AU2001266567A1 - A thiazine oxazolidinone - Google Patents

A thiazine oxazolidinone

Info

Publication number: AU2001266567A1
Authority: AU; Australia
Prior art keywords: compound; pharmaceutical composition; formula; composition according; aqueous pharmaceutical
Prior art date: 2000-06-16
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.): Abandoned

Application number

AU2001266567A

Other languages

English (en)

Inventor

Michael R. Barbachyn

Gary E. Zurenko

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Pharmacia and Upjohn Co LLC

Original Assignee

Pharmacia and Upjohn Co

Upjohn Co

Priority date (The priority date 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 date listed.)

2000-06-16

Filing date

2001-06-14

Publication date

2002-01-02

2001-06-14 Application filed by Pharmacia and Upjohn Co, Upjohn Co filed Critical Pharmacia and Upjohn Co

2002-01-02 Publication of AU2001266567A1 publication Critical patent/AU2001266567A1/en

Status Abandoned legal-status Critical Current

Links

IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 title description 8
AGIJRRREJXSQJR-UHFFFAOYSA-N 2h-thiazine Chemical compound N1SC=CC=C1 AGIJRRREJXSQJR-UHFFFAOYSA-N 0.000 title description 3
150000001875 compounds Chemical class 0.000 claims description 193
239000000243 solution Substances 0.000 claims description 65
239000000203 mixture Substances 0.000 claims description 41
239000003242 anti bacterial agent Substances 0.000 claims description 33
239000008194 pharmaceutical composition Substances 0.000 claims description 33
-1 polyethylene Polymers 0.000 claims description 30
229940088710 antibiotic agent Drugs 0.000 claims description 25
229920000098 polyolefin Polymers 0.000 claims description 24
150000003839 salts Chemical class 0.000 claims description 24
MYSWGUAQZAJSOK-UHFFFAOYSA-N ciprofloxacin Chemical compound C12=CC(N3CCNCC3)=C(F)C=C2C(=O)C(C(=O)O)=CN1C1CC1 MYSWGUAQZAJSOK-UHFFFAOYSA-N 0.000 claims description 22
230000003115 biocidal effect Effects 0.000 claims description 20
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 16
241000124008 Mammalia Species 0.000 claims description 14
JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 claims description 14
239000000463 material Substances 0.000 claims description 13
WCMIIGXFCMNQDS-IDYPWDAWSA-M piperacillin sodium Chemical compound [Na+].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 WCMIIGXFCMNQDS-IDYPWDAWSA-M 0.000 claims description 13
229960002292 piperacillin Drugs 0.000 claims description 12
GSDSWSVVBLHKDQ-UHFFFAOYSA-N 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid Chemical compound FC1=CC(C(C(C(O)=O)=C2)=O)=C3N2C(C)COC3=C1N1CCN(C)CC1 GSDSWSVVBLHKDQ-UHFFFAOYSA-N 0.000 claims description 11
GSDSWSVVBLHKDQ-JTQLQIEISA-N Levofloxacin Chemical compound C([C@@H](N1C2=C(C(C(C(O)=O)=C1)=O)C=C1F)C)OC2=C1N1CCN(C)CC1 GSDSWSVVBLHKDQ-JTQLQIEISA-N 0.000 claims description 11
229960000723 ampicillin Drugs 0.000 claims description 11
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 11
229960000484 ceftazidime Drugs 0.000 claims description 11
NMVPEQXCMGEDNH-TZVUEUGBSA-N ceftazidime pentahydrate Chemical compound O.O.O.O.O.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 NMVPEQXCMGEDNH-TZVUEUGBSA-N 0.000 claims description 11
229960003405 ciprofloxacin Drugs 0.000 claims description 11
229960003376 levofloxacin Drugs 0.000 claims description 11
229960001699 ofloxacin Drugs 0.000 claims description 11
IEDVJHCEMCRBQM-UHFFFAOYSA-N trimethoprim Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(N)=NC=2)N)=C1 IEDVJHCEMCRBQM-UHFFFAOYSA-N 0.000 claims description 11
229960001082 trimethoprim Drugs 0.000 claims description 11
CEAZRRDELHUEMR-URQXQFDESA-N Gentamicin Chemical compound O1[C@H](C(C)NC)CC[C@@H](N)[C@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](NC)[C@@](C)(O)CO2)O)[C@H](N)C[C@@H]1N CEAZRRDELHUEMR-URQXQFDESA-N 0.000 claims description 10
229930182566 Gentamicin Natural products 0.000 claims description 10
WZPBZJONDBGPKJ-VEHQQRBSSA-N aztreonam Chemical compound O=C1N(S([O-])(=O)=O)[C@@H](C)[C@@H]1NC(=O)C(=N/OC(C)(C)C(O)=O)\C1=CSC([NH3+])=N1 WZPBZJONDBGPKJ-VEHQQRBSSA-N 0.000 claims description 10
229960002518 gentamicin Drugs 0.000 claims description 10
208000015181 infectious disease Diseases 0.000 claims description 10
239000007924 injection Substances 0.000 claims description 10
238000002347 injection Methods 0.000 claims description 10
229960000707 tobramycin Drugs 0.000 claims description 10
