JP2004502690A - 酵素ｄｐｐ−ｉｖのインヒビターである複素環式化合物 - Google Patents

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Publication number

JP2004502690A

JP2004502690A JP2002507812A JP2002507812A JP2004502690A JP 2004502690 A JP2004502690 A JP 2004502690A JP 2002507812 A JP2002507812 A JP 2002507812A JP 2002507812 A JP2002507812 A JP 2002507812A JP 2004502690 A JP2004502690 A JP 2004502690A

Authority

JP

Japan

Prior art keywords

alkyl

dione

benzyl

purine

dihydro

Prior art date

2000-07-04

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.)

Withdrawn

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• 108010067722 Dipeptidyl Peptidase 4 Proteins 0.000 title abstract description 27
• 239000003112 inhibitor Substances 0.000 title description 10
• 150000002391 heterocyclic compounds Chemical class 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims abstract description 205
• -1 cycloheteroalkyl Chemical group 0.000 claims description 252
• 125000003118 aryl group Chemical group 0.000 claims description 162
• 125000000217 alkyl group Chemical group 0.000 claims description 157
• 125000001072 heteroaryl group Chemical group 0.000 claims description 132
• 238000000034 method Methods 0.000 claims description 129
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 95
• 229910052736 halogen Inorganic materials 0.000 claims description 75
• 150000002367 halogens Chemical class 0.000 claims description 75
• 125000003342 alkenyl group Chemical group 0.000 claims description 73
• 125000000304 alkynyl group Chemical group 0.000 claims description 64
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 50
• 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims description 48
• 125000005865 C2-C10alkynyl group Chemical group 0.000 claims description 46
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 45
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 44
• 125000003545 alkoxy group Chemical group 0.000 claims description 36
• 125000006481 2-iodobenzyl group Chemical group [H]C1=C([H])C(I)=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 33
• 125000004104 aryloxy group Chemical group 0.000 claims description 26
• 125000005553 heteroaryloxy group Chemical group 0.000 claims description 26
• 150000003839 salts Chemical class 0.000 claims description 26
• 125000003302 alkenyloxy group Chemical group 0.000 claims description 21
• 125000005133 alkynyloxy group Chemical group 0.000 claims description 21
• 229910052799 carbon Inorganic materials 0.000 claims description 21
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
• 125000003003 spiro group Chemical group 0.000 claims description 15
• 125000004432 carbon atom Chemical group C* 0.000 claims description 14
• JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Substances N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims description 13
• 239000002253 acid Substances 0.000 claims description 11
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 11
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 9
