JP2008537943A5

JP2008537943A5 -

Download PDF

Info

Publication number: JP2008537943A5
Authority: JP; Japan
Prior art keywords: group; side chain; amino acid; protected; nitrogen
Prior art date: 2006-04-03
Legal status : Granted

Application number

JP2008504516A

Other languages

English (en)

Japanese (ja)

Other versions

JP2008537943A (ja

JP4390845B2 (ja

Filing date

2006-04-03

Publication date

2009-10-08

2006-04-03 Application filed filed Critical

2006-04-03 Priority claimed from PCT/US2006/012382 external-priority patent/WO2006107903A2/en

2008-10-02 Publication of JP2008537943A publication Critical patent/JP2008537943A/ja

2009-10-08 Publication of JP2008537943A5 publication Critical patent/JP2008537943A5/ja

2009-12-24 Application granted granted Critical

2009-12-24 Publication of JP4390845B2 publication Critical patent/JP4390845B2/ja

Status Active legal-status Critical Current

2026-04-03 Anticipated expiration legal-status Critical

Links

-1 N-methyl-propargylamino Chemical group 0.000 claims description 473
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 207
239000000693 micelle Substances 0.000 claims description 206
239000003814 drug Substances 0.000 claims description 173
229910052757 nitrogen Inorganic materials 0.000 claims description 165
229940079593 drugs Drugs 0.000 claims description 135
229910052760 oxygen Inorganic materials 0.000 claims description 126
239000001301 oxygen Chemical group 0.000 claims description 125
MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical group O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 125
150000001875 compounds Chemical class 0.000 claims description 122
229910052717 sulfur Chemical group 0.000 claims description 121
239000011593 sulfur Chemical group 0.000 claims description 121
NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 115
125000005842 heteroatoms Chemical group 0.000 claims description 114
150000001413 amino acids Chemical class 0.000 claims description 112
235000001014 amino acid Nutrition 0.000 claims description 105
230000002209 hydrophobic Effects 0.000 claims description 100
150000001412 amines Chemical class 0.000 claims description 96
125000003118 aryl group Chemical group 0.000 claims description 92
229920000642 polymer Polymers 0.000 claims description 78
125000001931 aliphatic group Chemical group 0.000 claims description 68
239000000203 mixture Substances 0.000 claims description 61
229960004441 Tyrosine Drugs 0.000 claims description 52
235000002374 tyrosine Nutrition 0.000 claims description 52
229920001400 block copolymer Polymers 0.000 claims description 51
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 49
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 47
OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims description 43
235000018102 proteins Nutrition 0.000 claims description 42
102000004169 proteins and genes Human genes 0.000 claims description 42
108090000623 proteins and genes Proteins 0.000 claims description 42
COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims description 38
150000003573 thiols Chemical class 0.000 claims description 38
229960005190 Phenylalanine Drugs 0.000 claims description 37
235000008729 phenylalanine Nutrition 0.000 claims description 37
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 36
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 33
230000001809 detectable Effects 0.000 claims description 33
VSJKWCGYPAHWDS-FQEVSTJZSA-N Camptothecin Chemical compound C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 claims description 32
125000002947 alkylene group Chemical group 0.000 claims description 30
150000002148 esters Chemical class 0.000 claims description 30
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 29
150000002829 nitrogen Chemical group 0.000 claims description 29
201000011510 cancer Diseases 0.000 claims description 28
239000002246 antineoplastic agent Substances 0.000 claims description 26
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 26
ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 claims description 25
229960003136 leucine Drugs 0.000 claims description 25
235000005772 leucine Nutrition 0.000 claims description 25
239000003795 chemical substances by application Substances 0.000 claims description 23
125000003974 3-carbamimidamidopropyl group Chemical group C(N)(=N)NCCC* 0.000 claims description 21
125000004042 4-aminobutyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])N([H])[H] 0.000 claims description 21
MTCFGRXMJLQNBG-UWTATZPHSA-N D-serine Chemical compound OC[C@@H](N)C(O)=O MTCFGRXMJLQNBG-UWTATZPHSA-N 0.000 claims description 21
229920001577 copolymer Chemical group 0.000 claims description 21
229910052751 metal Inorganic materials 0.000 claims description 21
239000002184 metal Substances 0.000 claims description 21
235000004400 serine Nutrition 0.000 claims description 21
229960001153 serine Drugs 0.000 claims description 21
WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims description 19
150000003983 crown ethers Chemical class 0.000 claims description 19
229960005261 Aspartic Acid Drugs 0.000 claims description 15
CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 15
150000001345 alkine derivatives Chemical group 0.000 claims description 15
235000003704 aspartic acid Nutrition 0.000 claims description 15
125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims description 15
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 15
125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 claims description 14
229960002989 Glutamic Acid Drugs 0.000 claims description 14
235000013922 glutamic acid Nutrition 0.000 claims description 14
239000004220 glutamic acid Substances 0.000 claims description 14
229910052739 hydrogen Inorganic materials 0.000 claims description 14
239000001257 hydrogen Substances 0.000 claims description 14
239000004055 small Interfering RNA Substances 0.000 claims description 14
239000011780 sodium chloride Substances 0.000 claims description 14
108010038807 Oligopeptides Proteins 0.000 claims description 13
102000015636 Oligopeptides Human genes 0.000 claims description 13
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 13
230000027455 binding Effects 0.000 claims description 12
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 11
RCINICONZNJXQF-MZXODVADSA-N Intaxel Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 claims description 11
229960001592 Paclitaxel Drugs 0.000 claims description 11
238000011068 load Methods 0.000 claims description 11
229930003347 taxol Natural products 0.000 claims description 11
125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims description 10
125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 claims description 10
AOJJSUZBOXZQNB-TZSSRYMLSA-N ADRIAMYCIN Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims description 10
229960004679 Doxorubicin Drugs 0.000 claims description 10
125000004076 pyridyl group Chemical group 0.000 claims description 10
VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
229920001985 Small interfering RNA Polymers 0.000 claims description 8
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 claims description 8
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 8
229960004316 cisplatin Drugs 0.000 claims description 7
LXZZYRPGZAFOLE-UHFFFAOYSA-L transplatin Chemical compound [H][N]([H])([H])[Pt](Cl)(Cl)[N]([H])([H])[H] LXZZYRPGZAFOLE-UHFFFAOYSA-L 0.000 claims description 7
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 7
125000003287 1H-imidazol-4-ylmethyl group Chemical group [H]N1C([H])=NC(C([H])([H])[*])=C1[H] 0.000 claims description 6
229920001891 Small hairpin RNA Polymers 0.000 claims description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
230000000202 analgesic Effects 0.000 claims description 6
125000004429 atoms Chemical group 0.000 claims description 6
239000003246 corticosteroid Substances 0.000 claims description 6
229920003013 deoxyribonucleic acid Polymers 0.000 claims description 6
235000004626 essential fatty acids Nutrition 0.000 claims description 6
150000007857 hydrazones Chemical class 0.000 claims description 6
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 6
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
229920001239 microRNA Polymers 0.000 claims description 6
239000002679 microRNA Substances 0.000 claims description 6
XBDQKXXYIPTUBI-UHFFFAOYSA-N propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 6
125000002653 sulfanylmethyl group Chemical group [H]SC([H])([H])[*] 0.000 claims description 6
WYWHKKSPHMUBEB-UHFFFAOYSA-N tioguanine Chemical compound N1C(N)=NC(=S)C2=C1N=CN2 WYWHKKSPHMUBEB-UHFFFAOYSA-N 0.000 claims description 6
NRUKOCRGYNPUPR-QBPJDGROSA-N (5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-thiophen-2-yl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@@H](OC[C@H]4O3)C=3SC=CC=3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 NRUKOCRGYNPUPR-QBPJDGROSA-N 0.000 claims description 5
VJJPUSNTGOMMGY-MRVIYFEKSA-N Etoposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@H](C)OC[C@H]4O3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 VJJPUSNTGOMMGY-MRVIYFEKSA-N 0.000 claims description 5
229960005420 Etoposide Drugs 0.000 claims description 5
108010050904 Interferons Proteins 0.000 claims description 5
102000014150 Interferons Human genes 0.000 claims description 5
229960001278 Teniposide Drugs 0.000 claims description 5
230000001028 anti-proliferant Effects 0.000 claims description 5
150000002632 lipids Chemical class 0.000 claims description 5
108010045030 monoclonal antibodies Proteins 0.000 claims description 5
239000003158 myorelaxant agent Substances 0.000 claims description 5
230000001264 neutralization Effects 0.000 claims description 5
229910052698 phosphorus Inorganic materials 0.000 claims description 5
OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 5
239000011574 phosphorus Substances 0.000 claims description 5
235000014786 phosphorus Nutrition 0.000 claims description 5
PMATZTZNYRCHOR-CGLBZJNRSA-N (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-ethyl-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17 Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 claims description 4
CRPTXKKKIGGDBX-UHFFFAOYSA-N (Z)-but-2-ene Chemical group [CH2]C=CC CRPTXKKKIGGDBX-UHFFFAOYSA-N 0.000 claims description 4
COVZYZSDYWQREU-UHFFFAOYSA-N 1,4-Butanediol, dimethanesulfonate Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 claims description 4
125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 claims description 4
125000006281 4-bromobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Br)C([H])([H])* 0.000 claims description 4
125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims description 4
125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims description 4
125000006483 4-iodobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1I)C([H])([H])* 0.000 claims description 4
108020005544 Antisense RNA Proteins 0.000 claims description 4
OROGSEYTTFOCAN-DNJOTXNNSA-N Codeine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC OROGSEYTTFOCAN-DNJOTXNNSA-N 0.000 claims description 4
108010036949 Cyclosporine Proteins 0.000 claims description 4
STQGQHZAVUOBTE-VGBVRHCVSA-N DAUNOMYCIN Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(C)=O)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 STQGQHZAVUOBTE-VGBVRHCVSA-N 0.000 claims description 4
229960000640 Dactinomycin Drugs 0.000 claims description 4
108010092160 Dactinomycin Proteins 0.000 claims description 4
ZNNLBTZKUZBEKO-UHFFFAOYSA-N Glibenclamide Chemical compound COC1=CC=C(Cl)C=C1C(=O)NCCC1=CC=C(S(=O)(=O)NC(=O)NC2CCCCC2)C=C1 ZNNLBTZKUZBEKO-UHFFFAOYSA-N 0.000 claims description 4
UWKQSNNFCGGAFS-XIFFEERXSA-N Irinotecan Chemical compound C1=C2C(CC)=C3CN(C(C4=C([C@@](C(=O)OC4)(O)CC)C=4)=O)C=4C3=NC2=CC=C1OC(=O)N(CC1)CCC1N1CCCCC1 UWKQSNNFCGGAFS-XIFFEERXSA-N 0.000 claims description 4
OAIJSZIZWZSQBC-LWRKPGOESA-N Lycopene Natural products CC(C)=CCC\C(C)=C/C=C/C(/C)=C\C=C\C(\C)=C/C=C/C=C(/C)\C=C\C=C(\C)/C=C/C=C(/C)CCC=C(C)C OAIJSZIZWZSQBC-LWRKPGOESA-N 0.000 claims description 4
KKZJGLLVHKMTCM-UHFFFAOYSA-N Mitoxantrone Chemical compound O=C1C2=C(O)C=CC(O)=C2C(=O)C2=C1C(NCCNCCO)=CC=C2NCCNCCO KKZJGLLVHKMTCM-UHFFFAOYSA-N 0.000 claims description 4
229960001156 Mitoxantrone Drugs 0.000 claims description 4
OIGNJSKKLXVSLS-VWUMJDOOSA-N Prednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OIGNJSKKLXVSLS-VWUMJDOOSA-N 0.000 claims description 4
UCFGDBYHRUNTLO-QHCPKHFHSA-N Topotecan Chemical compound C1=C(O)C(CN(C)C)=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 UCFGDBYHRUNTLO-QHCPKHFHSA-N 0.000 claims description 4
229960001727 Tretinoin Drugs 0.000 claims description 4
SHGAZHPCJJPHSC-NWVFGJFESA-N Tretinoin Chemical compound OC(=O)/C=C(\C)/C=C/C=C(C)C=CC1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-NWVFGJFESA-N 0.000 claims description 4
RJURFGZVJUQBHK-IIXSONLDSA-N actinomycin D Chemical compound C[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](C(C)C)NC(=O)[C@H]1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)N[C@@H]4C(=O)N[C@@H](C(N5CCC[C@H]5C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-IIXSONLDSA-N 0.000 claims description 4
229960005310 aldesleukin Drugs 0.000 claims description 4
239000000730 antalgic agent Substances 0.000 claims description 4
229920002847 antisense RNA Polymers 0.000 claims description 4
239000002249 anxiolytic agent Substances 0.000 claims description 4
239000002876 beta blocker Substances 0.000 claims description 4
229960002092 busulfan Drugs 0.000 claims description 4
229960001265 ciclosporin Drugs 0.000 claims description 4
239000003184 complementary RNA Substances 0.000 claims description 4
239000000975 dye Substances 0.000 claims description 4
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
239000003018 immunosuppressive agent Substances 0.000 claims description 4
229960004768 irinotecan Drugs 0.000 claims description 4
GLVAUDGFNGKCSF-UHFFFAOYSA-N mercaptopurine Chemical compound S=C1NC=NC2=C1NC=N2 GLVAUDGFNGKCSF-UHFFFAOYSA-N 0.000 claims description 4
102000005614 monoclonal antibodies Human genes 0.000 claims description 4
125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 4
229960005205 prednisolone Drugs 0.000 claims description 4
229960000303 topotecan Drugs 0.000 claims description 4
125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 claims description 4
235000013343 vitamin Nutrition 0.000 claims description 4
239000011782 vitamin Substances 0.000 claims description 4
229930003231 vitamins Natural products 0.000 claims description 4
GHASVSINZRGABV-UHFFFAOYSA-N 5-flurouricil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 claims description 3
229940023808 Albuterol Drugs 0.000 claims description 3
PLSRTRHLRVXWHY-UHFFFAOYSA-N C(#C)C1=CC=C(CC(C(C(OC#CC(C(OC(C(C#CCCC#C)(CCCC#C)CCCC#C)(CCC#C)N)(OCCCCC#C)OCC#C)(N)N)(CCCCC#C)N(CC#C)CC#C)N)(C#CCCCCC#C)CC2=CC=C(C=C2)C#C)C=C1 Chemical group C(#C)C1=CC=C(CC(C(C(OC#CC(C(OC(C(C#CCCC#C)(CCCC#C)CCCC#C)(CCC#C)N)(OCCCCC#C)OCC#C)(N)N)(CCCCC#C)N(CC#C)CC#C)N)(C#CCCCCC#C)CC2=CC=C(C=C2)C#C)C=C1 PLSRTRHLRVXWHY-UHFFFAOYSA-N 0.000 claims description 3
RZEKVGVHFLEQIL-UHFFFAOYSA-N Celecoxib Chemical compound C1=CC(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 RZEKVGVHFLEQIL-UHFFFAOYSA-N 0.000 claims description 3
JCKYGMPEJWAADB-UHFFFAOYSA-N Chlorambucil Chemical compound OC(=O)CCCC1=CC=C(N(CCCl)CCCl)C=C1 JCKYGMPEJWAADB-UHFFFAOYSA-N 0.000 claims description 3
229960004630 Chlorambucil Drugs 0.000 claims description 3
CMSMOCZEIVJLDB-UHFFFAOYSA-N Cyclophosphamide Chemical compound ClCCN(CCCl)P1(=O)NCCCO1 CMSMOCZEIVJLDB-UHFFFAOYSA-N 0.000 claims description 3
229960004397 Cyclophosphamide Drugs 0.000 claims description 3
108090000695 Cytokines Proteins 0.000 claims description 3
102000004127 Cytokines Human genes 0.000 claims description 3
229960000975 Daunorubicin Drugs 0.000 claims description 3
208000010228 Erectile Dysfunction Diseases 0.000 claims description 3
RFHAOTPXVQNOHP-UHFFFAOYSA-N Fluconazole Chemical compound C1=NC=NN1CC(C=1C(=CC(F)=CC=1)F)(O)CN1C=NC=N1 RFHAOTPXVQNOHP-UHFFFAOYSA-N 0.000 claims description 3
229960002949 Fluorouracil Drugs 0.000 claims description 3
229960004580 GLIBENCLAMIDE Drugs 0.000 claims description 3
206010021639 Incontinence Diseases 0.000 claims description 3
FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 claims description 3
229960000282 Metronidazole Drugs 0.000 claims description 3
UCHDWCPVSPXUMX-TZIWLTJVSA-N Montelukast Chemical compound CC(C)(O)C1=CC=CC=C1CC[C@H](C=1C=C(\C=C\C=2N=C3C=C(Cl)C=CC3=CC=2)C=CC=1)SCC1(CC(O)=O)CC1 UCHDWCPVSPXUMX-TZIWLTJVSA-N 0.000 claims description 3
NDAUXUAQIAJITI-UHFFFAOYSA-N Salbutamol Chemical compound CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-UHFFFAOYSA-N 0.000 claims description 3
QFJCIRLUMZQUOT-HPLJOQBZSA-N Sirolimus Chemical compound C1C[C@@H](O)[C@H](OC)C[C@@H]1C[C@@H](C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@](O)(O2)[C@H](C)CC[C@H]2C[C@H](OC)/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@H](OC)[C@H](O)/C(C)=C/[C@@H](C)C(=O)C1 QFJCIRLUMZQUOT-HPLJOQBZSA-N 0.000 claims description 3
229960001603 Tamoxifen Drugs 0.000 claims description 3
NKANXQFJJICGDU-QPLCGJKRSA-N Tamoxifen Chemical compound C=1C=CC=CC=1C(/CC)=C(C=1C=CC(OCCN(C)C)=CC=1)/C1=CC=CC=C1 NKANXQFJJICGDU-QPLCGJKRSA-N 0.000 claims description 3
NAVMQTYZDKMPEU-UHFFFAOYSA-N Targretin Chemical compound CC1=CC(C(CCC2(C)C)(C)C)=C2C=C1C(=C)C1=CC=C(C(O)=O)C=C1 NAVMQTYZDKMPEU-UHFFFAOYSA-N 0.000 claims description 3
229940029983 VITAMINS Drugs 0.000 claims description 3
229960003048 Vinblastine Drugs 0.000 claims description 3
JXLYSJRDGCGARV-WWYNWVTFSA-N Vinblastine Natural products O=C(O[C@H]1[C@](O)(C(=O)OC)[C@@H]2N(C)c3c(cc(c(OC)c3)[C@]3(C(=O)OC)c4[nH]c5c(c4CCN4C[C@](O)(CC)C[C@H](C3)C4)cccc5)[C@@]32[C@H]2[C@@]1(CC)C=CCN2CC3)C JXLYSJRDGCGARV-WWYNWVTFSA-N 0.000 claims description 3
229960004528 Vincristine Drugs 0.000 claims description 3
229940021016 Vitamin IV solution additives Drugs 0.000 claims description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-K [O-]P([O-])([O-])=O Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 3
239000004004 anti-anginal agent Substances 0.000 claims description 3
230000001396 anti-anti-diuretic Effects 0.000 claims description 3
230000001430 anti-depressive Effects 0.000 claims description 3
230000000843 anti-fungal Effects 0.000 claims description 3
239000001961 anticonvulsive agent Substances 0.000 claims description 3
239000000935 antidepressant agent Substances 0.000 claims description 3
239000003472 antidiabetic agent Substances 0.000 claims description 3
239000000939 antiparkinson agent Substances 0.000 claims description 3
229960002938 bexarotene Drugs 0.000 claims description 3
229960000590 celecoxib Drugs 0.000 claims description 3
239000003255 cyclooxygenase 2 inhibitor Substances 0.000 claims description 3
