HRP20150269T1 - Inhibitori beta-laktamaze - Google Patents
Inhibitori beta-laktamaze Download PDFInfo
- Publication number
- HRP20150269T1 HRP20150269T1 HRP20150269TT HRP20150269T HRP20150269T1 HR P20150269 T1 HRP20150269 T1 HR P20150269T1 HR P20150269T T HRP20150269T T HR P20150269TT HR P20150269 T HRP20150269 T HR P20150269T HR P20150269 T1 HRP20150269 T1 HR P20150269T1
- Authority
- HR
- Croatia
- Prior art keywords
- sulfoxy
- diazabicyclo
- oxo
- carboxamide
- octane
- Prior art date
Links
- 239000003781 beta lactamase inhibitor Substances 0.000 title 1
- 229940126813 beta-lactamase inhibitor Drugs 0.000 title 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 19
- 150000001875 compounds Chemical class 0.000 claims 13
- 125000000623 heterocyclic group Chemical group 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 7
- 229910052799 carbon Inorganic materials 0.000 claims 6
- 125000003386 piperidinyl group Chemical group 0.000 claims 6
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 6
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 5
- SMOBCLHAZXOKDQ-ZJUUUORDSA-N [(2s,5r)-7-oxo-2-(piperidin-4-ylcarbamoyl)-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])NC1CCNCC1 SMOBCLHAZXOKDQ-ZJUUUORDSA-N 0.000 claims 4
- 229910052731 fluorine Inorganic materials 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- DGAUUFHQTQVNOS-HLTSFMKQSA-N [(2s,5r)-7-oxo-2-[[(3r)-pyrrolidin-3-yl]carbamoyl]-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@@H]1CCNC1 DGAUUFHQTQVNOS-HLTSFMKQSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000003725 azepanyl group Chemical group 0.000 claims 3
- -1 azocanyl Chemical group 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 229910052801 chlorine Inorganic materials 0.000 claims 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 3
- 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 125000002950 monocyclic group Chemical group 0.000 claims 3
- 125000002757 morpholinyl group Chemical group 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 125000004193 piperazinyl group Chemical group 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- XXJGBENTLXFVFI-UHFFFAOYSA-N 1-amino-methylene Chemical compound N[CH2] XXJGBENTLXFVFI-UHFFFAOYSA-N 0.000 claims 2
- 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 229910003204 NH2 Inorganic materials 0.000 claims 2
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims 2
- 125000002393 azetidinyl group Chemical group 0.000 claims 2
- 230000003115 biocidal effect Effects 0.000 claims 2
- YZBQHRLRFGPBSL-RXMQYKEDSA-N carbapenem Chemical compound C1C=CN2C(=O)C[C@H]21 YZBQHRLRFGPBSL-RXMQYKEDSA-N 0.000 claims 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 2
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims 2
- 239000003112 inhibitor Substances 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 125000005961 oxazepanyl group Chemical group 0.000 claims 2
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 2
- VFOOLPCBGXKKSD-ZJUUUORDSA-N (2s,5r)-7-oxo-2-(piperidin-4-ylcarbamoyl)-1,6-diazabicyclo[3.2.1]octane-6-sulfonic acid Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)S(O)(=O)=O)[H])NC1CCNCC1 VFOOLPCBGXKKSD-ZJUUUORDSA-N 0.000 claims 1
- 125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 claims 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 1
- NXFFJDQHYLNEJK-UHFFFAOYSA-N 2-[4-[(4-chlorophenyl)methyl]-7-fluoro-5-methylsulfonyl-2,3-dihydro-1h-cyclopenta[b]indol-3-yl]acetic acid Chemical compound C1=2C(S(=O)(=O)C)=CC(F)=CC=2C=2CCC(CC(O)=O)C=2N1CC1=CC=C(Cl)C=C1 NXFFJDQHYLNEJK-UHFFFAOYSA-N 0.000 claims 1
- OVKXDANNQWXYKF-UHFFFAOYSA-N 2-methyloctanamide Chemical compound CCCCCCC(C)C(N)=O OVKXDANNQWXYKF-UHFFFAOYSA-N 0.000 claims 1
- BIJYWYKVNVASSF-FBKFWFMHSA-N OS(=O)(=O)ON1C2CN([C@@H](CC2)C(=O)N[C@@H]2CCCNCC2)C1=O Chemical compound OS(=O)(=O)ON1C2CN([C@@H](CC2)C(=O)N[C@@H]2CCCNCC2)C1=O BIJYWYKVNVASSF-FBKFWFMHSA-N 0.000 claims 1
- 229910004727 OSO3H Inorganic materials 0.000 claims 1
- WKDDRNSBRWANNC-UHFFFAOYSA-N Thienamycin Natural products C1C(SCCN)=C(C(O)=O)N2C(=O)C(C(O)C)C21 WKDDRNSBRWANNC-UHFFFAOYSA-N 0.000 claims 1
- DGAUUFHQTQVNOS-NBXIYJJMSA-N [(2s)-7-oxo-2-[[(3r)-pyrrolidin-3-yl]carbamoyl]-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2CC(CC1)N(C2=O)OS(=O)(=O)O)N[C@@H]1CCNC1 DGAUUFHQTQVNOS-NBXIYJJMSA-N 0.000 claims 1
- HAUNXFWIZFSLID-LXKPXOPUSA-N [(2s,5r)-2-(2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrole-5-carbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound C([C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N2[C@@H]1C(=O)N1CC2CNCC2C1 HAUNXFWIZFSLID-LXKPXOPUSA-N 0.000 claims 1
- SEKUWISRXVXAIC-MNOVXSKESA-N [(2s,5r)-2-(2,7-diazaspiro[3.5]nonane-2-carbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N(C1)CC21CCNCC2 SEKUWISRXVXAIC-MNOVXSKESA-N 0.000 claims 1
- NIWSIMMJVLMXQJ-HIERMZOSSA-N [(2s,5r)-2-(3-azabicyclo[3.1.0]hexan-6-ylcarbamoyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound C([C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N2[C@@H]1C(=O)NC1C2CNCC21 NIWSIMMJVLMXQJ-HIERMZOSSA-N 0.000 claims 1
- AEVFDHXLJVXHNF-ZJUUUORDSA-N [(2s,5r)-2-(4-aminopiperidine-1-carbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N1CCC(N)CC1 AEVFDHXLJVXHNF-ZJUUUORDSA-N 0.000 claims 1
- ZYTMUDLKBAIEAQ-SFYZADRCSA-N [(2s,5r)-2-(azetidin-3-ylcarbamoyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])NC1CNC1 ZYTMUDLKBAIEAQ-SFYZADRCSA-N 0.000 claims 1
- JGOXNCZTSKJQJJ-NEPJUHHUSA-N [(2s,5r)-2-(azocan-5-ylcarbamoyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])NC1CCCNCCC1 JGOXNCZTSKJQJJ-NEPJUHHUSA-N 0.000 claims 1
- FIMNFAGFTCKTFG-ZJUUUORDSA-N [(2s,5r)-2-[(1,1-dioxothian-4-yl)carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])NC1CCS(=O)(=O)CC1 FIMNFAGFTCKTFG-ZJUUUORDSA-N 0.000 claims 1
- CHULEIUYGBCUPR-MNOVXSKESA-N [(2s,5r)-2-[(1-methylpiperidin-4-yl)carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])NC1CCN(C)CC1 CHULEIUYGBCUPR-MNOVXSKESA-N 0.000 claims 1
