AU1591699A - Statin-matrix metalloproteinase inhibitor combinations - Google Patents

Info

Publication number

AU1591699A

AU1591699A AU15916/99A AU1591699A AU1591699A AU 1591699 A AU1591699 A AU 1591699A AU 15916/99 A AU15916/99 A AU 15916/99A AU 1591699 A AU1591699 A AU 1591699A AU 1591699 A AU1591699 A AU 1591699A

Authority

AU

Australia

Prior art keywords

acid

methyl

phenyl

ethyl

amino

Prior art date

1998-03-17

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

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• 125000000217 alkyl group Chemical group 0.000 claims description 52
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• TYAVDVGXMWMREO-SXOMAYOGSA-N (2r)-2-[[(2s)-1-[[4-(dimethylamino)phenyl]methylamino]-4-methyl-1-oxopentan-2-yl]amino]-4-(1,3-dioxobenzo[f]isoindol-2-yl)butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=C(N(C)C)C=C1 TYAVDVGXMWMREO-SXOMAYOGSA-N 0.000 description 1
• QTEIHMLBMPKKIZ-RPWUZVMVSA-N (2r)-2-[[(2s)-1-anilino-4-methyl-1-oxopentan-2-yl]amino]-4-(1,3-dioxobenzo[f]isoindol-2-yl)butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NC1=CC=CC=C1 QTEIHMLBMPKKIZ-RPWUZVMVSA-N 0.000 description 1
• IHIZUBZVLSUQBV-VZYDHVRKSA-N (2r)-2-[benzyl-(4-methoxyphenyl)sulfonylamino]-6-[[2-(dimethylamino)acetyl]amino]-n-hydroxyhexanamide;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1S(=O)(=O)N([C@H](CCCCNC(=O)CN(C)C)C(=O)NO)CC1=CC=CC=C1 IHIZUBZVLSUQBV-VZYDHVRKSA-N 0.000 description 1
• VKUYLANQOAKALN-LJQANCHMSA-N (2r)-2-[benzyl-(4-methoxyphenyl)sulfonylamino]-n-hydroxy-4-methylpentanamide Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N([C@H](CC(C)C)C(=O)NO)CC1=CC=CC=C1 VKUYLANQOAKALN-LJQANCHMSA-N 0.000 description 1
• GAUZBXUVFZCFTL-HXUWFJFHSA-N (2r)-2-cyclohexyl-n-hydroxy-2-[(4-methoxyphenyl)sulfonyl-(pyridin-4-ylmethyl)amino]acetamide Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N([C@H](C1CCCCC1)C(=O)NO)CC1=CC=NC=C1 GAUZBXUVFZCFTL-HXUWFJFHSA-N 0.000 description 1
• KLTRUHCZEUFBCI-RTWAWAEBSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-(1h-imidazol-2-ylmethylamino)-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=NC=CN1 KLTRUHCZEUFBCI-RTWAWAEBSA-N 0.000 description 1
• CYBSMERYJUUFBI-UXHICEINSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-(ethoxyamino)-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound C1=CC=C2C=C(C(N(CC[C@@H](N[C@@H](CC(C)C)C(=O)NOCC)C(O)=O)C3=O)=O)C3=CC2=C1 CYBSMERYJUUFBI-UXHICEINSA-N 0.000 description 1
• PQOOUARTOVKHRG-PKTZIBPZSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-(furan-2-ylmethylamino)-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=CO1 PQOOUARTOVKHRG-PKTZIBPZSA-N 0.000 description 1
• ULPAGNYBENCMFT-XDQLBQEWSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-[(1,1-dioxothiolan-3-yl)-methylamino]-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)N(C)C1CCS(=O)(=O)C1 ULPAGNYBENCMFT-XDQLBQEWSA-N 0.000 description 1
• XQLNWPJNKWCJNN-YPFKAFGZSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-[(1,1-dioxothiolan-3-yl)amino]-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NC1CCS(=O)(=O)C1 XQLNWPJNKWCJNN-YPFKAFGZSA-N 0.000 description 1
• ZPYLLHLHJRMHKM-RPBOFIJWSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-[(3-fluorophenyl)methylamino]-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=CC(F)=C1 ZPYLLHLHJRMHKM-RPBOFIJWSA-N 0.000 description 1
• AMUUVVZQQBNBAH-GEOZSUPMSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-[(4-hydroxy-1,1-dioxothiolan-3-yl)amino]-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NC1CS(=O)(=O)CC1O AMUUVVZQQBNBAH-GEOZSUPMSA-N 0.000 description 1