239000002934 diuretic Substances 0.000 claims description 3
238000011049 filling Methods 0.000 claims description 3
229960004884 fluconazole Drugs 0.000 claims description 3
239000003163 gonadal steroid hormone Substances 0.000 claims description 3
125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 3
201000001881 impotence Diseases 0.000 claims description 3
229940079322 interferon Drugs 0.000 claims description 3
239000003199 leukotriene receptor blocking agent Substances 0.000 claims description 3
239000003120 macrolide antibiotic agent Substances 0.000 claims description 3
229960000485 methotrexate Drugs 0.000 claims description 3
VAOCPAMSLUNLGC-UHFFFAOYSA-N metronidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1CCO VAOCPAMSLUNLGC-UHFFFAOYSA-N 0.000 claims description 3
229960005127 montelukast Drugs 0.000 claims description 3
229920001542 oligosaccharide Polymers 0.000 claims description 3
150000002482 oligosaccharides Polymers 0.000 claims description 3
239000000137 peptide hydrolase inhibitor Substances 0.000 claims description 3
239000010452 phosphate Substances 0.000 claims description 3
229960002052 salbutamol Drugs 0.000 claims description 3
229960002930 sirolimus Drugs 0.000 claims description 3
OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 claims description 3
KBPHJBAIARWVSC-RGZFRNHPSA-N (1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol Chemical compound C([C@H](O)CC=1C)C(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C KBPHJBAIARWVSC-RGZFRNHPSA-N 0.000 claims description 2
ZROHGHOFXNOHSO-BNTLRKBRSA-L (1R,2R)-cyclohexane-1,2-diamine;oxalate;platinum(2+) Chemical compound [H][N]([C@@H]1CCCC[C@H]1[N]1([H])[H])([H])[Pt]11OC(=O)C(=O)O1 ZROHGHOFXNOHSO-BNTLRKBRSA-L 0.000 claims description 2
GMRQFYUYWCNGIN-NKMMMXOESA-N (1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@@H](CCCC(C)(C)O)C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C GMRQFYUYWCNGIN-NKMMMXOESA-N 0.000 claims description 2
SHGAZHPCJJPHSC-ZVCIMWCZSA-N (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid Chemical compound OC(=O)/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-ZVCIMWCZSA-N 0.000 claims description 2
OQVOZFPJUCUPLW-LURJTMIESA-N (2S)-6-amino-2-(carboxymethylamino)hexanoic acid Chemical compound NCCCC[C@@H](C(O)=O)NCC(O)=O OQVOZFPJUCUPLW-LURJTMIESA-N 0.000 claims description 2
FJLGEFLZQAZZCD-JUFISIKESA-N (3S,5R)-fluvastatin Chemical compound C12=CC=CC=C2N(C(C)C)C(\C=C\[C@H](O)C[C@H](O)CC(O)=O)=C1C1=CC=C(F)C=C1 FJLGEFLZQAZZCD-JUFISIKESA-N 0.000 claims description 2
VWUXBMIQPBEWFH-WCCTWKNTSA-N (7R,8R,9S,13S,14S,17S)-13-methyl-7-[9-(4,4,5,5,5-pentafluoropentylsulfinyl)nonyl]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3[C@H](CCCCCCCCCS(=O)CCCC(F)(F)C(F)(F)F)CC2=C1 VWUXBMIQPBEWFH-WCCTWKNTSA-N 0.000 claims description 2
KWTSXDURSIMDCE-QMMMGPOBSA-N (S)-amphetamine Chemical compound C[C@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-QMMMGPOBSA-N 0.000 claims description 2
OZOMQRBLCMDCEG-VIZOYTHASA-N 1-[(E)-[5-(4-nitrophenyl)furan-2-yl]methylideneamino]imidazolidine-2,4-dione Chemical compound C1=CC([N+](=O)[O-])=CC=C1C(O1)=CC=C1\C=N\N1C(=O)NC(=O)C1 OZOMQRBLCMDCEG-VIZOYTHASA-N 0.000 claims description 2
VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 claims description 2
VHVPQPYKVGDNFY-TUJWMRSMSA-N 2-[(2S)-butan-2-yl]-4-[4-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one Chemical compound O=C1N([C@@H](C)CC)N=CN1C1=CC=C(N2CCN(CC2)C=2C=CC(OC[C@@H]3O[C@](CN4N=CN=C4)(OC3)C=3C(=CC(Cl)=CC=3)Cl)=CC=2)C=C1 VHVPQPYKVGDNFY-TUJWMRSMSA-N 0.000 claims description 2
KUCQYCKVKVOKAY-CTYIDZIISA-N 2-hydroxy-3-[(1r,4r)-4-(4-chlorophenyl)cyclohexyl]-1,4-dihydronaphthalene-1,4-dione Chemical compound C1([C@H]2CC[C@@H](CC2)C2=C(C(C3=CC=CC=C3C2=O)=O)O)=CC=C(Cl)C=C1 KUCQYCKVKVOKAY-CTYIDZIISA-N 0.000 claims description 2
AZSNMRSAGSSBNP-XPNPUAGNSA-N 22,23-dihydroavermectin B1a Chemical compound C1C[C@H](C)[C@@H]([C@@H](C)CC)O[C@@]21O[C@H](C\C=C(C)\[C@@H](O[C@@H]1O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C1)[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 AZSNMRSAGSSBNP-XPNPUAGNSA-N 0.000 claims description 2
UZFPOOOQHWICKY-UHFFFAOYSA-N 3-[13-[1-[1-[8,12-bis(2-carboxyethyl)-17-(1-hydroxyethyl)-3,7,13,18-tetramethyl-21,24-dihydroporphyrin-2-yl]ethoxy]ethyl]-18-(2-carboxyethyl)-8-(1-hydroxyethyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid Chemical compound N1C(C=C2C(=C(CCC(O)=O)C(C=C3C(=C(C)C(C=C4N5)=N3)CCC(O)=O)=N2)C)=C(C)C(C(C)O)=C1C=C5C(C)=C4C(C)OC(C)C1=C(N2)C=C(N3)C(C)=C(C(O)C)C3=CC(C(C)=C3CCC(O)=O)=NC3=CC(C(CCC(O)=O)=C3C)=NC3=CC2=C1C UZFPOOOQHWICKY-UHFFFAOYSA-N 0.000 claims description 2
229960003272 ASPARAGINASE Drugs 0.000 claims description 2
229960000583 Acetic Acid Drugs 0.000 claims description 2
229960002669 Albendazole Drugs 0.000 claims description 2
OFCNXPDARWKPPY-UHFFFAOYSA-N Allopurinol Chemical compound OC1=NC=NC2=C1C=NN2 OFCNXPDARWKPPY-UHFFFAOYSA-N 0.000 claims description 2
UUVWYPNAQBNQJQ-UHFFFAOYSA-N Altretamine Chemical compound CN(C)C1=NC(N(C)C)=NC(N(C)C)=N1 UUVWYPNAQBNQJQ-UHFFFAOYSA-N 0.000 claims description 2
JKOQGQFVAUAYPM-UHFFFAOYSA-N Amifostine Chemical compound NCCCNCCSP(O)(O)=O JKOQGQFVAUAYPM-UHFFFAOYSA-N 0.000 claims description 2
229960001097 Amifostine Drugs 0.000 claims description 2
229960003437 Aminoglutethimide Drugs 0.000 claims description 2
ROBVIMPUHSLWNV-UHFFFAOYSA-N Aminoglutethimide Chemical compound C=1C=C(N)C=CC=1C1(CC)CCC(=O)NC1=O ROBVIMPUHSLWNV-UHFFFAOYSA-N 0.000 claims description 2
229960005260 Amiodarone Drugs 0.000 claims description 2
IYIKLHRQXLHMJQ-UHFFFAOYSA-N Amiodarone Chemical compound CCCCC=1OC2=CC=CC=C2C=1C(=O)C1=CC(I)=C(OCCN(CC)CC)C(I)=C1 IYIKLHRQXLHMJQ-UHFFFAOYSA-N 0.000 claims description 2
229940025084 Amphetamine Drugs 0.000 claims description 2
YBBLVLTVTVSKRW-UHFFFAOYSA-N Anastrozole Chemical compound N#CC(C)(C)C1=CC(C(C)(C#N)C)=CC(CN2N=CN=C2)=C1 YBBLVLTVTVSKRW-UHFFFAOYSA-N 0.000 claims description 2
229940091658 Arsenic Drugs 0.000 claims description 2
108010024976 Asparaginase Proteins 0.000 claims description 2
102000015790 Asparaginase Human genes 0.000 claims description 2
229940120638 Avastin Drugs 0.000 claims description 2
229960002756 Azacitidine Drugs 0.000 claims description 2
MQTOSJVFKKJCRP-BICOPXKESA-N Azithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)N(C)C[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 MQTOSJVFKKJCRP-BICOPXKESA-N 0.000 claims description 2
239000005552 B01AC04 - Clopidogrel Substances 0.000 claims description 2
239000005528 B01AC05 - Ticlopidine Substances 0.000 claims description 2
MLDQJTXFUGDVEO-UHFFFAOYSA-N BAY-43-9006 Chemical compound C1=NC(C(=O)NC)=CC(OC=2C=CC(NC(=O)NC=3C=C(C(Cl)=CC=3)C(F)(F)F)=CC=2)=C1 MLDQJTXFUGDVEO-UHFFFAOYSA-N 0.000 claims description 2
KPYSYYIEGFHWSV-UHFFFAOYSA-N Baclofen Chemical compound OC(=O)CC(CN)C1=CC=C(Cl)C=C1 KPYSYYIEGFHWSV-UHFFFAOYSA-N 0.000 claims description 2
229960000794 Baclofen Drugs 0.000 claims description 2
229940092705 Beclomethasone Drugs 0.000 claims description 2
GQYIWUVLTXOXAJ-UHFFFAOYSA-N Belustine Chemical compound ClCCN(N=O)C(=O)NC1CCCCC1 GQYIWUVLTXOXAJ-UHFFFAOYSA-N 0.000 claims description 2
206010004446 Benign prostatic hyperplasia Diseases 0.000 claims description 2
UREBDLICKHMUKA-DVTGEIKXSA-N Betamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-DVTGEIKXSA-N 0.000 claims description 2
108010005144 Bevacizumab Proteins 0.000 claims description 2
229960001561 Bleomycin Drugs 0.000 claims description 2
108010006654 Bleomycin Proteins 0.000 claims description 2
GXJABQQUPOEUTA-RDJZCZTQSA-N Bortezomib Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)B(O)O)NC(=O)C=1N=CC=NC=1)C1=CC=CC=C1 GXJABQQUPOEUTA-RDJZCZTQSA-N 0.000 claims description 2
229960004436 Budesonide Drugs 0.000 claims description 2
VOVIALXJUBGFJZ-VXKMTNQYSA-N Budesonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3O[C@@H](CCC)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O VOVIALXJUBGFJZ-VXKMTNQYSA-N 0.000 claims description 2
229960001058 Bupropion Drugs 0.000 claims description 2
SNPPWIUOZRMYNY-UHFFFAOYSA-N Bupropion Chemical compound CC(C)(C)NC(C)C(=O)C1=CC=CC(Cl)=C1 SNPPWIUOZRMYNY-UHFFFAOYSA-N 0.000 claims description 2
ABJKWBDEJIDSJZ-UHFFFAOYSA-N Butenafine Chemical compound C=1C=CC2=CC=CC=C2C=1CN(C)CC1=CC=C(C(C)(C)C)C=C1 ABJKWBDEJIDSJZ-UHFFFAOYSA-N 0.000 claims description 2
239000002080 C09CA02 - Eprosartan Substances 0.000 claims description 2
239000004072 C09CA03 - Valsartan Substances 0.000 claims description 2
239000002947 C09CA04 - Irbesartan Substances 0.000 claims description 2
239000002053 C09CA06 - Candesartan Substances 0.000 claims description 2
239000005537 C09CA07 - Telmisartan Substances 0.000 claims description 2
229960005084 CALCITRIOL Drugs 0.000 claims description 2
JWUBBDSIWDLEOM-DTOXIADCSA-N Calcifediol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@@H](CCCC(C)(C)O)C)=C\C=C1\C[C@@H](O)CCC1=C JWUBBDSIWDLEOM-DTOXIADCSA-N 0.000 claims description 2
235000021318 Calcifediol Nutrition 0.000 claims description 2
LWQQLNNNIPYSNX-UROSTWAQSA-N Calcipotriol Chemical compound C1([C@H](O)/C=C/[C@@H](C)[C@@H]2[C@]3(CCCC(/[C@@H]3CC2)=C\C=C\2C([C@@H](O)C[C@H](O)C/2)=C)C)CC1 LWQQLNNNIPYSNX-UROSTWAQSA-N 0.000 claims description 2
IVFYLRMMHVYGJH-PVPPCFLZSA-N Calusterone Chemical compound C1C[C@]2(C)[C@](O)(C)CC[C@H]2[C@@H]2[C@@H](C)CC3=CC(=O)CC[C@]3(C)[C@H]21 IVFYLRMMHVYGJH-PVPPCFLZSA-N 0.000 claims description 2
229950009823 Calusterone Drugs 0.000 claims description 2
SGZAIDDFHDDFJU-UHFFFAOYSA-N Candesartan Chemical compound CCOC1=NC2=CC=CC(C(O)=O)=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C1=NN=N[N]1 SGZAIDDFHDDFJU-UHFFFAOYSA-N 0.000 claims description 2
229960004117 Capecitabine Drugs 0.000 claims description 2
GAGWJHPBXLXJQN-UORFTKCHSA-N Capecitabine Chemical compound C1=C(F)C(NC(=O)OCCCCC)=NC(=O)N1[C@H]1[C@H](O)[C@H](O)[C@@H](C)O1 GAGWJHPBXLXJQN-UORFTKCHSA-N 0.000 claims description 2
YKPUWZUDDOIDPM-SOFGYWHQSA-N Capsaicin Chemical compound COC1=CC(CNC(=O)CCCC\C=C\C(C)C)=CC=C1O YKPUWZUDDOIDPM-SOFGYWHQSA-N 0.000 claims description 2
229960004562 Carboplatin Drugs 0.000 claims description 2
AHOUBRCZNHFOSL-YOEHRIQHSA-N Casbol Chemical compound C1=CC(F)=CC=C1[C@H]1[C@H](COC=2C=C3OCOC3=CC=2)CNCC1 AHOUBRCZNHFOSL-YOEHRIQHSA-N 0.000 claims description 2
108010022830 Cetuximab Proteins 0.000 claims description 2
JWBOIMRXGHLCPP-UHFFFAOYSA-N Chloditan Chemical compound C=1C=CC=C(Cl)C=1C(C(Cl)Cl)C1=CC=C(Cl)C=C1 JWBOIMRXGHLCPP-UHFFFAOYSA-N 0.000 claims description 2
229940107080 Chlorpheniramine Drugs 0.000 claims description 2
229960000876 Cinnarizine Drugs 0.000 claims description 2
DERZBLKQOCDDDZ-JLHYYAGUSA-N Cinnarizine Chemical compound C1CN(C(C=2C=CC=CC=2)C=2C=CC=CC=2)CCN1C\C=C\C1=CC=CC=C1 DERZBLKQOCDDDZ-JLHYYAGUSA-N 0.000 claims description 2
PTOAARAWEBMLNO-KVQBGUIXSA-N Cladribine Chemical compound C1=NC=2C(N)=NC(Cl)=NC=2N1[C@H]1C[C@H](O)[C@@H](CO)O1 PTOAARAWEBMLNO-KVQBGUIXSA-N 0.000 claims description 2
HEMJJKBWTPKOJG-UHFFFAOYSA-N Clearol Chemical compound CC1=CC=C(C)C(OCCCC(C)(C)C(O)=O)=C1 HEMJJKBWTPKOJG-UHFFFAOYSA-N 0.000 claims description 2
WDDPHFBMKLOVOX-AYQXTPAHSA-N Clofarabine Chemical compound C1=NC=2C(N)=NC(Cl)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1F WDDPHFBMKLOVOX-AYQXTPAHSA-N 0.000 claims description 2
GKIRPKYJQBWNGO-OCEACIFDSA-N Clomifene Chemical compound C1=CC(OCCN(CC)CC)=CC=C1C(\C=1C=CC=CC=1)=C(\Cl)C1=CC=CC=C1 GKIRPKYJQBWNGO-OCEACIFDSA-N 0.000 claims description 2
229960003608 Clomifene Drugs 0.000 claims description 2
229940107775 Clomiphene Drugs 0.000 claims description 2
GDLIGKIOYRNHDA-UHFFFAOYSA-N Clomipramine Chemical compound C1CC2=CC=C(Cl)C=C2N(CCCN(C)C)C2=CC=CC=C21 GDLIGKIOYRNHDA-UHFFFAOYSA-N 0.000 claims description 2
229960003009 Clopidogrel Drugs 0.000 claims description 2
GKTWGGQPFAXNFI-HNNXBMFYSA-N Clopidogrel Chemical compound C1([C@H](N2CC=3C=CSC=3CC2)C(=O)OC)=CC=CC=C1Cl GKTWGGQPFAXNFI-HNNXBMFYSA-N 0.000 claims description 2
JURKNVYFZMSNLP-UHFFFAOYSA-N Cyclobenzaprine Chemical compound C1=CC2=CC=CC=C2C(=CCCN(C)C)C2=CC=CC=C21 JURKNVYFZMSNLP-UHFFFAOYSA-N 0.000 claims description 2
229960000684 Cytarabine Drugs 0.000 claims description 2
UHDGCWIWMRVCDJ-CCXZUQQUSA-N Cytosar Chemical compound O=C1N=C(N)C=CN1[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1 UHDGCWIWMRVCDJ-CCXZUQQUSA-N 0.000 claims description 2
POZRVZJJTULAOH-LHZXLZLDSA-N Danazol Chemical compound C1[C@]2(C)[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=CC2=C1C=NO2 POZRVZJJTULAOH-LHZXLZLDSA-N 0.000 claims description 2
229960001987 Dantrolene Drugs 0.000 claims description 2
SOYKEARSMXGVTM-HNNXBMFYSA-N Dexchlorpheniramine Chemical compound C1([C@H](CCN(C)C)C=2N=CC=CC=2)=CC=C(Cl)C=C1 SOYKEARSMXGVTM-HNNXBMFYSA-N 0.000 claims description 2
BMKDZUISNHGIBY-ZETCQYMHSA-N Dexrazoxane Chemical compound C([C@H](C)N1CC(=O)NC(=O)C1)N1CC(=O)NC(=O)C1 BMKDZUISNHGIBY-ZETCQYMHSA-N 0.000 claims description 2
229960000605 Dexrazoxane Drugs 0.000 claims description 2
DOBMPNYZJYQDGZ-UHFFFAOYSA-N Dicoumarol Chemical compound C1=CC=CC2=C1OC(=O)C(CC=1C(OC3=CC=CC=C3C=1O)=O)=C2O DOBMPNYZJYQDGZ-UHFFFAOYSA-N 0.000 claims description 2
LTMHDMANZUZIPE-PUGKRICDSA-N Digoxin Chemical compound C1[C@H](O)[C@H](O)[C@@H](C)O[C@H]1O[C@@H]1[C@@H](C)O[C@@H](O[C@@H]2[C@H](O[C@@H](O[C@@H]3C[C@@H]4[C@]([C@@H]5[C@H]([C@]6(CC[C@@H]([C@@]6(C)[C@H](O)C5)C=5COC(=O)C=5)O)CC4)(C)CC3)C[C@@H]2O)C)C[C@@H]1O LTMHDMANZUZIPE-PUGKRICDSA-N 0.000 claims description 2
LTMHDMANZUZIPE-AMTYYWEZSA-N Digoxin Natural products O([C@H]1[C@H](C)O[C@H](O[C@@H]2C[C@@H]3[C@@](C)([C@@H]4[C@H]([C@]5(O)[C@](C)([C@H](O)C4)[C@H](C4=CC(=O)OC4)CC5)CC3)CC2)C[C@@H]1O)[C@H]1O[C@H](C)[C@@H](O[C@H]2O[C@@H](C)[C@H](O)[C@@H](O)C2)[C@@H](O)C1 LTMHDMANZUZIPE-AMTYYWEZSA-N 0.000 claims description 2
HESHRHUZIWVEAJ-JGRZULCMSA-N Dihydroergotamine Chemical compound C([C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@@](C(N21)=O)(C)NC(=O)[C@H]1CN([C@H]2[C@@H](C3=CC=CC4=NC=C([C]34)C2)C1)C)C1=CC=CC=C1 HESHRHUZIWVEAJ-JGRZULCMSA-N 0.000 claims description 2
ZDZOTLJHXYCWBA-VCVYQWHSSA-N Docetaxel Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C=4C=CC=CC=4)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 ZDZOTLJHXYCWBA-VCVYQWHSSA-N 0.000 claims description 2
AOJJSUZBOXZQNB-VTZDEGQISA-N EPIRUBICIN Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-VTZDEGQISA-N 0.000 claims description 2
229960001904 EPIRUBICIN Drugs 0.000 claims description 2
XPOQHMRABVBWPR-ZDUSSCGKSA-N Efavirenz Chemical compound C([C@]1(C2=CC(Cl)=CC=C2NC(=O)O1)C(F)(F)F)#CC1CC1 XPOQHMRABVBWPR-ZDUSSCGKSA-N 0.000 claims description 2
108010074604 Epoetin Alfa Proteins 0.000 claims description 2
229960003388 Epoetin alfa Drugs 0.000 claims description 2
OROAFUQRIXKEMV-LDADJPATSA-N Eprosartan Chemical compound C=1C=C(C(O)=O)C=CC=1CN1C(CCCC)=NC=C1\C=C(C(O)=O)/CC1=CC=CS1 OROAFUQRIXKEMV-LDADJPATSA-N 0.000 claims description 2
229960002061 Ergocalciferol Drugs 0.000 claims description 2
OFKDAAIKGIBASY-VFGNJEKYSA-N Ergotamine Chemical compound C([C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@@](C(N21)=O)(C)NC(=O)[C@H]1CN([C@H]2C(C3=CC=CC4=NC=C([C]34)C2)=C1)C)C1=CC=CC=C1 OFKDAAIKGIBASY-VFGNJEKYSA-N 0.000 claims description 2
229960004943 Ergotamine Drugs 0.000 claims description 2
229960005309 Estradiol Drugs 0.000 claims description 2
229960001842 Estramustine Drugs 0.000 claims description 2
FRPJXPJMRWBBIH-RBRWEJTLSA-N Estramustine Chemical compound ClCCN(CCCl)C(=O)OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 FRPJXPJMRWBBIH-RBRWEJTLSA-N 0.000 claims description 2
GBBSUAFBMRNDJC-INIZCTEOSA-N Eszopiclone Chemical compound C1CN(C)CCN1C(=O)O[C@H]1C2=NC=CN=C2C(=O)N1C1=CC=C(Cl)C=N1 GBBSUAFBMRNDJC-INIZCTEOSA-N 0.000 claims description 2
XUFQPHANEAPEMJ-UHFFFAOYSA-N Famotidine Chemical compound NC(N)=NC1=NC(CSCCC(N)=NS(N)(=O)=O)=CS1 XUFQPHANEAPEMJ-UHFFFAOYSA-N 0.000 claims description 2
229960001596 Famotidine Drugs 0.000 claims description 2
YMTINGFKWWXKFG-UHFFFAOYSA-N Fenofibrate Chemical compound C1=CC(OC(C)(C)C(=O)OC(C)C)=CC=C1C(=O)C1=CC=C(Cl)C=C1 YMTINGFKWWXKFG-UHFFFAOYSA-N 0.000 claims description 2
229960002297 Fenofibrate Drugs 0.000 claims description 2
PJMPHNIQZUBGLI-UHFFFAOYSA-N Fentanyl Chemical compound C=1C=CC=CC=1N(C(=O)CC)C(CC1)CCN1CCC1=CC=CC=C1 PJMPHNIQZUBGLI-UHFFFAOYSA-N 0.000 claims description 2
229960002428 Fentanyl Drugs 0.000 claims description 2
RWTNPBWLLIMQHL-UHFFFAOYSA-N Fexofenadine Chemical compound C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 claims description 2
DBEPLOCGEIEOCV-WSBQPABSSA-N Finasteride Chemical compound N([C@@H]1CC2)C(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)NC(C)(C)C)[C@@]2(C)CC1 DBEPLOCGEIEOCV-WSBQPABSSA-N 0.000 claims description 2
229960002258 Fulvestrant Drugs 0.000 claims description 2
PLHJDBGFXBMTGZ-WEVVVXLNSA-N Furazolidone Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)OCC1 PLHJDBGFXBMTGZ-WEVVVXLNSA-N 0.000 claims description 2
UGJMXCAKCUNAIE-UHFFFAOYSA-N Gabapen Chemical compound OC(=O)CC1(CN)CCCCC1 UGJMXCAKCUNAIE-UHFFFAOYSA-N 0.000 claims description 2
SDUQYLNIPVEERB-QPPQHZFASA-N Gemcitabine Chemical compound O=C1N=C(N)C=CN1[C@H]1C(F)(F)[C@H](O)[C@@H](CO)O1 SDUQYLNIPVEERB-QPPQHZFASA-N 0.000 claims description 2
WIGIZIANZCJQQY-RUCARUNLSA-N Glimepiride Chemical compound O=C1C(CC)=C(C)CN1C(=O)NCCC1=CC=C(S(=O)(=O)NC(=O)N[C@@H]2CC[C@@H](C)CC2)C=C1 WIGIZIANZCJQQY-RUCARUNLSA-N 0.000 claims description 2
ZJJXGWJIGJFDTL-UHFFFAOYSA-N Glipizide Chemical compound C1=NC(C)=CN=C1C(=O)NCCC1=CC=C(S(=O)(=O)NC(=O)NC2CCCCC2)C=C1 ZJJXGWJIGJFDTL-UHFFFAOYSA-N 0.000 claims description 2
229960001381 Glipizide Drugs 0.000 claims description 2
229940014653 Glyburide Drugs 0.000 claims description 2
229960003690 Goserelin Acetate Drugs 0.000 claims description 2
DDUHZTYCFQRHIY-RBHXEPJQSA-N Griseofulvin Chemical compound COC1=CC(=O)C[C@@H](C)[C@@]11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-RBHXEPJQSA-N 0.000 claims description 2
FOHHNHSLJDZUGQ-VWLOTQADSA-N Halofantrine Chemical compound FC(F)(F)C1=CC=C2C([C@@H](O)CCN(CCCC)CCCC)=CC3=C(Cl)C=C(Cl)C=C3C2=C1 FOHHNHSLJDZUGQ-VWLOTQADSA-N 0.000 claims description 2
229960003911 Histrelin acetate Drugs 0.000 claims description 2
102100008763 IFNA2 Human genes 0.000 claims description 2
HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims description 2
229960000908 Idarubicin Drugs 0.000 claims description 2
XDXDZDZNSLXDNA-TZNDIEGXSA-N Idarubicin hydrochloride Chemical compound C1[C@H](N)[C@H](O)[C@H](C)O[C@H]1O[C@@H]1C2=C(O)C(C(=O)C3=CC=CC=C3C3=O)=C3C(O)=C2C[C@@](O)(C(C)=O)C1 XDXDZDZNSLXDNA-TZNDIEGXSA-N 0.000 claims description 2
HOMGKSMUEGBAAB-UHFFFAOYSA-N Ifosfamide Chemical compound ClCCNP1(=O)OCCCN1CCCl HOMGKSMUEGBAAB-UHFFFAOYSA-N 0.000 claims description 2
229960001101 Ifosfamide Drugs 0.000 claims description 2
229960003685 Imatinib mesylate Drugs 0.000 claims description 2
108010079944 Interferon-alpha2b Proteins 0.000 claims description 2
YCPOHTHPUREGFM-UHFFFAOYSA-N Irbesartan Chemical compound O=C1N(CC=2C=CC(=CC=2)C=2C(=CC=CC=2)C=2[N]N=NN=2)C(CCCC)=NC21CCCC2 YCPOHTHPUREGFM-UHFFFAOYSA-N 0.000 claims description 2
