ZA200101505B - Novel isoxazolinone antibacterial agents. - Google Patents
Novel isoxazolinone antibacterial agents. Download PDFInfo
- Publication number
- ZA200101505B ZA200101505B ZA200101505A ZA200101505A ZA200101505B ZA 200101505 B ZA200101505 B ZA 200101505B ZA 200101505 A ZA200101505 A ZA 200101505A ZA 200101505 A ZA200101505 A ZA 200101505A ZA 200101505 B ZA200101505 B ZA 200101505B
- Authority
- ZA
- South Africa
- Prior art keywords
- alkyl
- optionally substituted
- phenyl
- alkoxy
- halo
- Prior art date
Links
- 239000003242 anti bacterial agent Substances 0.000 title description 5
- JGRCHNVLXORPNM-UHFFFAOYSA-N 1,2-oxazol-4-one Chemical compound O=C1CON=C1 JGRCHNVLXORPNM-UHFFFAOYSA-N 0.000 title description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 142
- 229910052739 hydrogen Inorganic materials 0.000 claims description 74
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 66
- 125000003545 alkoxy group Chemical group 0.000 claims description 64
- 229910052757 nitrogen Inorganic materials 0.000 claims description 49
- 125000005843 halogen group Chemical group 0.000 claims description 43
- 229910052717 sulfur Inorganic materials 0.000 claims description 37
- 125000002252 acyl group Chemical group 0.000 claims description 35
- 125000001072 heteroaryl group Chemical group 0.000 claims description 33
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 31
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 25
- 239000001257 hydrogen Substances 0.000 claims description 25
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 24
- 229910052760 oxygen Inorganic materials 0.000 claims description 21
- 125000000623 heterocyclic group Chemical group 0.000 claims description 19
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical group C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 18
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 18
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 17
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 125000004429 atom Chemical group 0.000 claims description 14
- 125000005842 heteroatom Chemical group 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 11
- 125000004414 alkyl thio group Chemical group 0.000 claims description 10
- 150000002431 hydrogen Chemical group 0.000 claims description 10
- 229920006395 saturated elastomer Polymers 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims description 9
- 125000004423 acyloxy group Chemical group 0.000 claims description 8
- 125000001624 naphthyl group Chemical group 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 150000001721 carbon Chemical group 0.000 claims description 6
- 125000006575 electron-withdrawing group Chemical group 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- -1 imidazoly Chemical group 0.000 claims description 5
- 125000004076 pyridyl group Chemical group 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- 125000003282 alkyl amino group Chemical group 0.000 claims description 4
- 125000002619 bicyclic group Chemical group 0.000 claims description 4
- 125000002950 monocyclic group Chemical group 0.000 claims description 4
- 125000002757 morpholinyl group Chemical group 0.000 claims description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 4
- 125000003944 tolyl group Chemical group 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- VVNCNSJFMMFHPL-VKHMYHEASA-N D-penicillamine Chemical group CC(C)(S)[C@@H](N)C(O)=O VVNCNSJFMMFHPL-VKHMYHEASA-N 0.000 claims description 2
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 2
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 claims description 2
