ES2940448T3 - Derivados de 3-(1-oxoisoindolin-2-il)piperidin-2,6-diona y usos de los mismos - Google Patents
Derivados de 3-(1-oxoisoindolin-2-il)piperidin-2,6-diona y usos de los mismos Download PDFInfo
- Publication number
- ES2940448T3 ES2940448T3 ES18772885T ES18772885T ES2940448T3 ES 2940448 T3 ES2940448 T3 ES 2940448T3 ES 18772885 T ES18772885 T ES 18772885T ES 18772885 T ES18772885 T ES 18772885T ES 2940448 T3 ES2940448 T3 ES 2940448T3
- Authority
- ES
- Spain
- Prior art keywords
- piperidin
- dione
- oxoisoindolin
- methyl
- oxo
- 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.)
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- WENKGSGGXGQHSH-UHFFFAOYSA-N 3-(3-oxo-1h-isoindol-2-yl)piperidine-2,6-dione Chemical class C1C2=CC=CC=C2C(=O)N1C1CCC(=O)NC1=O WENKGSGGXGQHSH-UHFFFAOYSA-N 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 308
- 101000599037 Homo sapiens Zinc finger protein Helios Proteins 0.000 claims abstract description 124
- 102100037796 Zinc finger protein Helios Human genes 0.000 claims abstract description 124
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 78
- 150000003839 salts Chemical class 0.000 claims abstract description 73
- 239000012453 solvate Substances 0.000 claims abstract description 53
- 201000010099 disease Diseases 0.000 claims abstract description 45
- 238000011282 treatment Methods 0.000 claims abstract description 44
- 208000035475 disorder Diseases 0.000 claims abstract description 33
- 230000001419 dependent effect Effects 0.000 claims abstract description 13
- 125000005842 heteroatom Chemical group 0.000 claims description 231
- 229910052757 nitrogen Inorganic materials 0.000 claims description 231
- 229910052760 oxygen Inorganic materials 0.000 claims description 230
- 229910052717 sulfur Inorganic materials 0.000 claims description 225
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 176
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 166
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 122
- 125000003118 aryl group Chemical group 0.000 claims description 120
- 125000004429 atom Chemical group 0.000 claims description 118
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 91
- 125000001072 heteroaryl group Chemical group 0.000 claims description 88
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 82
- 229910052736 halogen Inorganic materials 0.000 claims description 79
- 150000002367 halogens Chemical class 0.000 claims description 77
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 59
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 51
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 51
- 206010028980 Neoplasm Diseases 0.000 claims description 50
- 125000000217 alkyl group Chemical group 0.000 claims description 45
- 125000001424 substituent group Chemical group 0.000 claims description 42
- 201000011510 cancer Diseases 0.000 claims description 33
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims description 31
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 28
- KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical compound O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 claims description 28
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 20
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 20
- 239000003814 drug Substances 0.000 claims description 20
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 19
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 239000008194 pharmaceutical composition Substances 0.000 claims description 16
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 13
- 206010061306 Nasopharyngeal cancer Diseases 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 208000001894 Nasopharyngeal Neoplasms Diseases 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- 125000006705 (C5-C7) cycloalkyl group Chemical group 0.000 claims description 10
- 208000003721 Triple Negative Breast Neoplasms Diseases 0.000 claims description 10
- 208000022679 triple-negative breast carcinoma Diseases 0.000 claims description 10
- 239000003937 drug carrier Substances 0.000 claims description 9
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 9
- 201000001441 melanoma Diseases 0.000 claims description 9
- 125000002950 monocyclic group Chemical group 0.000 claims description 9
- 229940124597 therapeutic agent Drugs 0.000 claims description 9
- 125000006582 (C5-C6) heterocycloalkyl group Chemical group 0.000 claims description 8
- 206010009944 Colon cancer Diseases 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000001188 haloalkyl group Chemical group 0.000 claims description 8
- KILGWHPUKBWHOY-JVPSVYLMSA-N 3-[6-[(2S)-1-benzyl-2-methylpiperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1[C@H](CC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C KILGWHPUKBWHOY-JVPSVYLMSA-N 0.000 claims description 7