NLVFBUXFDBBNBW-PBSUHMDJSA-N tobramycin Chemical compound N[C@@H]1C[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N NLVFBUXFDBBNBW-PBSUHMDJSA-N 0.000 claims description 10
229960001139 cefazolin Drugs 0.000 claims description 9
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 9
FFTVPQUHLQBXQZ-KVUCHLLUSA-N (4s,4as,5ar,12ar)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide Chemical compound C1C2=C(N(C)C)C=CC(O)=C2C(O)=C2[C@@H]1C[C@H]1[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]1(O)C2=O FFTVPQUHLQBXQZ-KVUCHLLUSA-N 0.000 claims description 8
XUBOMFCQGDBHNK-JTQLQIEISA-N (S)-gatifloxacin Chemical compound FC1=CC(C(C(C(O)=O)=CN2C3CC3)=O)=C2C(OC)=C1N1CCN[C@@H](C)C1 XUBOMFCQGDBHNK-JTQLQIEISA-N 0.000 claims description 8
WZPBZJONDBGPKJ-UHFFFAOYSA-N Antibiotic SQ 26917 Natural products O=C1N(S(O)(=O)=O)C(C)C1NC(=O)C(=NOC(C)(C)C(O)=O)C1=CSC(N)=N1 WZPBZJONDBGPKJ-UHFFFAOYSA-N 0.000 claims description 8
241000894006 Bacteria Species 0.000 claims description 8
229960000919 alatrofloxacin Drugs 0.000 claims description 8
229960004821 amikacin Drugs 0.000 claims description 8
LKCWBDHBTVXHDL-RMDFUYIESA-N amikacin Chemical compound O([C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@@H]1[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O1)O)NC(=O)[C@@H](O)CCN)[C@H]1O[C@H](CN)[C@@H](O)[C@H](O)[C@H]1O LKCWBDHBTVXHDL-RMDFUYIESA-N 0.000 claims description 8
229960003022 amoxicillin Drugs 0.000 claims description 8
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 8
229960004099 azithromycin Drugs 0.000 claims description 8
MQTOSJVFKKJCRP-BICOPXKESA-N azithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)N(C)C[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 MQTOSJVFKKJCRP-BICOPXKESA-N 0.000 claims description 8
229960003644 aztreonam Drugs 0.000 claims description 8
229960002100 cefepime Drugs 0.000 claims description 8
229960004682 cefoperazone Drugs 0.000 claims description 8
GCFBRXLSHGKWDP-XCGNWRKASA-N cefoperazone Chemical compound O=C1C(=O)N(CC)CCN1C(=O)N[C@H](C=1C=CC(O)=CC=1)C(=O)N[C@@H]1C(=O)N2C(C(O)=O)=C(CSC=3N(N=NN=3)C)CS[C@@H]21 GCFBRXLSHGKWDP-XCGNWRKASA-N 0.000 claims description 8
229960004261 cefotaxime Drugs 0.000 claims description 8
229960005495 cefotetan Drugs 0.000 claims description 8
SRZNHPXWXCNNDU-RHBCBLIFSA-N cefotetan Chemical compound N([C@]1(OC)C(N2C(=C(CSC=3N(N=NN=3)C)CS[C@@H]21)C(O)=O)=O)C(=O)C1SC(=C(C(N)=O)C(O)=O)S1 SRZNHPXWXCNNDU-RHBCBLIFSA-N 0.000 claims description 8
229960002682 cefoxitin Drugs 0.000 claims description 8
229960004755 ceftriaxone Drugs 0.000 claims description 8
VAAUVRVFOQPIGI-SPQHTLEESA-N ceftriaxone 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=1CSC1=NC(=O)C(=O)NN1C VAAUVRVFOQPIGI-SPQHTLEESA-N 0.000 claims description 8
229960001668 cefuroxime Drugs 0.000 claims description 8
JFPVXVDWJQMJEE-IZRZKJBUSA-N cefuroxime Chemical compound N([C@@H]1C(N2C(=C(COC(N)=O)CS[C@@H]21)C(O)=O)=O)C(=O)\C(=N/OC)C1=CC=CO1 JFPVXVDWJQMJEE-IZRZKJBUSA-N 0.000 claims description 8
229960005091 chloramphenicol Drugs 0.000 claims description 8
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 8
239000003814 drug Substances 0.000 claims description 8
229960003923 gatifloxacin Drugs 0.000 claims description 8
229960002260 meropenem Drugs 0.000 claims description 8
DMJNNHOOLUXYBV-PQTSNVLCSA-N meropenem 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](C(=O)N(C)C)C1 DMJNNHOOLUXYBV-PQTSNVLCSA-N 0.000 claims description 8
YPBATNHYBCGSSN-VWPFQQQWSA-N mezlocillin 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)N1CCN(S(C)(=O)=O)C1=O YPBATNHYBCGSSN-VWPFQQQWSA-N 0.000 claims description 8
229960000198 mezlocillin Drugs 0.000 claims description 8
229960004023 minocycline Drugs 0.000 claims description 8
LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 claims description 8
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 7
229960002227 clindamycin Drugs 0.000 claims description 7
KDLRVYVGXIQJDK-AWPVFWJPSA-N clindamycin Chemical compound CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@H](C)Cl)[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](SC)O1 KDLRVYVGXIQJDK-AWPVFWJPSA-N 0.000 claims description 7
229960002182 imipenem Drugs 0.000 claims description 7
ZSKVGTPCRGIANV-ZXFLCMHBSA-N imipenem Chemical compound C1C(SCC\N=C\N)=C(C(O)=O)N2C(=O)[C@H]([C@H](O)C)[C@H]21 ZSKVGTPCRGIANV-ZXFLCMHBSA-N 0.000 claims description 7
238000001990 intravenous administration Methods 0.000 claims description 7
238000007911 parenteral administration Methods 0.000 claims description 7