• XPJMBJXJAGTHDT-PKTZIBPZSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-[2-(1h-imidazol-5-yl)ethylamino]-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCCC1=CNC=N1 XPJMBJXJAGTHDT-PKTZIBPZSA-N 0.000 description 1
• BZTLVCPAWKZLOX-RPBOFIJWSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-[4-(2-ethoxy-2-oxoethyl)piperazin-1-yl]-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound C1CN(CC(=O)OCC)CCN1C(=O)[C@H](CC(C)C)N[C@@H](C(O)=O)CCN1C(=O)C2=CC3=CC=CC=C3C=C2C1=O BZTLVCPAWKZLOX-RPBOFIJWSA-N 0.000 description 1
• RMIRCZYCHSFPLY-FTJBHMTQSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-[[3-(methanesulfonamido)phenyl]methylamino]-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=CC(NS(C)(=O)=O)=C1 RMIRCZYCHSFPLY-FTJBHMTQSA-N 0.000 description 1
• WOBWRLFGKFTTIW-FTJBHMTQSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-1-[[4-(methanesulfonamido)phenyl]methylamino]-4-methyl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=C(NS(C)(=O)=O)C=C1 WOBWRLFGKFTTIW-FTJBHMTQSA-N 0.000 description 1
• HKQCSEWOGBFFLV-RPWUZVMVSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-(2-morpholin-4-ylethylamino)-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCCN1CCOCC1 HKQCSEWOGBFFLV-RPWUZVMVSA-N 0.000 description 1
• IHNXSBCQZROJCS-PKTZIBPZSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-(4-methylpiperazin-1-yl)-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)N1CCN(C)CC1 IHNXSBCQZROJCS-PKTZIBPZSA-N 0.000 description 1
• CLDWFWQEHSJBDI-MOPGFXCFSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-(methylamino)-1-oxopentan-2-yl]amino]butanoic acid Chemical compound C1=CC=C2C=C(C(N(CC[C@@H](N[C@@H](CC(C)C)C(=O)NC)C(O)=O)C3=O)=O)C3=CC2=C1 CLDWFWQEHSJBDI-MOPGFXCFSA-N 0.000 description 1
• DLQXJTSJYQPTDX-WUFLDLQOSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-[(1-methyl-8-oxo-1,7-diazacyclotridec-9-yl)amino]-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NC1CCCCN(C)CCCCCNC1=O DLQXJTSJYQPTDX-WUFLDLQOSA-N 0.000 description 1
• PUWSCJOQJNHFGL-UXHICEINSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-[(1-methyltetrazol-5-yl)methylamino]-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=NN=NN1C PUWSCJOQJNHFGL-UXHICEINSA-N 0.000 description 1
• XNTKFDGCIFUJAN-PKTZIBPZSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-[(2-methyl-6-oxo-1h-pyrimidin-5-yl)methylamino]-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CN=C(C)N=C1O XNTKFDGCIFUJAN-PKTZIBPZSA-N 0.000 description 1
• QNXOSJQPBDWRPV-RPBOFIJWSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-[(3-nitrophenyl)methylamino]-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=CC([N+]([O-])=O)=C1 QNXOSJQPBDWRPV-RPBOFIJWSA-N 0.000 description 1
• AFPQONWUVKKBTL-RPBOFIJWSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-[(4-nitrophenyl)methylamino]-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=C([N+]([O-])=O)C=C1 AFPQONWUVKKBTL-RPBOFIJWSA-N 0.000 description 1
• KLJSQIJCCPJROZ-YADHBBJMSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-morpholin-4-yl-1-oxopentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)N1CCOCC1 KLJSQIJCCPJROZ-YADHBBJMSA-N 0.000 description 1
• QQTWJGZZLJPVHO-OEBVTXOESA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-(1,2,3,4-tetrahydronaphthalen-1-ylamino)pentan-2-yl]amino]butanoic acid Chemical compound C1CCC2=CC=CC=C2C1NC(=O)[C@H](CC(C)C)N[C@@H](C(O)=O)CCN1C(=O)C2=CC3=CC=CC=C3C=C2C1=O QQTWJGZZLJPVHO-OEBVTXOESA-N 0.000 description 1
• QMKYZDVPHOZDSO-YADHBBJMSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-(1-oxo-1,4-thiazinan-4-yl)pentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)N1CCS(=O)CC1 QMKYZDVPHOZDSO-YADHBBJMSA-N 0.000 description 1