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 7
- GLKCQJUUCIBRTC-UHFFFAOYSA-N 3-[3-oxo-6-[1-(1-phenylethyl)piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)C(C)C1=CC=CC=C1)C1C(NC(CC1)=O)=O GLKCQJUUCIBRTC-UHFFFAOYSA-N 0.000 claims description 6
- OMISHRJQMYQPMG-UHFFFAOYSA-N 3-[6-(1-benzylpiperidin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O OMISHRJQMYQPMG-UHFFFAOYSA-N 0.000 claims description 6
- XILHMWHPEXIGHT-UHFFFAOYSA-N 3-[3-oxo-6-[1-(5,6,7,8-tetrahydronaphthalen-2-ylmethyl)piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC=2CCCCC=2C=C1)C1C(NC(CC1)=O)=O XILHMWHPEXIGHT-UHFFFAOYSA-N 0.000 claims description 5
- KAJNVQAGLMPGCW-UHFFFAOYSA-N 3-[6-(1-benzylazepan-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CCC(CCC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O KAJNVQAGLMPGCW-UHFFFAOYSA-N 0.000 claims description 5
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims description 5
- 108091092878 Microsatellite Proteins 0.000 claims description 5
- URBKCTSNYKHEPM-UHFFFAOYSA-N 2-[4-[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]piperidin-1-yl]-N-phenylacetamide Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)C1CCN(CC1)CC(=O)NC1=CC=CC=C1)=O)=O URBKCTSNYKHEPM-UHFFFAOYSA-N 0.000 claims description 4
- FYMRVPCFNQKGSJ-UHFFFAOYSA-N 3-[3-oxo-6-(1-phenylpiperidin-4-yl)-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)C1=CC=CC=C1)C1C(NC(CC1)=O)=O FYMRVPCFNQKGSJ-UHFFFAOYSA-N 0.000 claims description 4
- CZEBEKGIRFFTCC-UHFFFAOYSA-N 3-[3-oxo-6-[1-(1H-pyrazol-5-ylmethyl)piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1N=C(C=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O CZEBEKGIRFFTCC-UHFFFAOYSA-N 0.000 claims description 4
- OTCSRCQQDSTOQQ-UHFFFAOYSA-N 3-[3-oxo-6-[1-(3,3,3-trifluoropropyl)piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CCC(F)(F)F)C1C(NC(CC1)=O)=O OTCSRCQQDSTOQQ-UHFFFAOYSA-N 0.000 claims description 4
- QHODFIPSFXGMNX-UHFFFAOYSA-N 3-[3-oxo-6-[1-(5,6,7,8-tetrahydronaphthalen-1-ylmethyl)piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC=CC=2CCCCC1=2)C1C(NC(CC1)=O)=O QHODFIPSFXGMNX-UHFFFAOYSA-N 0.000 claims description 4
- PATNWSQXRKVKMT-UHFFFAOYSA-N 3-[3-oxo-6-[1-[[3-(trifluoromethoxy)phenyl]methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC(=CC=C1)OC(F)(F)F)C1C(NC(CC1)=O)=O PATNWSQXRKVKMT-UHFFFAOYSA-N 0.000 claims description 4
- SPEXMZKEMUILOA-UHFFFAOYSA-N 3-[3-oxo-6-[1-[[4-(trifluoromethoxy)phenyl]methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC=C(C=C1)OC(F)(F)F)C1C(NC(CC1)=O)=O SPEXMZKEMUILOA-UHFFFAOYSA-N 0.000 claims description 4
- XKWBPLILDKHSTC-UHFFFAOYSA-N 3-[6-(1-benzyl-3,3-dimethylpiperidin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CC(C(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)(C)C XKWBPLILDKHSTC-UHFFFAOYSA-N 0.000 claims description 4
- IENMSQYLYDYHQH-UHFFFAOYSA-N 3-[6-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1CCC(=CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O IENMSQYLYDYHQH-UHFFFAOYSA-N 0.000 claims description 4
- TXFXBHKVLDLABM-UHFFFAOYSA-N 3-[6-[1-(1H-indazol-6-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1N=CC2=CC=C(C=C12)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O TXFXBHKVLDLABM-UHFFFAOYSA-N 0.000 claims description 4
- FOHUGSWYSRNXAV-UHFFFAOYSA-N 3-[6-[1-(cyclopropylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CC1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FOHUGSWYSRNXAV-UHFFFAOYSA-N 0.000 claims description 4
- QWEXVPAPFAGLGG-UHFFFAOYSA-N 3-[6-[1-[(2,6-dimethylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C(=CC=C1)C QWEXVPAPFAGLGG-UHFFFAOYSA-N 0.000 claims description 4
- IGYOTWUTTRVOGO-UHFFFAOYSA-N 3-[6-[1-[(4-chlorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 IGYOTWUTTRVOGO-UHFFFAOYSA-N 0.000 claims description 4
- IZGOZHQIEMPOFK-UHFFFAOYSA-N 4-[[4-[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]piperidin-1-yl]methyl]benzamide Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)C1CCN(CC1)CC1=CC=C(C(=O)N)C=C1)=O)=O IZGOZHQIEMPOFK-UHFFFAOYSA-N 0.000 claims description 4
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 4
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 208000002458 carcinoid tumor Diseases 0.000 claims description 4
- 230000002950 deficient Effects 0.000 claims description 4
- 201000011243 gastrointestinal stromal tumor Diseases 0.000 claims description 4
- 230000028993 immune response Effects 0.000 claims description 4
- 230000002163 immunogen Effects 0.000 claims description 4
- 201000005202 lung cancer Diseases 0.000 claims description 4
- 208000020816 lung neoplasm Diseases 0.000 claims description 4
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 4
- 208000008732 thymoma Diseases 0.000 claims description 4
