WO2003082881A3 - Pyridoxal-5-phosphate derivatives as hiv integrase inhibitors - Google Patents

Pyridoxal-5-phosphate derivatives as hiv integrase inhibitors Download PDF

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Publication number
WO2003082881A3
WO2003082881A3 PCT/CA2003/000427 CA0300427W WO03082881A3 WO 2003082881 A3 WO2003082881 A3 WO 2003082881A3 CA 0300427 W CA0300427 W CA 0300427W WO 03082881 A3 WO03082881 A3 WO 03082881A3
Authority
WO
WIPO (PCT)
Prior art keywords
pyridoxal
hiv integrase
integrase inhibitors
phosphate derivatives
derivatives
Prior art date
Application number
PCT/CA2003/000427
Other languages
French (fr)
Other versions
WO2003082881A2 (en
Inventor
Gilles Sauve
Brent Richard Stranix
Original Assignee
Pharmacor Inc
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 CA002379526A external-priority patent/CA2379526A1/en
Application filed by Pharmacor Inc filed Critical Pharmacor Inc
Priority to AU2003215469A priority Critical patent/AU2003215469A1/en
Publication of WO2003082881A2 publication Critical patent/WO2003082881A2/en
Publication of WO2003082881A3 publication Critical patent/WO2003082881A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
    • C07F9/65583—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as ring hetero atom
    • 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
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/58—Pyridine rings

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Virology (AREA)
  • Biochemistry (AREA)
  • Communicable Diseases (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • AIDS & HIV (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A compound of formula (I), and pharmaceutically acceptable derivatives thereof Cx , R1 and R2 being as defined in the disclosure may be used to inhibit the activity of HIV integrase.
PCT/CA2003/000427 2002-03-28 2003-03-19 Pyridoxal-5-phosphate derivatives as hiv integrase inhibitors WO2003082881A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003215469A AU2003215469A1 (en) 2002-03-28 2003-03-19 Pyridoxal-5-phosphate derivatives as hiv integrase inhibitors

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CA2,379,526 2002-03-28
CA002379526A CA2379526A1 (en) 2002-03-28 2002-03-28 Pyridoxal-5-phosphate derivatives as hiv integrase inhibitors
US10/183,468 US6638921B1 (en) 2002-03-28 2002-06-28 Pyridoxal-5-phosphate derivatives as HIV integrase inhibitors
US10/183,468 2002-06-28

Publications (2)

Publication Number Publication Date
WO2003082881A2 WO2003082881A2 (en) 2003-10-09
WO2003082881A3 true WO2003082881A3 (en) 2003-12-04

Family

ID=28675950

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CA2003/000427 WO2003082881A2 (en) 2002-03-28 2003-03-19 Pyridoxal-5-phosphate derivatives as hiv integrase inhibitors

Country Status (2)

Country Link
AU (1) AU2003215469A1 (en)
WO (1) WO2003082881A2 (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PA8586801A1 (en) 2002-10-31 2005-02-04 Pfizer HIV-INTEGRESS INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND METHODS FOR USE
US7745625B2 (en) 2004-03-15 2010-06-29 Bristol-Myers Squibb Company Prodrugs of piperazine and substituted piperidine antiviral agents
CN1953985B (en) * 2004-03-15 2010-06-09 布里斯托尔-迈尔斯斯奎布公司 Prodrugs of piperazine and substituted piperidine antiviral agents
WO2005103051A1 (en) * 2004-04-26 2005-11-03 Pfizer Inc. Inhibitors of the hiv integrase enzyme
WO2005103003A2 (en) 2004-04-26 2005-11-03 Pfizer Inc. Pyrrolopyridine derivatives and their use as hiv-integrase inhibitors
EP1873155A1 (en) * 2004-04-26 2008-01-02 Pfizer Inc. Inhibitors of the HIV integrase enzyme
US20060100432A1 (en) 2004-11-09 2006-05-11 Matiskella John D Crystalline materials of 1-(4-benzoyl-piperazin-1-yl)-2-[4-methoxy-7-(3-methyl-[1,2,4]triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-ethane-1,2-dione
US7183284B2 (en) 2004-12-29 2007-02-27 Bristol-Myers Squibb Company Aminium salts of 1,2,3-triazoles as prodrugs of drugs including antiviral agents
US7851476B2 (en) 2005-12-14 2010-12-14 Bristol-Myers Squibb Company Crystalline forms of 1-benzoyl-4-[2-[4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-YL)-1-[(phosphonooxy)methyl]-1H-pyrrolo[2,3-C]pyridin-3-YL]-1,2-dioxoethyl]-piperazine
US7807671B2 (en) 2006-04-25 2010-10-05 Bristol-Myers Squibb Company Diketo-piperazine and piperidine derivatives as antiviral agents
WO2009005469A2 (en) * 2007-07-03 2009-01-08 David Erlinge The use of compounds such as pyridoxal derivatives for the treatment of diabetes or diseases associated with the metabolic syndrome
EP2853565A1 (en) * 2013-09-27 2015-04-01 Consejo Superior De Investigaciones Científicas Glutamate receptor photomodulators
EP3412651A1 (en) * 2017-06-06 2018-12-12 Institut National De La Sante Et De La Recherche Medicale (Inserm) Inhibitors of rac1 and uses thereof for inducing bronchodilatation
CN110330454B (en) * 2019-08-28 2021-05-14 北华航天工业学院 Synthesis method of pyridine heterocyclic azobenzene

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000059867A1 (en) * 1999-03-30 2000-10-12 Pharmacor Inc. Hydroxyphenyl derivatives with hiv integrase inhibitory properties
US6313177B1 (en) * 1999-04-30 2001-11-06 Pharmacor Inc. D-mannitol derivatives as HIV aspartyl protease inhibitors

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000059867A1 (en) * 1999-03-30 2000-10-12 Pharmacor Inc. Hydroxyphenyl derivatives with hiv integrase inhibitory properties
US6313177B1 (en) * 1999-04-30 2001-11-06 Pharmacor Inc. D-mannitol derivatives as HIV aspartyl protease inhibitors

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
KIM ET AL.: "Structure-Activity Relationships of Pyridoxal Phosphate Derivatives as Potent and Selective Antagonists of P2X1 Receptors", J. MED. CHEM., vol. 44, 2001, pages 340 - 349, XP001018799 *
KIM ET AL.: "Synthesis and Structure-Activity Relationships of Pyridoxal-6-arylazo-5'-phosphate and Phosphonate Derivatives as P2 Receptor Antagonists", DRUG DEVELOPMENT RESEARCH, vol. 45, 1998, pages 52 - 66, XP002170147 *
ZIGANSHIN ET AL.: "Effect of new pyridoxal phosphate aryalzo derivatives on the ECTO-ATPase activity in Guinea pig tissues", PHARMACEUTICAL CHEMISTRY JOURNAL, vol. 34, no. 5, 2000, pages 226 - 228, XP001000528 *

Also Published As

Publication number Publication date
WO2003082881A2 (en) 2003-10-09
AU2003215469A8 (en) 2003-10-13
AU2003215469A1 (en) 2003-10-13

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