EA201600241A1 - Замещенные (2r,3r,5r)-3-гидрокси-(5-пиримидин-1-ил)тетрагидрофуран-2-илметил арил фосфорамидаты - Google Patents

Замещенные (2r,3r,5r)-3-гидрокси-(5-пиримидин-1-ил)тетрагидрофуран-2-илметил арил фосфорамидаты

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EA201600241A1
EA201600241A1 EA201600241A EA201600241A EA201600241A1 EA 201600241 A1 EA201600241 A1 EA 201600241A1 EA 201600241 A EA201600241 A EA 201600241A EA 201600241 A EA201600241 A EA 201600241A EA 201600241 A1 EA201600241 A1 EA 201600241A1
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Prior art keywords
ylcarbonyl
alkyl
optionally substituted
pyrimidin
piperidin
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EA201600241A
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EA027990B1 (ru
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Андрей Александрович ИВАЩЕНКО
Александр Васильевич ИВАЩЕНКО
Олег Дмитриевич МИТЬКИН
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Андрей Александрович ИВАЩЕНКО
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Publication of EA201600241A1 publication Critical patent/EA201600241A1/ru
Publication of EA027990B1 publication Critical patent/EA027990B1/ru

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    • 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
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • 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
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Abstract

Данное изобретение относится к новым замещенным эфирам амидофосфорной кислоты - (2R,3R,5R)-3-гидрокси-(5-пиримидин-1-ил)тетрагидрофуран-2-илметил арил фосфорамидату общей формулы 1, или его стереоизомеру, или фармацевтически приемлемой солигде Rпредставляет собой водород, (СН)[(СН)С]Si, C-C-ацил, необязательно замещенный NRRгруппой, в которой Rи Rпредставляют собой независимо водород или C-C-алкил; 1-пиррол-2-илкарбонил, пиперидин-3-илкарбонил или пиперидин-4-илкарбонил; Rи Rпредставляют собой F или Rпредставляет собой F или ОН и Rпредставляет собой СН; Rпредставляет собой водород или метил; Ar представляет собой фенил, пиридил или нафтил, где фенил, пиридил или нафтил являются необязательно замещенными по крайней мере одним из следующего: C-алкил, C-алкенил, С-алкинил, С-алкокси, F, Cl, Br, I, нитро, циано, -N(Cалкил); Pm представляет собой 2,4-диоксо-3,4-дигидро-2Н-пиримидин-1-ил или 4-амино-2-оксо-2Н-пиримидин-1-ил, в котором аминогруппа является необязательно замещенной радикалом C(O)R, где Rпредставляет собой (1) C-С-алкил, необязательно замещенный NRRгруппой, где Rи Rпредставляют собой независимо водород или C-C-алкил; C-алкокси, необязательно замещенную фенилом; (2) 1-пиррол-2-илкарбонил, пиперидин-3-илкарбонил, пиперидин-4-илкарбонил; X представляет собой О или N-R, где Rпредставляет собой C-C-алкил, необязательно замещенный ОН или ОСН; n=1, 2 или 3. Новое соединение может быть использовано в качестве ингибитора полимеразы NS5B вируса гепатита С и для лечения заболевания, обусловленного вирусом гепатита С.
EA201600241A 2013-10-11 2014-10-06 Замещенные (2r,3r,5r)-3-гидрокси(5-пиримидин-1-ил)тетрагидрофуран-2-илметил арил фосфорамидаты EA027990B1 (ru)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US14/051,464 US8889701B1 (en) 2013-10-11 2013-10-11 Substituted (S)-(2R,3R,5R)-3-hydroxy-(5-pyrimidin-1-yl)tetrahydrofuran-2-ylmethyl aryl phosphoramidate
PCT/RU2014/000742 WO2015053662A1 (ru) 2013-10-11 2014-10-06 Замещенные (2r, 3r, 5r)-3-гидрокси-(5-пиримидин-1-ил) тетрагидрофуран-2-илметил арил фосфорамидаты

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EA201600241A1 true EA201600241A1 (ru) 2016-07-29
EA027990B1 EA027990B1 (ru) 2017-09-29

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US (1) US8889701B1 (ru)
EP (2) EP3078669A4 (ru)
JP (1) JP2016538252A (ru)
KR (1) KR20160070758A (ru)
AU (1) AU2014331682A1 (ru)
EA (1) EA027990B1 (ru)
WO (2) WO2015053662A1 (ru)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8889701B1 (en) * 2013-10-11 2014-11-18 Alla Chem, Llc Substituted (S)-(2R,3R,5R)-3-hydroxy-(5-pyrimidin-1-yl)tetrahydrofuran-2-ylmethyl aryl phosphoramidate
RU2553996C1 (ru) * 2013-11-27 2015-06-20 Андрей Александрович Иващенко Замещенные (2r,3r,5r)-3-гидрокси-(5-пиримидин-1-ил)тетрагидрофуран-2-илметил арил фосфорамидаты
MY190867A (en) 2015-03-06 2022-05-13 Atea Pharmaceuticals Inc ? -d-2'-deoxy-2'-?-fluoro-2'- ? -c-substituted-2-modified-n6-substituted purine nucleotides for hcv treatment
LU100724B1 (en) 2016-07-14 2018-07-31 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
EA037868B1 (ru) 2016-09-07 2021-05-28 Атеа Фармасьютикалс, Инк. 2'-замещенные-n6-замещенные пуриновые нуклеотиды для лечения вызванных рнк-вирусом заболеваний
US10266558B2 (en) * 2016-10-07 2019-04-23 Alexandre Vasilievich Ivachtchenko Macroheterocyclic nucleoside derivatives and their analogues, production and use thereof
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
BR112019018615B1 (pt) * 2017-03-10 2021-11-16 Lakewood Amedex, Inc. Composto antimicrobiano e sua composiqao farmaceutica
AU2018312224A1 (en) * 2017-07-31 2020-02-27 January Therapeutics, Inc. Organophosphate derivatives
CN112351799A (zh) 2018-04-10 2021-02-09 阿堤亚制药公司 具有硬化的hcv感染患者的治疗
US10874687B1 (en) 2020-02-27 2020-12-29 Atea Pharmaceuticals, Inc. Highly active compounds against COVID-19

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AU2007338899A1 (en) * 2006-12-20 2008-07-03 Istituto Di Ricerche Di Biologia Molecolare P. Angeletti S.P.A. Nucleoside cyclic phosphoramidates for the treatment of RNA-dependent RNA viral infection
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TWI576352B (zh) * 2009-05-20 2017-04-01 基利法瑪席特有限責任公司 核苷磷醯胺
US9156872B2 (en) * 2011-04-13 2015-10-13 Merck Sharp & Dohme Corp. 2′-azido substituted nucleoside derivatives and methods of use thereof for the treatment of viral diseases
US8889701B1 (en) * 2013-10-11 2014-11-18 Alla Chem, Llc Substituted (S)-(2R,3R,5R)-3-hydroxy-(5-pyrimidin-1-yl)tetrahydrofuran-2-ylmethyl aryl phosphoramidate

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WO2015054706A1 (en) 2015-04-16
AU2014331682A1 (en) 2016-04-07
JP2016538252A (ja) 2016-12-08
EP3078669A1 (en) 2016-10-12
EP3055316A1 (en) 2016-08-17
EA027990B1 (ru) 2017-09-29
KR20160070758A (ko) 2016-06-20
US8889701B1 (en) 2014-11-18
WO2015053662A1 (ru) 2015-04-16
EP3078669A4 (en) 2017-06-21

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