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HRP20161237T1 - Antimalarijski agensi - Google Patents

Antimalarijski agensi Download PDF

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Publication number
HRP20161237T1
HRP20161237T1 HRP20161237TT HRP20161237T HRP20161237T1 HR P20161237 T1 HRP20161237 T1 HR P20161237T1 HR P20161237T T HRP20161237T T HR P20161237TT HR P20161237 T HRP20161237 T HR P20161237T HR P20161237 T1 HRP20161237 T1 HR P20161237T1
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HR
Croatia
Prior art keywords
phenyl
pyrazin
trifluoromethyl
amino
methanone
Prior art date
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HRP20161237TT
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English (en)
Inventor
Yassir YOUNIS
Kelly Chibale
Michael John Witty
David Waterson
Original Assignee
University Of Cape Town
Mmv Medicines For Malaria Venture
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Publication date
Application filed by University Of Cape Town, Mmv Medicines For Malaria Venture filed Critical University Of Cape Town
Publication of HRP20161237T1 publication Critical patent/HRP20161237T1/hr

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    • 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
    • A61K31/495Heterocyclic 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
    • A61K31/4965Non-condensed pyrazines
    • 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
    • A61K31/495Heterocyclic 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
    • A61K31/4965Non-condensed pyrazines
    • A61K31/497Non-condensed pyrazines containing further heterocyclic rings
    • 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
    • A61K31/535Heterocyclic 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
    • A61K31/53771,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
    • 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
    • A61K31/55Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A61K31/551Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • 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
    • A61P33/00Antiparasitic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
    • A61P33/02Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • A61P33/06Antimalarials
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three 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
    • C07D241/20Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/10Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/10Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Epidemiology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicinal Preparation (AREA)

Claims (21)

