ME02628B - Modulatori farmakokinetičkih svojstava lekova - Google Patents
Modulatori farmakokinetičkih svojstava lekovaInfo
- Publication number
- ME02628B ME02628B MEP-2016-260A MEP26016A ME02628B ME 02628 B ME02628 B ME 02628B ME P26016 A MEP26016 A ME P26016A ME 02628 B ME02628 B ME 02628B
- Authority
- ME
- Montenegro
- Prior art keywords
- radical
- pharmaceutical formulation
- denotes
- formulation according
- compound
- Prior art date
Links
- 239000003814 drug Substances 0.000 title claims 7
- 239000008194 pharmaceutical composition Substances 0.000 claims 13
- 150000001875 compounds Chemical class 0.000 claims 11
- -1 L-756423 Chemical compound 0.000 claims 10
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 claims 6
- 150000002148 esters Chemical class 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 239000012453 solvate Substances 0.000 claims 6
- 229940124597 therapeutic agent Drugs 0.000 claims 6
- KYRSNWPSSXSNEP-ZRTHHSRSSA-N (4r,5s,6s,7r)-1,3-bis[(3-aminophenyl)methyl]-4,7-dibenzyl-5,6-dihydroxy-1,3-diazepan-2-one Chemical compound NC1=CC=CC(CN2C(N(CC=3C=C(N)C=CC=3)[C@H](CC=3C=CC=CC=3)[C@H](O)[C@@H](O)[C@H]2CC=2C=CC=CC=2)=O)=C1 KYRSNWPSSXSNEP-ZRTHHSRSSA-N 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- 108010078851 HIV Reverse Transcriptase Proteins 0.000 claims 3
- NJBBLOIWMSYVCQ-VZTVMPNDSA-N Kynostatin 272 Chemical compound C([C@H](NC(=O)[C@@H](NC(=O)COC=1C2=CC=NC=C2C=CC=1)CSC)[C@H](O)C(=O)N1[C@@H](CSC1)C(=O)NC(C)(C)C)C1=CC=CC=C1 NJBBLOIWMSYVCQ-VZTVMPNDSA-N 0.000 claims 3
- YMARZQAQMVYCKC-OEMFJLHTSA-N amprenavir Chemical compound C([C@@H]([C@H](O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)NC(=O)O[C@@H]1COCC1)C1=CC=CC=C1 YMARZQAQMVYCKC-OEMFJLHTSA-N 0.000 claims 3
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 claims 3
- CBVCZFGXHXORBI-PXQQMZJSSA-N indinavir Chemical compound C([C@H](N(CC1)C[C@@H](O)C[C@@H](CC=2C=CC=CC=2)C(=O)N[C@H]2C3=CC=CC=C3C[C@H]2O)C(=O)NC(C)(C)C)N1CC1=CC=CN=C1 CBVCZFGXHXORBI-PXQQMZJSSA-N 0.000 claims 3
- 239000003112 inhibitor Substances 0.000 claims 3
- 108010075606 kynostatin 272 Proteins 0.000 claims 3
- JHXLLEDIXXOJQD-WELGVCPWSA-N (2-decoxy-3-dodecylsulfanylpropyl) [(2r,3s,5r)-3-fluoro-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl hydrogen phosphate Chemical compound C1[C@H](F)[C@@H](COP(O)(=O)OCC(CSCCCCCCCCCCCC)OCCCCCCCCCC)O[C@H]1N1C(=O)NC(=O)C(C)=C1 JHXLLEDIXXOJQD-WELGVCPWSA-N 0.000 claims 2
- PNIFFZXGBAYVMQ-RKKDRKJOSA-N (2s)-n-[(2s,3r)-4-[(3-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]-2-[[2-[(3-fluorophenyl)methylamino]acetyl]amino]-3,3-dimethylbutanamide Chemical compound C([C@@H]([C@H](O)CN(CC(C)C)S(=O)(=O)C=1C=C(N)C=CC=1)NC(=O)[C@@H](NC(=O)CNCC=1C=C(F)C=CC=1)C(C)(C)C)C1=CC=CC=C1 PNIFFZXGBAYVMQ-RKKDRKJOSA-N 0.000 claims 2
