AR020250A1 - COMPOUND OF ISOXAZOLINONA, PHARMACEUTICAL COMPOSITION THAT INCLUDES IT AND ITS USE TO PREPARE SUCH COMPOSITION - Google Patents
COMPOUND OF ISOXAZOLINONA, PHARMACEUTICAL COMPOSITION THAT INCLUDES IT AND ITS USE TO PREPARE SUCH COMPOSITIONInfo
- Publication number
- AR020250A1 AR020250A1 ARP990104229A ARP990104229A AR020250A1 AR 020250 A1 AR020250 A1 AR 020250A1 AR P990104229 A ARP990104229 A AR P990104229A AR P990104229 A ARP990104229 A AR P990104229A AR 020250 A1 AR020250 A1 AR 020250A1
- Authority
- AR
- Argentina
- Prior art keywords
- carbon atoms
- alkyl
- optionally substituted
- ring
- halo
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title 1
- 239000000203 mixture Substances 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 11
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000001072 heteroaryl group Chemical group 0.000 abstract 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical group C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 229910052717 sulfur Inorganic materials 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000001624 naphthyl group Chemical group 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- JGRCHNVLXORPNM-UHFFFAOYSA-N 1,2-oxazol-4-one Chemical class O=C1CON=C1 JGRCHNVLXORPNM-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- -1 beta-carbolin-3-yl Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 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)
Abstract
Los compuestos de isoxazolinonas de la formula 1, son efectivas como agentes antibacterianos o una sal farmacéuticamente aceptable del mismo, en donde : R1es: H, alquilo de 1 a 8 átomos de carbono opcionalmente sustituido con uno o más F, Cl, OH,alc oxi de 1 a 8 átomos de carbono, o aciloxi de 1 a 8 átomos decarbono, cicloalquilo de 1 a 6 átomos de carbono, o alcoxi de 1 a 8 átomos de carbono, L es oxígeno o azufre, A es: formula 2, formula 3 , una porcionheteroaromática de 5 miembros quetiene uno a tres heteroátomos seleccionados a partir del grupo que consiste de S, N O, en donde la porcion heteroaromáticade 5 miembros se une via un átomo de carbono y puede crear adicionalmente un anillo de benceno o naftilo, y en donde laporcion heter oaromática estáopcionalmente sustituido con uno a tres R8, una porcion heteroaromática de 6 miembros que tiene al menos un átomo de nitrogeno, en donde la porcionheteroaromática de 6 miembros puede tener adicionalmente un anillo debenceno o naftilo fusionado, y en donde la porcion heteroaromática está opcionalmentesustituida con con uno a tres R9, una beta-carbolin-3-ilo o indolizinilo unido vía el anillo de 6 miembros opcionalmente sustituido con uno a tres R9, deformula 4 yformula 5 en donde R2 y R3 son cada uno independientemente H, F, Cl, Br, alquilo de 1 a 6 átomos de carbono NO2, I, alcoxi de 1 a 6 átomos decarbono, OH, amino, ciano, o 1) R2 y R3 tomamos conjuntamente son -O(CH2)n-O, en donde R4, H, alquilo de 1 a2 átomos de carbon o, F, o OH, R5 es H, CF3,alquilo sustituido con uno o más halo, fenilo opcionalmente sustituido con uno o más halo, R5 y R6 tomados conjuntamente son un anillo de 5, 6 o 7 miembros dela formulas 6 y 7 en la cual D es S, O o NR86en donde R86 es H alq uilo de 1 a 6 átomos de carbono, o R5 y R6 tomados conjuntamente son -(CH2)k-, en donde R7,es un grupo de retiro de electrones. R6 y R7 en cada