229940056360 penicillin g Drugs 0.000 claims description 7
SGKRLCUYIXIAHR-AKNGSSGZSA-N (4s,4ar,5s,5ar,6r,12ar)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide Chemical compound C1=CC=C2[C@H](C)[C@@H]([C@H](O)[C@@H]3[C@](C(O)=C(C(N)=O)C(=O)[C@H]3N(C)C)(O)C3=O)C3=C(O)C2=C1O SGKRLCUYIXIAHR-AKNGSSGZSA-N 0.000 claims description 6
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 6
239000004743 Polypropylene Substances 0.000 claims description 6
NHUHCSRWZMLRLA-UHFFFAOYSA-N Sulfisoxazole Chemical compound CC1=NOC(NS(=O)(=O)C=2C=CC(N)=CC=2)=C1C NHUHCSRWZMLRLA-UHFFFAOYSA-N 0.000 claims description 6
239000004098 Tetracycline Substances 0.000 claims description 6
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 6
229960005361 cefaclor Drugs 0.000 claims description 6
229960003719 cefdinir Drugs 0.000 claims description 6
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 6
229960002129 cefixime Drugs 0.000 claims description 6
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 6
229960005090 cefpodoxime Drugs 0.000 claims description 6
WYUSVOMTXWRGEK-HBWVYFAYSA-N cefpodoxime Chemical compound N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC)C(O)=O)C(=O)C(=N/OC)\C1=CSC(N)=N1 WYUSVOMTXWRGEK-HBWVYFAYSA-N 0.000 claims description 6
229960002580 cefprozil Drugs 0.000 claims description 6
229960004086 ceftibuten Drugs 0.000 claims description 6
UNJFKXSSGBWRBZ-BJCIPQKHSA-N ceftibuten Chemical compound S1C(N)=NC(C(=C\CC(O)=O)\C(=O)N[C@@H]2C(N3C(=CCS[C@@H]32)C(O)=O)=O)=C1 UNJFKXSSGBWRBZ-BJCIPQKHSA-N 0.000 claims description 6
229960002626 clarithromycin Drugs 0.000 claims description 6
AGOYDEPGAOXOCK-KCBOHYOISA-N clarithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@](C)([C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)OC)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 AGOYDEPGAOXOCK-KCBOHYOISA-N 0.000 claims description 6
229960004100 dirithromycin Drugs 0.000 claims description 6
WLOHNSSYAXHWNR-NXPDYKKBSA-N dirithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H]2O[C@H](COCCOC)N[C@H]([C@@H]2C)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 WLOHNSSYAXHWNR-NXPDYKKBSA-N 0.000 claims description 6
229960003722 doxycycline Drugs 0.000 claims description 6
IDYZIJYBMGIQMJ-UHFFFAOYSA-N enoxacin Chemical compound N1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCNCC1 IDYZIJYBMGIQMJ-UHFFFAOYSA-N 0.000 claims description 6
229960002549 enoxacin Drugs 0.000 claims description 6
229960000308 fosfomycin Drugs 0.000 claims description 6
YMDXZJFXQJVXBF-STHAYSLISA-N fosfomycin Chemical compound C[C@@H]1O[C@@H]1P(O)(O)=O YMDXZJFXQJVXBF-STHAYSLISA-N 0.000 claims description 6
ZEKZLJVOYLTDKK-UHFFFAOYSA-N lomefloxacin Chemical compound FC1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCNC(C)C1 ZEKZLJVOYLTDKK-UHFFFAOYSA-N 0.000 claims description 6
229960002422 lomefloxacin Drugs 0.000 claims description 6
229960001977 loracarbef Drugs 0.000 claims description 6
229960000282 metronidazole Drugs 0.000 claims description 6
VAOCPAMSLUNLGC-UHFFFAOYSA-N metronidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1CCO VAOCPAMSLUNLGC-UHFFFAOYSA-N 0.000 claims description 6
229960003702 moxifloxacin Drugs 0.000 claims description 6
FABPRXSRWADJSP-MEDUHNTESA-N moxifloxacin Chemical compound COC1=C(N2C[C@H]3NCCC[C@H]3C2)C(F)=CC(C(C(C(O)=O)=C2)=O)=C1N2C1CC1 FABPRXSRWADJSP-MEDUHNTESA-N 0.000 claims description 6
229960000515 nafcillin Drugs 0.000 claims description 6
GPXLMGHLHQJAGZ-JTDSTZFVSA-N nafcillin Chemical compound C1=CC=CC2=C(C(=O)N[C@@H]3C(N4[C@H](C(C)(C)S[C@@H]43)C(O)=O)=O)C(OCC)=CC=C21 GPXLMGHLHQJAGZ-JTDSTZFVSA-N 0.000 claims description 6
MHWLWQUZZRMNGJ-UHFFFAOYSA-N nalidixic acid Chemical compound C1=C(C)N=C2N(CC)C=C(C(O)=O)C(=O)C2=C1 MHWLWQUZZRMNGJ-UHFFFAOYSA-N 0.000 claims description 6
229960000210 nalidixic acid Drugs 0.000 claims description 6
229960000564 nitrofurantoin Drugs 0.000 claims description 6
NXFQHRVNIOXGAQ-YCRREMRBSA-N nitrofurantoin Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)NC(=O)C1 NXFQHRVNIOXGAQ-YCRREMRBSA-N 0.000 claims description 6
OGJPXUAPXNRGGI-UHFFFAOYSA-N norfloxacin Chemical compound C1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCNCC1 OGJPXUAPXNRGGI-UHFFFAOYSA-N 0.000 claims description 6
229960001180 norfloxacin Drugs 0.000 claims description 6
229920001155 polypropylene Polymers 0.000 claims description 6
229940071643 prefilled syringe Drugs 0.000 claims description 6