- GLKCQJUUCIBRTC-LIXIDFRTSA-N 3-[3-oxo-6-[1-[(1R)-1-phenylethyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)[C@H](C)C1=CC=CC=C1)C1C(NC(CC1)=O)=O GLKCQJUUCIBRTC-LIXIDFRTSA-N 0.000 claims description 3
- GLKCQJUUCIBRTC-NVHKAFQKSA-N 3-[3-oxo-6-[1-[(1S)-1-phenylethyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)[C@@H](C)C1=CC=CC=C1)C1C(NC(CC1)=O)=O GLKCQJUUCIBRTC-NVHKAFQKSA-N 0.000 claims description 3
- KILGWHPUKBWHOY-UHFFFAOYSA-N 3-[6-(1-benzyl-2-methylpiperidin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1C(CC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C KILGWHPUKBWHOY-UHFFFAOYSA-N 0.000 claims description 3
- LNJHUYBFNKAGSV-UHFFFAOYSA-N 3-[6-(1-benzyl-3-methylpiperidin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CC(C(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C LNJHUYBFNKAGSV-UHFFFAOYSA-N 0.000 claims description 3
- BAWIWVUMGKIEPC-UHFFFAOYSA-N 3-[6-(8-benzyl-8-azabicyclo[3.2.1]octan-3-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1C2CC(CC1CC2)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O BAWIWVUMGKIEPC-UHFFFAOYSA-N 0.000 claims description 3
- ZMXUIWWEUXUPDY-UHFFFAOYSA-N 3-[6-[1-(2-methylpropyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C(C)C)N1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O ZMXUIWWEUXUPDY-UHFFFAOYSA-N 0.000 claims description 3
- PGEQODYZTXICEF-UHFFFAOYSA-N 3-[6-[1-(cyclobutylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CCC1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O PGEQODYZTXICEF-UHFFFAOYSA-N 0.000 claims description 3
- HEJDXESUUWJNDH-UHFFFAOYSA-N 3-[6-[1-(cyclohexylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CCCCC1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O HEJDXESUUWJNDH-UHFFFAOYSA-N 0.000 claims description 3
- SHSPYPHACMWHEU-UHFFFAOYSA-N 3-[6-[1-[(2-methylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 SHSPYPHACMWHEU-UHFFFAOYSA-N 0.000 claims description 3
- IOJSJTBXXZHPBV-UHFFFAOYSA-N 3-[6-[1-[(3,5-difluoro-4-hydroxyphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=1O)F IOJSJTBXXZHPBV-UHFFFAOYSA-N 0.000 claims description 3
- UFOOEGKFLBPCDV-UHFFFAOYSA-N 3-[6-[1-[(3,5-difluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=1)F UFOOEGKFLBPCDV-UHFFFAOYSA-N 0.000 claims description 3
- YLORBUGGSSVLDG-UHFFFAOYSA-N 3-[6-[1-[(3,5-dimethylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=1)C YLORBUGGSSVLDG-UHFFFAOYSA-N 0.000 claims description 3
- LFPMAOGCDRTEIU-UHFFFAOYSA-N 3-[6-[1-[(4-ethylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)C1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 LFPMAOGCDRTEIU-UHFFFAOYSA-N 0.000 claims description 3
- KCODGVOMFPCEMB-UHFFFAOYSA-N 3-[6-[1-[(4-methoxyphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 KCODGVOMFPCEMB-UHFFFAOYSA-N 0.000 claims description 3
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims description 3
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims description 3
- 101100485158 Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720) wzzE gene Proteins 0.000 claims description 3
- HILNIQMTOMROGX-UHFFFAOYSA-N ethyl 2-[4-[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]piperidin-1-yl]acetate Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)C1CCN(CC1)CC(=O)OCC)=O)=O HILNIQMTOMROGX-UHFFFAOYSA-N 0.000 claims description 3
- 101150089110 metN gene Proteins 0.000 claims description 3
- 239000008177 pharmaceutical agent Substances 0.000 claims description 3
- DSCUTQDNZRVYJK-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(4-phenylphenyl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(=CC=C(C=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C1=CC=CC=C1 DSCUTQDNZRVYJK-UHFFFAOYSA-N 0.000 claims description 2
- OHKHFPDSTNDZET-UHFFFAOYSA-N 3-[6-(1-benzylpyrrolidin-3-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O OHKHFPDSTNDZET-UHFFFAOYSA-N 0.000 claims description 2
- KQLVHPSDHDZTDV-UHFFFAOYSA-N 3-[6-(azepan-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1CCC(CCC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O KQLVHPSDHDZTDV-UHFFFAOYSA-N 0.000 claims description 2
- UQAZOEVWXTWRGH-UHFFFAOYSA-N 3-[6-[1-(oxan-4-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1CCOCC1)C1C(NC(CC1)=O)=O UQAZOEVWXTWRGH-UHFFFAOYSA-N 0.000 claims description 2
- UNWOJKNPVOVVDS-UHFFFAOYSA-N 3-[6-[1-[(3-methylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 UNWOJKNPVOVVDS-UHFFFAOYSA-N 0.000 claims description 2
- YFDRFOOVHSFPHI-UHFFFAOYSA-N 3-[6-[1-[(4-fluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 YFDRFOOVHSFPHI-UHFFFAOYSA-N 0.000 claims description 2
- LUAJKYYOMUOAIC-UHFFFAOYSA-N 3-[6-[1-[(4-methylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 LUAJKYYOMUOAIC-UHFFFAOYSA-N 0.000 claims description 2
