JP2009533338A - 置換環縮合アジンおよび癌治療におけるそれらの使用 - Google Patents
置換環縮合アジンおよび癌治療におけるそれらの使用 Download PDFInfo
- Publication number
- JP2009533338A JP2009533338A JP2009504144A JP2009504144A JP2009533338A JP 2009533338 A JP2009533338 A JP 2009533338A JP 2009504144 A JP2009504144 A JP 2009504144A JP 2009504144 A JP2009504144 A JP 2009504144A JP 2009533338 A JP2009533338 A JP 2009533338A
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- JP
- Japan
- Prior art keywords
- benzofuran
- dimethyl
- quinazolinyl
- propanediamine
- dihydrochloride
- Prior art date
- 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.)
- Pending
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- 238000011275 oncology therapy Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 79
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 40
- 238000000034 method Methods 0.000 claims abstract description 37
- 201000011510 cancer Diseases 0.000 claims abstract description 25
- 238000011282 treatment Methods 0.000 claims abstract description 16
- 239000002246 antineoplastic agent Substances 0.000 claims abstract description 12
- -1 amino, hydroxyl Chemical group 0.000 claims description 428
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 87
- IZANMKJTUZMVPI-UHFFFAOYSA-N n-[2-(1-benzofuran-2-yl)quinazolin-4-yl]-n',n'-dimethylbutane-1,4-diamine;dihydrochloride Chemical compound Cl.Cl.C1=CC=C2OC(C=3N=C(C4=CC=CC=C4N=3)NCCCCN(C)C)=CC2=C1 IZANMKJTUZMVPI-UHFFFAOYSA-N 0.000 claims description 74
- FVHBBRVXDIZXRX-UHFFFAOYSA-N n-[2-(1-benzofuran-2-yl)quinazolin-4-yl]-n',n'-dimethylpropane-1,3-diamine;dihydrochloride Chemical compound Cl.Cl.C1=CC=C2OC(C=3N=C(C4=CC=CC=C4N=3)NCCCN(C)C)=CC2=C1 FVHBBRVXDIZXRX-UHFFFAOYSA-N 0.000 claims description 71
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 61
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 56
- 210000004027 cell Anatomy 0.000 claims description 52
- 239000000203 mixture Substances 0.000 claims description 50
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims description 48
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 48
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 48
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 42
- 229910052760 oxygen Inorganic materials 0.000 claims description 30
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 28
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 28
- 239000001301 oxygen Substances 0.000 claims description 28
- PXBFMLJZNCDSMP-UHFFFAOYSA-N 2-Aminobenzamide Chemical class NC(=O)C1=CC=CC=C1N PXBFMLJZNCDSMP-UHFFFAOYSA-N 0.000 claims description 27
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 25
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims description 21
- 229940002612 prodrug Drugs 0.000 claims description 21
- 239000000651 prodrug Substances 0.000 claims description 21
- 230000005855 radiation Effects 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 15
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 12
- 229910019142 PO4 Inorganic materials 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 10
- RMNBVPFURZKLDD-UHFFFAOYSA-N Cl.Cl.C1=CC=CC2=NC(C3=CC4=CC=C(C=C4O3)OC)=NC(C(CCN)N(C)C)=C21 Chemical compound Cl.Cl.C1=CC=CC2=NC(C3=CC4=CC=C(C=C4O3)OC)=NC(C(CCN)N(C)C)=C21 RMNBVPFURZKLDD-UHFFFAOYSA-N 0.000 claims description 10