ocurrencia son los mismos o diferentes y son un grupo de retiro de electrones, H,CF3, alquilo de 1 a 3áto mos de carbono opcionalmente sustituido con un halo, fenilo, con la condicion de que al menos uno de R6 y R7 es un grupo de retiro de electrones, o R6 y R7The isoxazolinone compounds of the formula 1 are effective as antibacterial agents or a pharmaceutically acceptable salt thereof, wherein: R1 is: H, alkyl of 1 to 8 carbon atoms optionally substituted with one or more F, Cl, OH, alc oxy of 1 to 8 carbon atoms, or acyloxy of 1 to 8 carbon atoms, cycloalkyl of 1 to 6 carbon atoms, or alkoxy of 1 to 8 carbon atoms, L is oxygen or sulfur, A is: formula 2, formula 3, a 5-membered heteroaromatic portion having one to three heteroatoms selected from the group consisting of S, NO, wherein the 5-member heteroaromatic portion is attached via a carbon atom and can additionally create a benzene or naphthyl ring, and wherein the oaromatic heteric portion is optionally substituted with one to three R8, a 6-membered heteroaromatic portion that has at least one nitrogen atom, where the 6-membered heteroaromatic portion may additionally have a must ring eno or fused naphthyl, and wherein the heteroaromatic portion is optionally substituted with one to three R9, a beta-carbolin-3-yl or indolizinyl attached via the 6-membered ring optionally substituted with one to three R9, deformulates 4 and formulates 5 into where R2 and R3 are each independently H, F, Cl, Br, alkyl of 1 to 6 carbon atoms NO2, I, alkoxy of 1 to 6 carbon atoms, OH, amino, cyano, or 1) R2 and R3 we take together are -O (CH2) nO, wherein R4, H, alkyl of 1 to 2 carbon atoms or, F, or OH, R5 is H, CF3, alkyl substituted with one or more halo, phenyl optionally substituted with one or more halo , R5 and R6 taken together are a ring of 5, 6 or 7 members of formulas 6 and 7 in which D is S, O or NR86 where R86 is H alkyl of 1 to 6 carbon atoms, or R5 and R6 taken together they are - (CH2) k-, where R7 is an electron removal group. R6 and R7 in each occurrence are the same or different and are an electron removal group, H, CF3, alkyl of 1 to 3 carbon atoms optionally substituted with a halo, phenyl, with the proviso that at least one of R6 and R7 is an electron removal group, or R6 and R7
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9757498P | 1998-08-24 | 1998-08-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR020250A1 true AR020250A1 (en) | 2002-05-02 |
Family
ID=22264103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP990104229A AR020250A1 (en) | 1998-08-24 | 1999-08-24 | COMPOUND OF ISOXAZOLINONA, PHARMACEUTICAL COMPOSITION THAT INCLUDES IT AND ITS USE TO PREPARE SUCH COMPOSITION |
Country Status (22)
| Country | Link |
|---|---|
| EP (1) | EP1107756A4 (en) |
| JP (1) | JP2002523369A (en) |
| KR (1) | KR20010072945A (en) |
| CN (1) | CN1314813A (en) |
| AR (1) | AR020250A1 (en) |
| AU (1) | AU748750B2 (en) |
| BR (1) | BR9913225A (en) |
| CA (1) | CA2341271A1 (en) |
| CO (1) | CO5160266A1 (en) |
| CZ (1) | CZ2001669A3 (en) |
| HU (1) | HUP0103433A3 (en) |
| ID (1) | ID27690A (en) |
| IL (1) | IL141542A0 (en) |
| NO (1) | NO20010916L (en) |
| NZ (1) | NZ509867A (en) |
| PE (1) | PE20001063A1 (en) |
| PL (1) | PL346267A1 (en) |
| TR (1) | TR200100672T2 (en) |
| TW (1) | TW572757B (en) |
| UY (1) | UY25677A1 (en) |
| WO (1) | WO2000010566A1 (en) |
