HRP20110621T2 - SPOJEVI PIRIDO[2,3-d]PIRIMIDINONA I NJIHOVA UPOTREBA KAO INHIBITORI PI3 - Google Patents
SPOJEVI PIRIDO[2,3-d]PIRIMIDINONA I NJIHOVA UPOTREBA KAO INHIBITORI PI3 Download PDFInfo
- Publication number
- HRP20110621T2 HRP20110621T2 HRP20110621TT HRP20110621T HRP20110621T2 HR P20110621 T2 HRP20110621 T2 HR P20110621T2 HR P20110621T T HRP20110621T T HR P20110621TT HR P20110621 T HRP20110621 T HR P20110621T HR P20110621 T2 HRP20110621 T2 HR P20110621T2
- Authority
- HR
- Croatia
- Prior art keywords
- amino
- methyl
- pyrimidin
- cyclohexyl
- trans
- Prior art date
Links
- MHHOMHMNIRXARC-UHFFFAOYSA-N 1h-pyrido[2,3-d]pyrimidin-2-one Chemical class C1=CN=C2NC(=O)N=CC2=C1 MHHOMHMNIRXARC-UHFFFAOYSA-N 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 27
- 125000003118 aryl group Chemical group 0.000 claims 24
- 125000000753 cycloalkyl group Chemical group 0.000 claims 23
- 125000001072 heteroaryl group Chemical group 0.000 claims 20
- 150000001875 compounds Chemical class 0.000 claims 17
- 150000003839 salts Chemical class 0.000 claims 16
- 125000003342 alkenyl group Chemical group 0.000 claims 13
- -1 amino, carbonyl Chemical group 0.000 claims 12
- 125000000304 alkynyl group Chemical group 0.000 claims 11
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 125000004093 cyano group Chemical group *C#N 0.000 claims 8
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 6
- 150000002367 halogens Chemical class 0.000 claims 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 5
- XDLYKKIQACFMJG-UHFFFAOYSA-N 2-amino-8-[4-(2-hydroxyethoxy)cyclohexyl]-6-(6-methoxypyridin-3-yl)-4-methylpyrido[2,3-d]pyrimidin-7-one Chemical compound C1=NC(OC)=CC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1C1CCC(OCCO)CC1 XDLYKKIQACFMJG-UHFFFAOYSA-N 0.000 claims 3
- LPJUKWATMDFWDN-UHFFFAOYSA-N 2-amino-6-bromo-8-[4-(2-hydroxyethoxy)cyclohexyl]-4-methylpyrido[2,3-d]pyrimidin-7-one Chemical compound O=C1C(Br)=CC=2C(C)=NC(N)=NC=2N1C1CCC(OCCO)CC1 LPJUKWATMDFWDN-UHFFFAOYSA-N 0.000 claims 2
- WOMVHFKOGGCXMG-SHTZXODSSA-N C1=C(F)C(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1CC[C@@H](OCCO)CC1 Chemical compound C1=C(F)C(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1CC[C@@H](OCCO)CC1 WOMVHFKOGGCXMG-SHTZXODSSA-N 0.000 claims 2
- PDCGXSKEKLYDRP-SHTZXODSSA-N C1=NC(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1CC[C@@H](OCCO)CC1 Chemical compound C1=NC(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1CC[C@@H](OCCO)CC1 PDCGXSKEKLYDRP-SHTZXODSSA-N 0.000 claims 2
- LOYNAYXFINASCA-HDJSIYSDSA-N chembl2375954 Chemical compound O=C1C(C2=CN(C)N=C2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCC(N)=O)CC1 LOYNAYXFINASCA-HDJSIYSDSA-N 0.000 claims 2
- NNXNZTDFLLHLOS-JOCQHMNTSA-N chembl2375955 Chemical compound O=C1C(C2=CNN=C2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCC(N)=O)CC1 NNXNZTDFLLHLOS-JOCQHMNTSA-N 0.000 claims 2
- VNSCNWLXUYATCI-HDJSIYSDSA-N chembl2375956 Chemical compound C1=NC(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1CC[C@@H](OCC(N)=O)CC1 VNSCNWLXUYATCI-HDJSIYSDSA-N 0.000 claims 2
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- FWILAFBSYLISCN-UHFFFAOYSA-N 2-amino-4-methyl-7-oxo-8-propan-2-yl-n-(1h-pyrazol-5-yl)pyrido[2,3-d]pyrimidine-6-carboxamide Chemical compound O=C1N(C(C)C)C2=NC(N)=NC(C)=C2C=C1C(=O)NC1=CC=NN1 FWILAFBSYLISCN-UHFFFAOYSA-N 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- IWYRRPAYAHUCKP-UHFFFAOYSA-N 8-cyclopentyl-4-methyl-2-(methylamino)-7-oxo-n-(1h-pyrazol-5-yl)pyrido[2,3-d]pyrimidine-6-carboxamide Chemical compound O=C1N(C2CCCC2)C2=NC(NC)=NC(C)=C2C=C1C(=O)NC=1C=CNN=1 IWYRRPAYAHUCKP-UHFFFAOYSA-N 0.000 claims 1
- SPZLNUYSXWJTDI-UHFFFAOYSA-N 8-cyclopentyl-4-methyl-2-(methylamino)-7-oxo-n-pyridin-2-ylpyrido[2,3-d]pyrimidine-6-carboxamide Chemical compound O=C1N(C2CCCC2)C2=NC(NC)=NC(C)=C2C=C1C(=O)NC1=CC=CC=N1 SPZLNUYSXWJTDI-UHFFFAOYSA-N 0.000 claims 1
- MOWFUTLFKBZDFZ-UHFFFAOYSA-N 8-cyclopentyl-4-methyl-2-(methylamino)-n-(1,2-oxazol-3-yl)-7-oxopyrido[2,3-d]pyrimidine-6-carboxamide Chemical compound O=C1N(C2CCCC2)C2=NC(NC)=NC(C)=C2C=C1C(=O)NC=1C=CON=1 MOWFUTLFKBZDFZ-UHFFFAOYSA-N 0.000 claims 1
- HKEYODYWKVJZML-UHFFFAOYSA-N 8-cyclopentyl-n-[(1-ethylpyrazol-4-yl)methyl]-4-methyl-2-(methylamino)-7-oxopyrido[2,3-d]pyrimidine-6-carboxamide Chemical compound C1=NN(CC)C=C1CNC(=O)C(C1=O)=CC2=C(C)N=C(NC)N=C2N1C1CCCC1 HKEYODYWKVJZML-UHFFFAOYSA-N 0.000 claims 1
- JVQZXWSJZFSIQS-HAQNSBGRSA-N C1=C(F)C(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCC(N)=O)C1 Chemical compound C1=C(F)C(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCC(N)=O)C1 JVQZXWSJZFSIQS-HAQNSBGRSA-N 0.000 claims 1
- MQYKSHFHKJXVCJ-JOCQHMNTSA-N C1=C(F)C(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCCO)C1 Chemical compound C1=C(F)C(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCCO)C1 MQYKSHFHKJXVCJ-JOCQHMNTSA-N 0.000 claims 1
- PCOJUVWPYNNKBZ-ULQDDVLXSA-N C1=NC(OC)=CC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1CC[C@@H](OC[C@@H](O)CO)CC1 Chemical compound C1=NC(OC)=CC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1CC[C@@H](OC[C@@H](O)CO)CC1 PCOJUVWPYNNKBZ-ULQDDVLXSA-N 0.000 claims 1
- UTGVSQLUEPNLMK-JOCQHMNTSA-N C1=NC(OC)=CC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCC(N)=O)C1 Chemical compound C1=NC(OC)=CC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCC(N)=O)C1 UTGVSQLUEPNLMK-JOCQHMNTSA-N 0.000 claims 1