- 239000005711 Benzoic acid Substances 0.000 claims description 2
- 235000010233 benzoic acid Nutrition 0.000 claims description 2
- OFSKHJWCGFIJCE-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(3-pyridin-2-yl-1H-pyrazol-5-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=NNC(=C1)C1=NC=CC=C1)C1C(NC(CC1)=O)=O OFSKHJWCGFIJCE-UHFFFAOYSA-N 0.000 claims 2
- 125000003037 imidazol-2-yl group Chemical group [H]N1C([*])=NC([H])=C1[H] 0.000 claims 2
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims 2
- BAWUHTSBEAGGSA-XJKSGUPXSA-N (3R)-3-[6-[(3R)-1-acetylpyrrolidin-3-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(=O)N1C[C@H](CC1)C=1C=C2CN(C(C2=CC=1)=O)[C@H]1C(NC(CC1)=O)=O BAWUHTSBEAGGSA-XJKSGUPXSA-N 0.000 claims 1
- KAJNVQAGLMPGCW-AUSIDOKSSA-N (3R)-3-[6-[(4R)-1-benzylazepan-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CC[C@@H](CCC1)C=1C=C2CN(C(C2=CC=1)=O)[C@H]1C(NC(CC1)=O)=O KAJNVQAGLMPGCW-AUSIDOKSSA-N 0.000 claims 1
- KAJNVQAGLMPGCW-WMZHIEFXSA-N (3R)-3-[6-[(4S)-1-benzylazepan-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CC[C@H](CCC1)C=1C=C2CN(C(C2=CC=1)=O)[C@H]1C(NC(CC1)=O)=O KAJNVQAGLMPGCW-WMZHIEFXSA-N 0.000 claims 1
- BAWUHTSBEAGGSA-BBRMVZONSA-N (3S)-3-[6-[(3R)-1-acetylpyrrolidin-3-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(=O)N1C[C@H](CC1)C=1C=C2CN(C(C2=CC=1)=O)[C@@H]1C(NC(CC1)=O)=O BAWUHTSBEAGGSA-BBRMVZONSA-N 0.000 claims 1
- KAJNVQAGLMPGCW-XXBNENTESA-N (3S)-3-[6-[(4R)-1-benzylazepan-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CC[C@@H](CCC1)C=1C=C2CN(C(C2=CC=1)=O)[C@@H]1C(NC(CC1)=O)=O KAJNVQAGLMPGCW-XXBNENTESA-N 0.000 claims 1
- KAJNVQAGLMPGCW-CVDCTZTESA-N (3S)-3-[6-[(4S)-1-benzylazepan-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CC[C@H](CCC1)C=1C=C2CN(C(C2=CC=1)=O)[C@@H]1C(NC(CC1)=O)=O KAJNVQAGLMPGCW-CVDCTZTESA-N 0.000 claims 1
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- JBYLKRPFHBWHQN-UHFFFAOYSA-N 3-[3-oxo-6-[1-(pyridin-2-ylmethyl)piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=NC=CC=C1)C1C(NC(CC1)=O)=O JBYLKRPFHBWHQN-UHFFFAOYSA-N 0.000 claims 1
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- UASFXRBDMBTBPZ-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(1-propan-2-ylpyrazol-4-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)N1N=CC(=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O UASFXRBDMBTBPZ-UHFFFAOYSA-N 0.000 claims 1
- JBWIFMLXJODUAD-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(1-pyridin-3-ylpyrazol-4-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC=1C=NN(C=1)C=1C=NC=CC=1)C1C(NC(CC1)=O)=O JBWIFMLXJODUAD-UHFFFAOYSA-N 0.000 claims 1
- DQUWKKBOYUGHKH-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(2-phenylpyrazol-3-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC=NN1C1=CC=CC=C1)C1C(NC(CC1)=O)=O DQUWKKBOYUGHKH-UHFFFAOYSA-N 0.000 claims 1
- GLHKOKIPKBRHKI-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(2-propan-2-ylpyrazol-3-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)N1N=CC=C1CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O GLHKOKIPKBRHKI-UHFFFAOYSA-N 0.000 claims 1
- RQGOGJJKBSOPDN-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(2-pyridin-3-ylpyrazol-3-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC=NN1C=1C=NC=CC=1)C1C(NC(CC1)=O)=O RQGOGJJKBSOPDN-UHFFFAOYSA-N 0.000 claims 1
- SKORMNJHPLOCQN-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(2-pyrrolidin-1-ylpyrimidin-5-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC=1C=NC(=NC=1)N1CCCC1)C1C(NC(CC1)=O)=O SKORMNJHPLOCQN-UHFFFAOYSA-N 0.000 claims 1
- PWAAXTDLVOKYNR-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(2-thiophen-2-yl-1,3-thiazol-5-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CN=C(S1)C=1SC=CC=1)C1C(NC(CC1)=O)=O PWAAXTDLVOKYNR-UHFFFAOYSA-N 0.000 claims 1
- LJJWRMILVQWBQQ-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(3-propan-2-yloxyphenyl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)OC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 LJJWRMILVQWBQQ-UHFFFAOYSA-N 0.000 claims 1
- GYAUSQGUCXWYGF-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(3-pyrazol-1-ylphenyl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1(N=CC=C1)C=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 GYAUSQGUCXWYGF-UHFFFAOYSA-N 0.000 claims 1
- OBVIKDWKJAXHFY-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(4-oxo-3H-thieno[3,2-d]pyrimidin-2-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC=1NC(C2=C(N=1)C=CS2)=O)C1C(NC(CC1)=O)=O OBVIKDWKJAXHFY-UHFFFAOYSA-N 0.000 claims 1
- JQHSCZWGEPHUPK-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(4-propan-2-ylphenyl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)C1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 JQHSCZWGEPHUPK-UHFFFAOYSA-N 0.000 claims 1
