CA2660441A1 - Imidazolamines en tant qu'inhibiteurs de beta-secretase - Google Patents

Imidazolamines en tant qu'inhibiteurs de beta-secretase Download PDF

Info

Publication number: CA2660441A1
Authority: CA; Canada
Prior art keywords: compound; formula; optionally substituted; phenyl; group
Prior art date: 2006-08-17
Legal status (The legal status 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 status listed.): Abandoned

Application number

CA002660441A

Other languages

English (en)

Inventor

Michael Sotirios Malamas

Keith Douglas Barnes

Matthew Robert Johnson

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Wyeth LLC

Original Assignee

Individual

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.)

2006-08-17

Filing date

2007-08-10

Publication date

2008-02-21

2007-08-10 Application filed by Individual filed Critical Individual

2008-02-21 Publication of CA2660441A1 publication Critical patent/CA2660441A1/fr

Status Abandoned legal-status Critical Current

Links

-1 Imidazole amines Chemical class 0.000 title claims description 30
239000003112 inhibitor Substances 0.000 title description 13
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title description 10
150000001875 compounds Chemical class 0.000 claims abstract description 106
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 28
208000035475 disorder Diseases 0.000 claims abstract description 15
201000010099 disease Diseases 0.000 claims abstract description 13
208000037259 Amyloid Plaque Diseases 0.000 claims abstract description 12
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238000002360 preparation method Methods 0.000 claims description 26
125000001072 heteroaryl group Chemical group 0.000 claims description 20
238000000034 method Methods 0.000 claims description 20
229910052757 nitrogen Inorganic materials 0.000 claims description 19
125000003118 aryl group Chemical group 0.000 claims description 15
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 15
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 14
208000024827 Alzheimer disease Diseases 0.000 claims description 14
102100021257 Beta-secretase 1 Human genes 0.000 claims description 14
101000894895 Homo sapiens Beta-secretase 1 Proteins 0.000 claims description 14
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 14
229910052717 sulfur Inorganic materials 0.000 claims description 14
125000005842 heteroatom Chemical group 0.000 claims description 11
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SCODXNNXABJQIY-UHFFFAOYSA-N 8-[3-(2-fluoropyridin-3-yl)phenyl]-8-[4-(trifluoromethoxy)phenyl]-3,4-dihydroimidazo[5,1-c][1,2,4]oxadiazin-6-amine Chemical compound C12=NOCCN2C(N)=NC1(C=1C=C(C=CC=1)C=1C(=NC=CC=1)F)C1=CC=C(OC(F)(F)F)C=C1 SCODXNNXABJQIY-UHFFFAOYSA-N 0.000 claims description 2
QIQBZQYBYKQPSP-UHFFFAOYSA-N 8-[3-(5-fluoropyridin-3-yl)phenyl]-8-[4-(trifluoromethoxy)phenyl]-3,4-dihydroimidazo[5,1-c][1,2,4]oxadiazin-6-amine Chemical compound C12=NOCCN2C(N)=NC1(C=1C=C(C=CC=1)C=1C=C(F)C=NC=1)C1=CC=C(OC(F)(F)F)C=C1 QIQBZQYBYKQPSP-UHFFFAOYSA-N 0.000 claims description 2
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RRDVLXWUXDSNDZ-UHFFFAOYSA-N 8-(2,6-diethylpyridin-4-yl)-8-[3-(2-fluoropyridin-3-yl)phenyl]-3,4-dihydro-2h-imidazo[1,5-a]pyrimidin-6-amine Chemical compound CCC1=NC(CC)=CC(C2(C3=NCCCN3C(N)=N2)C=2C=C(C=CC=2)C=2C(=NC=CC=2)F)=C1 RRDVLXWUXDSNDZ-UHFFFAOYSA-N 0.000 claims 1
BTKIVAGPTLXEER-UHFFFAOYSA-N 8-[3-(2-fluoropyridin-3-yl)phenyl]-8-[1-(2,2,2-trifluoroethyl)pyrazol-4-yl]-3,4-dihydro-2h-imidazo[1,5-a]pyrimidin-6-amine Chemical compound C12=NCCCN2C(N)=NC1(C=1C=C(C=CC=1)C=1C(=NC=CC=1)F)C=1C=NN(CC(F)(F)F)C=1 BTKIVAGPTLXEER-UHFFFAOYSA-N 0.000 claims 1
SIFXKACBEOUPOD-UHFFFAOYSA-N 8-[3-(2-fluoropyridin-3-yl)phenyl]-8-pyridin-4-yl-3,4-dihydro-2h-imidazo[1,5-a]pyrimidin-6-amine Chemical compound C12=NCCCN2C(N)=NC1(C=1C=C(C=CC=1)C=1C(=NC=CC=1)F)C1=CC=NC=C1 SIFXKACBEOUPOD-UHFFFAOYSA-N 0.000 claims 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic 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
- C07D487/04—Ortho-condensed systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs 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
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic 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
- C07D471/12—Heterocyclic 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 three hetero rings
- C07D471/20—Spiro-condensed systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic 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 three hetero rings
- C07D487/20—Spiro-condensed systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic 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
- C07D498/04—Ortho-condensed systems