- IXZYCIFRVZKVRJ-RKKDRKJOSA-N (2s)-n-[(2s,3r)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]-2-[[2-[(3-fluorophenyl)methylamino]acetyl]amino]-3,3-dimethylbutanamide Chemical compound C([C@@H]([C@H](O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)NC(=O)[C@@H](NC(=O)CNCC=1C=C(F)C=CC=1)C(C)(C)C)C1=CC=CC=C1 IXZYCIFRVZKVRJ-RKKDRKJOSA-N 0.000 claims 2
- QRBIFAKBTSNLCS-ZTFBILFISA-N (3s,4as,8as)-n-tert-butyl-2-[(2r,3s)-2-hydroxy-3-[[(2r)-3-methyl-3-methylsulfonyl-2-[(2-pyridin-3-yloxyacetyl)amino]butanoyl]amino]-4-phenylbutyl]-3,4,4a,5,6,7,8,8a-octahydro-1h-isoquinoline-3-carboxamide Chemical compound C([C@@H]([C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)NC(=O)[C@@H](NC(=O)COC=1C=NC=CC=1)C(C)(C)S(C)(=O)=O)C1=CC=CC=C1 QRBIFAKBTSNLCS-ZTFBILFISA-N 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 2
- KRZBCHWVBQOTNZ-PSEXTPKNSA-N 3,5-di-O-caffeoyl quinic acid Chemical compound O([C@@H]1C[C@](O)(C[C@H]([C@@H]1O)OC(=O)\C=C\C=1C=C(O)C(O)=CC=1)C(O)=O)C(=O)\C=C\C1=CC=C(O)C(O)=C1 KRZBCHWVBQOTNZ-PSEXTPKNSA-N 0.000 claims 2
- QAGYKUNXZHXKMR-UHFFFAOYSA-N CPD000469186 Natural products CC1=C(O)C=CC=C1C(=O)NC(C(O)CN1C(CC2CCCCC2C1)C(=O)NC(C)(C)C)CSC1=CC=CC=C1 QAGYKUNXZHXKMR-UHFFFAOYSA-N 0.000 claims 2
- 241000723418 Carya Species 0.000 claims 2
- 102000002004 Cytochrome P-450 Enzyme System Human genes 0.000 claims 2
- 101100223822 Dictyostelium discoideum zfaA gene Proteins 0.000 claims 2
- 108010010369 HIV Protease Proteins 0.000 claims 2
- KJHKTHWMRKYKJE-SUGCFTRWSA-N Kaletra Chemical compound N1([C@@H](C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC=2C=CC=CC=2)NC(=O)COC=2C(=CC=CC=2C)C)CC=2C=CC=CC=2)CCCNC1=O KJHKTHWMRKYKJE-SUGCFTRWSA-N 0.000 claims 2
- 101710198130 NADPH-cytochrome P450 reductase Proteins 0.000 claims 2
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 claims 2
- NCDNCNXCDXHOMX-UHFFFAOYSA-N Ritonavir Natural products C=1C=CC=CC=1CC(NC(=O)OCC=1SC=NC=1)C(O)CC(CC=1C=CC=CC=1)NC(=O)C(C(C)C)NC(=O)N(C)CC1=CSC(C(C)C)=N1 NCDNCNXCDXHOMX-UHFFFAOYSA-N 0.000 claims 2
- SUJUHGSWHZTSEU-UHFFFAOYSA-N Tipranavir Natural products C1C(O)=C(C(CC)C=2C=C(NS(=O)(=O)C=3N=CC(=CC=3)C(F)(F)F)C=CC=2)C(=O)OC1(CCC)CCC1=CC=CC=C1 SUJUHGSWHZTSEU-UHFFFAOYSA-N 0.000 claims 2
- RLAHNGKRJJEIJL-RFZPGFLSSA-N [(2r,4r)-4-(2,6-diaminopurin-9-yl)-1,3-dioxolan-2-yl]methanol Chemical compound C12=NC(N)=NC(N)=C2N=CN1[C@H]1CO[C@@H](CO)O1 RLAHNGKRJJEIJL-RFZPGFLSSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 229950005846 amdoxovir Drugs 0.000 claims 2
- 229960001830 amprenavir Drugs 0.000 claims 2
- GIXWDMTZECRIJT-UHFFFAOYSA-N aurintricarboxylic acid Chemical compound C1=CC(=O)C(C(=O)O)=CC1=C(C=1C=C(C(O)=CC=1)C(O)=O)C1=CC=C(O)C(C(O)=O)=C1 GIXWDMTZECRIJT-UHFFFAOYSA-N 0.000 claims 2
- 229950009079 brecanavir Drugs 0.000 claims 2