DZZWHBIBMUVIIW-DTORHVGOSA-N sparfloxacin Chemical compound C1[C@@H](C)N[C@@H](C)CN1C1=C(F)C(N)=C2C(=O)C(C(O)=O)=CN(C3CC3)C2=C1F DZZWHBIBMUVIIW-DTORHVGOSA-N 0.000 claims description 6
229960004954 sparfloxacin Drugs 0.000 claims description 6
229960000268 spectinomycin Drugs 0.000 claims description 6
UNFWWIHTNXNPBV-WXKVUWSESA-N spectinomycin Chemical compound O([C@@H]1[C@@H](NC)[C@@H](O)[C@H]([C@@H]([C@H]1O1)O)NC)[C@]2(O)[C@H]1O[C@H](C)CC2=O UNFWWIHTNXNPBV-WXKVUWSESA-N 0.000 claims description 6
229960000654 sulfafurazole Drugs 0.000 claims description 6
229960005404 sulfamethoxazole Drugs 0.000 claims description 6
JLKIGFTWXXRPMT-UHFFFAOYSA-N sulphamethoxazole Chemical compound O1C(C)=CC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 JLKIGFTWXXRPMT-UHFFFAOYSA-N 0.000 claims description 6
229960002180 tetracycline Drugs 0.000 claims description 6
229930101283 tetracycline Natural products 0.000 claims description 6
235000019364 tetracycline Nutrition 0.000 claims description 6
150000003522 tetracyclines Chemical class 0.000 claims description 6
239000004698 Polyethylene Substances 0.000 claims description 5
229960004841 cefadroxil Drugs 0.000 claims description 5
NBFNMSULHIODTC-CYJZLJNKSA-N cefadroxil monohydrate Chemical compound O.C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CC=C(O)C=C1 NBFNMSULHIODTC-CYJZLJNKSA-N 0.000 claims description 5
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210000005069 ears Anatomy 0.000 description 1
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239000008393 encapsulating agent Substances 0.000 description 1
BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 description 1
229940093471 ethyl oleate Drugs 0.000 description 1
239000000284 extract Substances 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000012065 filter cake Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
230000037406 food intake Effects 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
229960001031 glucose Drugs 0.000 description 1
125000005456 glyceride group Chemical group 0.000 description 1
125000005908 glyceryl ester group Chemical group 0.000 description 1
239000001087 glyceryl triacetate Substances 0.000 description 1
235000013773 glyceryl triacetate Nutrition 0.000 description 1
244000000059 gram-positive pathogen Species 0.000 description 1
238000005469 granulation Methods 0.000 description 1
230000003179 granulation Effects 0.000 description 1
239000008236 heating water Substances 0.000 description 1
102000000154 human monoamine oxidase A Human genes 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000005457 ice water Substances 0.000 description 1
239000007943 implant Substances 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
230000002458 infectious effect Effects 0.000 description 1
208000022760 infectious otitis media Diseases 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
239000007972 injectable composition Substances 0.000 description 1
FZWBNHMXJMCXLU-BLAUPYHCSA-N isomaltotriose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)O1 FZWBNHMXJMCXLU-BLAUPYHCSA-N 0.000 description 1
239000007951 isotonicity adjuster Substances 0.000 description 1
239000004922 lacquer Substances 0.000 description 1
229940057995 liquid paraffin Drugs 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
239000006210 lotion Substances 0.000 description 1
239000007937 lozenge Substances 0.000 description 1
229960003646 lysine Drugs 0.000 description 1
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
239000001095 magnesium carbonate Substances 0.000 description 1
229910000021 magnesium carbonate Inorganic materials 0.000 description 1
235000014380 magnesium carbonate Nutrition 0.000 description 1
238000012423 maintenance Methods 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000002609 medium Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
239000012528 membrane Substances 0.000 description 1
239000000401 methanolic extract Substances 0.000 description 1
229940042472 mineral oil Drugs 0.000 description 1
239000007922 nasal spray Substances 0.000 description 1
239000006199 nebulizer Substances 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
231100000344 non-irritating Toxicity 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
210000000056 organ Anatomy 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
239000003791 organic solvent mixture Substances 0.000 description 1
206010033072 otitis externa Diseases 0.000 description 1
150000004893 oxazines Chemical class 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000001814 pectin Substances 0.000 description 1
