DK2611797T3 - Quinolin eller quinazolinderivater med apoptose-inducerende aktivitet på celler - Google Patents
Quinolin eller quinazolinderivater med apoptose-inducerende aktivitet på celler Download PDFInfo
- Publication number
- DK2611797T3 DK2611797T3 DK11822135.7T DK11822135T DK2611797T3 DK 2611797 T3 DK2611797 T3 DK 2611797T3 DK 11822135 T DK11822135 T DK 11822135T DK 2611797 T3 DK2611797 T3 DK 2611797T3
- Authority
- DK
- Denmark
- Prior art keywords
- methylamino
- pyrrolidine
- butanoyl
- carboxamide
- propanamido
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
-
- 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
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/94—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic 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
- C07D403/12—Heterocyclic 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 chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
-
- 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
- A61K31/435—Heterocyclic 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
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
- C07D215/38—Nitrogen atoms
- C07D215/42—Nitrogen atoms attached in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Genetics & Genomics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Claims (14)
- QUINOLIN ELLER QUINAZOLINDERIVATER MED APOPTOSE-INDUCERENDE AKTIVITET PÅ CELLER1. Forbindelse valgt fra gruppen bestående afen quinolin eller et quinazolinderivat af Formel (I), og et farmaceutisk acceptabelt salt, en isomer, et hydrat, og et solvat deraf: (I) hvor, Z er CH eller N; X er C(=0); Y er hydrogen, -NR6R7, -NR6C(=0)R7, eller -NR6C(=0)NR6R7; n er et heltal fra 0 til 3; R1 er hydrogen, Ci-ealkyl, Ci-ealkanoyl, C2-6alkenoyl, eller C2-ealkynoyl; R2 er hydrogen eller Ci-3alkyl; R3 er hydrogen, Ci-6alkyl, C3-6Cycloalkyl, eller C3-ealkynyloxyCi-4alkyl; R4 og R5er hver uafhængigt hydrogen, -0(CH2)m-Ci-6alkyl, -0(CH2)m-C3-ecycloalkyl, -0(CH2)m-C3-6heterocycloalkyl, -0(CH2)m-C5-ioaryl, -0(CH2)m-C5-loheteroaryl eller -0(CH2)m-Ci-3alkoxy, i hvilken m er et heltal fra 0 til 3; R6 er hydrogen eller Ci-6alkyl; og R7 er hydrogen, Ci-salkyl, -(CH2)rC3-6cycloalkyl, -(CH2)rC3-eheterocycloalkyl, -(CH2)rC5-ioaryl eller -(CH2)rC5-ioheteroaryl, i hvilken l er et heltal fra 0 til 3; i hvilken: R6 og R7 er eventuelt bundet sammen for at danne en ringstruktur; og R7 er eventuelt substitueret med en eller flere substituenter valgt fra gruppen bestående af halogen, -CF3, -NO2, -CN, Ci-salkyl, -(CH2)PNR8R9, -(CH2)pOR10, -(CH2)pC(=0)R11, -(CH2)pC(=0)0R10, -(CH2)pC(=0)NR8R9, -(CH2)pNR8C(=0)R11,-(CH2)pSR12, -(CH2)pS(=0)Rn, -(CH2)PS(=0)2R11, og -(CH2)P-C3-6cycloalkyl, -(CH2)P-C3-6heterocycloalkyl, -(CH2)P-C5-ioaryl og -(CH2)P-C5-ioheteroaryl, i hvilken p er et heltal fra 0 til 3; i hvilken: R8, R9, R10, R11 og R12 er hver uafhængigt halogen, -CF3, -NO2, -CN, Ci-ealkyl, -(CH2)q-C3-6cycloalkyl, -(CH2)q-C3-6heterocycloalkyl, -(CH2)q-C2-4alkenyl,-(CH2)q-C2-4alkynyl, -(CH2)q-C5-ioaryl eller -(CH2)q-C5-ioheteroaryl, i hvilken q er et heltal fra 0 til 3; og R8 og R9 er eventuelt bundet sammen for at danne en ringstruktur.
- 2. Forbindelsen ifølge krav 1, hvor Z er N.
- 3. Forbindelsen ifølge krav 1, hvor R1 er hydrogen eller methyl.