- JORVRJNILJXMMG-OLNQLETPSA-N brecanavir Chemical compound C([C@@H]([C@H](O)CN(CC(C)C)S(=O)(=O)C=1C=C2OCOC2=CC=1)NC(=O)O[C@@H]1[C@@H]2CCO[C@@H]2OC1)C(C=C1)=CC=C1OCC1=CSC(C)=N1 JORVRJNILJXMMG-OLNQLETPSA-N 0.000 claims 2
- 229960005107 darunavir Drugs 0.000 claims 2
- CJBJHOAVZSMMDJ-HEXNFIEUSA-N darunavir Chemical compound C([C@@H]([C@H](O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)NC(=O)O[C@@H]1[C@@H]2CCO[C@@H]2OC1)C1=CC=CC=C1 CJBJHOAVZSMMDJ-HEXNFIEUSA-N 0.000 claims 2
- WHBIGIKBNXZKFE-UHFFFAOYSA-N delavirdine Chemical compound CC(C)NC1=CC=CN=C1N1CCN(C(=O)C=2NC3=CC=C(NS(C)(=O)=O)C=C3C=2)CC1 WHBIGIKBNXZKFE-UHFFFAOYSA-N 0.000 claims 2
- 229960003142 fosamprenavir Drugs 0.000 claims 2
- MLBVMOWEQCZNCC-OEMFJLHTSA-N fosamprenavir Chemical compound C([C@@H]([C@H](OP(O)(O)=O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)NC(=O)O[C@@H]1COCC1)C1=CC=CC=C1 MLBVMOWEQCZNCC-OEMFJLHTSA-N 0.000 claims 2
- 229960001936 indinavir Drugs 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 229960004525 lopinavir Drugs 0.000 claims 2
- KHASNRBNVBIREH-IZEXYCQBSA-N methyl n-[(2s)-1-[[(5s)-5-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-6-phosphonooxyhexyl]amino]-1-oxo-3,3-diphenylpropan-2-yl]carbamate Chemical compound C=1C=CC=CC=1C([C@H](NC(=O)OC)C(=O)NCCCC[C@@H](COP(O)(O)=O)N(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)C1=CC=CC=C1 KHASNRBNVBIREH-IZEXYCQBSA-N 0.000 claims 2
- 229950008798 mozenavir Drugs 0.000 claims 2
- 229960000884 nelfinavir Drugs 0.000 claims 2
- 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 2
- NQDJXKOVJZTUJA-UHFFFAOYSA-N nevirapine Chemical compound C12=NC=CC=C2C(=O)NC=2C(C)=CC=NC=2N1C1CC1 NQDJXKOVJZTUJA-UHFFFAOYSA-N 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 239000002777 nucleoside Substances 0.000 claims 2
- 150000003833 nucleoside derivatives Chemical class 0.000 claims 2
- SWUARLUWKZWEBQ-VQHVLOKHSA-N phenethyl caffeate Chemical compound C1=C(O)C(O)=CC=C1\C=C\C(=O)OCCC1=CC=CC=C1 SWUARLUWKZWEBQ-VQHVLOKHSA-N 0.000 claims 2
- 229960004742 raltegravir Drugs 0.000 claims 2
- CZFFBEXEKNGXKS-UHFFFAOYSA-N raltegravir Chemical compound O1C(C)=NN=C1C(=O)NC(C)(C)C1=NC(C(=O)NCC=2C=CC(F)=CC=2)=C(O)C(=O)N1C CZFFBEXEKNGXKS-UHFFFAOYSA-N 0.000 claims 2
- YIBOMRUWOWDFLG-ONEGZZNKSA-N rilpivirine Chemical compound CC1=CC(\C=C\C#N)=CC(C)=C1NC1=CC=NC(NC=2C=CC(=CC=2)C#N)=N1 YIBOMRUWOWDFLG-ONEGZZNKSA-N 0.000 claims 2
- 229960000311 ritonavir Drugs 0.000 claims 2
- NCDNCNXCDXHOMX-XGKFQTDJSA-N ritonavir Chemical compound N([C@@H](C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC=1C=CC=CC=1)NC(=O)OCC=1SC=NC=1)CC=1C=CC=CC=1)C(=O)N(C)CC1=CSC(C(C)C)=N1 NCDNCNXCDXHOMX-XGKFQTDJSA-N 0.000 claims 2
- 229960001852 saquinavir Drugs 0.000 claims 2
- QWAXKHKRTORLEM-UGJKXSETSA-N saquinavir Chemical compound C([C@@H]([C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)C=1N=C2C=CC=CC2=CC=1)C1=CC=CC=C1 QWAXKHKRTORLEM-UGJKXSETSA-N 0.000 claims 2
