JP2022137011A5 - - Google Patents
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- Publication number
- JP2022137011A5 JP2022137011A5 JP2022082018A JP2022082018A JP2022137011A5 JP 2022137011 A5 JP2022137011 A5 JP 2022137011A5 JP 2022082018 A JP2022082018 A JP 2022082018A JP 2022082018 A JP2022082018 A JP 2022082018A JP 2022137011 A5 JP2022137011 A5 JP 2022137011A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutically acceptable
- acceptable salt
- compound
- stereoisomer
- amino
- Prior art date
- 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.)
- Granted
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- 150000003839 salts Chemical class 0.000 claims description 137
- 150000001875 compounds Chemical class 0.000 claims description 123
- 239000003814 drug Substances 0.000 claims description 58
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 51
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 42
- 229910052736 halogen Inorganic materials 0.000 claims description 41
- 208000035143 Bacterial infection Diseases 0.000 claims description 39
- 208000022362 bacterial infectious disease Diseases 0.000 claims description 39
- 150000002367 halogens Chemical class 0.000 claims description 38
- 125000003118 aryl group Chemical group 0.000 claims description 36
- 125000001072 heteroaryl group Chemical group 0.000 claims description 36
- 125000000217 alkyl group Chemical group 0.000 claims description 35
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 33
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 33
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 25
- 229910052799 carbon Inorganic materials 0.000 claims description 25
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 23
- 208000015181 infectious disease Diseases 0.000 claims description 21
- 239000003782 beta lactam antibiotic agent Substances 0.000 claims description 20
- 229940124597 therapeutic agent Drugs 0.000 claims description 20
- 239000002132 β-lactam antibiotic Substances 0.000 claims description 20
- 229940124586 β-lactam antibiotics Drugs 0.000 claims description 20
- -1 monobactams Chemical class 0.000 claims description 17
- 125000000304 alkynyl group Chemical group 0.000 claims description 16
- 241000588626 Acinetobacter baumannii Species 0.000 claims description 15
- 241000606125 Bacteroides Species 0.000 claims description 15
- 125000003342 alkenyl group Chemical group 0.000 claims description 15
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 15
- 125000000732 arylene group Chemical group 0.000 claims description 11
- 125000005549 heteroarylene group Chemical group 0.000 claims description 11
- 241000588747 Klebsiella pneumoniae Species 0.000 claims description 10
- 241000588655 Moraxella catarrhalis Species 0.000 claims description 10
- 241000589517 Pseudomonas aeruginosa Species 0.000 claims description 10
- 241000607626 Vibrio cholerae Species 0.000 claims description 10
- 125000006588 heterocycloalkylene group Chemical group 0.000 claims description 10
- 241000589513 Burkholderia cepacia Species 0.000 claims description 9
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 9
- 125000001325 propanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims description 9
- 241000191982 Staphylococcus hyicus Species 0.000 claims description 7
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- LITBAYYWXZOHAW-XDZRHBBOSA-N (2s,5r,6r)-6-[[(2r)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;(2s,3s,5r)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4$l^{6}-thia-1-azabicyclo[3.2.0]hept Chemical compound C([C@]1(C)S([C@H]2N(C(C2)=O)[C@H]1C(O)=O)(=O)=O)N1C=CN=N1.O=C1C(=O)N(CC)CCN1C(=O)N[C@H](C=1C=CC=CC=1)C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@@H]21 LITBAYYWXZOHAW-XDZRHBBOSA-N 0.000 claims description 5
- KEDAXBWZURNCHS-GPODMPQUSA-N (4r,5s,6s)-3-[(3s,5s)-5-[(3s)-3-[[2-(diaminomethylideneamino)acetyl]amino]pyrrolidine-1-carbonyl]-1-methylpyrrolidin-3-yl]sulfanyl-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid Chemical compound O=C([C@@H]1C[C@@H](CN1C)SC=1[C@H](C)[C@@H]2[C@H](C(N2C=1C(O)=O)=O)[C@H](O)C)N1CC[C@H](NC(=O)CN=C(N)N)C1 KEDAXBWZURNCHS-GPODMPQUSA-N 0.000 claims description 5
- WDLWHQDACQUCJR-ZAMMOSSLSA-N (6r,7r)-7-[[(2r)-2-azaniumyl-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(e)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)/C=C/C)C(O)=O)=CC=C(O)C=C1 WDLWHQDACQUCJR-ZAMMOSSLSA-N 0.000 claims description 5
- MINDHVHHQZYEEK-UHFFFAOYSA-N (E)-(2S,3R,4R,5S)-5-[(2S,3S,4S,5S)-2,3-epoxy-5-hydroxy-4-methylhexyl]tetrahydro-3,4-dihydroxy-(beta)-methyl-2H-pyran-2-crotonic acid ester with 9-hydroxynonanoic acid Natural products CC(O)C(C)C1OC1CC1C(O)C(O)C(CC(C)=CC(=O)OCCCCCCCCC(O)=O)OC1 MINDHVHHQZYEEK-UHFFFAOYSA-N 0.000 claims description 5
- HGGAKXAHAYOLDJ-FHZUQPTBSA-N 6alpha-[(R)-1-hydroxyethyl]-2-[(R)-tetrahydrofuran-2-yl]pen-2-em-3-carboxylic acid Chemical compound S([C@@H]1[C@H](C(N1C=1C(O)=O)=O)[C@H](O)C)C=1[C@H]1CCCO1 HGGAKXAHAYOLDJ-FHZUQPTBSA-N 0.000 claims description 5
- 241000588624 Acinetobacter calcoaceticus Species 0.000 claims description 5
- 241001148231 Acinetobacter haemolyticus Species 0.000 claims description 5
- 241000607528 Aeromonas hydrophila Species 0.000 claims description 5
- 108010001478 Bacitracin Proteins 0.000 claims description 5
- 241000894006 Bacteria Species 0.000 claims description 5
- 241001135322 Bacteroides eggerthii Species 0.000 claims description 5
- 241000606124 Bacteroides fragilis Species 0.000 claims description 5
- 241000606123 Bacteroides thetaiotaomicron Species 0.000 claims description 5
- 241000606219 Bacteroides uniformis Species 0.000 claims description 5
- 241000606215 Bacteroides vulgatus Species 0.000 claims description 5
- 241000588779 Bordetella bronchiseptica Species 0.000 claims description 5
- 241000588780 Bordetella parapertussis Species 0.000 claims description 5
- 241000588832 Bordetella pertussis Species 0.000 claims description 5
- 241000589968 Borrelia Species 0.000 claims description 5
- 241000589969 Borreliella burgdorferi Species 0.000 claims description 5
- 241000589877 Campylobacter coli Species 0.000 claims description 5
- 241000589874 Campylobacter fetus Species 0.000 claims description 5
- 241000589875 Campylobacter jejuni Species 0.000 claims description 5
- 229930186147 Cephalosporin Natural products 0.000 claims description 5
- 241000588919 Citrobacter freundii Species 0.000 claims description 5
- 241000193163 Clostridioides difficile Species 0.000 claims description 5
- 108010078777 Colistin Proteins 0.000 claims description 5
- 241000186227 Corynebacterium diphtheriae Species 0.000 claims description 5
- 241000918600 Corynebacterium ulcerans Species 0.000 claims description 5