1. Aminopirazin prema Formuli (I), [image] naznačen time što je X CR1 ili N; Y je izabran iz skupine koju čine CF3, -C(O)NR3R4, O-R6 i SO2-R6; R1 je izabran između H i radikala halogenog elementa; R2 je izabran između SO2-R5 i -C(O)-R10; R3 i R4 su nezavisno izabrani između H i opcionalno supstituirane C1-C6 alkilne skupine; R5 je izabran između -NR7R8 i R9; R6 označava opcionalno supstituiranu C1-C6 alkilnu skupinu; R7 i R8 su nezavisno izabrani između H i opcionalno supstituirane C1-C6 alkilne skupine; R9 označava opcionalno supstituiranu C1-C6 alkilnu ili opcionalno supstituiranu C3-C8 cikloalkilnu skupinu; R10 označava NR11R12; a R11 i R12 su nezavisno izabrani između H i opcionalno supstituirane C1-C6 alkilne skupine ili NR11R12 zajedno čine opcionalno supstituiranu heterocikloalkilnu skupinu; kao i farmaceutski prihvatljive soli, komplekse, hidrate, solvate ili polimorfe, tautomere, geometrijske izomere, optički aktivne oblike, naznačeni time što se izraz „opcionalno supstituiran“ odnosi na grupe supstituirane s od 1 do 5 supstituenata izabranih iz skupine koju čine „C1-C6 alkil“, „C3-C8-cikloalkil“, „amino“, „hidroksi“, „nitro“ skupina i radikali halogenih elemenata.
2. Aminopirazin prema patentnom zahtjevu 1, naznačen time što X označava N.
3. Aminopirazin prema patentnom zahtjevu 1, naznačen time što X označava CR1 skupinu.
4. Aminopirazin prema bilo kojem od patentnih zahtjeva od 1 do 3, naznačen time što Y označava CF3 skupinu.
5. Aminopirazin prema bilo kojem od patentnih zahtjeva od 1 do 3, naznačen time što Y označava -C(O)-NHR3 skupinu.
6. Aminopirazin prema bilo kojem od patentnih zahtjeva 1 do 3, naznačen time što Y označava SO2-R6 skupinu.
7. Aminopirazin prema bilo kojem od patentnih zahtjeva od 1 do 6, naznačen time što R2 označava SO2-R5 skupinu.
8. Aminopirazin prema bilo kojem od patentnih zahtjeva od 1 do 6, naznačen time što R2 označava SO2-R9 skupinu.
9. Aminopirazin prema bilo kojem od patentnih zahtjeva od 1 do 6, naznačen time što R2 označava SO2-R9 skupinu i R9 označava opcionalno supstituiranu C1-C6 alkilnu skupinu.
10. Aminopirazin prema bilo kojem od patentnih zahtjeva od 1 do 6, naznačen time što R2 označava -C(O)-R10 skupinu.
11. Aminopirazin prema patentnom zahtjevu 10, naznačen time što NR11R12 čini opcionalno supstituiranu heterocikloalkilnu skupinu.
12. Aminopirazin prema patentnom zahtjevu 10, naznačen time što su R11 i R12 nezavisno izabrani između H i opcionalno supstituirane C1-C6 alkilne skupine.
13. Aminopirazin prema bilo kojem od patentnih zahtjeva od 1 do 12, naznačen time što je aminopirazin izabran iz skupine koju čine: 3-(6-metoksipiridin-3-il)-5-(4-(metilsulfonil)fenil)pirazin-2-amin; 5-(4-(metilsulfonil)fenil)-3-(4-(trifluorometil)fenil)pirazin-2-amin 5-(4-(metilsulfonil)fenil)-3-(6-(trifluorometil)piridin-3-il)pirazin-2-amin; 4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)benzamid; 4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)benzamid; (4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)fenil)(4-metilpiperazin-1-il)metanon; (4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)fenil)(4-metil piperazin-1-il)metanon; (4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)fenil)(piperazin-1-il)metanon; (4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)fenil)(piperazin-1-il)metanon; (4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)fenil)(morfolino)metanon; (4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)fenil)(morfolino)metanon; (4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)fenil)(4-metil-1,4-diazepan-1-il)metanon; 4-(5-amino-6-(3-fluoro-4-(trifluorometil)fenil)pirazin-2-il)benzamid; 4-(5-amino-6-(4-(metilsulfonil)fenil)pirazin-2-il)benzamid; 4,4'-(3-aminopirazin-2,6-diil)dibenzamid; 4-(3-amino-6-(4-karbamoilfenil)pirazin-2-il)-N-metilbenzamid; 4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)-N-metilbenzen sulfonamid; 5-(4-(etilsulfonil)fenil)-3-(6-(trifluorometil)piridin-3-il)pirazin-2-amin; 5-(4-(izopropilsulfonil)fenil)-3-(6-(trifluorometil)piridin-3-il)pirazin-2-amin; (4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)fenil)(4-(terc-butil)piperazin-1-il)metanon; (4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)fenil)(3-hidroksi-pirolidin-1-il)metanon; (4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)fenil)(4-hidroksi-piperidin-1-il)metanon; (4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)fenil)(4-hidroksi-piperidin-1-il)metanon; (4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)fenil)(4-(tert-butil)piperazin-1-il)metanon; (4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)fenil)(4-metil-1,4-diazepan-1-il)metanon; (4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)fenil)(1,4-diazepan-1-il)metanon; (4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)fenil)(1,4-diazepan-1-il)metanon; (4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)fenil)(3-amino-pirolidin-1-il)metanon; (4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)fenil) (3-amino-pirolidin-1-il)metanon; (4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)fenil)(3-hidroksi-pirolidin-1-il)metanon; (4-(5-amino-6-(6-(trifluorometil)piridin-3-il)pirazin-2-il)fenil)(4-aminocikloheksil)metanon; (4-(5-amino-6-(4-(trifluorometil)fenil)pirazin-2-il)fenil)(4-aminocikloheksil)metanon: 5-(4-(ciklopropilmetilsulfonil)fenil)-3-(6-(trifluorometil)piridin-3-il)pirazin-2-amin; i 5-(4-(ciklopropilsulfonil)fenil)-3-(6-(trifluorometil)piridin-3-il)pirazin-2-amin; kao i njihove farmaceutski prihvatljive soli, kompleksi, hidrati, solvati ili polimorfi, tautomeri, geometrijski izomeri, optički aktivni oblici i farmaceutski aktivni derivati.
14. Aminopirazin prema bilo kojem od patentnih zahtjeva od 1 do 13 za upotrebu kao lijek.
15. Farmaceutska formulacija koja sadrži najmanje jedan aminopirazin prema bilo kojem od patentnih zahtjeva od 1 do 13 i njezin farmaceutski prihvatljiv nosač, razrjeđivač ili ekscipijens.
16. Farmaceutska formulacija prema patentnom zahtjevu 15 koja dalje sadrži antimalarijski agens.
17. Aminopirazin prema bilo kojem od patentnih zahtjeva od 1 do 13 za upotrebu u prevenciji i/ili liječenju malarije.
18. Postupak pripreme derivata aminopirazina prema Formuli (I) koji obuhvaća korak u kojem intermedijer Formule (v) reagira s boratnom kiselinom Formule (vi) u uvjetima Suzuki reakcije, čime nastaje spoj Formule (I): [image] , naznačen time što su X, Y, R1 i R2 kao što je to definirano u bilo kojem od prethodnih patentnih zahtjeva, a A označava [image] dok D označava: [image]
19. Postupak pripreme derivata aminopirazina prikazanog Formulom (I) koji obuhvaća korak u kojem derivat Formule (viii) reagira s boratnom kiselinom Formule (iv) u uvjetima Suzuki reakcije, čime nastaje spoj Formule (I): [image] , naznačen time što su A, D, X, Y, R1 i R2 kao što je to definirano u bilo kojem od prethodnih patentnih zahtjeva.
20. Intermedijer formule (viii) [image] , naznačen time što D označava [image] a R2 označava grupu definiranu u bilo kojem od prethodnih patentnih zahtjeva.
21. Intermedijer prema patentnom zahtjevu 20, naznačen time što intermedijer predstavlja 3-bromo-5-(4-(metilsulfonil)fenil)pirazin-2-amin ili (4-(5-amino-6-bromopirazin-2-il)fenil)(3-hidroksipirolidin-1-il)metanon.
HRP20161237TT 2012-02-17 2013-02-15 Antimalarijski agensi HRP20161237T1 (hr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201261600324P 2012-02-17 2012-02-17
EP13712926.8A EP2814820B1 (en) 2012-02-17 2013-02-15 Anti-malarial agents
PCT/IB2013/051235 WO2013121387A1 (en) 2012-02-17 2013-02-15 Anti -malarial agents