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 10
- 239000010452 phosphate Substances 0.000 claims description 10
- 125000002249 indol-2-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([*])=C([H])C2=C1[H] 0.000 claims description 9
- GLGOGFTVYFTTJH-UHFFFAOYSA-N 1-[2-(5-methoxy-1-benzofuran-2-yl)quinazolin-4-yl]-N,N-dimethylpropane-1,3-diamine Chemical compound C1=CC=CC2=NC(C=3OC4=CC=C(C=C4C=3)OC)=NC(C(CCN)N(C)C)=C21 GLGOGFTVYFTTJH-UHFFFAOYSA-N 0.000 claims description 8
- AJZNSIPYELVDJY-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-4-[3-(dimethylamino)propylamino]quinazoline-6-carbonitrile Chemical compound C1=CC=C2OC(C=3N=C(C4=CC(=CC=C4N=3)C#N)NCCCN(C)C)=CC2=C1 AJZNSIPYELVDJY-UHFFFAOYSA-N 0.000 claims description 8
- PDZBBMVDQPETHG-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-4-[3-(dimethylamino)propylamino]quinazoline-7-carbonitrile Chemical compound C1=CC=C2OC(C=3N=C(C4=CC=C(C=C4N=3)C#N)NCCCN(C)C)=CC2=C1 PDZBBMVDQPETHG-UHFFFAOYSA-N 0.000 claims description 8
- BGEMSPHXTXFWAY-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-4-[3-(dimethylamino)propylamino]quinazoline-8-carbonitrile Chemical compound C1=CC=C2OC(C=3N=C(C4=CC=CC(=C4N=3)C#N)NCCCN(C)C)=CC2=C1 BGEMSPHXTXFWAY-UHFFFAOYSA-N 0.000 claims description 8
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 8
- 125000000304 alkynyl group Chemical group 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 8
- 238000007363 ring formation reaction Methods 0.000 claims description 8
- OXPANJUDUXZFDO-UHFFFAOYSA-N 1-[2-(1-benzofuran-2-yl)quinazolin-4-yl]-N'-ethylpropane-1,3-diamine dihydrochloride Chemical compound Cl.Cl.C1=CC=C2OC(C=3N=C(C4=CC=CC=C4N=3)C(N)CCNCC)=CC2=C1 OXPANJUDUXZFDO-UHFFFAOYSA-N 0.000 claims description 7
- IJWCBDNWOXQLHF-UHFFFAOYSA-N 1-[2-(4-chloro-5-methoxy-1-benzofuran-2-yl)quinazolin-4-yl]-N,N-dimethylpropane-1,3-diamine hydrochloride Chemical compound Cl.C1=CC=CC2=NC(C=3OC4=CC=C(C(=C4C=3)Cl)OC)=NC(C(CCN)N(C)C)=C21 IJWCBDNWOXQLHF-UHFFFAOYSA-N 0.000 claims description 7
- BKLNLQIMYAPCMT-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-n-(3-pyrrolidin-1-ylpropyl)quinazolin-4-amine;dihydrochloride Chemical compound Cl.Cl.N=1C(C=2OC3=CC=CC=C3C=2)=NC2=CC=CC=C2C=1NCCCN1CCCC1 BKLNLQIMYAPCMT-UHFFFAOYSA-N 0.000 claims description 7
- FRUCNMZQFRDJGW-UHFFFAOYSA-N O1C(=CC2=C1C=CC=C2)C2=NC1=C(C=CC=C1C(=N2)C(CCN(C)C)N)[N+](=O)[O-] Chemical compound O1C(=CC2=C1C=CC=C2)C2=NC1=C(C=CC=C1C(=N2)C(CCN(C)C)N)[N+](=O)[O-] FRUCNMZQFRDJGW-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- CEMBJTIHYUWHPJ-UHFFFAOYSA-N n'-[2-(1-benzofuran-2-yl)quinazolin-4-yl]-n-cyclopropylpropane-1,3-diamine;dihydrochloride Chemical compound Cl.Cl.N=1C(C=2OC3=CC=CC=C3C=2)=NC2=CC=CC=C2C=1NCCCNC1CC1 CEMBJTIHYUWHPJ-UHFFFAOYSA-N 0.000 claims description 7
- DVYMHQVLEYAGAY-UHFFFAOYSA-N n-[3-(1-benzofuran-2-yl)isoquinolin-1-yl]-n',n'-dimethylpropane-1,3-diamine;dihydrochloride Chemical compound Cl.Cl.C1=CC=C2OC(C=3N=C(C4=CC=CC=C4C=3)NCCCN(C)C)=CC2=C1 DVYMHQVLEYAGAY-UHFFFAOYSA-N 0.000 claims description 7
- 230000002265 prevention Effects 0.000 claims description 7
- MXMSVENAAQCDPE-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-3-[2-(1-methylpyrrolidin-2-yl)ethyl]-2h-quinazolin-4-amine;dihydrochloride Chemical compound Cl.Cl.CN1CCCC1CCN1C(N)=C2C=CC=CC2=NC1C1=CC2=CC=CC=C2O1 MXMSVENAAQCDPE-UHFFFAOYSA-N 0.000 claims description 6