- XEFLYXHQEVYYEH-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(4-propan-2-ylsulfanylphenyl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)SC1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 XEFLYXHQEVYYEH-UHFFFAOYSA-N 0.000 claims 1
- FHRPTDRMRQJLQS-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(4-propylphenyl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC=C(C=C1)CCC)C1C(NC(CC1)=O)=O FHRPTDRMRQJLQS-UHFFFAOYSA-N 0.000 claims 1
- FYHGDCNVRQYJDO-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(4-pyrazol-1-ylphenyl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1(N=CC=C1)C1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 FYHGDCNVRQYJDO-UHFFFAOYSA-N 0.000 claims 1
- GDTVCVLJQGKDFO-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(4-pyrrolidin-1-ylphenyl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC=C(C=C1)N1CCCC1)C1C(NC(CC1)=O)=O GDTVCVLJQGKDFO-UHFFFAOYSA-N 0.000 claims 1
- RUYRPSNPCYIYPZ-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(4-thiophen-3-ylphenyl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC=C(C=C1)C1=CSC=C1)C1C(NC(CC1)=O)=O RUYRPSNPCYIYPZ-UHFFFAOYSA-N 0.000 claims 1
- DCJCSGQZZJBTAW-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(5-phenyl-1,3,4-oxadiazol-2-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC=1OC(=NN=1)C1=CC=CC=C1)C1C(NC(CC1)=O)=O DCJCSGQZZJBTAW-UHFFFAOYSA-N 0.000 claims 1
- CEURALOBJXIYIV-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(5-phenyl-1H-pyrazol-4-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC=1C(=NNC=1)C1=CC=CC=C1)C1C(NC(CC1)=O)=O CEURALOBJXIYIV-UHFFFAOYSA-N 0.000 claims 1
- ZGQCTAYEKMUZPP-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(5-propan-2-yloxypyridin-2-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)OC=1C=CC(=NC=1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O ZGQCTAYEKMUZPP-UHFFFAOYSA-N 0.000 claims 1
- UTJOCVFKVQHGRR-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(5-pyridin-3-yl-1H-pyrazol-4-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC=1C(=NNC=1)C=1C=NC=CC=1)C1C(NC(CC1)=O)=O UTJOCVFKVQHGRR-UHFFFAOYSA-N 0.000 claims 1
- DDNQUFJIBIWKLO-UHFFFAOYSA-N 3-[3-oxo-6-[1-[(6-propan-2-yloxypyridin-3-yl)methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)OC1=CC=C(C=N1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O DDNQUFJIBIWKLO-UHFFFAOYSA-N 0.000 claims 1
- NIXUBNOAFMGPEC-UHFFFAOYSA-N 3-[3-oxo-6-[1-[[2-(trifluoromethoxy)phenyl]methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=C(C=CC=C1)OC(F)(F)F)C1C(NC(CC1)=O)=O NIXUBNOAFMGPEC-UHFFFAOYSA-N 0.000 claims 1
- SHBMSQSXKGUHIJ-UHFFFAOYSA-N 3-[3-oxo-6-[1-[[2-(trifluoromethyl)phenyl]methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=C(C=CC=C1)C(F)(F)F)C1C(NC(CC1)=O)=O SHBMSQSXKGUHIJ-UHFFFAOYSA-N 0.000 claims 1
- ZVNDMGPCCKSOGJ-UHFFFAOYSA-N 3-[3-oxo-6-[1-[[4-(1,2,4-triazol-1-yl)phenyl]methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1(N=CN=C1)C1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 ZVNDMGPCCKSOGJ-UHFFFAOYSA-N 0.000 claims 1
- CLOWVMVWZJLOQL-UHFFFAOYSA-N 3-[3-oxo-6-[1-[[4-(pyridin-2-ylmethoxy)phenyl]methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC=C(C=C1)OCC1=NC=CC=C1)C1C(NC(CC1)=O)=O CLOWVMVWZJLOQL-UHFFFAOYSA-N 0.000 claims 1
- LTBGQYCRSMKZFE-UHFFFAOYSA-N 3-[3-oxo-6-[1-[[4-(trifluoromethyl)phenyl]methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=CC=C(C=C1)C(F)(F)F)C1C(NC(CC1)=O)=O LTBGQYCRSMKZFE-UHFFFAOYSA-N 0.000 claims 1
- PTFUPKGEWHHRAS-UHFFFAOYSA-N 3-[3-oxo-6-[1-[[5-(trifluoromethyl)pyridin-2-yl]methyl]piperidin-4-yl]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)CC1=NC=C(C=C1)C(F)(F)F)C1C(NC(CC1)=O)=O PTFUPKGEWHHRAS-UHFFFAOYSA-N 0.000 claims 1
- IKMSYJHPGOWLIQ-UHFFFAOYSA-N 3-[6-(1,2,3,5,6,7,8,8a-octahydroindolizin-7-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1CCN2CCC(CC12)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O IKMSYJHPGOWLIQ-UHFFFAOYSA-N 0.000 claims 1
- FDNDISZOTQRFLW-UHFFFAOYSA-N 3-[6-(1-acetyl-3,6-dihydro-2H-pyridin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(=O)N1CCC(=CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FDNDISZOTQRFLW-UHFFFAOYSA-N 0.000 claims 1
- KQKSZPKPTHSIJM-UHFFFAOYSA-N 3-[6-(1-acetyl-3,6-dihydro-2H-pyridin-5-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(=O)N1CC(=CCC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O KQKSZPKPTHSIJM-UHFFFAOYSA-N 0.000 claims 1
- ODHSWSXPLZDQHT-UHFFFAOYSA-N 3-[6-(1-acetylpiperidin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(=O)N1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O ODHSWSXPLZDQHT-UHFFFAOYSA-N 0.000 claims 1
- GINRDGRGHUJNHR-UHFFFAOYSA-N 3-[6-(1-benzyl-2-oxopiperidin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1C(CC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)=O GINRDGRGHUJNHR-UHFFFAOYSA-N 0.000 claims 1
