RU2672553C2 - Соединения и способы лечения лейкемии - Google Patents

Соединения и способы лечения лейкемии Download PDF

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RU2672553C2
RU2672553C2 RU2014141152A RU2014141152A RU2672553C2 RU 2672553 C2 RU2672553 C2 RU 2672553C2 RU 2014141152 A RU2014141152 A RU 2014141152A RU 2014141152 A RU2014141152 A RU 2014141152A RU 2672553 C2 RU2672553 C2 RU 2672553C2
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leukemia
cells
compounds
ref
optionally substituted
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RU2014141152A
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RU2014141152A (ru
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Марк Р. КЕЛЛИ
Мелисса Л. ФИШЕЛ
Анджело А. КАРДОСО
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Индиана Юниверсити Рисерч Энд Текнолоджи Корпорейшн
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182Radicals derived from carboxylic acids
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    • A61K31/12Ketones
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/16Amides, e.g. hydroxamic acids
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    • A61K31/164Amides, e.g. hydroxamic acids of a carboxylic acid with an aminoalcohol, e.g. ceramides
    • AHUMAN NECESSITIES
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19Carboxylic acids, e.g. valproic acid
    • A61K31/20Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
    • A61K31/201Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids having one or two double bonds, e.g. oleic, linoleic acids
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    • A61K31/33Heterocyclic compounds
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    • A61K31/381Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
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    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/45Non condensed piperidines, e.g. piperocaine having oxo groups directly attached to the heterocyclic ring, e.g. cycloheximide
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    • A61K31/435Heterocyclic 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
    • A61K31/47Quinolines; Isoquinolines
    • A61K31/475Quinolines; Isoquinolines having an indole ring, e.g. yohimbine, reserpine, strychnine, vinblastine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic 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
    • AHUMAN NECESSITIES
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic 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
    • A61K31/505Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/519Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
    • AHUMAN NECESSITIES
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    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/53751,4-Oxazines, e.g. morpholine
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    • A61K31/56Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/57Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
    • A61K31/573Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
    • AHUMAN NECESSITIES
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7028Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
    • A61K31/7034Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
    • A61K31/704Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin attached to a condensed carbocyclic ring system, e.g. sennosides, thiocolchicosides, escin, daunorubicin
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    • 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
    • A61P35/00Antineoplastic agents
    • A61P35/02Antineoplastic agents specific for leukemia
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/70Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/72Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms
    • C07C235/76Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
    • C07C235/78Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton the carbon skeleton containing rings
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    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/527Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings
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    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
    • C07D211/40Oxygen atoms

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  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
RU2014141152A 2012-03-14 2013-03-13 Соединения и способы лечения лейкемии RU2672553C2 (ru)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201261610722P 2012-03-14 2012-03-14
US61/610,722 2012-03-14
PCT/US2013/030748 WO2013138430A1 (en) 2012-03-14 2013-03-13 Compounds and methods for treating leukemia

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RU2014141152A RU2014141152A (ru) 2016-05-10
RU2672553C2 true RU2672553C2 (ru) 2018-11-16

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US (1) US9315481B2 (enExample)
EP (1) EP2825162B1 (enExample)
JP (1) JP6424155B2 (enExample)
KR (1) KR20140136436A (enExample)
CN (2) CN104244934A (enExample)
AU (1) AU2013232208B2 (enExample)
CA (1) CA2865437A1 (enExample)
ES (1) ES2689665T3 (enExample)
IL (1) IL234273A (enExample)
MX (1) MX356102B (enExample)
RU (1) RU2672553C2 (enExample)
WO (1) WO2013138430A1 (enExample)
ZA (1) ZA201406172B (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2797687C1 (ru) * 2022-04-08 2023-06-07 федеральное государственное бюджетное учреждение "Национальный медицинский исследовательский центр детской гематологии, онкологии и иммунологии имени Дмитрия Рогачева" Министерства здравоохранения Российской Федерации Способ лечения острого лимфобластного лейкоза из В-клеток предшественников с перестройками в гене КМТ2А у детей первого года жизни

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR112013030370A2 (pt) * 2011-05-26 2017-08-08 Apex Therapeutics Inc compostos de quinona para tratamento de doenças mediadas por ape1
US10772859B2 (en) * 2015-05-21 2020-09-15 Indiana University Research And Technology Corporation Methods of targeting APE/Ref-1 to inhibit hypoxia signaling genes
EP3573606A4 (en) * 2017-01-25 2020-11-25 Indiana University Research and Technology Corporation PROPHYLAXIS AND TREATMENT OF ACUTE MYELOID LEUKEMIA
CA3056240A1 (en) * 2017-03-20 2018-09-27 Indiana University Research And Technology Corporation Use of ape1/ref-1 inhibitors in combination therapies for treatment of cancer