229960000201 Isosorbide Dinitrate Drugs 0.000 claims description 2
MOYKHGMNXAOIAT-JGWLITMVSA-N Isosorbide dinitrate Chemical compound [O-][N+](=O)O[C@H]1CO[C@@H]2[C@H](O[N+](=O)[O-])CO[C@@H]21 MOYKHGMNXAOIAT-JGWLITMVSA-N 0.000 claims description 2
SHGAZHPCJJPHSC-NUEINMDLSA-N Isotretinoin Chemical compound OC(=O)C=C(C)/C=C/C=C(C)C=CC1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-NUEINMDLSA-N 0.000 claims description 2
229960005280 Isotretinoin Drugs 0.000 claims description 2
229960002418 Ivermectin Drugs 0.000 claims description 2
XMAYWYJOQHXEEK-OZXSUGGESA-N Ketoconazole Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1OC[C@@H]1O[C@@](CN2C=NC=C2)(C=2C(=CC(Cl)=CC=2)Cl)OC1 XMAYWYJOQHXEEK-OZXSUGGESA-N 0.000 claims description 2
OZWKMVRBQXNZKK-UHFFFAOYSA-N Ketorolac Chemical compound OC(=O)C1CCN2C1=CC=C2C(=O)C1=CC=CC=C1 OZWKMVRBQXNZKK-UHFFFAOYSA-N 0.000 claims description 2
239000002147 L01XE04 - Sunitinib Substances 0.000 claims description 2
239000005511 L01XE05 - Sorafenib Substances 0.000 claims description 2
PYZRQGJRPPTADH-UHFFFAOYSA-N Lamotrigine Chemical compound NC1=NC(N)=NN=C1C1=CC=CC(Cl)=C1Cl PYZRQGJRPPTADH-UHFFFAOYSA-N 0.000 claims description 2
GOTYRUGSSMKFNF-UHFFFAOYSA-N Lenalidomide Chemical compound C1C=2C(N)=CC=CC=2C(=O)N1C1CCC(=O)NC1=O GOTYRUGSSMKFNF-UHFFFAOYSA-N 0.000 claims description 2
HPJKCIUCZWXJDR-UHFFFAOYSA-N Letrozole Chemical compound C1=CC(C#N)=CC=C1C(N1N=CN=C1)C1=CC=C(C#N)C=C1 HPJKCIUCZWXJDR-UHFFFAOYSA-N 0.000 claims description 2
229940089022 Leuprolide Acetate Drugs 0.000 claims description 2
229960004338 Leuprorelin Drugs 0.000 claims description 2
HLFSDGLLUJUHTE-SNVBAGLBSA-N Levotetramisole Chemical compound C1([C@H]2CN3CCSC3=N2)=CC=CC=C1 HLFSDGLLUJUHTE-SNVBAGLBSA-N 0.000 claims description 2
229960002394 Lisinopril Drugs 0.000 claims description 2
108010007859 Lisinopril Proteins 0.000 claims description 2
ZFMITUMMTDLWHR-UHFFFAOYSA-N Loniten Chemical compound NC1=[N+]([O-])C(N)=CC(N2CCCCC2)=N1 ZFMITUMMTDLWHR-UHFFFAOYSA-N 0.000 claims description 2
229960001571 Loperamide Drugs 0.000 claims description 2
RDOIQAHITMMDAJ-UHFFFAOYSA-N Loperamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)N(C)C)CCN(CC1)CCC1(O)C1=CC=C(Cl)C=C1 RDOIQAHITMMDAJ-UHFFFAOYSA-N 0.000 claims description 2
229960003088 Loratadine Drugs 0.000 claims description 2
JCCNYMKQOSZNPW-UHFFFAOYSA-N Loratadine Chemical compound C1CN(C(=O)OCC)CCC1=C1C2=NC=CC=C2CCC2=CC(Cl)=CC=C21 JCCNYMKQOSZNPW-UHFFFAOYSA-N 0.000 claims description 2
PCZOHLXUXFIOCF-BXMDZJJMSA-N Lovastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 PCZOHLXUXFIOCF-BXMDZJJMSA-N 0.000 claims description 2
229960005375 Lutein Drugs 0.000 claims description 2
KBPHJBAIARWVSC-NRHWGSPPSA-N Lutein Natural products O[C@H]1C=C(C)[C@H](/C=C/C(=C\C=C\C(=C/C=C/C=C(\C=C\C=C(/C=C/C=2C(C)(C)C[C@H](O)CC=2C)\C)/C)\C)/C)C(C)(C)C1 KBPHJBAIARWVSC-NRHWGSPPSA-N 0.000 claims description 2
FRQMUZJSZHZSGN-HBNHAYAOSA-N Medroxyprogesterone Chemical compound C([C@@]12C)CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2CC[C@]2(C)[C@@](O)(C(C)=O)CC[C@H]21 FRQMUZJSZHZSGN-HBNHAYAOSA-N 0.000 claims description 2
XEEQGYMUWCZPDN-DOMZBBRYSA-N Mefloquine Chemical compound C([C@@H]1[C@@H](O)C=2C3=CC=CC(=C3N=C(C=2)C(F)(F)F)C(F)(F)F)CCCN1 XEEQGYMUWCZPDN-DOMZBBRYSA-N 0.000 claims description 2
SGDBTWWWUNNDEQ-LBPRGKRZSA-N Melphalan Chemical compound OC(=O)[C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1 SGDBTWWWUNNDEQ-LBPRGKRZSA-N 0.000 claims description 2
GPKJTRJOBQGKQK-UHFFFAOYSA-N Mepacrine Chemical compound C1=C(OC)C=C2C(NC(C)CCCN(CC)CC)=C(C=CC(Cl)=C3)C3=NC2=C1 GPKJTRJOBQGKQK-UHFFFAOYSA-N 0.000 claims description 2
229960004635 Mesna Drugs 0.000 claims description 2
USSIQXCVUWKGNF-UHFFFAOYSA-N Methadone Chemical compound C=1C=CC=CC=1C(CC(C)N(C)C)(C(=O)CC)C1=CC=CC=C1 USSIQXCVUWKGNF-UHFFFAOYSA-N 0.000 claims description 2
BYBLEWFAAKGYCD-UHFFFAOYSA-N Miconazole Chemical compound ClC1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 BYBLEWFAAKGYCD-UHFFFAOYSA-N 0.000 claims description 2
DDLIGBOFAVUZHB-UHFFFAOYSA-N Midazolam Chemical compound C12=CC(Cl)=CC=C2N2C(C)=NC=C2CN=C1C1=CC=CC=C1F DDLIGBOFAVUZHB-UHFFFAOYSA-N 0.000 claims description 2
229960003793 Midazolam Drugs 0.000 claims description 2
VKHAHZOOUSRJNA-GCNJZUOMSA-N Mifepristone Chemical compound C1([C@@H]2C3=C4CCC(=O)C=C4CC[C@H]3[C@@H]3CC[C@@]([C@]3(C2)C)(O)C#CC)=CC=C(N(C)C)C=C1 VKHAHZOOUSRJNA-GCNJZUOMSA-N 0.000 claims description 2
IBAQFPQHRJAVAV-ULAWRXDQSA-N Miglitol Chemical compound OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO IBAQFPQHRJAVAV-ULAWRXDQSA-N 0.000 claims description 2
229960003632 Minoxidil Drugs 0.000 claims description 2
229960004857 Mitomycin Drugs 0.000 claims description 2
229960000350 Mitotane Drugs 0.000 claims description 2
NWIBSHFKIJFRCO-WUDYKRTCSA-N Mytomycin Chemical compound C1N2C(C(C(C)=C(N)C3=O)=O)=C3[C@@H](COC(N)=O)[C@@]2(OC)[C@@H]2[C@H]1N2 NWIBSHFKIJFRCO-WUDYKRTCSA-N 0.000 claims description 2
NPAGDVCDWIYMMC-IZPLOLCNSA-N Nandrolone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 NPAGDVCDWIYMMC-IZPLOLCNSA-N 0.000 claims description 2
UNHGSHHVDNGCFN-UHFFFAOYSA-N Naratriptan Chemical compound C=12[CH]C(CCS(=O)(=O)NC)=CC=C2N=CC=1C1CCN(C)CC1 UNHGSHHVDNGCFN-UHFFFAOYSA-N 0.000 claims description 2
IXOXBSCIXZEQEQ-UHTZMRCNSA-N Nelarabine Chemical compound C1=NC=2C(OC)=NC(N)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O IXOXBSCIXZEQEQ-UHTZMRCNSA-N 0.000 claims description 2
HYIMSNHJOBLJNT-UHFFFAOYSA-N Nifedipine Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+]([O-])=O HYIMSNHJOBLJNT-UHFFFAOYSA-N 0.000 claims description 2
229960001597 Nifedipine Drugs 0.000 claims description 2
NXFQHRVNIOXGAQ-YCRREMRBSA-N Nitrofurantoin Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)NC(=O)C1 NXFQHRVNIOXGAQ-YCRREMRBSA-N 0.000 claims description 2
229960000564 Nitrofurantoin Drugs 0.000 claims description 2
DLGOEMSEDOSKAD-UHFFFAOYSA-N Nitrumon Chemical compound ClCCNC(=O)N(N=O)CCCl DLGOEMSEDOSKAD-UHFFFAOYSA-N 0.000 claims description 2
SGXXNSQHWDMGGP-IZZDOVSWSA-N Nizatidine Chemical compound [O-][N+](=O)\C=C(/NC)NCCSCC1=CSC(CN(C)C)=N1 SGXXNSQHWDMGGP-IZZDOVSWSA-N 0.000 claims description 2
229960004872 Nizatidine Drugs 0.000 claims description 2
241000233855 Orchidaceae Species 0.000 claims description 2
OFPXSFXSNFPTHF-UHFFFAOYSA-N Oxaprozin Chemical compound O1C(CCC(=O)O)=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 OFPXSFXSNFPTHF-UHFFFAOYSA-N 0.000 claims description 2
229960002404 Palifermin Drugs 0.000 claims description 2
WRUUGTRCQOWXEG-UHFFFAOYSA-N Pamidronic acid Chemical compound NCCC(O)(P(O)(O)=O)P(O)(O)=O WRUUGTRCQOWXEG-UHFFFAOYSA-N 0.000 claims description 2
GRHYHJAAOJVRSZ-UHFFFAOYSA-N Pantoprazole Chemical compound COC1=CC=NC(CS(=O)C=2N=C3[CH]C(OC(F)F)=CC=C3N=2)=C1OC GRHYHJAAOJVRSZ-UHFFFAOYSA-N 0.000 claims description 2
229960001373 Pegfilgrastim Drugs 0.000 claims description 2
229960002340 Pentostatin Drugs 0.000 claims description 2
FPVKHBSQESCIEP-JQCXWYLXSA-N Pentostatin Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CNC[C@H]2O)=C2N=C1 FPVKHBSQESCIEP-JQCXWYLXSA-N 0.000 claims description 2
HYAFETHFCAUJAY-UHFFFAOYSA-N Pioglitazone Chemical compound N1=CC(CC)=CC=C1CCOC(C=C1)=CC=C1CC1C(=O)NC(=O)S1 HYAFETHFCAUJAY-UHFFFAOYSA-N 0.000 claims description 2
229960005095 Pioglitazone Drugs 0.000 claims description 2
NJBFOOCLYDNZJN-UHFFFAOYSA-N Pipobroman Chemical compound BrCCC(=O)N1CCN(C(=O)CCBr)CC1 NJBFOOCLYDNZJN-UHFFFAOYSA-N 0.000 claims description 2
229960004293 Porfimer Sodium Drugs 0.000 claims description 2
229960002965 Pravastatin Drugs 0.000 claims description 2
TUZYXOIXSAXUGO-PZAWKZKUSA-N Pravastatin Chemical compound C1=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@H]2[C@@H](OC(=O)[C@@H](C)CC)C[C@H](O)C=C21 TUZYXOIXSAXUGO-PZAWKZKUSA-N 0.000 claims description 2
CPTBDICYNRMXFX-UHFFFAOYSA-N Procarbazine Chemical compound CNNCC1=CC=C(C(=O)NC(C)C)C=C1 CPTBDICYNRMXFX-UHFFFAOYSA-N 0.000 claims description 2
229940095574 Propionic acid Drugs 0.000 claims description 2
KWGRBVOPPLSCSI-WCBMZHEXSA-N Pseudoephedrine Chemical compound CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WCBMZHEXSA-N 0.000 claims description 2
229960003908 Pseudoephedrine Drugs 0.000 claims description 2
229940079923 Quinacrine Drugs 0.000 claims description 2
ATEBXHFBFRCZMA-VXTBVIBXSA-N RIFABUTIN Chemical compound O([C@](C1=O)(C)O/C=C/[C@@H]([C@H]([C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)\C=C\C=C(C)/C(=O)NC(=C2N3)C(=O)C=4C(O)=C5C)C)OC)C5=C1C=4C2=NC13CCN(CC(C)C)CC1 ATEBXHFBFRCZMA-VXTBVIBXSA-N 0.000 claims description 2
229960001487 RIMEXOLONE Drugs 0.000 claims description 2
SXTZYIWTRUTYCY-UHFFFAOYSA-N Rabeprazole Chemical compound COCCCOC1=CC=NC(CS(=O)C=2N=C3[CH]C=CC=C3N=2)=C1C SXTZYIWTRUTYCY-UHFFFAOYSA-N 0.000 claims description 2
GZUITABIAKMVPG-UHFFFAOYSA-N Raloxifene Chemical compound C1=CC(O)=CC=C1C1=C(C(=O)C=2C=CC(OCCN3CCCCC3)=CC=2)C2=CC=C(O)C=C2S1 GZUITABIAKMVPG-UHFFFAOYSA-N 0.000 claims description 2
229960004622 Raloxifene Drugs 0.000 claims description 2
229960000424 Rasburicase Drugs 0.000 claims description 2
SHGAZHPCJJPHSC-YCNIQYBTSA-N Retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 claims description 2
QTTRZHGPGKRAFB-OOKHYKNYSA-N Rimexolone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CC)(C)[C@@]1(C)C[C@@H]2O QTTRZHGPGKRAFB-OOKHYKNYSA-N 0.000 claims description 2
108010001645 Rituximab Proteins 0.000 claims description 2
TXHZXHICDBAVJW-UHFFFAOYSA-N Rizatriptan Chemical compound C=1[C]2C(CCN(C)C)=CN=C2C=CC=1CN1C=NC=N1 TXHZXHICDBAVJW-UHFFFAOYSA-N 0.000 claims description 2
RZJQGNCSTQAWON-UHFFFAOYSA-N Rofecoxib Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=C(C=2C=CC=CC=2)C(=O)OC1 RZJQGNCSTQAWON-UHFFFAOYSA-N 0.000 claims description 2
YASAKCUCGLMORW-UHFFFAOYSA-N Rosiglitazone Chemical compound C=1C=CC=NC=1N(C)CCOC(C=C1)=CC=C1CC1SC(=O)NC1=O YASAKCUCGLMORW-UHFFFAOYSA-N 0.000 claims description 2
VGKDLMBJGBXTGI-SJCJKPOMSA-N Sertraline Chemical compound C1([C@@H]2CC[C@@H](C3=CC=CC=C32)NC)=CC=C(Cl)C(Cl)=C1 VGKDLMBJGBXTGI-SJCJKPOMSA-N 0.000 claims description 2
229960002073 Sertraline Drugs 0.000 claims description 2
UNAANXDKBXWMLN-UHFFFAOYSA-N Sibutramine Chemical compound C=1C=C(Cl)C=CC=1C1(C(N(C)C)CC(C)C)CCC1 UNAANXDKBXWMLN-UHFFFAOYSA-N 0.000 claims description 2
229960002639 Sildenafil citrate Drugs 0.000 claims description 2
RYMZZMVNJRMUDD-HGQWONQESA-N Simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 claims description 2
LXMSZDCAJNLERA-ZHYRCANASA-N Spironolactone Chemical compound C([C@@H]1[C@]2(C)CC[C@@H]3[C@@]4(C)CCC(=O)C=C4C[C@H]([C@@H]13)SC(=O)C)C[C@@]21CCC(=O)O1 LXMSZDCAJNLERA-ZHYRCANASA-N 0.000 claims description 2
229960003708 Sumatriptan Drugs 0.000 claims description 2
GKZARTFJSANTLY-UHFFFAOYSA-N Sumatriptan Chemical compound [CH]1C(CS(=O)(=O)NC)=CC=C2N=CC(CCN(C)C)=C21 GKZARTFJSANTLY-UHFFFAOYSA-N 0.000 claims description 2
WINHZLLDWRZWRT-ATVHPVEESA-N Sunitinib Chemical compound CCN(CC)CCNC(=O)C1=C(C)NC(\C=C/2C3=CC(F)=CC=C3NC\2=O)=C1C WINHZLLDWRZWRT-ATVHPVEESA-N 0.000 claims description 2
YLJREFDVOIBQDA-UHFFFAOYSA-N Tacrine Chemical compound C1=CC=C2C(N)=C(CCCC3)C3=NC2=C1 YLJREFDVOIBQDA-UHFFFAOYSA-N 0.000 claims description 2
229960001685 Tacrine Drugs 0.000 claims description 2
VOKSWYLNZZRQPF-UHFFFAOYSA-N Talwin Chemical compound C1C2=CC=C(O)C=C2C2(C)C(C)C1N(CC=C(C)C)CC2 VOKSWYLNZZRQPF-UHFFFAOYSA-N 0.000 claims description 2
RMMXLENWKUUMAY-UHFFFAOYSA-N Telmisartan Chemical compound CCCC1=NC2=C(C)C=C(C=3N(C4=CC=CC=C4N=3)C)C=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C(O)=O RMMXLENWKUUMAY-UHFFFAOYSA-N 0.000 claims description 2
VCKUSRYTPJJLNI-UHFFFAOYSA-N Terazosin Chemical compound N=1C(N)=C2C=C(OC)C(OC)=CC2=NC=1N(CC1)CCN1C(=O)C1CCCO1 VCKUSRYTPJJLNI-UHFFFAOYSA-N 0.000 claims description 2
229960001693 Terazosin Drugs 0.000 claims description 2
DOMXUEMWDBAQBQ-WEVVVXLNSA-N Terbinafine Chemical compound C1=CC=C2C(CN(C\C=C\C#CC(C)(C)C)C)=CC=CC2=C1 DOMXUEMWDBAQBQ-WEVVVXLNSA-N 0.000 claims description 2
229940033529 Tetrahydrocannabinol Drugs 0.000 claims description 2
FOCVUCIESVLUNU-UHFFFAOYSA-N ThioTEPA Chemical compound C1CN1P(N1CC1)(=S)N1CC1 FOCVUCIESVLUNU-UHFFFAOYSA-N 0.000 claims description 2
229960005454 Thioguanine Drugs 0.000 claims description 2
229960001196 Thiotepa Drugs 0.000 claims description 2
PBJUNZJWGZTSKL-MRXNPFEDSA-N Tiagabine Chemical compound C1=CSC(C(=CCCN2C[C@@H](CCC2)C(O)=O)C2=C(C=CS2)C)=C1C PBJUNZJWGZTSKL-MRXNPFEDSA-N 0.000 claims description 2
229960005001 Ticlopidine Drugs 0.000 claims description 2
PHWBOXQYWZNQIN-UHFFFAOYSA-N Ticlopidine Chemical compound ClC1=CC=CC=C1CN1CC(C=CS2)=C2CC1 PHWBOXQYWZNQIN-UHFFFAOYSA-N 0.000 claims description 2
229960000488 Tizanidine Drugs 0.000 claims description 2
XFYDIVBRZNQMJC-UHFFFAOYSA-N Tizanidine Chemical compound ClC=1C=CC2=NSN=C2C=1NC1=NCCN1 XFYDIVBRZNQMJC-UHFFFAOYSA-N 0.000 claims description 2
KJADKKWYZYXHBB-XBWDGYHZSA-N Topiramic acid Chemical compound C1O[C@@]2(COS(N)(=O)=O)OC(C)(C)O[C@H]2[C@@H]2OC(C)(C)O[C@@H]21 KJADKKWYZYXHBB-XBWDGYHZSA-N 0.000 claims description 2
XFCLJVABOIYOMF-QPLCGJKRSA-N Toremifene Chemical compound C1=CC(OCCN(C)C)=CC=C1C(\C=1C=CC=CC=1)=C(\CCCl)C1=CC=CC=C1 XFCLJVABOIYOMF-QPLCGJKRSA-N 0.000 claims description 2
TVYLLZQTGLZFBW-ZBFHGGJFSA-N Tramadol Chemical compound COC1=CC=CC([C@]2(O)[C@H](CCCC2)CN(C)C)=C1 TVYLLZQTGLZFBW-ZBFHGGJFSA-N 0.000 claims description 2
229960004380 Tramadol Drugs 0.000 claims description 2
108010010691 Trastuzumab Proteins 0.000 claims description 2
GXPHKUHSUJUWKP-UHFFFAOYSA-N Troglitazone Chemical compound C1CC=2C(C)=C(O)C(C)=C(C)C=2OC1(C)COC(C=C1)=CC=C1CC1SC(=O)NC1=O GXPHKUHSUJUWKP-UHFFFAOYSA-N 0.000 claims description 2
WVPSKSLAZQPAKQ-CDMJZVDBSA-N Trovafloxacin Chemical compound C([C@H]1[C@@H]([C@H]1C1)N)N1C(C(=CC=1C(=O)C(C(O)=O)=C2)F)=NC=1N2C1=CC=C(F)C=C1F WVPSKSLAZQPAKQ-CDMJZVDBSA-N 0.000 claims description 2
NMUSYJAQQFHJEW-KVTDHHQDSA-N U-18,496 Chemical compound O=C1N=C(N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 NMUSYJAQQFHJEW-KVTDHHQDSA-N 0.000 claims description 2
IDPUKCWIGUEADI-UHFFFAOYSA-N Uramustine Chemical compound ClCCN(CCCl)C1=CNC(=O)NC1=O IDPUKCWIGUEADI-UHFFFAOYSA-N 0.000 claims description 2
ZOCKGBMQLCSHFP-KQRAQHLDSA-N Valrubicin Chemical compound O([C@H]1C[C@](CC2=C(O)C=3C(=O)C4=CC=CC(OC)=C4C(=O)C=3C(O)=C21)(O)C(=O)COC(=O)CCCC)[C@H]1C[C@H](NC(=O)C(F)(F)F)[C@H](O)[C@H](C)O1 ZOCKGBMQLCSHFP-KQRAQHLDSA-N 0.000 claims description 2
SJSNUMAYCRRIOM-QFIPXVFZSA-N Valsartan Chemical compound C1=CC(CN(C(=O)CCCC)[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=CC=C1C1=NN=N[N]1 SJSNUMAYCRRIOM-QFIPXVFZSA-N 0.000 claims description 2
229940046008 Vitamin D Drugs 0.000 claims description 2
229930003316 Vitamin D Natural products 0.000 claims description 2
229940046009 Vitamin E Drugs 0.000 claims description 2
229930003427 Vitamin E Natural products 0.000 claims description 2
229940046010 Vitamin K Drugs 0.000 claims description 2
229930003448 Vitamin K Natural products 0.000 claims description 2
229940019697 Vitamin K containing hemostatics Drugs 0.000 claims description 2
229960004764 Zafirlukast Drugs 0.000 claims description 2
YEEZWCHGZNKEEK-UHFFFAOYSA-N Zafirlukast Chemical compound COC1=CC(C(=O)NS(=O)(=O)C=2C(=CC=CC=2)C)=CC=C1CC(C1=C2)=CN(C)C1=CC=C2NC(=O)OC1CCCC1 YEEZWCHGZNKEEK-UHFFFAOYSA-N 0.000 claims description 2
229960000820 Zopiclone Drugs 0.000 claims description 2
LIQODXNTTZAGID-OCBXBXKTSA-N [4-[(5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-8-oxo-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-9-yl]-2,6-dimethoxyphenyl] dihydrogen phosphate Chemical compound COC1=C(OP(O)(O)=O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@H](C)OC[C@H]4O3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 LIQODXNTTZAGID-OCBXBXKTSA-N 0.000 claims description 2
AIWRTTMUVOZGPW-HSPKUQOVSA-N abarelix Chemical compound C([C@@H](C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCNC(C)C)C(=O)N1[C@@H](CCC1)C(=O)N[C@H](C)C(N)=O)N(C)C(=O)[C@H](CO)NC(=O)[C@@H](CC=1C=NC=CC=1)NC(=O)[C@@H](CC=1C=CC(Cl)=CC=1)NC(=O)[C@@H](CC=1C=C2C=CC=CC2=CC=1)NC(C)=O)C1=CC=C(O)C=C1 AIWRTTMUVOZGPW-HSPKUQOVSA-N 0.000 claims description 2
108010023617 abarelix Proteins 0.000 claims description 2
229960002184 abarelix Drugs 0.000 claims description 2
IKDXDQDKCZPQSZ-JHYYTBFNSA-N acetic acid;(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[(carbamoylamino)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-[(2-methylpropan-2-yl)oxy]-1-oxopro Chemical compound CC(O)=O.C([C@@H](C(=O)N[C@H](COC(C)(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1[C@@H](CCC1)C(=O)NNC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H]1NC(=O)CC1)C1=CC=C(O)C=C1 IKDXDQDKCZPQSZ-JHYYTBFNSA-N 0.000 claims description 2
HXHWSAZORRCQMX-UHFFFAOYSA-N albendazole Chemical compound CCCSC1=CC=C2NC(NC(=O)OC)=NC2=C1 HXHWSAZORRCQMX-UHFFFAOYSA-N 0.000 claims description 2
229960001445 alitretinoin Drugs 0.000 claims description 2
229960003459 allopurinol Drugs 0.000 claims description 2
229960000473 altretamine Drugs 0.000 claims description 2
229960002734 amfetamine Drugs 0.000 claims description 2
229960000528 amlodipine Drugs 0.000 claims description 2
229960002932 anastrozole Drugs 0.000 claims description 2
230000003288 anthiarrhythmic Effects 0.000 claims description 2
230000000844 anti-bacterial Effects 0.000 claims description 2
230000002429 anti-coagulation Effects 0.000 claims description 2
230000003178 anti-diabetic Effects 0.000 claims description 2
230000003110 anti-inflammatory Effects 0.000 claims description 2
239000000883 anti-obesity agent Substances 0.000 claims description 2
230000003262 anti-osteoporosis Effects 0.000 claims description 2
239000003416 antiarrhythmic agent Substances 0.000 claims description 2
108090001123 antibodies Proteins 0.000 claims description 2
102000004965 antibodies Human genes 0.000 claims description 2
239000003146 anticoagulant agent Substances 0.000 claims description 2
239000000739 antihistaminic agent Substances 0.000 claims description 2
239000002220 antihypertensive agent Substances 0.000 claims description 2
239000003430 antimalarial agent Substances 0.000 claims description 2
239000002282 antimigraine agent Substances 0.000 claims description 2
RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims description 2
229910052785 arsenic Inorganic materials 0.000 claims description 2
XUKUURHRXDUEBC-KAYWLYCHSA-N atorvastatin Chemical compound C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-KAYWLYCHSA-N 0.000 claims description 2
229960005370 atorvastatin Drugs 0.000 claims description 2
229960003159 atovaquone Drugs 0.000 claims description 2
235000020127 ayran Nutrition 0.000 claims description 2
229960004099 azithromycin Drugs 0.000 claims description 2
NBMKJKDGKREAPL-DVTGEIKXSA-N beclomethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O NBMKJKDGKREAPL-DVTGEIKXSA-N 0.000 claims description 2
229960002537 betamethasone Drugs 0.000 claims description 2
229960000397 bevacizumab Drugs 0.000 claims description 2