- KEANLVNTCDMYDG-HDJSIYSDSA-N C1=NC(OC)=CC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCCO)C1 Chemical compound C1=NC(OC)=CC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCCO)C1 KEANLVNTCDMYDG-HDJSIYSDSA-N 0.000 claims 1
- IIFFBBBKGQXRDI-HAQNSBGRSA-N C1=NC(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCC(N)=O)C1 Chemical compound C1=NC(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCC(N)=O)C1 IIFFBBBKGQXRDI-HAQNSBGRSA-N 0.000 claims 1
- ISROHHNFTMLKES-JOCQHMNTSA-N C1=NC(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCCO)C1 Chemical compound C1=NC(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1C[C@@H](OCCO)C1 ISROHHNFTMLKES-JOCQHMNTSA-N 0.000 claims 1
- PDCGXSKEKLYDRP-GASCZTMLSA-N C1=NC(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@H]1CC[C@@H](OCCO)CC1 Chemical compound C1=NC(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@H]1CC[C@@H](OCCO)CC1 PDCGXSKEKLYDRP-GASCZTMLSA-N 0.000 claims 1
- FMHCGDSGNZNXMH-SHTZXODSSA-N C1C[C@@H](OCC(=O)OC)CC[C@@H]1N1C(=O)C(C=2C=C(F)C(OC)=NC=2)=CC2=C(C)N=C(N)N=C21 Chemical compound C1C[C@@H](OCC(=O)OC)CC[C@@H]1N1C(=O)C(C=2C=C(F)C(OC)=NC=2)=CC2=C(C)N=C(N)N=C21 FMHCGDSGNZNXMH-SHTZXODSSA-N 0.000 claims 1
- YNZNTPOICGBWLG-JOCQHMNTSA-N CCN1N=CC=C1NC(=O)C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1CC[C@@H](O)CC1 Chemical compound CCN1N=CC=C1NC(=O)C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1CC[C@@H](O)CC1 YNZNTPOICGBWLG-JOCQHMNTSA-N 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- RYSSGCRLQZGFKU-XYPYZODXSA-N O=C1C(C(=O)NC=2NN=CC=2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](O)CC1 Chemical compound O=C1C(C(=O)NC=2NN=CC=2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](O)CC1 RYSSGCRLQZGFKU-XYPYZODXSA-N 0.000 claims 1
- BPRLASJBTWVPSB-SHTZXODSSA-N O=C1C(C2=CN(C)N=C2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCCO)CC1 Chemical compound O=C1C(C2=CN(C)N=C2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCCO)CC1 BPRLASJBTWVPSB-SHTZXODSSA-N 0.000 claims 1
- UAADDCZXGPRVQO-OKILXGFUSA-N O=C1C(C2=CNN=C2)=CC=2C(C)=NC(N)=NC=2N1[C@@H]1CC[C@H](OCCO)CC1 Chemical compound O=C1C(C2=CNN=C2)=CC=2C(C)=NC(N)=NC=2N1[C@@H]1CC[C@H](OCCO)CC1 UAADDCZXGPRVQO-OKILXGFUSA-N 0.000 claims 1
- UAADDCZXGPRVQO-HDJSIYSDSA-N O=C1C(C2=CNN=C2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCCO)CC1 Chemical compound O=C1C(C2=CNN=C2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCCO)CC1 UAADDCZXGPRVQO-HDJSIYSDSA-N 0.000 claims 1
- GPUZESZBHMOJPX-JOCQHMNTSA-N O=C1C(C2=NNC=C2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCCO)CC1 Chemical compound O=C1C(C2=NNC=C2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCCO)CC1 GPUZESZBHMOJPX-JOCQHMNTSA-N 0.000 claims 1
- OHDMKRUUAMWKJE-KDURUIRLSA-N O=C1C(C=2C=C3C=CC=CC3=NC=2)=CC=2C(C)=NC(N)=NC=2N1[C@@H]1CC[C@H](OCCO)CC1 Chemical compound O=C1C(C=2C=C3C=CC=CC3=NC=2)=CC=2C(C)=NC(N)=NC=2N1[C@@H]1CC[C@H](OCCO)CC1 OHDMKRUUAMWKJE-KDURUIRLSA-N 0.000 claims 1
- OHDMKRUUAMWKJE-WGSAOQKQSA-N O=C1C(C=2C=C3C=CC=CC3=NC=2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCCO)CC1 Chemical compound O=C1C(C=2C=C3C=CC=CC3=NC=2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCCO)CC1 OHDMKRUUAMWKJE-WGSAOQKQSA-N 0.000 claims 1
- 125000005631 S-sulfonamido group Chemical group 0.000 claims 1
- 230000002159 abnormal effect Effects 0.000 claims 1
- 230000010261 cell growth Effects 0.000 claims 1
- GRHRLQVZBUMCGW-IYARVYRRSA-N chembl2375953 Chemical compound O=C1C(C=2C=C3C=CC=CC3=NC=2)=CC=2C(C)=NC(N)=NC=2N1[C@H]1CC[C@H](OCC(N)=O)CC1 GRHRLQVZBUMCGW-IYARVYRRSA-N 0.000 claims 1
- AICMEPHIKCWYDQ-SHTZXODSSA-N chembl2375958 Chemical compound C1=NC(OC)=CC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@@H]1CC[C@@H](OCC(N)=O)CC1 AICMEPHIKCWYDQ-SHTZXODSSA-N 0.000 claims 1
- GRHRLQVZBUMCGW-HDICACEKSA-N chembl2375959 Chemical compound O=C1C(C=2C=C3C=CC=CC3=NC=2)=CC=2C(C)=NC(N)=NC=2N1[C@@H]1CC[C@H](OCC(N)=O)CC1 GRHRLQVZBUMCGW-HDICACEKSA-N 0.000 claims 1
- NNXNZTDFLLHLOS-BETUJISGSA-N chembl2375962 Chemical compound O=C1C(C2=CNN=C2)=CC=2C(C)=NC(N)=NC=2N1[C@@H]1CC[C@H](OCC(N)=O)CC1 NNXNZTDFLLHLOS-BETUJISGSA-N 0.000 claims 1
- OKZQPXUPXMKTBL-OKILXGFUSA-N chembl2375963 Chemical compound C1=C(F)C(OC)=NC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@H]1CC[C@@H](OCC(N)=O)CC1 OKZQPXUPXMKTBL-OKILXGFUSA-N 0.000 claims 1
- AICMEPHIKCWYDQ-GASCZTMLSA-N chembl2375964 Chemical compound C1=NC(OC)=CC=C1C(C1=O)=CC2=C(C)N=C(N)N=C2N1[C@H]1CC[C@@H](OCC(N)=O)CC1 AICMEPHIKCWYDQ-GASCZTMLSA-N 0.000 claims 1
- 125000004803 chlorobenzyl group Chemical group 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- HKSQZEGSMBFHGC-UHFFFAOYSA-N pyrimidine-4-carboxamide Chemical compound NC(=O)C1=CC=NC=N1 HKSQZEGSMBFHGC-UHFFFAOYSA-N 0.000 claims 1
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
Classifications
-
- 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
- C07D471/02—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 two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- 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
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pyridine Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Claims (16)
1. Spoj Formule (I)