- DNNRMFBYVLVTMA-HLTSFMKQSA-N [(2s,5r)-2-[(3r)-3-aminopyrrolidine-1-carbonyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N1CC[C@@H](N)C1 DNNRMFBYVLVTMA-HLTSFMKQSA-N 0.000 claims 1
- CIYYNXMNNCKHIS-ZOCYIJKUSA-N [(2s,5r)-2-[2-(aminomethyl)piperidine-1-carbonyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N1CCCCC1CN CIYYNXMNNCKHIS-ZOCYIJKUSA-N 0.000 claims 1
- XQEJZAYKSCNDRE-ZOCYIJKUSA-N [(2s,5r)-2-[3-(dimethylamino)pyrrolidine-1-carbonyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound C1C(N(C)C)CCN1C(=O)[C@H]1N(C(=O)N2OS(O)(=O)=O)C[C@H]2CC1 XQEJZAYKSCNDRE-ZOCYIJKUSA-N 0.000 claims 1
- BPLPPYASQZMMEI-BGZDPUMWSA-N [(2s,5r)-2-[[(3r,4r)-4-aminopyrrolidin-3-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@@H]1CNC[C@H]1N BPLPPYASQZMMEI-BGZDPUMWSA-N 0.000 claims 1
- WKVPWLFTUYHWDY-LURQLKTLSA-N [(2s,5r)-2-[[(3r,4r)-4-hydroxypyrrolidin-3-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@@H]1CNC[C@H]1O WKVPWLFTUYHWDY-LURQLKTLSA-N 0.000 claims 1
- TVTNYRVZKCCMSJ-ZNSHCXBVSA-N [(2s,5r)-2-[[(3r,4s)-3-fluoroazepan-4-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@H]1CCCNC[C@H]1F TVTNYRVZKCCMSJ-ZNSHCXBVSA-N 0.000 claims 1
- BFXWSEXOZZPNPH-IMSYWVGJSA-N [(2s,5r)-2-[[(3r,4s)-3-fluoropiperidin-4-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@H]1CCNC[C@H]1F BFXWSEXOZZPNPH-IMSYWVGJSA-N 0.000 claims 1
- CEAGXQKBRTYLPI-XAVMHZPKSA-N [(2s,5r)-2-[[(3r,4s)-4-fluoropyrrolidin-3-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@@H]1CNC[C@@H]1F CEAGXQKBRTYLPI-XAVMHZPKSA-N 0.000 claims 1
- WKVPWLFTUYHWDY-HXFLIBJXSA-N [(2s,5r)-2-[[(3r,4s)-4-hydroxypyrrolidin-3-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@@H]1CNC[C@@H]1O WKVPWLFTUYHWDY-HXFLIBJXSA-N 0.000 claims 1
- BFXWSEXOZZPNPH-RGOKHQFPSA-N [(2s,5r)-2-[[(3s,4r)-3-fluoropiperidin-4-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@@H]1CCNC[C@@H]1F BFXWSEXOZZPNPH-RGOKHQFPSA-N 0.000 claims 1
- WZHUDOYTKACWPY-ZNSHCXBVSA-N [(2s,5r)-2-[[(3s,4r)-3-methoxypiperidin-4-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@@H]1CCNC[C@@H]1OC WZHUDOYTKACWPY-ZNSHCXBVSA-N 0.000 claims 1
- CEAGXQKBRTYLPI-HXFLIBJXSA-N [(2s,5r)-2-[[(3s,4r)-4-fluoropyrrolidin-3-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@H]1CNC[C@H]1F CEAGXQKBRTYLPI-HXFLIBJXSA-N 0.000 claims 1
- BFXWSEXOZZPNPH-KATARQTJSA-N [(2s,5r)-2-[[(3s,4s)-3-fluoropiperidin-4-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@H]1CCNC[C@@H]1F BFXWSEXOZZPNPH-KATARQTJSA-N 0.000 claims 1
- BIJYWYKVNVASSF-MXWKQRLJSA-N [(2s,5r)-2-[[(4r)-azepan-4-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@@H]1CCCNCC1 BIJYWYKVNVASSF-MXWKQRLJSA-N 0.000 claims 1
- BIJYWYKVNVASSF-AXFHLTTASA-N [(2s,5r)-2-[[(4s)-azepan-4-yl]carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@H]1CCCNCC1 BIJYWYKVNVASSF-AXFHLTTASA-N 0.000 claims 1
- MUCJIRYYFHQWJE-MNOVXSKESA-N [(2s,5r)-2-[methyl(piperidin-4-yl)carbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N(C)C1CCNCC1 MUCJIRYYFHQWJE-MNOVXSKESA-N 0.000 claims 1
- PJEPRDICHXEIAI-BDAKNGLRSA-N [(2s,5r)-7-oxo-2-(piperazine-1-carbonyl)-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N1CCNCC1 PJEPRDICHXEIAI-BDAKNGLRSA-N 0.000 claims 1
- WSTRNZBLNKKHSG-UPJWGTAASA-N [(2s,5r)-7-oxo-2-[[(3r)-2-oxo-1-piperidin-4-ylpyrrolidin-3-yl]carbamoyl]-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound C([C@H](C1=O)NC(=O)[C@H]2N3C[C@@](CC2)(N(C3=O)OS(O)(=O)=O)[H])CN1C1CCNCC1 WSTRNZBLNKKHSG-UPJWGTAASA-N 0.000 claims 1
- WSTRNZBLNKKHSG-AGIUHOORSA-N [(2s,5r)-7-oxo-2-[[(3s)-2-oxo-1-piperidin-4-ylpyrrolidin-3-yl]carbamoyl]-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound C([C@@H](C1=O)NC(=O)[C@H]2N3C[C@@](CC2)(N(C3=O)OS(O)(=O)=O)[H])CN1C1CCNCC1 WSTRNZBLNKKHSG-AGIUHOORSA-N 0.000 claims 1
- DGAUUFHQTQVNOS-YIZRAAEISA-N [(2s,5r)-7-oxo-2-[[(3s)-pyrrolidin-3-yl]carbamoyl]-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate Chemical compound O=C([C@H]1N2C[C@@](CC1)(N(C2=O)OS(O)(=O)=O)[H])N[C@H]1CCNC1 DGAUUFHQTQVNOS-YIZRAAEISA-N 0.000 claims 1
- QDPUIUVVBWAQHI-BDAKNGLRSA-N [(4r,6s)-2-oxo-6-(piperidin-4-ylcarbamoyl)-1,3-diazabicyclo[2.2.1]heptan-3-yl] hydrogen sulfate Chemical compound O=C([C@@H]1C[C@@]2(CN1C(=O)N2OS(O)(=O)=O)[H])NC1CCNCC1 QDPUIUVVBWAQHI-BDAKNGLRSA-N 0.000 claims 1
- PVMNPLFGEFLJPD-AEJSXWLSSA-N [(4r,6s)-6-[[(4s)-azepan-4-yl]carbamoyl]-2-oxo-1,3-diazabicyclo[2.2.1]heptan-3-yl] hydrogen sulfate Chemical compound O=C([C@@H]1C[C@@]2(CN1C(=O)N2OS(O)(=O)=O)[H])N[C@H]1CCCNCC1 PVMNPLFGEFLJPD-AEJSXWLSSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 1
- 229960002182 imipenem Drugs 0.000 claims 1
- GSOSVVULSKVSLQ-JJVRHELESA-N imipenem hydrate Chemical compound O.C1C(SCCNC=N)=C(C(O)=O)N2C(=O)[C@H]([C@H](O)C)[C@H]21 GSOSVVULSKVSLQ-JJVRHELESA-N 0.000 claims 1
- 125000003965 isoxazolidinyl group Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 150000004682 monohydrates Chemical class 0.000 claims 1
- VMWJCFLUSKZZDX-UHFFFAOYSA-N n,n-dimethylmethanamine Chemical compound [CH2]N(C)C VMWJCFLUSKZZDX-UHFFFAOYSA-N 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000000160 oxazolidinyl group Chemical group 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
- 125000005476 oxopyrrolidinyl group Chemical group 0.000 claims 1
- 125000003072 pyrazolidinyl group Chemical group 0.000 claims 1
- 125000003003 spiro group Chemical group 0.000 claims 1
- 125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 claims 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/08—Bridged systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/46—8-Azabicyclo [3.2.1] octane; Derivatives thereof, e.g. atropine, cocaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
- A61K31/198—Alpha-amino acids, e.g. alanine or edetic acid [EDTA]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/407—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- 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
-
- 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