- 4. Forbindelsen ifølge krav 1, hvor R2 er methyl.
- 5. Forbindelsen ifølge krav 1, hvor R3 er t-butyl, cyclohexyl eller propazyloxyethyl.
- 6. Forbindelsen ifølge krav 1, hvor R4 er hydrogen eller benzyloxy.
- 7. Forbindelsen ifølge krav 1, hvor R5 er hydrogen, methoxy, 2-methoxyethoxy eller 3-tetrahydrofuranyloxy.
- 8. Forbindelsen ifølge krav 1, hvor n er 1.
- 9. Forbindelsen ifølge krav 1, hvor Y er valgt fra gruppen bestående af hydrogen, amin, 4-brom-2-fluoranilin, 3-chlor-2-fluoranilin, 3,4-dichlor-2-fluoranilin, 5-chlorbenzo-[l,3]dioxol-4-amin, 2,4-difluor-3-chloranilin, 4-chlor-3-fluoraminobenzen, phenylmethylamino, 2-chlor-N'-p-tolylbenzen-l,4-diamin, 2-chloranilin, 4-methoxyanilin, methylamin, piperidin, 2-methylanilin, 2,4-difluoranilin, 2-methoxyanilin, N-methylanilin, 2-amino naphthalen, 2-amino pyridin, (S)-a-methylbenzylamin, 2,4-difluorbenzylamin, 3-chlor-4-(3-fluorbenzyloxy)anilin, cyclohexylamin, 4-biphenylamin, 4-phenoxyanilin, 2,3-difluoranilin, dimethylamin, 2-trifluormethylanilin, 1-phenylurea, 2-nitrileanilin, 3,4-dichlor-2-fluor-N-methylanilin, 2-morpholinanilin, 1,2,3,4-tetrahydroquinolin, 2,3-dihydro-lH-inden-5-amin, 5-aminoquinolin, 6-aminoquinolin, 8-aminoquinolin, lH-indazol-5-amin, 1-aminonaphthalen, acetamid, 4-fluoranilin, 4-chloranilin, 3-ethynylanilin, 3-chloranilin, 3-methoxyanilin, 2,4-dichloranilin, 2,6-difluoranilin, 2,6-dichlor-3,5-dimethoxyanilin, 4-(4-ethylpiperazin-l-yl)anilin, benzamid, 4-dimethylaminoanilin, 4-diethylaminoanilin, 4-(pyrrolidin-l-yl)anilin, 4-(piperidin-l-yl)anilin, 4-(4-methylpiperazin-l-yl)anilin, 3-chlor-4-(4-ethylpiperazin-l-yl)anilin, 3-fluor-4-(4-ethylpiperazin-l-yl)anilin, 4-(4-ethylpiperazin-l-yl)-3-(trifluoromethyl)anilin, N-(4-aminophenyl)acetamid, 4-aminopyridin, 4-amino-N-methylbenzamid, N-(4-aminophenyl)benzamid, N-(3-amino-4-chlorphenyl)acetamid, l-(2-fluorphenyl)urea, 2,3-dichloranilin, 2-brom-4-fluoranilin, 2-chlorpyridin-3-amin, 2-chlor-Nl,Nl-diethylbenzen-l,4-diamin, 2-phenylethanamin, 3,5-dichlor-4-(pyridin-2-ylmethoxy)anilin, 3-chlor-4-(4-(cyclopropylmethyl)piperazin-l-yl)anilin, 3-chlor-4-(4-isopropylpiperazin-l-yl)anilin, 3-chlor-4-(4-propylpiperazin-l-yl)anilin, 3-chlor-4-(pyrrolidin-l-yl)anilin, 3-chlor-4-(pyridin-2-ylmethoxy)anilin, 3-chlor-4-(piperidin-l-yl)anilin, 3-chlor-4-morpholinoanilin, 3-fluor-4-(piperidin-l-yl)anilin, 4-((lH-imidazol-l-yl)methyl)anilin, 4-((4-methylpiperazin-l-yl)sulfonyl)anilin, 4-([l,4'-bipiperidin]-l'-yl)anilin, 4-(l-methylpiperidin-3-yl)anilin, 4-(l-methylpiperidin-4-yl)anilin, 4-(lH-imidazol-l-yl)anilin, 4-(2-propyn-l-yloxy)anilin, 4-(4-(l-methylpiperidin-4-yl)piperazin-l-yl)anilin, 4-(4-(cyclopropylmethyl)piperazin-l-yl)-3-fluoranilin, 4-(4-methylpiperidin-l-yl)cyclohexanamin, 4-(piperidin-l-ylmethyl)anilin, 4-morpholinoanilin, 4-brom-2-chloranilin, 4-brom-3-chlor-2-fluoranilin, 5-aminoindolin-2-on, 6-(prop-2-yn-l-yloxy)pyridin-3-amin, 6-chlorpyridin-3-amin, 7-amino-2-methyl-4H-chromen-4-on, cyclohexylmethanamin, 4-(4-(4-methylpiperazin-l-yl)piperidin-l-yl)anilin, 3-chlor-4-(4-methylpiperazin-l-yl)anilin og N-(4-((3-fluor-4-(4-methylpiperazin-l-yl)anilin.
