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EA201171406A1 - Спирооксетановые производные урацилсодержащих нуклеозидов - Google Patents

Спирооксетановые производные урацилсодержащих нуклеозидов

Info

Publication number
EA201171406A1
EA201171406A1 EA201171406A EA201171406A EA201171406A1 EA 201171406 A1 EA201171406 A1 EA 201171406A1 EA 201171406 A EA201171406 A EA 201171406A EA 201171406 A EA201171406 A EA 201171406A EA 201171406 A1 EA201171406 A1 EA 201171406A1
Authority
EA
Eurasian Patent Office
Prior art keywords
phenyl
6alkyl
optionally substituted
formula
spirooxetane
Prior art date
Application number
EA201171406A
Other languages
English (en)
Other versions
EA022084B1 (ru
Inventor
Тим Хьюго Мария Йонкерс
Пьер Жан-Мари Бернар Рабуассон
Коэн Вандик
Стивен Морис Паула Ван Хоф
Лили Ху
Абделлах Тахри
Original Assignee
ЯНССЕН ПРОДАКТС, Эл.Пи.
Медивир Аб
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 ЯНССЕН ПРОДАКТС, Эл.Пи., Медивир Аб filed Critical ЯНССЕН ПРОДАКТС, Эл.Пи.
Publication of EA201171406A1 publication Critical patent/EA201171406A1/ru
Publication of EA022084B1 publication Critical patent/EA022084B1/ru

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C07H19/067—Pyrimidine radicals with ribosyl as the saccharide radical
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/50—Pyridazines; Hydrogenated pyridazines
    • A61K31/503—Pyridazines; Hydrogenated pyridazines spiro-condensed
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • A61K31/706—Compounds 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
    • A61K31/7064—Compounds 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • A61K31/706—Compounds 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
    • A61K31/7064—Compounds 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
    • A61K31/7068—Compounds 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
    • A61K31/7072—Compounds 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
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/10—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/18—Acyclic radicals, substituted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
    • C07H21/02—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids with ribosyl as saccharide radical

Landscapes

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

Abstract

Раскрыты соединения формулы (I), включая их любые возможные стереоизомеры, где Rпредставляет собой монофосфатную, дифосфатную или трифосфатную сложноэфирную группу; или Rпредставляет собой формулу (II) или формулу (III), Rпредставляет собой необязательно замещенный фенил, необязательно замещенный нафтил или необязательно замещенный индолил; Rи R' представляют собой водород, C-Салкил, бензил или фенил; или Rи R' образуют С-Сциклоалкил; Rпредставляет собой C-Салкил, С-Сциклоалкил, фенил или фенил-C-Салкил, где фенильный фрагмент в фениле или фенил-С-Салкиле необязательно замещен; или их фармацевтически приемлемая соль или сольват; технологии получения лекарственных средств и применение соединений I в качестве ингибиторов вируса HCV.
EA201171406A 2009-05-14 2010-05-11 Спирооксетановые производные урацилсодержащих нуклеозидов EA022084B1 (ru)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP09160215 2009-05-14
PCT/EP2010/056438 WO2010130726A1 (en) 2009-05-14 2010-05-11 Uracyl spirooxetane nucleosides

Publications (2)

Publication Number Publication Date
EA201171406A1 true EA201171406A1 (ru) 2012-05-30
EA022084B1 EA022084B1 (ru) 2015-10-30

Family

ID=40823307

Family Applications (1)

Application Number Title Priority Date Filing Date
EA201171406A EA022084B1 (ru) 2009-05-14 2010-05-11 Спирооксетановые производные урацилсодержащих нуклеозидов

Country Status (38)