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2315043C2 (ru) * 2002-06-28 2008-01-20 Ниппон Синяку Ко., Лтд. Амидное производное, фармацевтическая композиция и терапевтические средства на его основе
US20100285008A1 (en) * 2007-09-26 2010-11-11 Indiana University Research And Technologhy Corporation Benzoquinone derivative e3330 in combination with chemotherapeutic agents for the treatment of cancer and angiogenesis
RU2010136653A (ru) * 2008-02-01 2012-03-10 Акинион Фармасьютикалз Аб (Se) Новые соединения, применение и получение их

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5627165A (en) 1990-06-13 1997-05-06 Drug Innovation & Design, Inc. Phosphorous prodrugs and therapeutic delivery systems using same
CA2429005A1 (en) * 2001-09-17 2003-03-27 Daiichi Suntory Pharma Co., Ltd. Substituted benzoic acid derivatives having nf-kb inhibiting action
FR2900150B1 (fr) * 2006-04-25 2012-07-06 Fluofarma Composes de type 1,4-naphtoquinones, compositions les comprenant et utilisation de ces composes en tant qu'agent anti-cancereux
CN101547705B (zh) * 2006-12-11 2013-06-12 健泰科生物技术公司 用于治疗新生物的组合物和方法
CN102215833B (zh) * 2007-11-21 2014-11-05 印第安纳大学研究及科技有限公司 苯醌衍生物e3330联合化疗剂用于治疗癌症和血管生成
BR112013030370A2 (pt) * 2011-05-26 2017-08-08 Apex Therapeutics Inc compostos de quinona para tratamento de doenças mediadas por ape1
WO2012167122A1 (en) * 2011-06-03 2012-12-06 Indiana University Research And Technology Corporation Compounds, compositions and methods for treating oxidative dna damage disorders

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2315043C2 (ru) * 2002-06-28 2008-01-20 Ниппон Синяку Ко., Лтд. Амидное производное, фармацевтическая композиция и терапевтические средства на его основе
US20100285008A1 (en) * 2007-09-26 2010-11-11 Indiana University Research And Technologhy Corporation Benzoquinone derivative e3330 in combination with chemotherapeutic agents for the treatment of cancer and angiogenesis
RU2010136653A (ru) * 2008-02-01 2012-03-10 Акинион Фармасьютикалз Аб (Se) Новые соединения, применение и получение их

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
FISHEL ML et al. "Inhibition of the redox function of APE1/Ref-1 in myeloid leukemia cell lines results in a hypersensitive response to retinoic acid-induced differentiation and apoptosos". Exp Hematol 2010 Dec;38(12):1178-1188, найдено 30.06.2017 из Интернет:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2998713/pdf/nihms247159.pdf. *
RU 2010136653 А, 10.03.20012. *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2797687C1 (ru) * 2022-04-08 2023-06-07 федеральное государственное бюджетное учреждение "Национальный медицинский исследовательский центр детской гематологии, онкологии и иммунологии имени Дмитрия Рогачева" Министерства здравоохранения Российской Федерации Способ лечения острого лимфобластного лейкоза из В-клеток предшественников с перестройками в гене КМТ2А у детей первого года жизни

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ZA201406172B (en) 2016-05-25
AU2013232208A1 (en) 2014-09-04
EP2825162B1 (en) 2018-09-12
ES2689665T3 (es) 2018-11-15
KR20140136436A (ko) 2014-11-28
RU2014141152A (ru) 2016-05-10
WO2013138430A1 (en) 2013-09-19
EP2825162A4 (en) 2015-01-21
JP6424155B2 (ja) 2018-11-14
US9315481B2 (en) 2016-04-19
AU2013232208B2 (en) 2017-04-27
JP2015511604A (ja) 2015-04-20
CN109602734A (zh) 2019-04-12
MX2014010275A (es) 2014-09-16
US20150018355A1 (en) 2015-01-15
IL234273A (en) 2017-07-31
EP2825162A1 (en) 2015-01-21
MX356102B (es) 2018-05-14
CN104244934A (zh) 2014-12-24
CA2865437A1 (en) 2013-09-19

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