[image]
ili njegova sol,
naznačen time što:
R1 je H ili (C1 do C6) alkil, izborno supstituiran s najmanje jednom skupinom R5;
A je 3- do 10-eročlana cikloalkilna skupina;
R2 je (C1 do C6) alkil, supstituiran s najmanje jednom skupinom R6, (C3 do C10) cikloalkil, (C2 do C6) cikloheteroalkil, (C6 do C14) aril, (C2 do C9) heteroaril, -NR7aR7b ili -N=CR8aR8b, gdje je svaki od navedenih (C3 do C10) cikloalkila, (C2 do C9) cikloheteroalkila, (C6 do C14) arila, te (C2 do C9) heteroarila izborno supstituiran s najmanje jednom skupinom R9;
R3 je (C1 do C6) alkil, (C3 do C10) cikloalkil, (C2 do C9) cikloheteroalkil, (C2 do C8) alkenil, (C2 do C8) alkinil, halogen, cijano, -(CH2)nC(O)OR10, -(CH2)nC(O)N(R11aR11b), COR12, (C6 do C14) aril ili (C2 do C9) heteroaril, gdje su navedeni (C1 do C6) alkil, (C3 do C10) cikloalkil, (C2 do C9) cikloheteroalkil, (C2 do C8) alkenil, (C2 do C8) alkinil, (C6 do C14) aril i (C2 do C9) heteroaril izborno supstituirani s najmanje jednom skupinom R9;
svaki R4 je neovisno -OH, halogen, CF3, -NR11aR11b, (C1 do C6) alkil, (C1 do C6) alkenil, (C1 do C6) alkinil, (C1 do C6) alkoksi, cijano, (C3 do C10) cikloalkil, (C2 do C9) cikloheteroalkil, (C6 do C14) aril, (C2 do C9) heteroaril, -C(O)R12-C(O)NR11aR11b, -S(O)mR12, -S(O)mNR11aR11b, -NR11aS(O)mR12-(CH2)nC(O)OR10, -(CH2)nC(O)N(R11aR11b), -OC(O)R12, -NR11aC(O)R12 ili -NR11aC(O)N(R11aR11b), gdje je svaki od navedenih (C1 do C6) alkila, (C1 do C6) alkenila, (C1 do C6) alkinila, (C1 do C6) alkoksi, (C3 do C10) cikloalkila, (C2 do C9) cikloheteroalkila, (C6 do C12) arila, te (C2 do C9) heteroarila izborno supstituiran s najmanje jednom skupinom R13;
svaki R5 je neovisno -OH, halogen, CF3, -NR11aR11b, (C1 do C6) alkil, (C1 do C6) alkoksi, cijano, (C3 do C10) cikloalkil, (C2 do C9) cikloheteroalkil, (C6 do C14) aril, (C2 do C9) heteroaril, -S(O)mR12, -S(O)mNR11aR11b, -C(O)R12 ili -C(O)NR11aR11b, gdje je svaki od navedenih (C1 do C6) alkila, (C1 do C6) alkoksi, (C3 do C10) cikloalkila, (C2 do C9) cikloheteroalkila, (C6 do C14) arila, te (C2 do C9) heteroarila izborno supstituiran s najmanje jednom skupinom R9;
svaki R6 je neovisno -OH, (C1 do C6) alkinil, cijano, (C3 do C10) cikloalkil, (C2 do C9) cikloheteroalkil, (C6 do C14) aril, (C2 do C6) heteroaril, -C(O)R12 -C(O)NR11aR11b, -S(O)mR12, -S(O)mNR11aR11b, -NR11aS(O)mR12-(CH2)nC(O)OR10, -(CH2)nC(O)N(R11aR11b), -OC(O)R12, -NR11aC(O)R12 ili -NR11aC(O)N(R11aR11b), gdje je svaki od navedenih (C1 do C6) alkinila, (C3 do C10) cikloalkila, (C2 do C9) cikloheteroalkila, (C6 do C12) arila, te (C2 do C9) heteroarila izborno supstituiran s najmanje jednom skupinom R13;
svaki od R7a i R7b je neovisno H, (C1 do C6) alkil, (C2 do C6)alkenil, (C2 do C6)alkinil, (C3 do C10) cikloalkil ili (C6 do C10)aril, gdje je svaki od navedenih (C1 do C6) alkila, (C2 do C6)alkenila, (C2 do C6)alkinila, (C3 do C10) cikloalkila, te (C6 do C10)arila izborno supstituiran s najmanje jednom skupinom R9; ili se R7a i R7b može uzeti zajedno s atomom dušika kako bi tvorili 5- do 8-eročlani heterociklilni prsten, gdje navedeni heterociklilni prsten ima 1 do 3 heteroatoma u prstenu, koje se bira iz skupine koju čine N, O i S, te gdje je navedeni 5- do 8-eročlani cikloheteroalkilni prsten izborno supstituiran s najmanje jednom skupinom R9;
svaki od R8a i R8b je neovisno H, (C1 do C6) alkil ili (C3 do C10) cikloalkil, gdje je svaki od navedenih (C1 do C6) alkila i (C3 do C10) cikloalkila izborno supstituiran s najmanje jednom skupinom R9;
svaki R9 je neovisno -OH, halogen, CF3, -NR11aR11b, (C1 do C6) alkil, (C1 do C6) alkenil, (C1 do C6) alkinil, (C1 do C6) alkoksi, cijano, (C3 do C10) cikloalkil, (C2 do C9) cikloheteroalkil, (C6 do C14) aril, (C2 do C9) heteroaril, -C(O)R12 -C(O)NR11aR11b, -S(O)mR12, -S(O)mNR11aR11b, -NR11aS(O)mR12 -(CH2)nC(O)OR10, -(CH2)nC(O)N(R11aR11b), -OC(O)R12, -NR11aC(O)R12 ili -NR11aC(O)N(R11aR11b), gdje je svaki od navedenih (C1 do C6) alkila, (C1 do C6) alkenila, (C1 do C6) alkinila, (C1 do C6) alkoksi, (C3 do C10) cikloalkila, (C2 do C9) cikloheteroalkila, (C6 do C12) arila, te (C2 do C9) heteroarila izborno supstituiran s najmanje jednom skupinom R13;
svaki R10 je neovisno H, ili (C1 do C6) alkil;
R11a i R11b svaki od je neovisno H, (C1 do C6) alkil, (C2 do C9) cikloheteroalkil, (C2 do C9) heteroaril ili (C6 do C12) aril, gdje je svaki od navedenih (C1 do C6) alkila, (C2 do C9) cikloheteroalkila, (C2 do C9) heteroarila, te (C6 do C12) arila izborno supstituiran s najmanje jednom skupinom R13;
svaki od R12 je neovisno (C1 do C6) alkil, (C3 do C10) cikloalkil, (C2 do C9) cikloheteroalkil, (C2 do C9) heteroaril ili (C6 do C14) aril, gdje je svaki od navedenih (C1 do C6) alkila, (C3 do C10) cikloalkila, (C2 do C9) cikloheteroalkila, (C2 do C9) heteroarila, te (C6 do C14) arila izborno supstituiran s najmanje jednom skupinom R13;
svaki od R13 je neovisno -OH, halogen, CF3, (C1 do C6) alkil, (C1 do C6) alkenil, (C1 do C6) alkinil, (C1 do C6) alkoksi, cijano, (C3 do C10) cikloalkil, (C2 do C9) cikloheteroalkil, (C6 do C14) aril, (C2 do C9) heteroaril, amino, karbonil, C-amido, sulfinil, S-sulfonamido, C-karboksil, N-amido ili N-karbamil;
svaki m je neovisno 1 ili 2;
svaki n je neovisno 0, 1, 2, 3 ili 4; i
svaki z je cijeli broj, kojeg se neovisno bira između 0, 1, 2, 3, 4, 5, 6, 7 ili 8.
