MX169619B - Procedimiento para sintetizar derivados de aminometil-oxo-oxalidinil-benceno utiles como agentes antibacterianos - Google Patents

Procedimiento para sintetizar derivados de aminometil-oxo-oxalidinil-benceno utiles como agentes antibacterianos

Info

Publication number
MX169619B
MX169619B MX006049A MX604984A MX169619B MX 169619 B MX169619 B MX 169619B MX 006049 A MX006049 A MX 006049A MX 604984 A MX604984 A MX 604984A MX 169619 B MX169619 B MX 169619B
Authority
MX
Mexico
Prior art keywords
compounds
formula
solvent
amine
reaction
Prior art date
Application number
MX006049A
Other languages
English (en)
Inventor
Walter Adelman Gregory
Original Assignee
Du Pont Merck Pharma
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.)
Filing date
Publication date
Application filed by Du Pont Merck Pharma filed Critical Du Pont Merck Pharma
Publication of MX169619B publication Critical patent/MX169619B/es

Links

Classifications

    • 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
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • 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
    • C07D263/24—Oxygen atoms attached in position 2 with hydrocarbon radicals, substituted by oxygen atoms, attached to other ring carbon atoms

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)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

La presente invención se refiere a procedimiento para sintetizar derivados de amino-metil-oxooxazolidinil-benceno útiles como agentes antibacterianos, de la fórmula I: caracterizado el procedimiento porque comprende reaccionar un compuesto de fórmula II: para dar compuestos de fórmula III: a) los cuales se hacen reaccionar a temperatura aproximada de 60 a 125 grados C con azidas de sodio, potasio, litio, cesio o rubidio en presencia de un solvente dipolar aprótico, en cuyos compuestos de grupo A puede ser -H ó cualquiera de los grupos previamente mostrados excepto cuando R1 es -N3, -NX2,-NR9X, -NXZ+, para obtener compuestos de la fórmula IV: los cuales se reducen a compuestos de aminometilo (V): por hidrogenación en paladio sobre carbón, por tratamiento con 1,3-propanditiol y una base, sulfuro de hidrógeno, compuestos de fósforo, trivalentes o mercaptanos, en la presencia de un solvente, luego los compuestos de fórmula V se acilan por reacción de la amina con un cloruro o anhídrido de ácido en un solvente básico tal como piridina o por reacción en un solvente miscible en agua, o alternativamente un ácido libre se hace reaccionar con la amina empleando N,N-diciclohexilcarbodiimida o primero se forma un anhídrido mixto a partir del ácido empleando un ester clorofórmico y una base terciaria, seguido por reacción con la amina.
MX006049A 1983-06-07 1984-06-06 Procedimiento para sintetizar derivados de aminometil-oxo-oxalidinil-benceno utiles como agentes antibacterianos MX169619B (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US50189783A 1983-06-07 1983-06-07
US57833284A 1984-02-14 1984-02-14

Publications (1)

Publication Number Publication Date
MX169619B true MX169619B (es) 1993-07-15

Family

ID=27053956

Family Applications (1)

Application Number Title Priority Date Filing Date
MX006049A MX169619B (es) 1983-06-07 1984-06-06 Procedimiento para sintetizar derivados de aminometil-oxo-oxalidinil-benceno utiles como agentes antibacterianos

Country Status (16)

Country Link
EP (1) EP0127902B1 (es)
AU (1) AU583250B2 (es)
CA (2) CA1254213A (es)
DE (1) DE3485162D1 (es)
DK (1) DK279584A (es)
ES (2) ES533097A0 (es)
FI (1) FI83216C (es)
GR (1) GR82361B (es)
HU (1) HU194194B (es)
IE (1) IE57619B1 (es)
IL (1) IL72028A (es)
MX (1) MX169619B (es)
NO (1) NO163451C (es)
NZ (1) NZ208395A (es)
PT (1) PT78703A (es)
SU (2) SU1505442A3 (es)