• ARAFEULRMHFMDE-UHFFFAOYSA-N 1,3-oxazolidine-2,5-dione Chemical compound O=C1CNC(=O)O1 ARAFEULRMHFMDE-UHFFFAOYSA-N 0.000 claims description 8
• WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 claims description 8
• 229940091173 hydantoin Drugs 0.000 claims description 8
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 8
• SJSOFNCYXJUNBT-UHFFFAOYSA-N 3,4,5-trimethoxybenzoic acid Chemical compound COC1=CC(C(O)=O)=CC(OC)=C1OC SJSOFNCYXJUNBT-UHFFFAOYSA-N 0.000 claims description 6
• YPBLCMLMLKMJGR-UHFFFAOYSA-N 3,7-dibenzyl-8-(1,4-diazepan-1-yl)-1-propylpurine-2,6-dione Chemical compound C1=2N=C(N3CCNCCC3)N(CC=3C=CC=CC=3)C=2C(=O)N(CCC)C(=O)N1CC1=CC=CC=C1 YPBLCMLMLKMJGR-UHFFFAOYSA-N 0.000 claims description 6
• OSWQQKHGTFZUND-UHFFFAOYSA-N 7-benzyl-3-methyl-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=CC=CC=1CN1C=2C(=O)NC(=O)N(C)C=2N=C1N1CCNCC1 OSWQQKHGTFZUND-UHFFFAOYSA-N 0.000 claims description 6
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
• 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 6
• WQACCWREPPVZEE-UHFFFAOYSA-N 3-benzyl-7-[(2-iodophenyl)methyl]-8-piperazin-1-ylpurine-2,6-dione Chemical compound IC1=CC=CC=C1CN1C(C(=O)NC(=O)N2CC=3C=CC=CC=3)=C2N=C1N1CCNCC1 WQACCWREPPVZEE-UHFFFAOYSA-N 0.000 claims description 5
• QGTFEGHGPMCJRF-UHFFFAOYSA-N 8-(1,4-diazepan-1-yl)-3-methyl-7-[(2-phenylphenyl)methyl]purine-2,6-dione Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1CN1C=2C(=O)NC(=O)N(C)C=2N=C1N1CCCNCC1 QGTFEGHGPMCJRF-UHFFFAOYSA-N 0.000 claims description 5
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
• 125000005842 heteroatom Chemical group 0.000 claims description 5
• 230000005764 inhibitory process Effects 0.000 claims description 5
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
• JGRYCVHBJUYLBF-UHFFFAOYSA-N 3,7-dibenzyl-8-(1,4-diazepan-1-yl)purine-2,6-dione Chemical compound C1CCNCCN1C1=NC=2N(CC=3C=CC=CC=3)C(=O)NC(=O)C=2N1CC1=CC=CC=C1 JGRYCVHBJUYLBF-UHFFFAOYSA-N 0.000 claims description 4
• TXBOFWTZGOSLJG-UHFFFAOYSA-N 7-benzyl-8-(1,4-diazepan-1-yl)-3-methylpurine-2,6-dione Chemical compound C=1C=CC=CC=1CN1C=2C(=O)NC(=O)N(C)C=2N=C1N1CCCNCC1 TXBOFWTZGOSLJG-UHFFFAOYSA-N 0.000 claims description 4
• FURSBRLQELDELR-UHFFFAOYSA-N 7-benzyl-8-(6-hydroxy-1,4-diazepan-1-yl)-1,3-dimethylpurine-2,6-dione Chemical compound C=1C=CC=CC=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC(O)C1 FURSBRLQELDELR-UHFFFAOYSA-N 0.000 claims description 4
• RRLWFBZULYMFIM-UHFFFAOYSA-N 7-benzyl-8-[6-(hydroxymethyl)-1,4-diazepan-1-yl]-1,3-dimethylpurine-2,6-dione Chemical compound C=1C=CC=CC=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC(CO)C1 RRLWFBZULYMFIM-UHFFFAOYSA-N 0.000 claims description 4
• PXFNLWLXKDYPPC-UHFFFAOYSA-N 1,3,7-tribenzyl-8-(1,4-diazepan-1-yl)purine-2,6-dione Chemical compound C1=2N=C(N3CCNCCC3)N(CC=3C=CC=CC=3)C=2C(=O)N(CC=2C=CC=CC=2)C(=O)N1CC1=CC=CC=C1 PXFNLWLXKDYPPC-UHFFFAOYSA-N 0.000 claims description 3
• RAIXEGWBDXUGCZ-UHFFFAOYSA-N 1,3,7-tribenzyl-8-piperazin-1-ylpurine-2,6-dione Chemical compound C1=2N=C(N3CCNCC3)N(CC=3C=CC=CC=3)C=2C(=O)N(CC=2C=CC=CC=2)C(=O)N1CC1=CC=CC=C1 RAIXEGWBDXUGCZ-UHFFFAOYSA-N 0.000 claims description 3