- 10. Forbindelsen ifølge krav 1, der er valgt fra gruppen bestående af: 1) (S)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 2) (S)-N-(4-(3-chlor-2-fluorphenylamino)-7-(2-methoxyethoxy)quinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 3) (S)-N-(4-(5-chlorbenzo[d][l,3]dioxol-4-ylamino)-7-(2-methoxyethoxy)quinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 4) (S)-N-(4-(3-chlor-2-fluorphenylamino)quinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 5) (S)-N-(4-(3-chlor-4-fluorphenylamino)-7-(2-methoxyethoxy)quinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 6) (S)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-(2-methoxyethoxy)quinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 7) (S)-N-(4-(3-chloro-2-fluorophenylamino)-7-(2-methoxyethoxy)quinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 8) (S)-N-(4-(3,4-dichlor-2-fluorphenylamino)-7-nnethoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 9) (S)-N-(4-(4-brom-2-fluorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 10) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(4-(2-fluorphenylamino)-7- methoxyquinazolin-6-yl)pyrrolidin-2-carboxamid; 11) (S)-N-(4-phenylamino-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 12) (S)-l-((S)-2-((S)-2-aminopropanamido)-3,3-dimethylbutanoyl)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-methoxyquinazolin-6-yl)pyrrolidin-2-carboxamid; 13) (S)-l-((S)-2-((S)-2-acrylamidopropanamido)-3,3-dimethylbutanoyl)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-methoxyquinazolin-6-yl)pyrrolidin-2-carboxamid; 14) (S)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-((S)-tetrahydrofuran-3-yloxy)quinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 15) (S)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-methoxyquinazolin-6-yl)- 1- ((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)pyrrolidin- 2- carboxamid; 15) (S)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-((R)-tetrahydrofuran-3- yloxy)quinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 17) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(2,3,4- trifluorphenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 18) (S)-N-(4-benzylamino-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 19) (S)-N-(4-(3-chlor-4-(6-methylpyridin-3-yloxy)phenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 20) (S)-l\l-(4-(3-chlor-2,4-difluorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)azetidin-2-carboxamid; 21) (S)-N-(4-(2-chlorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 22) (S)-N-(4-(2-bromphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 23) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(methylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 24) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(piperidin-l- yl)quinazolin-6-yl)pyrrolidin-2-carboxamid; 25) (S)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)azetidin-2-carboxamid; 25) (S)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-methoxyquinazolin-6-yl)- 1- ((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)piperidin-3-carboxamid; 27) (S)-N-(4-(o-toluidino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl- 2- ((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 28) (S)-N-(4-(2,4-difluorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)- 3.3- dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 29) (S)-N-(4-(4-chlor-2-fluorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 30) (S)-N-(4-(2-methoxyphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)- 3.3- dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 31) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(methyl(phenyl)amino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 32) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(naphthalen-2- ylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 33) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(pyridin-2- ylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 34) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-((S)-l-phenylmethylamino)quinazo lin-6-yl)pyrrolidine-2-carboxamid; 35) (S)-N-(4-(2,4-difluorbenzylamino)-7-methoxyquinazolin-6-yl)-l-((S)- 3.3- dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 35) (S)-N-(4-amino-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 37) (S)-N-(4-(3-chlor-4-(3-fluorbenzyloxy)phenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 38) (S)-N-(4-(cyclohexylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 39) (S)-N-(4-(biphenyl-4-ylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 40) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(4-phenoxyphenylamino)quinazo lin-6-yl)pyrrolidin-2-carboxamid; 