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Chemical Kinetics & Catalysis (AREA)
Public Health (AREA)
Medicinal Chemistry (AREA)
Biomedical Technology (AREA)
Neurology (AREA)
Neurosurgery (AREA)
Hospice & Palliative Care (AREA)
Psychiatry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

CA002660441A 2006-08-17 2007-08-10 Imidazolamines en tant qu'inhibiteurs de beta-secretase Abandoned CA2660441A1 (fr)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US83835706P	2006-08-17	2006-08-17
US60/838,357		2006-08-17
PCT/US2007/075690 WO2008022024A2 (fr)	2006-08-17	2007-08-10	Imidazolamines en tant qu'inhibiteurs de bêta-secrétase

Publications (1)

Publication Number	Publication Date
CA2660441A1 true CA2660441A1 (fr)	2008-02-21

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ID=38988046

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002660441A Abandoned CA2660441A1 (fr)	2006-08-17	2007-08-10	Imidazolamines en tant qu'inhibiteurs de beta-secretase

Country Status (9)

Country	Link
EP (1)	EP2054414A2 (fr)
JP (1)	JP2010500999A (fr)
AR (1)	AR062409A1 (fr)
CA (1)	CA2660441A1 (fr)
CL (1)	CL2007002288A1 (fr)
MX (1)	MX2009001699A (fr)
PE (1)	PE20080744A1 (fr)
TW (1)	TW200817406A (fr)
WO (1)	WO2008022024A2 (fr)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US7763609B2 (en)	2003-12-15	2010-07-27	Schering Corporation	Heterocyclic aspartyl protease inhibitors
US7700603B2 (en)	2003-12-15	2010-04-20	Schering Corporation	Heterocyclic aspartyl protease inhibitors
US7592348B2 (en)	2003-12-15	2009-09-22	Schering Corporation	Heterocyclic aspartyl protease inhibitors
PE20070135A1 (es)	2005-06-14	2007-03-09	Schering Corp	Compuestos heterociclicos como inhibidores de aspartil proteasas
CA2610828A1 (fr)	2005-06-14	2006-12-28	Schering Corporation	Preparation et utilisation de composes en tant qu'inhibiteurs de proteases
KR101052122B1 (ko)	2005-10-25	2011-07-26	시오노기세야쿠 가부시키가이샤	아미노디히드로티아진 유도체
EP2644600B1 (fr)	2006-06-12	2017-01-11	Merck Sharp & Dohme Corp.	Inhibiteurs de la protéase d'aspartyl hétérocyclique
EP2147914B1 (fr)	2007-04-24	2014-06-04	Shionogi&Co., Ltd.	Dérivés d'aminodihydrothiazine substitués par des groupes cycliques
EP2151435A4 (fr)	2007-04-24	2011-09-14	Shionogi & Co	Composition pharmaceutique pour le traitement de la maladie d'alzheimer
AR071385A1 (es)	2008-04-22	2010-06-16	Schering Corp	Compuestos de 2-imino-3-metil pirrolopirimidinona sustituida con tiofenilo,composiciones farmaceuticas que los contienen,y uso de los mismos para el tratamiento de patologias asociadas con la proteina beta amiloide,tales como alzheimer y otros formas de demencia.
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2007
- 2007-07-24 TW TW096126963A patent/TW200817406A/zh unknown
- 2007-08-07 CL CL200702288A patent/CL2007002288A1/es unknown
- 2007-08-07 PE PE2007001049A patent/PE20080744A1/es not_active Application Discontinuation
- 2007-08-10 MX MX2009001699A patent/MX2009001699A/es not_active Application Discontinuation
- 2007-08-10 CA CA002660441A patent/CA2660441A1/fr not_active Abandoned
- 2007-08-10 JP JP2009524746A patent/JP2010500999A/ja not_active Withdrawn
- 2007-08-10 EP EP07840855A patent/EP2054414A2/fr not_active Withdrawn
- 2007-08-10 WO PCT/US2007/075690 patent/WO2008022024A2/fr not_active Ceased
- 2007-08-16 AR ARP070103654A patent/AR062409A1/es unknown

Also Published As

Publication number	Publication date
WO2008022024A3 (fr)	2008-05-22
CL2007002288A1 (es)	2008-02-08
MX2009001699A (es)	2009-02-25
EP2054414A2 (fr)	2009-05-06
AR062409A1 (es)	2008-11-05
WO2008022024A2 (fr)	2008-02-21
TW200817406A (en)	2008-04-16
PE20080744A1 (es)	2008-05-24
JP2010500999A (ja)	2010-01-14

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