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D211/78—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Emergency Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pyrrole Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Claims (20)
1. Kombinacija spoja Formule I:
[image]
ili njegove farmaceutski prihvatljive soli, naznačena time, što:
X je
(1) CH2,
(2) CH2CH2, ili
(3) CH2CH2CH2;
R1 je C(O)N(R3)R4,
R2 je SO3M, OSO3M, SO2NH2, PO3M, OPO3M, CH2CO2M, CF2CO2M, ili CF3;
M je H ili farmaceutski prihvatljivi kation;
R3 je HetA;
R4 je H ili C1-8 alkil izborno supstituiran sa N(RA)RB;
ili alternativno R3 i R4 zajedno sa N atomom za koji su oba vezani formiraju 4- do 9-člani zasićeni monociklični prsten koji izborno sadrži 1 heteroatom pored dušika vezan za R3 i R4 izabran između N, O i S, gdje je S izborno oksidiran do S(O) ili S(O)2; gdje je monociklični prsten izborno fuzioniran sa, premošten sa ili spiro za 4- do 7-člani, zasićeni heterociklični prsten koji sadrži od 1 do 3 heteroatoma nezavisno izabrana od N, O i S, gdje je S izborno oksidiran do S(O) ili S(O)2, da bi se formirao biciklični prstenasti sustav, gdje je tako formiran monociklični prsten ili biciklični prstenasti sustav izborno supstituiran sa 1 ili 2 supstituenta od kojih je svaki nezavisno: (1) C1-6 alkil, (2) C1-6 fluoroalkil, (3) (CH2)1-2G gdje je G OH, O-C1-6 alkil, O-C1-6 fluoroalkil, N(RA)RB, C(O)N(RA)RB, C(O)RA, CO2RA, ili SO2RA, (4) O-C1-6 alkil, (5) O-C1-6 fluoroalkil, (6) OH, (7) okso, (8) halogen, (9) N(RA)RB, (10) C(O)N(RA)RB, (11) C(O)RA, (12) C(O)-C1-6 fluoroalkil, (13) C(O)ORA, ili (14) S(O)2RA;
HetA je 4- to 9-člani zasićeni ili mononezasićeni heterociklični prstenasti sustav koji sadrži od 1 do 3 heteroatoma nezavisno izabrana između N, O i S, gdje je svaki S prstena izborno oksidiran do S(O) ili S(O)2 i 1 ili 2 ugljika prstena su izborno oksidirani do C(O); gdje je prsten opcijski fuzioniran sa C3-7 cikloalkil;
i gdje je izborno fuzionirani, zasićeni ili mononezasićeni heterociklični prsten izborno supstituiran sa ukupno od 1 do 4 supstituenta odabrana između nula i 2 (CH2)nN(RA)RB i nula do 2 (CH2)nRC;
svaki n je nezavisno cijeli broj koji je 0, 1, 2, ili 3;
svaki RA je nezavisno H ili C1-8 alkil;
svaki RB je nezavisno H ili C1-8 alkil;
svaki RC je nezavisno C1-6 alkil, OH, O-C1-8 alkil, OC(O)-C1-8 alkil, C(=NH)NH2, NH-C(=NH)NH2, halogen, CN, C(O)RA, C(O)ORA, C(O)N(RA)RB, SO2RA, SO2N(RA)RB, piridil, pirolidinil, piperidinil, piperazinil, morfolinil, ili tiomorfolinil;
i karbapenemskog antibiotika.
2. Kombinacija iz zahtjeva 1, naznačena time, što je karbapenemski antibiotik imipenem.
3. Kombinacija iz zahtjeva 1 ili 2, naznačena time, što sadrži još i DHP inhibitor.
4. Kombinacija iz zahtjeva 3, naznačena time, što je DHP inhibitor 7-(L-2-amino-2-karboksietiltio)-2-(2,2-dimetilciklopropankarboksamid)-2-heptenska kiselina ili njena farmaceutski prihvatljiva sol.
5. Kombinacija prema bilo kojem od prethodnih zahtjeva, naznačena time, što je X -CH2- ili -CH2CH2-.
6. Kombinacija prema bilo kojem od prethodnih zahtjeva, naznačena time, što je R2 OSO3M.
7. Kombinacija prema zahtjevu 6, naznačena time, što je R2 OSO3H.
8. Kombinacija prema bilo kojem od prethodnih zahtjeva, naznačena time, što je HetA zasićeni heterocikl izabran između pirolidinila, piperidinila, azepanila i azokanila; izborno supstituiran sa N(RA)RB i izborno supstituiran sa 1 ili 2 (CH2)nRC; svaki RC je nezavisno C1-6 alkil, C(=NH)NH2, NH-C(=NH2)NH2, halogen, CN, piridil, pirolidinil ili piperidinil.
9. Kombinacija prema bilo kojem od prethodnih zahtjeva, naznačena time, što je HetA:
[image]
[image]
gdje zvezdica označava mjesto vezanja HetA za ostatak spoja; T je H ili RC; RC je C1-6 alkil, OH, O-C1-8 alkil, C(=NH)NH2, NH-C(=NH)NH2, halogen, CN, piridil, pirolidinil, ili piperidinil.
10. Kombinacija prema bilo kojem od prethodnih zahtjeva, naznačena time, što je HetA izborno fuzioniran, zasićeni heterociklični prsten izabran iz grupe koju čine azetidinil, pirolidinil, oksopirolidinil, piperidinil, piperazinil, tetrahidropiranil, tetrahidrotiopiranil, morfolinil, 1,1-dioksidotetrahidrotiopiranil, azepanil, oksazepanil, azokanil, i azabiciklo[3.1.0]cikloheksil, gdje je heterociklik izborno supstituiran sa 1 ili 2 (CH2)nN(RA)RB i izborno supstituiran sa 1 ili 2 (CH2)nRC.
11. Kombinacija prema bilo kojem od prethodnih zahtjeva, naznačena time, što je HetA heterociklični prsten izabran između azetidinila, pirolidinila, pirazolidinila, piperidinila, piperazinila, azepanila, oksazepanila, oksazolidinila, izoksazolidinila, morfolinila, i tetrahidropiranila, gdje je heterociklični prsten opcijski supstituiran sa 1 ili 2 supstituenta od kojih je svaki nezavisno CH3, CH2NH2, CH2N(H)CH3, CH2N(CH3)2, OCH3, Cl, Br, F, NH2, N(H)CH3, N(CH3)2, C(O)NH2, C(O)N(H)CH3, C(O)N(CH3)2, C(O)CH3, C(O)OCH3, OC(O)CH3, S(O)2CH3, S(O)2NH2, S(O)2N(H)CH3, ili S(O)2N(CH3)2.
12. Kombinacija prema zahtjevu 11, naznačena time, što je spoj Formule I spoj izabran iz grupe koju čine:
[image]
gdje je R2 kao što je definirano u zahtjevu 1, T je H, C1-3 alkil, pirolidin-3-il, piperidin-4-il, (CH2)2-3-O-C1-3 alkil, (CH2)2-3OH, (CH2)2-3F, (CH2)2-3-piperidinil, (CH2)2-3-pirolidinil; i T’ je H, Cl, Br, F, C1-3 alkil, O-C1-3 alkil, OH, NH2, N(H)-C1-3 alkil, ili N(-C1-3 alkil)2.
13. Kombinacija prema zahtjevu 12, naznačena time, što je T H, CH3, pirolidin-3-il, piperidin-4-il, (CH2)2-3OCH3, (CH2)2-3OH, (CH2)2-3F, (CH2)2-3-piperidinil, (CH2)2-3-pirolidinil; i T’ je H, F, O-C1-3 alkil, OH, NH2, N(H)CH3, N(CH3)2.
14. Kombinacija prema bilo kojem od zahtjeva 1 do 7, naznačena time, što R3 i R4 zajedno sa N atomom za koji su vezani formiraju heterociklil izabran iz grupe koju čine:
[image]
i
[image]
gdje je prsten izborno supstituiran sa 1 ili 2 supstituenta od kojih je svaki nezavisno C1-3 alkil, CF3, CH2OH, CH2O-C1-3 alkil, CH2OCF3, CH2NH2, CH2N(H)-C1-3 alkil, CH2N(-C1-3 alkil)2, O-C1-3 alkil, OCF3, okso, Cl, Br, F, NH2, N(H)-C1-3 alkil, N(-C1-3 alkil)2, C(O)NH2, C(O)N(H)-C1-3 alkil, C(O)N(-C1-3 alkil)2, C(O)-C1-3 alkil, C(O)O-C1-3 alkil, ili S(O)2-C1-3 alkil.
