JP2009503083A

JP2009503083A - Ｈｉｖインテグラーゼ阻害薬

Ｈｉｖインテグラーゼ阻害薬 Download PDF

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Publication number: JP2009503083A
Authority: JP; Japan
Prior art keywords: methyl; alkyl; hydroxy; amino; oxo
Prior art date: 2005-08-04
Legal status : Pending

Application number

JP2008525073A

Other languages

English (en)

Japanese (ja)

Other versions

JP2009503083A5 (enExample

Inventor

ジョーンズ，ブライアン，エー．

シュパルテンシュタイン，アンドリュー

Original Assignee

スミスクラインビーチャムコーポレーション

Priority date

2005-08-04

Filing date

2006-07-28

Publication date

2009-01-29

2006-07-28 Application filed by スミスクラインビーチャムコーポレーション filed Critical スミスクラインビーチャムコーポレーション

2009-01-29 Publication of JP2009503083A publication Critical patent/JP2009503083A/ja

2009-09-10 Publication of JP2009503083A5 publication Critical patent/JP2009503083A5/ja

Status Pending legal-status Critical Current

Links

229940099797 HIV integrase inhibitor Drugs 0.000 title abstract description 4
239000003084 hiv integrase inhibitor Substances 0.000 title abstract description 4
150000001875 compounds Chemical class 0.000 claims abstract description 144
-1 {2-[({7-[(4-Fluorophenyl) methyl] -4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridin-3-yl} carbonyl) amino] ethyl} phosphonic acid Chemical compound 0.000 claims description 137
125000000217 alkyl group Chemical group 0.000 claims description 125
125000003118 aryl group Chemical group 0.000 claims description 80
229910052739 hydrogen Inorganic materials 0.000 claims description 77
239000001257 hydrogen Substances 0.000 claims description 77
125000000623 heterocyclic group Chemical group 0.000 claims description 71
239000000203 mixture Substances 0.000 claims description 64
150000002431 hydrogen Chemical class 0.000 claims description 44
238000000034 method Methods 0.000 claims description 42
150000003839 salts Chemical class 0.000 claims description 33
125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 30
229910052736 halogen Inorganic materials 0.000 claims description 28
150000002367 halogens Chemical class 0.000 claims description 28
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 27
239000008194 pharmaceutical composition Substances 0.000 claims description 26
125000003710 aryl alkyl group Chemical group 0.000 claims description 24
125000000392 cycloalkenyl group Chemical group 0.000 claims description 24
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 24
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 23
125000000304 alkynyl group Chemical group 0.000 claims description 22
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 21
125000005842 heteroatom Chemical group 0.000 claims description 20
125000001424 substituent group Chemical group 0.000 claims description 20
125000006648 (C1-C8) haloalkyl group Chemical group 0.000 claims description 19
208000036142 Viral infection Diseases 0.000 claims description 19
230000009385 viral infection Effects 0.000 claims description 19
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
125000004432 carbon atom Chemical group C* 0.000 claims description 17
239000003814 drug Substances 0.000 claims description 17
208000031886 HIV Infections Diseases 0.000 claims description 14
208000037357 HIV infectious disease Diseases 0.000 claims description 14
125000003545 alkoxy group Chemical group 0.000 claims description 14
