DK2694510T3 - Imidazopyridaziner som akt-kinasehæmmere - Google Patents
Imidazopyridaziner som akt-kinasehæmmere Download PDFInfo
- Publication number
- DK2694510T3 DK2694510T3 DK12713963.2T DK12713963T DK2694510T3 DK 2694510 T3 DK2694510 T3 DK 2694510T3 DK 12713963 T DK12713963 T DK 12713963T DK 2694510 T3 DK2694510 T3 DK 2694510T3
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- alkyl
- aryl
- hydrogen
- phenyl
- nhc
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic 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
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/5025—Pyridazines; Hydrogenated pyridazines ortho- or peri-condensed with heterocyclic ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/14—Drugs for genital or sexual disorders; Contraceptives for lactation disorders, e.g. galactorrhoea
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
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- 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)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Reproductive Health (AREA)
- Endocrinology (AREA)
- Pregnancy & Childbirth (AREA)
- Gynecology & Obstetrics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Cosmetics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Claims (14)
1. Forbindelse med formlen (I)
hvor RI er hydrogen, hydroxy, NR5R6, halogen, cyano, CO(NR8R9), C (0) 0R8, C (0) (l-6C-alkyl) , NHC (0) (l-6C-alkyl) , NHS(0)2R11, NHC(0)NHRI1, -S (0)n-l-6C-alkyl, -S(0)2NR5R5 eller en gruppe valgt blandt l-6C-alkyl, l-6C-alkoxy, 3-7C-cycloalkyl, aryl, heteroaryl, -(l-6C-alkyl)-aryl, -(l-6C-alkyl)-heteroaryl, -0-(3-7C-cycloalkyl), -0-aryl, -0-(3-7C-heterocyclyl), -0- heteroaryl, -0-(1-6C-alkyl)-heteroaryl, -0-(l-6C-alkyl)- (3-7C- heterocyclyl), -0-(l-6C-alkyl)-aryl, 2-6C-alkenyl, 2-6C- alkynyl, hvor gruppen eventuelt er substitueret en eller flere gange, identisk eller forskelligt, med en substituent valgt blandt: hydroxy, halogen, l-6C-alkyl, l-4C-halogenalkyl, l-6C-alkoxy, -NR8R9, cyano, -C(0)NR8R9, -C(O)OR10, -NHC(0)R11, -NHC (0) NHRI 1, -NHS(0)2R11, 3-7C-cycloalkyl, 3-7C-heterocyclyl, aryl, R2 er hydrogen, hydroxy, NR5R6, halogen, cyano, CO(NR8R9), C(0)0R8, C(0) (l-6C-alkyl), NHC (0) (l-6C-alkyl), NHS(0)2R11, NHC(0)NHR11, -S(0)n-l-6C-alkyl, -S(0)2NR5R6 eller en gruppe valgt blandt l-6C-alkyl, l-6C-alkoxy, 3-7C-cycloalkyl, aryl, heteroaryl, -(l-6C-alkyl)-aryl, -(l-6C-alkyl)-heteroaryl, -0-(3-7C-cycloalkyl), -0-aryl, -0-(3-7C-heterocyclyl), -0- heteroaryl, -0-(1-6C-alkyl)-heteroaryl, -0-(l-6C-alkyl)-(3 — 7 C — heterocyclyl), -0-(1-6C-alkyl)-aryl, 2-6C-alkenyl, 2-6C- alkynyl, hvor gruppen eventuelt er substitueret en eller flere gange, identisk eller forskelligt, med en