JP2002514180A - マトリックスメタロプロテイナーゼを阻害するための化合物およびその方法 - Google Patents

Info

Publication number

JP2002514180A

JP2002514180A JP51281898A JP51281898A JP2002514180A JP 2002514180 A JP2002514180 A JP 2002514180A JP 51281898 A JP51281898 A JP 51281898A JP 51281898 A JP51281898 A JP 51281898A JP 2002514180 A JP2002514180 A JP 2002514180A

Authority

JP

Japan

Prior art keywords

dibenzofuran

sulfonylamino

acid

phenyl

hexanoic acid

Prior art date

1996-09-04

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Abandoned

Links

• Espacenet
• Global Dossier
• Discuss

• 150000001875 compounds Chemical class 0.000 title claims abstract description 125
• 238000000034 method Methods 0.000 title claims abstract description 58
• 230000002401 inhibitory effect Effects 0.000 title claims abstract description 7
• 102000002274 Matrix Metalloproteinases Human genes 0.000 title abstract description 28
• 108010000684 Matrix Metalloproteinases Proteins 0.000 title abstract description 28
• 150000001413 amino acids Chemical class 0.000 claims abstract description 18
• 206010028980 Neoplasm Diseases 0.000 claims abstract description 16
• 206010019280 Heart failures Diseases 0.000 claims abstract description 13
• 201000011510 cancer Diseases 0.000 claims abstract description 13
• 208000037260 Atherosclerotic Plaque Diseases 0.000 claims abstract description 11
• 230000006378 damage Effects 0.000 claims abstract description 11
• 208000025865 Ulcer Diseases 0.000 claims abstract description 10
• 230000001684 chronic effect Effects 0.000 claims abstract description 10
• 208000037803 restenosis Diseases 0.000 claims abstract description 10
• 231100000397 ulcer Toxicity 0.000 claims abstract description 9
• 208000023275 Autoimmune disease Diseases 0.000 claims abstract description 8
• 206010064996 Ulcerative keratitis Diseases 0.000 claims abstract description 8
• 208000007474 aortic aneurysm Diseases 0.000 claims abstract description 8
• 208000014674 injury Diseases 0.000 claims abstract description 8
• 210000000265 leukocyte Anatomy 0.000 claims abstract description 8
• 230000008733 trauma Effects 0.000 claims abstract description 8
• 206010027476 Metastases Diseases 0.000 claims abstract description 7
• 208000004210 Pressure Ulcer Diseases 0.000 claims abstract description 7
• 206010003246 arthritis Diseases 0.000 claims abstract description 7
• 230000009545 invasion Effects 0.000 claims abstract description 7
• 230000009401 metastasis Effects 0.000 claims abstract description 7
• 201000006417 multiple sclerosis Diseases 0.000 claims abstract description 7
• 208000028169 periodontal disease Diseases 0.000 claims abstract description 6
• 230000005747 tumor angiogenesis Effects 0.000 claims abstract description 6
• -1 D-iso Leucine Chemical compound 0.000 claims description 199
• 229910052739 hydrogen Inorganic materials 0.000 claims description 27
• 239000001257 hydrogen Substances 0.000 claims description 27
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
• 229940024606 amino acid Drugs 0.000 claims description 16
• 150000003839 salts Chemical class 0.000 claims description 16
• 239000002253 acid Substances 0.000 claims description 15
• 125000000217 alkyl group Chemical group 0.000 claims description 13
• 150000002148 esters Chemical class 0.000 claims description 13