208000033519 human immunodeficiency virus infectious disease Diseases 0.000 claims description 14
229910052757 nitrogen Inorganic materials 0.000 claims description 14
150000002148 esters Chemical class 0.000 claims description 12
NQDJXKOVJZTUJA-UHFFFAOYSA-N nevirapine Chemical compound C12=NC=CC=C2C(=O)NC=2C(C)=CC=NC=2N1C1CC1 NQDJXKOVJZTUJA-UHFFFAOYSA-N 0.000 claims description 12
229920006395 saturated elastomer Polymers 0.000 claims description 11
229910052799 carbon Inorganic materials 0.000 claims description 10
239000000725 suspension Substances 0.000 claims description 10
229940124597 therapeutic agent Drugs 0.000 claims description 10
239000003112 inhibitor Substances 0.000 claims description 9
239000002777 nucleoside Substances 0.000 claims description 9
229910052760 oxygen Inorganic materials 0.000 claims description 9
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
HBOMLICNUCNMMY-XLPZGREQSA-N zidovudine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](N=[N+]=[N-])C1 HBOMLICNUCNMMY-XLPZGREQSA-N 0.000 claims description 9
BXZVVICBKDXVGW-NKWVEPMBSA-N Didanosine Chemical compound O1[C@H](CO)CC[C@@H]1N1C(NC=NC2=O)=C2N=C1 BXZVVICBKDXVGW-NKWVEPMBSA-N 0.000 claims description 8
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 8
WREGKURFCTUGRC-POYBYMJQSA-N Zalcitabine Chemical compound O=C1N=C(N)C=CN1[C@@H]1O[C@H](CO)CC1 WREGKURFCTUGRC-POYBYMJQSA-N 0.000 claims description 7
125000003627 8 membered carbocyclic group Chemical group 0.000 claims description 6
XQFRJNBWHJMXHO-RRKCRQDMSA-N IDUR Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(I)=C1 XQFRJNBWHJMXHO-RRKCRQDMSA-N 0.000 claims description 6
PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 claims description 6
XNKLLVCARDGLGL-JGVFFNPUSA-N Stavudine Chemical compound O=C1NC(=O)C(C)=CN1[C@H]1C=C[C@@H](CO)O1 XNKLLVCARDGLGL-JGVFFNPUSA-N 0.000 claims description 6
MCGSCOLBFJQGHM-SCZZXKLOSA-N abacavir Chemical compound C=12N=CN([C@H]3C=C[C@@H](CO)C3)C2=NC(N)=NC=1NC1CC1 MCGSCOLBFJQGHM-SCZZXKLOSA-N 0.000 claims description 6
229960004308 acetylcysteine Drugs 0.000 claims description 6
WOZSCQDILHKSGG-UHFFFAOYSA-N adefovir depivoxil Chemical compound N1=CN=C2N(CCOCP(=O)(OCOC(=O)C(C)(C)C)OCOC(=O)C(C)(C)C)C=NC2=C1N WOZSCQDILHKSGG-UHFFFAOYSA-N 0.000 claims description 6
239000005557 antagonist Substances 0.000 claims description 6
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
WHBIGIKBNXZKFE-UHFFFAOYSA-N delavirdine Chemical compound CC(C)NC1=CC=CN=C1N1CCN(C(=O)C=2NC3=CC=C(NS(C)(=O)=O)C=C3C=2)CC1 WHBIGIKBNXZKFE-UHFFFAOYSA-N 0.000 claims description 6
MLILORUFDVLTSP-UHFFFAOYSA-N emivirine Chemical compound O=C1NC(=O)N(COCC)C(CC=2C=CC=CC=2)=C1C(C)C MLILORUFDVLTSP-UHFFFAOYSA-N 0.000 claims description 6
UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 claims description 6
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 6
ZJAOAACCNHFJAH-UHFFFAOYSA-N phosphonoformic acid Chemical compound OC(=O)P(O)(O)=O ZJAOAACCNHFJAH-UHFFFAOYSA-N 0.000 claims description 6
229960002555 zidovudine Drugs 0.000 claims description 6
229940122313 Nucleoside reverse transcriptase inhibitor Drugs 0.000 claims description 5
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 5
239000003419 rna directed dna polymerase inhibitor Substances 0.000 claims description 5
GWFOVSGRNGAGDL-FSDSQADBSA-N 2-amino-9-[(1r,2r,3s)-2,3-bis(hydroxymethyl)cyclobutyl]-3h-purin-6-one Chemical compound C1=2NC(N)=NC(=O)C=2N=CN1[C@@H]1C[C@H](CO)[C@H]1CO GWFOVSGRNGAGDL-FSDSQADBSA-N 0.000 claims description 4