- 125000001041 indolyl group Chemical group 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910001415 sodium ion Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 6
- 239000000126 substance Substances 0.000 claims 5
- 241000124008 Mammalia Species 0.000 claims 3
- 208000035143 Bacterial infection Diseases 0.000 claims 2
- 208000022362 bacterial infectious disease Diseases 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 125000005331 diazinyl group Chemical group N1=NC(=CC=C1)* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims 1
- 125000004306 triazinyl group Chemical group 0.000 claims 1
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical class O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
- KGVKJWSKLMEQHR-UHFFFAOYSA-N 1,2-dimethyl-4-[3-methyl-2-(trifluoromethyl)phenyl]pyrazol-3-one Chemical compound CC1=CC=CC(C=2C(N(C)N(C)C=2)=O)=C1C(F)(F)F KGVKJWSKLMEQHR-UHFFFAOYSA-N 0.000 description 1
- JOYDADHPZUCADO-UHFFFAOYSA-N 2-methyl-4-[3-methyl-2-(trifluoromethyl)phenyl]-1,2-oxazol-5-one Chemical compound CC1=CC=CC(C=2C(ON(C)C=2)=O)=C1C(F)(F)F JOYDADHPZUCADO-UHFFFAOYSA-N 0.000 description 1
- NCTCGHLIHJJIBK-UHFFFAOYSA-N 3-phenyl-1,3-oxazolidin-2-one Chemical class O=C1OCCN1C1=CC=CC=C1 NCTCGHLIHJJIBK-UHFFFAOYSA-N 0.000 description 1
- ZCBVFCKHSBEAKF-UHFFFAOYSA-N 4-(2-chloro-3-methylphenyl)-2-methyl-1,2-oxazol-5-one Chemical compound CC1=CC=CC(C=2C(ON(C)C=2)=O)=C1Cl ZCBVFCKHSBEAKF-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000194031 Enterococcus faecium Species 0.000 description 1
- 241000192125 Firmicutes Species 0.000 description 1
- 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 description 1
- 241000295644 Staphylococcaceae Species 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 108010059993 Vancomycin Proteins 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 238000012272 crop production Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 150000002241 furanones Chemical class 0.000 description 1
- 125000003844 furanonyl group Chemical group 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 150000002547 isoxazolines Chemical class 0.000 description 1
- 229960003085 meticillin Drugs 0.000 description 1
- 150000002829 nitrogen Chemical class 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 229960003165 vancomycin Drugs 0.000 description 1
- MYPYJXKWCTUITO-UHFFFAOYSA-N vancomycin Natural products O1C(C(=C2)Cl)=CC=C2C(O)C(C(NC(C2=CC(O)=CC(O)=C2C=2C(O)=CC=C3C=2)C(O)=O)=O)NC(=O)C3NC(=O)C2NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(CC(C)C)NC)C(O)C(C=C3Cl)=CC=C3OC3=CC2=CC1=C3OC1OC(CO)C(O)C(O)C1OC1CC(C)(N)C(O)C(C)O1 MYPYJXKWCTUITO-UHFFFAOYSA-N 0.000 description 1
- MYPYJXKWCTUITO-LYRMYLQWSA-O vancomycin(1+) Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C([O-])=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@@H](CC(C)C)[NH2+]C)[C@H]1C[C@](C)([NH3+])[C@H](O)[C@H](C)O1 MYPYJXKWCTUITO-LYRMYLQWSA-O 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more 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
- C07D261/12—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (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)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US9757498P | 1998-08-24 | 1998-08-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200101505B true ZA200101505B (en) | 2002-02-22 |
Family
ID=22264103
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200101505A ZA200101505B (en) | 1998-08-24 | 2001-02-22 | Novel isoxazolinone antibacterial agents. |
Country Status (22)
Country | Link |
---|---|
EP (1) | EP1107756A4 (es) |
JP (1) | JP2002523369A (es) |
KR (1) | KR20010072945A (es) |
CN (1) | CN1314813A (es) |
AR (1) | AR020250A1 (es) |
AU (1) | AU748750B2 (es) |
BR (1) | BR9913225A (es) |