substituent valgt blandt: hydroxy, halogen, l-6C-alkyl, l-4C-halogenalkyl, l-6C-alkoxy, -NR8R9, cyano, -C(0)NR8R9, -C(O)OR10, -NHC(0)R11, -NHC (0) NHR11, -NHS(0)2R11, 3-7C-heterocyclyl, aryl, R3 er hydrogen, hydroxy, NR5R6, halogen, cyano, CO(NR8R9), C(0)0R8, C(0) (l-6C-alkyl), NHS(0)2R11, NHC(0)NHR11, -S(0)n-1- 6C-alkyl, -S(0)2NR5R6 eller en gruppe valgt blandt l-6C-alkyl, l-6C-alkoxy, 3-7C-cycloalkyl, aryl, heteroaryl, -(l-6C-alkyl)-aryl, -(l-6C-alkyl)-heteroaryl, -0-(3-7C-cycloalkyl), -0-aryl, -0-(3-7C-heterocyclyl), -O-heteroaryl, -0-(l-6C-alkyl)- heteroaryl, -0-(l-6C-alkyl)-(3-7C-heterocyclyl), -0-(l-6C- alkyl)-aryl, NHC(O)(1-6C-alkyl), 2-6C-alkenyl, 2-6C-alkynyl, hvor gruppen eventuelt er substitueret en eller flere gange, identisk eller forskelligt, med en substituent valgt blandt: hydroxy, halogen, l-6C-alkyl, l-4C-halogenalkyl, l-6C-alkoxy, -NR8R9, cyano, -C(0)NR8R9, -C(O)OR10, -NHC(0)R11, -NHC(O)NHRll, -NHS(0)2R11, 3-7C-heterocyclyl, aryl, R4 er phenyl, som eventuelt er substitueret en, to eller tre gange, identisk eller forskelligt, med et halogenatom; R5 er hydrogen, l-6C-alkyl, R6 er hydrogen, l-6C-alkyl, R8 er hydrogen, l-6C-alkyl, som eventuelt er substitueret med hydroxy, R9 er hydrogen, l-6C-alkyl, RIO er hydrogen, l-6C-alkyl, Ril er hydrogen, l-6C-alkyl, X, Y er CH2; n er 0, 1, 2; eller et N-oxid, et salt, en tautomer eller en stereoisomer af forbindelsen eller et salt af N-oxidet, tautomeren eller stereoisomeren.
2. Forbindelse ifølge krav 1 hvor RI er hydrogen, hydroxy, NR5R6, halogen, cyano, CO(NR8R9), C(0)0R8, C(0)(l-3C-alkyl), NHC(0)(l-6C-alkyl), NHS(0)2R11, NHC(O)NHRll, -S(0)n-l-3C-alkyl, -S(0)2NR5R6 eller en gruppe valgt blandt l-3C-alkyl, l-3C-alkoxy, 3-6C-cycloalkyl, aryl, heteroaryl, -(l-3C-alkyl)-aryl, - (l-3C-alkyl)-heteroaryl, -0-(3-6C-cycloalkyl), -0-aryl, -0-(3-6C-heterocyclyl), -0- heteroaryl, -0-(l-3C-alkyl)-heteroaryl, -0-(l-3C-alkyl)-(3-6C-heterocyclyl), -0-(l-3C-alkyl)-aryl, 2-3C-alkenyl, 2-3C- alkynyl, hvor gruppen eventuelt er substitueret en eller flere gange, identisk eller forskelligt, med en substituent valgt blandt: hydroxy, halogen, l-3C-alkyl, l-3C-halogenalkyl, l-3C-alkoxy, -NR8R9, cyano, -C(0)NR8R9, -C(O)OR10, -NHC(0)R11, -NHC (O)NHRll, -NHS(0)2RH, 3-6C-cycloalkyl, 3-6C-heterocyclyl, aryl, R2 er hydrogen, hydroxy, NR5R6, halogen, cyano, CO(NR8R9), C(0)0R8, C(0)(l-3C-alkyl), NHC(0)(l-3C-alkyl), NHS(0)2R11, NHC(0)NHR11, -S(0)n-l-3C-alkyl, -S(0)2NR5R6 eller en gruppe valgt blandt l-3C-alkyl, l-3C-alkoxy, 3-6C-cycloalkyl, aryl, heteroaryl, -(l-3C-alkyl)-aryl, -(l-3C-alkyl)-heteroaryl, -0-(3-6C-cycloalkyl), -0-aryl, -0-(3-6C-heterocyclyl), -0- heteroaryl, -0-(l-3C-alkyl)-heteroaryl, -0-(l-3C-alkyl)- (3-6C-heterocyclyl), -0-(l-3C-alkyl)-aryl, 