CA2869317C - 4'-azido,3'-fluoro substituted nucleoside derivatives as inhibitors of hcv rna replication - Google Patents

4'-azido,3'-fluoro substituted nucleoside derivatives as inhibitors of hcv rna replication Download PDF

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Publication number
CA2869317C
CA2869317C CA2869317A CA2869317A CA2869317C CA 2869317 C CA2869317 C CA 2869317C CA 2869317 A CA2869317 A CA 2869317A CA 2869317 A CA2869317 A CA 2869317A CA 2869317 C CA2869317 C CA 2869317C
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CA
Canada
Prior art keywords
compound
azido
fluoro
furan
tetrahydro
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Expired - Fee Related
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CA2869317A
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English (en)
French (fr)
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CA2869317A1 (en
Inventor
Mark Smith
Francisco Xavier Talamas
Jing Zhang
Zhuming Zhang
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Riboscience LLC
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Riboscience LLC
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Publication of CA2869317A1 publication Critical patent/CA2869317A1/en
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Publication of CA2869317C publication Critical patent/CA2869317C/en
Expired - Fee Related legal-status Critical Current
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06Pyrimidine radicals
    • C07H19/10Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7052Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • A61K31/706Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom
    • A61K31/7064Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines
    • A61K31/7068Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines having oxo groups directly attached to the pyrimidine ring, e.g. cytidine, cytidylic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7052Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • A61K31/706Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom
    • A61K31/7064Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines
    • A61K31/7068Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines having oxo groups directly attached to the pyrimidine ring, e.g. cytidine, cytidylic acid
    • A61K31/7072Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines having oxo groups directly attached to the pyrimidine ring, e.g. cytidine, cytidylic acid having two oxo groups directly attached to the pyrimidine ring, e.g. uridine, uridylic acid, thymidine, zidovudine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06Pyrimidine radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16Purine radicals

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Virology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oncology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Communicable Diseases (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
CA2869317A 2011-12-20 2012-12-17 4'-azido,3'-fluoro substituted nucleoside derivatives as inhibitors of hcv rna replication Expired - Fee Related CA2869317C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201161577712P 2011-12-20 2011-12-20
US61/577,712 2011-12-20
PCT/EP2012/075688 WO2013092447A1 (en) 2011-12-20 2012-12-17 4'-azido, 3'-fluoro substituted nucleoside derivatives as inhibitors of hcv rna replication

Publications (2)

Publication Number Publication Date
CA2869317A1 CA2869317A1 (en) 2013-06-27
CA2869317C true CA2869317C (en) 2016-05-17

Family

ID=47469968

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2869317A Expired - Fee Related CA2869317C (en) 2011-12-20 2012-12-17 4'-azido,3'-fluoro substituted nucleoside derivatives as inhibitors of hcv rna replication

Country Status (31)

Country Link
US (1) US9708357B2 (forum.php)
EP (1) EP2794628B1 (forum.php)
JP (1) JP6118336B2 (forum.php)
KR (1) KR101687084B1 (forum.php)
CN (2) CN104011060A (forum.php)
AU (1) AU2012357986B2 (forum.php)
BR (1) BR112014015066A2 (forum.php)
CA (1) CA2869317C (forum.php)
CL (1) CL2014001599A1 (forum.php)
CO (1) CO6990719A2 (forum.php)
CR (1) CR20140255A (forum.php)
CY (1) CY1119015T1 (forum.php)
DK (1) DK2794628T3 (forum.php)
EA (1) EA024847B1 (forum.php)
ES (1) ES2626484T3 (forum.php)
HK (1) HK1200835A1 (forum.php)
HU (1) HUE033332T2 (forum.php)
IL (1) IL232843B (forum.php)
IN (1) IN2014CN04530A (forum.php)
LT (1) LT2794628T (forum.php)
MA (1) MA35749B1 (forum.php)
MX (1) MX350810B (forum.php)
PE (1) PE20141599A1 (forum.php)
PH (1) PH12014501283A1 (forum.php)
PL (1) PL2794628T3 (forum.php)
PT (1) PT2794628T (forum.php)
SG (1) SG11201403086YA (forum.php)
SI (1) SI2794628T1 (forum.php)
UA (1) UA110428C2 (forum.php)
WO (1) WO2013092447A1 (forum.php)
ZA (1) ZA201404444B (forum.php)

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EP2852605B1 (en) 2012-05-22 2018-01-31 Idenix Pharmaceuticals LLC 3',5'-cyclic phosphate prodrugs for hcv infection
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Also Published As

Publication number Publication date
HUE033332T2 (en) 2017-11-28
SI2794628T1 (sl) 2017-07-31
IL232843A0 (en) 2014-07-31
PH12014501283A1 (en) 2014-09-08
BR112014015066A2 (pt) 2017-06-13
EA201491180A1 (ru) 2014-11-28
HK1200835A1 (en) 2015-08-14
EA024847B1 (ru) 2016-10-31
UA110428C2 (uk) 2015-12-25
US9708357B2 (en) 2017-07-18
EP2794628B1 (en) 2017-03-29
SG11201403086YA (en) 2014-07-30
CN108409820A (zh) 2018-08-17
MX2014007028A (es) 2014-09-16
KR101687084B1 (ko) 2016-12-15
LT2794628T (lt) 2017-07-10
US20140369959A1 (en) 2014-12-18
JP6118336B2 (ja) 2017-04-19
EP2794628A1 (en) 2014-10-29
CL2014001599A1 (es) 2014-11-03
DK2794628T3 (en) 2017-07-10
CO6990719A2 (es) 2014-07-10
CA2869317A1 (en) 2013-06-27
ZA201404444B (en) 2015-08-26
PT2794628T (pt) 2017-07-05
CR20140255A (es) 2014-08-20
ES2626484T3 (es) 2017-07-25
IN2014CN04530A (forum.php) 2015-09-11
MA35749B1 (fr) 2014-12-01
NZ625844A (en) 2016-08-26
JP2015500851A (ja) 2015-01-08
AU2012357986A1 (en) 2014-06-19
IL232843B (en) 2018-02-28
PL2794628T3 (pl) 2017-09-29
WO2013092447A1 (en) 2013-06-27
HK1199037A1 (en) 2015-06-19
PE20141599A1 (es) 2014-10-30
MX350810B (es) 2017-09-20
AU2012357986B2 (en) 2017-02-02
CY1119015T1 (el) 2018-01-10
CN104011060A (zh) 2014-08-27
KR20140108303A (ko) 2014-09-05

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