229960000997 bicalutamide Drugs 0.000 claims description 2
LKJPYSCBVHEWIU-KRWDZBQOSA-N bicalutamide Chemical compound C([C@@](O)(C)C(=O)NC=1C=C(C(C#N)=CC=1)C(F)(F)F)S(=O)(=O)C1=CC=C(F)C=C1 LKJPYSCBVHEWIU-KRWDZBQOSA-N 0.000 claims description 2
OYVAGSVQBOHSSS-UAPAGMARSA-O bleomycin A2 Chemical compound N([C@H](C(=O)N[C@H](C)[C@@H](O)[C@H](C)C(=O)N[C@@H]([C@H](O)C)C(=O)NCCC=1SC=C(N=1)C=1SC=C(N=1)C(=O)NCCC[S+](C)C)[C@@H](O[C@H]1[C@H]([C@@H](O)[C@H](O)[C@H](CO)O1)O[C@@H]1[C@H]([C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O1)O)C=1N=CNC=1)C(=O)C1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(N)=C1C OYVAGSVQBOHSSS-UAPAGMARSA-O 0.000 claims description 2
229960001467 bortezomib Drugs 0.000 claims description 2
235000021152 breakfast Nutrition 0.000 claims description 2
229960002962 butenafine Drugs 0.000 claims description 2
229960004361 calcifediol Drugs 0.000 claims description 2
229960004649 calcipotriene Drugs 0.000 claims description 2
235000020964 calcitriol Nutrition 0.000 claims description 2
239000011612 calcitriol Substances 0.000 claims description 2
229960000932 candesartan Drugs 0.000 claims description 2
229960002504 capsaicin Drugs 0.000 claims description 2
235000017663 capsaicin Nutrition 0.000 claims description 2
229930003833 capsaicin Natural products 0.000 claims description 2
230000000747 cardiac effect Effects 0.000 claims description 2
229960005243 carmustine Drugs 0.000 claims description 2
229960001803 cetirizine Drugs 0.000 claims description 2
229960005395 cetuximab Drugs 0.000 claims description 2
229960003291 chlorphenamine Drugs 0.000 claims description 2
DCSUBABJRXZOMT-IRLDBZIGSA-N cisapride Chemical compound C([C@@H]([C@@H](CC1)NC(=O)C=2C(=CC(N)=C(Cl)C=2)OC)OC)N1CCCOC1=CC=C(F)C=C1 DCSUBABJRXZOMT-IRLDBZIGSA-N 0.000 claims description 2
229960005132 cisapride Drugs 0.000 claims description 2
229960002436 cladribine Drugs 0.000 claims description 2
AGOYDEPGAOXOCK-KCBOHYOISA-N clarithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@](C)([C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)OC)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 AGOYDEPGAOXOCK-KCBOHYOISA-N 0.000 claims description 2
229960002626 clarithromycin Drugs 0.000 claims description 2
229960000928 clofarabine Drugs 0.000 claims description 2
229960004606 clomipramine Drugs 0.000 claims description 2
229960004126 codeine Drugs 0.000 claims description 2
ZNEWHQLOPFWXOF-UHFFFAOYSA-N coenzyme M Chemical compound OS(=O)(=O)CCS ZNEWHQLOPFWXOF-UHFFFAOYSA-N 0.000 claims description 2
239000002475 cognitive enhancer Substances 0.000 claims description 2
229960003572 cyclobenzaprine Drugs 0.000 claims description 2
229960000766 danazol Drugs 0.000 claims description 2
CYQFCXCEBYINGO-IAGOWNOFSA-N delta1-THC Chemical compound C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 CYQFCXCEBYINGO-IAGOWNOFSA-N 0.000 claims description 2
229960001259 diclofenac Drugs 0.000 claims description 2
DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 claims description 2
229960001912 dicoumarol Drugs 0.000 claims description 2
229960005156 digoxin Drugs 0.000 claims description 2
229960004704 dihydroergotamine Drugs 0.000 claims description 2
WLOHNSSYAXHWNR-DWIOZXRMSA-N dirithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@@H]2O[C@H](COCCOC)N[C@H]([C@@H]2C)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 WLOHNSSYAXHWNR-DWIOZXRMSA-N 0.000 claims description 2
229960004100 dirithromycin Drugs 0.000 claims description 2
230000001882 diuretic Effects 0.000 claims description 2
229960003668 docetaxel Drugs 0.000 claims description 2
229960004242 dronabinol Drugs 0.000 claims description 2
229960003804 efavirenz Drugs 0.000 claims description 2
229960004563 eprosartan Drugs 0.000 claims description 2
229960000752 etoposide phosphate Drugs 0.000 claims description 2
229960003592 fexofenadine Drugs 0.000 claims description 2
229960004039 finasteride Drugs 0.000 claims description 2
229960000390 fludarabine Drugs 0.000 claims description 2
GIUYCYHIANZCFB-FJFJXFQQSA-N fludarabine phosphate Chemical compound C1=NC=2C(N)=NC(F)=NC=2N1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O GIUYCYHIANZCFB-FJFJXFQQSA-N 0.000 claims description 2
229960003765 fluvastatin Drugs 0.000 claims description 2
VVIAGPKUTFNRDU-ABLWVSNPSA-N folinic acid Chemical compound C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-ABLWVSNPSA-N 0.000 claims description 2
235000008191 folinic acid Nutrition 0.000 claims description 2
239000011672 folinic acid Substances 0.000 claims description 2
229960001625 furazolidone Drugs 0.000 claims description 2
229960002870 gabapentin Drugs 0.000 claims description 2
239000004083 gastrointestinal agent Substances 0.000 claims description 2
229960005277 gemcitabine Drugs 0.000 claims description 2
229960003627 gemfibrozil Drugs 0.000 claims description 2
229960004346 glimepiride Drugs 0.000 claims description 2
229960002867 griseofulvin Drugs 0.000 claims description 2
229960003242 halofantrine Drugs 0.000 claims description 2
229960001330 hydroxycarbamide Drugs 0.000 claims description 2
VSNHCAURESNICA-UHFFFAOYSA-N hydroxyurea Chemical compound NC(=O)NO VSNHCAURESNICA-UHFFFAOYSA-N 0.000 claims description 2
229940027318 hydroxyurea Drugs 0.000 claims description 2
239000003326 hypnotic agent Substances 0.000 claims description 2
229960001680 ibuprofen Drugs 0.000 claims description 2
YLMAHDNUQAMNNX-UHFFFAOYSA-N imatinib methanesulfonate Chemical compound CS(O)(=O)=O.C1CN(C)CCN1CC1=CC=C(C(=O)NC=2C=C(NC=3N=C(C=CN=3)C=3C=NC=CC=3)C(C)=CC=2)C=C1 YLMAHDNUQAMNNX-UHFFFAOYSA-N 0.000 claims description 2
229910052740 iodine Inorganic materials 0.000 claims description 2
229960002198 irbesartan Drugs 0.000 claims description 2
229960004130 itraconazole Drugs 0.000 claims description 2
239000003410 keratolytic agent Substances 0.000 claims description 2
229960004125 ketoconazole Drugs 0.000 claims description 2
229960004752 ketorolac Drugs 0.000 claims description 2
229960001848 lamotrigine Drugs 0.000 claims description 2
229960004942 lenalidomide Drugs 0.000 claims description 2
229960003881 letrozole Drugs 0.000 claims description 2
229960001691 leucovorin Drugs 0.000 claims description 2
RGLRXNKKBLIBQS-XNHQSDQCSA-N leuprolide acetate Chemical compound CC(O)=O.CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)CC1=CC=C(O)C=C1 RGLRXNKKBLIBQS-XNHQSDQCSA-N 0.000 claims description 2
229960001614 levamisole Drugs 0.000 claims description 2
ZKLPARSLTMPFCP-UHFFFAOYSA-N levocetirizine Chemical compound C1CN(CCOCC(=O)O)CCN1C(C=1C=CC(Cl)=CC=1)C1=CC=CC=C1 ZKLPARSLTMPFCP-UHFFFAOYSA-N 0.000 claims description 2
RLAWWYSOJDYHDC-BZSNNMDCSA-N lisinopril Chemical compound C([C@H](N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(O)=O)C(O)=O)CC1=CC=CC=C1 RLAWWYSOJDYHDC-BZSNNMDCSA-N 0.000 claims description 2
229960002247 lomustine Drugs 0.000 claims description 2
229960004844 lovastatin Drugs 0.000 claims description 2
235000012680 lutein Nutrition 0.000 claims description 2
239000001656 lutein Substances 0.000 claims description 2
229960004999 lycopene Drugs 0.000 claims description 2
235000012661 lycopene Nutrition 0.000 claims description 2
239000001751 lycopene Substances 0.000 claims description 2
VZCYOOQTPOCHFL-UPHRSURJSA-L maleate(2-) Chemical compound [O-]C(=O)\C=C/C([O-])=O VZCYOOQTPOCHFL-UPHRSURJSA-L 0.000 claims description 2
229960004616 medroxyprogesterone Drugs 0.000 claims description 2
229960001962 mefloquine Drugs 0.000 claims description 2
229960001924 melphalan Drugs 0.000 claims description 2
229960000901 mepacrine Drugs 0.000 claims description 2
229960001428 mercaptopurine Drugs 0.000 claims description 2
229960001797 methadone Drugs 0.000 claims description 2
229960002509 miconazole Drugs 0.000 claims description 2
229960003248 mifepristone Drugs 0.000 claims description 2
229960001110 miglitol Drugs 0.000 claims description 2
150000002772 monosaccharides Chemical class 0.000 claims description 2
BLXXJMDCKKHMKV-UHFFFAOYSA-N nabumeton Chemical compound C1=C(CCC(C)=O)C=CC2=CC(OC)=CC=C21 BLXXJMDCKKHMKV-UHFFFAOYSA-N 0.000 claims description 2
229960004270 nabumetone Drugs 0.000 claims description 2
229960004719 nandrolone Drugs 0.000 claims description 2
229960005254 naratriptan Drugs 0.000 claims description 2
229960000801 nelarabine Drugs 0.000 claims description 2
229960000381 omeprazole Drugs 0.000 claims description 2
229960001756 oxaliplatin Drugs 0.000 claims description 2
229960002739 oxaprozin Drugs 0.000 claims description 2
229940046231 pamidronate Drugs 0.000 claims description 2
229960005019 pantoprazole Drugs 0.000 claims description 2
229960002296 paroxetine Drugs 0.000 claims description 2
229960001218 pegademase Drugs 0.000 claims description 2
108010027841 pegademase bovine Proteins 0.000 claims description 2
229960001744 pegaspargase Drugs 0.000 claims description 2
108010001564 pegaspargase Proteins 0.000 claims description 2
108010044644 pegfilgrastim Proteins 0.000 claims description 2
229960003349 pemetrexed disodium Drugs 0.000 claims description 2
NYDXNILOWQXUOF-GXKRWWSZSA-L pemetrexed disodium Chemical compound [Na+].[Na+].C=1NC=2NC(N)=NC(=O)C=2C=1CCC1=CC=C(C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)C=C1 NYDXNILOWQXUOF-GXKRWWSZSA-L 0.000 claims description 2
229960005301 pentazocine Drugs 0.000 claims description 2
229960000952 pipobroman Drugs 0.000 claims description 2
229960000624 procarbazine Drugs 0.000 claims description 2
235000019260 propionic acid Nutrition 0.000 claims description 2
229960004157 rabeprazole Drugs 0.000 claims description 2
108010084837 rasburicase Proteins 0.000 claims description 2
229960000885 rifabutin Drugs 0.000 claims description 2
229960002599 rifapentine Drugs 0.000 claims description 2
229960004641 rituximab Drugs 0.000 claims description 2
229960000425 rizatriptan Drugs 0.000 claims description 2
229960000371 rofecoxib Drugs 0.000 claims description 2
229960004586 rosiglitazone Drugs 0.000 claims description 2
150000003839 salts Chemical class 0.000 claims description 2
229960004425 sibutramine Drugs 0.000 claims description 2
DEIYFTQMQPDXOT-UHFFFAOYSA-N sildenafil citrate Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.CCCC1=NN(C)C(C(N2)=O)=C1N=C2C(C(=CC=1)OCC)=CC=1S(=O)(=O)N1CCN(C)CC1 DEIYFTQMQPDXOT-UHFFFAOYSA-N 0.000 claims description 2
229960002855 simvastatin Drugs 0.000 claims description 2
229960003787 sorafenib Drugs 0.000 claims description 2
229960002256 spironolactone Drugs 0.000 claims description 2
229960001796 sunitinib Drugs 0.000 claims description 2
239000000454 talc Substances 0.000 claims description 2
229910052623 talc Inorganic materials 0.000 claims description 2
229960005187 telmisartan Drugs 0.000 claims description 2
229960002722 terbinafine Drugs 0.000 claims description 2
229960001918 tiagabine Drugs 0.000 claims description 2
229960004394 topiramate Drugs 0.000 claims description 2
229960005026 toremifene Drugs 0.000 claims description 2
229960005267 tositumomab Drugs 0.000 claims description 2
229960000575 trastuzumab Drugs 0.000 claims description 2
229960001641 troglitazone Drugs 0.000 claims description 2
229960000497 trovafloxacin Drugs 0.000 claims description 2
229960001055 uracil mustard Drugs 0.000 claims description 2
229960000653 valrubicin Drugs 0.000 claims description 2
229960004699 valsartan Drugs 0.000 claims description 2
229960004688 venlafaxine Drugs 0.000 claims description 2
PNVNVHUZROJLTJ-UHFFFAOYSA-N venlafaxine Chemical compound C1=CC(OC)=CC=C1C(CN(C)C)C1(O)CCCCC1 PNVNVHUZROJLTJ-UHFFFAOYSA-N 0.000 claims description 2
GBABOYUKABKIAF-IELIFDKJSA-N vinorelbine Chemical compound C1N(CC=2C3=CC=CC=C3NC=22)CC(CC)=C[C@H]1C[C@]2(C(=O)OC)C1=CC([C@]23[C@H]([C@@]([C@H](OC(C)=O)[C@]4(CC)C=CCN([C@H]34)CC2)(O)C(=O)OC)N2C)=C2C=C1OC GBABOYUKABKIAF-IELIFDKJSA-N 0.000 claims description 2
229960002066 vinorelbine Drugs 0.000 claims description 2
235000019166 vitamin D Nutrition 0.000 claims description 2
239000011710 vitamin D Substances 0.000 claims description 2
150000003710 vitamin D derivatives Chemical class 0.000 claims description 2
235000001892 vitamin D2 Nutrition 0.000 claims description 2
239000011653 vitamin D2 Substances 0.000 claims description 2
MECHNRXZTMCUDQ-RKHKHRCZSA-N vitamin D2 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)/C=C/[C@H](C)C(C)C)=C\C=C1\C[C@@H](O)CCC1=C MECHNRXZTMCUDQ-RKHKHRCZSA-N 0.000 claims description 2
235000019165 vitamin E Nutrition 0.000 claims description 2
239000011709 vitamin E Substances 0.000 claims description 2
150000003712 vitamin E derivatives Chemical class 0.000 claims description 2
235000019168 vitamin K Nutrition 0.000 claims description 2
239000011712 vitamin K Substances 0.000 claims description 2
150000003721 vitamin K derivatives Chemical class 0.000 claims description 2
MWLSOWXNZPKENC-SSDOTTSWSA-N zileuton Chemical compound C1=CC=C2SC([C@H](N(O)C(N)=O)C)=CC2=C1 MWLSOWXNZPKENC-SSDOTTSWSA-N 0.000 claims description 2
229960005332 zileuton Drugs 0.000 claims description 2
125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 3
125000003295 alanine group Chemical group N[C@@H](C)C(=O)* 0.000 claims 2
125000001116 prolino group Chemical group [H]OC(=O)C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
ZFRKQXVRDFCRJG-UHFFFAOYSA-N skatole Chemical compound C1=CC=C2C(C)=CNC2=C1 ZFRKQXVRDFCRJG-UHFFFAOYSA-N 0.000 claims 2
JALUUBQFLPUJMY-UHFFFAOYSA-N 2-(4-phenylphenyl)propanoic acid Chemical compound C1=CC(C(C(O)=O)C)=CC=C1C1=CC=CC=C1 JALUUBQFLPUJMY-UHFFFAOYSA-N 0.000 claims 1
HTIQEAQVCYTUBX-UHFFFAOYSA-N Amlodipine Chemical compound CCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1Cl HTIQEAQVCYTUBX-UHFFFAOYSA-N 0.000 claims 1
229940107111 Cholecalciferol Drugs 0.000 claims 1
RRGUKTPIGVIEKM-UHFFFAOYSA-N Cilostazol Chemical compound C=1C=C2NC(=O)CCC2=CC=1OCCCCC1=NN=NN1C1CCCCC1 RRGUKTPIGVIEKM-UHFFFAOYSA-N 0.000 claims 1
229960001380 Cimetidine Drugs 0.000 claims 1
CCGSUNCLSOWKJO-UHFFFAOYSA-N Cimetidine Chemical compound N#CNC(=N/C)\NCCSCC1=NC=N[C]1C CCGSUNCLSOWKJO-UHFFFAOYSA-N 0.000 claims 1
SUBDBMMJDZJVOS-UHFFFAOYSA-N Esomeprazole Chemical compound N=1C2=CC(OC)=CC=C2NC=1S(=O)CC1=NC=C(C)C(OC)=C1C SUBDBMMJDZJVOS-UHFFFAOYSA-N 0.000 claims 1
229960004296 Megestrol Acetate Drugs 0.000 claims 1
QAGYKUNXZHXKMR-HKWSIXNMSA-N Nelfinavir Chemical compound CC1=C(O)C=CC=C1C(=O)N[C@H]([C@H](O)CN1[C@@H](C[C@@H]2CCCC[C@@H]2C1)C(=O)NC(C)(C)C)CSC1=CC=CC=C1 QAGYKUNXZHXKMR-HKWSIXNMSA-N 0.000 claims 1
WDZCUPBHRAEYDL-GZAUEHORSA-N Rifapentine Chemical compound O([C@](C1=O)(C)O/C=C/[C@@H]([C@H]([C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)\C=C\C=C(C)/C(=O)NC=2C(O)=C3C(O)=C4C)C)OC)C4=C1C3=C(O)C=2\C=N\N(CC1)CCN1C1CCCC1 WDZCUPBHRAEYDL-GZAUEHORSA-N 0.000 claims 1
241001655798 Taku Species 0.000 claims 1
DRHKJLXJIQTDTD-OAHLLOKOSA-N Tamsulosine Chemical compound CCOC1=CC=CC=C1OCCN[C@H](C)CC1=CC=C(OC)C(S(N)(=O)=O)=C1 DRHKJLXJIQTDTD-OAHLLOKOSA-N 0.000 claims 1
229940099419 Targretin Drugs 0.000 claims 1
229960003895 Verteporfin Drugs 0.000 claims 1
ZQFGRJWRSLZCSQ-ZSFNYQMMSA-N Verteporfin Chemical compound C=1C([C@@]2([C@H](C(=O)OC)C(=CC=C22)C(=O)OC)C)=NC2=CC(C(=C2C=C)C)=NC2=CC(C(=C2CCC(O)=O)C)=NC2=CC2=NC=1C(C)=C2CCC(=O)OC ZQFGRJWRSLZCSQ-ZSFNYQMMSA-N 0.000 claims 1
HOFQVRTUGATRFI-XQKSVPLYSA-N Vinblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1N=C1[C]2C=CC=C1 HOFQVRTUGATRFI-XQKSVPLYSA-N 0.000 claims 1
229940088594 Vitamin Drugs 0.000 claims 1
QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 claims 1
OGQICQVSFDPSEI-UHFFFAOYSA-N Zorac Chemical compound N1=CC(C(=O)OCC)=CC=C1C#CC1=CC=C(SCCC2(C)C)C2=C1 OGQICQVSFDPSEI-UHFFFAOYSA-N 0.000 claims 1
RQZAXGRLVPAYTJ-GQFGMJRRSA-N [(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate Chemical compound C1=C(C)C2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(C)=O)(OC(=O)C)[C@@]1(C)CC2 RQZAXGRLVPAYTJ-GQFGMJRRSA-N 0.000 claims 1
230000003556 anti-epileptic Effects 0.000 claims 1
230000002141 anti-parasite Effects 0.000 claims 1
230000000840 anti-viral Effects 0.000 claims 1
230000000890 antigenic Effects 0.000 claims 1
239000003096 antiparasitic agent Substances 0.000 claims 1
DVQHYTBCTGYNNN-UHFFFAOYSA-N azane;cyclobutane-1,1-dicarboxylic acid;platinum Chemical compound N.N.[Pt].OC(=O)C1(C(O)=O)CCC1 DVQHYTBCTGYNNN-UHFFFAOYSA-N 0.000 claims 1
229960004588 cilostazol Drugs 0.000 claims 1
229960004729 colecalciferol Drugs 0.000 claims 1
125000004310 dioxan-2-yl group Chemical group [H]C1([H])OC([H])([H])C([H])(*)OC1([H])[H] 0.000 claims 1
125000001072 heteroaryl group Chemical group 0.000 claims 1
BKEMVGVBBDMHKL-VYFXDUNUSA-N histrelin acetate Chemical compound CC(O)=O.CC(O)=O.CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)CC(N=C1)=CN1CC1=CC=CC=C1 BKEMVGVBBDMHKL-VYFXDUNUSA-N 0.000 claims 1
239000004041 inotropic agent Substances 0.000 claims 1
239000003149 muscarinic antagonist Substances 0.000 claims 1
229960000884 nelfinavir Drugs 0.000 claims 1
235000015097 nutrients Nutrition 0.000 claims 1
239000000014 opioid analgesic Substances 0.000 claims 1
201000004240 prostatic hypertrophy Diseases 0.000 claims 1
150000003432 sterols Chemical class 0.000 claims 1
235000003702 sterols Nutrition 0.000 claims 1
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
229960002613 tamsulosin Drugs 0.000 claims 1
229960000565 tazarotene Drugs 0.000 claims 1
235000005282 vitamin D3 Nutrition 0.000 claims 1
239000011647 vitamin D3 Substances 0.000 claims 1
QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 claims 1
150000003722 vitamin derivatives Chemical class 0.000 claims 1
125000003275 alpha amino acid group Chemical group 0.000 description 85
210000004027 cells Anatomy 0.000 description 49
238000006243 chemical reaction Methods 0.000 description 49
238000004132 cross linking Methods 0.000 description 47
CPELXLSAUQHCOX-UHFFFAOYSA-M bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 42
229920001308 poly(aminoacid) Polymers 0.000 description 31
150000001299 aldehydes Chemical class 0.000 description 29
125000001424 substituent group Chemical group 0.000 description 28
125000006575 electron-withdrawing group Chemical group 0.000 description 24
238000006116 polymerization reaction Methods 0.000 description 24
229920002521 Macromolecule Polymers 0.000 description 21
CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 21
125000003277 amino group Chemical group 0.000 description 19
IVRMZWNICZWHMI-UHFFFAOYSA-N azide Chemical compound [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 description 19
201000010099 disease Diseases 0.000 description 19
206010028980 Neoplasm Diseases 0.000 description 18
235000018977 lysine Nutrition 0.000 description 18
229920001223 polyethylene glycol Polymers 0.000 description 18
229910052725 zinc Inorganic materials 0.000 description 18
239000011701 zinc Substances 0.000 description 18
KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 17
239000004472 Lysine Substances 0.000 description 17
229960003646 lysine Drugs 0.000 description 17
HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 17
229960003767 Alanine Drugs 0.000 description 16
QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 16
XKJCHHZQLQNZHY-UHFFFAOYSA-N Phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 16
235000004279 alanine Nutrition 0.000 description 16
125000000524 functional group Chemical group 0.000 description 16
229910052736 halogen Inorganic materials 0.000 description 16
230000002441 reversible Effects 0.000 description 16
229940024606 Amino Acids Drugs 0.000 description 15
229940019746 Antifibrinolytic amino acids Drugs 0.000 description 15
229940021015 I.V. solution additive Amino Acids Drugs 0.000 description 15
150000001408 amides Chemical class 0.000 description 15
125000002843 carboxylic acid group Chemical group 0.000 description 15
150000002367 halogens Chemical class 0.000 description 15
230000021615 conjugation Effects 0.000 description 14
235000018417 cysteine Nutrition 0.000 description 14
RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
ZHNUHDYFZUAESO-UHFFFAOYSA-N formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 14
125000006239 protecting group Chemical group 0.000 description 14
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
229940009098 Aspartate Drugs 0.000 description 13
229940049906 Glutamate Drugs 0.000 description 13
241000700605 Viruses Species 0.000 description 13
230000001268 conjugating Effects 0.000 description 13
210000001519 tissues Anatomy 0.000 description 13
239000004475 Arginine Substances 0.000 description 12
AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 12
239000004473 Threonine Substances 0.000 description 12
QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 12
235000009697 arginine Nutrition 0.000 description 12
PEEHTFAAVSWFBL-UHFFFAOYSA-N maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 12
235000008521 threonine Nutrition 0.000 description 12
229960002898 threonine Drugs 0.000 description 12
ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 11
XUJNEKJLAYXESH-REOHCLBHSA-N L-cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 11
DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 11
229960003121 arginine Drugs 0.000 description 11
150000002019 disulfides Chemical class 0.000 description 11
150000002431 hydrogen Chemical class 0.000 description 11
LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide Chemical compound CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 description 10
KZNICNPSHKQLFF-UHFFFAOYSA-N Succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 10
125000004432 carbon atoms Chemical group C* 0.000 description 10
150000007942 carboxylates Chemical group 0.000 description 10
239000003937 drug carrier Substances 0.000 description 10
XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 10
239000002831 pharmacologic agent Substances 0.000 description 10
229960002317 succinimide Drugs 0.000 description 10
QIVBCDIJIAJPQS-SECBINFHSA-N D-tryptophane Chemical compound C1=CC=C2C(C[C@@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-SECBINFHSA-N 0.000 description 9
ONIBWKKTOPOVIA-BYPYZUCNSA-N L-proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 9
KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 9
229960002429 Proline Drugs 0.000 description 9
229960004799 Tryptophan Drugs 0.000 description 9
239000002253 acid Substances 0.000 description 9
125000002355 alkine group Chemical group 0.000 description 9
239000002585 base Substances 0.000 description 9
125000002619 bicyclic group Chemical group 0.000 description 9
239000003153 chemical reaction reagent Substances 0.000 description 9
238000005859 coupling reaction Methods 0.000 description 9
238000010494 dissociation reaction Methods 0.000 description 9
230000005593 dissociations Effects 0.000 description 9
239000007850 fluorescent dye Substances 0.000 description 9
239000012458 free base Chemical group 0.000 description 9
OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 9
150000002466 imines Chemical class 0.000 description 9
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 9
229920001059 synthetic polymer Polymers 0.000 description 9
230000001225 therapeutic Effects 0.000 description 9
229960004295 valine Drugs 0.000 description 9
239000004474 valine Substances 0.000 description 9
125000002774 3,4-dimethoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H])C([H])([H])* 0.000 description 8
RWSXRVCMGQZWBV-WDSKDSINSA-N Glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 description 8
229960003180 Glutathione Drugs 0.000 description 8
210000000865 Mononuclear Phagocyte System Anatomy 0.000 description 8
JIAARYAFYJHUJI-UHFFFAOYSA-L Zinc chloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 8
150000001241 acetals Chemical class 0.000 description 8
150000005215 alkyl ethers Chemical class 0.000 description 8
WPYMKLBDIGXBTP-UHFFFAOYSA-M benzoate Chemical compound [O-]C(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-M 0.000 description 8
230000001588 bifunctional Effects 0.000 description 8
150000001735 carboxylic acids Chemical class 0.000 description 8
230000000875 corresponding Effects 0.000 description 8
LDHQCZJRKDOVOX-NSCUHMNNSA-M crotonate Chemical compound C\C=C\C([O-])=O LDHQCZJRKDOVOX-NSCUHMNNSA-M 0.000 description 8
BDAGIHXWWSANSR-UHFFFAOYSA-M methanoate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 8
IUGYQRQAERSCNH-UHFFFAOYSA-M pivalate Chemical compound CC(C)(C)C([O-])=O IUGYQRQAERSCNH-UHFFFAOYSA-M 0.000 description 8
150000003384 small molecules Chemical class 0.000 description 8
NQPDZGIKBAWPEJ-UHFFFAOYSA-M valerate Chemical compound CCCCC([O-])=O NQPDZGIKBAWPEJ-UHFFFAOYSA-M 0.000 description 8
239000011592 zinc chloride Substances 0.000 description 8
235000005074 zinc chloride Nutrition 0.000 description 8
ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 7
210000000805 Cytoplasm Anatomy 0.000 description 7
210000001163 Endosomes Anatomy 0.000 description 7
108010024636 Glutathione Proteins 0.000 description 7
238000006736 Huisgen cycloaddition reaction Methods 0.000 description 7
KXDAEFPNCMNJSK-UHFFFAOYSA-N benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 7
150000004657 carbamic acid derivatives Chemical class 0.000 description 7
230000000694 effects Effects 0.000 description 7
238000005538 encapsulation Methods 0.000 description 7
125000005843 halogen group Chemical group 0.000 description 7
238000010348 incorporation Methods 0.000 description 7
150000002500 ions Chemical class 0.000 description 7
238000000034 method Methods 0.000 description 7
239000000178 monomer Substances 0.000 description 7
239000002245 particle Substances 0.000 description 7
239000003638 reducing agent Substances 0.000 description 7
239000000243 solution Substances 0.000 description 7
239000000126 substance Substances 0.000 description 7
150000003568 thioethers Chemical class 0.000 description 7
125000003396 thiol group Chemical group [H]S* 0.000 description 7
VHJLVAABSRFDPM-UHFFFAOYSA-N 1,4-dimercaptobutane-2,3-diol Chemical compound SCC(O)C(O)CS VHJLVAABSRFDPM-UHFFFAOYSA-N 0.000 description 6
239000012099 Alexa Fluor family Substances 0.000 description 6
210000004369 Blood Anatomy 0.000 description 6
XEHVFKKSDRMODV-UHFFFAOYSA-N Ethynyl radical Chemical group C#[C] XEHVFKKSDRMODV-UHFFFAOYSA-N 0.000 description 6
UIIMBOGNXHQVGW-UHFFFAOYSA-M NaHCO3 Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
230000002378 acidificating Effects 0.000 description 6
125000003172 aldehyde group Chemical group 0.000 description 6
125000000217 alkyl group Chemical group 0.000 description 6
150000003974 aralkylamines Chemical class 0.000 description 6
239000008280 blood Substances 0.000 description 6
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 6
230000001808 coupling Effects 0.000 description 6
239000007822 coupling agent Substances 0.000 description 6
238000010168 coupling process Methods 0.000 description 6
238000010790 dilution Methods 0.000 description 6
239000012039 electrophile Substances 0.000 description 6
150000002443 hydroxylamines Chemical class 0.000 description 6
239000003446 ligand Substances 0.000 description 6
101700041618 nhr-4 Proteins 0.000 description 6
239000000758 substrate Substances 0.000 description 6
238000003786 synthesis reaction Methods 0.000 description 6
229920000160 (ribonucleotides)n+m Polymers 0.000 description 5
125000006325 2-propenyl amino group Chemical group [H]C([H])=C([H])C([H])([H])N([H])* 0.000 description 5
229960001230 Asparagine Drugs 0.000 description 5
QOSSAOTZNIDXMA-UHFFFAOYSA-N Carbodicyclohexylimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 5
CKLJMWTZIZZHCS-UHFFFAOYSA-N DL-aspartic acid Chemical compound OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 description 5
KPUWHANPEXNPJT-UHFFFAOYSA-N Disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 5
UIWYJDYFSGRHKR-UHFFFAOYSA-N Gadolinium Chemical class [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 description 5
229910052688 Gadolinium Chemical class 0.000 description 5
229960002743 Glutamine Drugs 0.000 description 5
DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 description 5
ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 description 5
229920000805 Polyaspartic acid Polymers 0.000 description 5
239000002262 Schiff base Substances 0.000 description 5
150000004753 Schiff bases Chemical group 0.000 description 5
238000009825 accumulation Methods 0.000 description 5
235000009582 asparagine Nutrition 0.000 description 5
150000001541 aziridines Chemical class 0.000 description 5
150000004649 carbonic acid derivatives Chemical class 0.000 description 5
239000000969 carrier Substances 0.000 description 5
239000010949 copper Substances 0.000 description 5
238000006352 cycloaddition reaction Methods 0.000 description 5
150000002118 epoxides Chemical class 0.000 description 5
238000005755 formation reaction Methods 0.000 description 5
235000004554 glutamine Nutrition 0.000 description 5
150000002429 hydrazines Chemical class 0.000 description 5
239000002609 media Substances 0.000 description 5
239000002105 nanoparticle Substances 0.000 description 5
KAESVJOAVNADME-UHFFFAOYSA-N pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 5
125000003107 substituted aryl group Chemical group 0.000 description 5
239000003981 vehicle Substances 0.000 description 5
BEJKOYIMCGMNRB-GRHHLOCNSA-N (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid;(2S)-2-amino-3-phenylpropanoic acid Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1.OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 BEJKOYIMCGMNRB-GRHHLOCNSA-N 0.000 description 4
JWZMLPVLGNVRKQ-UHFFFAOYSA-M (4-nitrophenyl)methyl carbonate Chemical compound [O-]C(=O)OCC1=CC=C([N+]([O-])=O)C=C1 JWZMLPVLGNVRKQ-UHFFFAOYSA-M 0.000 description 4
ZOJKRWXDNYZASL-NSCUHMNNSA-M (E)-4-methoxybut-2-enoate Chemical compound COC\C=C\C([O-])=O ZOJKRWXDNYZASL-NSCUHMNNSA-M 0.000 description 4
DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 4
SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 4
VDFVNEFVBPFDSB-UHFFFAOYSA-N 1,3-dioxane Chemical compound C1COCOC1 VDFVNEFVBPFDSB-UHFFFAOYSA-N 0.000 description 4
VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical group O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 description 4
WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 4
XQQZRZQVBFHBHL-UHFFFAOYSA-N 12-Crown-4 Chemical compound C1COCCOCCOCCO1 XQQZRZQVBFHBHL-UHFFFAOYSA-N 0.000 description 4
VFTFKUDGYRBSAL-UHFFFAOYSA-N 15-Crown-5 Chemical compound C1COCCOCCOCCOCCO1 VFTFKUDGYRBSAL-UHFFFAOYSA-N 0.000 description 4
XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-Crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 description 4
125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 description 4
FFFIRKXTFQCCKJ-UHFFFAOYSA-M 2,4,6-trimethylbenzoate Chemical compound CC1=CC(C)=C(C([O-])=O)C(C)=C1 FFFIRKXTFQCCKJ-UHFFFAOYSA-M 0.000 description 4
HUHXLHLWASNVDB-UHFFFAOYSA-N 2-(oxan-2-yloxy)oxane Chemical compound O1CCCCC1OC1OCCCC1 HUHXLHLWASNVDB-UHFFFAOYSA-N 0.000 description 4
RMIODHQZRUFFFF-UHFFFAOYSA-M 2-methoxyacetate Chemical compound COCC([O-])=O RMIODHQZRUFFFF-UHFFFAOYSA-M 0.000 description 4
XMIIGOLPHOKFCH-UHFFFAOYSA-M 3-phenylpropionate Chemical compound [O-]C(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-M 0.000 description 4
JTSSUEWTRDWHGY-UHFFFAOYSA-N 4-(pyridin-4-ylmethoxymethyl)pyridine Chemical compound C=1C=NC=CC=1COCC1=CC=NC=C1 JTSSUEWTRDWHGY-UHFFFAOYSA-N 0.000 description 4
FPHVRPCVNPHPBH-UHFFFAOYSA-M 4-benzylbenzoate Chemical compound C1=CC(C(=O)[O-])=CC=C1CC1=CC=CC=C1 FPHVRPCVNPHPBH-UHFFFAOYSA-M 0.000 description 4
JOOXCMJARBKPKM-UHFFFAOYSA-M 4-oxopentanoate Chemical compound CC(=O)CCC([O-])=O JOOXCMJARBKPKM-UHFFFAOYSA-M 0.000 description 4
229940089960 Chloroacetate Drugs 0.000 description 4
AQEFLFZSWDEAIP-UHFFFAOYSA-N Di-tert-butyl ether Chemical group CC(C)(C)OC(C)(C)C AQEFLFZSWDEAIP-UHFFFAOYSA-N 0.000 description 4
229940088598 Enzyme Drugs 0.000 description 4
102000004190 Enzymes Human genes 0.000 description 4
108090000790 Enzymes Proteins 0.000 description 4
JNWBBCNCSMBKNE-UHFFFAOYSA-N HATU Chemical compound F[P-](F)(F)(F)(F)F.C1=CN=C2N(OC(N(C)C)=[N+](C)C)N=NC2=C1 JNWBBCNCSMBKNE-UHFFFAOYSA-N 0.000 description 4
229960002885 Histidine Drugs 0.000 description 4
HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 4
BDNKZNFMNDZQMI-UHFFFAOYSA-N N,N'-Diisopropylcarbodiimide Chemical compound CC(C)N=C=NC(C)C BDNKZNFMNDZQMI-UHFFFAOYSA-N 0.000 description 4
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
210000003463 Organelles Anatomy 0.000 description 4
229940043267 Rhodamine B Drugs 0.000 description 4
JKEKMBGUVUKMQB-UHFFFAOYSA-N [benzotriazol-1-yloxy(dimethylamino)methylidene]-dimethylazanium;tetrafluoroborate Chemical compound F[B-](F)(F)F.C1=CC=C2N(OC(N(C)C)=[N+](C)C)N=NC2=C1 JKEKMBGUVUKMQB-UHFFFAOYSA-N 0.000 description 4
XXFXTBNFFMQVKJ-UHFFFAOYSA-N [diphenyl(trityloxy)methyl]benzene Chemical group C=1C=CC=CC=1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)OC(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 XXFXTBNFFMQVKJ-UHFFFAOYSA-N 0.000 description 4
239000002671 adjuvant Substances 0.000 description 4
230000000240 adjuvant Effects 0.000 description 4
150000008064 anhydrides Chemical class 0.000 description 4
LUFPJJNWMYZRQE-UHFFFAOYSA-N benzylsulfanylmethylbenzene Chemical class C=1C=CC=CC=1CSCC1=CC=CC=C1 LUFPJJNWMYZRQE-UHFFFAOYSA-N 0.000 description 4
229910052799 carbon Inorganic materials 0.000 description 4
FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 description 4
235000001671 coumarin Nutrition 0.000 description 4
ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Natural products C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 4
125000004122 cyclic group Chemical group 0.000 description 4
230000001086 cytosolic Effects 0.000 description 4
150000004662 dithiols Chemical class 0.000 description 4
230000002708 enhancing Effects 0.000 description 4
125000004185 ester group Chemical group 0.000 description 4
OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 4
DHMQDGOQFOQNFH-UHFFFAOYSA-N glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 4
125000000623 heterocyclic group Chemical group 0.000 description 4
235000014304 histidine Nutrition 0.000 description 4
239000000017 hydrogel Substances 0.000 description 4
229920001477 hydrophilic polymer Polymers 0.000 description 4
230000001965 increased Effects 0.000 description 4
150000002739 metals Chemical class 0.000 description 4
125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 4
125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 description 4
239000003960 organic solvent Substances 0.000 description 4
150000002905 orthoesters Chemical class 0.000 description 4
125000006505 p-cyanobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C#N)C([H])([H])* 0.000 description 4
125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 4
230000035515 penetration Effects 0.000 description 4
230000004962 physiological condition Effects 0.000 description 4
150000003141 primary amines Chemical group 0.000 description 4
BFASWJXWTSCDRR-UHFFFAOYSA-M prop-2-enyl carbonate Chemical group [O-]C(=O)OC[C]=C BFASWJXWTSCDRR-UHFFFAOYSA-M 0.000 description 4
XBDQKXXYIPTUBI-UHFFFAOYSA-M propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 4
238000001338 self-assembly Methods 0.000 description 4
150000007659 semicarbazones Chemical class 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
FGEJJBGRIFKJTB-UHFFFAOYSA-N silylsulfanylsilane Chemical class [SiH3]S[SiH3] FGEJJBGRIFKJTB-UHFFFAOYSA-N 0.000 description 4
125000004426 substituted alkynyl group Chemical group 0.000 description 4
230000002194 synthesizing Effects 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
ABZLKHKQJHEPAX-UHFFFAOYSA-N tetramethylrhodamine Chemical compound C=12C=CC(N(C)C)=CC2=[O+]C2=CC(N(C)C)=CC=C2C=1C1=CC=CC=C1C([O-])=O ABZLKHKQJHEPAX-UHFFFAOYSA-N 0.000 description 4
150000007970 thio esters Chemical class 0.000 description 4
LGSAOJLQTXCYHF-UHFFFAOYSA-N tri(propan-2-yl)-tri(propan-2-yl)silyloxysilane Chemical compound CC(C)[Si](C(C)C)(C(C)C)O[Si](C(C)C)(C(C)C)C(C)C LGSAOJLQTXCYHF-UHFFFAOYSA-N 0.000 description 4
QXTIBZLKQPJVII-UHFFFAOYSA-N triethylsilicon Chemical group CC[Si](CC)CC QXTIBZLKQPJVII-UHFFFAOYSA-N 0.000 description 4
HWBIQJOWCBKZJW-UHFFFAOYSA-N $l^{1}-silanyloxysilicon Chemical compound [Si]O[Si] HWBIQJOWCBKZJW-UHFFFAOYSA-N 0.000 description 3
SODPIMGUZLOIPE-UHFFFAOYSA-M (4-chlorophenoxy)acetate Chemical compound [O-]C(=O)COC1=CC=C(Cl)C=C1 SODPIMGUZLOIPE-UHFFFAOYSA-M 0.000 description 3
125000004169 (C1-C6) alkyl group Chemical group 0.000 description 3
KGBYNVUSDGMXEO-UHFFFAOYSA-N 1-methyl-4-[(4-methylphenyl)methylsulfanylmethyl]benzene Chemical compound C1=CC(C)=CC=C1CSCC1=CC=C(C)C=C1 KGBYNVUSDGMXEO-UHFFFAOYSA-N 0.000 description 3
IPKOJSMGLIKFLO-UHFFFAOYSA-N 2,2,5,5-tetramethyl-1,2,5-azadisilolidine Chemical compound C[Si]1(C)CC[Si](C)(C)N1 IPKOJSMGLIKFLO-UHFFFAOYSA-N 0.000 description 3
IMSODMZESSGVBE-UHFFFAOYSA-N 2-oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 3
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 3
LNMBCRKRCIMQLW-UHFFFAOYSA-N 2-tert-butylsulfanyl-2-methylpropane Chemical compound CC(C)(C)SC(C)(C)C LNMBCRKRCIMQLW-UHFFFAOYSA-N 0.000 description 3
GPVOTFQILZVCFP-UHFFFAOYSA-M 2-trityloxyacetate Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(OCC(=O)[O-])C1=CC=CC=C1 GPVOTFQILZVCFP-UHFFFAOYSA-M 0.000 description 3
RGAMLRMKIJBQGL-UHFFFAOYSA-N 2H-benzo[h]isoquinolin-1-one Chemical class C1=CC=CC2=C3C(=O)NC=CC3=CC=C21 RGAMLRMKIJBQGL-UHFFFAOYSA-N 0.000 description 3
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 3
125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 3
229940035676 ANALGESICS Drugs 0.000 description 3
206010003736 Attention deficit/hyperactivity disease Diseases 0.000 description 3
125000000882 C2-C6 alkenyl group Chemical group 0.000 description 3
125000003601 C2-C6 alkynyl group Chemical group 0.000 description 3