CA (1) | CA2341271A1 (es) |
CO (1) | CO5160266A1 (es) |
CZ (1) | CZ2001669A3 (es) |
HU (1) | HUP0103433A3 (es) |
ID (1) | ID27690A (es) |
IL (1) | IL141542A0 (es) |
NO (1) | NO20010916L (es) |
NZ (1) | NZ509867A (es) |
PE (1) | PE20001063A1 (es) |
PL (1) | PL346267A1 (es) |
TR (1) | TR200100672T2 (es) |
TW (1) | TW572757B (es) |
UY (1) | UY25677A1 (es) |
WO (1) | WO2000010566A1 (es) |
ZA (1) | ZA200101505B (es) |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6465456B2 (en) * | 2000-06-29 | 2002-10-15 | Bristol-Myers Squibb Company | Isoxazolinone antibacterial agents |
JP2002020366A (ja) * | 2000-07-05 | 2002-01-23 | Sumitomo Seika Chem Co Ltd | アルキルチオフェニル酢酸類の製造方法 |
PE20030044A1 (es) | 2000-11-17 | 2003-02-09 | Upjohn Co | Isoxazolinonas biciclicas de formula i |
PE20020689A1 (es) | 2000-11-17 | 2002-08-03 | Upjohn Co | Oxazolidinonas con un heterociclo de 6 o 7 miembros unidos con enlace anular al benceno |
US6861433B2 (en) | 2000-12-15 | 2005-03-01 | Pharmacia & Upjohn Company | Oxazolidinone photoaffinity probes |
CA2424402A1 (en) | 2000-12-21 | 2002-08-01 | Pharmacia & Upjohn Company | Antimicrobial quinolone derivatives and use of the same to treat bacterial infections |
ES2180456B1 (es) * | 2001-07-20 | 2004-05-01 | Laboratorios S.A.L.V.A.T., S.A. | Isoxazoles sustituidos y su utilizacion como antibioticos. |
WO2003031443A1 (en) | 2001-10-04 | 2003-04-17 | Morphochem Aktiengesellschaft für kombinatorische Chemie | Dual actions antibiotics comprising a oxazoldinone and a quinolone or naphthyridinone moiety |
JP2005512975A (ja) | 2001-10-25 | 2005-05-12 | アストラゼネカ アクチボラグ | 抗菌薬として有用なイソキサゾリン誘導体 |
US6875784B2 (en) | 2002-10-09 | 2005-04-05 | Pharmacia & Upjohn Company | Antimibicrobial [3.1.0.] bicyclic oxazolidinone derivatives |
MXPA05003774A (es) * | 2002-10-10 | 2005-06-08 | Pharmacia & Upjohn Co Llc | Compuestos de 1-aril-dihidropiridona con actividad antimicrobiana. |
WO2004069832A2 (en) * | 2003-02-07 | 2004-08-19 | Warner-Lambert Company Llc | Antibacterial agents |
RU2351335C2 (ru) | 2003-04-30 | 2009-04-10 | Морфохем Акциенгезельшафт Фюр Комбинаторише Хеми | Применение оксазолидинон-хинолиновых гибридных антибиотиков для лечения сибирской язвы и других инфекций |
AR045690A1 (es) | 2003-06-03 | 2005-11-09 | Rib X Pharmaceuticals Inc | Compuestos biaril heterociclicos y metodos para preparar y utilizar los mismos |
WO2005070904A2 (en) * | 2003-06-03 | 2005-08-04 | Rib-X Pharmaceutical, Inc. | Sulfonamide compounds and methods of making and using the same |
US8324398B2 (en) | 2003-06-03 | 2012-12-04 | Rib-X Pharmaceuticals, Inc. | Process for the synthesis of biaryl oxazolidinones |
WO2005012270A2 (en) * | 2003-07-29 | 2005-02-10 | Rib-X Pharmaceuticals, Inc. | Biaryl heterocyclic amines, amides, and sulfur-containing compounds and methods of making and using the same |
DE10340485B4 (de) * | 2003-09-03 | 2015-05-13 | Morphochem AG Aktiengesellschaft für kombinatorische Chemie | Verfahren zur Herstellung von Oxazolidinon-Chinolon Hybriden |
US7304050B2 (en) * | 2003-09-16 | 2007-12-04 | Pfizer Inc. | Antibacterial agents |
JP2007514782A (ja) | 2003-12-17 | 2007-06-07 | リブ−エックス ファーマシューティカルズ,インコーポレイテッド | ハロゲン化ビアリール複素環式化合物ならびにその作製方法および使用方法 |
ES2310299T5 (es) | 2003-12-18 | 2014-02-10 | Morphochem Aktiengesellschaft für kombinatorische Chemie | Antibióticos híbridos a base de oxazolidinona-quinolona |
US8158797B2 (en) | 2003-12-18 | 2012-04-17 | Morphochem Aktiengesellschaft Fur Kombinatorische Chemie | Oxazolidinone-quinolone hybrid antibiotics |
WO2005082900A2 (en) * | 2004-01-28 | 2005-09-09 | Pharmacia & Upjohn Company Llc | Oxazolidinone amidoximes as antibacterial agents |