- FQHTXNJQHYLMHZ-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-4-[3-(dimethylamino)propylamino]quinazoline-7-carboxamide;dihydrochloride Chemical compound Cl.Cl.C1=CC=C2OC(C=3N=C(C4=CC=C(C=C4N=3)C(N)=O)NCCCN(C)C)=CC2=C1 FQHTXNJQHYLMHZ-UHFFFAOYSA-N 0.000 claims description 6
- GODDQPRIGDDXEJ-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-4-[3-(dimethylamino)propylamino]quinazoline-8-carboxamide Chemical compound C1=CC=C2OC(C=3N=C(C4=CC=CC(=C4N=3)C(N)=O)NCCCN(C)C)=CC2=C1 GODDQPRIGDDXEJ-UHFFFAOYSA-N 0.000 claims description 6
- SOYNRQYJZDGFTK-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-n-(3-morpholin-4-ylpropyl)quinazolin-4-amine;dihydrochloride Chemical compound Cl.Cl.N=1C(C=2OC3=CC=CC=C3C=2)=NC2=CC=CC=C2C=1NCCCN1CCOCC1 SOYNRQYJZDGFTK-UHFFFAOYSA-N 0.000 claims description 6
- BIMMBFXNXBOUIO-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-n-[3-(4-methylpiperazin-1-yl)propyl]quinazolin-4-amine Chemical compound C1CN(C)CCN1CCCNC1=NC(C=2OC3=CC=CC=C3C=2)=NC2=CC=CC=C12 BIMMBFXNXBOUIO-UHFFFAOYSA-N 0.000 claims description 6
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- SLMBUJHZYQVSNC-UHFFFAOYSA-N n',n'-dimethyl-n-[2-(5-methyl-1-benzofuran-2-yl)quinazolin-4-yl]propane-1,3-diamine;dihydrochloride Chemical compound Cl.Cl.CC1=CC=C2OC(C=3N=C(C4=CC=CC=C4N=3)NCCCN(C)C)=CC2=C1 SLMBUJHZYQVSNC-UHFFFAOYSA-N 0.000 claims description 5
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- FKLIJXLRISBXJA-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-1h-pyrido[4,3-d]pyrimidin-4-one Chemical compound C1=CC=C2OC(C=3NC(C4=CN=CC=C4N=3)=O)=CC2=C1 FKLIJXLRISBXJA-UHFFFAOYSA-N 0.000 claims description 3
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- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000012581 transferrin Substances 0.000 description 1
- NHDIQVFFNDKAQU-UHFFFAOYSA-N tripropan-2-yl borate Chemical compound CC(C)OB(OC(C)C)OC(C)C NHDIQVFFNDKAQU-UHFFFAOYSA-N 0.000 description 1
- 230000005740 tumor formation Effects 0.000 description 1
- 230000004614 tumor growth Effects 0.000 description 1
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Images
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- 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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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic 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
- C07D401/02—Heterocyclic 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
- C07D401/04—Heterocyclic 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic 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
- C07D401/14—Heterocyclic 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
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- 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
- C07D403/04—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 directly linked by a ring-member-to-ring-member bond
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- 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
- C07D403/14—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 three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/5005—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells
- G01N33/5008—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells for testing or evaluating the effect of chemical or biological compounds, e.g. drugs, cosmetics