15. Kombinacija prema bilo kojem od zahtjeva 1 do 4, naznačena time, što je spoj Formule I spoj odabran iz grupe koju čine:
(2S,5R)-7-okso-N-piperidin-4-il-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-[(4S)-azepan-4-il]-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-[(4R)-azepan-4-il]-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]-oktan-2-karboksamid;
(2S,SR)-7-okso-N-[(3R)-pirolidin-3-il]-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]-oktan-2-karboksamid;
(25,5R)-7-okso-N-[(3S)-pirolidin-3-il]-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]-oktan-2-karboksamid;
(2S,5R)-N-azokan-5-il-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-7-okso-2-[(piperidin-4-ilamino)karbonil]-1,6-diazabiciklo[3.2.1]oktan-6-sulfonska kiselina;
(4R,6S)-2-okso-N-piperidin-4-il-3-(sulfooksi)-1,3-diazabiciklo[2.2.1]-heptan-6-karboksamid;
(4R,6S)-2-okso-N-[(4S)-azepan-4-il]-3-(sulfooksi)-1,3-diazabiciklo[2.2.1]-heptan-6-karboksamid; i
njihove farmaceutski prihvatljive soli.
16. Kombinacija prema bilo kojem od zahtjeva 1 do 4, naznačena time, što je spoj Formule I spoj odabran iz grupe koju čine:
(2S,5R)-7-okso-N-[(3R)-pirolidin-3-il]-6-(sulfooksi)-1,6-diazabiciklo [3.2.1]oktan-2-karboksamid;
(2S,5R)-N-[(3R,4S)-3-fluoropiperidin-4-il]-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
Dijastereomer 1 (2S,5R)-7-okso-N-[(3)-piperidin-3-il]-6-(sulfooksi)-1,6-diaza-biciklo[3.2.1]oktan-2-karboksamid;
Dijastereomer 2 (2S,5R)-7-okso-N-[(3)-piperidin-3-il]-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-7-okso-N-azetidin-3-il-6-(sulfooksi)-1,6-diaza-biciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-7-okso-N-[(3R)-pirolidin-3-il]-6-(sulfooksi)-1,6-diaza-biciklo[3.2.1]oktan-2-karboksamid;
(2S,SR)-7-okso-N-[(4R)-azepan-4-il]-6-(sulfooksi)-1,6-diaza-biciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-7-okso-N-[1-metilpiperidin-4-il]-6-(sulfooksi)-1,6-diaza-biciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-7-okso-N-[(3S,4S)-3-fluoropiperidin-4-il]-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid ili njegov 3R,4R dijastereomer ili njihova mješavina;
(2S,5R)-7-okso-N-[(3S,4R)-3-fluoropiperidin-4-il]-6-(sulfooksi)-1,6-diazabiciklo[3.2.1] oktan-2-karboksamid;
(2S,5R)-7-okso-N-[(3S,4R)-3-metoksipiperidin-4-il]-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-(1,1-dioksidotetrahidro-2H-tiopiran-4-il)-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-[(3R,4R)-4-aminopirolidin-3-il]-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-[(3R,4R)-4-hidroksipirolidin-3-il]-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-[(3R,4S)-4-hidroksipirolidin-3-il]-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-[(3R,4S)-4-fluoropirolidin-3-il]-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-[(3S,4R)-4-fluoropirolidin-3-il]-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-7-okso-N-[(3S)-1-piperidin-4-il-2-oksopirolidin-3-il]-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-7-okso-N-[(3R)-1-piperidin-4-il-2-oksopirolidin-3-il]-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-[(3S,4R)-3-fluoroazepan-4-il]-7-okso-6-(sulfooksi)-1,6-diazabiciklo3.2.1]oktan-2-karboksamid;
(2S,5R)-N-[(3R,4S)-3-fluoroazepan-4-il]-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-3-azabiciklo[3.1.0]heks-6-il-7-okso-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-N-metil-7-okso-N-piperidin-4-il-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-2-{[2-(aminometil)piperidin-1-il]karbonil}-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-7-on;
(2S,5R)-2-[(4-aminopiperidin-1-il)karbonil]-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-7-on;
(2S,5R)-2-(piperazin-1-ilkarbonil)-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-7-on;
(2S,5R)-2-(2,7-diazaspiro[3.5]non-2-ilkarbonil)-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-7-on;
(2S,5R)-2-(heksahidropirolo[3,4-c]pirol-2(1H)-ilkarbonil)-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-7-on;
(2S,5R)-2-{[(3R)-3-aminopirolidin-1-il]karbonil}-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-7-on;
(25,5R)-2-{[(3S)-3-aminopirolidin-1-il]karbonil}-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-7-on;
(2S,5R)-2-{[3-(dimetilamino)pirolidin-1-il]-karbonil}-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-7-on;
i njihove farmaceutski prihvatljive soli.
17. Kombinacija prema zahtjevu 1, 2, 3 ili 4, naznačena time, što je spoj Formule I spoj odabran iz grupe koju čine:
(2S,5R)-7-okso-N-piperidin-4-il-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid;
(2S,5R)-7-okso-N-[(3R)-pirolidin-3-il]-6-(sulfooksi)-1,6-diazabiciklo [3.2.1]oktan-2-karboksamid i
njihove farmaceutski prihvatljive soli.
18. Kombinacija prema zahtjevu 17, naznačena time, što je spoj Formule I (2S,5R)-7-okso-N-piperidin-4-il-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid ili njegova farmaceutski prihvatljiva sol.
19. Kombinacija prema zahtjevu 1, 2, 3 ili 4, naznačena time, što je spoj Formule I (2S,5R)-7-okso-N-[(3S)-pirolidin-3-il]-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid ili njegova farmaceutski prihvatljiva sol.
