DK2991989T3 - Imidazo-triazin-derivater som pde10-inhibitorer - Google Patents

Imidazo-triazin-derivater som pde10-inhibitorer Download PDF

Info

Publication number
DK2991989T3
DK2991989T3 DK14727054.0T DK14727054T DK2991989T3 DK 2991989 T3 DK2991989 T3 DK 2991989T3 DK 14727054 T DK14727054 T DK 14727054T DK 2991989 T3 DK2991989 T3 DK 2991989T3
Authority
DK
Denmark
Prior art keywords
methyl
compound
pharmaceutically acceptable
acceptable salt
mmol
Prior art date
Application number
DK14727054.0T
Other languages
English (en)
Inventor
Thomas Allen Chappie
Christopher John Helal
Bethany Lyn Kormos
Jamison Bryce Tuttle
Patrick Robert Verhoest
Original Assignee
Pfizer
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Pfizer filed Critical Pfizer
Application granted granted Critical
Publication of DK2991989T3 publication Critical patent/DK2991989T3/da

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D519/00Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • 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
    • A61K31/4353Heterocyclic 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 ortho- or peri-condensed with heterocyclic ring systems
    • 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
    • A61K31/53Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/06Antipsoriatics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D498/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D513/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04Ortho-condensed systems

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Epidemiology (AREA)
  • Psychiatry (AREA)
  • Psychology (AREA)
  • Addiction (AREA)
  • Hospice & Palliative Care (AREA)
  • Pain & Pain Management (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Dermatology (AREA)
  • Cardiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Claims (26)