- VEOSIOSDKGPVEG-UHFFFAOYSA-N 3-[6-(1-benzyl-3,4-dihydro-2H-quinolin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CCC(C2=CC=CC=C12)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O VEOSIOSDKGPVEG-UHFFFAOYSA-N 0.000 claims 1
- HZOMXCTYEUEIIG-UHFFFAOYSA-N 3-[6-(1-ethylpiperidin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O HZOMXCTYEUEIIG-UHFFFAOYSA-N 0.000 claims 1
- XTYWOPNNGJRAKW-UHFFFAOYSA-N 3-[6-(1-methyl-2,3,6,7-tetrahydroazepin-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1CCC(=CCC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O XTYWOPNNGJRAKW-UHFFFAOYSA-N 0.000 claims 1
- KQZHMAJTJMJLSN-UHFFFAOYSA-N 3-[6-(1-methylazepan-4-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1CCC(CCC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O KQZHMAJTJMJLSN-UHFFFAOYSA-N 0.000 claims 1
- DHHGMHKDJFZRLQ-UHFFFAOYSA-N 3-[6-(8-azabicyclo[3.2.1]octan-3-yl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C12CC(CC(CC1)N2)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O DHHGMHKDJFZRLQ-UHFFFAOYSA-N 0.000 claims 1
- KILGWHPUKBWHOY-WMAFBANVSA-N 3-[6-[(2R)-1-benzyl-2-methylpiperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1[C@@H](CC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C KILGWHPUKBWHOY-WMAFBANVSA-N 0.000 claims 1
- KAJNVQAGLMPGCW-HWYAHNCWSA-N 3-[6-[(4R)-1-benzylazepan-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CC[C@@H](CCC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O KAJNVQAGLMPGCW-HWYAHNCWSA-N 0.000 claims 1
- KQLVHPSDHDZTDV-ZGTOLYCTSA-N 3-[6-[(4R)-azepan-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1CC[C@@H](CCC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O KQLVHPSDHDZTDV-ZGTOLYCTSA-N 0.000 claims 1
- KAJNVQAGLMPGCW-HSTJUUNISA-N 3-[6-[(4S)-1-benzylazepan-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CC[C@H](CCC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O KAJNVQAGLMPGCW-HSTJUUNISA-N 0.000 claims 1
- KQLVHPSDHDZTDV-HKALDPMFSA-N 3-[6-[(4S)-azepan-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1CC[C@H](CCC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O KQLVHPSDHDZTDV-HKALDPMFSA-N 0.000 claims 1
- HXXJWEVZPRUIGJ-UHFFFAOYSA-N 3-[6-[1-(1,2,4-oxadiazol-3-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1N=C(N=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O HXXJWEVZPRUIGJ-UHFFFAOYSA-N 0.000 claims 1
- DBLPRIFINUMBEQ-UHFFFAOYSA-N 3-[6-[1-(1,2-oxazol-3-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1N=C(C=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O DBLPRIFINUMBEQ-UHFFFAOYSA-N 0.000 claims 1
- BCUAHBPXSNSQRT-UHFFFAOYSA-N 3-[6-[1-(1,3-benzothiazol-2-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound S1C(=NC2=C1C=CC=C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O BCUAHBPXSNSQRT-UHFFFAOYSA-N 0.000 claims 1
- KVNJEGUBZLNFRH-UHFFFAOYSA-N 3-[6-[1-(1,3-benzothiazol-5-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound S1C=NC2=C1C=CC(=C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O KVNJEGUBZLNFRH-UHFFFAOYSA-N 0.000 claims 1
- PNUQKYOGBXTYJT-UHFFFAOYSA-N 3-[6-[1-(1,3-dihydro-2-benzofuran-5-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1OCC2=CC(=CC=C12)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O PNUQKYOGBXTYJT-UHFFFAOYSA-N 0.000 claims 1
- UBOLQHVGWIAGKL-UHFFFAOYSA-N 3-[6-[1-(1,3-oxazol-2-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1C(=NC=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O UBOLQHVGWIAGKL-UHFFFAOYSA-N 0.000 claims 1
- GWQWPUJOLHVPME-UHFFFAOYSA-N 3-[6-[1-(1H-imidazol-5-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1C=NC=C1CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O GWQWPUJOLHVPME-UHFFFAOYSA-N 0.000 claims 1
- ANLFIKBFICRKTH-UHFFFAOYSA-N 3-[6-[1-(1H-indazol-4-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1N=CC2=C(C=CC=C12)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O ANLFIKBFICRKTH-UHFFFAOYSA-N 0.000 claims 1
- JAEGXTSONZTMSX-UHFFFAOYSA-N 3-[6-[1-(1H-indazol-5-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1N=CC2=CC(=CC=C12)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JAEGXTSONZTMSX-UHFFFAOYSA-N 0.000 claims 1
- OAWQJVYWJYNIDW-UHFFFAOYSA-N 3-[6-[1-(1H-indol-2-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1C(=CC2=CC=CC=C12)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O OAWQJVYWJYNIDW-UHFFFAOYSA-N 0.000 claims 1
- DUWFQGAIZPHXJE-UHFFFAOYSA-N 3-[6-[1-(2,1,3-benzoxadiazol-5-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N=1ON=C2C=1C=CC(=C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O DUWFQGAIZPHXJE-UHFFFAOYSA-N 0.000 claims 1
- FDTKKYMXWLXWHH-UHFFFAOYSA-N 3-[6-[1-(2,2-difluoro-1-phenylethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC(C(C1=CC=CC=C1)N1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)F FDTKKYMXWLXWHH-UHFFFAOYSA-N 0.000 claims 1