• YSOWDIROXDYGJM-FTJBHMTQSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-(2-phenylethylamino)pentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCCC1=CC=CC=C1 YSOWDIROXDYGJM-FTJBHMTQSA-N 0.000 description 1
• NNVXDWFDXUUTGZ-RPWUZVMVSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-(3-sulfamoylanilino)pentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NC1=CC=CC(S(N)(=O)=O)=C1 NNVXDWFDXUUTGZ-RPWUZVMVSA-N 0.000 description 1
• RDJGJYMSLQWMKD-RPWUZVMVSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-(4-sulfamoylanilino)pentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NC1=CC=C(S(N)(=O)=O)C=C1 RDJGJYMSLQWMKD-RPWUZVMVSA-N 0.000 description 1
• STUVZGRGAUKZRU-RPWUZVMVSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-(pyridin-2-ylmethylamino)pentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=CC=N1 STUVZGRGAUKZRU-RPWUZVMVSA-N 0.000 description 1
• ICYVDMBWMGFEMP-RPWUZVMVSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-(pyridin-3-ylmethylamino)pentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=CN=C1 ICYVDMBWMGFEMP-RPWUZVMVSA-N 0.000 description 1
• SPOBJYWTQVMQBU-RPWUZVMVSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-(pyridin-4-ylmethylamino)pentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=NC=C1 SPOBJYWTQVMQBU-RPWUZVMVSA-N 0.000 description 1
• FVPFSBPZTBSLES-KWXIBIRDSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-[(2r)-3-oxo-2-phenylpiperazin-1-yl]pentan-2-yl]amino]butanoic acid Chemical compound C1([C@@H]2C(=O)NCCN2C(=O)[C@@H](N[C@H](CCN2C(C3=CC4=CC=CC=C4C=C3C2=O)=O)C(O)=O)CC(C)C)=CC=CC=C1 FVPFSBPZTBSLES-KWXIBIRDSA-N 0.000 description 1
• GSCAICSUTUHIKD-PVHODMMVSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-[(2s)-2-pyridin-3-ylpyrrolidin-1-yl]pentan-2-yl]amino]butanoic acid Chemical compound C1([C@@H]2CCCN2C(=O)[C@@H](N[C@H](CCN2C(C3=CC4=CC=CC=C4C=C3C2=O)=O)C(O)=O)CC(C)C)=CC=CN=C1 GSCAICSUTUHIKD-PVHODMMVSA-N 0.000 description 1
• FVPFSBPZTBSLES-PVHODMMVSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-[(2s)-3-oxo-2-phenylpiperazin-1-yl]pentan-2-yl]amino]butanoic acid Chemical compound C1([C@H]2C(=O)NCCN2C(=O)[C@@H](N[C@H](CCN2C(C3=CC4=CC=CC=C4C=C3C2=O)=O)C(O)=O)CC(C)C)=CC=CC=C1 FVPFSBPZTBSLES-PVHODMMVSA-N 0.000 description 1
• BOROQFAWARDBDC-RPBOFIJWSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-[(4-sulfamoylphenyl)methylamino]pentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NCC1=CC=C(S(N)(=O)=O)C=C1 BOROQFAWARDBDC-RPBOFIJWSA-N 0.000 description 1
• XDYXNRAZWFJWNQ-RREDXGFBSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-[1-(6-oxo-1h-pyridazin-3-yl)ethylamino]pentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NC(C)C=1C=CC(=O)NN=1 XDYXNRAZWFJWNQ-RREDXGFBSA-N 0.000 description 1
• YKNUBFAAWFTXPS-PKTZIBPZSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-[2-(pyridine-3-carbonyl)hydrazinyl]pentan-2-yl]amino]butanoic acid Chemical compound O=C([C@@H](N[C@H](CCN1C(C2=CC3=CC=CC=C3C=C2C1=O)=O)C(O)=O)CC(C)C)NNC(=O)C1=CC=CN=C1 YKNUBFAAWFTXPS-PKTZIBPZSA-N 0.000 description 1
• UAZHKINNICKCCP-BAEUJYSMSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-[[(1r)-1-phenylethyl]amino]pentan-2-yl]amino]butanoic acid Chemical compound C1([C@@H](C)NC(=O)[C@@H](N[C@H](CCN2C(C3=CC4=CC=CC=C4C=C3C2=O)=O)C(O)=O)CC(C)C)=CC=CC=C1 UAZHKINNICKCCP-BAEUJYSMSA-N 0.000 description 1
• UAZHKINNICKCCP-YZYNAAERSA-N (2r)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2s)-4-methyl-1-oxo-1-[[(1s)-1-phenylethyl]amino]pentan-2-yl]amino]butanoic acid Chemical compound C1([C@H](C)NC(=O)[C@@H](N[C@H](CCN2C(C3=CC4=CC=CC=C4C=C3C2=O)=O)C(O)=O)CC(C)C)=CC=CC=C1 UAZHKINNICKCCP-YZYNAAERSA-N 0.000 description 1
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