WO1995014014A3 - Pyrone derivatives as protease inhibitors and antiviral agents - Google Patents

Pyrone derivatives as protease inhibitors and antiviral agents Download PDF

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Publication number
WO1995014014A3
WO1995014014A3 PCT/US1994/012367 US9412367W WO9514014A3 WO 1995014014 A3 WO1995014014 A3 WO 1995014014A3 US 9412367 W US9412367 W US 9412367W WO 9514014 A3 WO9514014 A3 WO 9514014A3
Authority
WO
WIPO (PCT)
Prior art keywords
protease inhibitors
pyrone derivatives
antiviral agents
pyrones
present
Prior art date
Application number
PCT/US1994/012367
Other languages
French (fr)
Other versions
WO1995014014A2 (en
Inventor
John Michael Domagala
Edmund Lee Ellsworth
Elizabeth Lunney
Daniel Fred Ortwine
Kimberly Suzanne Para
Josyula Venkata Nagendr Prasad
Tomi Sawyer
Bradley Dean Tait
Original Assignee
Parke Davis & 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
Priority claimed from US08/319,768 external-priority patent/US5808062A/en
Priority to JP7514461A priority Critical patent/JPH09505295A/en
Priority to SK639-96A priority patent/SK63996A3/en
Priority to EP95900457A priority patent/EP0729466A1/en
Priority to EE9600044A priority patent/EE9600044A/en
Priority to MD96-0171A priority patent/MD960171A/en
Application filed by Parke Davis & Co filed Critical Parke Davis & Co
Priority to AU81276/94A priority patent/AU682417B2/en
Publication of WO1995014014A2 publication Critical patent/WO1995014014A2/en
Publication of WO1995014014A3 publication Critical patent/WO1995014014A3/en
Priority to BG100564A priority patent/BG62770B1/en
Priority to FI962019A priority patent/FI962019A/en
Priority to NO962015A priority patent/NO962015D0/en

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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
    • A61P31/04—Antibacterial agents
    • 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
    • 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
    • C07D309/34—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D309/36—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
    • C07D309/38—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms one oxygen atom in position 2 or 4, e.g. pyrones
    • 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
    • C07D405/10—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 aromatic rings
    • 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
    • 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
    • C07D407/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D407/12—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 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
    • C07D409/04—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 directly linked by a ring-member-to-ring-member bond
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Oncology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Communicable Diseases (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Virology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

The present invention relates to novel tri- and tetrasubstituted pyrones and related structures which potently inhibit the HIV aspartyl protease blocking HIV infectivity. The pyrone derivatives are useful in the development of therapies for the treatment of baterial and viral infections and diseases, including AIDS. The present invention is also directed to methods of synthesis of multifunctionalized pyrones and of related structures.
PCT/US1994/012367 1993-11-19 1994-10-26 Pyrone derivatives as protease inhibitors and antiviral agents WO1995014014A2 (en)

Priority Applications (9)

Application Number Priority Date Filing Date Title
AU81276/94A AU682417B2 (en) 1993-11-19 1994-10-26 Pyrone derivatives as protease inhibitors and antiviral agents
SK639-96A SK63996A3 (en) 1993-11-19 1994-10-26 Pyrone derivatives as protease inhibitors and antiviral agents
EP95900457A EP0729466A1 (en) 1993-11-19 1994-10-26 Pyrone derivatives as protease inhibitors and antiviral agents
EE9600044A EE9600044A (en) 1993-11-19 1994-10-26 Pyranone derivatives as protease inhibitors and antiviral agents
MD96-0171A MD960171A (en) 1993-11-19 1994-10-26 Pyrone derivatives as protease inhibitors and antiviral agents
JP7514461A JPH09505295A (en) 1993-11-19 1994-10-26 Pyrone derivatives as protease inhibitors and antiviral agents
BG100564A BG62770B1 (en) 1993-11-19 1996-05-03 Pyrone derivatives as protease inhibitors and antiviral agents
FI962019A FI962019A (en) 1993-11-19 1996-05-13 Pyrone derivatives as protease inhibitors and antiviral agents
NO962015A NO962015D0 (en) 1993-11-19 1996-05-15 Pyron derivatives such as protease inhibitors and antivirus agents

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US15502893A 1993-11-19 1993-11-19
US08/319,768 1994-10-12
US08/155,028 1994-10-12
US08/319,768 US5808062A (en) 1993-11-19 1994-10-12 Pyrone derivatives as protease inhibitors and antiviral agents

Publications (2)

Publication Number Publication Date
WO1995014014A2 WO1995014014A2 (en) 1995-05-26
WO1995014014A3 true WO1995014014A3 (en) 1995-06-15

Family

ID=26851948

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1994/012367 WO1995014014A2 (en) 1993-11-19 1994-10-26 Pyrone derivatives as protease inhibitors and antiviral agents

Country Status (16)