2. Spoj ili sol u skladu s patentnim zahtjevom 1, naznačen time što A je cikloheksil.
3. Spoj ili sol u skladu s patentnim zahtjevom 1 ili 2, naznačen time što R3 je (C6 do C14) aril ili (C2 do C9) heteroaril, gdje su navedeni (C6 do C14) aril ili (C2 do C9) heteroaril izborno supstituirani s najmanje jednom skupinom R9.
4. Spoj u skladu s patentnim zahtjevom 1, naznačen time što ga se bira iz skupine koju čine: 2-amino-6-(5-fluor-6-metoksipiridin-3-il)-8-[trans-4-(2-hidroksietoksi)cikloheksil]-4-metilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-8-[trans-4-(2-hidroksietoksi)cikloheksil]-6-(6-metoksipiridin-3-il)-4-metilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-8-[trans-4-(2-hidroksietoksi)cikloheksil]-4-metil-6-kinolin-3-ilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-8-[trans-4-(2-hidroksietoksi)cikloheksil]-6-(2-metoksipirimidin-5-il)-4-metilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-8-[trans-4-(2-hidroksietoksi)cikloheksil]-4-metil-6-(1H-pirazol-4-il)pirido[2,3-d]pirimidin-7(8H)-on; 2-amino-6-brom-8-[trans-4-(2-hidroksietoksi)cikloheksil]-4-metilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-8-[cis-4-(2-hidroksietoksi)cikloheksil]-4-metil-6(1H-pirazol-4-il)pirido[2,3-d]pirimidin-7(8H)-on; 2-amino-8-(trans-4-{[(2S)-2,3-dihidroksipropil]oksi}cikloheksil)-6-(6-metoksipiridin-3-il)-4-metilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-8-[cis-4-(2-hidroksietoksi)cikloheksil]-4-metil-6-kinolin-3-ilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-6-(5-fluor-6-metoksipiridin-3-il)-8-[cis-4-(2-hidroksietoksi)cikloheksil]-4-metilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-8-[cis-4-(2-hidroksietoksi)cikloheksil]-6-(2-metoksipirimidin-5-il)-4-metilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-8-[cis-4-(2-hidroksietoksi)cikloheksil]-6-(6-metoksipiridin-3-il)-4-metilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-6-brom-8-[cis-4-(2-hidroksietoksi)cikloheksil]-4-metilpirido[2,3-d]pirimidin-7(8H)-on; 2-amino-6-[6-(dimetilamino)piridin-3-il]-8-[trans-4-(2-hidroksietoksi)cikloheksil]-4-metilpirido[2,3-d]pirimidin-7(8H)-on; 2({trans-4-[2-amino-6-(5-fluor-6-metoksipiridin-3-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid; metil-({trans-4-[2-amino-6-(5-fluor-6-metoksipiridin-3-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetat; 2-amino-8-[trans-4-(2-hidroksietoksi)cikloheksil]-4-metil-6-(1H-pirazol-3-il)pirido[2,3-d]pirimidin-7(8H)-on, 2-amino-8-[trans-4-(2-hidroksietoksi)cikloheksil]-4-metil-6-(1-metil-1H-pirazol-4-il)pirido[2,3-d]pirimidin-7(8H)-on, 2-({cis-4-[2-amino-6-(6-metoksipiridin-3-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, 2-({cis-4-[2-amino-6-(5-fluor-6-metoksipiridin-3-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, 2-({cis-4-[2-amino-4-metil-7-okso-6-(1H-pirazol-4-il)pirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, 2-({cis-4-[2-amino-4-metil-6-(1-metil-1H-pirazol-4-il)-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, 2-({cis-4-[2-amino-6-(2-metoksipirimidin-5-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, 2-{[cis-4-(2-amino-4-metil-7-okso-6-kinolin-3-ilpirido[2,3-d]pirimidin-8(7H)-il)cikloheksil]oksi}acetamid, 2-({trans-4-[2-amino-6-(6-metoksipiridin-3-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, 2-{[trans-4-(2-amino-4-metil-7-okso-6-kinolin-3-ilpirido[2,3-d]pirimidin-8(7H)-il)cikloheksil]oksi}acetamid, 2-({trans-4-[2-amino-6-(2-metoksipirimidin-5-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, 2-({trans-4-[2-amino-4-metil-7-okso-6-(1H-pirazol-4-il)pirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, 2-({trans-4-[2-amino-4-metil-6-(1-metil-1H-pirazol-4-il)-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, 2-amino-8-[trans-3-(2-hidroksietoksi)ciklobutil]-6-(6-metoksipiridin-3-il)-4-metilpirido[2,3-d]pirimidin-7(8H)-on, 2-amino-6-(5-fluor-6-metoksipiridin-3-il)-8-[trans-3-(2-hidroksietoksi)ciklobutil]-4-metilpirido[2,3-d]pirimidin-7(8H)-on, 2-amino-8-[trans-3-(2-hidroksietoksi)ciklobutil]-6-(2-metoksipirimidin-5-il)-4-metilpirido[2,3-d]pirimidin-7(8H)-on, 2-({trans-3-[2-amino-6-(6-metoksipiridin-3-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]ciklobutil}oksi)acetamid, 2-({trans-3-[2-amino-6-(5-fluor-6-metoksipiridin-3-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]ciklobutil}oksi)acetamid, 2-({trans-3-[2-amino-6-(2-metoksipirimidin-5-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]ciklobutil}oksi)acetamid, ili njihove soli.
