RU2014131068A - Новые производные имидазопиридина в качестве ингибиторов тирозинкиназы - Google Patents
Новые производные имидазопиридина в качестве ингибиторов тирозинкиназы Download PDFInfo
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- RU2014131068A RU2014131068A RU2014131068A RU2014131068A RU2014131068A RU 2014131068 A RU2014131068 A RU 2014131068A RU 2014131068 A RU2014131068 A RU 2014131068A RU 2014131068 A RU2014131068 A RU 2014131068A RU 2014131068 A RU2014131068 A RU 2014131068A
- Authority
- RU
- Russia
- Prior art keywords
- phenyl
- pyridin
- imidazo
- chloro
- yloxy
- Prior art date
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- 239000003112 inhibitor Substances 0.000 title claims 3
- 150000005232 imidazopyridines Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract 12
- 150000001875 compounds Chemical class 0.000 claims abstract 10
- 150000003839 salts Chemical class 0.000 claims abstract 8
- -1 Calkoxy Chemical group 0.000 claims abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 6
- 239000001257 hydrogen Substances 0.000 claims abstract 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract 4
- 150000002367 halogens Chemical group 0.000 claims abstract 4
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 4
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 4
- 125000004076 pyridyl group Chemical group 0.000 claims abstract 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 3
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims abstract 2
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 2
- 125000005842 heteroatom Chemical group 0.000 claims abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 2
- YBUZITOKAPMLST-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-(4-hydroxypiperidin-1-yl)phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1CC(O)CCN1C1=CC=C(C=2NC3=C(OC=4C=C(NC(=O)C=C)C=CC=4)C(Cl)=CN=C3N=2)C=C1 YBUZITOKAPMLST-UHFFFAOYSA-N 0.000 claims abstract 2
- MOTJOHGREQRUBI-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-(4-methylpiperazin-1-yl)phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1CN(C)CCN1C1=CC=C(C=2NC3=C(OC=4C=C(NC(=O)C=C)C=CC=4)C(Cl)=CN=C3N=2)C=C1 MOTJOHGREQRUBI-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 2
- 229920006395 saturated elastomer Polymers 0.000 claims abstract 2
- 125000001424 substituent group Chemical group 0.000 claims abstract 2
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 2
- 201000010099 disease Diseases 0.000 claims 16
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 16
- 206010028980 Neoplasm Diseases 0.000 claims 8
- 230000001404 mediated effect Effects 0.000 claims 7
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- 239000008194 pharmaceutical composition Substances 0.000 claims 6
- 208000023275 Autoimmune disease Diseases 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 5
- 230000003463 hyperproliferative effect Effects 0.000 claims 5
- 230000002062 proliferating effect Effects 0.000 claims 5
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 claims 2
- 208000024893 Acute lymphoblastic leukemia Diseases 0.000 claims 2
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- 241000124008 Mammalia Species 0.000 claims 2
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- 201000007224 Myeloproliferative neoplasm Diseases 0.000 claims 2
- 108091000080 Phosphotransferase Proteins 0.000 claims 2
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 2
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims 2
- 108090000412 Protein-Tyrosine Kinases Proteins 0.000 claims 2