- 108010013198 Daptomycin Proteins 0.000 claims description 5
- 241001600125 Delftia acidovorans Species 0.000 claims description 5
- JWCSIUVGFCSJCK-CAVRMKNVSA-N Disodium Moxalactam Chemical compound N([C@]1(OC)C(N2C(=C(CSC=3N(N=NN=3)C)CO[C@@H]21)C(O)=O)=O)C(=O)C(C(O)=O)C1=CC=C(O)C=C1 JWCSIUVGFCSJCK-CAVRMKNVSA-N 0.000 claims description 5
- 241000588914 Enterobacter Species 0.000 claims description 5
- 241000588697 Enterobacter cloacae Species 0.000 claims description 5
- 241000194032 Enterococcus faecalis Species 0.000 claims description 5
- 241000194031 Enterococcus faecium Species 0.000 claims description 5
- 241000588724 Escherichia coli Species 0.000 claims description 5
- 241000589602 Francisella tularensis Species 0.000 claims description 5
- 241000207201 Gardnerella vaginalis Species 0.000 claims description 5
- 206010018612 Gonorrhoea Diseases 0.000 claims description 5
- 241000606790 Haemophilus Species 0.000 claims description 5
- 241000606788 Haemophilus haemolyticus Species 0.000 claims description 5
- 241000606768 Haemophilus influenzae Species 0.000 claims description 5
- 241000606822 Haemophilus parahaemolyticus Species 0.000 claims description 5
- 241000606766 Haemophilus parainfluenzae Species 0.000 claims description 5
- 241000590002 Helicobacter pylori Species 0.000 claims description 5
- JUZNIMUFDBIJCM-ANEDZVCMSA-N Invanz Chemical compound O=C([C@H]1NC[C@H](C1)SC=1[C@H](C)[C@@H]2[C@H](C(N2C=1C(O)=O)=O)[C@H](O)C)NC1=CC=CC(C(O)=O)=C1 JUZNIMUFDBIJCM-ANEDZVCMSA-N 0.000 claims description 5
- 241001454354 Kingella Species 0.000 claims description 5
- 241000588915 Klebsiella aerogenes Species 0.000 claims description 5
- 241000588749 Klebsiella oxytoca Species 0.000 claims description 5
- 241000589242 Legionella pneumophila Species 0.000 claims description 5
- 241000186779 Listeria monocytogenes Species 0.000 claims description 5
- 208000016604 Lyme disease Diseases 0.000 claims description 5
- 241001293418 Mannheimia haemolytica Species 0.000 claims description 5
- RJQXTJLFIWVMTO-TYNCELHUSA-N Methicillin Chemical compound COC1=CC=CC(OC)=C1C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@@H]21 RJQXTJLFIWVMTO-TYNCELHUSA-N 0.000 claims description 5
- 241000588621 Moraxella Species 0.000 claims description 5
- 241000588772 Morganella morganii Species 0.000 claims description 5
- 241000186367 Mycobacterium avium Species 0.000 claims description 5
- 241000186364 Mycobacterium intracellulare Species 0.000 claims description 5
- 241000186362 Mycobacterium leprae Species 0.000 claims description 5
- 241000187479 Mycobacterium tuberculosis Species 0.000 claims description 5
- 241000588653 Neisseria Species 0.000 claims description 5
- 241000588650 Neisseria meningitidis Species 0.000 claims description 5
- 241001135232 Odoribacter splanchnicus Species 0.000 claims description 5
- 241000606210 Parabacteroides distasonis Species 0.000 claims description 5
- 241000606856 Pasteurella multocida Species 0.000 claims description 5
- 229930182555 Penicillin Natural products 0.000 claims description 5
- 241000588770 Proteus mirabilis Species 0.000 claims description 5
- 241000588767 Proteus vulgaris Species 0.000 claims description 5
- 241000576783 Providencia alcalifaciens Species 0.000 claims description 5
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- 241000588778 Providencia stuartii Species 0.000 claims description 5