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US4705799A (en) * 1983-06-07 1987-11-10 E. I. Du Pont De Nemours And Company Aminomethyl oxooxazolidinyl benzenes useful as antibacterial agents
CA1260948A (en) * 1984-12-05 1989-09-26 E. I. Du Pont De Nemours And Company Aminomethyl oxooxazolidinyl benzene derivatives useful as antibacterial agents
US5099026A (en) * 1986-09-12 1992-03-24 Crater Davis H Fluorochemical oxazolidinones
CA1323370C (en) * 1986-09-12 1993-10-19 Davis H. Crater Fluorochemical oxazolidinones
US5039690A (en) * 1987-10-09 1991-08-13 Du Pont Merck Pharmaceutical Company Aminomethyl oxooxazolidinyl oxa or thia cycloalkylbenzene derivatives useful as antibacterial agents
US5032605A (en) * 1987-10-09 1991-07-16 Du Pont Merck Pharmaceutical Company Aminomethyl oxooxazolidinyl oxa or thia cycloalkylbenzene derivatives useful as antibacterial agents
US4965268A (en) * 1987-10-09 1990-10-23 E. I. Du Pont De Nemours And Company Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents
US5036093A (en) * 1987-10-09 1991-07-30 Du Pont Merck Pharmaceutical Aminomethyl oxooxazolidinyl azacycloalkylbenzene derivatives useful as antibacterial agents
US4921869A (en) * 1987-10-09 1990-05-01 E. I. Du Pont De Nemours And Company Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents
US4985429A (en) * 1987-10-09 1991-01-15 E. I. Du Pont De Nemours And Company Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents
US4801600A (en) * 1987-10-09 1989-01-31 E. I. Du Pont De Nemours And Company Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents
US5036092A (en) * 1987-10-09 1991-07-30 Du Pont Merck Pharmaceutical Aminomethyl oxooxazolidinyl azacycloalkylbenzene derivatives useful as antibacterial agents
US4942183A (en) * 1987-10-16 1990-07-17 E. I. Du Pont De Nemours And Company Aminomethyl oxooxazolidinyl aroylbenzene derivatives useful as antibacterial agents
CA1320730C (en) * 1987-10-16 1993-07-27 The Du Pont Merck Pharmaceutical Company Aminomethyl oxooxazolidinyl aroylbenzene derivatives useful as antibacterial agents
ATE95176T1 (de) * 1987-10-21 1993-10-15 Du Pont Merck Pharma Aminomethyl-oxo-oxazolidinyl-ethenylbenzenderivate, nuetzlich als antibakterielles mittel.
US4977173A (en) * 1987-10-21 1990-12-11 E. I. Du Pont De Nemours And Company Aminomethyl oxooxazolidinyl ethenylbenzene derivatives useful as antibacterial agents
US4948801A (en) * 1988-07-29 1990-08-14 E. I. Du Pont De Nemours And Company Aminomethyloxooxazolidinyl arylbenzene derivatives useful as antibacterial agents
US5225565A (en) * 1988-09-15 1993-07-06 The Upjohn Company Antibacterial 3-(fused-ring substituted)phenyl-5β-amidomethyloxazolidin-2-ones
US5182403A (en) * 1988-09-15 1993-01-26 The Upjohn Company Substituted 3(5'indazolyl) oxazolidin-2-ones
WO1990002744A1 (en) * 1988-09-15 1990-03-22 The Upjohn Company In position 3 substituted-5-beta-amidomethyl-oxazolidin-2-ones
US5231188A (en) * 1989-11-17 1993-07-27 The Upjohn Company Tricyclic [6.5.51]-fused oxazolidinone antibacterial agents
JP3176626B2 (ja) * 1991-11-01 2001-06-18 ファルマシア・アンド・アップジョン・カンパニー 抗菌剤として有用な置換アリール−およびヘテロアリールフェニルオキサゾリジノン類
RU2119484C1 (ru) * 1992-12-08 1998-09-27 Дзе Апджон Компани Тропонзамещенный фенилоксазолидинон или его фармацевтически приемлемые соли или гидраты
TW299332B (es) * 1992-12-08 1997-03-01 Upjohn Co
MY115155A (en) * 1993-09-09 2003-04-30 Upjohn Co Substituted oxazine and thiazine oxazolidinone antimicrobials.
US5688792A (en) * 1994-08-16 1997-11-18 Pharmacia & Upjohn Company Substituted oxazine and thiazine oxazolidinone antimicrobials
SK282869B6 (sk) * 1994-10-26 2003-01-09 Pharmacia + Upjohn Company Antimikrobiálne fenyloxazolidinóny
MX9703040A (es) * 1995-09-12 1997-07-31 Upjohn Co Antimicrobianos de feniloxazolidinona.
GB9601666D0 (en) * 1996-01-27 1996-03-27 Zeneca Ltd Chemical compounds
GB9702213D0 (en) * 1996-02-24 1997-03-26 Zeneca Ltd Chemical compounds
GB9609919D0 (en) * 1996-05-11 1996-07-17 Zeneca Ltd Chemical compounds
US6218413B1 (en) 1997-05-30 2001-04-17 Pharmacia & Upjohn Company Oxazolidinone antibacterial agents having a thiocarbonyl functionality
US6255304B1 (en) 1997-05-30 2001-07-03 Pharmacia & Upjohn Company Oxazolidinone antibacterial agents having a thiocarbonyl functionality
GB9717807D0 (en) 1997-08-22 1997-10-29 Zeneca Ltd Chemical compounds
GB9717804D0 (en) 1997-08-22 1997-10-29 Zeneca Ltd Chemical compounds
AU9001598A (en) * 1997-09-11 1999-03-29 Hokuriku Seiyaku Co. Ltd Thiourea derivatives
GB9725244D0 (en) 1997-11-29 1998-01-28 Zeneca Ltd Chemical compounds
KR20010015910A (ko) * 1998-01-23 2001-02-26 로렌스 티. 마이젠헬더 옥사졸리디논 조합 라이브러리, 조성물 및 제조 방법
GB9821938D0 (en) 1998-10-09 1998-12-02 Zeneca Ltd Chemical compounds
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GB0009803D0 (en) 2000-04-25 2000-06-07 Astrazeneca Ab Chemical compounds
ATE321024T1 (de) 2000-10-17 2006-04-15 Pharmacia & Upjohn Co Llc Verfahren zur herstellung von oxazolidinonverbindungen
DE10129725A1 (de) 2001-06-20 2003-01-02 Bayer Ag Kombinationstherapie substituierter Oxazolidinone
DE10300111A1 (de) 2003-01-07 2004-07-15 Bayer Healthcare Ag Verfahren zur Herstellung von 5-Chlor-N-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)-phenyl]-1,3-oxazolidin-5-yl}-methyl)-2-thiophencarboxamid
DE10355461A1 (de) 2003-11-27 2005-06-23 Bayer Healthcare Ag Verfahren zur Herstellung einer festen, oral applizierbaren pharmazeutischen Zusammensetzung
EP1685841A1 (en) 2005-01-31 2006-08-02 Bayer Health Care Aktiengesellschaft Prevention and treatment of thromboembolic disorders
DE102005045518A1 (de) 2005-09-23 2007-03-29 Bayer Healthcare Ag 2-Aminoethoxyessigsäure-Derivate und ihre Verwendung
CA2624310C (en) 2005-10-04 2014-01-07 Bayer Healthcare Ag Polymorphic form of 5-chloro-n-({5s)-2-oxo-3-[4-(3-oxo-4-morpholinyl)-phenyl]-1,3-oxazolidin-5-yl}-methyl)-2-thiophenecarboxamide
DE102005047561A1 (de) 2005-10-04 2007-04-05 Bayer Healthcare Ag Feste, oral applizierbare pharmazeutische Darreichungsformen mit schneller Wirkstofffreisetzung
KR101653570B1 (ko) 2011-03-30 2016-09-02 주식회사 레고켐 바이오사이언스 신규한 옥사졸리디논 유도체 및 이를 함유하는 의약 조성물