QRVYMDVCVWYGAU-UHFFFAOYSA-N 4-[2-[7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-3-(phosphonomethylcarbamoyl)-1,5-naphthyridin-1-yl]ethylamino]butanoic acid Chemical compound C=1N=C2C(O)=C(C(=O)NCP(O)(O)=O)C(=O)N(CCNCCCC(=O)O)C2=CC=1CC1=CC=C(F)C=C1 QRVYMDVCVWYGAU-UHFFFAOYSA-N 0.000 claims description 4
AXRYRYVKAWYZBR-UHFFFAOYSA-N Atazanavir Natural products C=1C=C(C=2N=CC=CC=2)C=CC=1CN(NC(=O)C(NC(=O)OC)C(C)(C)C)CC(O)C(NC(=O)C(NC(=O)OC)C(C)(C)C)CC1=CC=CC=C1 AXRYRYVKAWYZBR-UHFFFAOYSA-N 0.000 claims description 4
108010019625 Atazanavir Sulfate Proteins 0.000 claims description 4
NCDNCNXCDXHOMX-UHFFFAOYSA-N Ritonavir Natural products C=1C=CC=CC=1CC(NC(=O)OCC=1SC=NC=1)C(O)CC(CC=1C=CC=CC=1)NC(=O)C(C(C)C)NC(=O)N(C)CC1=CSC(C(C)C)=N1 NCDNCNXCDXHOMX-UHFFFAOYSA-N 0.000 claims description 4
PTQIMVFKAJIPCV-UHFFFAOYSA-N [[7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,5-naphthyridine-3-carbonyl]amino]methylphosphonic acid Chemical compound C=1N=C2C(O)=C(C(=O)NCP(O)(O)=O)C(=O)N(C)C2=CC=1CC1=CC=C(F)C=C1 PTQIMVFKAJIPCV-UHFFFAOYSA-N 0.000 claims description 4
GUNLZIOBCDJRJM-UHFFFAOYSA-N [[7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[2-(2-oxopyrrolidin-1-yl)ethyl]-1,5-naphthyridine-3-carbonyl]amino]methylphosphonic acid Chemical compound C12=CC(CC=3C=CC(F)=CC=3)=CN=C2C(O)=C(C(=O)NCP(O)(O)=O)C(=O)N1CCN1CCCC1=O GUNLZIOBCDJRJM-UHFFFAOYSA-N 0.000 claims description 4
229960003277 atazanavir Drugs 0.000 claims description 4
AXRYRYVKAWYZBR-GASGPIRDSA-N atazanavir Chemical compound C([C@H](NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)[C@@H](O)CN(CC=1C=CC(=CC=1)C=1N=CC=CC=1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C1=CC=CC=C1 AXRYRYVKAWYZBR-GASGPIRDSA-N 0.000 claims description 4
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
239000003937 drug carrier Substances 0.000 claims description 4
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125000004193 piperazinyl group Chemical group 0.000 claims description 4
229960000311 ritonavir Drugs 0.000 claims description 4
NCDNCNXCDXHOMX-XGKFQTDJSA-N ritonavir Chemical compound N([C@@H](C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC=1C=CC=CC=1)NC(=O)OCC=1SC=NC=1)CC=1C=CC=CC=1)C(=O)N(C)CC1=CSC(C(C)C)=N1 NCDNCNXCDXHOMX-XGKFQTDJSA-N 0.000 claims description 4
SGOIRFVFHAKUTI-ZCFIWIBFSA-N tenofovir (anhydrous) Chemical compound N1=CN=C2N(C[C@@H](C)OCP(O)(O)=O)C=NC2=C1N SGOIRFVFHAKUTI-ZCFIWIBFSA-N 0.000 claims description 4
JFVZFKDSXNQEJW-CQSZACIVSA-N tenofovir disoproxil Chemical compound N1=CN=C2N(C[C@@H](C)OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C)C=NC2=C1N JFVZFKDSXNQEJW-CQSZACIVSA-N 0.000 claims description 4
BMLMGCPTLHPWPY-REOHCLBHSA-N (4R)-2-oxo-4-thiazolidinecarboxylic acid Chemical compound OC(=O)[C@@H]1CSC(=O)N1 BMLMGCPTLHPWPY-REOHCLBHSA-N 0.000 claims description 3
CUFQBQOBLVLKRF-RZDMPUFOSA-N (4r)-3-[(2s,3s)-2-hydroxy-3-[(3-hydroxy-2-methylbenzoyl)amino]-4-phenylbutanoyl]-5,5-dimethyl-n-[(2-methylphenyl)methyl]-1,3-thiazolidine-4-carboxamide Chemical compound CC1=CC=CC=C1CNC(=O)[C@@H]1C(C)(C)SCN1C(=O)[C@@H](O)[C@@H](NC(=O)C=1C(=C(O)C=CC=1)C)CC1=CC=CC=C1 CUFQBQOBLVLKRF-RZDMPUFOSA-N 0.000 claims description 3