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate dianion Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
229940064701 Corticosteroid nasal preparations for topical use Drugs 0.000 description 3
229960001334 Corticosteroids Drugs 0.000 description 3
229940119017 Cyclosporine Drugs 0.000 description 3
229940039227 DIAGNOSTIC AGENTS Drugs 0.000 description 3
210000004185 Liver Anatomy 0.000 description 3
210000003712 Lysosomes Anatomy 0.000 description 3
BWLUMTFWVZZZND-UHFFFAOYSA-N N-benzyl-1-phenylmethanamine Chemical compound C=1C=CC=CC=1CNCC1=CC=CC=C1 BWLUMTFWVZZZND-UHFFFAOYSA-N 0.000 description 3
108020005497 Nuclear hormone receptors Proteins 0.000 description 3
229940074730 OPHTHAMOLOGIC DIAGNOSTIC AGENTS Drugs 0.000 description 3
PYWVYCXTNDRMGF-UHFFFAOYSA-N Rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 3
LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 3
DXHDPDHBCNHDAO-UHFFFAOYSA-N [diphenyl(tritylsulfanyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)SC(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 DXHDPDHBCNHDAO-UHFFFAOYSA-N 0.000 description 3
125000003342 alkenyl group Chemical group 0.000 description 3
229920000469 amphiphilic block copolymer Polymers 0.000 description 3
229960000070 antineoplastic Monoclonal antibodies Drugs 0.000 description 3
125000003710 aryl alkyl group Chemical group 0.000 description 3
125000000440 benzylamino group Chemical group [H]N(*)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
239000006227 byproduct Substances 0.000 description 3
230000001413 cellular Effects 0.000 description 3
230000000295 complement Effects 0.000 description 3
150000004775 coumarins Chemical class 0.000 description 3
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 3
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 3
238000001514 detection method Methods 0.000 description 3
239000000032 diagnostic agent Substances 0.000 description 3
238000000502 dialysis Methods 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
125000002140 imidazol-4-yl group Chemical group [H]N1C([H])=NC([*])=C1[H] 0.000 description 3
150000003949 imides Chemical class 0.000 description 3
238000011065 in-situ storage Methods 0.000 description 3
229910052742 iron Inorganic materials 0.000 description 3
150000003951 lactams Chemical class 0.000 description 3
230000001868 lysosomic Effects 0.000 description 3
230000014759 maintenance of location Effects 0.000 description 3
238000004949 mass spectrometry Methods 0.000 description 3
229960000060 monoclonal antibodies Drugs 0.000 description 3
230000036457 multidrug resistance Effects 0.000 description 3
125000001624 naphthyl group Chemical group 0.000 description 3
PNXARVQFZVINTL-UHFFFAOYSA-N oxazolinyl Chemical group C1CN=[C]O1 PNXARVQFZVINTL-UHFFFAOYSA-N 0.000 description 3
239000007800 oxidant agent Substances 0.000 description 3
125000004043 oxo group Chemical group O=* 0.000 description 3
FAQJJMHZNSSFSM-UHFFFAOYSA-M phenylglyoxylate Chemical compound [O-]C(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-M 0.000 description 3
239000003505 polymerization initiator Substances 0.000 description 3
125000001486 pyren-4-yl group Chemical group [H]C1=C(C2=C34)C([H])=C([H])C([H])=C2C([*])=C([H])C3=C([H])C([H])=C([H])C4=C1[H] 0.000 description 3
125000000714 pyrimidinyl group Chemical group 0.000 description 3
150000007660 quinolones Chemical class 0.000 description 3
230000004044 response Effects 0.000 description 3
239000001022 rhodamine dye Substances 0.000 description 3
231100000486 side effect Toxicity 0.000 description 3
125000000547 substituted alkyl group Chemical group 0.000 description 3
WRWHFVRDUAQRIQ-UHFFFAOYSA-L sulfanylidenemethanediolate Chemical compound [O-]C([O-])=S WRWHFVRDUAQRIQ-UHFFFAOYSA-L 0.000 description 3
IGFOEOHPQIRVQY-UHFFFAOYSA-N tert-butyl-[tert-butyl(dimethyl)silyl]sulfanyl-dimethylsilane Chemical compound CC(C)(C)[Si](C)(C)S[Si](C)(C)C(C)(C)C IGFOEOHPQIRVQY-UHFFFAOYSA-N 0.000 description 3
238000002560 therapeutic procedure Methods 0.000 description 3
GNVMUORYQLCPJZ-UHFFFAOYSA-M thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 description 3
229940083878 topical for treatment of hemorrhoids and anal fissures Corticosteroids Drugs 0.000 description 3
230000032258 transport Effects 0.000 description 3
125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
230000003612 virological Effects 0.000 description 3
OQANPHBRHBJGNZ-FYJGNVAPSA-N (3E)-6-oxo-3-[[4-(pyridin-2-ylsulfamoyl)phenyl]hydrazinylidene]cyclohexa-1,4-diene-1-carboxylic acid Chemical compound C1=CC(=O)C(C(=O)O)=C\C1=N\NC1=CC=C(S(=O)(=O)NC=2N=CC=CC=2)C=C1 OQANPHBRHBJGNZ-FYJGNVAPSA-N 0.000 description 2
150000003923 2,5-pyrrolediones Chemical class 0.000 description 2
229940116904 ANTIINFLAMMATORY THERAPEUTIC RADIOPHARMACEUTICALS Drugs 0.000 description 2
229940009456 Adriamycin Drugs 0.000 description 2
IKYJCHYORFJFRR-UHFFFAOYSA-N Alexa Fluor 350 Chemical compound O=C1OC=2C=C(N)C(S(O)(=O)=O)=CC=2C(C)=C1CC(=O)ON1C(=O)CCC1=O IKYJCHYORFJFRR-UHFFFAOYSA-N 0.000 description 2
WHVNXSBKJGAXKU-UHFFFAOYSA-N Alexa Fluor 532 Chemical compound [H+].[H+].CC1(C)C(C)NC(C(=C2OC3=C(C=4C(C(C(C)N=4)(C)C)=CC3=3)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=C2C=3C(C=C1)=CC=C1C(=O)ON1C(=O)CCC1=O WHVNXSBKJGAXKU-UHFFFAOYSA-N 0.000 description 2
ZAINTDRBUHCDPZ-UHFFFAOYSA-M Alexa Fluor 546 Chemical compound [H+].[Na+].CC1CC(C)(C)NC(C(=C2OC3=C(C4=NC(C)(C)CC(C)C4=CC3=3)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=C2C=3C(C(=C(Cl)C=1Cl)C(O)=O)=C(Cl)C=1SCC(=O)NCCCCCC(=O)ON1C(=O)CCC1=O ZAINTDRBUHCDPZ-UHFFFAOYSA-M 0.000 description 2
206010001897 Alzheimer's disease Diseases 0.000 description 2
206010002026 Amyotrophic lateral sclerosis Diseases 0.000 description 2
208000006673 Asthma Diseases 0.000 description 2
206010003816 Autoimmune disease Diseases 0.000 description 2
AQCDIIAORKRFCD-UHFFFAOYSA-N Cadmium selenide Chemical compound [Cd]=[Se] AQCDIIAORKRFCD-UHFFFAOYSA-N 0.000 description 2
FRLJSGOEGLARCA-UHFFFAOYSA-N Cadmium sulfide Chemical compound [S-2].[Cd+2] FRLJSGOEGLARCA-UHFFFAOYSA-N 0.000 description 2
RPPBZEBXAAZZJH-UHFFFAOYSA-N Cadmium telluride Chemical compound [Te]=[Cd] RPPBZEBXAAZZJH-UHFFFAOYSA-N 0.000 description 2
210000000170 Cell Membrane Anatomy 0.000 description 2
IAKHMKGGTNLKSZ-INIZCTEOSA-N Colchicine Chemical compound C1([C@@H](NC(C)=O)CC2)=CC(=O)C(OC)=CC=C1C1=C2C=C(OC)C(OC)=C1OC IAKHMKGGTNLKSZ-INIZCTEOSA-N 0.000 description 2
241001354243 Corona Species 0.000 description 2
210000000172 Cytosol Anatomy 0.000 description 2
206010012601 Diabetes mellitus Diseases 0.000 description 2
241000196324 Embryophyta Species 0.000 description 2
229960000304 Folic Acid Drugs 0.000 description 2
208000010412 Glaucoma Diseases 0.000 description 2
229960002449 Glycine Drugs 0.000 description 2
239000004471 Glycine Substances 0.000 description 2
230000036499 Half live Effects 0.000 description 2
229940047124 Interferons Drugs 0.000 description 2
QRXWMOHMRWLFEY-UHFFFAOYSA-N Isoniazid Chemical class NNC(=O)C1=CC=NC=C1 QRXWMOHMRWLFEY-UHFFFAOYSA-N 0.000 description 2
FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 2
229940074726 OPHTHALMOLOGIC ANTIINFLAMMATORY AGENTS Drugs 0.000 description 2
206010061536 Parkinson's disease Diseases 0.000 description 2
210000003800 Pharynx Anatomy 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
108010020346 Polyglutamic Acid Proteins 0.000 description 2
108010039918 Polylysine Proteins 0.000 description 2
VIAFLMPQBHAMLI-UHFFFAOYSA-N PyBOP Chemical compound F[P-](F)(F)(F)(F)F.C1CCCN1[P+](N1CCCC1)(N1CCCC1)ON1C2=CC=CC=C2N=N1 VIAFLMPQBHAMLI-UHFFFAOYSA-N 0.000 description 2
208000008513 Spinal Cord Injury Diseases 0.000 description 2
229960001940 Sulfasalazine Drugs 0.000 description 2
QJJXYPPXXYFBGM-LFZNUXCKSA-N Tacrolimus Chemical compound C1C[C@@H](O)[C@H](OC)C[C@@H]1\C=C(/C)[C@@H]1[C@H](C)[C@@H](O)CC(=O)[C@H](CC=C)/C=C(C)/C[C@H](C)C[C@H](OC)[C@H]([C@H](C[C@H]2C)OC)O[C@@]2(O)C(=O)C(=O)N2CCCC[C@H]2C(=O)O1 QJJXYPPXXYFBGM-LFZNUXCKSA-N 0.000 description 2
229960001967 Tacrolimus Drugs 0.000 description 2
229940062776 ZINC ASPARTATE Drugs 0.000 description 2
229940050168 ZINC LACTATE Drugs 0.000 description 2
POEVDIARYKIEGF-FMHLBKHZSA-L Zinc L-aspartate Chemical compound [Zn+2].[O-]C(=O)[C@@H](N)CC(O)=O.[O-]C(=O)[C@H](N)CC(O)=O POEVDIARYKIEGF-FMHLBKHZSA-L 0.000 description 2
CANRESZKMUPMAE-UHFFFAOYSA-L Zinc lactate Chemical compound [Zn+2].CC(O)C([O-])=O.CC(O)C([O-])=O CANRESZKMUPMAE-UHFFFAOYSA-L 0.000 description 2
UQYZFNUUOSSNKT-UHFFFAOYSA-N [benzotriazol-1-yloxy(dimethylamino)methylidene]-dimethylazanium;hexafluorophosphate Chemical compound F[P-](F)(F)(F)(F)F.C1=CC=C2N(OC(N(C)C)=[N+](C)C)N=NC2=C1 UQYZFNUUOSSNKT-UHFFFAOYSA-N 0.000 description 2
WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
125000006242 amine protecting group Chemical group 0.000 description 2
230000002491 angiogenic Effects 0.000 description 2
150000001450 anions Chemical group 0.000 description 2
239000002260 anti-inflammatory agent Substances 0.000 description 2
108091007172 antigens Proteins 0.000 description 2
102000038129 antigens Human genes 0.000 description 2
239000003443 antiviral agent Substances 0.000 description 2
230000000949 anxiolytic Effects 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
201000006287 attention deficit hyperactivity disease Diseases 0.000 description 2
YBJHBAHKTGYVGT-ZKWXMUAHSA-N biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 2
229960002685 biotin Drugs 0.000 description 2
235000020958 biotin Nutrition 0.000 description 2
239000011616 biotin Substances 0.000 description 2
150000001649 bromium compounds Chemical class 0.000 description 2
229910052980 cadmium sulfide Inorganic materials 0.000 description 2
OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
239000011575 calcium Substances 0.000 description 2
229910052791 calcium Inorganic materials 0.000 description 2
150000001718 carbodiimides Chemical class 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
201000009030 carcinoma Diseases 0.000 description 2
125000003636 chemical group Chemical group 0.000 description 2
238000002512 chemotherapy Methods 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
239000000306 component Substances 0.000 description 2
239000002872 contrast media Substances 0.000 description 2
239000011258 core-shell material Substances 0.000 description 2
125000000753 cycloalkyl group Chemical group 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
238000009826 distribution Methods 0.000 description 2
239000003596 drug target Substances 0.000 description 2
239000003623 enhancer Substances 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
238000002866 fluorescence resonance energy transfer Methods 0.000 description 2
235000019152 folic acid Nutrition 0.000 description 2
239000011724 folic acid Substances 0.000 description 2
238000007429 general method Methods 0.000 description 2
150000004676 glycans Polymers 0.000 description 2
229910052737 gold Inorganic materials 0.000 description 2
239000010931 gold Substances 0.000 description 2
150000002430 hydrocarbons Chemical group 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 2
230000000147 hypnotic Effects 0.000 description 2
230000003993 interaction Effects 0.000 description 2
230000003834 intracellular Effects 0.000 description 2
229910000460 iron oxide Inorganic materials 0.000 description 2
230000002427 irreversible Effects 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
239000004310 lactic acid Substances 0.000 description 2
235000014655 lactic acid Nutrition 0.000 description 2
239000002502 liposome Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
230000001404 mediated Effects 0.000 description 2
239000002082 metal nanoparticle Substances 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 description 2
125000002950 monocyclic group Chemical group 0.000 description 2
201000006417 multiple sclerosis Diseases 0.000 description 2
SECXISVLQFMRJM-UHFFFAOYSA-N n-methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
230000000701 neuroleptic Effects 0.000 description 2
230000003000 nontoxic Effects 0.000 description 2
231100000252 nontoxic Toxicity 0.000 description 2
238000010534 nucleophilic substitution reaction Methods 0.000 description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N oxane Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
230000001590 oxidative Effects 0.000 description 2
CBENFWSGALASAD-UHFFFAOYSA-N ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
150000002978 peroxides Chemical class 0.000 description 2
150000004965 peroxy acids Chemical class 0.000 description 2
239000003495 polar organic solvent Substances 0.000 description 2
229920002643 polyglutamic acid Polymers 0.000 description 2
229920002704 polyhistidine Polymers 0.000 description 2
229920000656 polylysine Polymers 0.000 description 2
229920001282 polysaccharide Polymers 0.000 description 2
239000005017 polysaccharide Substances 0.000 description 2
150000004804 polysaccharides Polymers 0.000 description 2
238000002600 positron emission tomography Methods 0.000 description 2
OZAIFHULBGXAKX-UHFFFAOYSA-N precursor Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
230000002028 premature Effects 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
102000004196 processed proteins & peptides Human genes 0.000 description 2
108090000765 processed proteins & peptides Proteins 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
230000002285 radioactive Effects 0.000 description 2
239000012429 reaction media Substances 0.000 description 2
230000002829 reduced Effects 0.000 description 2
201000000980 schizophrenia Diseases 0.000 description 2
150000003335 secondary amines Chemical class 0.000 description 2
230000028327 secretion Effects 0.000 description 2
229910052710 silicon Inorganic materials 0.000 description 2
239000010703 silicon Substances 0.000 description 2
XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
239000000377 silicon dioxide Substances 0.000 description 2
235000017557 sodium bicarbonate Nutrition 0.000 description 2
229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
125000005017 substituted alkenyl group Chemical group 0.000 description 2
235000000346 sugar Nutrition 0.000 description 2
150000008163 sugars Chemical class 0.000 description 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
229920003046 tetrablock copolymer Polymers 0.000 description 2
238000000844 transformation Methods 0.000 description 2
230000001131 transforming Effects 0.000 description 2
229920000428 triblock copolymer Polymers 0.000 description 2
CBZAHNDHLWAZQC-UHFFFAOYSA-N tripyrrolidin-1-yl(triazolo[4,5-b]pyridin-3-yloxy)phosphanium;hexafluorophosphate Chemical compound F[P-](F)(F)(F)(F)F.C1CCCN1[P+](N1CCCC1)(N1CCCC1)ON1C2=NC=CC=C2N=N1 CBZAHNDHLWAZQC-UHFFFAOYSA-N 0.000 description 2
210000004881 tumor cells Anatomy 0.000 description 2
JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 description 2
PTFCDOFLOPIGGS-UHFFFAOYSA-N zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 2
239000011576 zinc lactate Substances 0.000 description 2
235000000193 zinc lactate Nutrition 0.000 description 2
YXMISKNUHHOXFT-UHFFFAOYSA-N (2,5-dioxopyrrolidin-1-yl) prop-2-enoate Chemical group C=CC(=O)ON1C(=O)CCC1=O YXMISKNUHHOXFT-UHFFFAOYSA-N 0.000 description 1
DXXHHEGZUCEQCJ-UHFFFAOYSA-N (4-chlorophenyl) ethaneperoxoate Chemical compound CC(=O)OOC1=CC=C(Cl)C=C1 DXXHHEGZUCEQCJ-UHFFFAOYSA-N 0.000 description 1
125000003161 (C1-C6) alkylene group Chemical group 0.000 description 1
BCAGFJXMCZSAHD-UHFFFAOYSA-N 1,2-bis(2-iodoethoxy)ethane Chemical compound ICCOCCOCCI BCAGFJXMCZSAHD-UHFFFAOYSA-N 0.000 description 1
JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 description 1
RCJRCAFDVCTPLU-UHFFFAOYSA-N 1-prop-2-enoylpyrrolidine-2,5-dione Chemical compound C=CC(=O)N1C(=O)CCC1=O RCJRCAFDVCTPLU-UHFFFAOYSA-N 0.000 description 1
JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
WXPNDRBBWZMPQG-UHFFFAOYSA-N 2-methyl-4-(4-methylpiperazin-1-yl)-5H-thieno[3,2-c][1,5]benzodiazepine Chemical compound C1CN(C)CCN1C1=C(C=C(C)S2)C2=NC2=CC=CC=C2N1 WXPNDRBBWZMPQG-UHFFFAOYSA-N 0.000 description 1
LMWBCTADNYACQV-UHFFFAOYSA-N 2H-pyrrole Chemical group C1C=C=C=N1 LMWBCTADNYACQV-UHFFFAOYSA-N 0.000 description 1
MJKVTPMWOKAVMS-UHFFFAOYSA-N 3 Hydroxycoumarin Chemical compound C1=CC=C2OC(=O)C(O)=CC2=C1 MJKVTPMWOKAVMS-UHFFFAOYSA-N 0.000 description 1
WTDRDQBEARUVNC-LURJTMIESA-N 3-hydroxy-L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 description 1
DHDHJYNTEFLIHY-UHFFFAOYSA-N 4,7-diphenyl-1,10-phenanthroline Chemical compound C1=CC=CC=C1C1=CC=NC2=C1C=CC1=C(C=3C=CC=CC=3)C=CN=C21 DHDHJYNTEFLIHY-UHFFFAOYSA-N 0.000 description 1
239000005541 ACE inhibitor Substances 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
206010065040 AIDS dementia complex Diseases 0.000 description 1
229940005513 ANTIDEPRESSANTS Drugs 0.000 description 1
229940005530 ANXIOLYTICS Drugs 0.000 description 1
208000009956 Adenocarcinoma Diseases 0.000 description 1
208000010507 Adenocarcinoma of Lung Diseases 0.000 description 1
208000003200 Adenoma Diseases 0.000 description 1
206010001233 Adenoma benign Diseases 0.000 description 1
ZKHQWZAMYRWXGA-KQYNXXCUSA-N Adenosine triphosphate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-N 0.000 description 1
239000012103 Alexa Fluor 488 Substances 0.000 description 1
239000012109 Alexa Fluor 568 Substances 0.000 description 1
239000012110 Alexa Fluor 594 Substances 0.000 description 1
229940063655 Aluminum stearate Drugs 0.000 description 1
DKNWSYNQZKUICI-UHFFFAOYSA-N Amantadine Chemical compound C1C(C2)CC3CC2CC1(N)C3 DKNWSYNQZKUICI-UHFFFAOYSA-N 0.000 description 1
229960003805 Amantadine Drugs 0.000 description 1
229940009444 Amphotericin Drugs 0.000 description 1
206010002855 Anxiety Diseases 0.000 description 1
206010057666 Anxiety disease Diseases 0.000 description 1
210000000617 Arm Anatomy 0.000 description 1
206010003119 Arrhythmia Diseases 0.000 description 1
206010003210 Arteriosclerosis Diseases 0.000 description 1
206010003246 Arthritis Diseases 0.000 description 1
229940003504 Avonex Drugs 0.000 description 1
229960002170 Azathioprine Drugs 0.000 description 1
BJDJEJIINKBPHY-UHFFFAOYSA-N BODIPY FL Chemical compound C1=C2C=CC(CCC(O)=O)=[N+]2[B-](F)(F)N2C(C)=CC(C)=C21 BJDJEJIINKBPHY-UHFFFAOYSA-N 0.000 description 1
RFLLOBSXBJAGST-UHFFFAOYSA-N BODIPY R6G Chemical compound C1=CC(CCC(=O)O)=[N+]([B-](N23)(F)F)C1=CC2=CC=C3C1=CC=CC=C1 RFLLOBSXBJAGST-UHFFFAOYSA-N 0.000 description 1
APKFDSVGJQXUKY-INPOYWNPSA-N BRL-49594 Chemical compound O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 APKFDSVGJQXUKY-INPOYWNPSA-N 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
206010060945 Bacterial infection Diseases 0.000 description 1
MAFMQEKGGFWBAB-UHFFFAOYSA-N Benzonatate Chemical compound CCCCNC1=CC=C(C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC)C=C1 MAFMQEKGGFWBAB-UHFFFAOYSA-N 0.000 description 1
