RU2448958C2 - Производные азапептидов - Google Patents

Производные азапептидов Download PDF

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Publication number
RU2448958C2
RU2448958C2 RU2010100821/04A RU2010100821A RU2448958C2 RU 2448958 C2 RU2448958 C2 RU 2448958C2 RU 2010100821/04 A RU2010100821/04 A RU 2010100821/04A RU 2010100821 A RU2010100821 A RU 2010100821A RU 2448958 C2 RU2448958 C2 RU 2448958C2
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RU
Russia
Prior art keywords
compound
therapeutic agents
pharmaceutically acceptable
inhibitor
administration
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RU2010100821/04A
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English (en)
Russian (ru)
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RU2010100821A (ru
Inventor
Скотт Л. ХАРБЕСОН (US)
Скотт Л. Харбесон
Роджер Д. ТУНГ (US)
Роджер Д. Тунг
Original Assignee
Консерт Фармасьютикалз, Инк.
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Application filed by Консерт Фармасьютикалз, Инк. filed Critical Консерт Фармасьютикалз, Инк.
Publication of RU2010100821A publication Critical patent/RU2010100821A/ru
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Publication of RU2448958C2 publication Critical patent/RU2448958C2/ru

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/24Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36Radicals substituted by singly-bound nitrogen atoms
    • C07D213/42Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • 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
    • A61K31/435Heterocyclic 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
    • A61K31/4418Non condensed pyridines; Hydrogenated derivatives thereof having a carbocyclic group directly attached to the heterocyclic ring, e.g. cyproheptadine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • 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
    • A61P31/18Antivirals for RNA viruses for HIV
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/24Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576Six-membered rings
    • C07F9/58Pyridine rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Molecular Biology (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Oncology (AREA)
  • Virology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Communicable Diseases (AREA)
  • Biochemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • AIDS & HIV (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)
  • Pyridine Compounds (AREA)
RU2010100821/04A 2007-06-12 2008-06-12 Производные азапептидов RU2448958C2 (ru)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US93420107P 2007-06-12 2007-06-12
US60/934,201 2007-06-12
US6762708P 2008-02-29 2008-02-29
US61/067,627 2008-02-29

Related Child Applications (1)

Application Number Title Priority Date Filing Date
RU2012101881/04A Division RU2012101881A (ru) 2007-06-12 2012-01-19 Производные азапептидов

Publications (2)

Publication Number Publication Date
RU2010100821A RU2010100821A (ru) 2011-07-20
RU2448958C2 true RU2448958C2 (ru) 2012-04-27

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RU2010100821/04A RU2448958C2 (ru) 2007-06-12 2008-06-12 Производные азапептидов
RU2012101881/04A RU2012101881A (ru) 2007-06-12 2012-01-19 Производные азапептидов

Family Applications After (1)

Application Number Title Priority Date Filing Date
RU2012101881/04A RU2012101881A (ru) 2007-06-12 2012-01-19 Производные азапептидов

Country Status (25)

Country Link
US (4) US20090036357A1 (enExample)
EP (3) EP2322509B1 (enExample)
JP (1) JP2010529196A (enExample)
KR (2) KR20120029480A (enExample)
CN (2) CN102424668A (enExample)
AR (1) AR066972A1 (enExample)
AT (2) ATE536343T1 (enExample)
AU (1) AU2008267048C1 (enExample)
BR (2) BRPI0823520A2 (enExample)
CA (1) CA2692028C (enExample)
CO (1) CO6241121A2 (enExample)
CY (1) CY1109766T1 (enExample)
DE (1) DE602008000255D1 (enExample)
DK (1) DK2003120T3 (enExample)
ES (3) ES2395137T3 (enExample)
HR (1) HRP20100065T1 (enExample)
MX (1) MX2009013565A (enExample)
PL (1) PL2003120T3 (enExample)
PT (1) PT2003120E (enExample)
RS (1) RS51226B (enExample)
RU (2) RU2448958C2 (enExample)
SI (1) SI2003120T1 (enExample)
TW (1) TW200908970A (enExample)
WO (1) WO2008156632A1 (enExample)
ZA (1) ZA200909079B (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2736941C2 (ru) * 2015-12-02 2020-11-23 Мерк Шарп энд Доум Корп. Фармацевтические композиции, содержащие доравирин, тенофовира дизопроксила фумарат и ламивудин