20. Kombinacija prema zahtjevu 1, 2, 3 ili 4, naznačena time, što je spoj Formule I (2S,5R)-7-okso-N-piperidin-4-il-6-(sulfooksi)-1,6-diazabiciklo[3.2.1]oktan-2-karboksamid u formi kristalnog monohidrata.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US1153308P | 2008-01-18 | 2008-01-18 | |
EP13180969.1A EP2666774B1 (en) | 2008-01-18 | 2009-01-15 | Beta-lactamase Inhibitors |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20150269T1 true HRP20150269T1 (hr) | 2015-04-24 |
Family
ID=40642204
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20131123AT HRP20131123T1 (hr) | 2008-01-18 | 2013-11-25 | Inhibitori beta-laktamaze |
HRP20150269TT HRP20150269T1 (hr) | 2008-01-18 | 2015-03-10 | Inhibitori beta-laktamaze |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20131123AT HRP20131123T1 (hr) | 2008-01-18 | 2013-11-25 | Inhibitori beta-laktamaze |
Country Status (39)
Country | Link |
---|---|
US (2) | US8487093B2 (hr) |
EP (2) | EP2666774B1 (hr) |
JP (3) | JP5038509B2 (hr) |
KR (2) | KR101648728B1 (hr) |
CN (2) | CN102827067B (hr) |
AU (1) | AU2009206119C1 (hr) |
BR (1) | BRPI0906871B1 (hr) |
CA (1) | CA2712783C (hr) |
CO (1) | CO6331438A2 (hr) |
CR (1) | CR11626A (hr) |
CY (5) | CY1114900T1 (hr) |
DK (2) | DK2231667T3 (hr) |
DO (1) | DOP2010000218A (hr) |
EC (2) | ECSP10010345A (hr) |
ES (2) | ES2433744T3 (hr) |
FR (3) | FR20C1032I2 (hr) |
HK (2) | HK1143809A1 (hr) |
HN (1) | HN2010001395A (hr) |
HR (2) | HRP20131123T1 (hr) |
HU (2) | HUS2000023I1 (hr) |
IL (1) | IL206395A (hr) |
LT (3) | LTC2666774I2 (hr) |
LU (1) | LUC00165I2 (hr) |
MA (1) | MA32025B1 (hr) |
ME (1) | ME02089B (hr) |
MX (1) | MX2010007823A (hr) |
MY (1) | MY162532A (hr) |
NI (1) | NI201000115A (hr) |
NL (2) | NL301051I2 (hr) |
NO (1) | NO2020024I1 (hr) |
NZ (1) | NZ586861A (hr) |
PL (2) | PL2666774T3 (hr) |
PT (2) | PT2231667E (hr) |
RS (2) | RS53052B (hr) |
RU (1) | RU2445314C9 (hr) |
SI (2) | SI2666774T1 (hr) |
UA (1) | UA101966C2 (hr) |
WO (1) | WO2009091856A2 (hr) |
ZA (1) | ZA201005333B (hr) |
Families Citing this family (98)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK2231667T3 (da) * | 2008-01-18 | 2013-12-16 | Merck Sharp & Dohme | Beta-lactamase-hæmmere |
EP3666778B1 (en) | 2010-08-10 | 2021-11-10 | Melinta Therapeutics, Inc. | Cyclic boronic acid ester derivatives and therapeutic uses thereof |
US8772490B2 (en) | 2010-12-22 | 2014-07-08 | Meiji Seika Pharma Co., Ltd. | Optically active diazabicyclooctane derivatives and process for preparing the same |
HUE032491T2 (en) * | 2010-12-22 | 2017-09-28 | Meiji Seika Pharma Co Ltd | An optically active diaza-bicyclooctane derivative and a process for its preparation |
TWI565706B (zh) * | 2011-06-17 | 2017-01-11 | 阿斯特捷利康公司 | 用於製備包括反-7-酮基-6-(磺酸氧基)-1,6-二氮雜雙環[3,2,1]辛烷-2-甲醯胺之雜環化合物及其鹽類之方法 |
RU2636147C1 (ru) * | 2011-08-27 | 2017-11-21 | Вокхардт Лимитед | Производные 1,6-диазабицикло[3,2,1]октан-7-она и их применение при лечении бактериальных инфекционных болезней |
ES2606059T3 (es) * | 2011-08-30 | 2017-03-17 | Wockhardt Limited | Derivados de 1,6-diazabiciclo[3,2,1]octan-7-ona y su uso en el tratamiento de infecciones bacterianas |
US9012491B2 (en) | 2011-08-31 | 2015-04-21 | Rempex Pharmaceuticals, Inc. | Heterocyclic boronic acid ester derivatives and therapeutic uses thereof |
US9505761B2 (en) | 2011-12-02 | 2016-11-29 | Fedora Pharmaceuticals Inc. | Bicyclic compounds and their use as antibacterial agents and beta-lactamase inhibitors |
US8796257B2 (en) | 2011-12-02 | 2014-08-05 | Naeja Pharmaceutical Inc. | Bicyclic compounds and their use as antibacterial agents and β-lactamase inhibitors |
AU2013207510A1 (en) * | 2012-01-06 | 2014-07-31 | The Regents Of The University Of California | Compositions, methods of use, and methods of treatment |
CN104334558A (zh) | 2012-03-30 | 2015-02-04 | 丘比斯特药物股份有限公司 | 1,3,4-噁二唑和1,3,4-噻二唑β-内酰胺酶抑制剂 |
SG11201406120SA (en) * | 2012-03-30 | 2014-10-30 | Cubist Pharm Inc | ISOXAZOLE β-LACTAMASE INHIBITORS |
US8969570B2 (en) * | 2012-03-30 | 2015-03-03 | Cubist Pharmaceuticals, Inc. | Beta-lactamase inhibitors |
US8916709B2 (en) | 2012-03-30 | 2014-12-23 | Cubist Pharmaceuticals, Inc. | 1,2,4-oxadiazole and 1,2,4-thiadiazole β-lactamase inhibitors |
AR090539A1 (es) * | 2012-04-02 | 2014-11-19 | Astrazeneca Ab | COMPUESTOS INHIBIDORES DE b LACTAMASA |
HUE042605T2 (hu) | 2012-05-08 | 2019-07-29 | Codexis Inc | Biokatalizátorok és kémiai vegyületek hidroxilálására szolgáló eljárások |
US9156858B2 (en) | 2012-05-23 | 2015-10-13 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
CA2874279C (en) | 2012-05-30 | 2021-03-16 | Meiji Seika Pharma Co., Ltd. | Diazabicyclooctane derivatives useful as .beta.-lactamase inhibitor and process for preparing the same |
US10561675B2 (en) | 2012-06-06 | 2020-02-18 | Rempex Pharmaceuticals, Inc. | Cyclic boronic acid ester derivatives and therapeutic uses thereof |
CA2881169C (en) * | 2012-08-25 | 2020-06-16 | Wockhardt Limited | 1,6-diazabicyclo [3,2,1]octan - 7 - one derivatives and their use in the treatment of bacterial infections |
WO2014069351A1 (ja) | 2012-11-01 | 2014-05-08 | 株式会社カネカ | 光学活性二環式ウレア化合物の製造方法 |
EP2928898B1 (en) * | 2012-12-07 | 2021-04-14 | Venatorx Pharmaceuticals, Inc. | Beta-lactamase inhibitors |
UA111925C2 (uk) | 2012-12-11 | 2016-06-24 | Федора Фармасьютікалз Інк. | БІЦИКЛІЧНІ СПОЛУКИ ТА ЇХ ВИКОРИСТАННЯ ЯК АНТИБАКТЕРІАЛЬНИХ АГЕНТІВ ТА ІНГІБІТОРІВ β-ЛАКТАМАЗИ |
CN104981239B (zh) | 2013-01-04 | 2019-01-04 | 莱姆派克斯制药公司 | 硼酸衍生物及其治疗用途 |
US9101638B2 (en) | 2013-01-04 | 2015-08-11 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
US9241947B2 (en) | 2013-01-04 | 2016-01-26 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
CA2894891A1 (en) | 2013-01-04 | 2014-07-10 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
WO2014110442A1 (en) | 2013-01-10 | 2014-07-17 | VenatoRx Pharmaceuticals, Inc. | Beta-lactamase inhibitors |
CN105008359B (zh) | 2013-03-08 | 2018-01-23 | 沃克哈特有限公司 | 用于制备(2s,5r)‑7‑氧代‑6‑磺氧基‑2‑[((3r)‑吡咯烷‑3‑羰基)‑肼基羰基]‑1,6‑二氮杂‑双环[3.2.1]辛烷的方法 |