235000010987 pectin Nutrition 0.000 description 1
229920001277 pectin Polymers 0.000 description 1
229960003742 phenol Drugs 0.000 description 1
239000008363 phosphate buffer Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000006187 pill Substances 0.000 description 1
229940104641 piperacillin / tazobactam Drugs 0.000 description 1
229960005264 piperacillin sodium Drugs 0.000 description 1
230000003169 placental effect Effects 0.000 description 1
230000036470 plasma concentration Effects 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
239000008389 polyethoxylated castor oil Substances 0.000 description 1
229920005862 polyol Polymers 0.000 description 1
150000003077 polyols Chemical class 0.000 description 1
239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229940113124 polysorbate 60 Drugs 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
DWHGNUUWCJZQHO-ZVDZYBSKSA-M potassium;(2s,5r,6r)-6-[[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;(2r,3z,5r)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate Chemical compound [K+].[O-]C(=O)[C@H]1C(=C/CO)/O[C@@H]2CC(=O)N21.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 DWHGNUUWCJZQHO-ZVDZYBSKSA-M 0.000 description 1
230000002265 prevention Effects 0.000 description 1
238000012545 processing Methods 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
ALDITMKAAPLVJK-UHFFFAOYSA-N prop-1-ene;hydrate Chemical group O.CC=C ALDITMKAAPLVJK-UHFFFAOYSA-N 0.000 description 1
239000003380 propellant Substances 0.000 description 1
230000029983 protein stabilization Effects 0.000 description 1
GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 description 1
239000000376 reactant Substances 0.000 description 1
210000000664 rectum Anatomy 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000004044 response Effects 0.000 description 1
238000013207 serial dilution Methods 0.000 description 1
235000011803 sesame oil Nutrition 0.000 description 1
239000008159 sesame oil Substances 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
AWUCVROLDVIAJX-GSVOUGTGSA-N sn-glycerol 3-phosphate Chemical compound OC[C@@H](O)COP(O)(O)=O AWUCVROLDVIAJX-GSVOUGTGSA-N 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
229960001790 sodium citrate Drugs 0.000 description 1
239000007901 soft capsule Substances 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
239000001587 sorbitan monostearate Substances 0.000 description 1
235000011076 sorbitan monostearate Nutrition 0.000 description 1
229940035048 sorbitan monostearate Drugs 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
230000000087 stabilizing effect Effects 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
229910052682 stishovite Inorganic materials 0.000 description 1
239000000758 substrate Substances 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
230000009044 synergistic interaction Effects 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
229960003865 tazobactam Drugs 0.000 description 1
LPQZKKCYTLCDGQ-WEDXCCLWSA-N tazobactam Chemical compound C([C@]1(C)S([C@H]2N(C(C2)=O)[C@H]1C(O)=O)(=O)=O)N1C=CN=N1 LPQZKKCYTLCDGQ-WEDXCCLWSA-N 0.000 description 1
238000012360 testing method Methods 0.000 description 1
238000012956 testing procedure Methods 0.000 description 1
MHXBHWLGRWOABW-UHFFFAOYSA-N tetradecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC MHXBHWLGRWOABW-UHFFFAOYSA-N 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
229940033663 thimerosal Drugs 0.000 description 1
BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
229960004477 tobramycin sulfate Drugs 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
230000037317 transdermal delivery Effects 0.000 description 1
229960002622 triacetin Drugs 0.000 description 1
229910052905 tridymite Inorganic materials 0.000 description 1
229960003732 tyramine Drugs 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000001993 wax Substances 0.000 description 1
239000003871 white petrolatum Substances 0.000 description 1
229940126085 β‑Lactamase Inhibitor Drugs 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- 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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Chemical Kinetics & Catalysis (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Communicable Diseases (AREA)
Oncology (AREA)
Ophthalmology & Optometry (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Medicinal Preparation (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)

