KR20180109858A - 마크로시클릭 광범위 항생제 - Google Patents

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Publication number

KR20180109858A

KR20180109858A KR1020187017097A KR20187017097A KR20180109858A KR 20180109858 A KR20180109858 A KR 20180109858A KR 1020187017097 A KR1020187017097 A KR 1020187017097A KR 20187017097 A KR20187017097 A KR 20187017097A KR 20180109858 A KR20180109858 A KR 20180109858A

Authority

KR

South Korea

Prior art keywords

alkyl

another embodiment

formula

compound

optionally substituted

Prior art date

2015-11-20

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Ceased

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• 229940088710 antibiotic agent Drugs 0.000 title description 8
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• 238000000034 method Methods 0.000 claims abstract description 197
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• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 406
• -1 -C (O) OR 23 Chemical group 0.000 claims description 352
• 206010057190 Respiratory tract infections Diseases 0.000 claims description 181
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 166
• VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 claims description 78
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• 125000001072 heteroaryl group Chemical group 0.000 claims description 66
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• 150000002367 halogens Chemical class 0.000 claims description 43
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• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
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• 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 description 5
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• ORFOPKXBNMVMKC-DWVKKRMSSA-N ceftazidime Chemical compound S([C@@H]1[C@@H](C(N1C=1C([O-])=O)=O)NC(=O)\C(=N/OC(C)(C)C(O)=O)C=2N=C(N)SC=2)CC=1C[N+]1=CC=CC=C1 ORFOPKXBNMVMKC-DWVKKRMSSA-N 0.000 claims description 4
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• 241000589776 Pseudomonas putida Species 0.000 claims description 3
• 241001354013 Salmonella enterica subsp. enterica serovar Enteritidis Species 0.000 claims description 3
• 241000531795 Salmonella enterica subsp. enterica serovar Paratyphi A Species 0.000 claims description 3
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• 241000192087 Staphylococcus hominis Species 0.000 claims description 3
• 241000191980 Staphylococcus intermedius Species 0.000 claims description 3
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• 241000607272 Vibrio parahaemolyticus Species 0.000 claims description 3
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• 239000002647 aminoglycoside antibiotic agent Substances 0.000 claims description 3
• AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 claims description 3
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• CLKOFPXJLQSYAH-ABRJDSQDSA-N bacitracin A Chemical compound C1SC([C@@H](N)[C@@H](C)CC)=N[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]1C(=O)N[C@H](CCCN)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2N=CNC=2)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)NCCCC1 CLKOFPXJLQSYAH-ABRJDSQDSA-N 0.000 claims description 3
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• MLYYVTUWGNIJIB-BXKDBHETSA-N cefazolin Chemical compound S1C(C)=NN=C1SCC1=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CN3N=NN=C3)[C@H]2SC1 MLYYVTUWGNIJIB-BXKDBHETSA-N 0.000 claims description 3
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• UCKZMPLVLCKKMO-LHLIQPBNSA-N cephamycin Chemical compound S1CC(C)=C(C(O)=O)N2C(=O)[C@@H](C)[C@]21OC UCKZMPLVLCKKMO-LHLIQPBNSA-N 0.000 claims description 3
• WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol Chemical compound ClC(Cl)C(=O)N[C@H](CO)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 WIIZWVCIJKGZOK-RKDXNWHRSA-N 0.000 claims description 3
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• AVAACINZEOAHHE-VFZPANTDSA-N doripenem Chemical compound C=1([C@H](C)[C@@H]2[C@H](C(N2C=1C(O)=O)=O)[C@H](O)C)S[C@@H]1CN[C@H](CNS(N)(=O)=O)C1 AVAACINZEOAHHE-VFZPANTDSA-N 0.000 claims description 3
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• UWYHMGVUTGAWSP-JKIFEVAISA-N oxacillin Chemical compound N([C@@H]1C(N2[C@H](C(C)(C)S[C@@H]21)C(O)=O)=O)C(=O)C1=C(C)ON=C1C1=CC=CC=C1 UWYHMGVUTGAWSP-JKIFEVAISA-N 0.000 claims description 3
• 239000003910 polypeptide antibiotic agent Substances 0.000 claims description 3
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