CN105143225A (zh) | 2013-03-08 | 2015-12-09 | 沃克哈特有限公司 | 一种制备(2s,5r)-7-氧代-6-磺酰氧基-2-[((3r)-哌啶-3-羰基)-肼基羰基]-1,6-二氮杂-双环[3.2.1]辛烷的方法 |
KR101774132B1 (ko) | 2013-03-08 | 2017-09-01 | 욱크하르트 리미티드 | (2s, 5r)-7-옥소-6-술포옥시-2-[((3r)-피페리딘-3-카보닐)-히드라지노 카보닐]-1,6-디아자-비사이클로[3.2.1]-옥탄의 제조 방법 |
WO2014135931A1 (en) * | 2013-03-08 | 2014-09-12 | Wockhardt Limited | A process for preparation of (2s, 5r)-7-oxo-6-sulphooxy-2-[((3r)-piperidine-3-carbonyl)-hydrazino carbonyl]-1,6-diaza-bicyclo [3.2.1]- octane |
JP6182621B2 (ja) * | 2013-03-08 | 2017-08-16 | ウォックハート リミテッド | (2s,5r)−硫酸モノ−{[(4−アミノピペリジン−4−イル)カルボニル]−7−オキソ−1,6−ジアザ−ビシクロ[3.2.1]オクタ−6−イル}エステルを調製するための方法 |
US9567335B2 (en) * | 2013-03-08 | 2017-02-14 | Wockhardt Limited | Process for sodium salt of (2S, 5R)-2-carboxamido-7-oxo-6-sulfooxy -1,6-diaza-bicyclo[3.2.1]octane |
US9120795B2 (en) | 2013-03-14 | 2015-09-01 | Cubist Pharmaceuticals, Inc. | Crystalline form of a β-lactamase inhibitor |
EP2970340B1 (en) | 2013-03-14 | 2020-02-12 | Venatorx Pharmaceuticals, Inc. | Beta-lactamase inhibitors |
KR102265772B1 (ko) * | 2013-06-10 | 2021-06-15 | 머크 샤프 앤드 돔 코포레이션 | tert-부틸 4-((1R,2S,5R)-6-(벤질옥시)-7-옥소-1,6-디아자비시클로[3.2.1]옥탄-2-카르복스아미도)피페리딘-1-카르복실레이트의 제조 |
SG11201602256UA (en) | 2013-09-24 | 2016-04-28 | Meiji Seika Pharma Co Ltd | Production method for diazabicyclooctane derivative and intermediary body thereof |
US9120796B2 (en) | 2013-10-02 | 2015-09-01 | Cubist Pharmaceuticals, Inc. | B-lactamase inhibitor picoline salt |
SG11201602723RA (en) * | 2013-10-08 | 2016-05-30 | Meiji Seika Pharma Co Ltd | Crystals of diazabicyclooctane derivative and production method for crystals of diazabicyclooctane derivative |
EP3074397B1 (en) | 2013-11-26 | 2019-02-13 | Wockhardt Limited | A process for preparation of (2s, 5r)-7-oxo-n-[(2s)-pyrrolidin-2-yl-methyloxy]-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide |
CN106164072B (zh) | 2014-03-24 | 2019-10-01 | 诺华股份有限公司 | 用于治疗细菌感染的单环内酰胺有机化合物 |
IN2014MU01195A (hr) * | 2014-03-29 | 2015-10-02 | Wockhardt Ltd | |
WO2015150890A1 (en) * | 2014-03-29 | 2015-10-08 | Wockhardt Limited | A process for preparation of trans-sulfuric acid mono-{2-(5-(3-amino-propyl)-[1,3,4]oxadiazol-2-yl]-7-oxo-1,6-diazabicyclo [3.2.1] oct-6-yl}ester |
FI3604316T3 (fi) | 2014-05-05 | 2024-02-29 | Melinta Therapeutics Inc | Boronaattisuolojen synteesi |
EP3139930A4 (en) | 2014-05-05 | 2018-01-17 | Rempex Pharmaceuticals, Inc. | Salts and polymorphs of cyclic boronic acid ester derivatives and therapeutic uses thereof |
BR112016026291A2 (pt) | 2014-05-19 | 2017-08-15 | Rempex Pharmaceuticals Inc | Derivados do ácido borônico e usos terapêuticos dos mesmos |
RU2686740C2 (ru) | 2014-06-11 | 2019-04-30 | Венаторкс Фармасьютикалс, Инк. | Ингибиторы бета-лактамазы |
US9511142B2 (en) | 2014-06-11 | 2016-12-06 | VenatoRx Pharmaceuticals, Inc. | Beta-lactamase inhibitors |
CA2952968A1 (en) | 2014-07-01 | 2016-01-07 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
KR102542392B1 (ko) | 2014-11-17 | 2023-06-09 | 엔타시스 테라퓨틱스 리미티드 | 내성 박테리아 감염의 치료를 위한 배합물 치료제 |
US10662205B2 (en) | 2014-11-18 | 2020-05-26 | Qpex Biopharma, Inc. | Cyclic boronic acid ester derivatives and therapeutic uses thereof |
US10053460B2 (en) | 2014-12-02 | 2018-08-21 | Merck Sharp & Dohme Corp. | Process for the preparation of tert-butyl 4-((2S ,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamido)piperidine-1-carboxylate and analogs thereof |
TWI691499B (zh) | 2014-12-05 | 2020-04-21 | 日商明治製菓藥業股份有限公司 | 二氮雜雙環辛烷衍生物之結晶及安定的凍結乾燥製劑的製造法 |
WO2016149393A1 (en) | 2015-03-17 | 2016-09-22 | Rempex Pharmaceuticals, Inc. | Boronic acid derivatives and therapeutic uses thereof |
US10570131B2 (en) * | 2015-03-31 | 2020-02-25 | Mutabilis | Heterocyclic compounds and their use in preventing or treating bacterial infections |
CA2983674A1 (en) * | 2015-05-07 | 2016-11-10 | Mutabilis | Heterocyclic compounds and their use in preventing or treating bacterial infections |
US10399996B2 (en) | 2015-09-11 | 2019-09-03 | VenatoRx Pharmaceuticals, Inc. | Beta-lactamase inhibitors |
CN107531709B (zh) * | 2015-09-16 | 2020-10-23 | 吉林四环制药有限公司 | β-内酰胺酶抑制剂及其用途 |
BR112018006422A2 (pt) | 2015-10-02 | 2018-10-09 | Legochem Biosciences Inc | composições e métodos para inibir beta-lactamase |
WO2017100537A1 (en) | 2015-12-10 | 2017-06-15 | VenatoRx Pharmaceuticals, Inc. | Beta-lactamase inhibitors |
CN108602822A (zh) * | 2015-12-11 | 2018-09-28 | 沃克哈特有限公司 | 含有7-氧代-6-(硫氧基)-1,6-二氮杂双环[3.2.1]辛烷-2-甲酰胺的化合物及其在治疗细菌感染中的用途 |
EP3411359B1 (en) | 2016-02-04 | 2021-10-13 | Merck Sharp & Dohme Corp. | Methods of preparing hydroxylamine derivatives useful in the preparation of anti-infective agents |
WO2017167218A1 (zh) * | 2016-03-31 | 2017-10-05 | 山东轩竹医药科技有限公司 | 一种抗菌组合物及其用途 |
CN109715817B (zh) | 2016-06-09 | 2022-12-09 | 科德克希思公司 | 用于化合物的羟基化的生物催化剂和方法 |
ES2894251T3 (es) | 2016-06-30 | 2022-02-14 | Qpex Biopharma Inc | Derivados de ácido borónico y usos terapéuticos de los mismos |
WO2018027062A1 (en) | 2016-08-04 | 2018-02-08 | VenatoRx Pharmaceuticals, Inc. | Boron-containing compounds |
HRP20221217T1 (hr) * | 2016-09-16 | 2022-12-23 | Entasis Therapeutics Limited | Spojevi inhibitori beta-laktamaze |
EP3515915B1 (en) * | 2016-09-19 | 2021-08-04 | Merck Sharp & Dohme Corp. | Process for preparing beta-lactamase inhibitor hydroxylurea intermediates |
JOP20190061A1 (ar) | 2016-09-28 | 2019-03-26 | Novartis Ag | مثبطات بيتا-لاكتاماز |
CN108078982B (zh) * | 2016-11-21 | 2020-02-07 | 天津大学 | 脯氨酸衍生物在制备β-内酰胺酶抑制剂中的用途 |
CN110678186A (zh) | 2017-03-06 | 2020-01-10 | 维纳拓尔斯制药公司 | 包含β-内酰胺酶抑制剂的固体形式和组合式组合物及其用途 |
CN108619141B (zh) * | 2017-03-16 | 2021-09-10 | 山东轩竹医药科技有限公司 | 一种抗菌组合物及其用途 |
EA038393B1 (ru) | 2017-05-08 | 2021-08-20 | Энтасис Терапеутикс, Инк. | Соединения и способы для лечения бактериальных инфекций |
US10085999B1 (en) * | 2017-05-10 | 2018-10-02 | Arixa Pharmaceuticals, Inc. | Beta-lactamase inhibitors and uses thereof |