AU2001266567A 2000-06-16 2001-06-14 A thiazine oxazolidinone Abandoned AU2001266567A1 (en)

Applications Claiming Priority (7)

Application Number	Priority Date	Filing Date	Title
US21247400P	2000-06-16	2000-06-16
US60212474		2000-06-16
US23659500P	2000-09-29	2000-09-29
US60236595		2000-09-29
US28558701P	2001-04-20	2001-04-20
US60285587		2001-04-20
PCT/US2001/014854 WO2001098297A2 (fr)	2000-06-16	2001-06-14	Thiazine oxazolidinone

Publications (1)

Publication Number	Publication Date
AU2001266567A1 true AU2001266567A1 (en)	2002-01-02

Family

ID=27395744

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AU2001266567A Abandoned AU2001266567A1 (en)	2000-06-16	2001-06-14	A thiazine oxazolidinone

Country Status (16)

Country	Link
US (1)	US6605609B2 (fr)
EP (1)	EP1294717B1 (fr)
JP (1)	JP2004501150A (fr)
KR (1)	KR20030010721A (fr)
CN (1)	CN1430618A (fr)
AR (1)	AR028706A1 (fr)
AT (1)	ATE312098T1 (fr)
AU (1)	AU2001266567A1 (fr)
BR (1)	BR0111520A (fr)
CA (1)	CA2410358A1 (fr)
DE (1)	DE60115644T2 (fr)
ES (1)	ES2253392T3 (fr)
MX (1)	MXPA02012494A (fr)
PE (1)	PE20020044A1 (fr)
TW (1)	TW583184B (fr)
WO (1)	WO2001098297A2 (fr)