229960003789 Benzonatate Drugs 0.000 description 1
210000003445 Biliary Tract Anatomy 0.000 description 1
230000037177 Biodistribution Effects 0.000 description 1
206010004938 Bipolar disease Diseases 0.000 description 1
206010005003 Bladder cancer Diseases 0.000 description 1
210000000988 Bone and Bones Anatomy 0.000 description 1
206010065553 Bone marrow failure Diseases 0.000 description 1
210000000133 Brain Stem Anatomy 0.000 description 1
210000000481 Breast Anatomy 0.000 description 1
OZVBMTJYIDMWIL-AYFBDAFISA-N Bromocriptine Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N[C@]2(C(=O)N3[C@H](C(N4CCC[C@H]4[C@]3(O)O2)=O)CC(C)C)C(C)C)C2)=C3C2=C(Br)NC3=C1 OZVBMTJYIDMWIL-AYFBDAFISA-N 0.000 description 1
229960002802 Bromocriptine Drugs 0.000 description 1
XJCPOQDPDMHCMG-UHFFFAOYSA-N C=1C=CC=CC=1C(C=1C=CC=CC=1)([K])C1=CC=CC=C1 Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)([K])C1=CC=CC=C1 XJCPOQDPDMHCMG-UHFFFAOYSA-N 0.000 description 1
229940030609 CALCIUM CHANNEL BLOCKERS Drugs 0.000 description 1
229960004205 CARBIDOPA Drugs 0.000 description 1
VYXSBFYARXAAKO-BXMGYBSLSA-N CHEMBL3183331 Chemical compound Cl.C1=2C=C(C)C(NCC)=CC=2OC2=C\C(=N\CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC VYXSBFYARXAAKO-BXMGYBSLSA-N 0.000 description 1
ANRHNWWPFJCPAZ-UHFFFAOYSA-M CHEMBL593252 Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
RPARIQWQJOINST-UHFFFAOYSA-N CSOC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1 Chemical class CSOC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1 RPARIQWQJOINST-UHFFFAOYSA-N 0.000 description 1
TZFNLOMSOLWIDK-JTQLQIEISA-N Carbidopa Chemical compound NN[C@@](C(O)=O)(C)CC1=CC=C(O)C(O)=C1 TZFNLOMSOLWIDK-JTQLQIEISA-N 0.000 description 1
OLESAACUTLOWQZ-UHFFFAOYSA-L Carboplatin Chemical compound O=C1O[Pt]([N]([H])([H])[H])([N]([H])([H])[H])OC(=O)C11CCC1 OLESAACUTLOWQZ-UHFFFAOYSA-L 0.000 description 1
206010007521 Cardiac arrhythmias Diseases 0.000 description 1
206010048610 Cardiotoxicity Diseases 0.000 description 1
208000008787 Cardiovascular Disease Diseases 0.000 description 1
210000003169 Central Nervous System Anatomy 0.000 description 1
SEERZIQQUAZTOL-ANMDKAQQSA-N Cerivastatin Chemical compound COCC1=C(C(C)C)N=C(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC(O)=O)=C1C1=CC=C(F)C=C1 SEERZIQQUAZTOL-ANMDKAQQSA-N 0.000 description 1
210000003679 Cervix Uteri Anatomy 0.000 description 1
229920001268 Cholestyramine Polymers 0.000 description 1
230000037250 Clearance Effects 0.000 description 1
206010057668 Cognitive disease Diseases 0.000 description 1
210000001072 Colon Anatomy 0.000 description 1
206010010904 Convulsion Diseases 0.000 description 1
229940038717 Copaxone Drugs 0.000 description 1
QTMDXZNDVAMKGV-UHFFFAOYSA-L Copper(II) bromide Chemical compound [Cu+2].[Br-].[Br-] QTMDXZNDVAMKGV-UHFFFAOYSA-L 0.000 description 1
ORTQZVOHEJQUHG-UHFFFAOYSA-L Copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
206010011224 Cough Diseases 0.000 description 1
239000004971 Cross linker Substances 0.000 description 1
229940099500 Cystamine Drugs 0.000 description 1
GZCGUPFRVQAUEE-KCDKBNATSA-N D-(+)-Galactose Natural products OC[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-KCDKBNATSA-N 0.000 description 1
WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
229940030606 DIURETICS Drugs 0.000 description 1
FMGSKLZLMKYGDP-USOAJAOKSA-N Dehydroepiandrosterone Chemical compound C1[C@@H](O)CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CC=C21 FMGSKLZLMKYGDP-USOAJAOKSA-N 0.000 description 1
AUVVAXYIELKVAI-CKBKHPSWSA-N Emetine Chemical compound N1CCC2=CC(OC)=C(OC)C=C2[C@H]1C[C@H]1C[C@H]2C3=CC(OC)=C(OC)C=C3CCN2C[C@@H]1CC AUVVAXYIELKVAI-CKBKHPSWSA-N 0.000 description 1
JRURYQJSLYLRLN-BJMVGYQFSA-N Entacapone Chemical compound CCN(CC)C(=O)C(\C#N)=C\C1=CC(O)=C(O)C([N+]([O-])=O)=C1 JRURYQJSLYLRLN-BJMVGYQFSA-N 0.000 description 1
206010015037 Epilepsy Diseases 0.000 description 1
210000003238 Esophagus Anatomy 0.000 description 1
241000206602 Eukaryota Species 0.000 description 1
230000036826 Excretion Effects 0.000 description 1
SYTBZMRGLBWNTM-UHFFFAOYSA-N Flurbiprofen Chemical compound FC1=CC(C(C(O)=O)C)=CC=C1C1=CC=CC=C1 SYTBZMRGLBWNTM-UHFFFAOYSA-N 0.000 description 1
XWLUWCNOOVRFPX-UHFFFAOYSA-N Fosphenytoin Chemical compound O=C1N(COP(O)(=O)O)C(=O)NC1(C=1C=CC=CC=1)C1=CC=CC=C1 XWLUWCNOOVRFPX-UHFFFAOYSA-N 0.000 description 1
229960000693 Fosphenytoin Drugs 0.000 description 1
206010017533 Fungal infection Diseases 0.000 description 1
208000005017 Glioblastoma Diseases 0.000 description 1
LNEPOXFFQSENCJ-UHFFFAOYSA-N Haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
206010073069 Hepatic cancer Diseases 0.000 description 1
LIIALPBMIOVAHH-UHFFFAOYSA-N Herniarin Chemical compound C1=CC(=O)OC2=CC(OC)=CC=C21 LIIALPBMIOVAHH-UHFFFAOYSA-N 0.000 description 1
241000162682 Heterogen Species 0.000 description 1
GNOIPBMMFNIUFM-UHFFFAOYSA-N Hexamethylphosphoramide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
229940088597 Hormone Drugs 0.000 description 1
108091006822 Human Serum Albumin Proteins 0.000 description 1
102000008100 Human Serum Albumin Human genes 0.000 description 1
201000001971 Huntington's disease Diseases 0.000 description 1
229940042795 Hydrazides for tuberculosis treatment Drugs 0.000 description 1
206010020649 Hyperkeratosis Diseases 0.000 description 1
206010020751 Hypersensitivity Diseases 0.000 description 1
206010020772 Hypertension Diseases 0.000 description 1
206010020880 Hypertrophy Diseases 0.000 description 1
229960000310 ISOLEUCINE Drugs 0.000 description 1
206010052739 Immunodeficiency disorder Diseases 0.000 description 1
206010061218 Inflammation Diseases 0.000 description 1
102000003996 Interferon beta Human genes 0.000 description 1
108090000467 Interferon beta Proteins 0.000 description 1
108010002352 Interleukin-1 Proteins 0.000 description 1
102000004310 Ion Channels Human genes 0.000 description 1
108090000862 Ion Channels Proteins 0.000 description 1
206010061255 Ischaemia Diseases 0.000 description 1
SRJOCJYGOFTFLH-UHFFFAOYSA-N Isonipecotic acid Chemical compound OC(=O)C1CCNCC1 SRJOCJYGOFTFLH-UHFFFAOYSA-N 0.000 description 1
210000003734 Kidney Anatomy 0.000 description 1
UKAUYVFTDYCKQA-VKHMYHEASA-N L-homoserine zwitterion Chemical compound OC(=O)[C@@H](N)CCO UKAUYVFTDYCKQA-VKHMYHEASA-N 0.000 description 1
AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 1
AHLPHDHHMVZTML-BYPYZUCNSA-N L-ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 description 1
XUIIKFGFIJCVMT-LBPRGKRZSA-N L-thyroxine zwitterion Chemical compound IC1=CC(C[C@H]([NH3+])C([O-])=O)=CC(I)=C1OC1=CC(I)=C(O)C(I)=C1 XUIIKFGFIJCVMT-LBPRGKRZSA-N 0.000 description 1
229940001447 Lactate Drugs 0.000 description 1
208000003849 Large Cell Carcinoma Diseases 0.000 description 1
210000000867 Larynx Anatomy 0.000 description 1
229920000126 Latex Polymers 0.000 description 1
229940067606 Lecithin Drugs 0.000 description 1
206010024324 Leukaemias Diseases 0.000 description 1
210000000088 Lip Anatomy 0.000 description 1
210000004072 Lung Anatomy 0.000 description 1
239000002616 MRI contrast agent Substances 0.000 description 1
229940035363 MUSCLE RELAXANTS Drugs 0.000 description 1
229940014456 MYCOPHENOLATE Drugs 0.000 description 1
229940041033 Macrolides Drugs 0.000 description 1
206010025650 Malignant melanoma Diseases 0.000 description 1
241000124008 Mammalia Species 0.000 description 1
NBSCHQHZLSJFNQ-QTVWNMPRSA-N Mannose-6-phosphate Chemical compound OC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O NBSCHQHZLSJFNQ-QTVWNMPRSA-N 0.000 description 1
108010047230 Member 1 Subfamily B ATP Binding Cassette Transporter Proteins 0.000 description 1
102000018697 Membrane Proteins Human genes 0.000 description 1
108010052285 Membrane Proteins Proteins 0.000 description 1
208000008466 Metabolic Disease Diseases 0.000 description 1
230000036740 Metabolism Effects 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
229960004452 Methionine Drugs 0.000 description 1
229960004469 Methoxsalen Drugs 0.000 description 1
ZVNPWFOVUDMGRP-UHFFFAOYSA-N Metol Chemical compound OS(O)(=O)=O.CNC1=CC=C(O)C=C1.CNC1=CC=C(O)C=C1 ZVNPWFOVUDMGRP-UHFFFAOYSA-N 0.000 description 1
210000004688 Microtubules Anatomy 0.000 description 1
102000028664 Microtubules Human genes 0.000 description 1
108091022031 Microtubules Proteins 0.000 description 1
206010027599 Migraine Diseases 0.000 description 1
208000008085 Migraine Disorders Diseases 0.000 description 1
229950007856 Mofetil Drugs 0.000 description 1
210000000214 Mouth Anatomy 0.000 description 1
102000014842 Multidrug resistance protein Human genes 0.000 description 1
108050005144 Multidrug resistance protein Proteins 0.000 description 1
229940083876 Muscle relaxants FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE Drugs 0.000 description 1
229960000951 Mycophenolic Acid Drugs 0.000 description 1
208000010125 Myocardial Infarction Diseases 0.000 description 1
210000004413 Myocytes, Cardiac Anatomy 0.000 description 1
229940088644 N,N-dimethylacrylamide Drugs 0.000 description 1
YLGYACDQVQQZSW-UHFFFAOYSA-N N,N-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 1
OKPYIWASQZGASP-UHFFFAOYSA-N N-(2-hydroxypropyl)-2-methylprop-2-enamide Chemical compound CC(O)CNC(=O)C(C)=C OKPYIWASQZGASP-UHFFFAOYSA-N 0.000 description 1
VODZWWMEJITOND-OWWNRXNESA-N N-Stearoylsphingosine Chemical compound CCCCCCCCCCCCCCCCCC(=O)NC(CO)C(O)\C=C\CCCCCCCCCCCCC VODZWWMEJITOND-OWWNRXNESA-N 0.000 description 1
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinylpyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
FXZWPZMCZNJILD-UHFFFAOYSA-N N-[(6-bromopyridin-3-yl)methyl]ethanamine;hydrochloride Chemical group Cl.CCNCC1=CC=C(Br)N=C1 FXZWPZMCZNJILD-UHFFFAOYSA-N 0.000 description 1
NQTADLQHYWFPDB-UHFFFAOYSA-N N-hydroxy-Succinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 description 1
QNILTEGFHQSKFF-UHFFFAOYSA-N N-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
229960000805 Nalbuphine Drugs 0.000 description 1
NETZHAKZCGBWSS-CEDHKZHLSA-N Nalbuphine Chemical compound C([C@]12[C@H]3OC=4C(O)=CC=C(C2=4)C[C@@H]2[C@]1(O)CC[C@@H]3O)CN2CC1CCC1 NETZHAKZCGBWSS-CEDHKZHLSA-N 0.000 description 1
IXQIUDNVFVTQLJ-UHFFFAOYSA-N Naphthofluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C(C=CC=1C3=CC=C(O)C=1)=C3OC1=C2C=CC2=CC(O)=CC=C21 IXQIUDNVFVTQLJ-UHFFFAOYSA-N 0.000 description 1
102000007072 Nerve Growth Factors Human genes 0.000 description 1
108010008267 Nerve Growth Factors Proteins 0.000 description 1
208000009025 Nervous System Disease Diseases 0.000 description 1
206010029260 Neuroblastoma Diseases 0.000 description 1
206010029305 Neurological disorder Diseases 0.000 description 1
239000004677 Nylon Substances 0.000 description 1
AWZJFZMWSUBJAJ-UHFFFAOYSA-N OG-514 dye Chemical compound OC(=O)CSC1=C(F)C(F)=C(C(O)=O)C(C2=C3C=C(F)C(=O)C=C3OC3=CC(O)=C(F)C=C32)=C1F AWZJFZMWSUBJAJ-UHFFFAOYSA-N 0.000 description 1
229940005483 OPIOID ANALGESICS Drugs 0.000 description 1
208000008589 Obesity Diseases 0.000 description 1
229920000272 Oligonucleotide Polymers 0.000 description 1
SBQLYHNEIUGQKH-UHFFFAOYSA-N Omeprazole Chemical compound N1=C2[CH]C(OC)=CC=C2N=C1S(=O)CC1=NC=C(C)C(OC)=C1C SBQLYHNEIUGQKH-UHFFFAOYSA-N 0.000 description 1
229960003104 Ornithine Drugs 0.000 description 1
208000001132 Osteoporosis Diseases 0.000 description 1
210000001672 Ovary Anatomy 0.000 description 1
208000002193 Pain Diseases 0.000 description 1
210000000496 Pancreas Anatomy 0.000 description 1
229960004851 Pergolide Drugs 0.000 description 1
206010011302 Peripheral nerve injury Diseases 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
229940067631 Phospholipids Drugs 0.000 description 1
229920001311 Poly(hydroxyethyl acrylate) Polymers 0.000 description 1
241001337451 Polyblastus cancer Species 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
RKCAIXNGYQCCAL-UHFFFAOYSA-N Porphin Chemical compound N1C(C=C2N=C(C=C3NC(=C4)C=C3)C=C2)=CC=C1C=C1C=CC4=N1 RKCAIXNGYQCCAL-UHFFFAOYSA-N 0.000 description 1
229940069338 Potassium Sorbate Drugs 0.000 description 1
CHHHXKFHOYLYRE-STWYSWDKSA-M Potassium sorbate Chemical compound [K+].C\C=C\C=C\C([O-])=O CHHHXKFHOYLYRE-STWYSWDKSA-M 0.000 description 1
FASDKYOPVNHBLU-ZETCQYMHSA-N Pramipexole Chemical compound C1[C@@H](NCCC)CCC2=C1SC(N)=N2 FASDKYOPVNHBLU-ZETCQYMHSA-N 0.000 description 1
229960003089 Pramipexole Drugs 0.000 description 1
RISDZDVHYCURHD-QLWTZYDESA-N Priftin Chemical compound O([C@](C1=O)(C)O/C=C/[C@@H]([C@H]([C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)\C=C\C=C(C)/C(=O)NC2=C(O)C=3C(O)=C4C)C)OC)C4=C1C=3C(=O)\C2=C\NN(CC1)CCN1C1CCCC1 RISDZDVHYCURHD-QLWTZYDESA-N 0.000 description 1
FYPMFJGVHOHGLL-UHFFFAOYSA-N Probucol Chemical compound C=1C(C(C)(C)C)=C(O)C(C(C)(C)C)=CC=1SC(C)(C)SC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FYPMFJGVHOHGLL-UHFFFAOYSA-N 0.000 description 1
RJKFOVLPORLFTN-STHVQZNPSA-N Progesterone Natural products O=C(C)[C@@H]1[C@@]2(C)[C@H]([C@H]3[C@@H]([C@]4(C)C(=CC(=O)CC4)CC3)CC2)CC1 RJKFOVLPORLFTN-STHVQZNPSA-N 0.000 description 1
KRIOVPPHQSLHCZ-UHFFFAOYSA-N Propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 description 1
210000002307 Prostate Anatomy 0.000 description 1
208000004403 Prostatic Hyperplasia Diseases 0.000 description 1
206010037175 Psychiatric disease Diseases 0.000 description 1
BBEAQIROQSPTKN-UHFFFAOYSA-N Pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 1
229940038850 Rebif Drugs 0.000 description 1
210000000664 Rectum Anatomy 0.000 description 1
206010038389 Renal cancer Diseases 0.000 description 1
206010039073 Rheumatoid arthritis Diseases 0.000 description 1
FTALBRSUTCGOEG-UHFFFAOYSA-N Riluzole Chemical compound C1=C(OC(F)(F)F)C=C2SC(N)=NC2=C1 FTALBRSUTCGOEG-UHFFFAOYSA-N 0.000 description 1
229960005055 SODIUM ASCORBATE Drugs 0.000 description 1
206010039491 Sarcoma Diseases 0.000 description 1
206010039911 Seizure Diseases 0.000 description 1
229940035004 Seroquel Drugs 0.000 description 1
210000002966 Serum Anatomy 0.000 description 1
229940001147 Singulair Drugs 0.000 description 1
210000003491 Skin Anatomy 0.000 description 1
206010040984 Sleep disease Diseases 0.000 description 1
208000000649 Small Cell Carcinoma Diseases 0.000 description 1
BEOOHQFXGBMRKU-UHFFFAOYSA-N Sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 1
229940075582 Sorbic Acid Drugs 0.000 description 1
210000000952 Spleen Anatomy 0.000 description 1
206010041823 Squamous cell carcinoma Diseases 0.000 description 1
210000002784 Stomach Anatomy 0.000 description 1
208000001492 Stomach Disease Diseases 0.000 description 1
102000018075 Subfamily B ATP Binding Cassette Transporter Human genes 0.000 description 1
RJKFOVLPORLFTN-LEKSSAKUSA-N Syngestrets Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 description 1
PZBFGYYEXUXCOF-UHFFFAOYSA-N TCEP Chemical compound OC(=O)CCP(CCC(O)=O)CCC(O)=O PZBFGYYEXUXCOF-UHFFFAOYSA-N 0.000 description 1
210000001550 Testis Anatomy 0.000 description 1
MPLHNVLQVRSVEE-UHFFFAOYSA-N Texas Red Chemical compound [O-]S(=O)(=O)C1=CC(S(Cl)(=O)=O)=CC=C1C(C1=CC=2CCCN3CCCC(C=23)=C1O1)=C2C1=C(CCC1)C3=[N+]1CCCC3=C2 MPLHNVLQVRSVEE-UHFFFAOYSA-N 0.000 description 1
210000001685 Thyroid Gland Anatomy 0.000 description 1
206010043709 Thyroid disease Diseases 0.000 description 1
229940034208 Thyroxine Drugs 0.000 description 1
210000002105 Tongue Anatomy 0.000 description 1
229940034610 Toothpaste Drugs 0.000 description 1
239000000365 Topoisomerase I Inhibitor Substances 0.000 description 1
239000000317 Topoisomerase II Inhibitor Substances 0.000 description 1
231100000765 Toxin Toxicity 0.000 description 1
102000004338 Transferrin Human genes 0.000 description 1
108090000901 Transferrin Proteins 0.000 description 1
CWMFRHBXRUITQE-UHFFFAOYSA-N Trimethylsilylacetylene Chemical group C[Si](C)(C)C#C CWMFRHBXRUITQE-UHFFFAOYSA-N 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
206010046543 Urinary incontinence Diseases 0.000 description 1
241000863480 Vinca Species 0.000 description 1
206010047461 Viral infection Diseases 0.000 description 1
208000001756 Virus Disease Diseases 0.000 description 1
229940045997 Vitamin A Drugs 0.000 description 1
FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 1
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Vitamin C Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
206010047700 Vomiting Diseases 0.000 description 1
QXKHYNVANLEOEG-UHFFFAOYSA-N XANTHOTOXIN Chemical compound C1=CC(=O)OC2=C1C=C1C=COC1=C2OC QXKHYNVANLEOEG-UHFFFAOYSA-N 0.000 description 1
229940039925 Zyprexa Drugs 0.000 description 1
238000010958 [3+2] cycloaddition reaction Methods 0.000 description 1
HGMSJMJPXGGEBP-UHFFFAOYSA-N [4-[3-(4-ethylphenyl)butyl]phenyl]-trimethylazanium Chemical compound C1=CC(CC)=CC=C1C(C)CCC1=CC=C([N+](C)(C)C)C=C1 HGMSJMJPXGGEBP-UHFFFAOYSA-N 0.000 description 1
FHEAIOHRHQGZPC-KIWGSFCNSA-N acetic acid;(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid;(2S)-2-aminopentanedioic acid;(2S)-2-aminopropanoic acid;(2S)-2,6-diaminohexanoic acid Chemical compound CC(O)=O.C[C@H](N)C(O)=O.NCCCC[C@H](N)C(O)=O.OC(=O)[C@@H](N)CCC(O)=O.OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 FHEAIOHRHQGZPC-KIWGSFCNSA-N 0.000 description 1
OWAUGAMNPZHEOJ-YKZVIGSYSA-N acetic acid;(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-3-(1-benzylimidazol-4-yl)-1-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(2S)-2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino Chemical compound CC(O)=O.CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H]1NC(=O)CC1)CC(N=C1)=CN1CC1=CC=CC=C1 OWAUGAMNPZHEOJ-YKZVIGSYSA-N 0.000 description 1
150000008065 acid anhydrides Chemical class 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
230000004913 activation Effects 0.000 description 1
230000001154 acute Effects 0.000 description 1
125000002015 acyclic group Chemical group 0.000 description 1
150000001266 acyl halides Chemical class 0.000 description 1
238000007792 addition Methods 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000000996 additive Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
150000003797 alkaloid derivatives Chemical class 0.000 description 1
229930013930 alkaloids Natural products 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
150000003973 alkyl amines Chemical class 0.000 description 1
125000003282 alkyl amino group Chemical group 0.000 description 1
125000006177 alkyl benzyl group Chemical group 0.000 description 1
125000005278 alkyl sulfonyloxy group Chemical group 0.000 description 1
125000005012 alkyl thioether group Chemical group 0.000 description 1
239000002168 alkylating agent Substances 0.000 description 1
125000000304 alkynyl group Chemical group 0.000 description 1
FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 1
201000004384 alopecia Diseases 0.000 description 1
150000001280 alpha hydroxy acids Chemical class 0.000 description 1
CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
125000000539 amino acid group Chemical group 0.000 description 1