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
• 229910052736 halogen Inorganic materials 0.000 claims description 12
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 12
• 150000002367 halogens Chemical class 0.000 claims description 11
• 229910052717 sulfur Inorganic materials 0.000 claims description 11
• 241001024304 Mino Species 0.000 claims description 10
• 150000001408 amides Chemical class 0.000 claims description 10
• 125000001072 heteroaryl group Chemical group 0.000 claims description 9
• 229940002612 prodrug Drugs 0.000 claims description 8
• 239000000651 prodrug Substances 0.000 claims description 8
• XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 7
• 125000003118 aryl group Chemical group 0.000 claims description 7
• 239000011159 matrix material Substances 0.000 claims description 7
• 230000005764 inhibitory process Effects 0.000 claims description 6
• NDLHMLCMEBBXKC-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)pentanedioic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCC(=O)O)C(O)=O)=CC=C3OC2=C1 NDLHMLCMEBBXKC-UHFFFAOYSA-N 0.000 claims description 5
• 208000027866 inflammatory disease Diseases 0.000 claims description 5
• 229910052760 oxygen Inorganic materials 0.000 claims description 5
• 206010011985 Decubitus ulcer Diseases 0.000 claims description 4
• 102000005741 Metalloproteases Human genes 0.000 claims description 4
• 108010006035 Metalloproteases Proteins 0.000 claims description 4
• 230000001363 autoimmune Effects 0.000 claims description 4
• 125000001624 naphthyl group Chemical group 0.000 claims description 4
• JENZVHXFRQGOFL-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-2-phenylacetic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)C1=CC=CC=C1 JENZVHXFRQGOFL-UHFFFAOYSA-N 0.000 claims description 3
• RKWQDCZIHNOUDQ-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-5-[2-(1-methylpyrrol-2-yl)ethylamino]-5-oxopentanoic acid Chemical compound CN1C=CC=C1CCNC(=O)CCC(C(O)=O)NS(=O)(=O)C1=CC=C(OC=2C3=CC=CC=2)C3=C1 RKWQDCZIHNOUDQ-UHFFFAOYSA-N 0.000 claims description 3
• ZLNOARBTWFZMLC-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-5-oxo-5-(2-thiophen-2-ylethylamino)pentanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCC(=O)NCCC1=CC=CS1 ZLNOARBTWFZMLC-UHFFFAOYSA-N 0.000 claims description 3
• OOWMSOXRLQBHJU-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-(3-pyridin-4-ylpropanoylamino)hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=O)CCC1=CC=NC=C1 OOWMSOXRLQBHJU-UHFFFAOYSA-N 0.000 claims description 3
• MKGITNAOWOTDLE-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-(9h-fluoren-9-ylmethoxycarbonylamino)hexanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCCCNC(=O)OCC4C5=CC=CC=C5C5=CC=CC=C54)C(=O)O)=CC=C3OC2=C1 MKGITNAOWOTDLE-UHFFFAOYSA-N 0.000 claims description 3
• JQMYQNYDESVNOP-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-(naphthalen-2-ylcarbamothioylamino)hexanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCCCNC(=S)NC=4C=C5C=CC=CC5=CC=4)C(=O)O)=CC=C3OC2=C1 JQMYQNYDESVNOP-UHFFFAOYSA-N 0.000 claims description 3
• IFDYIIOZRLLFKE-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[(2-indol-1-ylacetyl)amino]hexanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCCCNC(=O)CN4C5=CC=CC=C5C=C4)C(=O)O)=CC=C3OC2=C1 IFDYIIOZRLLFKE-UHFFFAOYSA-N 0.000 claims description 3