1. Forbindelse med formlen:
eller et farmaceutisk acceptabelt salt deraf, hvori: A, sammen med X og carbonatomet, hvortil det er bundet, danner en (C6-Cio)aryl eller en 5- til 10-leddet heteroaryldel, hvori aryl eller heteroaryldelen eventuelt er substitueret med op til 4 substituenter, der hver uafhængigt er udvalgt fra gruppen bestående af C3-C6 cycloalkyl, oxo, eventuelt substitueret CrC6 alkyl, eventuelt substitueret CrC6 alkoxy, hydroxy, cyano, halogen, -NR5R6, -C(0)-NR5R6, -NH-C(0)R5, -C(0)-0R5, -(Ci-C6)alkyl-(C3-C6)cycloalkyl, en 4- til 6-leddet hetero-cyklisk del, phenyl og benzyl; X er repræsenteret ved N eller C; R1 er repræsenteret ved CrC6 alkyl, (C6-Cio)aryl eller en 5- til 6-leddet hete-rocyklisk del, hvori alkyl, aryl eller den heterocykliske del eventuelt kan være substitueret med op til 4 substituenter, der hver uafhængigt er udvalgt fra gruppen bestående af halogen, eventuelt substitueret CrC6 alkyl, eventuelt substitueret C-rC6 alkoxy, hydroxy, cyano, -NR5R6, -C(0)-NR5R6, -NH-C(0)R5 og -C(0)-0R5; R2 og R3 hver uafhængigt er repræsenteret ved hydrogen, eventuelt substitueret CrC6 alkyl, eller eventuelt substitueret CrC6 alkoxy; R4, hvis til stede, eventuelt er repræsenteret ved op til 2 substituenter, der hver uafhængigt er udvalgt fra gruppen bestående af fluor, hydroxy, eventuelt substitueret CrC6 alkyl eller eventuelt substitueret CrC6 alkoxy, og; R5 og R6 hver eventuelt og uafhængigt er repræsenteret ved hydrogen eller CrC6 alkyl.
2. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 1, hvori R2 er methyl.
3. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 1 eller 2, hvori R3 er hydrogen.
4. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 1, 2 eller 3, hvori R1 er repræsenteret ved phenyl, som eventuelt kan være substitueret.
5. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 4, hvori phenylringen er substitueret med en eller flere substituenter udvalgt fra gruppen bestående af methyl, fluor, methoxy og chlor.
6. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 1, 2 eller 3, hvori R1 er tetrahydrofuran.
7. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 6, hvori tetrahydrofuran er usubstitueret.
8. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 1, 2 eller 3, hvori R1 er tetrahydropyran.
9. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 8, hvori tetrahydropyran er usubstitueret.
10. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge et hvilket som helst af kravene 1 til 9, hvori A, sammen med X og carbonatomet, hvortil det er bundet, danner en phenylring.
11. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge et hvilket som helst af kravene 1 til 9, hvori A, sammen med X og carbonatomet, hvortil det er bundet, danner en heteroaryldel.
12. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 11, hvori heteroaryldelen indeholder mindst et nitrogenatom.
13. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 11, hvori heteroaryldelen er udvalgt fra gruppen bestående af pyridin, pyridazin, pyrimidin og pyrazin.
14. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 11, hvori heteroaryldelen er udvalgt fra gruppen bestående af pyrrol, pyrazol, imidazol, isoxazol, oxazol, isothiazol og thiazol.
15. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 10, hvori phenylringen er substitueret med en eller flere substituenter udvalgt fra gruppen bestående af methyl, methoxy, chlor, fluor, 2-fluorethoxy, cyano, -C(0)-0FI, -C(0)-NFl2 og trifluormethyl.
16. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge krav 11, hvori heteroaryl er substitueret med en eller flere substituenter udvalgt fra gruppen bestående af methyl, ethyl, trifluormethyl, difluormethyl, difluor-methoxy, methoxy, isopropyl, cyclopropyl, oxo, hydroxy, ethoxy, phenyl, 2-trifluorethyl, dimethylamino, cyclobutylmethyl, methylamino og cyclopentyl.
17. Forbindelse, eller et farmaceutisk acceptabelt salt deraf, ifølge et hvilket som helst af kravene 1-16, hvori R4 er fraværende.
18. Forbindelse ifølge krav 1 udvalgt fra gruppen bestående af: i) 4-(3-cyclopropyl-6,7-dihydro[1,2]oxazolo[4,3-c]pyridin-5(4/7)-yl)-7-methyl-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1 -/][1,2,4]triazin, ii) 4-(2-cyclopropyl-2,4,6,7-tetrahydro-5/-/-pyrazolo[4,3-c]pyridin-5-yl)-7-methyl-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1-(|[1,2,4]triazin, iii) 4-(3-cyclopropyl-1 -methyl-1,4,6,7-tetrahydro-5/-/-pyrazolo[4,3-c]pyridin-5-yl)-7-methyl-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1-f][1,2,4]triazin, iv) 2-cyclopropyl-6-[5-(2-fluorphenyl)-7-methylimidazo[5,1 -/][1,2,4]triazin-4-yl]-5,6,7,8-tetrahydropyrido[4,3-c/]pyrimidin, v) 4-(2-cyclopropyl-6,7-dihydro[1,3]oxazolo[5,4-c]pyridin-5(4/-/)-yl)-7-methyl-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1 -/][1,2,4]triazin, vi) 8-(2-fluorethoxy)-7-methoxy-2-{7-methyl-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1 -/][1,2,4]triazin-4-yl}-1,2,3,4-tetrahydroisoquinolin, vii) 5-(2-fluorphenyl)-7-methyl-4-(1 -methyl-1,4,5,7-tetrahydro-6/-/-pyrazolo[3,4-c]pyridin-6-yl)imidazo[5,1 -/][1,2,4]triazin, viii) 7-methyl-4-(1 -methyl-1,4,5,7-tetrahydro-6/-/-pyrazolo[3,4-c]pyridin-6-yl)-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1 -fl[1,2,4]triazin, ix) 4-(1 -cyclopropyl-1,4,5,7-tetrahydro-6/-/-pyrazolo[3,4-c]pyridin-6-yl)-7-methyl-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1 -/][1,2,4]triazin og; x) 7-methyl-4-(1 -methyl-1,4,5,7-tetrahydro-6/-/-pyrazolo[3,4-c]pyridin-6-yl)-5-[(2fl)-tetrahydrofuran-2-yl]imidazo[5,1 -/][1,2,4]triazin eller et farmaceutisk acceptabelt salt deraf.
19. Forbindelse ifølge krav 1, som er 7-{7-methyl-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1 -/][1,2,4]triazin-4-yl}-5,6,7,8-tetrahydro-1,7-naphthyridin eller et farmaceutisk acceptabelt salt deraf.
20. Forbindelse ifølge krav 1, som er 7-methyl-4-(1 -methyl-1,4,5,7- tetrahydro-6H-pyrazolo[3,4-c]pyridin-6-yl)-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1-/][1,2,4]triazin eller et farmaceutisk acceptabelt salt deraf.
21. Forbindelse ifølge krav 1, som er 7-methyl-4-(1 -methyl-1,4,5,7- tetrahydro-6H-pyrazolo[3,4-c]pyridin-6-yl)-5-[(2R)-tetrahydrofuran-2-yl]imidazo[5,1 -/][1,2,4]triazin eller et farmaceutisk acceptabelt salt deraf.
22. Forbindelse ifølge krav 1, som er 8-(2-fluorethoxy)-7-methoxy-2-{7-methyl-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1 -/][1,2,4]triazin-4-yl}-1,2,3,4-tetrahydroisoquinolin eller et farmaceutisk acceptabelt salt deraf.
23. Forbindelse ifølge krav 1, som er 4-(2-cyclopropyl-6,7-dihydro[1,3]oxazolo[5,4-c]pyridin-5(4/-/)-yl)-7-methyl-5-[(3S)-tetrahydrofuran-3-yl]imidazo[5,1 -/][1,2,4]triazin eller et farmaceutisk acceptabelt salt deraf.
24. Farmaceutisk sammensætning omfattende en forbindelse eller et farmaceutisk acceptabelt salt ifølge et hvilket som helst af kravene 1-23 sammen med et eller flere farmaceutiske hjælpestoffer.
25. Forbindelse ifølge et hvilket som helst af kravene 1-23 eller et farmaceutisk acceptabelt salt deraf til anvendelse ved behandling af en sygdom udvalgt blandt psykoser, Parkinsons sygdom, demens, Huntingtons sygdom, obsessiv-kompulsiv tilstand, tardiv dyskinesi, chorea, depression, stemnings forstyrrelser, impulsivitet, stofmisbrug, forstyrrelser af opmærksomhed, aktivitet og impulsivitet (ADHD), depression med parkinsonisme-tilstande, personlighedsændringer med caudatus eller putamen-sygdom, demens og mani med caudatus og pallidal-sygdomme og kompulsive symptomer med pallidal-sygdom.
26. Forbindelse til anvendelse ifølge krav 25, hvor sygdommen er Hunting-tons sygdom.
DK14727054.0T 2013-05-02 2014-04-23 Imidazo-triazin-derivater som pde10-inhibitorer DK2991989T3 (da)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201361818650P 2013-05-02 2013-05-02
PCT/IB2014/060945 WO2014177977A1 (en) 2013-05-02 2014-04-23 Imidazo-triazine derivatives as pde10 inhibitors