41) (S)-N-(4-(3-chlor-4-fluorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 42) (S)-N-(4-(2,3-difluorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)- 3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 43) (S)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-hydroxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 45) (S)-N-(4-(3-chlor-2,4-difluorphenylamino)-7-methoxyquinazolin-6-yl)- l-((2S,3R)-2-((S)-2-(methylamino)propanamido)-3-(prop-2- ynyloxy)butanoyl)pyrrolidin-2-carboxamid; 45) (2S,4R)-4-(benzyloxy)-N-(4-(3-chlor-2,4-difluorphenylamino)-7- methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 47) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(2-morpholinophenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 48) (S)-N-(4-(3-chlor-2,4-difluorphenylamino)quinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 49) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(4-methoxyphenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 50) (S)-N-(4-(3,4-dihydroquinolin-l(2H)-yl)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 51) (S)-N-(4-(5-chlorbenzo[d][l,3]dioxol-4-ylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 52) (S)-N-(4-(2,3-dihydro-lH-inden-5-ylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 53) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(quinolin-6- ylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 54) (S)-N-(4-(lH-indazol-5-ylamino)-7-methoxyquinazolin-6-yl)-l-((S)- 3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 55) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(4-(4-fluorphenylamino)-7- methoxyquinazolin-6-yl)pyrrolidin-2-carboxamid; 56) (S)-N-(4-(4-chlorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 57) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(3-methoxyphenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 58) (S)-N-(4-(2,4-dichlorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)- 3.3- dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 59) (S)-N-(4-(2,6-difluorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)- 3.3- dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 60) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(4-(4-(4-ethylpiperazin-l- yl)phenylamino)-7-methoxyquinazolin-6-yl)pyrrolidin-2-carboxamid; 61) (S)-N-(4-(benzo[d][l,3]dioxol-5-ylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 62) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(quinolin-3- ylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 63) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(quinolin-5- ylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 64) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(4-dimethylamino)phenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 65) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(4-(pyrrolidin-l- yl)phenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 66) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(4-(piperidin-l- yl)phenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 67) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(4-(4-methylpip erazin-l-yl)phenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 68) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(4-diethylamino)phenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 69) (S)-N-(4-(4-acetamidophenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 70) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(4-(4-(4-ethylpiperazin-l-yl)-3- (trifluormethyl)phenylamino)-7-methoxyquinazolin-6-yl)pyrrolidin-2- carboxamid; 71) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(4-(4-(4-ethylpiperazin-l-yl)-3- fluorphenylamino)-7-methoxyquinazolin-6-yl)pyrrolidin-2-carboxamid; 72) (S)-N-(4-((l,l-dioxide-4-thiomorpholinyl)phenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 73) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(pyridin-4- ylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 74) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(4-(methylcarb amoyl)phenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 75) (S)-N-(4-(5-acetamino-2-chlorphenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 75) (S)-N-(4-(4-benzamidophenylamino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 77) (S)-N-(4-(cyclohexylmethyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)- 3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 78) (S)-N-(4-((2-chloropyridin-3-yl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 79) (S)-N-(4-((6-chloropyridin-3-yl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 80) (S)-N-(4-((4-brom-2-chlorphenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 81) (S)-N-(4-((2,3-dichlorphenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 