| ZA (1) | ZA200101505B (en) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9928568D0 (en) | 1999-12-03 | 2000-02-02 | Zeneca Ltd | Chemical compounds |
| GB0009803D0 (en) | 2000-04-25 | 2000-06-07 | Astrazeneca Ab | Chemical compounds |
| US6465456B2 (en) * | 2000-06-29 | 2002-10-15 | Bristol-Myers Squibb Company | Isoxazolinone antibacterial agents |
| JP2002020366A (en) * | 2000-07-05 | 2002-01-23 | Sumitomo Seika Chem Co Ltd | Method for producing alkylthiophenylacetic acid |
| PE20030044A1 (en) | 2000-11-17 | 2003-02-09 | Upjohn Co | BICYCLE ISOXAZOLINONES OF FORMULA I |
| PE20020689A1 (en) | 2000-11-17 | 2002-08-03 | Upjohn Co | OXAZOLIDINONES WITH A HETEROCYCLE OF 6 OR 7 MEMBERS UNITED WITH ANNULAR LINK TO BENZENE |
| US6861433B2 (en) * | 2000-12-15 | 2005-03-01 | Pharmacia & Upjohn Company | Oxazolidinone photoaffinity probes |
| JP2004518677A (en) | 2000-12-21 | 2004-06-24 | ファルマシア・アンド・アップジョン・カンパニー | Antibacterial quinolone derivatives and their use to treat bacterial infections |
| ES2180456B1 (en) * | 2001-07-20 | 2004-05-01 | Laboratorios S.A.L.V.A.T., S.A. | SUBSTITUTED ISOXAZOLS AND ITS USE AS ANTIBIOTICS. |
| 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 |
| WO2003035073A1 (en) | 2001-10-25 | 2003-05-01 | Astrazeneca Ab | Isoxazoline derivatives useful as antimicrobials |
| US6875784B2 (en) | 2002-10-09 | 2005-04-05 | Pharmacia & Upjohn Company | Antimibicrobial [3.1.0.] bicyclic oxazolidinone derivatives |
| CA2499105A1 (en) * | 2002-10-10 | 2004-04-22 | Pharmacia & Upjohn Company Llc | Antimicrobial 1-aryl dihydropyridone compounds |
| BRPI0407252A (en) * | 2003-02-07 | 2006-01-31 | Warner Lambert Co | Antibacterial agents. |
| US20070155714A1 (en) | 2003-04-30 | 2007-07-05 | Morphochem Aktiengesellschaft Fur Kombinatorische Chemie | Use of oxazolidinone-quinoline hybrid antibiotics for the treatment of anthrax and other infections |
| US20060270680A1 (en) * | 2003-06-03 | 2006-11-30 | Goldberg Joel A | Sulfonamide compounds and methods of making and using the same |
| AR045690A1 (en) | 2003-06-03 | 2005-11-09 | Rib X Pharmaceuticals Inc | HETEROCICLIC BIARIL COMPOUNDS AND METHODS TO PREPARE AND USE 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 (en) * | 2003-09-03 | 2015-05-13 | Morphochem AG Aktiengesellschaft für kombinatorische Chemie | Process for the preparation of oxazolidinone-quinolone hybrids |
| US7304050B2 (en) * | 2003-09-16 | 2007-12-04 | Pfizer Inc. | Antibacterial agents |
| EP1713785A1 (en) | 2003-12-17 | 2006-10-25 | Rib-X Pharmaceuticals, Inc. | Halogenated biaryl heterocyclic compounds and methods of making and using the same |
| JP2007516263A (en) | 2003-12-18 | 2007-06-21 | モルフォケム アクチェンゲゼルシャフト フュア コンビナトリシェ ヘミー | Oxazolidinone-quinolone hybrid antibiotic |
| 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 |
| US8399660B2 (en) | 2005-06-08 | 2013-03-19 | Rib-X Pharmaceuticals, Inc. | Process for the synthesis of triazoles |
| AT503354B1 (en) * | 2006-02-22 | 2008-07-15 | Dsm Fine Chem Austria Gmbh | METHOD FOR THE PRODUCTION OF 3,4-DISUBSTITUTED PHENYL ACETIC ACIDS, AND NEW INTERMEDIATE COMPOUNDS |
| JP4518066B2 (en) * | 2006-10-25 | 2010-08-04 | 宇部興産株式会社 | Dialkoxynitrile derivative and process for producing the same |