Publications (1)

Publication Number Publication Date
DK2991989T3 true DK2991989T3 (da) 2017-07-31

Family

ID=50841902

Family Applications (1)

Application Number Title Priority Date Filing Date
DK14727054.0T DK2991989T3 (da) 2013-05-02 2014-04-23 Imidazo-triazin-derivater som pde10-inhibitorer

Country Status (34)

Country Link
US (3) US8933224B2 (da)
EP (1) EP2991989B1 (da)
JP (1) JP6263606B2 (da)
KR (1) KR101770905B1 (da)
CN (1) CN105164134B (da)
AP (1) AP2015008843A0 (da)
AR (1) AR096161A1 (da)
AU (1) AU2014261070A1 (da)
BR (1) BR112015027760A8 (da)
CA (1) CA2910759C (da)
CL (1) CL2015003037A1 (da)
CR (1) CR20150591A (da)
CU (1) CU20150144A7 (da)
DK (1) DK2991989T3 (da)
DO (1) DOP2015000271A (da)
EA (1) EA027936B1 (da)
EC (1) ECSP15050110A (da)
ES (1) ES2637816T3 (da)
GE (1) GEP201706675B (da)
HK (1) HK1213885A1 (da)
MA (1) MA38559B1 (da)
MD (1) MD20150103A2 (da)
MX (1) MX2015015163A (da)
NI (1) NI201500157A (da)
NZ (1) NZ712949A (da)
PE (1) PE20151940A1 (da)
PH (1) PH12015502462A1 (da)
SG (1) SG11201508201VA (da)
TN (1) TN2015000490A1 (da)
TW (1) TWI508966B (da)
UA (1) UA111696C2 (da)
UY (1) UY35547A (da)
WO (1) WO2014177977A1 (da)
ZA (1) ZA201508968B (da)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SG11201508201VA (en) * 2013-05-02 2015-11-27 Pfizer Imidazo-triazine derivatives as pde10 inhibitors
KR102411532B1 (ko) 2016-09-09 2022-06-22 노파르티스 아게 엔도솜 톨-유사 수용체의 억제제로서의 화합물 및 조성물
AU2020370958A1 (en) * 2019-10-21 2022-06-09 Sk Biopharmaceuticals Co., Ltd. Use of imidazopyrimidine or imidazotriazine compounds for prevention, alleviation, or treatment of cognitive disorders, or for improving cognitive function