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GB0009803D0 (en)	2000-04-25	2000-06-07	Astrazeneca Ab	Chemical compounds
PE20020300A1 (es) *	2000-08-22	2002-05-10	Pharmacia Corp	Composicion de solucion de un farmaco antibiotico a base de oxazolidinona con mejoramiento de la carga de farmaco
US6696426B2 (en) *	2000-08-22	2004-02-24	Pharmacia Corporation	Preservative free ophthalmic oxazolidinone antibiotic drug delivery systems
US6541014B2 (en)	2000-10-13	2003-04-01	Advancis Pharmaceutical Corp.	Antiviral product, use and formulation thereof
US20020068078A1 (en)	2000-10-13	2002-06-06	Rudnic Edward M.	Antifungal product, use and formulation thereof
WO2002085865A1 (fr) *	2001-04-20	2002-10-31	Pharmacia & Upjohn Company	Procede de preparation d'oxazolidinones
WO2002085849A2 (fr)	2001-04-20	2002-10-31	Pharmacia & Upjohn Company	Procede de preparation d'oxazolidinones
MXPA04000294A (es) *	2001-07-10	2004-05-04	Pharmacia & Upjhon Company	Tiacin oxazolidinonas cristalinas.
WO2003093247A2 (fr) *	2002-04-30	2003-11-13	Orchid Chemicals & Pharmaceuticals Ltd	Nouveaux agents antibacteriens
EP1515768B1 (fr) *	2002-05-07	2013-11-06	The State University of New York at Stony Brook	Dispositifs pour therapie endobronchique ciblée
TW200403240A (en) *	2002-06-28	2004-03-01	Upjohn Co	Difluorothioacetamides of oxazolidinones as antibacterial agents
US6875784B2 (en) *	2002-10-09	2005-04-05	Pharmacia & Upjohn Company	Antimibicrobial [3.1.0.] bicyclic oxazolidinone derivatives
EP1648418A4 (fr)	2003-07-21	2011-11-16	Middlebrook Pharmaceuticals Inc	Produit antibiotique, utilisation et formulation associees
JP2006528190A (ja)	2003-07-21	2006-12-14	アドバンシスファーマスーティカルコーポレイション	抗生物質製剤、その使用法及び作成方法
AU2004258949B2 (en)	2003-07-21	2011-02-10	Shionogi, Inc.	Antibiotic product, use and formulation thereof
EP1653925A1 (fr)	2003-08-11	2006-05-10	Advancis Pharmaceutical Corporation	Pastille robuste
EP1653924A4 (fr)	2003-08-12	2009-09-09	Middlebrook Pharmaceuticals In	Antibiotique, utilisation et formulation associees
US8246996B2 (en) *	2003-08-29	2012-08-21	Shionogi Inc.	Antibiotic product, use and formulation thereof
US8460710B2 (en)	2003-09-15	2013-06-11	Shionogi, Inc.	Antibiotic product, use and formulation thereof
TWI349666B (en)	2004-03-12	2011-10-01	Lundbeck & Co As H	Substituted morpholine and thiomorpholine derivatives
WO2005113520A1 (fr) *	2004-05-20	2005-12-01	Pharmacia & Upjohn Company Llc	2,3,5-trifluorphenyl oxazolidinones substitues a utiliser en tant qu'agents antibacteriens
WO2006014427A1 (fr)	2004-07-02	2006-02-09	Advancis Pharmaceutical Corporation	Comprimé pour distribution par impulsion
US7838532B2 (en) *	2005-05-18	2010-11-23	Mpex Pharmaceuticals, Inc.	Aerosolized fluoroquinolones and uses thereof
US8524734B2 (en)	2005-05-18	2013-09-03	Mpex Pharmaceuticals, Inc.	Aerosolized fluoroquinolones and uses thereof
US8404664B2 (en)	2005-08-11	2013-03-26	Targanta Therapeutics, Inc.	Phosphonated Rifamycins and uses thereof for the prevention and treatment of bone and joint infections
US8778924B2 (en)	2006-12-04	2014-07-15	Shionogi Inc.	Modified release amoxicillin products
US8357394B2 (en)	2005-12-08	2013-01-22	Shionogi Inc.	Compositions and methods for improved efficacy of penicillin-type antibiotics
US8299052B2 (en) *	2006-05-05	2012-10-30	Shionogi Inc.	Pharmaceutical compositions and methods for improved bacterial eradication
EP2018864A1 (fr)	2007-07-23	2009-01-28	Biomet Deutschland GmbH	Composition pharmaceutique, substrat comprenant une composition pharmaceutique et utilisation d'une composition pharmaceutique
EP2346509B1 (fr)	2008-10-07	2020-05-13	Horizon Orphan LLC	Inhalation de lévofloxacine pour réduire une inflammation des poumons
HUE038428T2 (hu)	2008-10-07	2018-10-29	Horizon Orphan Llc	Aeroszol fluorokinolon készítmények javított farmakokinetika érdekében
KR20120100904A (ko)	2009-09-04	2012-09-12	엠펙스 파마슈티컬즈, 인코포레이티드	낭포성 섬유증을 치료하기 위한 에어로졸화된 레보플록사신의 용도
US10010758B2 (en) *	2015-07-20	2018-07-03	Kinetic Furniture Of Vermont, Llc	Exercise chair
CN106770222A (zh) *	2016-11-23	2017-05-31	百奥森（江苏）食品安全科技有限公司	一种食品中甲硝唑的检测试剂盒
CN108239098B (zh) *	2016-12-26	2021-01-12	中国医学科学院药物研究所	含四氢吡啶的苯并噁嗪噁唑烷酮类化合物及其制备方法和用途
EP3609499A4 (fr) *	2017-04-14	2021-01-13	Nal Pharmaceutical Group Limited	Seringue pré-remplie contenant de la moxifloxacine
WO2021184339A1 (fr) *	2020-03-20	2021-09-23	Merck Sharp & Dohme Corp.	Composé d'oxazolidinone et procédés d'utilisation de celui-ci comme agent antibactérien
CN111870594B (zh) *	2020-08-27	2022-03-22	首都医科大学附属北京胸科医院	苯乙肼在制备抗偶发分枝杆菌感染的药物中的应用
WO2024035618A1 (fr) *	2022-08-10	2024-02-15	Merck Sharp & Dohme Llc	Procédés de préparation de composés d'oxazolidinone