- 229960000838 tipranavir Drugs 0.000 claims 2
- SUJUHGSWHZTSEU-FYBSXPHGSA-N tipranavir Chemical compound C([C@@]1(CCC)OC(=O)C([C@H](CC)C=2C=C(NS(=O)(=O)C=3N=CC(=CC=3)C(F)(F)F)C=CC=2)=C(O)C1)CC1=CC=CC=C1 SUJUHGSWHZTSEU-FYBSXPHGSA-N 0.000 claims 2
- 229940121358 tyrosine kinase inhibitor Drugs 0.000 claims 2
- NIDRYBLTWYFCFV-FMTVUPSXSA-N (+)-calanolide A Chemical compound C1=CC(C)(C)OC2=C1C(O[C@H](C)[C@@H](C)[C@@H]1O)=C1C1=C2C(CCC)=CC(=O)O1 NIDRYBLTWYFCFV-FMTVUPSXSA-N 0.000 claims 1
- QPVWMQXBTCSLCB-BYAJYZPISA-N (2s)-n-[(2s,3s,4r,5s)-3,4-dihydroxy-5-[[(2s)-3-methyl-2-[[methyl(pyridin-2-ylmethyl)carbamoyl]amino]butanoyl]amino]-1,6-diphenylhexan-2-yl]-3-methyl-2-[[methyl(pyridin-2-ylmethyl)carbamoyl]amino]butanamide Chemical compound N([C@@H](C(C)C)C(=O)N[C@@H](CC=1C=CC=CC=1)[C@H](O)[C@H](O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)N(C)CC=1N=CC=CC=1)C(C)C)C(=O)N(C)CC1=CC=CC=N1 QPVWMQXBTCSLCB-BYAJYZPISA-N 0.000 claims 1
- CWVMWSZEMZOUPC-JUAXIXHSSA-N (3s,5s,8r,9s,10s,13s,14s,16r)-16-bromo-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one Chemical compound C1[C@@H](O)CC[C@]2(C)[C@H]3CC[C@](C)(C([C@H](Br)C4)=O)[C@@H]4[C@@H]3CC[C@H]21 CWVMWSZEMZOUPC-JUAXIXHSSA-N 0.000 claims 1
- CNPVJJQCETWNEU-CYFREDJKSA-N (4,6-dimethyl-5-pyrimidinyl)-[4-[(3S)-4-[(1R)-2-methoxy-1-[4-(trifluoromethyl)phenyl]ethyl]-3-methyl-1-piperazinyl]-4-methyl-1-piperidinyl]methanone Chemical compound N([C@@H](COC)C=1C=CC(=CC=1)C(F)(F)F)([C@H](C1)C)CCN1C(CC1)(C)CCN1C(=O)C1=C(C)N=CN=C1C CNPVJJQCETWNEU-CYFREDJKSA-N 0.000 claims 1
- XCVGQMUMMDXKCY-WZJLIZBTSA-N (4R,5S,6S,7R)-4,7-dibenzyl-5,6-dihydroxy-1,3-bis[4-(hydroxymethyl)benzyl]-1,3-diazepan-2-one Chemical compound C1=CC(CO)=CC=C1CN1C(=O)N(CC=2C=CC(CO)=CC=2)[C@H](CC=2C=CC=CC=2)[C@H](O)[C@@H](O)[C@H]1CC1=CC=CC=C1 XCVGQMUMMDXKCY-WZJLIZBTSA-N 0.000 claims 1
- QCNJQJJFXFJVCX-ZDUSSCGKSA-N (4s)-4-(2-cyclopropylethynyl)-5,6-difluoro-4-(trifluoromethyl)-1,3-dihydroquinazolin-2-one Chemical compound C([C@@]1(NC(=O)NC2=CC=C(C(=C21)F)F)C(F)(F)F)#CC1CC1 QCNJQJJFXFJVCX-ZDUSSCGKSA-N 0.000 claims 1
- JJWJSIAJLBEMEN-ZDUSSCGKSA-N (4s)-6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-1,3-dihydroquinazolin-2-one Chemical compound C([C@]1(C2=CC(Cl)=CC=C2NC(=O)N1)C(F)(F)F)#CC1CC1 JJWJSIAJLBEMEN-ZDUSSCGKSA-N 0.000 claims 1
- UXDWYQAXEGVSPS-GFUIURDCSA-N (4s)-6-chloro-4-[(e)-2-cyclopropylethenyl]-4-(trifluoromethyl)-1,3-dihydroquinazolin-2-one Chemical compound C(/[C@]1(C2=CC(Cl)=CC=C2NC(=O)N1)C(F)(F)F)=C\C1CC1 UXDWYQAXEGVSPS-GFUIURDCSA-N 0.000 claims 1
- DBPMWRYLTBNCCE-UHFFFAOYSA-N 1-(4-benzoylpiperazin-1-yl)-2-(4,7-dimethoxy-1h-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione Chemical compound C1=2C(OC)=CN=C(OC)C=2NC=C1C(=O)C(=O)N(CC1)CCN1C(=O)C1=CC=CC=C1 DBPMWRYLTBNCCE-UHFFFAOYSA-N 0.000 claims 1