82) (S)-N-(4-((2-brom-4-fluorphenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 83) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-(phenylamino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 84) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-/\/-(7-methoxy-4-((6-(prop-2-yn-l- yloxy)pyridin-3-yl)amino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 85) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-A/-(4-((3-fluor-4-(piperidin-l- yl)phenyl)amino)-7-methoxyquinazolin-6-yl)pyrrolidin-2-carboxamid; 86) (S)-A/-(4-((3-chlor-4-(4-methylpiperazin-l-yl)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 87) (S)-A/-(4-((4-brom-3-chlor-2-fluorphenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 88) (S)-A/-(4-((4-(lH-imidazol-l-yl)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 89) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-/V-(4-(3-(2-fluorphenyl)ureido)-7- methoxyquinazolin-6-yl)pyrrolidin-2-carboxamid; 90) (S)-l-((S)-3,3-dimethyl-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-((4-morpholinophenyl)amino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 91) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamide)butanoyl)-N-(7-methoxy-4-((4-(2-propyn-l- yloxy)phenyl)amino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 92) (S)-N-(4-((3-chlor-4-(4-(cyclopropylmethyl)piperazin-l-yl)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 93) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamide)butanoyl)-N-(7-methoxy-4-((2-methyl-4-oxo- 4H-chromen-7-yl)amino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 94) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamide)butanoyl)-N-(7-methoxy-4-((2-oxoindolin-5- yl)amino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 95) (S)-N-(4-((3-chloro-4-morpholinophenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 95) (S)-N-(4-((3-chlor-4-(piperidin-l-yl)phenyl)amino)-7- methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 97) (S)-N-(4-((3-chlor-4-(4-isopropylpiperazin-l-yl)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 98) (S)-N-(4-((3-chlor-4-(4-propylpiperazin-l-yl)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 99) (S)-N-(4-((3-chlor-4-(diethylamino)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 100) (S)-N-(4-((4-(4-(cyclopropylmethyl)piperazin-l-yl)-3-fluorphenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 101) (S)-N-(4-((3,5-dichlor-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 102) (S)-N-(4-((3-chlor-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 103) (S)-N-(4-((4-([l,4'-bipiperidin]-l'-yl)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 104) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-((4-(piperidin-l- ylmethyl)phenyl)amino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 105) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-((4-(4-(4- methylpiperazin-l-yl)piperidin-l-yl)phenyl)amino)quinazolin-6-yl)pyrro lidin-2-carboxamid; 106) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-((4-(l-methylpiperidin-4-yl)phenyl)amino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 107) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-((4-(4- methylpiperidin-l-yl)cyclohexyl)amino)quinazolin-6-yl)pyrrolidin-2- carboxamid; 108) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-((4-((4- methylpiperazin-l-yl)sulfonyl)phenyl)amino)quinazolin-6-yl)pyrrolidin-2- carboxamid; 109) (2S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(7-methoxy-4-((4-(l-methylpiperidin-3-yl)phenyl)amino)quinazolin-6-yl)pyrrolidin-2-carboxamid; 110) (S)-l-((S)-3,3-dimethyl-2-((S)-2- (methylamino)propanamido)butanoyl)-N-(7-methoxy-4-((4-(4-(l- methylpiperidin-4-yl)piperazin-l-yl)phenyl)amino)quinazolin-6- yl)pyrrolidin-2-carboxamid; 111) (S)-N-(4-((4-((lH-imidazol-l-yl)methyl)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid; 112) (S)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)-N-(4-((3-fluor-4-(4-methylpiperazin-l-yl)phenyl)amino)-7-methoxyquinazolin-6-yl)pyrrolidin-2-carboxamid; og 113) (S)-N-(4-((3-chlor-4-(pyrrolidin-l-yl)phenyl)amino)-7-methoxyquinazolin-6-yl)-l-((S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)butanoyl)pyrrolidin-2-carboxamid.
- 11. Farmaceutisk sammensætning omfattende forbindelsen ifølge et hvilket som helst af kravene 1 til 10 og en farmaceutisk acceptabel bærer.
- 12. Farmaceutisk sammensætning til anvendelse i forebyggelse eller behandling af cancer, inflammation, en autoimmun sygdom eller en neurodegenerativ lidelse, omfattende forbindelsen ifølge et hvilket som helst af kravene 1 til 10.
- 13. Bibliotek af forbindelser omfattende to eller flere af forbindelserne ifølge et hvilket som helst af kravene 1 til 10.