KYRSNWPSSXSNEP-ZRTHHSRSSA-N (4r,5s,6s,7r)-1,3-bis[(3-aminophenyl)methyl]-4,7-dibenzyl-5,6-dihydroxy-1,3-diazepan-2-one Chemical compound NC1=CC=CC(CN2C(N(CC=3C=C(N)C=CC=3)[C@H](CC=3C=CC=CC=3)[C@H](O)[C@@H](O)[C@H]2CC=2C=CC=CC=2)=O)=C1 KYRSNWPSSXSNEP-ZRTHHSRSSA-N 0.000 claims description 3
UXDWYQAXEGVSPS-GFUIURDCSA-N (4s)-6-chloro-4-[(e)-2-cyclopropylethenyl]-4-(trifluoromethyl)-1,3-dihydroquinazolin-2-one Chemical compound C(/[C@]1(C2=CC(Cl)=CC=C2NC(=O)N1)C(F)(F)F)=C\C1CC1 UXDWYQAXEGVSPS-GFUIURDCSA-N 0.000 claims description 3
125000006705 (C5-C7) cycloalkyl group Chemical group 0.000 claims description 3
RBEXWVGCIBHYAD-HTQZYQBOSA-N 1-[(2r,5r)-4-hydroxy-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione Chemical compound O=C1NC(=O)C(C)=CN1[C@H]1C=C(O)[C@@H](CO)O1 RBEXWVGCIBHYAD-HTQZYQBOSA-N 0.000 claims description 3
125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims description 3
AJKVQEKCUACUMD-UHFFFAOYSA-N 2-Acetylpyridine Chemical compound CC(=O)C1=CC=CC=N1 AJKVQEKCUACUMD-UHFFFAOYSA-N 0.000 claims description 3
ZPSJPGHVLDDZQL-UHFFFAOYSA-N 2-[[7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,5-naphthyridine-3-carbonyl]amino]ethylphosphonic acid Chemical compound C=1N=C2C(O)=C(C(=O)NCCP(O)(O)=O)C(=O)N(C)C2=CC=1CC1=CC=C(F)C=C1 ZPSJPGHVLDDZQL-UHFFFAOYSA-N 0.000 claims description 3
SCBFBAWJWLXVHS-UHFFFAOYSA-N 2-amino-9-[4-hydroxy-2-(hydroxymethyl)butyl]-3h-purin-6-one Chemical compound N1C(N)=NC(=O)C2=C1N(CC(CO)CCO)C=N2 SCBFBAWJWLXVHS-UHFFFAOYSA-N 0.000 claims description 3
MJMVUVWSSYDFPO-UHFFFAOYSA-N 3-[[7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,5-naphthyridine-3-carbonyl]amino]propylphosphonic acid Chemical compound C=1N=C2C(O)=C(C(=O)NCCCP(O)(O)=O)C(=O)N(C)C2=CC=1CC1=CC=C(F)C=C1 MJMVUVWSSYDFPO-UHFFFAOYSA-N 0.000 claims description 3
NIPVCGHZPVBSPW-UHFFFAOYSA-N 4-[[7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,5-naphthyridine-3-carbonyl]amino]butylphosphonic acid Chemical compound C=1N=C2C(O)=C(C(=O)NCCCCP(O)(O)=O)C(=O)N(C)C2=CC=1CC1=CC=C(F)C=C1 NIPVCGHZPVBSPW-UHFFFAOYSA-N 0.000 claims description 3
WKVDSZYIGHLONN-RRKCRQDMSA-N 5-chloro-1-[(2r,4s,5r)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione Chemical compound C1[C@H](F)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(Cl)=C1 WKVDSZYIGHLONN-RRKCRQDMSA-N 0.000 claims description 3
229930024421 Adenine Natural products 0.000 claims description 3
GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 claims description 3
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108010036239 CD4-IgG(2) Proteins 0.000 claims description 3
QAGYKUNXZHXKMR-UHFFFAOYSA-N CPD000469186 Natural products CC1=C(O)C=CC=C1C(=O)NC(C(O)CN1C(CC2CCCCC2C1)C(=O)NC(C)(C)C)CSC1=CC=CC=C1 QAGYKUNXZHXKMR-UHFFFAOYSA-N 0.000 claims description 3
VWFCHDSQECPREK-LURJTMIESA-N Cidofovir Chemical compound NC=1C=CN(C[C@@H](CO)OCP(O)(O)=O)C(=O)N=1 VWFCHDSQECPREK-LURJTMIESA-N 0.000 claims description 3
102000004127 Cytokines Human genes 0.000 claims description 3
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VSNHCAURESNICA-UHFFFAOYSA-N Hydroxyurea Chemical compound NC(=O)NO VSNHCAURESNICA-UHFFFAOYSA-N 0.000 claims description 3
102000006992 Interferon-alpha Human genes 0.000 claims description 3
108010047761 Interferon-alpha Proteins 0.000 claims description 3
102000014150 Interferons Human genes 0.000 claims description 3
108010050904 Interferons Proteins 0.000 claims description 3
102000000588 Interleukin-2 Human genes 0.000 claims description 3