Country Link
US (2) US8481510B2 (ru)
EP (2) EP2430035B1 (ru)
JP (2) JP5778135B2 (ru)
KR (1) KR101806837B1 (ru)
CN (1) CN102439024B (ru)
AP (1) AP2783A (ru)
AR (1) AR076579A1 (ru)
AU (1) AU2010247439B2 (ru)
BR (1) BRPI1010579A2 (ru)
CA (1) CA2760329C (ru)
CL (1) CL2011002859A1 (ru)
CO (1) CO6440533A2 (ru)
CR (1) CR20120297A (ru)
CY (2) CY1114081T1 (ru)
DK (2) DK2511282T3 (ru)
EA (1) EA022084B1 (ru)
EC (1) ECSP11011461A (ru)
ES (2) ES2477598T3 (ru)
HN (1) HN2011003014A (ru)
HR (2) HRP20130554T1 (ru)
IL (1) IL215955A (ru)
JO (1) JO3027B1 (ru)
ME (1) ME01478B (ru)
MX (1) MX2011012027A (ru)
MY (1) MY157018A (ru)
NI (1) NI201100197A (ru)
NZ (1) NZ596073A (ru)
PL (2) PL2511282T3 (ru)
PT (2) PT2511282E (ru)
RS (1) RS52822B (ru)
SG (1) SG175981A1 (ru)
SI (2) SI2511282T1 (ru)
SM (2) SMT201300078B (ru)
TW (1) TWI461432B (ru)
UA (1) UA105790C2 (ru)
UY (1) UY32642A (ru)
WO (1) WO2010130726A1 (ru)
ZA (1) ZA201108309B (ru)

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US8173621B2 (en) 2008-06-11 2012-05-08 Gilead Pharmasset Llc Nucleoside cyclicphosphates
AU2009329872B2 (en) 2008-12-23 2016-07-07 Gilead Pharmasset Llc Synthesis of purine nucleosides
JO3027B1 (ar) 2009-05-14 2016-09-05 Janssen Products Lp نيوكليوسيدات يوراسيل سبيرواوكسيتان
WO2012062869A1 (en) * 2010-11-10 2012-05-18 Janssen Products, Lp Uracyl spirooxetane nucleoside phosphoramidates
EP2638054B1 (en) 2010-11-10 2014-12-03 Janssen Products, L.P. Uracyl spirooxetane nucleoside phosphoramidates
PT3042910T (pt) * 2010-11-30 2019-04-16 Gilead Pharmasset Llc 2'-espiro-nucleósidos para utilização na terapia da hepatite c
AU2015252113B2 (en) * 2010-11-30 2017-05-04 Gilead Pharmasset Llc Compounds
ES2744587T3 (es) * 2011-04-13 2020-02-25 Gilead Sciences Inc Análogos de N-nucleósido de pirimidina 1-sustituidos para un tratamiento antiviral
AU2012358804B2 (en) 2011-12-22 2018-04-19 Alios Biopharma, Inc. Substituted phosphorothioate nucleotide analogs
SG11201407336PA (en) 2012-05-25 2015-03-30 Janssen Sciences Ireland Uc Uracyl spirooxetane nucleosides
MX374244B (es) * 2013-03-08 2025-03-05 Nanjing Sanhome Pharmaceutical Co Ltd Compuesto de fosforamidato de nucleosido novedoso y su uso.
JP2016522172A (ja) 2013-04-12 2016-07-28 アキリオン ファーマシューティカルズ，インコーポレーテッド Ｈｃｖを治療するのに有用な重水素化されたヌクレオシドプロドラッグ
CN104231023B (zh) * 2013-06-06 2019-02-05 南京汇诚制药有限公司 三环稠杂环类核苷氨基磷酸酯化合物、其制备方法及应用
CA2928254A1 (en) * 2013-11-28 2015-06-04 Jennifer Albaneze-Walker Crystal form of nucleoside inhibitor of hcv
AU2016229966B2 (en) 2015-03-06 2018-09-27 Atea Pharmaceuticals, Inc. Beta-D-2'-deoxy-2'alpha-fluoro-2'-beta-C-substituted-2-modified-N6-substituted purine nucleotides for HCV treatment
WO2018013937A1 (en) 2016-07-14 2018-01-18 Atea Pharmaceuticals, Inc. Beta-d-2'-deoxy-2'-alpha-fluoro-2'-beta-c-substituted-4'-fluoro-n6-substituted-6-amino-2-substituted purine nucleotides for the treatment of hepatitis c virus infection
ES2907874T3 (es) 2016-09-07 2022-04-26 Atea Pharmaceuticals Inc Nucleótidos de purina 2'-sustituidos-N6-sustituidos para el tratamiento de virus de ARN
JP7066728B2 (ja) 2017-02-01 2022-05-13 アテア ファーマシューティカルズ， インコーポレイテッド Ｃ型肝炎ウイルスの治療のためのヌクレオチドヘミ硫酸塩
CN117402189A (zh) 2018-01-10 2024-01-16 广东集宝医药技术有限公司 氨基磷(膦)酸缩醛和磷(膦)酸缩醛化合物
WO2019200005A1 (en) 2018-04-10 2019-10-17 Atea Pharmaceuticals, Inc. Treatment of hcv infected patients with cirrhosis
CA3143349A1 (en) 2019-07-17 2021-01-21 Nucorion Pharmaceuticals, Inc. Cyclic deoxyribonucleotide compounds
US10874687B1 (en) 2020-02-27 2020-12-29 Atea Pharmaceuticals, Inc. Highly active compounds against COVID-19
AU2021255811A1 (en) * 2020-04-14 2022-12-22 Janssen Pharmaceuticals, Inc Spirocyclic nucleoside analogues for the treatment of hepatitis E
JP2024525164A (ja) 2021-06-17 2024-07-10 アテア ファーマシューティカルズ， インコーポレイテッド 有利な抗ｈｃｖ併用療法