- 241000168225 Pseudomonas alcaligenes Species 0.000 claims description 5
- 241000589540 Pseudomonas fluorescens Species 0.000 claims description 5
- 241000589776 Pseudomonas putida Species 0.000 claims description 5
- 241000607142 Salmonella Species 0.000 claims description 5
- 241001354013 Salmonella enterica subsp. enterica serovar Enteritidis Species 0.000 claims description 5
- 241000531795 Salmonella enterica subsp. enterica serovar Paratyphi A Species 0.000 claims description 5
- 241000293871 Salmonella enterica subsp. enterica serovar Typhi Species 0.000 claims description 5
- 241000293869 Salmonella enterica subsp. enterica serovar Typhimurium Species 0.000 claims description 5
- 241000607715 Serratia marcescens Species 0.000 claims description 5
- 241000607764 Shigella dysenteriae Species 0.000 claims description 5
- 241000607762 Shigella flexneri Species 0.000 claims description 5
- 241000607760 Shigella sonnei Species 0.000 claims description 5
- 241000191967 Staphylococcus aureus Species 0.000 claims description 5
- 241000191963 Staphylococcus epidermidis Species 0.000 claims description 5
- 241000191984 Staphylococcus haemolyticus Species 0.000 claims description 5
- 241000192087 Staphylococcus hominis Species 0.000 claims description 5
- 241000191980 Staphylococcus intermedius Species 0.000 claims description 5
- 241001464905 Staphylococcus saccharolyticus Species 0.000 claims description 5
- 241001147691 Staphylococcus saprophyticus Species 0.000 claims description 5
- 241000122973 Stenotrophomonas maltophilia Species 0.000 claims description 5
- 241000193985 Streptococcus agalactiae Species 0.000 claims description 5
- 241000193998 Streptococcus pneumoniae Species 0.000 claims description 5
- 241000193996 Streptococcus pyogenes Species 0.000 claims description 5
- 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
- 241000607272 Vibrio parahaemolyticus Species 0.000 claims description 5
- 241000607447 Yersinia enterocolitica Species 0.000 claims description 5
- 241000607481 Yersinia intermedia Species 0.000 claims description 5
- 241000607479 Yersinia pestis Species 0.000 claims description 5
- 241000607477 Yersinia pseudotuberculosis Species 0.000 claims description 5
- 208000025087 Yersinia pseudotuberculosis infectious disease Diseases 0.000 claims description 5
- 241000606834 [Haemophilus] ducreyi Species 0.000 claims description 5
- 229940126574 aminoglycoside antibiotic Drugs 0.000 claims description 5
- 239000002647 aminoglycoside antibiotic agent Substances 0.000 claims description 5
- 229960003022 amoxicillin Drugs 0.000 claims description 5
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin 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=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 claims description 5
- 229960000723 ampicillin Drugs 0.000 claims description 5
- 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 5
- JTWOMNBEOCYFNV-NFFDBFGFSA-N azlocillin Chemical compound N([C@@H](C(=O)N[C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C=1C=CC=CC=1)C(=O)N1CCNC1=O JTWOMNBEOCYFNV-NFFDBFGFSA-N 0.000 claims description 5
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- 229960003071 bacitracin Drugs 0.000 claims description 5
- 229930184125 bacitracin Natural products 0.000 claims description 5
- 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 5