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080241289A1 (en) * 2007-02-23 2008-10-02 Auspex Pharmaceuticals, Inc. Preparation and utility of non-nucleoside reverse transcriptase inhibitors
WO2008156632A1 (en) 2007-06-12 2008-12-24 Concert Pharmaceuticals, Inc. Azapeptide derivatives
EP2334318B1 (en) * 2008-10-06 2016-02-10 Yissum Research Development Company of The Hebrew University of Jerusalem Ltd. Hiv-1 integrase derived stimulatory peptides interfering with integrase - rev protein binding
WO2010132663A1 (en) * 2009-05-13 2010-11-18 Concert Pharmaceticals, Inc. Pegylated azapeptide derivatives as hiv protease inhibitors
WO2010135424A1 (en) * 2009-05-19 2010-11-25 Glaxosmithkline Llc Chemical compounds
RU2593790C2 (ru) * 2009-12-21 2016-08-10 Янссен Сайенсиз Айрлэнд Юси Разлагаемый удаляемый имплантат для непрерывного высвобождения активного соединения
WO2011080562A1 (en) 2009-12-29 2011-07-07 Hetero Research Foundation Novel aza-peptides containing 2,2-disubstituted cyclobutyl and/or substituted alkoxy benzyl derivatives as antivirals
SI3135656T1 (sl) 2011-06-20 2019-05-31 H. Lundbeck A/S Devterirani 1-piperazino-3-fenil indani za zdravljenje shizofrenije
CN106543073A (zh) * 2015-09-17 2017-03-29 宁波杰尔盛化工有限公司 2-[4-(2-吡啶基)苄基]-肼羧酸叔丁酯的制备方法
AU2017241524B2 (en) 2016-03-28 2021-07-08 Incyte Corporation Pyrrolotriazine compounds as TAM inhibitors
JOP20180009A1 (ar) 2017-02-06 2019-01-30 Gilead Sciences Inc مركبات مثبط فيروس hiv
WO2019025250A1 (en) 2017-08-04 2019-02-07 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR COMBATING PHYTOPATHOGENIC FUNGI
TWI821200B (zh) 2017-09-27 2023-11-11 美商英塞特公司 Tam抑制劑之鹽
US11241438B2 (en) 2018-06-29 2022-02-08 Incyte Corporation Formulations of an AXL/MER inhibitor
TWI766172B (zh) 2018-07-30 2022-06-01 美商基利科學股份有限公司 抗hiv化合物
EP4114401A1 (en) 2020-03-06 2023-01-11 Incyte Corporation Combination therapy comprising axl/mer and pd-1/pd-l1 inhibitors
AU2021257341A1 (en) * 2020-04-16 2022-11-17 The Medical College Of Wisconsin, Inc. Aerosolized formulations of HIV protease inhibitors for the treatment of airway reflux
CN114426568B (zh) * 2022-01-11 2023-04-25 嘉兴安谛康生物科技有限公司 2-氧代-3-吡咯烷基丙腈类化合物及其药物组合物和用途
AU2024283382A1 (en) 2023-05-31 2025-11-13 Gilead Sciences, Inc. Anti-hiv compounds
CN116987024B (zh) * 2023-08-01 2026-02-13 浙江荣耀生物科技股份有限公司 一种阿扎那韦中间体的制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2004106787A (ru) * 2001-08-31 2004-12-10 Бристол-Маерс Сквибб Компани Применение атазанавира в терапии вич-инфекции
WO2006014282A2 (en) * 2004-07-06 2006-02-09 Abbott Laboratories Prodrugs of hiv protease inhibitors