• BEHAXAWRLPRXQA-UHFFFAOYSA-N 1,3-dimethyl-7-(1-phenylethyl)-8-piperazin-1-ylpurine-2,6-dione Chemical compound C1CNCCN1C1=NC=2N(C)C(=O)N(C)C(=O)C=2N1C(C)C1=CC=CC=C1 BEHAXAWRLPRXQA-UHFFFAOYSA-N 0.000 claims description 3
• TUINWARGYHZQDA-UHFFFAOYSA-N 1,3-dimethyl-7-(2-oxo-2-pyrrolidin-1-ylethyl)-8-piperazin-1-ylpurine-2,6-dione Chemical compound C1CCCN1C(=O)CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 TUINWARGYHZQDA-UHFFFAOYSA-N 0.000 claims description 3
• SHERAUCGTHRFCU-UHFFFAOYSA-N 1,3-dimethyl-7-(2-oxopropyl)-8-piperazin-1-ylpurine-2,6-dione Chemical compound N=1C=2N(C)C(=O)N(C)C(=O)C=2N(CC(=O)C)C=1N1CCNCC1 SHERAUCGTHRFCU-UHFFFAOYSA-N 0.000 claims description 3
• RFOQPGZBMDFBEQ-UHFFFAOYSA-N 1,3-dimethyl-7-(naphthalen-1-ylmethyl)-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=CC2=CC=CC=C2C=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 RFOQPGZBMDFBEQ-UHFFFAOYSA-N 0.000 claims description 3
• AUDGXLGJGSACKY-UHFFFAOYSA-N 1,3-dimethyl-7-(naphthalen-2-ylmethyl)-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=C2C=CC=CC2=CC=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 AUDGXLGJGSACKY-UHFFFAOYSA-N 0.000 claims description 3
• ZWWQXABLXZRLHQ-UHFFFAOYSA-N 1,3-dimethyl-7-[(2-phenylphenyl)methyl]-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 ZWWQXABLXZRLHQ-UHFFFAOYSA-N 0.000 claims description 3
• NMRONBQQOFJQMI-UHFFFAOYSA-N 1,3-dimethyl-7-[(4-methylphenyl)methyl]-8-piperazin-1-ylpurine-2,6-dione Chemical compound C1=CC(C)=CC=C1CN1C(C(=O)N(C)C(=O)N2C)=C2N=C1N1CCNCC1 NMRONBQQOFJQMI-UHFFFAOYSA-N 0.000 claims description 3
• LFPQTPGHRXOWQE-UHFFFAOYSA-N 1,3-dimethyl-7-[(4-methylsulfonylphenyl)methyl]-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=C(S(C)(=O)=O)C=CC=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 LFPQTPGHRXOWQE-UHFFFAOYSA-N 0.000 claims description 3
• YNWZYDDOWBGNJA-UHFFFAOYSA-N 1,3-dimethyl-7-[(4-phenylmethoxyphenyl)methyl]-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=C(OCC=2C=CC=CC=2)C=CC=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 YNWZYDDOWBGNJA-UHFFFAOYSA-N 0.000 claims description 3
• LPEVDFICEYSMRJ-UHFFFAOYSA-N 1,3-dimethyl-7-[(4-phenylphenyl)methyl]-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 LPEVDFICEYSMRJ-UHFFFAOYSA-N 0.000 claims description 3
• CAJKDPDHZJIDTN-UHFFFAOYSA-N 1,3-dimethyl-8-piperazin-1-yl-7-[[2-(trifluoromethoxy)phenyl]methyl]purine-2,6-dione Chemical compound C=1C=CC=C(OC(F)(F)F)C=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 CAJKDPDHZJIDTN-UHFFFAOYSA-N 0.000 claims description 3
• VCPMPUPMTXJKOP-UHFFFAOYSA-N 1,3-dimethyl-8-piperazin-1-yl-7-[[2-(trifluoromethyl)phenyl]methyl]purine-2,6-dione Chemical compound C=1C=CC=C(C(F)(F)F)C=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 VCPMPUPMTXJKOP-UHFFFAOYSA-N 0.000 claims description 3
• XPLGFGQUGAMMFE-UHFFFAOYSA-N 1,3-dimethyl-8-piperazin-1-yl-7-[[2-(trifluoromethylsulfanyl)phenyl]methyl]purine-2,6-dione Chemical compound C=1C=CC=C(SC(F)(F)F)C=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 XPLGFGQUGAMMFE-UHFFFAOYSA-N 0.000 claims description 3
