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RU2016151973A - Пиридиноны, замещенные фенилом и трет-бутилуксусной кислотой, обладающие анти-вич эффектами - Google Patents

Пиридиноны, замещенные фенилом и трет-бутилуксусной кислотой, обладающие анти-вич эффектами Download PDF

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RU2016151973A
RU2016151973A RU2016151973A RU2016151973A RU2016151973A RU 2016151973 A RU2016151973 A RU 2016151973A RU 2016151973 A RU2016151973 A RU 2016151973A RU 2016151973 A RU2016151973 A RU 2016151973A RU 2016151973 A RU2016151973 A RU 2016151973A
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phenyl
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compound according
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cyclohexyl
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RU2016151973A
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Брайан Элвин Джонс
Эмили Йоханн ВЕЛЬТУЙЗЕН
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ВАЙВ ХЕЛТКЕР ЮКей ЛИМИТЕД
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • 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
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4412—Non condensed pyridines; Hydrogenated derivatives thereof having oxo groups directly attached to the heterocyclic ring
    • 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
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4418—Non condensed pyridines; Hydrogenated derivatives thereof having a carbocyclic group directly attached to the heterocyclic ring, e.g. cyproheptadine
    • 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
    • A61P31/18—Antivirals for RNA viruses for HIV
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/76—Nitrogen atoms to which a second hetero atom is attached
    • 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
    • C07D413/04—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 directly linked by a ring-member-to-ring-member bond

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Virology (AREA)
  • Epidemiology (AREA)
  • Oncology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Communicable Diseases (AREA)
  • AIDS & HIV (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Molecular Biology (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Claims (20)

1. Соединение формулы I:
Figure 00000001
где:
R1 представляет собой фенил, возможно замещенный 1-4 заместителями, выбранными из C1-3алкила, галогена или -СН2СН2СН2О-, где эта группа связана с соседними атомами углерода на фениле с образованием кольца;
L представляет собой связь, C1-3алкилен, -SO2-, -SO2CH2-, -NHSO2-, -NHSO2CH2-, -С(О)-, -C(O)NH-, -C(O)NHCH2-, -С(O)ОСН2-, -С(O)С(O)-, -СН2С(O)-, С3-7гетероарил или -С3-7гетероарилNН-, где каждый гетероарил содержит от одного до трех гетероатомов, выбранных из S, N и О;
R2 представляет собой Н, циклогексил или фенил, где указанные циклогексил и фенил возможно замещены 1-3 заместителями, выбранными из С1-3алкила и галогена;
R3 представляет собой Н или -NHSO2R4, где R4 представляет собой С1-8алкил, и где указанный алкил может включать циклоалкильные фрагменты.
2. Соединение по п. 1, где R1 представляет собой фенил, возможно замещенный метильной группой.
3. Соединение по п. 1 или 2, где L представляет собой связь, -оксадиазолил-NH-, -C(O)NH- или -C(O)NHCH2-.
4. Соединение по любому из пп. 1-3, где R2 представляет собой Н, циклогексил или фенил, где указанные циклогексил и фенил возможно замещены 1 или 2 метильными группами.
5. Соединение по любому из пп. 1-4, где R3 представляет собой Н, -NHSO2CH3 или -NНSО2СН2циклогексил.
6. Соединение по любому из пп. 1-5, где стереохимическая конфигурация атома углерода, с которым связана трет-бутильная группа, является такой, как изображено ниже:
Figure 00000002
7. Соединение, представляющее собой фармацевтически приемлемую соль соединения по любому из пп. 1-6.
8. Фармацевтическая композиция, содержащая соединение по любому из пп. 1-7.
9. Способ лечения вирусной инфекции у пациента, опосредованной по меньшей мере частично вирусом из семейства ретровирусов, включающий введение указанному пациенту композиции по п. 8.
10. Способ по п. 9, где указанная вирусная инфекция опосредована вирусом ВИЧ.
11. Соединение по любому из пп. 1-7 для применения в лекарственной терапии.
12. Соединение по любому из пп. 1-7 для применения в лечении вирусной инфекции у человека.
13. Применение соединения по любому из пп. 1-7 в изготовлении лекарственного средства для использования в лечении вирусной инфекции у человека.
RU2016151973A 2014-07-21 2015-07-16 Пиридиноны, замещенные фенилом и трет-бутилуксусной кислотой, обладающие анти-вич эффектами RU2016151973A (ru)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201462026782P 2014-07-21 2014-07-21
US62/026,782 2014-07-21
PCT/IB2015/055385 WO2016012913A1 (en) 2014-07-21 2015-07-16 Phenyl and tertbutylacetic acid substituted pyridinones having anti-hiv effects