• QVAFZGJGISCWOW-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[(2-naphthalen-1-ylacetyl)amino]hexanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCCCNC(=O)CC=4C5=CC=CC=C5C=CC=4)C(=O)O)=CC=C3OC2=C1 QVAFZGJGISCWOW-UHFFFAOYSA-N 0.000 claims description 3
• FZOUYLLHFHPZDI-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[(2-naphthalen-1-yloxyacetyl)amino]hexanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCCCNC(=O)COC=4C5=CC=CC=C5C=CC=4)C(=O)O)=CC=C3OC2=C1 FZOUYLLHFHPZDI-UHFFFAOYSA-N 0.000 claims description 3
• JKSGPZSPMJSVPL-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[(2-pyridin-4-ylsulfanylacetyl)amino]hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=O)CSC1=CC=NC=C1 JKSGPZSPMJSVPL-UHFFFAOYSA-N 0.000 claims description 3
• WGQVBWGGZAEWDN-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[(2-thiophen-2-ylacetyl)amino]hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=O)CC1=CC=CS1 WGQVBWGGZAEWDN-UHFFFAOYSA-N 0.000 claims description 3
• NRJXEHVDVCJWFL-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[(3,4-dichlorophenyl)carbamoylamino]hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=O)NC1=CC=C(Cl)C(Cl)=C1 NRJXEHVDVCJWFL-UHFFFAOYSA-N 0.000 claims description 3
• CUFKDYVIEIYECR-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[3-(4-methoxyphenyl)propanoylamino]hexanoic acid Chemical compound C1=CC(OC)=CC=C1CCC(=O)NCCCCC(C(O)=O)NS(=O)(=O)C1=CC=C(OC=2C3=CC=CC=2)C3=C1 CUFKDYVIEIYECR-UHFFFAOYSA-N 0.000 claims description 3
• NMDJIHJMEJGDIX-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[[2-(4-methoxyphenoxy)acetyl]amino]hexanoic acid Chemical compound C1=CC(OC)=CC=C1OCC(=O)NCCCCC(C(O)=O)NS(=O)(=O)C1=CC=C(OC=2C3=CC=CC=2)C3=C1 NMDJIHJMEJGDIX-UHFFFAOYSA-N 0.000 claims description 3
• KLJMAQDORBAMIU-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)butanedioic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CC(=O)O)C(O)=O)=CC=C3OC2=C1 KLJMAQDORBAMIU-UHFFFAOYSA-N 0.000 claims description 3
• VGLXBFPXVGHONM-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)butanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CC)C(O)=O)=CC=C3OC2=C1 VGLXBFPXVGHONM-UHFFFAOYSA-N 0.000 claims description 3
• ODBAPUXLFYASCB-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)hexanedioic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCCC(=O)O)C(O)=O)=CC=C3OC2=C1 ODBAPUXLFYASCB-UHFFFAOYSA-N 0.000 claims description 3
• AUZKCSRJKIJLNS-UHFFFAOYSA-N 2-(dibenzothiophen-2-ylsulfonylamino)-4-phenylbutanoic acid Chemical compound C=1C=C2SC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCC1=CC=CC=C1 AUZKCSRJKIJLNS-UHFFFAOYSA-N 0.000 claims description 3
• ICBZSKCTKKUQSY-YUWZRIFDSA-N 4-[(1r,2s)-1-hydroxy-2-(methylamino)propyl]phenol;hydrochloride Chemical compound Cl.CN[C@@H](C)[C@H](O)C1=CC=C(O)C=C1 ICBZSKCTKKUQSY-YUWZRIFDSA-N 0.000 claims description 3
• IQUQANKEWZGZNK-UHFFFAOYSA-N 5-(benzylamino)-2-(dibenzofuran-2-ylsulfonylamino)-5-oxopentanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCC(=O)NCC1=CC=CC=C1 IQUQANKEWZGZNK-UHFFFAOYSA-N 0.000 claims description 3
• HYWHALSAWYQPTB-UHFFFAOYSA-N 6-[(4-bromophenyl)sulfonylamino]-2-(dibenzofuran-2-ylsulfonylamino)hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNS(=O)(=O)C1=CC=C(Br)C=C1 HYWHALSAWYQPTB-UHFFFAOYSA-N 0.000 claims description 3