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- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 1
- CVMLLVMHCHSTAM-UHFFFAOYSA-N 4-[6-chloro-7-[3-(prop-2-enoylamino)phenoxy]-1h-imidazo[4,5-b]pyridin-2-yl]-n,n-dimethylbenzamide Chemical compound C1=CC(C(=O)N(C)C)=CC=C1C1=NC2=NC=C(Cl)C(OC=3C=C(NC(=O)C=C)C=CC=3)=C2N1 CVMLLVMHCHSTAM-UHFFFAOYSA-N 0.000 claims 1
- IPPTWUDURFOTCR-UHFFFAOYSA-N 4-[6-chloro-7-[3-(prop-2-enoylamino)phenoxy]-1h-imidazo[4,5-b]pyridin-2-yl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=NC2=NC=C(Cl)C(OC=3C=C(NC(=O)C=C)C=CC=3)=C2N1 IPPTWUDURFOTCR-UHFFFAOYSA-N 0.000 claims 1
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims 1
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- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 claims 1
- 208000031671 Large B-Cell Diffuse Lymphoma Diseases 0.000 claims 1
- 208000034578 Multiple myelomas Diseases 0.000 claims 1
- 208000015914 Non-Hodgkin lymphomas Diseases 0.000 claims 1
- 208000002193 Pain Diseases 0.000 claims 1
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- 201000006704 Ulcerative Colitis Diseases 0.000 claims 1
- 208000024780 Urticaria Diseases 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 239000002168 alkylating agent Substances 0.000 claims 1
- 229940100198 alkylating agent Drugs 0.000 claims 1
- 230000000172 allergic effect Effects 0.000 claims 1
- 201000010105 allergic rhinitis Diseases 0.000 claims 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 1
- 230000000340 anti-metabolite Effects 0.000 claims 1
- 239000000739 antihistaminic agent Substances 0.000 claims 1
- 229940125715 antihistaminic agent Drugs 0.000 claims 1
- 239000013059 antihormonal agent Substances 0.000 claims 1
- 229940100197 antimetabolite Drugs 0.000 claims 1
- 239000002256 antimetabolite Substances 0.000 claims 1
- 239000002246 antineoplastic agent Substances 0.000 claims 1
- 206010003246 arthritis Diseases 0.000 claims 1
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- 201000008937 atopic dermatitis Diseases 0.000 claims 1
- 208000010928 autoimmune thyroid disease Diseases 0.000 claims 1
- 210000003719 b-lymphocyte Anatomy 0.000 claims 1
- 210000001185 bone marrow Anatomy 0.000 claims 1
- 229940046731 calcineurin inhibitors Drugs 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 230000003683 cardiac damage Effects 0.000 claims 1
- 230000005754 cellular signaling Effects 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 206010012818 diffuse large B-cell lymphoma Diseases 0.000 claims 1
- 239000003534 dna topoisomerase inhibitor Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 201000003444 follicular lymphoma Diseases 0.000 claims 1
- 239000002955 immunomodulating agent Substances 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 239000000138 intercalating agent Substances 0.000 claims 1
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 1
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- 238000000034 method Methods 0.000 claims 1
- 229960000485 methotrexate Drugs 0.000 claims 1
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- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- 201000000050 myeloid neoplasm Diseases 0.000 claims 1
- 208000010125 myocardial infarction Diseases 0.000 claims 1
- GYPBAOUSZINBKE-UHFFFAOYSA-N n-[3-[(6-chloro-2-pyridin-4-yl-1h-imidazo[4,5-b]pyridin-7-yl)oxy]phenyl]prop-2-enamide Chemical compound ClC1=CN=C2N=C(C=3C=CN=CC=3)NC2=C1OC1=CC=CC(NC(=O)C=C)=C1 GYPBAOUSZINBKE-UHFFFAOYSA-N 0.000 claims 1
- KRDXNACYXWVAJV-UHFFFAOYSA-N n-[3-[[2-[4-(4-methylpiperazin-1-yl)phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1CN(C)CCN1C1=CC=C(C=2NC3=C(OC=4C=C(NC(=O)C=C)C=CC=4)C=CN=C3N=2)C=C1 KRDXNACYXWVAJV-UHFFFAOYSA-N 0.000 claims 1