- G01N33/5011—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells for testing or evaluating the effect of chemical or biological compounds, e.g. drugs, cosmetics for testing antineoplastic activity
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- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Immunology (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Urology & Nephrology (AREA)
- Hematology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Cell Biology (AREA)
- Food Science & Technology (AREA)
- Biotechnology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- Toxicology (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Quinoline Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NZ546477A NZ546477A (en) | 2006-04-07 | 2006-04-07 | 4-Alkylamino-2-(heterocyclic)quinazolines and their use in cancer therapy |
| PCT/NZ2007/000077 WO2007117161A1 (en) | 2006-04-07 | 2007-04-04 | Substituted ring fused azines and their use in cancer therapy |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009533338A true JP2009533338A (ja) | 2009-09-17 |
| JP2009533338A5 JP2009533338A5 (enExample) | 2010-05-06 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| JP2009504144A Pending JP2009533338A (ja) | 2006-04-07 | 2007-04-04 | 置換環縮合アジンおよび癌治療におけるそれらの使用 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20090318479A1 (enExample) |
| EP (1) | EP2004637A4 (enExample) |
| JP (1) | JP2009533338A (enExample) |
| CN (1) | CN101460490A (enExample) |
| AU (1) | AU2007235751A1 (enExample) |
| CA (1) | CA2648323A1 (enExample) |
| NZ (1) | NZ546477A (enExample) |
| WO (1) | WO2007117161A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017533215A (ja) * | 2014-10-29 | 2017-11-09 | ドン−ア エスティ カンパニー リミテッド | ヒストンリジン脱メチル化触媒活性を調節するための新規ピリドピリミジノン化合物 |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012046207A1 (en) * | 2010-10-08 | 2012-04-12 | Paraco Technology Limited | Anti-parasitic substituted ring fused azine compounds |
| US8710064B2 (en) * | 2011-10-20 | 2014-04-29 | China Medical University | 2-aryl-4-quinazolinones and their pharmaceutical compositions |
| KR20150016406A (ko) | 2012-06-07 | 2015-02-11 | 에프. 호프만-라 로슈 아게 | 탄키라제의 피라졸로피리미돈 및 피라졸로피리돈 억제제 |
| WO2013182580A1 (en) | 2012-06-07 | 2013-12-12 | F. Hoffmann-La Roche Ag | Pyrrolopyrimidone and pyrrolopyridone inhibitors of tankyrase |
| WO2014143609A1 (en) | 2013-03-11 | 2014-09-18 | Bristol-Myers Squibb Company | Isoquinolines as potassium ion channel inhibitors |
| CN105916506B (zh) | 2013-11-20 | 2020-01-07 | 圣诺康生命科学公司 | 作为tam家族激酶抑制剂的喹唑啉衍生物 |
| US20170057955A1 (en) * | 2015-08-26 | 2017-03-02 | Dong-A Socio Holdings Co., Ltd. | Pyridopyrimidinone Compounds for Modulating the Catalytic Activity of Histone Lysine Demethylases (KDMs) |
| CN107721982B (zh) * | 2017-10-16 | 2019-12-03 | 中山大学 | 一种抗肥胖症化合物及其制备方法和应用 |
| CN110483394A (zh) * | 2019-09-02 | 2019-11-22 | 广东工业大学 | 一种化合物的应用 |
| CN113072543B (zh) * | 2020-01-03 | 2022-07-22 | 南方医科大学 | 一种2-芳杂环基喹唑啉酮类化合物及其制备方法和用途 |
| WO2021155426A1 (en) * | 2020-02-04 | 2021-08-12 | TroBio Therapeutics Pty Ltd | Quinazoline compounds and the use thereof in the treatment of cancer |
| WO2022061224A1 (en) | 2020-09-21 | 2022-03-24 | Landos Biopharma, Inc. | Nlrx1 ligands |