5. Spoj Formule (II)
[image]
ili njegova sol,
naznačen time što:
R1 je H ili (C1 do C6) alkil, izborno supstituiran s najmanje jednom skupinom R4;
R2 je (C1 do C6) alkil, (C2 do C8) alkenil, (C3 do C10) cikloalkil, (C5 do C8) cikloalkenil, (C2 do C9) cikloheteroalkil ili -(CH2)n(C6 do C14) aril, gdje su navedeni (C1 do C6) alkil, (C2 do C8) alkenil, (C3 do C10) cikloalkil, (C5 do C8) cikloalkenil, (C2 do C9) cikloheteroalkil, te -(CH2)n(C8 do C14) aril izborno supstituirani s najmanje jednom skupinom R4;
R3 je (C1 do C6) alkil, (C2 do C8) alkenil, cijano, -(CH2)nC(O)OR5a ili -(CH2)nC(O)N(R5aR5b), gdje su navedeni (C1 do C6) alkil ili (C2 do C8) alkenil izborno supstituirani s najmanje jednom skupinom R4;
svaki R4 je neovisno -OH, halogen, CF3, -NR5aR5b, (C1 do C6) alkil, (C1 do C6) alkoksi, cijano, (C3 do C10) cikloalkil, -S(O)mR5a, -S(O)mNR5aR5b, -C(O)R5a ili -C(O)NR5aR5b;
svaki od R5a i R5b je neovisno H, (C1 do C6) alkil, (C2 do C9) cikloheteroalkil, (C2 do C9) heteroaril ili (C6 do C14) aril;
svaki m je neovisno 1 ili 2; i
svaki n je neovisno 0, 1, 2, 3 ili 4.
6. Spoj ili sol u skladu s patentnim zahtjevom 5, naznačen time što R3 je -(CH2)nC(O)N(R5aR5b).
7. Spoj ili sol u skladu s patentnim zahtjevom 5 ili 6, naznačen time što R2 se bira iz skupine koju čine izopropil, alil, ciklopentil, ciklobutil, hidroksicikloheksil, hidroksiciklopentil, hidroksiciklobutil, hidroksicikloheptil, metoksietil, metoksipropil, etil, metil, ciklopropil, ciklopropilmetil, ciklopropiletil, 2-metil-2-hidroksipropil, 3-metil-3-hidroksilbutil, metoksibenzil, te klorbenzil.
8. Spoj u skladu s patentnim zahtjevom 5, naznačen time što ga se bira iz skupine koju čine: 2-amino-8-(trans-4-hidroksicikloheksil)-4-metil-7-okso-N-1H-pirazol-5-il-7,8-dihidropirido[2,3-d]pirimidin-6-karboksamid; 2-amino-N-(1-etil-1H-pirazol-5-il)-8-(trans-4-hidroksicikloheksil)-4-metil-7-okso-7,8-dihidropirido[2,3-d]pirimidin-6-karboksamid; (1H-pirazol-3-il)amid 8-ciklopentil-4-metil-2-metilamino-7-okso-7,8-dihidropirido[2,3-d]pirimidin-6-karboksilne kiseline; 2-amino-8-izopropil-4-metil-7-okso-N-1H-pirazol-5-il-7,8-dihidropirido[2,3-d]pirimidin-6-karboksamid; 2-amino-N-(1-etil-1H-pirazol-6-il)-8-izopropil-4-metil-7-okso-7,8-dihidropirido[2,3-d]pirimidin-6-karboksamid; 8-ciklopentil-N-[(1-etil-1H-pirazol-4-il)metil]-4-metil-2-(metilamino)-7-okso-7,8-dihidropirido[2,3-d]pirimidin-6-karboksamid; 8-ciklopentil-4-metil-2-(metilamino)-7-okso-N-piridin-2-il-7,8-dihidropirido[2,3-d]pirimidin-6-karboksamid; te 8-ciklopentil-N-izoksazol-3-il-4-metil-2-(metilamino)-7-okso-7,8-dihidropirido[2,3-d]pirimidin-6-karboksamid, ili njihove soli.
9. Spoj u skladu s patentnim zahtjevom 1, naznačen time što je 2-amino-6-(5-fluor-6-metoksipiridin-3-il)-8-[trans-4-(2-hidroksietoksi)cikloheksil]-4-metilpirido[2,3-d]pirimidin-7(8H)-on, ili njegova sol.
10. Spoj u skladu s patentnim zahtjevom 1, naznačen time što je 2-amino-8-[trans-4-(2-hidroksietoksi)cikloheksil]-6-(6-metoksipiridin-3-il)-4-metilpirido[2,3-d]pirimidin-7(8H)-on, ili njegova sol.
11. Spoj u skladu s patentnim zahtjevom 1, naznačen time što je 2-amino-8-[trans-4-(2-hidroksietoksi)cikloheksil]-6-(2-metoksipirimidin-5-il)-4-metilpirido[2,3-d]pirimidin-7(8H)-on, ili njegova sol.
12. Spoj u skladu s patentnim zahtjevom 1, naznačen time što je 2-({trans-4-[2-amino-6-(2-metoksipirimidin-5-il)-4-metil-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, ili njegova sol.
13. Spoj u skladu s patentnim zahtjevom 1, naznačen time što je 2-({trans-4-[2-amino-4-metil-7-okso-6-(1H-pirazol-4-il)pirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, ili njegova sol.
14. Spoj u skladu s patentnim zahtjevom 1, naznačen time što je 2-({trans-4-[2-amino-4-metil-6-(1-metil-1H-pirazol-4-il)-7-oksopirido[2,3-d]pirimidin-8(7H)-il]cikloheksil}oksi)acetamid, ili njegova sol.
15. Upotreba spoja, ili soli, u skladu s bilo kojim od patentnih zahtjeva 1 do 10, naznačena time što je navedeni spoj namijenjen proizvodnji medikamenta za liječenje abnormalnog staničnog rasta kod sisavca.