- KUSHEIGLDZTAIC-UHFFFAOYSA-N n-[3-[[6-chloro-2-(4-methoxyphenyl)-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1=CC(OC)=CC=C1C1=NC2=NC=C(Cl)C(OC=3C=C(NC(=O)C=C)C=CC=3)=C2N1 KUSHEIGLDZTAIC-UHFFFAOYSA-N 0.000 claims 1
- WULMWOJVBYRVKA-UHFFFAOYSA-N n-[3-[[6-chloro-2-(4-methylsulfinylphenyl)-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1=CC(S(=O)C)=CC=C1C1=NC2=NC=C(Cl)C(OC=3C=C(NC(=O)C=C)C=CC=3)=C2N1 WULMWOJVBYRVKA-UHFFFAOYSA-N 0.000 claims 1
- SUWHXDHAQLNXDS-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-(4-methylpiperazine-1-carbonyl)phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1CN(C)CCN1C(=O)C1=CC=C(C=2NC3=C(OC=4C=C(NC(=O)C=C)C=CC=4)C(Cl)=CN=C3N=2)C=C1 SUWHXDHAQLNXDS-UHFFFAOYSA-N 0.000 claims 1
- QAHNGWCWXWTYQA-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-(diethylaminomethyl)phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1=CC(CN(CC)CC)=CC=C1C1=NC2=NC=C(Cl)C(OC=3C=C(NC(=O)C=C)C=CC=3)=C2N1 QAHNGWCWXWTYQA-UHFFFAOYSA-N 0.000 claims 1
- ZMYMAWLVJDFSJL-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-(dimethylamino)phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1=CC(N(C)C)=CC=C1C1=NC2=NC=C(Cl)C(OC=3C=C(NC(=O)C=C)C=CC=3)=C2N1 ZMYMAWLVJDFSJL-UHFFFAOYSA-N 0.000 claims 1
- CBUUIDYECPJOTM-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-(morpholin-4-ylmethyl)phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound ClC1=CN=C2N=C(C=3C=CC(CN4CCOCC4)=CC=3)NC2=C1OC1=CC=CC(NC(=O)C=C)=C1 CBUUIDYECPJOTM-UHFFFAOYSA-N 0.000 claims 1
- ZVTQUHLELHTHAJ-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-(morpholine-4-carbonyl)phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound ClC1=CN=C2N=C(C=3C=CC(=CC=3)C(=O)N3CCOCC3)NC2=C1OC1=CC=CC(NC(=O)C=C)=C1 ZVTQUHLELHTHAJ-UHFFFAOYSA-N 0.000 claims 1
- CNBLTNYIXNTCJW-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-(piperidin-1-ylmethyl)phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound ClC1=CN=C2N=C(C=3C=CC(CN4CCCCC4)=CC=3)NC2=C1OC1=CC=CC(NC(=O)C=C)=C1 CNBLTNYIXNTCJW-UHFFFAOYSA-N 0.000 claims 1
- GBSMHQQWSWEVGL-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound ClC1=CN=C2N=C(C=3C=CC(CN4CCCC4)=CC=3)NC2=C1OC1=CC=CC(NC(=O)C=C)=C1 GBSMHQQWSWEVGL-UHFFFAOYSA-N 0.000 claims 1
- SINQCZHHCNQXKN-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-[(1-methylpiperidin-4-yl)amino]phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1CN(C)CCC1NC1=CC=C(C=2NC3=C(OC=4C=C(NC(=O)C=C)C=CC=4)C(Cl)=CN=C3N=2)C=C1 SINQCZHHCNQXKN-UHFFFAOYSA-N 0.000 claims 1
- KWPRURVJPUKYLO-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-[(4-methylpiperazin-1-yl)methyl]phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1CN(C)CCN1CC1=CC=C(C=2NC3=C(OC=4C=C(NC(=O)C=C)C=CC=4)C(Cl)=CN=C3N=2)C=C1 KWPRURVJPUKYLO-UHFFFAOYSA-N 0.000 claims 1
- RRTYJYSEFVWILG-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-[(dimethylamino)methyl]phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1=CC(CN(C)C)=CC=C1C1=NC2=NC=C(Cl)C(OC=3C=C(NC(=O)C=C)C=CC=3)=C2N1 RRTYJYSEFVWILG-UHFFFAOYSA-N 0.000 claims 1
- HVVWVMXMCBSDOA-UHFFFAOYSA-N n-[3-[[6-chloro-2-[4-[[ethyl(methyl)amino]methyl]phenyl]-1h-imidazo[4,5-b]pyridin-7-yl]oxy]phenyl]prop-2-enamide Chemical compound C1=CC(CN(C)CC)=CC=C1C1=NC2=NC=C(Cl)C(OC=3C=C(NC(=O)C=C)C=CC=3)=C2N1 HVVWVMXMCBSDOA-UHFFFAOYSA-N 0.000 claims 1
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- YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 abstract 1
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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