• SHCLWHWBMRSRKK-UHFFFAOYSA-N 6-[[2-(1,3-benzodioxol-5-yl)acetyl]amino]-2-(dibenzofuran-2-ylsulfonylamino)hexanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCCCNC(=O)CC=4C=C5OCOC5=CC=4)C(=O)O)=CC=C3OC2=C1 SHCLWHWBMRSRKK-UHFFFAOYSA-N 0.000 claims description 3
• DCUJUMYXAUIEAA-UHFFFAOYSA-N 6-[[2-(4-chlorophenoxy)-2-methylpropanoyl]amino]-2-(dibenzofuran-2-ylsulfonylamino)hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(O)=O)CCCCNC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 DCUJUMYXAUIEAA-UHFFFAOYSA-N 0.000 claims description 3
• ZDXPYRJPNDTMRX-GSVOUGTGSA-N D-glutamine Chemical compound OC(=O)[C@H](N)CCC(N)=O ZDXPYRJPNDTMRX-GSVOUGTGSA-N 0.000 claims description 3
• 239000004471 Glycine Substances 0.000 claims description 3
• YPOJAHGDLHWILP-IBGZPJMESA-N (2s)-2-(dibenzofuran-2-ylsulfonylamino)-4-phenylbutanoic acid Chemical compound C([C@@H](C(=O)O)NS(=O)(=O)C=1C=C2C3=CC=CC=C3OC2=CC=1)CC1=CC=CC=C1 YPOJAHGDLHWILP-IBGZPJMESA-N 0.000 claims description 2
• XGRQKCULXVSIPX-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-4-(1,3-dioxobenzo[f]isoindol-2-yl)butanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCN4C(C5=CC6=CC=CC=C6C=C5C4=O)=O)C(=O)O)=CC=C3OC2=C1 XGRQKCULXVSIPX-UHFFFAOYSA-N 0.000 claims description 2
• HADFOIXLELOUCE-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-4-(1,3-dioxoisoindol-2-yl)butanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCN4C(C5=CC=CC=C5C4=O)=O)C(=O)O)=CC=C3OC2=C1 HADFOIXLELOUCE-UHFFFAOYSA-N 0.000 claims description 2
• XUBNWLNTKGEZDX-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-4-(3-oxo-1h-isoindol-2-yl)butanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCN4C(C5=CC=CC=C5C4)=O)C(=O)O)=CC=C3OC2=C1 XUBNWLNTKGEZDX-UHFFFAOYSA-N 0.000 claims description 2
• FQXXJRIYXSNUIZ-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-5-(1,3-dioxobenzo[f]isoindol-2-yl)pentanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCCN4C(C5=CC6=CC=CC=C6C=C5C4=O)=O)C(=O)O)=CC=C3OC2=C1 FQXXJRIYXSNUIZ-UHFFFAOYSA-N 0.000 claims description 2
• ROCYKAXXYZPTDJ-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-5-(1,3-dioxoisoindol-2-yl)pentanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCCN4C(C5=CC=CC=C5C4=O)=O)C(=O)O)=CC=C3OC2=C1 ROCYKAXXYZPTDJ-UHFFFAOYSA-N 0.000 claims description 2
• MGVBRGIBDNQMJT-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-5-(3-oxo-1h-isoindol-2-yl)pentanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CCCN4C(C5=CC=CC=C5C4)=O)C(=O)O)=CC=C3OC2=C1 MGVBRGIBDNQMJT-UHFFFAOYSA-N 0.000 claims description 2
• DMQDCKWVHYQISX-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-5-(phenylmethoxycarbonylamino)pentanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCNC(=O)OCC1=CC=CC=C1 DMQDCKWVHYQISX-UHFFFAOYSA-N 0.000 claims description 2
• OGJYDFVQYYKOEE-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-5-oxo-5-(2-pyridin-4-ylethylamino)pentanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCC(=O)NCCC1=CC=NC=C1 OGJYDFVQYYKOEE-UHFFFAOYSA-N 0.000 claims description 2
• SPMXDDSXZOVALA-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-5-pyridin-3-ylpentanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCC1=CC=CN=C1 SPMXDDSXZOVALA-UHFFFAOYSA-N 0.000 claims description 2
• UUJPYVXIRFHAFR-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-(4-thiophen-2-ylbutanoylamino)hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=O)CCCC1=CC=CS1 UUJPYVXIRFHAFR-UHFFFAOYSA-N 0.000 claims description 2
