from alkyl of one to four carbon atoms, hydroxy, alkoxy of one to four carbon atoms, halogen, and haloalkyl of one to four carbon atoms, naphthyl, naphthyl substituted with 1, 2, or 3 substituents independently selected from alkyl of one to four carbon atoms, hydroxy, alkoxy of one to four carbon atoms, halogen, haloalkyl of one to four carbon atoms, indolyl, indolyl substituted with alkyl of one to four carbon atoms, hydroxy, alkoxy of one to four carbon atoms, halogen, haloalkyl of one to four carbon atoms, -SO2R13, -SO2NH2, -CO2R7 and -CONR7R8, pyridyl, pyridyl substituted with alkyl of one to four carbon atoms, pyrazolyl, pyrazol substituted with alkyl of one to four carbon atoms, 5-oxadiazolyl, imidazolyl, and imidazolyl substituted with alkyl of one to four carbon atoms, (c) phenyl and (d) phenyl substituted with 1, 2, or 3 substituents independently selected from alkyl of one to four carbon atoms, hydroxy, alkoxy of one to four carbon atoms, halogen, and haloalkyl of one to four carbon atoms; R6 is selected from the group consisting of (a) alkyl of one to six carbon atoms, (b) alkyl of one to six carbon atoms substituted with hydroxy, alkoxy, halogen, and -CO2R17 wherein R17 is selected from hydrogen, alkyl of one to four carbon atoms and alkenyl of two to four carbon atoms, (c) phenyl, (d) phenyl substituted with 1, 2, or 3 substituents selected from alkyl of one to four carbon atoms, halogen, hydroxy, hydroxyalkyl of one to four carbon atoms, haloalkyl of one to four carbon atoms, alkoxy of one to four carbon atoms, cyano, -NR7R8, -SO2NR7R8, -SO2R16, -CH2NR18R19, wherein R18 and R19, are independently selected at each occurrence from hydrogen and alkyl of one to four carbon atoms, or R18 and R19 together with the N atom to which they are attached define a a 5-or 6-membered heterocyclic ring selected from (1) morpholinyl, (2) thiomorpholinyl, (3) thiompholinyl sulfone, (4) pyrrolidinyl, (5) piperazinyl, (6) 3-ketopiperazinyl and (7) piperidinyl, -CONR7R8, -CO2R7, and phenyl, wherein the phenyl ring may be substituted with 1, 2, or 3 substituents selected from alkyl of one to four carbon atoms, halogen, and haloalkyl of one to four carbon atoms, (e) 1, 2-benaodioxole, (f) indolyl, (g) indolyl substituted with alkyl of one to four carbon atoms, halogen, haloalkyl of one to four carbon atoms, alkoxy of one to four carbon atoms, -SO2NR7R8, -CO2R7, and phenyl, wherein the phenyl ring may be substituted with 1, 2, or 3 substituents selected from alkyl of one to four carbon atoms, halogen, haloalkyl of one to four carbon atoms, and alkoxy of one to four carbon atoms, (h) pyrrolyl, (I) pyrrolyl substituted with alkyl of one to four carbon atom (j) imidazolyl, (k) imidazolyl substituted with alkyl of one to four carbon atoms, (l) benzimidazolyl, (m) benzimidazolyl substituted with 1, 2 or 3 substituents independently selected from alkyl of one to four carbon atoms, halogen and haloalkyl of one to four carbon atoms, provided that in (f)-(m) above, when the heterocycle is attached at a carbon atom, the N atom may bear a substituent selected from the group consisting of alkyl of one to six carbon atoms -CONR7R8, -SO2NR7R8 and -SO2R14, (n) pyridyl, (o) pyridyl substituted with alkyl of one to four carbon atoms, (p) thienyl, (q) thienyl substituted with halogen, alkyl of one to four carbon atoms, and haloalkyl of one to four carbon atoms, (r) thiazolyl, (s) thiazolyl substituted with halogen, alkyl of one to four carbon atoms, and haloalkyl of one to four carbon atoms, (t) oxazolyl, (u) oxazolyl substituted with halogen, alkyl of one to four carbon atoms, and haloalkyl of one to four carbon atoms, (v)furyl, (w) furyl substituted with halogen, alkyl of one to four carbon atoms, and haloalkyl of one to four carbon atoms, (x) benzofuryl, (y) benzofuryl substituted with 1, 2, or 3 substituents selected from alkyl of one to four carbon atoms, halogen, and haloalkyl of one to four carbon atoms, (z) benzothiazolyl, and (aa) benzothiazolyl substituted with 1, 2, or 3 substituents selected from alkyl of one to four carbon atoms, halogen, and haloalkyl of one to four carbon atoms.
priorityDate 1997-01-07-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP09476
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458397365
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP68991
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http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP18109
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458393345
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP68990
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458397310
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID18519961
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP01328
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419519429
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID21241
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID12462
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID62825
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http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID80271
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http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID6919101
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID21584099
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP69048
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID415807159
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP01321
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID415745645
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID421370045
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP69047
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP01336
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID21883477
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID454463664
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP69046
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP01335
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID6495
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID426244186
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID411174055
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID411626879
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419523133
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID744399
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP69045
http://rdf.ncbi.nlm.nih.gov/pubchem/taxonomy/TAXID94328
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP01334
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419523446
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID77857
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID415748160
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID70214
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP09477
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID4735
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419554899
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP01331
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID9882138
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID454560016
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID456373579
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458393671
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID11358
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP01342
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID945
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP41522
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http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP01340
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID457629203
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID554167
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419487933
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP01339
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID457626896
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458393644
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID454479250
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID138198
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID114781
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID416249553
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419578152
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID7841
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID145100
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419578149
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID1048
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID11829932
http://rdf.ncbi.nlm.nih.gov/pubchem/anatomy/ANATOMYID3983
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID6380
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP07453
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP13190
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ6YK33
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCH0ZG98
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID24857
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419559069
http://rdf.ncbi.nlm.nih.gov/pubchem/taxonomy/TAXID9694
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458394838
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID73949
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP42633
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID457444288
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419546215
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID13041
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419538172
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID468172510
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID415829177
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID494186
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID76028
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID13625
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID452720389
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http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP68245
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http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP68243
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http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ98TA8
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID20849290
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID4329331

Total number of triples: 341.