-
- 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
- C07D401/10—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 linked by a carbon chain containing aromatic 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
- A61K31/435—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
- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
-
- 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
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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| KR1020110144450A KR20130076046A (ko) | 2011-12-28 | 2011-12-28 | 타이로신 카이네이즈 억제 활성을 갖는 신규 이미다조피리딘 유도체 |
| KR10-2011-0144450 | 2011-12-28 | ||
| PCT/KR2012/011570 WO2013100631A1 (en) | 2011-12-28 | 2012-12-27 | Novel imidazopyridine derivatives as a tyrosine kinase inhibitor |
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| CN105837572B (zh) * | 2015-02-02 | 2019-04-19 | 四川大学 | N-取代苯基酰胺衍生物及其制备方法和用途 |
| KR102466810B1 (ko) * | 2016-07-11 | 2022-11-11 | 칸세라 아베 | 포유류 티로신 키나제 ror1 활성의 저해제로서 유용한 2-페닐이미다조[4,5-b]피리딘-7-아민 유도체 |
| MA46995A (fr) | 2016-12-03 | 2019-10-09 | Acerta Pharma Bv | Méthodes et compositions pour l'utilisation de lymphocytes t thérapeutiques en association avec des inhibiteurs de kinase |
| WO2020240586A1 (en) * | 2019-05-28 | 2020-12-03 | Mankind Pharma Ltd. | Novel compounds for inhibition of janus kinase 1 |
| US20240100172A1 (en) | 2020-12-21 | 2024-03-28 | Hangzhou Jijing Pharmaceutical Technology Limited | Methods and compounds for targeted autophagy |
| TW202246263A (zh) * | 2021-03-23 | 2022-12-01 | 大陸商杭州阿諾生物醫藥科技有限公司 | Hpk1激酶抑制劑化合物 |
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| IE70593B1 (en) * | 1989-09-29 | 1996-12-11 | Eisai Co Ltd | Biphenylmethane derivative the use of it and pharmacological compositions containing same |
| US6162804A (en) * | 1997-09-26 | 2000-12-19 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
| EP1017682A4 (en) * | 1997-09-26 | 2000-11-08 | Merck & Co Inc | NEW ANGIOGENESIS INHIBITORS |
| KR20070077468A (ko) * | 2006-01-23 | 2007-07-26 | 크리스탈지노믹스(주) | 단백질 키나아제 활성을 저해하는 이미다조피리딘 유도체,이의 제조방법 및 이를 함유하는 약학 조성물 |
| CN101379065A (zh) * | 2006-01-23 | 2009-03-04 | 克里斯特尔吉诺密斯株式会社 | 抑制蛋白质激酶活性的咪唑并吡啶衍生物、其制备方法和包含它的药物组合物 |
| SG10202107066WA (en) * | 2007-03-28 | 2021-07-29 | Pharmacyclics Llc | Inhibitors of bruton's tyrosine kinase |
| US20100113520A1 (en) * | 2008-11-05 | 2010-05-06 | Principia Biopharma, Inc. | Kinase knockdown via electrophilically enhanced inhibitors |
| JP5918693B2 (ja) * | 2009-05-05 | 2016-05-18 | ダナ ファーバー キャンサー インスティテュート インコーポレイテッド | Egfr阻害剤及び疾患の治療方法 |
| KR101483215B1 (ko) * | 2010-01-29 | 2015-01-16 | 한미약품 주식회사 | 단백질 키나아제 저해활성을 갖는 비시클릭 헤테로아릴 유도체 |
| CA2803056C (en) * | 2010-06-23 | 2017-05-16 | Hanmi Science Co., Ltd. | Fused pyrimidine derivatives for inhibition of tyrosine kinase activity |
| CN102827186A (zh) * | 2011-06-16 | 2012-12-19 | 中国科学院上海药物研究所 | 一类吡啶并五元杂环衍生物及其制备方法和用途 |
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2012
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| AU2012363557A1 (en) | 2014-07-17 |
| JP2015503552A (ja) | 2015-02-02 |
| MX2014007976A (es) | 2014-08-21 |
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| CA2859664A1 (en) | 2013-07-04 |
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| US20150299185A1 (en) | 2015-10-22 |
| KR20130076046A (ko) | 2013-07-08 |
| EP2797909A4 (en) | 2015-06-10 |
| WO2013100631A1 (en) | 2013-07-04 |
| IL233415A0 (en) | 2014-08-31 |
| BR112014016146A8 (pt) | 2017-07-04 |
| ZA201405505B (en) | 2015-10-28 |
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