Family Cites Families (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20010007867A1 (en) 1999-12-13 2001-07-12 Yuhpyng L. Chen Substituted 6,5-hetero-bicyclic derivatives
DE10130167A1 (de) 2001-06-22 2003-01-02 Bayer Ag Imidazotriazine
US7220862B2 (en) 2002-06-05 2007-05-22 Bristol-Myers Squibb Company Calcitonin gene related peptide receptor antagonists
DE10230604A1 (de) 2002-07-08 2004-01-29 Bayer Ag Heterocyclisch substituierte Imidazotriazine
WO2005012485A2 (en) 2003-07-31 2005-02-10 Bayer Pharmaceuticals Corporation Methods for treating diabetes and related disorders using pde10a inhibitors
JP4559749B2 (ja) * 2004-02-16 2010-10-13 あすか製薬株式会社 ピペラジニルピリジン誘導体
EP1595881A1 (en) 2004-05-12 2005-11-16 Pfizer Limited Tetrahydronaphthyridine derivates useful as histamine H3 receptor ligands
US20070167426A1 (en) 2004-06-02 2007-07-19 Schering Corporation Compounds for the treatment of inflammatory disorders and microbial diseases
TW200716102A (en) 2005-06-01 2007-05-01 Wyeth Corp Bicyclic 6-alkylidene-penems as class-D β -lactamases inhibitors
US20080051419A1 (en) 2006-07-26 2008-02-28 Pfizer Inc. Amine derivatives useful as anticancer agents
EP2067769A1 (en) 2006-09-26 2009-06-10 Kaneka Corporation Process for producing optically active beta-hydroxy-alpha-aminocarboxylic acid ester
WO2008057402A2 (en) 2006-11-02 2008-05-15 Cytovia, Inc. N-aryl-isoxazolopyrimidin-4-amines and related compounds as activators of caspases and inducers of apoptosis and the use thereof
EP2203171A2 (en) 2007-08-21 2010-07-07 Merck Sharp & Dohme Corp. Cb2 receptor ligands for the treatment of pain
DE102007059723A1 (de) 2007-12-12 2009-06-18 Siemens Medical Instruments Pte. Ltd. Hörvorrichtung mit Batterieklappenmodul
PE20091057A1 (es) 2007-12-19 2009-07-20 Lilly Co Eli Antagonistas del receptor mineralcorticoide y metodos de uso
WO2009117157A1 (en) 2008-03-20 2009-09-24 Amgen Inc. Aurora kinase modulators and method of use
JP5641664B2 (ja) * 2009-10-30 2014-12-17 ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプJanssen Pharmaceutica Naamloze Vennootschap イミダゾ[1,2−b]ピリダジン誘導体およびPDE10阻害剤としてのそれらの使用
WO2011089400A1 (en) 2010-01-22 2011-07-28 Centro Nacional De Investigaciones Oncológicas (Cnio) Inhibitors of pi3 kinase
AR080754A1 (es) * 2010-03-09 2012-05-09 Janssen Pharmaceutica Nv Derivados de imidazo (1,2-a) pirazina y su uso como inhibidores de pde10
TW201200518A (en) 2010-03-10 2012-01-01 Kalypsys Inc Heterocyclic inhibitors of histamine receptors for the treatment of disease
US20130131057A1 (en) 2010-05-13 2013-05-23 Centro Nacional De Investigaciones Oncologicas (Cnio New bicyclic compounds as pi3-k and mtor inhibitors
CN102971323A (zh) 2010-05-28 2013-03-13 拜奥克里斯特制药公司 作为janus激酶抑制剂的杂环化合物
JP2013532149A (ja) 2010-06-17 2013-08-15 ノバルティス アーゲー ピペリジニル置換1,3−ジヒドロ−ベンゾイミダゾール−2−イリデンアミン誘導体
EP2681218A1 (en) * 2011-02-23 2014-01-08 Pfizer Inc IMIDAZO[5,1-f][1,2,4]TRIAZINES FOR THE TREATMENT OF NEUROLOGICAL DISORDERS
SG11201508201VA (en) * 2013-05-02 2015-11-27 Pfizer Imidazo-triazine derivatives as pde10 inhibitors