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US5688792A (en) *	1994-08-16	1997-11-18	Pharmacia & Upjohn Company	Substituted oxazine and thiazine oxazolidinone antimicrobials
ATE207487T1 (de)	1995-09-01	2001-11-15	Upjohn Co	Phenyloxazolidinone mit einer c-c-bindung zu 4-8 gliedrigen heterocyclen
GB9702213D0 (en)	1996-02-24	1997-03-26	Zeneca Ltd	Chemical compounds
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WO2001034128A2 (fr)	1999-11-08	2001-05-17	Pharmacia & Upjohn Company	Melange de linezolid et d'autres agents antibacteriens

2001
- 2001-06-11 PE PE2001000542A patent/PE20020044A1/es not_active Application Discontinuation
- 2001-06-12 AR ARP010102780A patent/AR028706A1/es unknown
- 2001-06-14 EP EP01944126A patent/EP1294717B1/fr not_active Expired - Lifetime
- 2001-06-14 WO PCT/US2001/014854 patent/WO2001098297A2/fr active IP Right Grant
- 2001-06-14 ES ES01944126T patent/ES2253392T3/es not_active Expired - Lifetime
- 2001-06-14 AU AU2001266567A patent/AU2001266567A1/en not_active Abandoned
- 2001-06-14 KR KR1020027017088A patent/KR20030010721A/ko not_active Withdrawn
- 2001-06-14 CA CA002410358A patent/CA2410358A1/fr not_active Abandoned
- 2001-06-14 DE DE60115644T patent/DE60115644T2/de not_active Expired - Fee Related
- 2001-06-14 MX MXPA02012494A patent/MXPA02012494A/es not_active Application Discontinuation
- 2001-06-14 JP JP2002504253A patent/JP2004501150A/ja not_active Withdrawn
- 2001-06-14 CN CN01809867A patent/CN1430618A/zh active Pending
- 2001-06-14 AT AT01944126T patent/ATE312098T1/de not_active IP Right Cessation
- 2001-06-14 BR BR0111520-0A patent/BR0111520A/pt not_active IP Right Cessation
- 2001-06-15 US US09/881,189 patent/US6605609B2/en not_active Expired - Fee Related
- 2001-06-15 TW TW090114508A patent/TW583184B/zh not_active IP Right Cessation

Also Published As

Publication number	Publication date
CN1430618A (zh)	2003-07-16
KR20030010721A (ko)	2003-02-05
AR028706A1 (es)	2003-05-21
MXPA02012494A (es)	2003-04-25
WO2001098297A2 (fr)	2001-12-27
ES2253392T3 (es)	2006-06-01
BR0111520A (pt)	2003-03-18
EP1294717B1 (fr)	2005-12-07
CA2410358A1 (fr)	2001-12-27
EP1294717A2 (fr)	2003-03-26
DE60115644D1 (en)	2006-01-12
US6605609B2 (en)	2003-08-12
DE60115644T2 (de)	2006-07-06
PE20020044A1 (es)	2002-01-30
JP2004501150A (ja)	2004-01-15
ATE312098T1 (de)	2005-12-15
US20020156072A1 (en)	2002-10-24
TW583184B (en)	2004-04-11
WO2001098297A3 (fr)	2002-06-13

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Publication	Publication Date	Title
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EP1263742B1 (fr)	2005-08-24	Thioamides d'oxazolidinone a substituants amides de piperazine
EP1036074B1 (fr)	2003-01-29	S-oxyde tetrahydrothiopyranne
US20040254162A1 (en)	2004-12-16	Oxazolidinone derivatives as antimicrobials
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US20030216330A1 (en)	2003-11-20	Parenteral, intravenous, and oral administration of oxazolidinones for treating diabetic foot infections
US6297242B1 (en)	2001-10-02	N-substituted amidine and guanidine oxazolidinone antibacterials and methods of use thereof
ZA200209575B (en)	2004-02-25	A thiazine oxazolidinone.
WO2005113520A1 (fr)	2005-12-01	2,3,5-trifluorphenyl oxazolidinones substitues a utiliser en tant qu'agents antibacteriens
US20040072842A1 (en)	2004-04-15	Difluorothioacetamides of oxazolidinones with a glycoloylpiperazine substituent
WO2006018682A2 (fr)	2006-02-23	Derives d'oxazolidinone comme antimicrobiens