CN110143949A - It can be used as the new type heterocycle derivative of SHP2 inhibitor - Google Patents
It can be used as the new type heterocycle derivative of SHP2 inhibitor Download PDFInfo
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- CN110143949A CN110143949A CN201810440520.2A CN201810440520A CN110143949A CN 110143949 A CN110143949 A CN 110143949A CN 201810440520 A CN201810440520 A CN 201810440520A CN 110143949 A CN110143949 A CN 110143949A
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- alkyl
- base
- methyl
- carboxyl
- yuan
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- 125000000623 heterocyclic group Chemical group 0.000 title claims abstract description 146
- 102100033019 Tyrosine-protein phosphatase non-receptor type 11 Human genes 0.000 title claims abstract description 35
- 101710116241 Tyrosine-protein phosphatase non-receptor type 11 Proteins 0.000 title claims abstract description 31
- 239000003112 inhibitor Substances 0.000 title abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 222
- 150000003839 salts Chemical class 0.000 claims abstract description 201
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 21
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 14
- 201000010099 disease Diseases 0.000 claims abstract description 13
- 239000003814 drug Substances 0.000 claims abstract description 13
- 229940079593 drug Drugs 0.000 claims abstract description 10
- 230000000694 effects Effects 0.000 claims abstract description 10
- 230000001404 mediated effect Effects 0.000 claims abstract description 7
- -1 Propoxyl group Chemical group 0.000 claims description 145
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 119
- 125000001072 heteroaryl group Chemical group 0.000 claims description 100
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 100
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 98
- 239000000203 mixture Substances 0.000 claims description 97
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 76
- 229910052799 carbon Inorganic materials 0.000 claims description 67
- 150000003254 radicals Chemical class 0.000 claims description 63
- 229910052736 halogen Inorganic materials 0.000 claims description 54
- 150000001721 carbon Chemical group 0.000 claims description 53
- 150000002367 halogens Chemical class 0.000 claims description 53
- 125000001424 substituent group Chemical group 0.000 claims description 51
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 44
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 42
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 38
- 125000003118 aryl group Chemical group 0.000 claims description 36
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 claims description 36
- 229910052757 nitrogen Inorganic materials 0.000 claims description 35
- 125000004122 cyclic group Chemical group 0.000 claims description 30
- 125000005842 heteroatom Chemical group 0.000 claims description 28
- 229910052760 oxygen Inorganic materials 0.000 claims description 27
- 229910052801 chlorine Inorganic materials 0.000 claims description 18
- 125000002837 carbocyclic group Chemical group 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 229910052717 sulfur Inorganic materials 0.000 claims description 16
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 15
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims description 15
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 15
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 14
- 206010028980 Neoplasm Diseases 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 229910052794 bromium Inorganic materials 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 10
- 229910052731 fluorine Inorganic materials 0.000 claims description 8
- 229910006074 SO2NH2 Inorganic materials 0.000 claims description 6
- 201000011510 cancer Diseases 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 206010009944 Colon cancer Diseases 0.000 claims description 4
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 4
- 206010029260 Neuroblastoma Diseases 0.000 claims description 4
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
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- 201000011549 stomach cancer Diseases 0.000 claims description 4
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims description 3
- 206010029748 Noonan syndrome Diseases 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 3
- 230000000366 juvenile effect Effects 0.000 claims description 3
- 201000001441 melanoma Diseases 0.000 claims description 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 3
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 2
- 206010006187 Breast cancer Diseases 0.000 claims description 2
- 208000026310 Breast neoplasm Diseases 0.000 claims description 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 2
- 206010016654 Fibrosis Diseases 0.000 claims description 2
- 208000005101 LEOPARD Syndrome Diseases 0.000 claims description 2
- 206010027476 Metastases Diseases 0.000 claims description 2
- 206010062901 Multiple lentigines syndrome Diseases 0.000 claims description 2
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims description 2
- 208000010708 Noonan syndrome with multiple lentigines Diseases 0.000 claims description 2
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims description 2
- 208000013521 Visual disease Diseases 0.000 claims description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 2
- 230000004761 fibrosis Effects 0.000 claims description 2
- 208000014829 head and neck neoplasm Diseases 0.000 claims description 2
- 230000001900 immune effect Effects 0.000 claims description 2
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- 230000009401 metastasis Effects 0.000 claims description 2
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- 125000004043 oxo group Chemical group O=* 0.000 claims description 2
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- ZOAMZFNAPHWBEN-UHFFFAOYSA-N 2-$l^{1}-oxidanylpropane Chemical compound CC(C)[O] ZOAMZFNAPHWBEN-UHFFFAOYSA-N 0.000 claims 1
- 208000000102 Squamous Cell Carcinoma of Head and Neck Diseases 0.000 claims 1
- 201000000459 head and neck squamous cell carcinoma Diseases 0.000 claims 1
- 208000029340 primitive neuroectodermal tumor Diseases 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 13
- 239000002585 base Substances 0.000 description 295
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 169
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 135
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 125
- 230000002829 reductive effect Effects 0.000 description 124
- 238000003756 stirring Methods 0.000 description 113
- 239000012074 organic phase Substances 0.000 description 100
- 238000006243 chemical reaction Methods 0.000 description 93