| CN114044769B (zh) * | 2021-11-25 | 2023-12-12 | 中山大学 | 一种β-吲哚喹唑啉酮衍生物及其制备方法和应用 |
| CN117247374A (zh) * | 2022-06-10 | 2023-12-19 | 成都先导药物开发股份有限公司 | 一种bcl-xl抑制剂及其制药用途 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3897432A (en) * | 1971-04-21 | 1975-07-29 | Merck & Co Inc | Substituted benzimidazole derivatives |
| EP1088818A1 (en) * | 1999-10-01 | 2001-04-04 | F. Hoffmann-La Roche Ag | Quinolin-4-yl derivatives |
| WO2001083456A1 (en) * | 2000-04-27 | 2001-11-08 | Yamanouchi Pharmaceutical Co., Ltd. | Condensed heteroaryl derivatives |
| US20020048271A1 (en) * | 1998-12-02 | 2002-04-25 | Farzan Rastinejad | Methods and composition for restoring conformational stability of a protein of the p53 family |
| WO2002062767A1 (en) * | 2001-02-07 | 2002-08-15 | Sumitomo Pharmaceuticals Company, Limited | Novel quinazoline derivatives |
-
2006
- 2006-04-07 NZ NZ546477A patent/NZ546477A/en not_active IP Right Cessation
-
2007
- 2007-04-04 WO PCT/NZ2007/000077 patent/WO2007117161A1/en not_active Ceased
- 2007-04-04 EP EP07747705A patent/EP2004637A4/en not_active Withdrawn
- 2007-04-04 CA CA002648323A patent/CA2648323A1/en not_active Abandoned
- 2007-04-04 AU AU2007235751A patent/AU2007235751A1/en not_active Abandoned
- 2007-04-04 CN CNA2007800204647A patent/CN101460490A/zh active Pending
- 2007-04-04 JP JP2009504144A patent/JP2009533338A/ja active Pending
- 2007-04-04 US US12/296,377 patent/US20090318479A1/en not_active Abandoned
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3897432A (en) * | 1971-04-21 | 1975-07-29 | Merck & Co Inc | Substituted benzimidazole derivatives |
| US20020048271A1 (en) * | 1998-12-02 | 2002-04-25 | Farzan Rastinejad | Methods and composition for restoring conformational stability of a protein of the p53 family |
| EP1088818A1 (en) * | 1999-10-01 | 2001-04-04 | F. Hoffmann-La Roche Ag | Quinolin-4-yl derivatives |
| WO2001083456A1 (en) * | 2000-04-27 | 2001-11-08 | Yamanouchi Pharmaceutical Co., Ltd. | Condensed heteroaryl derivatives |
| WO2002062767A1 (en) * | 2001-02-07 | 2002-08-15 | Sumitomo Pharmaceuticals Company, Limited | Novel quinazoline derivatives |
Non-Patent Citations (4)
| Title |
|---|
| JPN6012040350; LEE,E.S. et al: 'Synthesis and biological properties of selected 2-aryl-4(3H)-quinazolinones' Heterocyclic Communications Vol.10, No.4-5, 2004, p.325-330 * |
| JPN6012040352; SUI,Z. et al: 'Synthesis of 2-substituted 4-quinazolone-5-carboxylic acids as inhibitors of DNA-gyrase' Journal of Heterocyclic Chemistry Vol.34, No.1, 1997, p.153-156 * |
| JPN6012040354; HERMECZ,I. et al: 'Syntheses of indolyl-4(3H)-quinazolinones' Heterocycles Vol.37, No.2, 1994, p.903-14 * |
| JPN6012040357; LAL,B. et al: 'A novel base-catalyzed carbon-nitrogen bond fission in some heterocycles' Journal of Organic Chemistry Vol.55, No.17, 1990, p.5117-24 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017533215A (ja) * | 2014-10-29 | 2017-11-09 | ドン−ア エスティ カンパニー リミテッド | ヒストンリジン脱メチル化触媒活性を調節するための新規ピリドピリミジノン化合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101460490A (zh) | 2009-06-17 |
| CA2648323A1 (en) | 2007-10-18 |
| US20090318479A1 (en) | 2009-12-24 |
| NZ546477A (en) | 2009-04-30 |
| AU2007235751A1 (en) | 2007-10-18 |
| EP2004637A1 (en) | 2008-12-24 |
| EP2004637A4 (en) | 2010-11-03 |
| WO2007117161A1 (en) | 2007-10-18 |
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