Country Link
EP (1) EP0729466A1 (en)
JP (1) JPH09505295A (en)
AU (1) AU682417B2 (en)
BG (1) BG62770B1 (en)
CA (1) CA2174124A1 (en)
CZ (1) CZ134396A3 (en)
EE (1) EE9600044A (en)
FI (1) FI962019A (en)
HR (1) HRP940938A2 (en)
HU (1) HUT74888A (en)
IL (1) IL111671A0 (en)
NO (1) NO962015D0 (en)
PL (1) PL314484A1 (en)
RU (1) RU2153497C2 (en)
SK (1) SK63996A3 (en)
WO (1) WO1995014014A2 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2154561B1 (en) * 1998-09-25 2001-12-01 Almirall Prodesfarma Sa DERIVATIVES OF 2-FENILPIRAN-4-ONA.
ES2168895A1 (en) * 1999-03-26 2002-06-16 Almirall Prodesfarma Sa 2-Phenylpyran-4-one derivatives as cyclooxygenase-2 (COX-2) inhibitors useful e.g. for treating pain, fever or inflammation, preventing colorectal cancer or neurodegenerative diseases
TW587079B (en) 1998-09-25 2004-05-11 Almirall Prodesfarma Ag 2-phenylpyran-4-one derivatives
PE20011333A1 (en) 2000-03-16 2002-01-16 Almirall Prodesfarma Ag DERIVATIVES OF 2-FENYLPYRAN-4-ONA AS INHIBITORS OF CYCLOOXYGENASE 2
WO2017218617A1 (en) * 2016-06-14 2017-12-21 Bristol-Myers Squibb Company 4-hydroxy-3-sulfonylpyridin-2(1h)-ones as apj receptor agonists
EP3468956B1 (en) * 2016-06-14 2021-03-03 Bristol-Myers Squibb Company 6-hydroxy-5-(phenyl/heteroarylsulfonyl)pyrimidin-4(1h)-ones as apj agonists

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3724M (en) * 1963-12-04 1965-12-06 Marcel Perrault Medicinal product based on anisoyl-3 hydroxy-4 p. methoxy-phenyl-6α-pyrone.
US3818046A (en) * 1972-12-18 1974-06-18 Dow Chemical Co Sulfur-containing hydroxy pyrones and alkali metal salts thereof
EP0588137A1 (en) * 1992-09-10 1994-03-23 Bayer Ag 3-Aryl-2-pyranone derivatives
WO1994011361A1 (en) * 1992-11-13 1994-05-26 The Upjohn Company Pyran-2-ones and 5,6-dihydropyran-2-ones useful for treating hiv and other retroviruses
JPH07225125A (en) * 1994-02-14 1995-08-22 Olympus Optical Co Ltd Range finder

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3724M (en) * 1963-12-04 1965-12-06 Marcel Perrault Medicinal product based on anisoyl-3 hydroxy-4 p. methoxy-phenyl-6α-pyrone.
US3818046A (en) * 1972-12-18 1974-06-18 Dow Chemical Co Sulfur-containing hydroxy pyrones and alkali metal salts thereof
EP0588137A1 (en) * 1992-09-10 1994-03-23 Bayer Ag 3-Aryl-2-pyranone derivatives
WO1994011361A1 (en) * 1992-11-13 1994-05-26 The Upjohn Company Pyran-2-ones and 5,6-dihydropyran-2-ones useful for treating hiv and other retroviruses
JPH07225125A (en) * 1994-02-14 1995-08-22 Olympus Optical Co Ltd Range finder

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CH.MENTZER ET AL.: "SYNTHESE DE NOUVEAUX DERIVES ALPHA-PYRONIQUES PAR CONDENSATION THERMIQUE D'ESTERS MALONIQUES AVEC DES CETONES.", BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, no. 75, 1962, PARIS FR, pages 365 - 369 *
CHEMICAL ABSTRACTS, vol. 78, no. 25, 1973, Columbus, Ohio, US; abstract no. 29482e, page 477; *

Also Published As

Publication number Publication date
EE9600044A (en) 1996-10-15
FI962019A0 (en) 1996-05-13
EP0729466A1 (en) 1996-09-04
WO1995014014A2 (en) 1995-05-26
NO962015L (en) 1996-05-15
RU2153497C2 (en) 2000-07-27
BG62770B1 (en) 2000-07-31
AU682417B2 (en) 1997-10-02
CZ134396A3 (en) 1996-08-14
CA2174124A1 (en) 1995-05-26
HUT74888A (en) 1997-02-28
HRP940938A2 (en) 1997-06-30
FI962019A (en) 1996-05-20
IL111671A0 (en) 1995-01-24
AU8127694A (en) 1995-06-06
BG100564A (en) 1996-12-31
JPH09505295A (en) 1997-05-27
PL314484A1 (en) 1996-09-16
HU9601347D0 (en) 1996-07-29
SK63996A3 (en) 1996-11-06
NO962015D0 (en) 1996-05-15

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