16. Farmaceutski pripravak, naznačen time što sadrži najmanje jedan spoj u skladu s bilo kojim od patentnih zahtjeva 1 do 14, ili njegovu sol, i farmaceutski prihvatljivu podlogu ili razrjeđivač.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US84506506P | 2006-09-15 | 2006-09-15 | |
US94785207P | 2007-07-03 | 2007-07-03 | |
US95262807P | 2007-07-30 | 2007-07-30 | |
PCT/IB2007/002578 WO2008032162A1 (en) | 2006-09-15 | 2007-09-03 | Pyrido (2, 3-d) pyrimidin0ne compounds and their use as pi3 inhibitors |
Publications (2)
Publication Number | Publication Date |
---|---|
HRP20110621T1 HRP20110621T1 (hr) | 2011-09-30 |
HRP20110621T2 true HRP20110621T2 (hr) | 2013-12-06 |
Family
ID=38859750
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20110621TT HRP20110621T2 (hr) | 2006-09-15 | 2011-08-24 | SPOJEVI PIRIDO[2,3-d]PIRIMIDINONA I NJIHOVA UPOTREBA KAO INHIBITORI PI3 |
Country Status (42)
Families Citing this family (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PL2074122T3 (pl) | 2006-09-15 | 2011-10-31 | Pfizer Prod Inc | Związki pirydo(2,3-D)pirymidynonowe i ich zastosowanie jako inhibitory PI3 |
WO2008124161A1 (en) * | 2007-04-10 | 2008-10-16 | Exelixis, Inc. | Methods of treating cancer using pyridopyrimidinone inhibitors of pi3k alpha |
AU2008239596B2 (en) * | 2007-04-11 | 2013-08-15 | Exelixis, Inc. | Pyrido [2,3-D] pyrimidin-7-one compounds as inhibitors of PI3K-alpha for the treatment of cancer |
EP2310050A1 (en) * | 2008-07-11 | 2011-04-20 | Novartis AG | Combination of (a) a phosphoinositide 3-kinase inhibitor and (b) a modulator of ras/raf/mek pathway |
JP5654990B2 (ja) | 2008-08-20 | 2015-01-14 | メルク・シャープ・アンド・ドーム・コーポレーションMerck Sharp & Dohme Corp. | アゾ置換ピリジンおよびピリミジン誘導体ならびにそれらのウイルス感染の治療における使用 |
US8715638B2 (en) | 2008-08-20 | 2014-05-06 | Merck Sharp & Dohme Corp. | Ethenyl-substituted pyridine and pyrimidine derivatives and their use in treating viral infections |
US8697694B2 (en) | 2008-08-20 | 2014-04-15 | Merck Sharp & Dohme Corp. | Substituted pyridine and pyrimidine derivatives and their use in treating viral infections |
EP2331511A1 (en) | 2008-08-20 | 2011-06-15 | Schering Corporation | Ethynyl-substituted pyridine and pyrimidine derivatives and their use in treating viral infections |
UY32153A (es) * | 2008-09-30 | 2011-04-29 | Exelixis Inc | Inhibidores de piridomidinona de pi13ka(alfa) y mtor |
US10010439B2 (en) | 2010-06-13 | 2018-07-03 | Synerz Medical, Inc. | Intragastric device for treating obesity |
US10420665B2 (en) | 2010-06-13 | 2019-09-24 | W. L. Gore & Associates, Inc. | Intragastric device for treating obesity |
US8628554B2 (en) | 2010-06-13 | 2014-01-14 | Virender K. Sharma | Intragastric device for treating obesity |
US9526648B2 (en) | 2010-06-13 | 2016-12-27 | Synerz Medical, Inc. | Intragastric device for treating obesity |
AR084312A1 (es) | 2010-12-16 | 2013-05-08 | Genentech Inc | Compuestos triciclicos inhibidores de la pi3k y composiciones farmaceuticas |
US8664230B2 (en) * | 2011-03-17 | 2014-03-04 | The Asan Foundation | Pyridopyrimidine derivatives and use thereof |
TW201306842A (zh) * | 2011-06-15 | 2013-02-16 | Exelixis Inc | 使用pi3k/mtor吡啶並嘧啶酮抑制劑及苯達莫司汀及/或利妥昔單抗治療惡性血液疾病之組合療法 |
BR112014004587A2 (pt) | 2011-08-31 | 2017-03-14 | Novartis Ag | combinações sinérgicas de inibidores de pi3k- e de mek |
CN104829609B (zh) * | 2014-02-11 | 2016-08-03 | 北大方正集团有限公司 | 取代的吡啶并嘧啶化合物及其制备方法和应用 |
WO2016015597A1 (en) | 2014-07-26 | 2016-02-04 | Sunshine Lake Pharma Co., Ltd. | Compounds as cdk small-molecule inhibitors and uses thereof |
CN105330699B (zh) * | 2014-08-13 | 2018-12-04 | 山东汇睿迪生物技术有限公司 | 一种含磷吡啶并[2,3-d]嘧啶-7-酮类化合物或其药学上可接受的盐、药物组合物及其应用 |
US10617670B2 (en) | 2014-10-10 | 2020-04-14 | Pfizer Inc. | Synergistic auristatin combinations |
AU2016272881C1 (en) | 2015-06-04 | 2019-10-03 | Pfizer Inc. | Solid dosage forms of palbociclib |
US10779980B2 (en) | 2016-04-27 | 2020-09-22 | Synerz Medical, Inc. | Intragastric device for treating obesity |
JP2019519593A (ja) | 2016-07-06 | 2019-07-11 | ザ・リージェンツ・オブ・ザ・ユニバーシティ・オブ・ミシガンThe Regents Of The University Of Michigan | MEK/PI3K及びmTOR/MEK/PI3K生物学的経路の多官能性阻害剤、並びに同多官能性阻害剤を用いた治療方法 |
MA45920B1 (fr) * | 2016-08-15 | 2021-08-31 | Pfizer | Inhibiteurs de pyridopyrimidinone cdk2/4/6 |
WO2018112176A1 (en) * | 2016-12-14 | 2018-06-21 | Tarveda Therapeutics, Inc. | Hsp90-targeting conjugates and formulations thereof |
WO2019157516A1 (en) | 2018-02-12 | 2019-08-15 | resTORbio, Inc. | Combination therapies |
LT3813946T (lt) | 2018-06-15 | 2024-07-10 | Janssen Pharmaceutica Nv | Rapamicino analogai ir jų panaudojimas |
WO2020140053A1 (en) * | 2018-12-28 | 2020-07-02 | Spv Therapeutics Inc. | Cyclin-dependent kinase inhibitors |
AU2019413683A1 (en) * | 2018-12-28 | 2021-08-12 | Spv Therapeutics Inc | Cyclin-dependent kinase inhibitors |
US11583538B2 (en) | 2019-04-08 | 2023-02-21 | Venenum Biodesign, LLC | Substituted pyrrolo[1,2-a]pyrazines and pyrrolo[1,2-a][1,4]diazepines as TREX1 inhibitors |
EP4069223A4 (en) | 2019-12-05 | 2023-12-20 | Janssen Pharmaceutica NV | RAPAMYCIN ANALOGS AND THEIR USES |
CN114901664B (zh) * | 2020-01-10 | 2024-07-02 | 南京再明医药有限公司 | 吡啶酮化合物及应用 |
WO2022075974A1 (en) * | 2020-10-06 | 2022-04-14 | Venenum Biodesign, LLC | Cyclic trex1 inhibitors |
US11912668B2 (en) | 2020-11-18 | 2024-02-27 | Deciphera Pharmaceuticals, Llc | GCN2 and perk kinase inhibitors and methods of use thereof |