- IWRAEVCQUNPGEK-UHFFFAOYSA-N 3-[6-[1-(2,2-difluoroethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC(CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)F IWRAEVCQUNPGEK-UHFFFAOYSA-N 0.000 claims 1
- CZTFWOVEDDRNEP-UHFFFAOYSA-N 3-[6-[1-(2,3-dihydro-1,4-benzodioxin-5-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1C2=C(OCC1)C(=CC=C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O CZTFWOVEDDRNEP-UHFFFAOYSA-N 0.000 claims 1
- JXYJEPOJLPUJQS-UHFFFAOYSA-N 3-[6-[1-(2-hydroxy-1-phenylethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound OCC(C1=CC=CC=C1)N1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JXYJEPOJLPUJQS-UHFFFAOYSA-N 0.000 claims 1
- BFVQEMDCEGSJLY-UHFFFAOYSA-N 3-[6-[1-(3,4-dihydro-2H-1,4-benzothiazin-6-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound S1C2=C(NCC1)C=C(C=C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O BFVQEMDCEGSJLY-UHFFFAOYSA-N 0.000 claims 1
- CNFNRBXTXHAUHB-UHFFFAOYSA-N 3-[6-[1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1C2=C(OCCC1)C=C(C=C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O CNFNRBXTXHAUHB-UHFFFAOYSA-N 0.000 claims 1
- OOVKHIMHVHSBSN-UHFFFAOYSA-N 3-[6-[1-(3-morpholin-4-ylpropyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)CCCN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O OOVKHIMHVHSBSN-UHFFFAOYSA-N 0.000 claims 1
- DUXYSGNDNWPFNY-UHFFFAOYSA-N 3-[6-[1-(benzenesulfonyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)C1CCN(CC1)S(=O)(=O)C1=CC=CC=C1)C1C(NC(CC1)=O)=O DUXYSGNDNWPFNY-UHFFFAOYSA-N 0.000 claims 1
- OILOJUCCPUSETC-UHFFFAOYSA-N 3-[6-[1-(cyclopentylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CCCC1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O OILOJUCCPUSETC-UHFFFAOYSA-N 0.000 claims 1
- IWUZLDBCMHDKSS-UHFFFAOYSA-N 3-[6-[1-(imidazo[1,2-a]pyrazin-3-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N=1C=C(N2C=1C=NC=C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O IWUZLDBCMHDKSS-UHFFFAOYSA-N 0.000 claims 1
- XDOAOTSHHGEUAF-UHFFFAOYSA-N 3-[6-[1-(imidazo[1,2-a]pyrimidin-2-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N=1C(=CN2C=1N=CC=C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O XDOAOTSHHGEUAF-UHFFFAOYSA-N 0.000 claims 1
- ICQRDBKJZOZFQK-UHFFFAOYSA-N 3-[6-[1-(imidazo[1,2-a]pyrimidin-3-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N=1C=C(N2C=1N=CC=C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O ICQRDBKJZOZFQK-UHFFFAOYSA-N 0.000 claims 1
- ODLQPJYTLWOUOQ-UHFFFAOYSA-N 3-[6-[1-(isoquinolin-1-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(=NC=CC2=CC=CC=C12)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O ODLQPJYTLWOUOQ-UHFFFAOYSA-N 0.000 claims 1
- JZKKAUQSCWWMPV-UHFFFAOYSA-N 3-[6-[1-(naphthalen-1-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(=CC=CC2=CC=CC=C12)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JZKKAUQSCWWMPV-UHFFFAOYSA-N 0.000 claims 1
- PXEMKHYUEBWHLD-UHFFFAOYSA-N 3-[6-[1-(naphthalen-2-ylmethyl)piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1=C(C=CC2=CC=CC=C12)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O PXEMKHYUEBWHLD-UHFFFAOYSA-N 0.000 claims 1
- JDOLQEBNMDCXMI-UHFFFAOYSA-N 3-[6-[1-[(1,4-dimethylimidazol-2-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1C(=NC(=C1)C)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JDOLQEBNMDCXMI-UHFFFAOYSA-N 0.000 claims 1
- FTIJOWVSUPDQCE-UHFFFAOYSA-N 3-[6-[1-[(1-benzyltetrazol-5-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1N=NN=C1CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FTIJOWVSUPDQCE-UHFFFAOYSA-N 0.000 claims 1
- WECJTPMEBKRYEW-UHFFFAOYSA-N 3-[6-[1-[(1-ethyl-3-pyridin-3-ylpyrazol-4-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1N=C(C(=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C=1C=NC=CC=1 WECJTPMEBKRYEW-UHFFFAOYSA-N 0.000 claims 1
- QIOXFJSSQRJVBQ-UHFFFAOYSA-N 3-[6-[1-[(1-ethylpyrazol-3-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1N=C(C=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O QIOXFJSSQRJVBQ-UHFFFAOYSA-N 0.000 claims 1
- ZSPNPLGAFDSMMT-UHFFFAOYSA-N 3-[6-[1-[(1-methylindazol-3-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1N=C(C2=CC=CC=C12)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O ZSPNPLGAFDSMMT-UHFFFAOYSA-N 0.000 claims 1
- QDISJEOFPDXMGD-UHFFFAOYSA-N 3-[6-[1-[(1-methylpyrazol-3-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1N=C(C=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O QDISJEOFPDXMGD-UHFFFAOYSA-N 0.000 claims 1
- XFDPVXAEZLNHRO-UHFFFAOYSA-N 3-[6-[1-[(1-methylpyrazol-4-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1N=CC(=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O XFDPVXAEZLNHRO-UHFFFAOYSA-N 0.000 claims 1
- JXYJEPOJLPUJQS-WCSIJFPASA-N 3-[6-[1-[(1R)-2-hydroxy-1-phenylethyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound OC[C@@H](C1=CC=CC=C1)N1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JXYJEPOJLPUJQS-WCSIJFPASA-N 0.000 claims 1