- NKPHEWJJTGPRSL-OCCSQVGLSA-N 1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea Chemical compound CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O NKPHEWJJTGPRSL-OCCSQVGLSA-N 0.000 claims 1
- BEMBRAMZGVDPMH-UHFFFAOYSA-N 11-ethyl-5-methyl-8-[2-(1-oxidoquinolin-1-ium-4-yl)oxyethyl]dipyrido[2,3-d:2',3'-h][1,4]diazepin-6-one Chemical compound CN1C(=O)C2=CC(CCOC=3C4=CC=CC=C4[N+]([O-])=CC=3)=CN=C2N(CC)C2=NC=CC=C21 BEMBRAMZGVDPMH-UHFFFAOYSA-N 0.000 claims 1
- VNIWZCGZPBJWBI-UHFFFAOYSA-N 2-(1,1-dioxothiazinan-2-yl)-n-[(4-fluorophenyl)methyl]-5-hydroxy-1-methyl-6-oxopyrimidine-4-carboxamide Chemical compound OC=1C(=O)N(C)C(N2S(CCCC2)(=O)=O)=NC=1C(=O)NCC1=CC=C(F)C=C1 VNIWZCGZPBJWBI-UHFFFAOYSA-N 0.000 claims 1
- RTJUXLYUUDBAJN-KVQBGUIXSA-N 2-amino-9-[(2r,4s,5r)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]-3h-purin-6-one Chemical compound C1=2NC(N)=NC(=O)C=2N=CN1[C@H]1C[C@H](F)[C@@H](CO)O1 RTJUXLYUUDBAJN-KVQBGUIXSA-N 0.000 claims 1
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- MVCIFQBXXSMTQD-UHFFFAOYSA-N 3,5-dicaffeoylquinic acid Natural products Cc1ccc(C=CC(=O)OC2CC(O)(CC(OC(=O)C=Cc3ccc(O)c(O)c3)C2O)C(=O)O)cc1C MVCIFQBXXSMTQD-UHFFFAOYSA-N 0.000 claims 1
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- GWNOTCOIYUNTQP-FQLXRVMXSA-N 4-[4-[[(3r)-1-butyl-3-[(r)-cyclohexyl(hydroxy)methyl]-2,5-dioxo-1,4,9-triazaspiro[5.5]undecan-9-yl]methyl]phenoxy]benzoic acid Chemical compound N([C@@H](C(=O)N1CCCC)[C@H](O)C2CCCCC2)C(=O)C1(CC1)CCN1CC(C=C1)=CC=C1OC1=CC=C(C(O)=O)C=C1 GWNOTCOIYUNTQP-FQLXRVMXSA-N 0.000 claims 1
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- VCYQENLVFRTJIC-UHFFFAOYSA-N 4-cyano-n-[3-[cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydrocycloocta[b]pyran-3-yl)methyl]phenyl]benzenesulfonamide Chemical compound OC=1C=2CCCCCCC=2OC(=O)C=1C(C=1C=C(NS(=O)(=O)C=2C=CC(=CC=2)C#N)C=CC=1)C1CC1 VCYQENLVFRTJIC-UHFFFAOYSA-N 0.000 claims 1
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- WVLHHLRVNDMIAR-IBGZPJMESA-N AMD 070 Chemical compound C1CCC2=CC=CN=C2[C@H]1N(CCCCN)CC1=NC2=CC=CC=C2N1 WVLHHLRVNDMIAR-IBGZPJMESA-N 0.000 claims 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/28—Radicals substituted by nitrogen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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Claims (12)
1. Farmaceutska formulacija koja sadrži jedinjenje formule IIB: ili njegovu farmaceutski prihvatljivu so, solvat, stereoizomer i/ili estar, naznačene time, što: R10a i R10b nezavisno označavaju H ili -C1-4 alkil radikal; R12 označava H ili -CH3 radikal; R13 označava -(CH2)0-3CR17R18NR20R21, -(CH2)0-3CR17R18NR17C(O)NR20R21, -(CH2)1-3C(O)R22, -(CH2)1- 3S(O)2R22 ili -(CH2)1-3-R23 radikal; R14 i R15 nezavisno označavaju H, -C1-4 alkil ili arilalkil radikal; R17 i R18 nezavisno