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Natural products C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 83
- 150000002469 indenes Chemical class 0.000 description 83
- 239000007832 Na2SO4 Substances 0.000 description 81
- 229910052938 sodium sulfate Inorganic materials 0.000 description 81
- 125000004093 cyano group Chemical group *C#N 0.000 description 68
- 125000004646 sulfenyl group Chemical group S(*)* 0.000 description 57
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 52
- 125000001309 chloro group Chemical group Cl* 0.000 description 47
- 239000000543 intermediate Substances 0.000 description 46
- 238000010898 silica gel chromatography Methods 0.000 description 46
- RZJPBQGRCNJYBU-UHFFFAOYSA-N 3-chloropyridin-2-amine Chemical compound NC1=NC=CC=C1Cl RZJPBQGRCNJYBU-UHFFFAOYSA-N 0.000 description 44
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 42
- KRNSYSYRLQDHDK-UHFFFAOYSA-N 6,7-dihydro-5h-cyclopenta[b]pyridine Chemical compound C1=CN=C2CCCC2=C1 KRNSYSYRLQDHDK-UHFFFAOYSA-N 0.000 description 40
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 37
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 36
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 33
- 238000000034 method Methods 0.000 description 33
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 29
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- 125000001841 imino group Chemical group [H]N=* 0.000 description 21
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 21
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 18
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- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 12
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 11
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- DHJKRRZIUOQEFW-UHFFFAOYSA-N tert-butyl 2-methylpiperidine-1-carboxylate Chemical compound CC1CCCCN1C(=O)OC(C)(C)C DHJKRRZIUOQEFW-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
- C07D471/10—Spiro-condensed systems
-
- 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
- C07D471/12—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 three hetero rings
- C07D471/20—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
- C07D491/107—Spiro-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
- C07D491/113—Spiro-condensed systems with two or more oxygen atoms as ring hetero atoms in the oxygen-containing ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/20—Spiro-condensed systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65583—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as ring hetero atom
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
Claims (51)
Priority Applications (6)
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CN201810440520.2A CN110143949A (en) | 2018-05-09 | 2018-05-09 | It can be used as the new type heterocycle derivative of SHP2 inhibitor |
CN202211429905.1A CN116003321A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
CN202011087825.3A CN112174935B (en) | 2018-05-09 | 2018-05-09 | Heterocyclic derivatives useful as SHP2 inhibitors |
CN202011087795.6A CN112409334B (en) | 2018-05-09 | 2018-05-09 | Heterocyclic derivatives useful as SHP2 inhibitors |
CN202211429954.5A CN115721648A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
CN202211420369.9A CN115969853A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
Applications Claiming Priority (1)
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CN201810440520.2A CN110143949A (en) | 2018-05-09 | 2018-05-09 | It can be used as the new type heterocycle derivative of SHP2 inhibitor |
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CN202211420369.9A Division CN115969853A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
CN202011087825.3A Division CN112174935B (en) | 2018-05-09 | 2018-05-09 | Heterocyclic derivatives useful as SHP2 inhibitors |
CN202211429954.5A Division CN115721648A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
CN202211429905.1A Division CN116003321A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
CN202011087795.6A Division CN112409334B (en) | 2018-05-09 | 2018-05-09 | Heterocyclic derivatives useful as SHP2 inhibitors |
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CN202011087825.3A Active CN112174935B (en) | 2018-05-09 | 2018-05-09 | Heterocyclic derivatives useful as SHP2 inhibitors |
CN202211420369.9A Pending CN115969853A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
CN202011087795.6A Active CN112409334B (en) | 2018-05-09 | 2018-05-09 | Heterocyclic derivatives useful as SHP2 inhibitors |
CN201810440520.2A Pending CN110143949A (en) | 2018-05-09 | 2018-05-09 | It can be used as the new type heterocycle derivative of SHP2 inhibitor |
CN202211429954.5A Pending CN115721648A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
CN202211429905.1A Pending CN116003321A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
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CN202011087825.3A Active CN112174935B (en) | 2018-05-09 | 2018-05-09 | Heterocyclic derivatives useful as SHP2 inhibitors |
CN202211420369.9A Pending CN115969853A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
CN202011087795.6A Active CN112409334B (en) | 2018-05-09 | 2018-05-09 | Heterocyclic derivatives useful as SHP2 inhibitors |
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CN202211429954.5A Pending CN115721648A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
CN202211429905.1A Pending CN116003321A (en) | 2018-05-09 | 2018-05-09 | Novel heterocyclic derivatives useful as SHP2 inhibitors |
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Cited By (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2020063760A1 (en) * | 2018-09-26 | 2020-04-02 | Jacobio Pharmaceuticals Co., Ltd. | Novel heterocyclic derivatives useful as shp2 inhibitors |
WO2020073949A1 (en) * | 2018-10-10 | 2020-04-16 | 江苏豪森药业集团有限公司 | Regulator of nitrogen-containing heteroaromatic derivatives, preparation method therefor and use thereof |
CN111138412A (en) * | 2018-11-06 | 2020-05-12 | 上海奕拓医药科技有限责任公司 | Spiro aromatic ring compound and application thereof |
WO2020156243A1 (en) * | 2019-01-31 | 2020-08-06 | 贝达药业股份有限公司 | Shp2 inhibitor and application thereof |
US10851110B2 (en) | 2016-05-31 | 2020-12-01 | Board Of Regents, The University Of Texas System | Heterocyclic inhibitors of PTPN11 |
US10934302B1 (en) | 2018-03-21 | 2021-03-02 | Relay Therapeutics, Inc. | SHP2 phosphatase inhibitors and methods of use thereof |
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Also Published As
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CN112174935A (en) | 2021-01-05 |
CN112409334B (en) | 2022-12-02 |
CN112174935B (en) | 2022-12-06 |
CN116003321A (en) | 2023-04-25 |
CN115721648A (en) | 2023-03-03 |
CN115969853A (en) | 2023-04-18 |
CN112409334A (en) | 2021-02-26 |
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