- 239000003781 beta lactamase inhibitor Substances 0.000 claims description 5
- 229940126813 beta-lactamase inhibitor Drugs 0.000 claims description 5
- MRMBZHPJVKCOMA-YJFSRANCSA-N biapenem Chemical compound C1N2C=NC=[N+]2CC1SC([C@@H]1C)=C(C([O-])=O)N2[C@H]1[C@@H]([C@H](O)C)C2=O MRMBZHPJVKCOMA-YJFSRANCSA-N 0.000 claims description 5
- 229960003169 biapenem Drugs 0.000 claims description 5
- 229940041011 carbapenems Drugs 0.000 claims description 5
- FPPNZSSZRUTDAP-UWFZAAFLSA-N carbenicillin Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)C(C(O)=O)C1=CC=CC=C1 FPPNZSSZRUTDAP-UWFZAAFLSA-N 0.000 claims description 5
- 229960003669 carbenicillin Drugs 0.000 claims description 5
- QYIYFLOTGYLRGG-GPCCPHFNSA-N cefaclor Chemical compound C1([C@H](C(=O)N[C@@H]2C(N3C(=C(Cl)CS[C@@H]32)C(O)=O)=O)N)=CC=CC=C1 QYIYFLOTGYLRGG-GPCCPHFNSA-N 0.000 claims description 5
- 229960005361 cefaclor Drugs 0.000 claims description 5
- XIURVHNZVLADCM-IUODEOHRSA-N cefalotin Chemical compound N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC(=O)C)C(O)=O)C(=O)CC1=CC=CS1 XIURVHNZVLADCM-IUODEOHRSA-N 0.000 claims description 5
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- 229960003012 cefamandole Drugs 0.000 claims description 5
- OLVCFLKTBJRLHI-AXAPSJFSSA-N cefamandole Chemical compound CN1N=NN=C1SCC1=C(C(O)=O)N2C(=O)[C@@H](NC(=O)[C@H](O)C=3C=CC=CC=3)[C@H]2SC1 OLVCFLKTBJRLHI-AXAPSJFSSA-N 0.000 claims description 5
- 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 5
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- RTXOFQZKPXMALH-GHXIOONMSA-N cefdinir Chemical compound S1C(N)=NC(C(=N\O)\C(=O)N[C@@H]2C(N3C(=C(C=C)CS[C@@H]32)C(O)=O)=O)=C1 RTXOFQZKPXMALH-GHXIOONMSA-N 0.000 claims description 5
- HVFLCNVBZFFHBT-ZKDACBOMSA-N cefepime Chemical compound S([C@@H]1[C@@H](C(N1C=1C([O-])=O)=O)NC(=O)\C(=N/OC)C=2N=C(N)SC=2)CC=1C[N+]1(C)CCCC1 HVFLCNVBZFFHBT-ZKDACBOMSA-N 0.000 claims description 5
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- OKBVVJOGVLARMR-QSWIMTSFSA-N cefixime Chemical compound S1C(N)=NC(C(=N\OCC(O)=O)\C(=O)N[C@@H]2C(N3C(=C(C=C)CS[C@@H]32)C(O)=O)=O)=C1 OKBVVJOGVLARMR-QSWIMTSFSA-N 0.000 claims description 5
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- SNBUBQHDYVFSQF-HIFRSBDPSA-N cefmetazole Chemical compound S([C@@H]1[C@@](C(N1C=1C(O)=O)=O)(NC(=O)CSCC#N)OC)CC=1CSC1=NN=NN1C SNBUBQHDYVFSQF-HIFRSBDPSA-N 0.000 claims description 5
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- ZCCUWMICIWSJIX-NQJJCJBVSA-N ceftaroline fosamil Chemical compound S([C@@H]1[C@@H](C(N1C=1C([O-])=O)=O)NC(=O)\C(=N/OCC)C=2N=C(NP(O)(O)=O)SN=2)CC=1SC(SC=1)=NC=1C1=CC=[N+](C)C=C1 ZCCUWMICIWSJIX-NQJJCJBVSA-N 0.000 claims description 5
- 229960000484 ceftazidime Drugs 0.000 claims description 5
- 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 5
- 229960001991 ceftizoxime Drugs 0.000 claims description 5
- NNULBSISHYWZJU-LLKWHZGFSA-N ceftizoxime Chemical compound N([C@@H]1C(N2C(=CCS[C@@H]21)C(O)=O)=O)C(=O)\C(=N/OC)C1=CSC(N)=N1 NNULBSISHYWZJU-LLKWHZGFSA-N 0.000 claims description 5
- VOAZJEPQLGBXGO-SDAWRPRTSA-N ceftobiprole Chemical compound S1C(N)=NC(C(=N\O)\C(=O)N[C@@H]2C(N3C(=C(\C=C/4C(N([C@H]5CNCC5)CC\4)=O)CS[C@@H]32)C(O)=O)=O)=N1 VOAZJEPQLGBXGO-SDAWRPRTSA-N 0.000 claims description 5
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Family Cites Families (31)
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