označavaju H ili -C1-3 alkil radikal; R19 označava H, -C1-4 alkil ili arilalkil radikal; R20 i R21 nezavisno označavaju H, -C1-3 alkil, -C(O)R17 ili S(O)2R17 radikal; ili R20 i R21, zajedno sa atomom azota za koji su vezani, obrazuju nesupstituisani ili supstituisani heterociklični prsten sa 5-6 članova koji sadrži 1-2 heteroatoma izabrana iz grupe koju čine N i O; R22 označava H, -C1-3alkil, -OR19 ili -NR20R21 radikal; i R23 označava nesupstituisan ili supstituisan heterociklični prsten sa 5-6 članova koji sadrži 1-2 heteroatoma izabrana iz grupe koju čine N i O; i što su navedeni nesupstituisani ili supstituisani heterociklični prsten sa 5-6 članova obrazovan od R20 i R21 i naveden nesupstituisan ili supstituisan heterociklični prsten sa 5-6 članova obrazovan od R23, nezavisno nesupstituisani ili supstituisani sa C1-2 alkil radikalom. Farmaceutska formulacija dalje sadrži farmaceutski prihvatljiv nosač ili ekscipijens i najmanje jedan dodatni terapijski agens.
2.Farmaceutska formulacija prema patentnom zahtevu 1 koja sadrži jedinjenje formule IIB ili njegovu farmaceutski prihvatljivu so, solvat, stereoizomer i/ili estar, naznačene time, što R13 označava -(CH2)0-3CR17R18NR20R21, -(CH2)0-3CR17R18NR17C(O)NR20R21 ili -(CH2)1-3-R23 radikal.
3.Farmaceutska formulacija prema patentnom zahtevu 2 koja sadrži jedinjenje formule IIB ili njegovu farmaceutski prihvatljivu so, solvat, stereoizomer i/ili estar, naznačene time, što R13 označava -(CH2)0-3CR17R18NR20R21 ili -(CH2)0-3CR17R18NR17C(O)NR20R21 radikal.
4. Farmaceutska formulacija prema patentnom zahtevu 1, naznačena time, što jedinjenje formule IIB označava jedinjenje formule IIC: ili njegovu farmaceutski prihvatljivu so, solvat, stereoizomer i/ili estar, naznačene time, što: R13 označava -(CH2)0-3CR17R18NR20R21, -(CH2)0-3CR17R18NR17C(O)NR20R21, -(CH2)1-3C(O)R22 ili -(CH2)1-3- R23 radikal; R17 i R18 nezavisno označavaju H ili C1-3 alkil radikal; R19 označava H, -C1-4 alkil ili arilalkil radikal; R20 i R21 nezavisno označavaju H, -C1-3 alkil, -C(O)R17 ili S(O)2R17 radikal; ili R20 i R21, zajedno sa atomom azota za koji su vezani, formiraju heterociklični prsten sa 5-6 članova koji sadrži 1-2 heteroatoma izabrana iz grupe koju čine N i O; R22 označava H, -C1-3alkil, -OR19 ili -NR20R21 radikal; i R23 označava nesupstituisan ili supstituisan heterociklični prsten sa 5-6 članova koji sadrži 1-2 heteroatoma izabrana iz grupe koju čine N i O.
5.Farmaceutska formulacija prema zahtevu 1, naznačena time, što jedinjenje formule IIB označava jedinjenje formule IIBa: ili njegovu farmaceutski prihvatljivu so, solvat i/ili estar.
6.Farmaceutska formulacija prema patentnom zahtevu 5, naznačena time, što jedinjenje formule IIB označava jedinjenje formule IIBb: ili njegovu farmaceutski prihvatljivu so, solvat i/ili estar.