US11332485B2 (en) | 2017-05-26 | 2022-05-17 | VenatoRx Pharmaceuticals, Inc. | Penicillin-binding protein inhibitors |
WO2018218154A1 (en) | 2017-05-26 | 2018-11-29 | VenatoRx Pharmaceuticals, Inc. | Penicillin-binding protein inhibitors |
KR20200030584A (ko) | 2017-07-21 | 2020-03-20 | 앤타바이오 에스에이에스 | 화합물 |
CN109568323B (zh) * | 2017-09-29 | 2022-09-30 | 吉林四环制药有限公司 | 抗菌组合物及其用途 |
CN111212843A (zh) | 2017-10-11 | 2020-05-29 | Qpex生物制药有限公司 | 硼酸衍生物及其合成 |
EP3719020B1 (en) | 2017-12-01 | 2022-09-21 | Qilu Pharmaceutical Co., Ltd. | Crystal form of beta-lactamase inhibitor and preparation method therefor |
CN109956941B (zh) * | 2017-12-25 | 2020-08-04 | 新发药业有限公司 | 一种阿维巴坦的简便制备方法 |
KR20200113247A (ko) * | 2018-01-25 | 2020-10-06 | 쑤저우 시노벤트 파마슈티칼즈 씨오., 엘티디. | β-락타마제 억제제 및 그 용도 |
CN112424209A (zh) | 2018-04-20 | 2021-02-26 | Qpex生物制药有限公司 | 硼酸衍生物及其治疗用途 |
EP3572411A1 (en) | 2018-05-21 | 2019-11-27 | Antabio SAS | Thiazole derivatives as metallo-beta-lactamase inhibitors |
KR20210055701A (ko) * | 2018-08-09 | 2021-05-17 | 앤타바이오 에스에이에스 | 세린 베타-락타마제의 억제제로서 다이아자바이사이클로옥타논 |
EP3670512A1 (en) * | 2018-12-18 | 2020-06-24 | Antabio SAS | Diazabicyclooctanones as inhibitors of serine beta-lactamases |
US11905286B2 (en) | 2018-08-09 | 2024-02-20 | Antabio Sas | Diazabicyclooctanones as inhibitors of serine beta-lactamases |
EP3854786A4 (en) * | 2018-09-21 | 2022-09-14 | API Corporation | PROCESS FOR THE PREPARATION OF AMINO ACID DERIVATIVES |
CA3114618C (en) | 2018-10-01 | 2023-09-05 | Arixa Pharmaceuticals, Inc. | Derivatives of relebactam and uses thereof |
CN111072660B (zh) * | 2018-10-22 | 2021-05-18 | 新发药业有限公司 | 一种瑞来巴坦的简便制备方法 |
SG11202108905UA (en) | 2019-03-12 | 2021-09-29 | Arixa Pharmaceuticals Inc | Crystalline form of an avibactam derivative |
EP3959205A4 (en) * | 2019-04-26 | 2023-05-17 | Merck Sharp & Dohme LLC | METHOD FOR THE PREPARATION OF INTERMEDIATES USEFUL FOR THE MANUFACTURE OF (2S,5R)-7-OXO-N-PIPERIDIN-4-YL-6-(SULFOXY)-1,6-DIAZABICYCLO[3.2.1]OCTANE-2-CARBOXAMIDE |
WO2022047790A1 (en) * | 2020-09-07 | 2022-03-10 | Ningxia Academy Of Agriculture And Forestry Sciences | Amidine substituted bicyclic compounds, their preparation, their use as antibacterial agents and beta-lactamase inhibitors |
CN111943950B (zh) * | 2020-09-10 | 2022-03-29 | 山东安信制药有限公司 | 一种瑞来巴坦的制备方法 |
US11814385B2 (en) | 2021-06-25 | 2023-11-14 | University Of South Florida | Small molecule inhibitors targeting Clostridioides difficile sporulation |
WO2023220324A1 (en) * | 2022-05-11 | 2023-11-16 | The Regents Of The University Of Colorado A Body Corporate | Antibiotic composition and methods of use thereof |
Family Cites Families (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5071843A (en) | 1978-07-24 | 1991-12-10 | Merck & Co., Inc. | Combination of 2-substituted carbapenems with dipeptidase inhibitors |
US4880793A (en) | 1978-07-24 | 1989-11-14 | Merck & Co., Inc. | Combination of thienamycin-type antibiotics with dipeptidase inhibitors |
US4616038A (en) | 1978-07-24 | 1986-10-07 | Merck & Co., Inc. | Combination of thienamycin-type antibiotics with dipeptidase inhibitors |
US4539208A (en) | 1980-09-17 | 1985-09-03 | Merck & Co., Inc. | Combination of thienamycin-type antibiotics with dipeptidase inhibitors |
DK0508234T3 (da) | 1991-04-11 | 1996-10-28 | Hoffmann La Roche | Beta-lactamer |
KR100197454B1 (ko) | 1993-12-29 | 1999-06-15 | 디. 제이. 우드, 스피겔 알렌 제이 | 디아자비시클릭 뉴로키닌 길항제 |
JP3199300B2 (ja) | 1994-05-09 | 2001-08-13 | 三共株式会社 | 1−メチルカルバペネム誘導体 |
CA2241092C (en) | 1995-12-21 | 2004-04-27 | Sankyo Company, Limited | 1-methylcarbapenem derivatives |
JP2965922B2 (ja) * | 1995-12-21 | 1999-10-18 | 三共株式会社 | 1−メチルカルバペネム誘導体 |
JP2955276B2 (ja) | 1997-06-19 | 1999-10-04 | 三共株式会社 | 1−メチルカルバペネム誘導体を含有する抗菌剤 |
JP4490517B2 (ja) | 1998-03-19 | 2010-06-30 | 富山化学工業株式会社 | 5−デオキシ−5−アルカノイルアミノ−β−D−アロフラノシルウロン酸誘導体またはその塩、それらを含有する抗真菌剤及びキチン合成酵素阻害剤 |
ES2250150T3 (es) | 1999-07-06 | 2006-04-16 | Methylgene, Inc. | Inhibidores de sulfonamidometilfosfonato de la beta-lactamasa. |
MXPA02001394A (es) | 1999-08-10 | 2002-08-12 | British Biotech Pharm | Agentes antibacterianos. |
FR2812635B1 (fr) | 2000-08-01 | 2002-10-11 | Aventis Pharma Sa | Nouveaux composes heterocycliques, preparation et utilisation comme medicaments notamment comme anti- bacteriens |
PT1340757E (pt) | 2000-11-16 | 2006-12-29 | Sankyo Co | Derivados 1-metilcarbapenem |
JP2002212182A (ja) * | 2000-11-16 | 2002-07-31 | Sankyo Co Ltd | 1−メチルカルバペネム誘導体 |
FR2825705B1 (fr) | 2001-06-08 | 2005-05-20 | Aventis Pharma Sa | Nouveaux composes heterocycliques, leur preparation et leur utilisation comme medicaments, notamment comme anti-bacteriens |
FR2835186B1 (fr) * | 2002-01-28 | 2006-10-20 | Aventis Pharma Sa | Nouveaux composes heterocycliques, actifs comme inhibiteurs de beta-lactamases |
JP2004043438A (ja) | 2002-05-15 | 2004-02-12 | Sankyo Co Ltd | 1−メチルカルバペネム誘導体を含有する医薬 |
US7439253B2 (en) | 2002-12-06 | 2008-10-21 | Novexel | Heterocyclic compounds, their preparation and their use as medicaments, in particular as antibacterials and beta-lactamase inhibitors |
CN101786991A (zh) | 2003-07-09 | 2010-07-28 | 帕拉特克药品公司 | 取代的四环素化合物 |
US6984652B2 (en) * | 2003-09-05 | 2006-01-10 | Warner-Lambert Company Llc | Gyrase inhibitors |
JP2008502583A (ja) | 2003-10-01 | 2008-01-31 | バイエル・ヘルスケア・アクチェンゲゼルシャフト | 抗細菌性アミド大員環 |
WO2005082050A2 (en) | 2004-02-24 | 2005-09-09 | Ssci, Inc. | Analysis and screening of solid forms using the atomic pair distribution function |
RS52068B (en) | 2005-12-07 | 2012-06-30 | Basilea Pharmaceutica Ag. | USEFUL MANOBACTAM ANTIBIOTICS |
AU2007300531A1 (en) | 2006-09-27 | 2008-04-03 | Merck Sharp & Dohme Corp. | Novel inhibitors of beta-lactamase |
DK2231667T3 (da) * | 2008-01-18 | 2013-12-16 | Merck Sharp & Dohme | Beta-lactamase-hæmmere |
-
2009
- 2009-01-15 DK DK09701487.2T patent/DK2231667T3/da active
- 2009-01-15 DK DK13180969.1T patent/DK2666774T3/en active
- 2009-01-15 CN CN201210277503.4A patent/CN102827067B/zh active Active