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EP1539188B1 (en) * 2001-01-22 2015-01-07 Merck Sharp & Dohme Corp. Nucleoside derivatives as inhibitors of rna-dependent rna viral polymerase
WO2006012078A2 (en) * 2004-06-24 2006-02-02 Merck & Co., Inc. Nucleoside aryl phosphoramidates for the treatment of rna-dependent rna viral infection
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JO3027B1 (ar) 2009-05-14 2016-09-05 Janssen Products Lp نيوكليوسيدات يوراسيل سبيرواوكسيتان

Also Published As

Publication number Publication date
EP2511282B1 (en) 2014-04-02
MY157018A (en) 2016-04-15
NZ596073A (en) 2013-02-22
UA105790C2 (ru) 2014-06-25
EA022084B1 (ru) 2015-10-30
IL215955A0 (en) 2012-01-31
PL2430035T3 (pl) 2013-08-30
EP2511282A1 (en) 2012-10-17
CY1115383T1 (el) 2017-01-04
CA2760329A1 (en) 2010-11-18
CN102439024B (zh) 2014-09-17
US20130217648A1 (en) 2013-08-22
KR101806837B1 (ko) 2017-12-08
SI2430035T1 (sl) 2013-08-30
KR20120018355A (ko) 2012-03-02
SI2511282T1 (sl) 2014-09-30
HK1166326A1 (en) 2012-10-26
AR076579A1 (es) 2011-06-22
EP2430035B1 (en) 2013-04-03
CO6440533A2 (es) 2012-05-15
ES2477598T3 (es) 2014-07-17
RS52822B (sr) 2013-10-31
HRP20130554T1 (xx) 2013-07-31
US8933052B2 (en) 2015-01-13
CR20120297A (es) 2012-10-25
EP2430035A1 (en) 2012-03-21
HRP20140605T1 (hr) 2014-09-26
BRPI1010579A2 (pt) 2016-03-15
AP2011005958A0 (en) 2011-10-31
US20120065156A1 (en) 2012-03-15
DK2511282T3 (da) 2014-07-07
SG175981A1 (en) 2011-12-29
HN2011003014A (es) 2014-06-30
WO2010130726A1 (en) 2010-11-18
AU2010247439B2 (en) 2014-09-25
TWI461432B (zh) 2014-11-21
JP5778135B2 (ja) 2015-09-16
SMT201300078B (it) 2013-09-06
CY1114081T1 (el) 2016-07-27
TW201100442A (en) 2011-01-01
ES2411086T3 (es) 2013-07-04
AU2010247439A1 (en) 2011-12-01
DK2430035T3 (da) 2013-05-27
IL215955A (en) 2015-03-31
PL2511282T3 (pl) 2014-09-30
UY32642A (es) 2010-11-30
CA2760329C (en) 2017-10-31
ECSP11011461A (es) 2012-02-29
SMT201400085B (it) 2014-09-08
CL2011002859A1 (es) 2012-07-20
JP2015180692A (ja) 2015-10-15
JP2012526764A (ja) 2012-11-01
JO3027B1 (ar) 2016-09-05
US8481510B2 (en) 2013-07-09
NI201100197A (es) 2012-05-28
AP2783A (en) 2013-10-31
PT2511282E (pt) 2014-07-11
MX2011012027A (es) 2012-02-28
ZA201108309B (en) 2013-04-24
PT2430035E (pt) 2013-05-22
ME01478B (me) 2014-04-20
CN102439024A (zh) 2012-05-02

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