Family Cites Families (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ216172A (en) 1985-05-15 1989-08-29 Wellcome Found Nucleosides and pharmaceutical compositions
GB8815265D0 (en) 1988-06-27 1988-08-03 Wellcome Found Therapeutic nucleosides
US5539122A (en) * 1989-05-23 1996-07-23 Abbott Laboratories Retroviral protease inhibiting compounds
US5304121A (en) 1990-12-28 1994-04-19 Boston Scientific Corporation Drug delivery system making use of a hydrogel polymer coating
GB9009861D0 (en) 1990-05-02 1990-06-27 Glaxo Group Ltd Chemical compounds
KR100187990B1 (ko) 1992-12-29 1999-06-01 스티븐 에프. 웨인스톡 레트로바이러스성 프로테아제 억제 화합물 제조용 합성 중간체
US5886026A (en) 1993-07-19 1999-03-23 Angiotech Pharmaceuticals Inc. Anti-angiogenic compositions and methods of use
US6221335B1 (en) * 1994-03-25 2001-04-24 Isotechnika, Inc. Method of using deuterated calcium channel blockers
ES2293638T3 (es) 1994-03-25 2008-03-16 Isotechnika, Inc. Mejora de la eficacia de farmacos por deuteracion.
US6099562A (en) 1996-06-13 2000-08-08 Schneider (Usa) Inc. Drug coating with topcoat
US5849911A (en) 1996-04-22 1998-12-15 Novartis Finance Corporation Antivirally active heterocyclic azahexane derivatives
TW409125B (en) * 1996-04-22 2000-10-21 Novartis Ag Antivirally active heterocyclic azahexane derivatives
WO1997046514A1 (en) 1996-05-31 1997-12-11 Novartis Ag Process for the preparation of hydrazine derivatives useful as intermediates for the preparation of peptide analogues
US6087383A (en) * 1998-01-20 2000-07-11 Bristol-Myers Squibb Company Bisulfate salt of HIV protease inhibitor
US6440710B1 (en) * 1998-12-10 2002-08-27 The Scripps Research Institute Antibody-catalyzed deuteration, tritiation, dedeuteration or detritiation of carbonyl compounds
GB9914821D0 (en) 1999-06-24 1999-08-25 Glaxo Group Ltd Compounds
GB9925962D0 (en) 1999-11-02 1999-12-29 Novartis Ag Organic compounds
EP1104760B1 (en) * 1999-12-03 2003-03-12 Pfizer Products Inc. Sulfamoylheteroaryl pyrazole compounds as anti-inflammatory/analgesic agents
BR0209325A (pt) 2001-05-03 2004-07-20 Hoffmann La Roche Forma de dosagem farmacêutica de mesilato de nelfinavir amorfo
CA2446904A1 (en) 2001-05-24 2003-04-03 Alexza Pharmaceuticals, Inc. Delivery of drug esters through an inhalation route
EE200400065A (et) 2001-08-31 2004-06-15 Bristol-Myers Squibb Company Atasanaviiri kasutamine HIV-i ravis
TW200413273A (en) * 2002-11-15 2004-08-01 Wako Pure Chem Ind Ltd Heavy hydrogenation method of heterocyclic rings
AU2004273773B2 (en) 2003-02-21 2008-01-24 Jarrow Formulas, Inc. Methods for treatment of HIV or malaria using combinations of chloroquine and protease inhibitors
US20050131017A1 (en) 2003-12-11 2005-06-16 Degoey David A. HIV protease inhibiting compounds
US20050148523A1 (en) 2003-12-15 2005-07-07 Colonno Richard J. Method of treating HIV infection in atazanavir-resistant patients using a combination of atazanavir and another protease inhibitor
US7829720B2 (en) * 2004-05-04 2010-11-09 Bristol-Myers Squibb Company Process for preparing atazanavir bisulfate and novel forms
BRPI0516170A (pt) 2004-09-29 2008-08-26 Cordis Corp formas de dosagens farmacêuticas estáveis e amorfas de compostos de rapamicina
US20070259894A1 (en) 2004-12-03 2007-11-08 Kelem Kassahun Use of Atazanavir for Improving the Pharmacokinetics of Drugs Metabolized by Ugt1a1
CA2624179A1 (en) * 2005-10-06 2007-04-12 Auspex Pharmaceuticals, Inc. Deuterated inhibitors of gastric h+, k+-atpase with enhanced therapeutic properties
US7750168B2 (en) * 2006-02-10 2010-07-06 Sigma-Aldrich Co. Stabilized deuteroborane-tetrahydrofuran complex
JO2630B1 (en) 2006-04-13 2012-06-17 نوفارتيس ايه جي Organic compounds
WO2008030382A1 (en) * 2006-09-05 2008-03-13 Schering Corporation Pharmaceutical combinations for lipid management and in the treatment of atherosclerosis and hepatic steatosis
WO2008156632A1 (en) * 2007-06-12 2008-12-24 Concert Pharmaceuticals, Inc. Azapeptide derivatives
US20090076097A1 (en) * 2007-09-14 2009-03-19 Protia, Llc Deuterium-enriched atazanavir
WO2010132663A1 (en) 2009-05-13 2010-11-18 Concert Pharmaceticals, Inc. Pegylated azapeptide derivatives as hiv protease inhibitors