- 14. Forbindelse ifølge et hvilket som helst af kravene 1 til 10 til anvendelse i forebyggelse eller behandling af cancer, inflammation, en autoimmun sygdom eller en neurodegenerativ lidelse i et individ.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR20100084731 | 2010-08-31 | ||
PCT/KR2011/006458 WO2012030160A2 (en) | 2010-08-31 | 2011-08-31 | Quinoline or quinazoline derivatives with apoptosis inducing activity on cells |
Publications (1)
Publication Number | Publication Date |
---|---|
DK2611797T3 true DK2611797T3 (da) | 2017-02-13 |
Family
ID=45773391
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK11822135.7T DK2611797T3 (da) | 2010-08-31 | 2011-08-31 | Quinolin eller quinazolinderivater med apoptose-inducerende aktivitet på celler |
Country Status (11)
Country | Link |
---|---|
US (1) | US8835458B2 (da) |
EP (1) | EP2611797B1 (da) |
JP (1) | JP5934707B2 (da) |
KR (1) | KR101560227B1 (da) |
CN (1) | CN103237801B (da) |
DK (1) | DK2611797T3 (da) |
ES (1) | ES2612472T3 (da) |
HU (1) | HUE031420T2 (da) |
PL (1) | PL2611797T3 (da) |
PT (1) | PT2611797T (da) |
WO (1) | WO2012030160A2 (da) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102702115A (zh) * | 2012-05-24 | 2012-10-03 | 盛世泰科生物医药技术(苏州)有限公司 | 一种4-氯-7-氟-6-硝基喹唑啉的合成方法 |
CN103570692A (zh) * | 2013-10-31 | 2014-02-12 | 浙江大学 | 含吖丙啶环侧链的喹唑啉衍生物及制备和应用 |
CN104530063B (zh) * | 2015-01-13 | 2017-01-18 | 北京赛特明强医药科技有限公司 | 喹唑啉并杂环类化合物及其制备方法和作为用于治疗癌症的表皮生长因子受体抑制剂的应用 |
CN104926737B (zh) * | 2015-05-13 | 2017-11-07 | 浙江工业大学 | 4‑(3‑取代苯胺基)‑6‑取代基喹唑啉类化合物及制备和应用 |
CN104876882B (zh) * | 2015-05-13 | 2018-05-08 | 浙江工业大学 | 6-氨基喹唑啉类化合物及应用 |
CN105061283B (zh) * | 2015-08-09 | 2017-11-24 | 浙江大学 | 氨基酸苄酯盐酸盐的制备方法 |
CN105384699B (zh) * | 2015-10-23 | 2016-10-12 | 中国人民解放军南京军区南京总医院 | 一种新型喹唑啉衍生物lu1501及其制备方法和应用 |
SG11202105469YA (en) * | 2018-12-10 | 2021-06-29 | Ideaya Biosciences Inc | 2-oxoquinazoline derivatives as methionine adenosyltransferase 2a inhibitors |
WO2020171649A1 (ko) * | 2019-02-22 | 2020-08-27 | 한미약품 주식회사 | Flt3 저해제 및 iap 길항제를 포함하는 급성 골수성 백혈병의 치료를 위한 약학적 조합물 |
KR20200102948A (ko) | 2019-02-22 | 2020-09-01 | 한미약품 주식회사 | Flt3 저해제 및 iap 길항제를 포함하는 급성 골수성 백혈병의 치료를 위한 약학적 조합물 |
JP2022547707A (ja) * | 2019-09-12 | 2022-11-15 | ディスアーム セラピューティクス, インコーポレイテッド | Sarm1の阻害剤 |
CN112457260B (zh) * | 2020-12-08 | 2023-01-17 | 江苏食品药品职业技术学院 | N-杂环芳基喹唑啉-4-胺化合物及其制备方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2574040C (en) * | 2004-07-15 | 2014-05-06 | Tetralogic Pharmaceuticals Corporation | Iap binding compounds |
JP4954983B2 (ja) * | 2005-05-18 | 2012-06-20 | ファーマサイエンス・インコーポレイテッド | Birドメイン結合化合物 |
JP2008025888A (ja) | 2006-07-19 | 2008-02-07 | Sanyo Electric Co Ltd | 低温ショーケース |
PE20110224A1 (es) * | 2006-08-02 | 2011-04-05 | Novartis Ag | PROCEDIMIENTO PARA LA SINTESIS DE UN PEPTIDOMIMETICO DE Smac INHIBIDOR DE IAP, Y COMPUESTOS INTERMEDIARIOS PARA LA SINTESIS DEL MISMO |