• MUWCAZJOWUNWBF-UHFFFAOYSA-N 1,3-dimethyl-8-piperazin-1-yl-7-[[4-(thiadiazol-4-yl)phenyl]methyl]purine-2,6-dione Chemical compound C=1C=C(C=2N=NSC=2)C=CC=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 MUWCAZJOWUNWBF-UHFFFAOYSA-N 0.000 claims description 3
• OLBSWCPPNRDGHV-UHFFFAOYSA-N 1,3-dimethyl-8-piperazin-1-yl-7-[[4-(trifluoromethoxy)phenyl]methyl]purine-2,6-dione Chemical compound C=1C=C(OC(F)(F)F)C=CC=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 OLBSWCPPNRDGHV-UHFFFAOYSA-N 0.000 claims description 3
• DOTJJCPEGRLPKG-UHFFFAOYSA-N 1,3-dimethyl-8-piperazin-1-yl-7-[[4-(trifluoromethyl)phenyl]methyl]purine-2,6-dione Chemical compound C=1C=C(C(F)(F)F)C=CC=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 DOTJJCPEGRLPKG-UHFFFAOYSA-N 0.000 claims description 3
• XOBBNSWCWZBJEQ-UHFFFAOYSA-N 1-(1,3-dioxolan-2-ylmethyl)-7-[(2-iodophenyl)methyl]-3-methyl-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=CC=C(I)C=1CN1C=2C(=O)N(CC3OCCO3)C(=O)N(C)C=2N=C1N1CCNCC1 XOBBNSWCWZBJEQ-UHFFFAOYSA-N 0.000 claims description 3
• NPJXQLXQBXSUSV-UHFFFAOYSA-N 1-(2,3-dihydroxypropyl)-7-[(2-iodophenyl)methyl]-3-methyl-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=CC=C(I)C=1CN1C=2C(=O)N(CC(O)CO)C(=O)N(C)C=2N=C1N1CCNCC1 NPJXQLXQBXSUSV-UHFFFAOYSA-N 0.000 claims description 3
• HLWCVFLZGYBBLF-UHFFFAOYSA-N 1-(2-ethoxyethyl)-7-[(2-iodophenyl)methyl]-3-methyl-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=CC=C(I)C=1CN1C=2C(=O)N(CCOCC)C(=O)N(C)C=2N=C1N1CCNCC1 HLWCVFLZGYBBLF-UHFFFAOYSA-N 0.000 claims description 3
• HVDNFWUPVJSVCF-UHFFFAOYSA-N 1-(3-hydroxy-2-methylpropyl)-7-[(2-iodophenyl)methyl]-3-methyl-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=CC=C(I)C=1CN1C=2C(=O)N(CC(CO)C)C(=O)N(C)C=2N=C1N1CCNCC1 HVDNFWUPVJSVCF-UHFFFAOYSA-N 0.000 claims description 3
• JTHDTFWKDJQQNT-UHFFFAOYSA-N 1-(3-hydroxypropyl)-7-[(2-iodophenyl)methyl]-3-methyl-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=CC=C(I)C=1CN1C=2C(=O)N(CCCO)C(=O)N(C)C=2N=C1N1CCNCC1 JTHDTFWKDJQQNT-UHFFFAOYSA-N 0.000 claims description 3
• URZNPYLSKANYBX-UHFFFAOYSA-N 1-[(3,5-dimethoxyphenyl)methyl]-7-[(2-iodophenyl)methyl]-3-methyl-8-piperazin-1-ylpurine-2,6-dione Chemical compound COC1=CC(OC)=CC(CN2C(C=3N(CC=4C(=CC=CC=4)I)C(N4CCNCC4)=NC=3N(C)C2=O)=O)=C1 URZNPYLSKANYBX-UHFFFAOYSA-N 0.000 claims description 3
• YJXVYRTXEWNXBU-UHFFFAOYSA-N 1-[2-(1,3-dioxan-2-yl)ethyl]-7-[(2-iodophenyl)methyl]-3-methyl-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=CC=C(I)C=1CN1C=2C(=O)N(CCC3OCCCO3)C(=O)N(C)C=2N=C1N1CCNCC1 YJXVYRTXEWNXBU-UHFFFAOYSA-N 0.000 claims description 3
• LFRBEBHGMGBNJA-UHFFFAOYSA-N 1-[2-(1,3-dioxolan-2-yl)ethyl]-7-[(2-iodophenyl)methyl]-3-methyl-8-piperazin-1-ylpurine-2,6-dione Chemical compound C=1C=CC=C(I)C=1CN1C=2C(=O)N(CCC3OCCO3)C(=O)N(C)C=2N=C1N1CCNCC1 LFRBEBHGMGBNJA-UHFFFAOYSA-N 0.000 claims description 3
• IXKJEHCNDGRQIE-UHFFFAOYSA-N 2-[(1,3-dimethyl-2,6-dioxo-8-piperazin-1-ylpurin-7-yl)methyl]benzonitrile Chemical compound C=1C=CC=C(C#N)C=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCNCC1 IXKJEHCNDGRQIE-UHFFFAOYSA-N 0.000 claims description 3