- 2009-01-15 US US12/812,763 patent/US8487093B2/en active Active
- 2009-01-15 CN CN200980102425.0A patent/CN101918407B/zh active Active
- 2009-01-15 SI SI200931147T patent/SI2666774T1/sl unknown
- 2009-01-15 SI SI200930777T patent/SI2231667T1/sl unknown
- 2009-01-15 AU AU2009206119A patent/AU2009206119C1/en active Active
- 2009-01-15 WO PCT/US2009/031047 patent/WO2009091856A2/en active Application Filing
- 2009-01-15 JP JP2010543219A patent/JP5038509B2/ja active Active
- 2009-01-15 MX MX2010007823A patent/MX2010007823A/es active IP Right Grant
- 2009-01-15 ES ES09701487T patent/ES2433744T3/es active Active
- 2009-01-15 MY MYPI2010003255A patent/MY162532A/en unknown
- 2009-01-15 UA UAA201010164A patent/UA101966C2/ru unknown
- 2009-01-15 PL PL13180969T patent/PL2666774T3/pl unknown
- 2009-01-15 RS RS20130511A patent/RS53052B/en unknown
- 2009-01-15 KR KR1020107015963A patent/KR101648728B1/ko active IP Right Grant
- 2009-01-15 BR BRPI0906871-6A patent/BRPI0906871B1/pt active IP Right Grant
- 2009-01-15 ME MEP-2013-511A patent/ME02089B/me unknown
- 2009-01-15 NZ NZ586861A patent/NZ586861A/en unknown
- 2009-01-15 EP EP13180969.1A patent/EP2666774B1/en active Active
- 2009-01-15 PT PT97014872T patent/PT2231667E/pt unknown
- 2009-01-15 CA CA2712783A patent/CA2712783C/en active Active
- 2009-01-15 RU RU2010134425/04A patent/RU2445314C9/ru active
- 2009-01-15 EP EP09701487.2A patent/EP2231667B1/en active Active
- 2009-01-15 ES ES13180969.1T patent/ES2533826T3/es active Active
- 2009-01-15 KR KR1020167021668A patent/KR101800610B1/ko active IP Right Grant
- 2009-01-15 RS RS20150154A patent/RS53862B1/en unknown
- 2009-01-15 PL PL09701487T patent/PL2231667T3/pl unknown
- 2009-01-15 PT PT131809691T patent/PT2666774E/pt unknown
-
2010
- 2010-06-15 IL IL206395A patent/IL206395A/en active IP Right Grant
- 2010-06-30 NI NI201000115A patent/NI201000115A/es unknown
- 2010-07-12 HN HN2010001395A patent/HN2010001395A/es unknown
- 2010-07-15 EC EC2010010345A patent/ECSP10010345A/es unknown
- 2010-07-16 DO DO2010000218A patent/DOP2010000218A/es unknown
- 2010-07-16 MA MA33026A patent/MA32025B1/fr unknown
- 2010-07-21 CO CO10088709A patent/CO6331438A2/es active IP Right Grant
- 2010-07-27 ZA ZA2010/05333A patent/ZA201005333B/en unknown
- 2010-08-10 CR CR11626A patent/CR11626A/es unknown
- 2010-10-26 EC EC2010010568A patent/ECSP10010568A/es unknown
- 2010-11-03 HK HK10110297.7A patent/HK1143809A1/xx unknown
-
2011
- 2011-05-26 JP JP2011118249A patent/JP5597164B2/ja active Active
-
2012
- 2012-05-22 JP JP2012116243A patent/JP5422020B2/ja active Active
-
2013
- 2013-06-06 US US13/911,549 patent/US20130274475A1/en not_active Abandoned
- 2013-11-25 HR HRP20131123AT patent/HRP20131123T1/hr unknown
- 2013-12-03 CY CY20131101079T patent/CY1114900T1/el unknown
- 2013-12-07 HK HK13113644.8A patent/HK1186180A1/xx unknown
-
2015
- 2015-03-10 HR HRP20150269TT patent/HRP20150269T1/hr unknown
- 2015-03-23 CY CY20151100288T patent/CY1116243T1/el unknown
-
2020
- 2020-06-25 NL NL301051C patent/NL301051I2/nl unknown
- 2020-06-25 NL NL301050C patent/NL301050I2/nl unknown
- 2020-06-30 LU LU00165C patent/LUC00165I2/fr unknown
- 2020-07-03 LT LTPA2020518C patent/LTC2666774I2/lt unknown
- 2020-07-03 LT LTPA2020516C patent/LTC2231667I2/lt unknown
- 2020-07-03 LT LTPA2020517C patent/LTPA2020517I1/lt unknown
- 2020-07-09 HU HUS2000023C patent/HUS2000023I1/hu unknown
- 2020-07-09 HU HUS2000024C patent/HUS2000024I1/hu unknown
- 2020-07-10 FR FR20C1032C patent/FR20C1032I2/fr active Active
- 2020-07-10 FR FR20C1031C patent/FR20C1031I2/fr active Active
- 2020-07-10 FR FR20C1030C patent/FR20C1030I2/fr active Active
- 2020-07-15 CY CY2020024C patent/CY2020024I2/el unknown
- 2020-07-15 CY CY2020023C patent/CY2020023I1/el unknown
- 2020-07-15 CY CY2020025C patent/CY2020025I1/el unknown
- 2020-08-10 NO NO2020024C patent/NO2020024I1/no unknown
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
HRP20150269T1 (hr) | Inhibitori beta-laktamaze | |
AU2018392316B2 (en) | Amide substituted indole compounds useful as TLR inhibitors | |
HRP20210177T1 (hr) | Supstituirani spojevi pirazolo[1,5-a]piridina kao inhibitori ret kinaze | |
ES2655971T3 (es) | Compuestos de aminopirimidinilo como inhibidores de jak | |
JP2015524798A5 (hr) | ||
HRP20160476T1 (hr) | Inhibitori replikacije virusa hepatitisa c | |
JP2017531672A5 (hr) | ||
HRP20201887T1 (hr) | LIJEČENJE B-STANIČNIH MALIGNITETA S KOMBINACIJOM INHIBITORA JAK i PI3K | |
RU2019115115A (ru) | Производные пиперидина в качестве ингибиторов убиквитин-специфической протеазы 7 | |
DK2536730T3 (en) | Pyrrolopyrimidinforbindelser as CDK4 / 6 inhibitors | |
ES2654051T3 (es) | Pirrolo[2,3-d]pirimidinilo, pirrolo[2,3-b]pirazinilo y pirrolo[2,3-d]piridinil acrilamidas | |
HRP20120457T1 (hr) | 4-(4-cijano-2-tioaril)dihidropirimidinoni i njihova uporaba | |
ES2602039T3 (es) | Compuestos aza bicíclicos como agonistas del receptor M1 muscarínico | |
JP2020033384A (ja) | 含窒素スピロ環化合物及びその医薬用途 | |
ES2383296T3 (es) | Derivados de 3-aminopirrolidina como moduladores de receptores de quimioquina | |
HRP20190947T1 (hr) | Heterociklički spoj | |
RU2017117248A (ru) | Этил-n-boc-пиперидинил-пиразоло-пиридоны в качестве ингибиторов янус-киназы | |
HRP20210285T1 (hr) | Derivati ((piridin-2-il)-amino)pirido[3,4-d]pirimidina i ((piridazin-3-il)-amino)pirido[3,4-d]pirimidina kao inhibitori cdk4/6 za liječenje npr. reumatoidnog artritisa, arterioskleroze, plućne fibroze, cerebralnog infarkta ili raka | |
JP2018530557A5 (hr) | ||
BR112020011771A2 (pt) | compostos 4-azaindol | |
KR20200101402A (ko) | Tlr 억제제로서 유용한 치환된 인돌 화합물 | |
RU2018142987A (ru) | Положительные аллостерические модуляторы мускаринового ацетилхолинового рецептора m4 | |
JP2014506929A5 (hr) | ||
PE20091315A1 (es) | Ciclopentanos de pirimidilo como inhibidores de la proteina cinasa akt | |
RU2019100559A (ru) | Новые пиримидиновые карбоксамиды в качестве ингибиторов фермента ванин-1 |