CN118678960A (zh) * | 2021-11-18 | 2024-09-20 | 安可诺瓦治疗公司 | 用于治疗癌症的方法和组合物 |
Family Cites Families (45)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5264437A (en) * | 1992-03-20 | 1993-11-23 | Syntex (U.S.A.) Inc. | Optionally substituted pyrido[2,3-d]pyridine-2,4(1H,3H)-diones and pyrido[2,]pyrimidine-2(1H,3H)-ones |
AU711426B2 (en) | 1994-11-14 | 1999-10-14 | Warner-Lambert Company | 6-aryl pyrido(2,3-d)pyrimidines and naphthyridines for inhibiting protein tyrosine kinase mediated cellular proliferation |
CN1177960A (zh) * | 1995-03-10 | 1998-04-01 | 圣诺菲药品有限公司 | 6-取代的吡唑并[3,4-d]嘧啶-4-酮及其组合物和使用方法 |
IL117923A (en) | 1995-05-03 | 2000-06-01 | Warner Lambert Co | Anti-cancer pharmaceutical compositions containing polysubstituted pyrido¬2,3-d¾pyrimidine derivatives and certain such novel compounds |
US5925761A (en) | 1997-02-04 | 1999-07-20 | Sepracor Inc. | Synthesis of terfenadine and derivatives |
EP0964864B1 (en) | 1997-02-05 | 2008-04-09 | Warner-Lambert Company LLC | Pyrido 2,3-d pyrimidines and 4-aminopyrimidines as inhibitors of cellular proliferation |
US6498163B1 (en) | 1997-02-05 | 2002-12-24 | Warner-Lambert Company | Pyrido[2,3-D]pyrimidines and 4-aminopyrimidines as inhibitors of cellular proliferation |
GB9904932D0 (en) | 1999-03-04 | 1999-04-28 | Glaxo Group Ltd | Composition and method for preventing/reducing the severity of side effects of chemotherapy and/or radiation therapy |
US20040224958A1 (en) | 2000-01-27 | 2004-11-11 | Booth Richard John | Pyridopyrimidinone derivatives for treatment of neurodegenerative disease |
MXPA02008535A (es) | 2000-03-06 | 2002-12-13 | Warner Lambert Co | Inhibidores de 5-alquilpirido (2.3-d) pirimidinas tirosina quinasa. |
JP3649395B2 (ja) | 2000-04-27 | 2005-05-18 | 山之内製薬株式会社 | 縮合ヘテロアリール誘導体 |
WO2002068419A1 (fr) | 2001-02-26 | 2002-09-06 | Tanabe Seiyaku Co., Ltd. | Derive de pyridopyrimidine ou naphthyridine |
US7019002B2 (en) * | 2001-12-11 | 2006-03-28 | Pharmacia & Upjohn, S.P.A. | Pyridopyrimidinones derivatives as telomerase inhibitors |
GEP20063909B (en) | 2002-01-22 | 2006-08-25 | Warner Lambert Co | 2-(PYRIDIN-2-YLAMINO)-PYRIDO[2,3d] PYRIMIDIN-7-ONES |
JP2003321472A (ja) | 2002-02-26 | 2003-11-11 | Takeda Chem Ind Ltd | Grk阻害剤 |
CN1646131A (zh) | 2002-04-19 | 2005-07-27 | 史密丝克莱恩比彻姆公司 | 新化合物 |
AU2003232071A1 (en) | 2002-05-06 | 2003-11-17 | Genelabs Technologies, Inc. | Nucleoside derivatives for treating hepatitis c virus infection |
JP2004083587A (ja) | 2002-08-06 | 2004-03-18 | Tanabe Seiyaku Co Ltd | 医薬組成物 |
US7098332B2 (en) | 2002-12-20 | 2006-08-29 | Hoffmann-La Roche Inc. | 5,8-Dihydro-6H-pyrido[2,3-d]pyrimidin-7-ones |
JP2004203751A (ja) | 2002-12-24 | 2004-07-22 | Pfizer Inc | 置換6,6−ヘテロ二環式誘導体 |
US20050009849A1 (en) | 2003-01-03 | 2005-01-13 | Veach Darren R. | Pyridopyrimidine kinase inhibitors |
WO2004089930A1 (en) | 2003-04-02 | 2004-10-21 | Imclone Systems Incorporated | 4-fluoroquinolone derivatives and their use as kinase inhibitors |
EP1624900A4 (en) | 2003-05-20 | 2007-05-02 | Univ California | METHOD OF BINDING AGENTS AT BETA AMYLOID PLAQUE |
JP4053073B2 (ja) | 2003-07-11 | 2008-02-27 | ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー | 選択的cdk4阻害剤のイセチオン酸塩 |
KR20060097105A (ko) | 2003-07-22 | 2006-09-13 | 얀센 파마슈티카 엔.브이. | C-fms 키나아제 저해제로서의 퀴놀리논 유도체 |
US7160888B2 (en) | 2003-08-22 | 2007-01-09 | Warner Lambert Company Llc | [1,8]naphthyridin-2-ones and related compounds for the treatment of schizophrenia |
ES2424642T3 (es) | 2004-02-14 | 2013-10-07 | Irm Llc | Compuestos y composiciones como inhibidores de la proteína quinasa |
BRPI0507852A (pt) | 2004-02-18 | 2007-07-10 | Warner Lambert Co | 2-(piridin-3-ilamino)-pirido[2,3-d]pirimidin-7-onas |
BRPI0509580A (pt) | 2004-03-30 | 2007-11-27 | Pfizer Prod Inc | combinações de inibidores de transdução de sinal |
WO2005105097A2 (en) | 2004-04-28 | 2005-11-10 | Gpc Biotech Ag | Pyridopyrimidines for treating inflammatory and other diseases |
ES2292130T3 (es) * | 2004-05-04 | 2008-03-01 | Warner-Lambert Company Llc | Pirido(2,3-d)pirimidin-7-onas pirrolil-sustituidas y derivados de las mismas como agentes terapeuticos. |
CA2569277A1 (en) | 2004-06-04 | 2005-12-15 | Pfizer Products Inc. | Method for treating abnormal cell growth |
CA2575804A1 (en) | 2004-08-26 | 2006-03-02 | Boehringer Ingelheim International Gmbh | Pteridinones used as plk (polo like kinase) inhibitors |
WO2006050501A2 (en) | 2004-11-03 | 2006-05-11 | University Of Kansas | Novobiocin analogues as anticancer agents |
AU2005316668B2 (en) | 2004-12-13 | 2012-09-06 | Millennium Pharmaceuticals, Inc. | Pyrido pyrimidinones, dihydro pyrimido pyrimidinones and pteridinones useful as RAF kinase inhibitors |
US20060142312A1 (en) | 2004-12-23 | 2006-06-29 | Pfizer Inc | C6-aryl and heteroaryl substituted pyrido[2,3-D] pyrimidin-7-ones |
EP1931670B1 (en) * | 2005-10-07 | 2012-09-12 | Exelixis, Inc. | Pyridopyrimidinone inhibitors of pi3k |
EP2322523B1 (en) * | 2005-10-07 | 2019-01-02 | Exelixis, Inc. | Process for the preparation of Pyridopyrimidinone Inhibitors of PI3Kalpha |
EP1872922A1 (en) * | 2006-06-27 | 2008-01-02 | Nederlandse Organisatie voor Toegepast-Natuuurwetenschappelijk Onderzoek TNO | Method and apparatus for manufacturing a polymeric article |
AU2007284562B2 (en) | 2006-08-16 | 2013-05-02 | Exelixis, Inc. | Using PI3K and MEK modulators in treatments of cancer |