108010002350 Interleukin-2 Proteins 0.000 claims description 3
NJBBLOIWMSYVCQ-VZTVMPNDSA-N Kynostatin 272 Chemical compound C([C@H](NC(=O)[C@@H](NC(=O)COC=1C2=CC=NC=C2C=CC=1)CSC)[C@H](O)C(=O)N1[C@@H](CSC1)C(=O)NC(C)(C)C)C1=CC=CC=C1 NJBBLOIWMSYVCQ-VZTVMPNDSA-N 0.000 claims description 3
JNTOCHDNEULJHD-UHFFFAOYSA-N Penciclovir Chemical compound N1C(N)=NC(=O)C2=C1N(CCC(CO)CO)C=N2 JNTOCHDNEULJHD-UHFFFAOYSA-N 0.000 claims description 3
BYPFEZZEUUWMEJ-UHFFFAOYSA-N Pentoxifylline Chemical compound O=C1N(CCCCC(=O)C)C(=O)N(C)C2=C1N(C)C=N2 BYPFEZZEUUWMEJ-UHFFFAOYSA-N 0.000 claims description 3
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 3
IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical compound N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 claims description 3
102000007501 Thymosin Human genes 0.000 claims description 3
108010046075 Thymosin Proteins 0.000 claims description 3
SUJUHGSWHZTSEU-UHFFFAOYSA-N Tipranavir Natural products C1C(O)=C(C(CC)C=2C=C(NS(=O)(=O)C=3N=CC(=CC=3)C(F)(F)F)C=CC=2)C(=O)OC1(CCC)CCC1=CC=CC=C1 SUJUHGSWHZTSEU-UHFFFAOYSA-N 0.000 claims description 3
HDOVUKNUBWVHOX-QMMMGPOBSA-N Valacyclovir Chemical compound N1C(N)=NC(=O)C2=C1N(COCCOC(=O)[C@@H](N)C(C)C)C=N2 HDOVUKNUBWVHOX-QMMMGPOBSA-N 0.000 claims description 3
ACBSZTQIFTYFGH-IAPPQJPRSA-N [(2r)-4-[(2s)-2-amino-3-methylbutanoyl]oxy-2-[(2-amino-6-oxo-3h-purin-9-yl)methyl]butyl] octadecanoate Chemical compound N1C(N)=NC(=O)C2=C1N(C[C@@H](CCOC(=O)[C@@H](N)C(C)C)COC(=O)CCCCCCCCCCCCCCCCC)C=N2 ACBSZTQIFTYFGH-IAPPQJPRSA-N 0.000 claims description 3
RLAHNGKRJJEIJL-RFZPGFLSSA-N [(2r,4r)-4-(2,6-diaminopurin-9-yl)-1,3-dioxolan-2-yl]methanol Chemical compound C12=NC(N)=NC(N)=C2N=CN1[C@H]1CO[C@@H](CO)O1 RLAHNGKRJJEIJL-RFZPGFLSSA-N 0.000 claims description 3
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YMARZQAQMVYCKC-OEMFJLHTSA-N amprenavir Chemical compound C([C@@H]([C@H](O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)NC(=O)O[C@@H]1COCC1)C1=CC=CC=C1 YMARZQAQMVYCKC-OEMFJLHTSA-N 0.000 claims description 3
XOZUGNYVDXMRKW-AATRIKPKSA-N azodicarbonamide Chemical compound NC(=O)\N=N\C(N)=O XOZUGNYVDXMRKW-AATRIKPKSA-N 0.000 claims description 3
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 3
229960005319 delavirdine Drugs 0.000 claims description 3
229960002656 didanosine Drugs 0.000 claims description 3
IZEKFCXSFNUWAM-UHFFFAOYSA-N dipyridamole Chemical compound C=12N=C(N(CCO)CCO)N=C(N3CCCCC3)C2=NC(N(CCO)CCO)=NC=1N1CCCCC1 IZEKFCXSFNUWAM-UHFFFAOYSA-N 0.000 claims description 3
229960002768 dipyridamole Drugs 0.000 claims description 3
229940042399 direct acting antivirals protease inhibitors Drugs 0.000 claims description 3
229940105423 erythropoietin Drugs 0.000 claims description 3
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229960004396 famciclovir Drugs 0.000 claims description 3
GGXKWVWZWMLJEH-UHFFFAOYSA-N famcyclovir Chemical compound N1=C(N)N=C2N(CCC(COC(=O)C)COC(C)=O)C=NC2=C1 GGXKWVWZWMLJEH-UHFFFAOYSA-N 0.000 claims description 3
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230000004927 fusion Effects 0.000 claims description 3
229960002963 ganciclovir Drugs 0.000 claims description 3
229960001330 hydroxycarbamide Drugs 0.000 claims description 3
229960004716 idoxuridine Drugs 0.000 claims description 3
239000002955 immunomodulating agent Substances 0.000 claims description 3
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