2-3C-alkenyl, 2-3C- alkynyl, hvor gruppen eventuelt er substitueret en eller flere gange, identisk eller forskelligt, med en substituent valgt blandt: hydroxy, halogen, l-3C-alkyl, l-3C-halogenalkyl, l-3C-alkoxy, -NR8R9, cyano, -C(0)NR8R9, -C(O)OR10, -NHC(0)R11, -NHC (O)NHRll, -NHS(0)2RH, 3-6C-heterocyclyl, aryl, R3 er hydrogen, hydroxy, NR5R6, halogen, cyano, CO(NR8R9), C(0)0R8, C (0) (l-3C-alkyl), NHS(0)2R11, NHC(0)NHR11, -S(0)n-1“ 3C-alkyl, -S(0)2NR5R6 eller en gruppe valgt blandt l-3C-alkyl, l-3C-alkoxy, 3-6C-cycloalkyl, aryl, heteroaryl, -(l-3C-alkyl)-aryl, -(l-3C-alkyl)-heteroaryl, -0-(3-6C-cycloalkyl), -0-aryl, -0-(3-6C-heterocyclyl), -O-heteroaryl, -0-(l-3C-alkyl)- heteroaryl, -0-(l-3C-alkyl)-(3-6C-heterocyclyl), -0-(1-3C- alkyl)-aryl, NHC(0)(l-3C-alkyl), 2-3C-alkenyl, 2-3C-alkynyl, hvor gruppen eventuelt er substitueret en eller flere gange, identisk eller forskelligt, med en substituent valgt blandt: hydroxy, halogen, l-3C-alkyl, l-3C-halogenalkyl, l-3C-alkoxy, -NR8R9, cyano, -C(0)NR8R9, -C(O)OR10, -NHC(0)R11, -NHC (O)NHRll, -NHS(0)2RH, 3-6C-heterocyclyl, aryl, R4 er phenyl, som eventuelt er substitueret en, to eller tre gange, identisk eller forskelligt, med et halogenatom; R5 er hydrogen, l-3C-alkyl, R6 er hydrogen, l-3C-alkyl, R8 er hydrogen, l-3C-alkyl, som eventuelt er substitueret med hydroxy, R9 er hydrogen, l-3C-alkyl, RIO er hydrogen, l-3C-alkyl, Ril er hydrogen, l-3C-alkyl, X, Y er CH2; n er 0, 1, 2; eller et N-oxid, et salt, en tautomer eller en stereoisomer af forbindelsen eller et salt af N-oxidet, tautomeren eller stereoisomeren.
3. Forbindelse ifølge krav 1 hvor RI er hydrogen, hydroxy, NR5R6, CO(NR8R9), C(0)0R8, NHC(0)(1- 6C-alkyl) eller en gruppe valgt blandt l-6C-alkyl, 3-70 cycloalkyl, aryl, heteroaryl, l-4C-alkoxy, hvor gruppen eventuelt er substitueret en eller flere gange, identisk eller forskelligt, med en substituent valgt blandt: halogen, 1-60 alkyl, l-6C-alkoxy, -C(O)ORl0, 3-7-cycloalkyl, aryl, R2 er hydrogen, l-6C-alkyl, R3 er hydrogen, hydroxy, NR5R6, halogen, CO(NR8R9), C(0)0R8, C(O)(l-6C-alkyl), NHS(0)2R11, S(O)n-l-6C-alkyl eller en gruppe valgt blandt l-6C-alkyl, l-6C-alkoxy-aryl, NHC(O)(l-6C-alkyl), 2-6C-alkenyl, hvor gruppen eventuelt er substitueret en eller flere gange, identisk eller forskelligt, med en substituent valgt blandt: halogen, -C(O)OR10, R4 er phenyl, R5 er hydrogen, R6 er hydrogen, R8 er hydrogen, l-4C-alkyl, som eventuelt er substitueret med hydroxy, R9 er hydrogen, l-4C-alkyl, R10 er l-4C-alkyl, Ril er l-4C-alkyl, X, Y er CH2, n er 0, 1, 2; eller et N-oxid, et salt, en tautomer eller en stereoisomer af forbindelsen eller et salt af N-oxidet, tautomeren eller stereoisomeren.
