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UY25708A1 - Dihidropironas inhibidoras de hiv proteasa - Google Patents

Dihidropironas inhibidoras de hiv proteasa

Info

Publication number
UY25708A1
UY25708A1 UY25708A UY25708A UY25708A1 UY 25708 A1 UY25708 A1 UY 25708A1 UY 25708 A UY25708 A UY 25708A UY 25708 A UY25708 A UY 25708A UY 25708 A1 UY25708 A1 UY 25708A1
Authority
UY
Uruguay
Prior art keywords
carbons
straight
branched alkyl
dihydropyrones
heteroatoms
Prior art date
Application number
UY25708A
Other languages
English (en)
Inventor
Frederick Boyer
John DOMAGALA
Edmund Gajda
Edmund Ellsworth
Christopher Gajda
Susan Hagen
Michael Lovdahl
Elizabeth Lunney
Larry Markoski
Vara Josyula
Bradley Tait
Original Assignee
Warner Lambert 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.)
Filing date
Publication date
Application filed by Warner Lambert Co filed Critical Warner Lambert Co
Publication of UY25708A1 publication Critical patent/UY25708A1/es

Links

Classifications

    • 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
    • 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
    • A61P31/14—Antivirals for RNA viruses
    • 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
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/32—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • 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
    • 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
    • C07D405/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • 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
    • C07D409/12—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 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
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • 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
    • 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
    • C07D417/12—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 chain containing hetero atoms as chain links
    • 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
    • C07D417/14—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 three or more hetero rings

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Virology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Oncology (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Communicable Diseases (AREA)
  • AIDS & HIV (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Indole Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Furan Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Dihidropironas de fórmula general (I) o una sal farmacológicamnete aceptable, caracterizado porque: R1 es H o un alquilo recto o ramificado de 1 a 6 carbonos o un carbociclo de 3 a 6 carbonos; R2 es H o un alquilo recto o ramificado de 1 a 5 carbonos; Además de cualquiera de R1-R3 o R4-R6 pueden formar juntos un anillo de 5 a 6 átomos totales que pueden contenr de 0 a 3 heteroátomos; R7 es un alquilo recto o ramificado de 1 a 7 carbonos o un carbociclo de 3 a 6 carbonos; R' es independientemente H, un alquilo recto o ramificado de 1 a 4 carbonos o un fenilo; Ar1 y Ar2 son independientemente fenilo o un heterociclo de 5 a 6 átomos que tiene 1 a 4 heteroátomos o un heterociclo fusionado que posee heteroátomos, con la salvedad de que al menos un Ar es het. También se incluyen métodos de síntesis de las dihidropironas y los intermedios útiles en la preparación de los compuestos finales. Ejemplos de compuestos de fórmula general (I) seleccionados: 3-(2-terc-butil-4-hidroximetil-5-metil-fenilsulfanil)-4-hidroxi-6-isopropil-6-(2-piridin-4-il-etil)-5,6-dihidro-piran-2-ona; 3-(4-amino-2-terc-butil-fenilsulfanil)-4-hidroxi-6-[2-(3-hidroximetil-tiofen-2-il)-etil]-6-isopropil-5,6-dihidro-piran-2-ona; entre otros. Estos compuestos tienen propiedades farmacológicas mejoradas para tratar infecciones o enfermedad causada por un retrovirus, y más especialmente inhiben en forma potente la HIV aspartil proteasa bloqueando la infectividad del HIV; por tanto estas dihidropironas son útiles en el desarrollo de terapias para el tratamiento de infecciones y enfermedades virales, incluyendo el SIDA. Se incluye también un método de tratamiento que incluye los compuestos descritos en combinación con AZT o ddC y otro agente antiviral.
UY25708A 1998-09-11 1999-09-10 Dihidropironas inhibidoras de hiv proteasa UY25708A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US9994698P 1998-09-11 1998-09-11

Publications (1)

Publication Number Publication Date
UY25708A1 true UY25708A1 (es) 1999-11-17

Family

ID=22277357

Family Applications (1)

Application Number Title Priority Date Filing Date
UY25708A UY25708A1 (es) 1998-09-11 1999-09-10 Dihidropironas inhibidoras de hiv proteasa

Country Status (13)