• UHQKILMVZSXOKY-UHFFFAOYSA-N 2-[(3-benzyl-2,6-dioxo-8-piperazin-1-yl-1-propylpurin-7-yl)methyl]benzonitrile Chemical compound C1=2N=C(N3CCNCC3)N(CC=3C(=CC=CC=3)C#N)C=2C(=O)N(CCC)C(=O)N1CC1=CC=CC=C1 UHQKILMVZSXOKY-UHFFFAOYSA-N 0.000 claims description 3
• FQNCNHMYMXLKJN-UHFFFAOYSA-N 2-[(3-benzyl-2,6-dioxo-8-piperazin-1-ylpurin-7-yl)methyl]benzonitrile Chemical compound C1CNCCN1C1=NC=2N(CC=3C=CC=CC=3)C(=O)NC(=O)C=2N1CC1=CC=CC=C1C#N FQNCNHMYMXLKJN-UHFFFAOYSA-N 0.000 claims description 3
• DAMIFCSDOSBGPT-UHFFFAOYSA-N 2-[(3-methyl-2,6-dioxo-8-piperazin-1-yl-1-propylpurin-7-yl)methyl]benzonitrile Chemical compound C=1C=CC=C(C#N)C=1CN1C=2C(=O)N(CCC)C(=O)N(C)C=2N=C1N1CCNCC1 DAMIFCSDOSBGPT-UHFFFAOYSA-N 0.000 claims description 3
• NTHAWSJFDJMXJT-UHFFFAOYSA-N 2-[3,7-dibenzyl-8-(1,4-diazepan-1-yl)-2,6-dioxopurin-1-yl]-n,n-diethylacetamide Chemical compound C1=2N=C(N3CCNCCC3)N(CC=3C=CC=CC=3)C=2C(=O)N(CC(=O)N(CC)CC)C(=O)N1CC1=CC=CC=C1 NTHAWSJFDJMXJT-UHFFFAOYSA-N 0.000 claims description 3
• ABDBLPAYLUKXBO-UHFFFAOYSA-N 2-[7-benzyl-8-(1,4-diazepan-1-yl)-3-methyl-2,6-dioxopurin-1-yl]acetonitrile Chemical compound C=1C=CC=CC=1CN1C=2C(=O)N(CC#N)C(=O)N(C)C=2N=C1N1CCCNCC1 ABDBLPAYLUKXBO-UHFFFAOYSA-N 0.000 claims description 3
• SGWVFVNUZSMLQJ-UHFFFAOYSA-N 2-[[3-benzyl-8-(1,4-diazepan-1-yl)-2,6-dioxo-1-propylpurin-7-yl]methyl]benzonitrile Chemical compound C1=2N=C(N3CCNCCC3)N(CC=3C(=CC=CC=3)C#N)C=2C(=O)N(CCC)C(=O)N1CC1=CC=CC=C1 SGWVFVNUZSMLQJ-UHFFFAOYSA-N 0.000 claims description 3
• IEXAFRUCIULFQM-UHFFFAOYSA-N 2-[[3-benzyl-8-(1,4-diazepan-1-yl)-2,6-dioxopurin-7-yl]methyl]benzonitrile Chemical compound C1CCNCCN1C1=NC=2N(CC=3C=CC=CC=3)C(=O)NC(=O)C=2N1CC1=CC=CC=C1C#N IEXAFRUCIULFQM-UHFFFAOYSA-N 0.000 claims description 3
• XRIBCIOFSQNYHZ-UHFFFAOYSA-N 2-[[8-(1,4-diazepan-1-yl)-1,3-dimethyl-2,6-dioxopurin-7-yl]methyl]benzonitrile Chemical compound C=1C=CC=C(C#N)C=1CN1C=2C(=O)N(C)C(=O)N(C)C=2N=C1N1CCCNCC1 XRIBCIOFSQNYHZ-UHFFFAOYSA-N 0.000 claims description 3
• ARDVRBRYSMFVPO-UHFFFAOYSA-N 2-[[8-(1,4-diazepan-1-yl)-3-methyl-2,6-dioxo-1-propylpurin-7-yl]methyl]benzonitrile Chemical compound C=1C=CC=C(C#N)C=1CN1C=2C(=O)N(CCC)C(=O)N(C)C=2N=C1N1CCCNCC1 ARDVRBRYSMFVPO-UHFFFAOYSA-N 0.000 claims description 3
• 125000006280 2-bromobenzyl group Chemical group [H]C1=C([H])C(Br)=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
• IWPZKOJSYQZABD-UHFFFAOYSA-N 3,4,5-trimethoxybenzoic acid Natural products COC1=CC(OC)=CC(C(O)=O)=C1 IWPZKOJSYQZABD-UHFFFAOYSA-N 0.000 claims description 3
• IUTLQECRZFAVCC-UHFFFAOYSA-N 3,7-dibenzyl-1-(2-hydroxyethyl)-8-piperazin-1-ylpurine-2,6-dione Chemical compound C1=2N=C(N3CCNCC3)N(CC=3C=CC=CC=3)C=2C(=O)N(CCO)C(=O)N1CC1=CC=CC=C1 IUTLQECRZFAVCC-UHFFFAOYSA-N 0.000 claims description 3
• GPJWBLBMRFZPJJ-UHFFFAOYSA-N 3,7-dibenzyl-8-(1,4-diazepan-1-yl)-1-(2-hydroxyethyl)purine-2,6-dione Chemical compound C1=2N=C(N3CCNCCC3)N(CC=3C=CC=CC=3)C=2C(=O)N(CCO)C(=O)N1CC1=CC=CC=C1 GPJWBLBMRFZPJJ-UHFFFAOYSA-N 0.000 claims description 3
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