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CA1260948A (en) * 1984-12-05 1989-09-26 E. I. Du Pont De Nemours And Company Aminomethyl oxooxazolidinyl benzene derivatives useful as antibacterial agents

Also Published As

Publication number Publication date
EP0127902A2 (en) 1984-12-12
AU583250B2 (en) 1989-04-27
IE841407L (en) 1984-12-07
FI83216C (fi) 1991-06-10
AU2909984A (en) 1984-12-13
ES8802037A1 (es) 1988-03-16
HUT34462A (en) 1985-03-28
FI842273A0 (fi) 1984-06-06
IL72028A (en) 1988-05-31
NZ208395A (en) 1987-07-31
HU194194B (en) 1988-01-28
IE57619B1 (en) 1993-02-10
EP0127902B1 (en) 1991-10-16
DK279584A (da) 1984-12-08
ES8506659A1 (es) 1985-08-01
GR82361B (es) 1984-12-13
EP0127902A3 (en) 1987-09-02
DE3485162D1 (de) 1991-11-21
NO163451B (no) 1990-02-19
PT78703A (en) 1984-07-01
IL72028A0 (en) 1984-10-31
ES533097A0 (es) 1985-08-01
ES540812A0 (es) 1988-03-16
NO163451C (no) 1990-05-30
NO842273L (no) 1984-12-10
DK279584D0 (da) 1984-06-06
CA1254213A (en) 1989-05-16
FI842273A (fi) 1984-12-08
SU1426451A3 (ru) 1988-09-23
FI83216B (fi) 1991-02-28
SU1505442A3 (ru) 1989-08-30
CA1275652C (en) 1990-10-30

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