7.Farmaceutska formulacija prema bilo kom od patentnih zahteva od 1 do 6, naznačena time, što se najmanje jedan dodatni terapijski agens metaboliše dejstvom citohrom P450 monooksigenaze.
8.Farmaceutska formulacija prema patentnom zahtevu 7, naznačena time, što se najmanje jedan dodatni terapijski agens metaboliše dejstvom jednog ili više izozima P450, a pre svega dejstvom citohrom P450 monooksigenaze 3A4.
9.Farmaceutska formulacija prema bilo kom od patentnih zahteva od 1 do 8, naznačena time, što formulacija sadrži dva ili tri dodatna terapijska agensa izabrana iz grupe koju čine inhibitori HIV proteaze, ne-nukleozidni inhibitori HIV reverzne transkriptaze, nukleozidni inhibitori HIV reverzne transkriptaze, nukleotidni inhibitori HIV reverzne transkriptaze i inhibitori HIV integraze.
10.Farmaceutska formulacija prema bilo kom od patentnih zahteva od 1 do 9, naznačena time, što je najmanje jedan dodatni terapijski agens izabran iz grupe koju čine inhibitorna jedinjenja HIV proteaze.
11. Farmaceutska formulacija prema zahtevu 10, naznačena time, što su : navedena inhibitorna jedinjenja HIV proteaze izabrana iz grupe koju čine amprenavir, fosamprenavir, indinavir, lopinavir, ritonavir, nelfinavir, sakvinavir, tipranavir, brekanavir, TMC126, TMC-114, mozenavir (DMP-450), JE-2147 (AG1776), L-756423, RO0334649, KNI-272, DPC-681, DPC-684, GW640385X, DG17, PPL-100, DG35 i AG 1859.
12.Farmaceutska formulacija prema bilo kom od patentnih zahteva od 1 do 10, naznačena time, što je najmanje jedan dodatni terapijski agens izabran iz grupe koju čine amprenavir, fosamprenavir, indinavir, lopinavir, ritonavir, nelfinavir, sakvinavir, tipranavir, brekanavir, TMC-126, TMC-114, mozenavir (DMP-450), JE-2147 (AG1776), L-756423, RO0334649, KNI-272, DPC-681, DPC-684, GW640385X, DG17, PPL-100, DG35, AG 1859, kapravirin, emivirin, delavirdin, efavirenc, nevirapin, (+) kalanolid A, etravirin, GW5634, DPC-083, DPC-961, DPC-963, MIV-150, TMC-120, TMC-278 (rilpiviren), BILR 355 BS, VRX 840773, UK-453061, RDEA806, zidovudin, didanozin, stavudin, zalcitabin, lamivudin, abakavir, amdoksovir, elvucitabin, alovudin, MIV-210, racivir (± -FTC), D-d4FC, fosfazid, fozivudin tidoksil, apricitibin AVX754, amdoksovir, KP-1461 i fosalvudin tidoksil (ranije HDP 99.0003), adefovir dipivoksil, GS-9131, kurkumin, derivati kurkumina, hikorična kiselina, derivati hikorične kiseline, 3,5-dikafeoilhininska kiselina, derivati 3,5-dikafeoilhininske kiselina, aurintrikarboksilna kiselina, derivati aurintriarboksilne kiseline, fenetilni estar kafeinske kiseline, derivati fenetilnog estra kafeinske kiseline, tirfostin, derivati tirfostina, kvercetin, derivati kvercetina, S-1360, zintevir (AR-177), L-870812, L-870810, MK-0518 (raltegravir), BMS-538 158, GSK364735C, BMS-707035, MK-2048 BA 011, enfuvirtid, sifuvirtid, FB006M, TRI-1144, AMD 070, SP01A, BMS-488043, BlockAide/CR, imunitin, derivati benzimidazola, derivati benzo-1,2,4-tiadiazina, derivati fenilalanina, aplavirok, vikrivirok i maravirok, ciklosporin, FK-506, rapamicin, taksol, taksoter, klaritromicin, A-77003, A-80987, MK-639, VX-478, AG1343, DMP-323, XM-450, BILA 2011 BS, BILA 1096 BS, BILA 2185 BS, BMS 186,318, LB71262, SC-52151, SC-629 (N,N-dimetilglicil-N-(2-hidroksi-3-(((4-metoksifenil) sulfonil)(2-metilpropil)amino)-1-(fenilmetil)propil)-3-metil-L-valinamid), KNI-272, CGP 53437, CGP 57813 i U-103017.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US90322807P | 2007-02-23 | 2007-02-23 | |