Also Published As

Publication number Publication date
GEP201706675B (en) 2017-05-25
TWI508966B (zh) 2015-11-21
JP2016517877A (ja) 2016-06-20
US8933224B2 (en) 2015-01-13
NZ712949A (en) 2017-04-28
TN2015000490A1 (fr) 2017-04-06
CA2910759A1 (en) 2014-11-06
US20150080401A1 (en) 2015-03-19
US20140329820A1 (en) 2014-11-06
KR20160003234A (ko) 2016-01-08
HK1213885A1 (zh) 2016-07-15
MD20150103A2 (ro) 2016-02-29
US20150353579A1 (en) 2015-12-10
PH12015502462A1 (en) 2016-02-22
NI201500157A (es) 2015-11-30
US9145427B2 (en) 2015-09-29
MX2015015163A (es) 2016-02-22
DOP2015000271A (es) 2016-02-29
ZA201508968B (en) 2017-11-29
EA201591819A1 (ru) 2016-05-31
AU2014261070A1 (en) 2015-10-29
EA027936B1 (ru) 2017-09-29
MA38559B1 (fr) 2018-04-30
EP2991989A1 (en) 2016-03-09
CU20150144A7 (es) 2016-04-25
AR096161A1 (es) 2015-12-09
JP6263606B2 (ja) 2018-01-17
PE20151940A1 (es) 2016-01-21
KR101770905B1 (ko) 2017-08-23
CL2015003037A1 (es) 2016-04-22
UY35547A (es) 2014-11-28
WO2014177977A1 (en) 2014-11-06
ECSP15050110A (es) 2017-08-31
SG11201508201VA (en) 2015-11-27
TW201506027A (zh) 2015-02-16
CR20150591A (es) 2016-01-04
CA2910759C (en) 2018-01-16
US9296761B2 (en) 2016-03-29
ES2637816T3 (es) 2017-10-17
CN105164134B (zh) 2017-09-22
UA111696C2 (uk) 2016-05-25
EP2991989B1 (en) 2017-06-28
AP2015008843A0 (en) 2015-11-30
CN105164134A (zh) 2015-12-16
BR112015027760A8 (pt) 2018-05-08

Similar Documents

Publication Publication Date Title
KR102507287B1 (ko) Pi3k 억제제로서 헤테로시클릴아민
US8962596B2 (en) 5,7-substituted-imidazo[1,2-C]pyrimidines as inhibitors of JAK kinases
US7176203B2 (en) Imidazo-triazine derivatives as ligands for gaba receptors
AU2016322813A1 (en) Novel imidazo (4,5-c) quinoline and imidazo (4,5-c)(1,5) naphthyridine derivatives as LRRK2 inhibitors
US20040092533A1 (en) Imidazo-pyrimidine derivatives as ligands for gaba receptors
TW201326173A (zh) 5,7-經取代之-咪唑并[1,2-c]嘧啶
ES2967489T3 (es) Imidazopirazinonas, pirazolopirimidinonas y pirazolopiridinonas como inhibidores de PDE1
TW201300391A (zh) 作為pde10a酵素抑制劑的咪唑衍生物
AU2020410470B2 (en) Triazolopyridazine derivative, preparation method therefor, pharmaceutical composition thereof, and use thereof
US9296761B2 (en) Triazine derivatives
WO2020163193A1 (en) Bicyclic ether o-glycoprotein-2-acetamido-2-deoxy-3-d-glucopyranosidase inhibitors
OA17580A (en) Imidazo-Triazine derivatives as PDE 10 inhibitors.
AU2015201991A1 (en) 5, 7-substituted-imidazo [1, 2-c] pyrimidines as inhibitors of JAK kinases
WO2015113980A1 (en) (hetero)aryl imidazoles/pyrazoles for treatment of neurological disorders