WO2006133397A2 (en) | 2005-06-08 | 2006-12-14 | Rib-X Pharmaceuticals, Inc. | Process for the synthesis of triazoles |
AT503354B1 (de) * | 2006-02-22 | 2008-07-15 | Dsm Fine Chem Austria Gmbh | Verfahren zur herstellung von 3,4-disubstituierten phenylessigsäuren, sowie neue zwischenverbindungen |
JP4518066B2 (ja) * | 2006-10-25 | 2010-08-04 | 宇部興産株式会社 | ジアルコキシニトリル誘導体及びその製法 |
CN110423610B (zh) * | 2019-08-29 | 2023-05-12 | 浙江理工大学 | 一种检测双光子汞离子荧光探针及其制备方法与使用方法 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2045049A1 (de) * | 1970-09-11 | 1972-03-23 | Dr Karl Thomae GmbH, 7950 Biberach | Neue Nitrofurandenvate und Ver fahren zu ihrer Herstellung |
US4000155A (en) * | 1975-12-11 | 1976-12-28 | Eli Lilly And Company | Herbicidal 2-methyl-4-phenyl-5-pyrazolinones[and isoxazolinones] |
ATE161833T1 (de) * | 1992-12-08 | 1998-01-15 | Upjohn Co | Durch eine tropon gruppe substituierte phenyloxazolidinone-derivate als antibakterielles mittel |
US5708169A (en) * | 1995-09-15 | 1998-01-13 | Pharmacia & Upjohn Company | 5-amidomethyl α,β-saturated and -unsaturated 3-aryl butyrolactone antibacterial agents |
GB9521508D0 (en) * | 1995-10-20 | 1995-12-20 | Zeneca Ltd | Chemical compounds |
PT920421E (pt) * | 1996-08-21 | 2003-03-31 | Upjohn Co | Derivados de isoxazolina uteis como agentes antimicrobianos |
-
1999
- 1999-08-19 TW TW88114208A patent/TW572757B/zh active
- 1999-08-23 KR KR1020017002377A patent/KR20010072945A/ko not_active Application Discontinuation
- 1999-08-23 NZ NZ509867A patent/NZ509867A/en unknown
- 1999-08-23 HU HU0103433A patent/HUP0103433A3/hu unknown
- 1999-08-23 ID IDW20010439A patent/ID27690A/id unknown
- 1999-08-23 CN CN99809894A patent/CN1314813A/zh active Pending
- 1999-08-23 WO PCT/US1999/019265 patent/WO2000010566A1/en not_active Application Discontinuation
- 1999-08-23 PL PL99346267A patent/PL346267A1/xx not_active Application Discontinuation
- 1999-08-23 BR BR9913225-7A patent/BR9913225A/pt not_active IP Right Cessation
- 1999-08-23 TR TR2001/00672T patent/TR200100672T2/xx unknown
- 1999-08-23 AU AU57833/99A patent/AU748750B2/en not_active Ceased
- 1999-08-23 EP EP99945157A patent/EP1107756A4/en not_active Withdrawn
- 1999-08-23 CZ CZ2001669A patent/CZ2001669A3/cs unknown
- 1999-08-23 IL IL14154299A patent/IL141542A0/xx unknown
- 1999-08-23 CO CO99053191A patent/CO5160266A1/es unknown
- 1999-08-23 JP JP2000565887A patent/JP2002523369A/ja active Pending
- 1999-08-23 CA CA002341271A patent/CA2341271A1/en not_active Abandoned
- 1999-08-24 PE PE1999000853A patent/PE20001063A1/es not_active Application Discontinuation
- 1999-08-24 AR ARP990104229A patent/AR020250A1/es not_active Application Discontinuation
- 1999-08-24 UY UY25677A patent/UY25677A1/es unknown
-
2001
- 2001-02-22 ZA ZA200101505A patent/ZA200101505B/en unknown
- 2001-02-23 NO NO20010916A patent/NO20010916L/no not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
CO5160266A1 (es) | 2002-05-30 |
AU748750B2 (en) | 2002-06-13 |
CZ2001669A3 (cs) | 2001-08-15 |
KR20010072945A (ko) | 2001-07-31 |
EP1107756A4 (en) | 2003-02-26 |
AU5783399A (en) | 2000-03-14 |
NO20010916D0 (no) | 2001-02-23 |
NZ509867A (en) | 2003-08-29 |
BR9913225A (pt) | 2001-05-22 |
JP2002523369A (ja) | 2002-07-30 |
HUP0103433A2 (hu) | 2002-01-28 |
WO2000010566A1 (en) | 2000-03-02 |
PL346267A1 (en) | 2002-01-28 |
UY25677A1 (es) | 2001-08-27 |
CN1314813A (zh) | 2001-09-26 |
CA2341271A1 (en) | 2000-03-02 |
EP1107756A1 (en) | 2001-06-20 |
AR020250A1 (es) | 2002-05-02 |
HUP0103433A3 (en) | 2002-08-28 |
TR200100672T2 (tr) | 2001-07-23 |
IL141542A0 (en) | 2002-03-10 |
ID27690A (id) | 2001-04-19 |
TW572757B (en) | 2004-01-21 |
NO20010916L (no) | 2001-04-10 |
PE20001063A1 (es) | 2000-12-24 |
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