4. Forbindelse ifølge krav 1, hvor RI er hydrogen, hydroxy, amino, methoxy, ethoxy, butoxy, pyridin-3-yl, pyridin-4-yl, pyrazol-3-yl, l-methyl-pyrazol-3-yl, imidazol-2-yl, methyl, propyl, -0-(CH2)-0-CH3, -0-CH2- phenyl, -0-CH2-cyclopropyl, -C(0)0CH3, -C(0)-NHCH3, -C(0)-NH2, 4-fluorphenyl, - (CH2) 2-C (0) 0CH3, cyclopropyl, -NH-C(0)CH3, R2 er hydrogen, methyl, R3 er hydrogen, hydroxy, amino, methyl, ethyl, methoxy, ethoxy, -0-CH2-C (0) 0CH3, -S-CH3, -S02-CH3, brom, chlor, trifluormethyl, C(0)NH2, COOH, C(0)0CH3, C(0)0CH2CH3, C(0)NH2, C(0)NHCH3, C(0)N(CH3)2, C (0)NH (CH2) 2-OH, -CH=CH2, 4-f luorphenyl, NHC(0)CH3, NHC(0)CF3, NH-S02-CH3, C(0)CH3, R4 er phenyl, X, Y er CH2, eller et N-oxid, et salt, en tautomer eller en stereoisomer af forbindelsen eller et salt af N-oxidet, tautomeren eller stereoisomeren.
5. Forbindelse ifølge krav 1, som er valgt fra gruppen bestående af
6. Forbindelse ifølge krav 5, som er valgt fra gruppen bestående af
7. Forbindelse ifølge krav 5, som er valgt fra gruppen bestående af
8. Fremgangsmåde til fremstilling af forbindelser med den almene formel (I) ifølge krav 1 ved omsætning af en forbindelse med den almene formel (II)
hvor R1-R4 har den betydning, som er angivet i krav 1, og Rx,Ry er R6 eller en beskyttelsesgruppe, hvor omdannelse til en forbindelse med den almene formel (I) opnås ved anvendelse af en passende afbeskyttelsesreaktion.
9. Forbindelse ifølge krav 1 til anvendelse til behandling af sygdomme.
10. Forbindelse til anvendelse ifølge krav 9, hvorved sygdommen er benign neoplasi eller malign neoplasi.
11. Forbindelse ifølge krav 1-7 til anvendelse til behandling af mammacancer.
12. Farmaceutisk sammensætning, som omfatter mindst én forbindelse med den almene formel (I) ifølge et hvilket som helst af kravene 1-7 sammen med mindst ét farmaceutisk acceptabelt additiv.
13. Farmaceutisk sammensætning, som omfatter en første aktiv bestanddel, der er mindst én forbindelse med den almene formel (I) ifølge et hvilket som helst af kravene 1-7, og en anden aktiv bestanddel, som er mindst ét yderligere anticancermiddel.
14. Sammensætning ifølge krav 12 eller 13 til anvendelse til behandling af mammacancer.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US201161472732P | 2011-04-07 | 2011-04-07 | |
PCT/EP2012/056300 WO2012136776A1 (en) | 2011-04-07 | 2012-04-05 | Imidazopyridazines as akt kinase inhibitors |
Publications (1)
Publication Number | Publication Date |
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DK2694510T3 true DK2694510T3 (da) | 2016-01-18 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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DK12713963.2T DK2694510T3 (da) | 2011-04-07 | 2012-04-05 | Imidazopyridaziner som akt-kinasehæmmere |
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Families Citing this family (15)
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US9447049B2 (en) | 2010-03-01 | 2016-09-20 | University Of Tennessee Research Foundation | Compounds for treatment of cancer |
DK2959900T3 (da) | 2008-06-16 | 2017-06-26 | Univ Tennessee Res Found | Forbindelse til behandling af cancer |
US11084811B2 (en) | 2010-03-01 | 2021-08-10 | Oncternal Therapeutics, Inc. | Compounds for treatment of cancer |
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2012
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