US7876313B2 (en) | 2006-09-29 | 2011-01-25 | Intel Corporation | Graphics controller, display controller and method for compensating for low response time in displays |
EP2102229B1 (en) * | 2006-10-12 | 2014-03-26 | Novartis AG | Pyrrolydine derivatives as iap inhibitors |
AU2007337104A1 (en) * | 2006-12-19 | 2008-07-03 | Genentech, Inc. | Imidazopyridine inhibitors of IAP |
-
2011
- 2011-08-31 WO PCT/KR2011/006458 patent/WO2012030160A2/en active Application Filing
- 2011-08-31 US US13/818,478 patent/US8835458B2/en active Active
- 2011-08-31 JP JP2013527014A patent/JP5934707B2/ja active Active
- 2011-08-31 CN CN201180042105.8A patent/CN103237801B/zh active Active
- 2011-08-31 PL PL11822135T patent/PL2611797T3/pl unknown
- 2011-08-31 ES ES11822135.7T patent/ES2612472T3/es active Active
- 2011-08-31 PT PT118221357T patent/PT2611797T/pt unknown
- 2011-08-31 DK DK11822135.7T patent/DK2611797T3/da active
- 2011-08-31 KR KR1020137007825A patent/KR101560227B1/ko active IP Right Grant
- 2011-08-31 HU HUE11822135A patent/HUE031420T2/en unknown
- 2011-08-31 EP EP11822135.7A patent/EP2611797B1/en active Active
Also Published As
Publication number | Publication date |
---|---|
JP5934707B2 (ja) | 2016-06-15 |
US8835458B2 (en) | 2014-09-16 |
EP2611797B1 (en) | 2016-12-28 |
JP2013540716A (ja) | 2013-11-07 |
CN103237801B (zh) | 2015-11-25 |
EP2611797A2 (en) | 2013-07-10 |
EP2611797A4 (en) | 2014-03-05 |
WO2012030160A2 (en) | 2012-03-08 |
ES2612472T3 (es) | 2017-05-17 |
US20130165386A1 (en) | 2013-06-27 |
HUE031420T2 (en) | 2017-07-28 |
CN103237801A (zh) | 2013-08-07 |
PT2611797T (pt) | 2017-02-07 |
KR101560227B1 (ko) | 2015-10-14 |
PL2611797T3 (pl) | 2017-05-31 |
KR20130121092A (ko) | 2013-11-05 |
WO2012030160A3 (en) | 2012-06-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DK2611797T3 (da) | Quinolin eller quinazolinderivater med apoptose-inducerende aktivitet på celler | |
EP2897949B1 (en) | Iap antagonists | |
EP2872521B1 (en) | Iap antagonists | |
CA2996389C (en) | Bicyclic-fused heteroaryl or aryl compounds as irak4 modulators | |
US7030118B2 (en) | Pyrrolotriazinone compounds and their use to treat diseases | |
EP2882740B1 (en) | Iap antagonists | |
CA2847017A1 (en) | Selective and reversible inhibitors of ubiquitin specific protease 7 | |
JP2018504441A (ja) | 癌の治療に有用なegfr阻害剤としての新規フッ素化誘導体 | |
CN115666575A (zh) | 化合物及其用途 | |
WO2022117051A1 (zh) | 大环化合物及其制备方法和应用 | |
US9227996B2 (en) | Peptide-based quorum sensing inhibitors for the attenuation of virulence in Staphylococcus aureus | |
KR20090082486A (ko) | 항암성 약물로서 c12-c13 위치에서 개질된 에포틸론 유사체 | |
WO2012169785A2 (en) | Symmetrically structured quinazoline derivatives | |
KR101162100B1 (ko) | 세포사멸 유도 활성을 갖는 신규 피라지논 유도체 및 이를 활성성분으로 포함하는 약학 조성물 | |
JP2023155223A (ja) | Kras g12c阻害剤及びオーロラa阻害剤を含む治療方法 | |
RU2446170C2 (ru) | Соединения, связывающиеся с bir доменом iap | |
US20170152241A9 (en) | Bicyclic derivative containing pyrimidine ring, and preparation method therefor | |
MX2008005477A (en) | Iap bir domain binding compounds |