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RU2016151973A true RU2016151973A (ru) 2018-08-22
RU2016151973A3 RU2016151973A3 (ru) 2018-11-09

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US (1) US9802898B2 (ru)
EP (1) EP3172189A1 (ru)
JP (1) JP2017521455A (ru)
KR (1) KR20170032324A (ru)
CN (1) CN106536482A (ru)
AR (1) AR101222A1 (ru)
AU (1) AU2015293578B2 (ru)
CA (1) CA2954724A1 (ru)
CL (1) CL2017000151A1 (ru)
IL (1) IL249560A0 (ru)
MA (1) MA40220A (ru)
RU (1) RU2016151973A (ru)
TW (1) TW201617317A (ru)
UY (1) UY36217A (ru)
WO (1) WO2016012913A1 (ru)
ZA (1) ZA201608598B (ru)

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US20190284136A1 (en) 2016-07-25 2019-09-19 Viiv Healthcare Uk Limited Indoline derivatives
WO2018190350A1 (ja) 2017-04-10 2018-10-18 三井化学アグロ株式会社 ピリドン化合物およびそれを有効成分とする農園芸用殺菌剤
US10293012B2 (en) 2017-05-04 2019-05-21 Arizona Board Of Regents On Behalf Of Arizona State University Methods of using extracts of melissa officinalis against filoviruses
WO2018208739A1 (en) * 2017-05-08 2018-11-15 Thomas Cahill Pharmaceutical compositions comprising caffeic acid chelates
JP7157738B2 (ja) * 2017-06-08 2022-10-20 三井化学アグロ株式会社 ピリドン化合物およびそれを有効成分とする農園芸用殺菌剤
US12114658B2 (en) 2018-07-25 2024-10-15 Mitsui Chemicals Crop & Life Solutions, Inc. Compounds having a nitrogen-containing unsaturated six-membered ring and agricultural and horticultural fungicides containing the same as active ingredients

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CL2004002050A1 (es) * 2003-08-13 2005-06-03 Pharmacia Corp Sa Organizada B Compuestos derivados de piridinonas sustituidas; su uso en el tratamiento de afecciones causadas o exacerbadas por actividad p38 map kinasa y/o tnf no regulada, tales como inflamaciones, tumores, sida y otros.
US7939545B2 (en) 2006-05-16 2011-05-10 Boehringer Ingelheim International Gmbh Inhibitors of human immunodeficiency virus replication
US8338441B2 (en) * 2009-05-15 2012-12-25 Gilead Sciences, Inc. Inhibitors of human immunodeficiency virus replication
GB0913636D0 (en) * 2009-08-05 2009-09-16 Univ Leuven Kath Novel viral replication inhibitors
WO2013002357A1 (ja) * 2011-06-30 2013-01-03 塩野義製薬株式会社 Ｈｉｖ複製阻害剤
US9012642B2 (en) * 2011-09-22 2015-04-21 Viiv Healthcare Uk Limited Pyrrolopyridinone compounds and methods for treating HIV
PT2877468T (pt) * 2012-07-12 2017-11-21 Viiv Healthcare Uk Ltd Compostos e métodos para o tratamento de vih

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UY36217A (es) 2016-02-29
RU2016151973A3 (ru) 2018-11-09
US9802898B2 (en) 2017-10-31
AU2015293578B2 (en) 2017-10-05
JP2017521455A (ja) 2017-08-03
WO2016012913A1 (en) 2016-01-28
AR101222A1 (es) 2016-11-30
CL2017000151A1 (es) 2017-07-28
MA40220A (fr) 2017-05-31
ZA201608598B (en) 2019-06-26
KR20170032324A (ko) 2017-03-22
AU2015293578A1 (en) 2017-01-19
TW201617317A (zh) 2016-05-16
CN106536482A (zh) 2017-03-22
US20170217890A1 (en) 2017-08-03
EP3172189A1 (en) 2017-05-31
CA2954724A1 (en) 2016-01-28
IL249560A0 (en) 2017-02-28

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