ZPBWCRDSRKPIDG-UHFFFAOYSA-N amlodipine benzenesulfonate Chemical compound OS(=O)(=O)C1=CC=CC=C1.CCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1Cl ZPBWCRDSRKPIDG-UHFFFAOYSA-N 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
230000000507 anthelmentic Effects 0.000 description 1
239000003242 anti bacterial agent Substances 0.000 description 1
230000001773 anti-convulsant Effects 0.000 description 1
230000000118 anti-eoplastic Effects 0.000 description 1
230000003276 anti-hypertensive Effects 0.000 description 1
230000000078 anti-malarial Effects 0.000 description 1
230000002460 anti-migraine Effects 0.000 description 1
230000001022 anti-muscarinic Effects 0.000 description 1
230000000648 anti-parkinson Effects 0.000 description 1
230000000842 anti-protozoal Effects 0.000 description 1
230000000259 anti-tumor Effects 0.000 description 1
239000000427 antigen Substances 0.000 description 1
229940082992 antihypertensives MAO inhibitors Drugs 0.000 description 1
239000000063 antileukemic agent Substances 0.000 description 1
239000003904 antiprotozoal agent Substances 0.000 description 1
230000036506 anxiety Effects 0.000 description 1
OIRDTQYFTABQOQ-UHTZMRCNSA-N arabinosyl adenine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O OIRDTQYFTABQOQ-UHTZMRCNSA-N 0.000 description 1
125000000511 arginine group Chemical class N[C@@H](CCCNC(N)=N)C(=O)* 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
125000001769 aryl amino group Chemical group 0.000 description 1
125000005160 aryl oxy alkyl group Chemical group 0.000 description 1
125000005279 aryl sulfonyloxy group Chemical group 0.000 description 1
229960005070 ascorbic acid Drugs 0.000 description 1
201000001320 atherosclerosis Diseases 0.000 description 1
201000009596 autoimmune hypersensitivity disease Diseases 0.000 description 1
LMEKQMALGUDUQG-UHFFFAOYSA-N azathioprine Chemical compound CN1C=NC([N+]([O-])=O)=C1SC1=NC=NC2=C1NC=N2 LMEKQMALGUDUQG-UHFFFAOYSA-N 0.000 description 1
125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 description 1
235000013405 beer Nutrition 0.000 description 1
238000004166 bioassay Methods 0.000 description 1
201000001531 bladder carcinoma Diseases 0.000 description 1
201000004569 blindness Diseases 0.000 description 1
239000012503 blood component Substances 0.000 description 1
201000002393 blood protein disease Diseases 0.000 description 1
DNSISZSEWVHGLH-UHFFFAOYSA-M butanimidate Chemical compound CCCC([NH-])=O DNSISZSEWVHGLH-UHFFFAOYSA-M 0.000 description 1
BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
229910052793 cadmium Inorganic materials 0.000 description 1
239000000480 calcium channel blocker Substances 0.000 description 1
125000001314 canonical amino-acid group Chemical group 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
210000002317 cardiac myocyte Anatomy 0.000 description 1
231100000259 cardiotoxicity Toxicity 0.000 description 1
150000001746 carotenes Chemical class 0.000 description 1
235000005473 carotenes Nutrition 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
229960005110 cerivastatin Drugs 0.000 description 1
239000002738 chelating agent Substances 0.000 description 1
238000010382 chemical cross-linking Methods 0.000 description 1
229910052729 chemical element Inorganic materials 0.000 description 1
235000019804 chlorophyll Nutrition 0.000 description 1
ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 description 1
229930002875 chlorophylls Natural products 0.000 description 1
239000000544 cholinesterase inhibitor Substances 0.000 description 1
239000012504 chromatography matrix Substances 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
239000011651 chromium Substances 0.000 description 1
230000001886 ciliary Effects 0.000 description 1
230000035512 clearance Effects 0.000 description 1
229960001338 colchicine Drugs 0.000 description 1
239000000084 colloidal system Substances 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
229910000365 copper sulfate Inorganic materials 0.000 description 1
GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 1
229960000956 coumarin Drugs 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
125000000392 cycloalkenyl group Chemical group 0.000 description 1
OOTFVKOQINZBBF-UHFFFAOYSA-N cystamine Chemical compound CCSSCCN OOTFVKOQINZBBF-UHFFFAOYSA-N 0.000 description 1
125000000151 cysteine group Chemical group N[C@@H](CS)C(=O)* 0.000 description 1
230000001472 cytotoxic Effects 0.000 description 1
231100000433 cytotoxic Toxicity 0.000 description 1
239000002254 cytotoxic agent Substances 0.000 description 1
231100000599 cytotoxic agent Toxicity 0.000 description 1
125000001295 dansyl group Chemical group [H]C1=C([H])C(N(C([H])([H])[H])C([H])([H])[H])=C2C([H])=C([H])C([H])=C(C2=C1[H])S(*)(=O)=O 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
230000004059 degradation Effects 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
229940119350 dehydroepiandrosterone Drugs 0.000 description 1
230000002939 deleterious Effects 0.000 description 1
230000001419 dependent Effects 0.000 description 1
238000010511 deprotection reaction Methods 0.000 description 1
238000001212 derivatisation Methods 0.000 description 1
201000004624 dermatitis Diseases 0.000 description 1
231100000406 dermatitis Toxicity 0.000 description 1
229910052805 deuterium Inorganic materials 0.000 description 1
YZCKVEUIGOORGS-OUBTZVSYSA-N deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
238000011161 development Methods 0.000 description 1
239000005546 dideoxynucleotide Substances 0.000 description 1
125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
229940042399 direct acting antivirals Protease inhibitors Drugs 0.000 description 1
201000009910 diseases by infectious agent Diseases 0.000 description 1
238000002296 dynamic light scattering Methods 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
229960002694 emetine Drugs 0.000 description 1
AUVVAXYIELKVAI-UWBTVBNJSA-N emetine Natural products N1CCC2=CC(OC)=C(OC)C=C2[C@H]1C[C@H]1C[C@H]2C3=CC(OC)=C(OC)C=C3CCN2C[C@H]1CC AUVVAXYIELKVAI-UWBTVBNJSA-N 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
229960003337 entacapone Drugs 0.000 description 1
231100000317 environmental toxin Toxicity 0.000 description 1
IINNWAYUJNWZRM-UHFFFAOYSA-L erythrosin B Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C([O-])=C(I)C=C21 IINNWAYUJNWZRM-UHFFFAOYSA-L 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 description 1
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
KZGWPHUWNWRTEP-UHFFFAOYSA-N ethynyl-tri(propan-2-yl)silane Chemical group CC(C)[Si](C#C)(C(C)C)C(C)C KZGWPHUWNWRTEP-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000005284 excitation Effects 0.000 description 1
230000029142 excretion Effects 0.000 description 1
238000001914 filtration Methods 0.000 description 1
GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 description 1
229960002390 flurbiprofen Drugs 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
238000007306 functionalization reaction Methods 0.000 description 1
108010074605 gamma-Globulins Proteins 0.000 description 1
230000002496 gastric Effects 0.000 description 1
239000000499 gel Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
230000034659 glycolysis Effects 0.000 description 1
239000003102 growth factor Substances 0.000 description 1
230000003676 hair loss Effects 0.000 description 1
229960003878 haloperidol Drugs 0.000 description 1
230000036541 health Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000005556 hormone Substances 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
229920001600 hydrophobic polymer Polymers 0.000 description 1
AVXURJPOCDRRFD-UHFFFAOYSA-N hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
238000003384 imaging method Methods 0.000 description 1
230000002519 immonomodulatory Effects 0.000 description 1
230000001861 immunosuppresant Effects 0.000 description 1
230000002779 inactivation Effects 0.000 description 1
APFVFJFRJDLVQX-UHFFFAOYSA-N indium Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
229910052738 indium Inorganic materials 0.000 description 1
200000000018 inflammatory disease Diseases 0.000 description 1
230000004054 inflammatory process Effects 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
239000003999 initiator Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
230000000297 inotrophic Effects 0.000 description 1
UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
238000002955 isolation Methods 0.000 description 1
JVTAAEKCZFNVCJ-UHFFFAOYSA-M lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
150000002596 lactones Chemical group 0.000 description 1
210000002429 large intestine Anatomy 0.000 description 1
239000004816 latex Substances 0.000 description 1
239000000787 lecithin Substances 0.000 description 1
235000010445 lecithin Nutrition 0.000 description 1
229950008325 levothyroxine Drugs 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
HPQVWDOOUQVBTO-UHFFFAOYSA-N lithium aluminium hydride Substances [Li+].[Al-] HPQVWDOOUQVBTO-UHFFFAOYSA-N 0.000 description 1
OCZDCIYGECBNKL-UHFFFAOYSA-N lithium;alumanuide Chemical compound [Li+].[AlH4-] OCZDCIYGECBNKL-UHFFFAOYSA-N 0.000 description 1
201000002250 liver carcinoma Diseases 0.000 description 1
201000009673 liver disease Diseases 0.000 description 1
239000007937 lozenge Substances 0.000 description 1
201000005249 lung adenocarcinoma Diseases 0.000 description 1
230000001926 lymphatic Effects 0.000 description 1
150000002669 lysines Chemical class 0.000 description 1
238000002595 magnetic resonance imaging Methods 0.000 description 1
201000004792 malaria Diseases 0.000 description 1
230000036210 malignancy Effects 0.000 description 1
PWHULOQIROXLJO-UHFFFAOYSA-N manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
229910052748 manganese Inorganic materials 0.000 description 1
239000011572 manganese Substances 0.000 description 1
201000001441 melanoma Diseases 0.000 description 1
239000012528 membrane Substances 0.000 description 1
125000005905 mesyloxy group Chemical group 0.000 description 1
230000004060 metabolic process Effects 0.000 description 1
230000035786 metabolism Effects 0.000 description 1
229910044991 metal oxide Inorganic materials 0.000 description 1
150000004706 metal oxides Chemical class 0.000 description 1
239000011325 microbead Substances 0.000 description 1
230000003278 mimic Effects 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000006011 modification reaction Methods 0.000 description 1
239000002899 monoamine oxidase inhibitor Substances 0.000 description 1
239000003612 morphinomimetic agent Substances 0.000 description 1
HPNSFSBZBAHARI-RUDMXATFSA-N mycophenolic acid Chemical compound OC1=C(C\C=C(/C)CCC(O)=O)C(OC)=C(C)C2=C1C(=O)OC2 HPNSFSBZBAHARI-RUDMXATFSA-N 0.000 description 1
230000037125 natural defense Effects 0.000 description 1
239000003176 neuroleptic agent Substances 0.000 description 1
230000000926 neurological Effects 0.000 description 1
239000003900 neurotrophic factor Substances 0.000 description 1
238000001956 neutron scattering Methods 0.000 description 1
150000002823 nitrates Chemical class 0.000 description 1
230000002020 noncytotoxic Effects 0.000 description 1
231100000065 noncytotoxic Toxicity 0.000 description 1
239000002664 nootropic agent Substances 0.000 description 1
108020004707 nucleic acids Proteins 0.000 description 1
150000007523 nucleic acids Chemical class 0.000 description 1
239000012038 nucleophile Substances 0.000 description 1
230000000269 nucleophilic Effects 0.000 description 1
239000002773 nucleotide Substances 0.000 description 1
125000003729 nucleotide group Chemical group 0.000 description 1
235000016709 nutrition Nutrition 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
239000007764 o/w emulsion Substances 0.000 description 1
235000020824 obesity Nutrition 0.000 description 1
229960005017 olanzapine Drugs 0.000 description 1
238000005580 one pot reaction Methods 0.000 description 1
230000003364 opioid Effects 0.000 description 1
230000014207 opsonization Effects 0.000 description 1
230000003571 opsonizing Effects 0.000 description 1
BRJCLSQFZSHLRL-UHFFFAOYSA-N oregon green 488 Chemical compound OC(=O)C1=CC(C(=O)O)=CC=C1C1=C2C=C(F)C(=O)C=C2OC2=CC(O)=C(F)C=C21 BRJCLSQFZSHLRL-UHFFFAOYSA-N 0.000 description 1
125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
201000008482 osteoarthritis Diseases 0.000 description 1
150000002918 oxazolines Chemical class 0.000 description 1
125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
230000020477 pH reduction Effects 0.000 description 1
VYNDHICBIRRPFP-UHFFFAOYSA-N pacific blue Chemical compound FC1=C(O)C(F)=C2OC(=O)C(C(=O)O)=CC2=C1 VYNDHICBIRRPFP-UHFFFAOYSA-N 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
201000010198 papillary carcinoma Diseases 0.000 description 1
125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 1
YEHCICAEULNIGD-MZMPZRCHSA-N pergolide Chemical compound C1=CC([C@H]2C[C@@H](CSC)CN([C@@H]2C2)CCC)=C3C2=CNC3=C1 YEHCICAEULNIGD-MZMPZRCHSA-N 0.000 description 1
230000000737 periodic Effects 0.000 description 1
230000035699 permeability Effects 0.000 description 1
230000000275 pharmacokinetic Effects 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
150000003904 phospholipids Chemical class 0.000 description 1
150000003009 phosphonic acids Chemical class 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000724 poly(L-arginine) polymer Polymers 0.000 description 1
229920003213 poly(N-isopropyl acrylamide) Polymers 0.000 description 1
229920000233 poly(alkylene oxides) Polymers 0.000 description 1
229920001606 poly(lactic acid-co-glycolic acid) Polymers 0.000 description 1
229920002401 polyacrylamide Polymers 0.000 description 1
229920001888 polyacrylic acid Polymers 0.000 description 1
108010045897 polyalbumin Proteins 0.000 description 1
108010011110 polyarginine Proteins 0.000 description 1
108091008117 polyclonal antibodies Proteins 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920002338 polyhydroxyethylmethacrylate Polymers 0.000 description 1
230000000379 polymerizing Effects 0.000 description 1
229920000193 polymethacrylate Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
229920003288 polysulfone Polymers 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
OCFVSFVLVRNXFJ-UHFFFAOYSA-N potassium hydride Inorganic materials [H-].[K+] OCFVSFVLVRNXFJ-UHFFFAOYSA-N 0.000 description 1
235000010241 potassium sorbate Nutrition 0.000 description 1
ZBJSHDVMDCJOEZ-UHFFFAOYSA-N potassium;1H-naphthalen-1-ide Chemical compound [K+].[C-]1=CC=CC2=CC=CC=C21 ZBJSHDVMDCJOEZ-UHFFFAOYSA-N 0.000 description 1
IRAPFUAOCHNONS-UHFFFAOYSA-N potassium;phenylmethylbenzene Chemical compound [K+].C=1C=CC=CC=1[CH-]C1=CC=CC=C1 IRAPFUAOCHNONS-UHFFFAOYSA-N 0.000 description 1
229960002847 prasterone Drugs 0.000 description 1
229960003912 probucol Drugs 0.000 description 1
229960003387 progesterone Drugs 0.000 description 1
239000000186 progesterone Substances 0.000 description 1
230000035755 proliferation Effects 0.000 description 1
201000004681 psoriasis Diseases 0.000 description 1
238000000746 purification Methods 0.000 description 1
125000000719 pyrrolidinyl group Chemical group 0.000 description 1
229960004431 quetiapine Drugs 0.000 description 1
ZTHJULTYCAQOIJ-WXXKFALUSA-N quetiapine fumarate Chemical compound [H+].[H+].[O-]C(=O)\C=C\C([O-])=O.C1CN(CCOCCO)CCN1C1=NC2=CC=CC=C2SC2=CC=CC=C12.C1CN(CCOCCO)CCN1C1=NC2=CC=CC=C2SC2=CC=CC=C12 ZTHJULTYCAQOIJ-WXXKFALUSA-N 0.000 description 1
108020003175 receptors Proteins 0.000 description 1
102000005962 receptors Human genes 0.000 description 1
238000011084 recovery Methods 0.000 description 1
230000011514 reflex Effects 0.000 description 1
201000010174 renal carcinoma Diseases 0.000 description 1
238000009877 rendering Methods 0.000 description 1
238000011160 research Methods 0.000 description 1
200000000008 restenosis Diseases 0.000 description 1
230000003307 reticuloendothelial Effects 0.000 description 1
229960003471 retinol Drugs 0.000 description 1
229960004181 riluzole Drugs 0.000 description 1
238000007151 ring opening polymerisation reaction Methods 0.000 description 1
201000010208 seminoma Diseases 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
BQCADISMDOOEFD-UHFFFAOYSA-N silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
210000000813 small intestine Anatomy 0.000 description 1
235000010378 sodium ascorbate Nutrition 0.000 description 1
PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
YOQDYZUWIQVZSF-UHFFFAOYSA-N sodium borohydride Substances [BH4-].[Na+] YOQDYZUWIQVZSF-UHFFFAOYSA-N 0.000 description 1
229910000033 sodium borohydride Inorganic materials 0.000 description 1
ODGROJYWQXFQOZ-UHFFFAOYSA-N sodium;boron(1-) Chemical compound [B-].[Na+] ODGROJYWQXFQOZ-UHFFFAOYSA-N 0.000 description 1
239000008279 sol Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
WSWCOQWTEOXDQX-UHFFFAOYSA-N sorbic acid Chemical compound CC=CC=CC(O)=O WSWCOQWTEOXDQX-UHFFFAOYSA-N 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
150000003431 steroids Chemical class 0.000 description 1
239000011550 stock solution Substances 0.000 description 1
239000004575 stone Substances 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
238000006277 sulfonation reaction Methods 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
230000004083 survival Effects 0.000 description 1
RTYNRTUKJVYEIE-UHFFFAOYSA-N tert-butyl-ethynyl-dimethylsilane Chemical group CC(C)(C)[Si](C)(C)C#C RTYNRTUKJVYEIE-UHFFFAOYSA-N 0.000 description 1
QOFZZTBWWJNFCA-UHFFFAOYSA-N texas red-X Chemical compound [O-]S(=O)(=O)C1=CC(S(=O)(=O)NCCCCCC(=O)O)=CC=C1C(C1=CC=2CCCN3CCCC(C=23)=C1O1)=C2C1=C(CCC1)C3=[N+]1CCCC3=C2 QOFZZTBWWJNFCA-UHFFFAOYSA-N 0.000 description 1
150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
239000002407 tissue scaffold Substances 0.000 description 1
239000000606 toothpaste Substances 0.000 description 1
125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
239000003053 toxin Substances 0.000 description 1
108020003112 toxins Proteins 0.000 description 1
239000012581 transferrin Substances 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1
125000001425 triazolyl group Chemical group 0.000 description 1
125000002827 triflate group Chemical group FC(S(=O)(=O)O*)(F)F 0.000 description 1
229910052722 tritium Inorganic materials 0.000 description 1
YZCKVEUIGOORGS-NJFSPNSNSA-N tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
125000001493 tyrosinyl group Chemical group [H]OC1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 description 1
238000009423 ventilation Methods 0.000 description 1
230000017613 viral reproduction Effects 0.000 description 1
235000019155 vitamin A Nutrition 0.000 description 1
239000011719 vitamin A Substances 0.000 description 1
229920003169 water-soluble polymer Polymers 0.000 description 1
WQZGKKKJIJFFOK-PHYPRBDBSA-N α-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1

JP2008504516A 2005-04-01 2006-04-03 薬物送達のためのポリマーミセル Active JP4390845B2 (ja)