PL2074122T3 (pl) | 2006-09-15 | 2011-10-31 | Pfizer Prod Inc | Związki pirydo(2,3-D)pirymidynonowe i ich zastosowanie jako inhibitory PI3 |
CN101679308B (zh) * | 2007-03-14 | 2014-05-07 | 埃克塞里艾克西斯公司 | Hedgehog途径抑制剂 |
AU2008239596B2 (en) | 2007-04-11 | 2013-08-15 | Exelixis, Inc. | Pyrido [2,3-D] pyrimidin-7-one compounds as inhibitors of PI3K-alpha for the treatment of cancer |
UY32153A (es) | 2008-09-30 | 2011-04-29 | Exelixis Inc | Inhibidores de piridomidinona de pi13ka(alfa) y mtor |
CA2795952A1 (en) * | 2010-04-16 | 2011-10-20 | Curis, Inc. | Treatment of cancers having k-ras mutations |
-
2007
- 2007-09-03 PL PL07804890T patent/PL2074122T3/pl unknown
- 2007-09-03 CN CN2007800342100A patent/CN101573358B/zh not_active Expired - Fee Related
- 2007-09-03 ES ES07804890T patent/ES2366489T3/es active Active
- 2007-09-03 PT PT07804890T patent/PT2074122E/pt unknown
- 2007-09-03 MX MX2009002927A patent/MX2009002927A/es active IP Right Grant
- 2007-09-03 KR KR1020097005342A patent/KR101099926B1/ko active IP Right Grant
- 2007-09-03 BR BRPI0716749A patent/BRPI0716749B8/pt not_active IP Right Cessation
- 2007-09-03 EA EA200970207A patent/EA016388B1/ru not_active IP Right Cessation
- 2007-09-03 DK DK07804890.7T patent/DK2074122T5/da active
- 2007-09-03 SI SI200730715T patent/SI2074122T1/sl unknown
- 2007-09-03 MY MYPI20091013A patent/MY146420A/en unknown
- 2007-09-03 AU AU2007297212A patent/AU2007297212B8/en not_active Ceased
- 2007-09-03 WO PCT/IB2007/002578 patent/WO2008032162A1/en active Application Filing
- 2007-09-03 NZ NZ575167A patent/NZ575167A/en not_active IP Right Cessation
- 2007-09-03 CA CA2663401A patent/CA2663401C/en not_active Expired - Fee Related
- 2007-09-03 JP JP2009527908A patent/JP4718637B2/ja active Active
- 2007-09-03 EP EP07804890.7A patent/EP2074122B9/en active Active
- 2007-09-03 AT AT07804890T patent/ATE514695T1/de active
- 2007-09-03 RS RS20110379A patent/RS51927B/en unknown
- 2007-09-03 RS RSP-2009/0104A patent/RS20090104A/sr unknown
- 2007-09-03 GE GEAP200711157A patent/GEP20115306B/en unknown
- 2007-09-03 ME MEP-80/09A patent/MEP8009A/xx unknown
- 2007-09-03 AP AP2009004790A patent/AP2710A/xx active
- 2007-09-12 UY UY30588A patent/UY30588A1/es not_active Application Discontinuation
- 2007-09-13 GT GT200700077A patent/GT200700077A/es unknown
- 2007-09-13 AR ARP070104059A patent/AR062785A1/es not_active Application Discontinuation
- 2007-09-13 PE PE2007001238A patent/PE20080670A1/es not_active Application Discontinuation
- 2007-09-13 US US11/854,999 patent/US7696213B2/en not_active Expired - Fee Related
- 2007-09-14 CL CL200702682A patent/CL2007002682A1/es unknown
- 2007-09-14 TW TW096134605A patent/TWI334353B/zh not_active IP Right Cessation
- 2007-09-17 HN HN2007000267A patent/HN2007000267A/es unknown
-
2009
- 2009-02-25 IL IL197243A patent/IL197243A/en active IP Right Grant
- 2009-03-02 ZA ZA200901477A patent/ZA200901477B/xx unknown
- 2009-03-11 DO DO2009000039A patent/DOP2009000039A/es unknown
- 2009-03-13 NI NI200900032A patent/NI200900032A/es unknown
- 2009-03-13 MA MA31707A patent/MA30709B1/fr unknown
- 2009-03-13 CR CR10662A patent/CR10662A/es unknown
- 2009-03-13 TN TN2009000085A patent/TN2009000085A1/fr unknown
- 2009-03-13 CU CU20090040A patent/CU23783B7/es not_active IP Right Cessation
- 2009-03-18 NO NO20091141A patent/NO342357B1/no not_active IP Right Cessation
-
2010
- 2010-02-09 US US12/702,937 patent/US8273755B2/en active Active
- 2010-05-03 HK HK10104328.3A patent/HK1138589A1/xx not_active IP Right Cessation
-
2011
- 2011-07-20 CY CY20111100714T patent/CY1111911T1/el unknown
- 2011-08-24 HR HRP20110621TT patent/HRP20110621T2/hr unknown
-
2012
- 2012-08-16 US US13/587,825 patent/US8633204B2/en not_active Expired - Fee Related
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
HRP20110621T2 (hr) | SPOJEVI PIRIDO[2,3-d]PIRIMIDINONA I NJIHOVA UPOTREBA KAO INHIBITORI PI3 | |
JP6779371B2 (ja) | エンドソームToll様受容体の阻害剤としての化合物および組成物 | |
JP7025426B2 (ja) | 造血前駆体キナーゼ1(hpk1)阻害剤としてのアニリノピリミジンas | |
CN101671336B (zh) | 芳杂环并嘧啶衍生物和类似物及其制备方法和用途 | |
KR101110530B1 (ko) | 증식성 질환의 치료에 유용한 키나제 억제제 | |
JP2013515729A5 (hr) | ||
RU2011116928A (ru) | Гетероциклические ингибиторы jак киназы | |
HRP20170090T1 (hr) | Heteroaril supstituirani pirolo[2,3-b]piridini i pirolo[2,3-b]pirimidini kao inhibitori janus kinaze | |
HRP20200624T1 (hr) | Derivati 2-(2,4,5-supstituiranog-anilino)pirimidina kao modulatori egfr korisni za liječenje raka | |
RU2020133727A (ru) | Ингибиторы shp2 и их применение | |
FI3761980T3 (fi) | Aminohappoyhdisteitä ja käyttömenetelmiä | |
JP2013500247A5 (hr) | ||
JP2007522200A5 (hr) | ||
CA2477967A1 (en) | Purine derivatives as kinase inhibitors | |
HRP20150235T1 (hr) | Derivati pirimidina, njihovo dobivanje i njihova farmaceutska upotreba | |
HRP20200342T1 (hr) | Derivati dihidroimidazopirazinona korisni u liječenju raka | |
HRP20140481T1 (hr) | SUPSTITUIRANI SPOJEVI IMIDAZO[1,2-b]PIRIDAZINA KAO INHIBITORI TRK KINAZE | |
JP2013519707A5 (hr) | ||
JP2015511245A5 (hr) | ||
SI3106463T1 (en) | Compounds of substituted pyrazolo (1,5-) pyrimidine as inhibitors of TRK kinase | |
RU2016140338A (ru) | Азаспиро производные в качестве антагонистов trpm8 | |
SI2945632T1 (en) | HETEROBICYL-SUBSTITUTED- (1,2,4) TRIAZOLO (1,5-C) KINAZOLIN-5-AMIN COMPOUNDS SUITABLE FOR TREATMENT AND PREVENTION OF THE EMISSION OF THE CENTRAL LIVING SYSTEM | |
JP2018529731A5 (hr) | ||
JP2001097889A (ja) | Crfアンタゴニストおよび関連組成物の使用 | |
JP2005530759A5 (hr) |