Country Link
US (3) US6528510B1 (es)
EP (1) EP1112269A2 (es)
JP (1) JP2002524560A (es)
KR (1) KR20010085780A (es)
AR (1) AR043271A1 (es)
AU (2) AU773567B2 (es)
BR (1) BR9913598A (es)
CA (1) CA2339275A1 (es)
NZ (1) NZ510013A (es)
PE (1) PE20001052A1 (es)
UY (1) UY25708A1 (es)
WO (1) WO2000015634A2 (es)
ZA (1) ZA200100806B (es)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1112269A2 (en) * 1998-09-11 2001-07-04 Warner-Lambert Company Hiv protease inhibitors
WO2003091230A1 (en) * 2002-04-26 2003-11-06 Orchid Chemicals & Pharmaceuticals Limited Process for the preparation of 4-methyl-thiazole-5-carbaldehyde intermediate
DOP2003000641A (es) * 2002-05-10 2003-11-15 Pfizer Inhibidores de las arn polimerasa dependiente de arn del virus de las hepatitis c y composiciones y tratamiento que los usan
US7148226B2 (en) * 2003-02-21 2006-12-12 Agouron Pharmaceuticals, Inc. Inhibitors of hepatitis C virus RNA-dependent RNA polymerase, and compositions and treatments using the same
UA88909C2 (ru) * 2004-08-18 2009-12-10 Пфайзер Инк. Ингибиторы рнк-зависимой рнк-полимеразы вируса гепатита с, фармацевтическая композиция на их основе и их применение
PA8792501A1 (es) * 2007-08-09 2009-04-23 Sanofi Aventis Nuevos derivados de 6-triazolopiridacina-sulfanil benzotiazol y bencimidazol,su procedimiento de preparación,su aplicación como medicamentos,composiciones farmacéuticas y nueva utilización principalmente como inhibidores de met.
CA2704645A1 (en) * 2007-11-09 2009-05-14 The Salk Institute For Biological Studies Non-nucleoside reverse transcriptase inhibitors
MY148651A (en) 2007-12-20 2013-05-15 Pharma Mar Sa Antitumoral compounds
FR2933982A1 (fr) * 2008-07-18 2010-01-22 Sanofi Aventis Nouveaux derives imidazo°1,2-a!pyrimidine, leur procede de preparation, leur application a titre de medicaments, compositions pharmaceutiques et nouvelle utilisation notamment comme inhibiteurs de met
US12083099B2 (en) 2020-10-28 2024-09-10 Accencio LLC Methods of treating symptoms of coronavirus infection with viral protease inhibitors

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3786063A (en) * 1971-05-24 1974-01-15 Universal Oil Prod Co Thiazolethiosulfonates
US5789440A (en) * 1993-11-19 1998-08-04 Warner-Lambert Company 5,6-dihydropyrone derivatives as protease inhibitors and antiviral agents
EP0729464A1 (en) * 1993-11-19 1996-09-04 PARKE, DAVIS & COMPANY 5,6-dihydropyrone derivatives as protease inhibitors and antiviral agents
MD1560G2 (ro) 1993-11-19 2001-07-31 Parke, Davis & Company Compuşi ciclici, compoziţii farmaceutice pe baza lor şi metode de tratament al infecţiilor sau bolilor provocate de retrovirusuri
US5834506A (en) * 1996-11-01 1998-11-10 Warner-Lambert Company Dihydropyrones with improved antiviral activity
EP1112269A2 (en) * 1998-09-11 2001-07-04 Warner-Lambert Company Hiv protease inhibitors

Also Published As

Publication number Publication date
WO2000015634A3 (en) 2000-11-16
US20040106606A1 (en) 2004-06-03
ZA200100806B (en) 2002-01-29
US6852711B2 (en) 2005-02-08
JP2002524560A (ja) 2002-08-06
US6528510B1 (en) 2003-03-04
KR20010085780A (ko) 2001-09-07
US20050075390A1 (en) 2005-04-07
PE20001052A1 (es) 2000-10-18
NZ510013A (en) 2003-11-28
EP1112269A2 (en) 2001-07-04
AR043271A1 (es) 2005-07-27
AU2004205322A1 (en) 2004-09-23
CA2339275A1 (en) 2000-03-23
AU5780299A (en) 2000-04-03
AU773567B2 (en) 2004-05-27
WO2000015634A2 (en) 2000-03-23
BR9913598A (pt) 2001-05-29

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RDES Application refused

Effective date: 20091027