| CN110423610B (en) * | 2019-08-29 | 2023-05-12 | 浙江理工大学 | A fluorescent probe for detecting two-photon mercury ions and its preparation method and use method |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2045049A1 (en) * | 1970-09-11 | 1972-03-23 | Dr Karl Thomae GmbH, 7950 Biberach | New Nitrofurandenvate and processes for their production |
| US4000155A (en) * | 1975-12-11 | 1976-12-28 | Eli Lilly And Company | Herbicidal 2-methyl-4-phenyl-5-pyrazolinones[and isoxazolinones] |
| DE69316240T2 (en) * | 1992-12-08 | 1998-05-20 | Upjohn Co | PHENYLOXAZOLIDINONE DERIVATIVES SUBSTITUTED BY A TROPON GROUP AS AN ANTIBACTERIAL AGENT |
| DE69625238T2 (en) * | 1995-09-15 | 2003-07-24 | Pharmacia & Upjohn Co., Kalamazoo | ALPHA, BETA-SATURATED AND UNSATURATED 3-ARYL-5-AMINOMETHYL-BUTYROLACTONE ANTIBACTERIAL AGENTS |
| GB9521508D0 (en) * | 1995-10-20 | 1995-12-20 | Zeneca Ltd | Chemical compounds |
| AU3973697A (en) * | 1996-08-21 | 1998-03-06 | Pharmacia & Upjohn Company | Isoxazoline derivatives useful as antimicrobials |
-
1999
- 1999-08-19 TW TW88114208A patent/TW572757B/en active
- 1999-08-23 IL IL14154299A patent/IL141542A0/en unknown
- 1999-08-23 BR BR9913225-7A patent/BR9913225A/en not_active IP Right Cessation
- 1999-08-23 KR KR1020017002377A patent/KR20010072945A/en not_active Ceased
- 1999-08-23 HU HU0103433A patent/HUP0103433A3/en unknown
- 1999-08-23 NZ NZ509867A patent/NZ509867A/en unknown
- 1999-08-23 TR TR2001/00672T patent/TR200100672T2/en unknown
- 1999-08-23 CA CA002341271A patent/CA2341271A1/en not_active Abandoned
- 1999-08-23 ID IDW20010439A patent/ID27690A/en unknown
- 1999-08-23 CZ CZ2001669A patent/CZ2001669A3/en unknown
- 1999-08-23 WO PCT/US1999/019265 patent/WO2000010566A1/en not_active Ceased
- 1999-08-23 JP JP2000565887A patent/JP2002523369A/en active Pending
- 1999-08-23 EP EP99945157A patent/EP1107756A4/en not_active Withdrawn
- 1999-08-23 CO CO99053191A patent/CO5160266A1/en unknown
- 1999-08-23 PL PL99346267A patent/PL346267A1/en not_active Application Discontinuation
- 1999-08-23 CN CN99809894A patent/CN1314813A/en active Pending
- 1999-08-23 AU AU57833/99A patent/AU748750B2/en not_active Ceased
- 1999-08-24 AR ARP990104229A patent/AR020250A1/en not_active Application Discontinuation
- 1999-08-24 UY UY25677A patent/UY25677A1/en unknown
- 1999-08-24 PE PE1999000853A patent/PE20001063A1/en not_active Application Discontinuation
-
2001
- 2001-02-22 ZA ZA200101505A patent/ZA200101505B/en unknown
- 2001-02-23 NO NO20010916A patent/NO20010916L/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CA2341271A1 (en) | 2000-03-02 |
| TR200100672T2 (en) | 2001-07-23 |
| BR9913225A (en) | 2001-05-22 |
| KR20010072945A (en) | 2001-07-31 |
| CZ2001669A3 (en) | 2001-08-15 |
| AU748750B2 (en) | 2002-06-13 |
| PL346267A1 (en) | 2002-01-28 |
| TW572757B (en) | 2004-01-21 |
| PE20001063A1 (en) | 2000-12-24 |
| CN1314813A (en) | 2001-09-26 |
| CO5160266A1 (en) | 2002-05-30 |
| WO2000010566A1 (en) | 2000-03-02 |
| JP2002523369A (en) | 2002-07-30 |
| EP1107756A4 (en) | 2003-02-26 |
| NO20010916D0 (en) | 2001-02-23 |
| NZ509867A (en) | 2003-08-29 |
| HUP0103433A2 (en) | 2002-01-28 |
| NO20010916L (en) | 2001-04-10 |
| AU5783399A (en) | 2000-03-14 |
| ID27690A (en) | 2001-04-19 |
| UY25677A1 (en) | 2001-08-27 |
| HUP0103433A3 (en) | 2002-08-28 |
| IL141542A0 (en) | 2002-03-10 |
| ZA200101505B (en) | 2002-02-22 |
| EP1107756A1 (en) | 2001-06-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |