ES2180201T3 - Derivados de azetidinona para el tratamiento de infecciones por hcmv. - Google Patents

Derivados de azetidinona para el tratamiento de infecciones por hcmv.

Info

Publication number
ES2180201T3
ES2180201T3 ES98947256T ES98947256T ES2180201T3 ES 2180201 T3 ES2180201 T3 ES 2180201T3 ES 98947256 T ES98947256 T ES 98947256T ES 98947256 T ES98947256 T ES 98947256T ES 2180201 T3 ES2180201 T3 ES 2180201T3
Authority
ES
Spain
Prior art keywords
lower alkyl
het
hydrogen
optionally substituted
phenyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
ES98947256T
Other languages
English (en)
Inventor
Christiane Yoakim
Robert Deziel
William W Ogilvie
Jeffrey O'meara
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.)
Boehringer Ingelheim Canada Ltd
Original Assignee
Boehringer Ingelheim Canada Ltd
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 Boehringer Ingelheim Canada Ltd filed Critical Boehringer Ingelheim Canada Ltd
Application granted granted Critical
Publication of ES2180201T3 publication Critical patent/ES2180201T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • A61P31/12—Antivirals
    • A61P31/20—Antivirals for DNA viruses
    • A61P31/22—Antivirals for DNA viruses for herpes viruses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon 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
    • C07D413/06—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 only aliphatic carbon atoms
    • 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
    • C07D417/06—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 only aliphatic carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Virology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Un compuesto de la fórmula I en el que R1 es hidrógeno, metilo, etilo, metoxi o metiltio; R2 y R3 son cada uno independientemente hidrógeno o alquilo inferior; R4 es hidrógeno o alquilo inferior; R5 es alquilo inferior, cicloalquilo inferior, CH2C(O)OR6 en el que R6 es metilo, etilo o fenilmetilo; fenilo, fenilo monosustituido, disustituido o trisustituido, con un sustituyente seleccionado independientemente de un grupo consistente en alquilo inferior, alcoxi inferior, alquiltio inferior, halo, hidroxi y amino; fenil (alquilo inferior), fenil (alquilo inferior) monosustituido o disustituido en su parte de fenilo con un sustituyente seleccionado independientemente del grupo consistente en alquilo inferior, alcoxi inferior, alquiltio inferior, halo, hidroxi, nitro, amino, alquilamino inferior, di(alquilo inferior)amino, acilamino inferior, di(alquilo inferior)aminocarbonilo, ciano, trifluorometilo, (trifluorometil)tio, (trifluorometil)sulfinilo, (trifluorometil)sulfonilo y C(O)OR7 en la que R7 es metilo, etilo o fenilmetilo; Het o Het(alquilo inferior) en el que Het es 2-furilo, 2- metil-3-furilo, 2-tienilo, 2-piridinilo, 3-piridinilo, 4- piridinilo, 3-metil-2-pirrolilo, 2-tiazolilo, 4-tiazolilo, 2-isoxazolilo, 2-pirimidinilo, 4-metil-2-pirimidinilo, 4,6- dimetil-2-pirimidinilo, 4-pirimidinilo, 2,6-dimetil-2- pirimidinilo, 4-metiltetrazolilo, 2-benzotiazolilo o 2- tiazolo[4,5-b]piridinilo; (5-benzo[1,3]dioxolil)metilo, 1(R)-(1-naftalenil)-etilo; o R4 y R5 junto con el átomo de nitrógeno al que están unidos, forman pirrolidino, piperidino, morfolino, N- metilpiperazino, 1-(3,4-dihidro-1H-isoquinolinilo) o 2-(3,4- dihidro-1H-isoquinolinilo); y Z es alquilo inferior, fenilo, fenilo monosustituido o disustituido con un sustituyente seleccionado independientemente de alquilo inferior, alcoxi inferior, halo, hidroxi y amino; fenilmetilo, fenilmetilo monosustituido o disustituido en su parte de fenilo con un sustituyente seleccionado de un grupo consistente en alquilo inferior, alcoxiinferior, halo, hidroxi y amino; o (CH2)p-(Het) en el que p es el número entero 0 o 1, y Het es como se ha definido aquí; en el que la expresión "alquilo inferior" sola o en combinación con otro radical, significa radicales de cadena alquilo lineal o ramificada, que contienen hasta 6 átomos de carbono; la expresión "alcoxi inferior" significa radicales de cadena alcoxi lineal, que contienen de uno a cuatro átomos de carbono, y radicales de cadena alcoxi ramificada que contienen de tres a cuatro átomos de carbono; la expresión "alcanoílo inferior" sola o en combinación con otro radical, significa una cadena de 1-oxoalquilo lineal que contiene de uno a seis átomos de carbono o una cadena de 1-oxoalquilo ramificada que contiene de cuatro a seis átomos de carbono; y la expresión -cicloalquilo inferior- sola o en combinación con otro radical, significa radicales hidrocarbonados cíclicos saturados que contienen de tres a siete átomos de carbono; con la condición de que cuando Z es (CH2)p-(Het) como aquí se define, entonces R2 y R3 son cada uno hidrógeno; o una de sus sales de adición de ácido terapéuticamente aceptables.
ES98947256T 1997-10-07 1998-10-06 Derivados de azetidinona para el tratamiento de infecciones por hcmv. Expired - Lifetime ES2180201T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US6154497P 1997-10-07 1997-10-07

Publications (1)

Publication Number Publication Date
ES2180201T3 true ES2180201T3 (es) 2003-02-01

Family

ID=22036448

Family Applications (1)

Application Number Title Priority Date Filing Date
ES98947256T Expired - Lifetime ES2180201T3 (es) 1997-10-07 1998-10-06 Derivados de azetidinona para el tratamiento de infecciones por hcmv.

Country Status (11)

Country Link
US (1) US6242439B1 (es)
EP (1) EP1021405B1 (es)
JP (1) JP2001519329A (es)
AT (1) ATE224872T1 (es)
AU (1) AU9426098A (es)
CA (1) CA2301543C (es)
DE (1) DE69808326T2 (es)
DK (1) DK1021405T3 (es)
ES (1) ES2180201T3 (es)
PT (1) PT1021405E (es)
WO (1) WO1999018072A1 (es)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ527852A (en) 2001-03-28 2005-03-24 Schering Corp Enantioselective synthesis of azetidinone intermediate compounds
DE10134478B4 (de) * 2001-07-16 2007-10-31 Priaton Gmbh Verfahren zur Darstellung von thiazolsubstituierten β-Lactamen
US20080264095A1 (en) * 2005-03-09 2008-10-30 Combs Steven Larue Cold Room With Roof-Top Support Platform
WO2010027951A1 (en) * 2008-09-02 2010-03-11 The Board Of Trustees Of The University Of Illinois Compositions and methods for inhibiting entry of a hepatic virus
JP7273951B2 (ja) 2018-09-12 2023-05-15 ノバルティス アーゲー 抗ウイルス性ピリドピラジンジオン化合物
CN114667285A (zh) 2019-09-26 2022-06-24 诺华股份有限公司 抗病毒吡唑并吡啶酮化合物

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5229381A (en) * 1983-12-01 1993-07-20 Merck & Co., Inc. Substituted azetidinones as anti-inflammatory and antidegenerative agents
US4680391A (en) 1983-12-01 1987-07-14 Merck & Co., Inc. Substituted azetidinones as anti-inflammatory and antidegenerative agents
NZ228600A (en) * 1988-04-11 1992-02-25 Merck & Co Inc 1-(benzylaminocarbonyl)-4-phenoxy-azetidin-2-one derivatives
DE377549T1 (de) 1989-01-03 1990-11-08 Marcos Y. Southbridge Mass. Kleinerman Fernmessung physikalischer variablen mit faseroptischen systemen.
US5100880A (en) * 1991-03-20 1992-03-31 Merck & Co., Inc. Novel betalactam elastase inhibitors containing phosphorous acid derivatives at the 4-position of the 2-azetidinone
US5104862A (en) * 1991-03-20 1992-04-14 Merck & Co., Inc. Bethalactam elastase inhibitors containing phosphorous acid derivatives at the 4-position of the 2-azetidinone
US5229831A (en) 1991-09-20 1993-07-20 The Charles Stark Draper Laboratory, Inc. Ultraminiature tactical grade cryogenic RFOG
GB2266527A (en) * 1992-03-17 1993-11-03 Merck & Co Inc Substituted azetidinones useful in the treatment of leukemia
GB9314350D0 (en) * 1993-07-12 1993-08-25 Zeneca Ltd Armide derivatives
CA2186111A1 (en) * 1994-03-23 1995-09-28 Hiroshi Kido Novel remedy for respiratory-tract viral disease

Also Published As

Publication number Publication date
JP2001519329A (ja) 2001-10-23
DE69808326D1 (de) 2002-10-31
CA2301543A1 (en) 1999-04-15
ATE224872T1 (de) 2002-10-15
EP1021405B1 (en) 2002-09-25
US6242439B1 (en) 2001-06-05
DE69808326T2 (de) 2003-05-22
WO1999018072A1 (en) 1999-04-15
AU9426098A (en) 1999-04-27
PT1021405E (pt) 2003-02-28
DK1021405T3 (da) 2003-02-03
CA2301543C (en) 2005-05-17
EP1021405A1 (en) 2000-07-26

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