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HRP20161237T1 true HRP20161237T1 (hr) 2016-11-04

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US (1) US9266842B2 (hr)
EP (1) EP2814820B1 (hr)
JP (1) JP6226889B2 (hr)
CN (1) CN104136426B (hr)
BR (1) BR112014020212B1 (hr)
CA (1) CA2864483A1 (hr)
CY (1) CY1118074T1 (hr)
DK (1) DK2814820T3 (hr)
ES (1) ES2589283T3 (hr)
HR (1) HRP20161237T1 (hr)
HU (1) HUE029876T2 (hr)
IN (1) IN2014MN01622A (hr)
LT (1) LT2814820T (hr)
ME (1) ME02535B (hr)
PL (1) PL2814820T3 (hr)
PT (1) PT2814820T (hr)
SI (1) SI2814820T1 (hr)
SM (1) SMT201600441B (hr)
WO (1) WO2013121387A1 (hr)
ZA (1) ZA201406786B (hr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LT2814820T (lt) * 2012-02-17 2016-10-25 University Of Cape Town Antimaliariniai agentai
EP3118198A1 (en) 2015-07-13 2017-01-18 MMV Medicines for Malaria Venture Anti-malarial agents
WO2017067881A1 (en) 2015-10-19 2017-04-27 Glaxosmithkline Intellectual Property Development Limited Pyrazine compounds for use in the treatment of parasitic protozoal infections
WO2019145360A1 (en) * 2018-01-24 2019-08-01 Glaxosmithkline Intellectual Property Development Limited Novel compounds for the treatment of parasitic infections
CN112142715A (zh) * 2020-10-10 2020-12-29 鲁南制药集团股份有限公司 一种2-氨基-5-杂环基取代的吡嗪衍生物及其用途
AU2022395361A1 (en) * 2021-11-23 2024-05-30 Glaxosmithkline Intellectual Property Development Limited Pyrazine compounds useful in the treatment of parasitic protozoal infection
WO2024033281A1 (en) 2022-08-09 2024-02-15 Merck Patent Gmbh Furo pyrimidine derivates
WO2024033280A1 (en) 2022-08-09 2024-02-15 Merck Patent Gmbh Furopyridin and furopyrimidin, inhibitors of pi4k, for use in the treatment of parasite infection and malaria

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK1689715T3 (da) * 2003-12-03 2011-05-23 Ym Biosciences Australia Pty Tubulininhibitorer
DE602007004618D1 (de) 2006-06-22 2010-03-18 Biovitrum Ab Publ Pyridin- und pyrazinderivate als mnk-kinaseinhibitoren
EP1900727A1 (en) * 2006-08-30 2008-03-19 Cellzome Ag Aminopyridine derivatives as kinase inhibitors
GB0625659D0 (en) * 2006-12-21 2007-01-31 Cancer Rec Tech Ltd Therapeutic compounds and their use
WO2011086531A2 (en) 2010-01-18 2011-07-21 Mmv Medicines For Malaria Venture New anti-malarial agents
JP2013529200A (ja) * 2010-05-12 2013-07-18 バーテックス ファーマシューティカルズ インコーポレイテッド Atrキナーゼ阻害剤として有用な化合物
KR20140014205A (ko) * 2011-03-04 2014-02-05 렉시컨 파마슈티컬스 인코퍼레이티드 Mst1 키나제 억제제 및 그의 사용 방법
LT2814820T (lt) * 2012-02-17 2016-10-25 University Of Cape Town Antimaliariniai agentai

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Publication number Publication date
ZA201406786B (en) 2015-06-24
HUE029876T2 (en) 2017-04-28
CN104136426A (zh) 2014-11-05
BR112014020212B1 (pt) 2021-11-23
BR112014020212A8 (pt) 2018-01-23
US20150031682A1 (en) 2015-01-29
PT2814820T (pt) 2016-10-25
JP6226889B2 (ja) 2017-11-08
ME02535B (me) 2017-02-20
US9266842B2 (en) 2016-02-23
EP2814820B1 (en) 2016-07-20
HK1202859A1 (en) 2015-10-09
CA2864483A1 (en) 2013-08-22
IN2014MN01622A (hr) 2015-05-15
CY1118074T1 (el) 2017-06-28
SI2814820T1 (sl) 2016-10-28
PL2814820T3 (pl) 2017-01-31
DK2814820T3 (en) 2016-10-03
SMT201600441B (it) 2017-01-10
ES2589283T3 (es) 2016-11-11
JP2015507004A (ja) 2015-03-05
WO2013121387A1 (en) 2013-08-22
EP2814820A1 (en) 2014-12-24
LT2814820T (lt) 2016-10-25
CN104136426B (zh) 2017-10-03

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