| US95871607P | 2007-07-06 | 2007-07-06 | |
| EP12167589.6A EP2487161B2 (en) | 2007-02-23 | 2008-02-22 | Modulators of pharmacokinetic properties of therapeutics |
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| ME02628B true ME02628B (me) | 2017-06-20 |
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| MEP-2016-260A ME02628B (me) | 2007-02-23 | 2008-02-22 | Modulatori farmakokinetičkih svojstava lekova |
| MEP-2016-262A ME02680B (me) | 2007-02-23 | 2008-02-22 | Modulatori farmakokinetickih svojstava lijekova |
| MEP-2016-241A ME02582B (me) | 2007-02-23 | 2008-02-22 | Modulatori farmakokinetičkih svojstava terapeutika |
| MEP-2016-263A ME02631B (me) | 2007-02-23 | 2008-02-22 | Modulatori farmakokinetičkih svojstava lijekova |
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| MEP-2016-262A ME02680B (me) | 2007-02-23 | 2008-02-22 | Modulatori farmakokinetickih svojstava lijekova |
| MEP-2016-241A ME02582B (me) | 2007-02-23 | 2008-02-22 | Modulatori farmakokinetičkih svojstava terapeutika |
| MEP-2016-263A ME02631B (me) | 2007-02-23 | 2008-02-22 | Modulatori farmakokinetičkih svojstava lijekova |
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| Country | Link |
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| EP (6) | EP2487166B1 (me) |
| DK (3) | DK2487163T3 (me) |
| HU (2) | HUS1600052I1 (me) |
| ME (4) | ME02628B (me) |
| PL (2) | PL2487163T3 (me) |
| RS (4) | RS55195B1 (me) |
| SI (4) | SI2487161T2 (me) |
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| US6037157A (en) * | 1995-06-29 | 2000-03-14 | Abbott Laboratories | Method for improving pharmacokinetics |
| PT1183026E (pt) | 1999-06-04 | 2006-11-30 | Abbott Lab | Formulações farmacêuticas melhoradas incluindo ritonavir |
| KR101477822B1 (ko) | 2006-07-07 | 2015-01-02 | 길리애드 사이언시즈, 인코포레이티드 | 치료제의 약동학 특성의 모듈레이터 |
| PT3150586T (pt) | 2007-02-23 | 2020-03-31 | Gilead Sciences Inc | Moduladores de propriedades farmacocinéticas de agentes terapêuticos |
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Also Published As
| Publication number | Publication date |
|---|---|
| SI2487161T1 (sl) | 2016-12-30 |
| HUS1600053I1 (hu) | 2017-01-30 |
| EP2487162B1 (en) | 2016-08-17 |
| ME02631B (me) | 2017-06-20 |
| DK2487161T3 (en) | 2016-10-24 |
| DK2487163T3 (en) | 2016-10-24 |
| EP2487166B1 (en) | 2016-07-27 |
| RS55195B1 (sr) | 2017-01-31 |
| UA101312C2 (ru) | 2013-03-25 |
| DK2487161T4 (da) | 2024-06-24 |
| ME02582B (me) | 2017-06-20 |
| PL2487166T3 (pl) | 2017-07-31 |
| RS55459B1 (sr) | 2017-04-28 |
| RS55351B1 (sr) | 2017-03-31 |
| EP2487168A1 (en) | 2012-08-15 |
| HUS1600052I1 (hu) | 2017-01-30 |
| ME02680B (me) | 2017-06-20 |
| SI2487162T1 (sl) | 2016-12-30 |
| DK2487162T3 (en) | 2016-10-24 |
| PL2487163T3 (pl) | 2017-04-28 |
| EP2487163B1 (en) | 2016-08-17 |
| SI2487163T1 (sl) | 2016-12-30 |
| SI2487166T1 (sl) | 2017-02-28 |
| EP2487162A1 (en) | 2012-08-15 |
| RS55351B2 (sr) | 2024-09-30 |
| RS55280B1 (sr) | 2017-03-31 |
| EP2487167A1 (en) | 2012-08-15 |
| SI2487161T2 (sl) | 2024-07-31 |
| EP2487163A1 (en) | 2012-08-15 |
| EP2487164A1 (en) | 2012-08-15 |
| EP2487166A1 (en) | 2012-08-15 |
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