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2004106787A (ru) * 2001-08-31 2004-12-10 Бристол-Маерс Сквибб Компани Применение атазанавира в терапии вич-инфекции
WO2006014282A2 (en) * 2004-07-06 2006-02-09 Abbott Laboratories Prodrugs of hiv protease inhibitors

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
XU ZHONGMIN et al. "Process Research and Development for an Efficient Synthesis of the HIV Protease Inhibitor BMS-232632" ORGANIC PROCESS RESEARCH AND DEVELOPMENT, 2002, vol.6, no.3, 2002, pages 323-328. ZHANG HUIPING et al. "A facile and efficient synthesis of d3-labelled Reyataz" JOURNAL OF LABELLED COMPOUNDS AND RADIOPHARMACEUTICALS, 2005, vol.48, no.14, pages 1041-1047. CIHLAR et al. "Suppression of HIV-1 Protease Inhibitor Resistance by Phosphonate-mediated Solvent Anchoring" JOURNAL OF MOLECULAR BIOLOGY, 2006, vol.363, no.3, pages 635-647. *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2736941C2 (ru) * 2015-12-02 2020-11-23 Мерк Шарп энд Доум Корп. Фармацевтические композиции, содержащие доравирин, тенофовира дизопроксила фумарат и ламивудин

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US20090036357A1 (en) 2009-02-05
HRP20100065T1 (hr) 2010-03-31
CN101711237A (zh) 2010-05-19
CN101711237B (zh) 2013-08-07
EP2322509A1 (en) 2011-05-18
EP2116532B1 (en) 2011-12-07
CA2692028C (en) 2013-06-04
AU2008267048C1 (en) 2013-01-17
ATE536343T1 (de) 2011-12-15
ATE447554T1 (de) 2009-11-15
KR20120029480A (ko) 2012-03-26
ZA200909079B (en) 2011-05-25
US20110009355A1 (en) 2011-01-13
AU2008267048A1 (en) 2008-12-24
MX2009013565A (es) 2010-06-02
SI2003120T1 (sl) 2010-03-31
BRPI0813911A2 (pt) 2012-02-22
PT2003120E (pt) 2010-02-11
RU2012101881A (ru) 2013-07-27
EP2003120A1 (en) 2008-12-17
CA2692028A1 (en) 2008-12-24
AR066972A1 (es) 2009-09-23
EP2003120B1 (en) 2009-11-04
US8258309B2 (en) 2012-09-04
KR101185899B1 (ko) 2012-09-27
EP2322509B1 (en) 2012-08-22
US8158805B2 (en) 2012-04-17
ES2356334T3 (es) 2011-04-07
RU2010100821A (ru) 2011-07-20
CO6241121A2 (es) 2011-01-20
EP2116532A1 (en) 2009-11-11
DK2003120T3 (da) 2010-03-15
US20130041156A1 (en) 2013-02-14
KR20100020033A (ko) 2010-02-19
HK1136576A1 (en) 2010-07-02
BRPI0823520A2 (pt) 2013-12-17
AU2008267048B2 (en) 2012-05-31
WO2008156632A1 (en) 2008-12-24
ES2394952T3 (es) 2013-02-07
RS51226B (sr) 2010-12-31
HK1127345A1 (en) 2009-09-25
US20120165288A1 (en) 2012-06-28
CN102424668A (zh) 2012-04-25
CY1109766T1 (el) 2014-09-10
JP2010529196A (ja) 2010-08-26
PL2003120T3 (pl) 2010-04-30
DE602008000255D1 (de) 2009-12-17
EP2003120B9 (en) 2010-06-02
ES2395137T3 (es) 2013-02-08
TW200908970A (en) 2009-03-01

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