• CPAXWZYVQBSDOD-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-(phenylmethoxycarbonylamino)hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=O)OCC1=CC=CC=C1 CPAXWZYVQBSDOD-UHFFFAOYSA-N 0.000 claims description 2
• ALMQENWFOJJCQE-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-(pyridin-3-ylcarbamothioylamino)hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=S)NC1=CC=CN=C1 ALMQENWFOJJCQE-UHFFFAOYSA-N 0.000 claims description 2
• SNDIGWWLXHMQSH-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[(2-pyridin-2-ylacetyl)amino]hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=O)CC1=CC=CC=N1 SNDIGWWLXHMQSH-UHFFFAOYSA-N 0.000 claims description 2
• ATAVAGZOGOKAAC-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[(2-pyridin-3-ylacetyl)amino]hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=O)CC1=CC=CN=C1 ATAVAGZOGOKAAC-UHFFFAOYSA-N 0.000 claims description 2
• CLAMRBVWUQQDAY-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[(4-methoxyphenyl)carbamoylamino]hexanoic acid Chemical compound C1=CC(OC)=CC=C1NC(=O)NCCCCC(C(O)=O)NS(=O)(=O)C1=CC=C(OC=2C3=CC=CC=2)C3=C1 CLAMRBVWUQQDAY-UHFFFAOYSA-N 0.000 claims description 2
• DWHWANYQSULZPQ-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[3-(2-methoxyphenyl)propanoylamino]hexanoic acid Chemical compound COC1=CC=CC=C1CCC(=O)NCCCCC(C(O)=O)NS(=O)(=O)C1=CC=C(OC=2C3=CC=CC=2)C3=C1 DWHWANYQSULZPQ-UHFFFAOYSA-N 0.000 claims description 2
• ISYGRERUFBRMRI-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[4-(4-nitrophenyl)butanoylamino]hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=O)CCCC1=CC=C([N+]([O-])=O)C=C1 ISYGRERUFBRMRI-UHFFFAOYSA-N 0.000 claims description 2
• HEBZFDIZQHFSJO-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[[2-(4-nitrophenoxy)acetyl]amino]hexanoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)NC(C(=O)O)CCCCNC(=O)COC1=CC=C([N+]([O-])=O)C=C1 HEBZFDIZQHFSJO-UHFFFAOYSA-N 0.000 claims description 2
• IQPDWXHYSLYWSL-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)-6-[[2-[2,4,6-tri(propan-2-yl)phenyl]acetyl]amino]hexanoic acid Chemical compound CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1CC(=O)NCCCCC(C(O)=O)NS(=O)(=O)C1=CC=C(OC=2C3=CC=CC=2)C3=C1 IQPDWXHYSLYWSL-UHFFFAOYSA-N 0.000 claims description 2
• MJOFWSRQADJOGE-UHFFFAOYSA-N 2-(dibenzofuran-2-ylsulfonylamino)pent-4-enoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)NC(CC=C)C(=O)O)=CC=C3OC2=C1 MJOFWSRQADJOGE-UHFFFAOYSA-N 0.000 claims description 2
• WFAJDOBKNUJBGB-UHFFFAOYSA-N 2-[benzyl(dibenzofuran-2-ylsulfonyl)amino]-5-(4-ethylphenyl)pentanoic acid Chemical compound C1=CC(CC)=CC=C1CCCC(C(O)=O)N(S(=O)(=O)C=1C=C2C3=CC=CC=C3OC2=CC=1)CC1=CC=CC=C1 WFAJDOBKNUJBGB-UHFFFAOYSA-N 0.000 claims description 2
• DVJSNLUHKVYSMG-UHFFFAOYSA-N 2-[dibenzofuran-2-ylsulfonyl(2-phenoxyethyl)amino]pent-4-enoic acid Chemical compound C=1C=C2OC3=CC=CC=C3C2=CC=1S(=O)(=O)N(C(CC=C)C(=O)O)CCOC1=CC=CC=C1 DVJSNLUHKVYSMG-UHFFFAOYSA-N 0.000 claims description 2
• BAMWOCBYJFLGLY-UHFFFAOYSA-N 2-[dibenzofuran-2-ylsulfonyl(methyl)amino]-5-(1,3-dioxoisoindol-2-yl)pentanoic acid Chemical compound C1=CC=C2C3=CC(S(=O)(=O)N(C(CCCN4C(C5=CC=CC=C5C4=O)=O)C(O)=O)C)=CC=C3OC2=C1 BAMWOCBYJFLGLY-UHFFFAOYSA-N 0.000 claims description 2
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