- JXYJEPOJLPUJQS-OZAIVSQSSA-N 3-[6-[1-[(1S)-2-hydroxy-1-phenylethyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound OC[C@H](C1=CC=CC=C1)N1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JXYJEPOJLPUJQS-OZAIVSQSSA-N 0.000 claims 1
- MGYWBBXOQGTODZ-UHFFFAOYSA-N 3-[6-[1-[(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1(OC2=C(O1)C=CC(=C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)F MGYWBBXOQGTODZ-UHFFFAOYSA-N 0.000 claims 1
- BJUPNFUJKDLASD-UHFFFAOYSA-N 3-[6-[1-[(2,3-difluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1F BJUPNFUJKDLASD-UHFFFAOYSA-N 0.000 claims 1
- FRKANCGVDNWOMV-UHFFFAOYSA-N 3-[6-[1-[(2,4-difluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC(=C1)F FRKANCGVDNWOMV-UHFFFAOYSA-N 0.000 claims 1
- XGZGRIRJHDMBEN-UHFFFAOYSA-N 3-[6-[1-[(2,4-dimethylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC(=C1)C XGZGRIRJHDMBEN-UHFFFAOYSA-N 0.000 claims 1
- USDNOGFENOULGA-UHFFFAOYSA-N 3-[6-[1-[(2,5-dichlorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=C1)Cl USDNOGFENOULGA-UHFFFAOYSA-N 0.000 claims 1
- DQLIILBANRDESY-UHFFFAOYSA-N 3-[6-[1-[(2,5-difluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=C1)F DQLIILBANRDESY-UHFFFAOYSA-N 0.000 claims 1
- LRWNPDRUYZYVLJ-UHFFFAOYSA-N 3-[6-[1-[(2,5-dimethylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=C1)C LRWNPDRUYZYVLJ-UHFFFAOYSA-N 0.000 claims 1
- LJLKCNRTOQMULJ-UHFFFAOYSA-N 3-[6-[1-[(2,5-dimethylpyrazol-3-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1N=C(C=C1CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C LJLKCNRTOQMULJ-UHFFFAOYSA-N 0.000 claims 1
- OANORGLALAJCFO-UHFFFAOYSA-N 3-[6-[1-[(2,6-dichlorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C(=CC=C1)Cl OANORGLALAJCFO-UHFFFAOYSA-N 0.000 claims 1
- IIJBLJJNSHCUCI-UHFFFAOYSA-N 3-[6-[1-[(2,6-difluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C(=CC=C1)F IIJBLJJNSHCUCI-UHFFFAOYSA-N 0.000 claims 1
- HHAIVXVPZPJIKQ-UHFFFAOYSA-N 3-[6-[1-[(2-aminopyrimidin-5-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound NC1=NC=C(C=N1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O HHAIVXVPZPJIKQ-UHFFFAOYSA-N 0.000 claims 1
- CLOZHNBGAHAVOZ-UHFFFAOYSA-N 3-[6-[1-[(2-chloro-1,3-thiazol-5-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC=1SC(=CN=1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O CLOZHNBGAHAVOZ-UHFFFAOYSA-N 0.000 claims 1
- AMCXFEHISBTPPD-UHFFFAOYSA-N 3-[6-[1-[(2-chlorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 AMCXFEHISBTPPD-UHFFFAOYSA-N 0.000 claims 1
- JVWONFNFYQMTMA-UHFFFAOYSA-N 3-[6-[1-[(2-cyclopropylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CC1)C1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 JVWONFNFYQMTMA-UHFFFAOYSA-N 0.000 claims 1
- CSZIDYZKCSSUNK-UHFFFAOYSA-N 3-[6-[1-[(2-fluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 CSZIDYZKCSSUNK-UHFFFAOYSA-N 0.000 claims 1
- MTUXUBGKJPRZCC-UHFFFAOYSA-N 3-[6-[1-[(2-methoxyphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC1=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 MTUXUBGKJPRZCC-UHFFFAOYSA-N 0.000 claims 1
- YPKNBUJEWGTHBY-UHFFFAOYSA-N 3-[6-[1-[(2-methoxypyrimidin-5-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC1=NC=C(C=N1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O YPKNBUJEWGTHBY-UHFFFAOYSA-N 0.000 claims 1
- YNQVBWSKSTYTLX-UHFFFAOYSA-N 3-[6-[1-[(2-morpholin-4-ylpyrimidin-5-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)C1=NC=C(C=N1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O YNQVBWSKSTYTLX-UHFFFAOYSA-N 0.000 claims 1
- IBJJXZXVJBAQKR-UHFFFAOYSA-N 3-[6-[1-[(3,4-dichlorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1Cl IBJJXZXVJBAQKR-UHFFFAOYSA-N 0.000 claims 1
- CHLOUIIIMKZLJL-UHFFFAOYSA-N 3-[6-[1-[(3,4-difluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1F CHLOUIIIMKZLJL-UHFFFAOYSA-N 0.000 claims 1
- WPTAEIYBPHXHRJ-UHFFFAOYSA-N 3-[6-[1-[(3,4-dimethylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1C WPTAEIYBPHXHRJ-UHFFFAOYSA-N 0.000 claims 1
- MSMSFFBEOQHAHG-UHFFFAOYSA-N 3-[6-[1-[(3,5-dibromophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound BrC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=1)Br MSMSFFBEOQHAHG-UHFFFAOYSA-N 0.000 claims 1
- QCZOZNGYXAHBMF-UHFFFAOYSA-N 3-[6-[1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1=NOC(=C1CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C QCZOZNGYXAHBMF-UHFFFAOYSA-N 0.000 claims 1
- HEAFENIZHQDSFU-UHFFFAOYSA-N 3-[6-[1-[(3-chloro-5-fluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=1)F HEAFENIZHQDSFU-UHFFFAOYSA-N 0.000 claims 1
- XFELGEMMBRJKSO-UHFFFAOYSA-N 3-[6-[1-[(3-chlorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 XFELGEMMBRJKSO-UHFFFAOYSA-N 0.000 claims 1
- CJPKXBYZZDBIIC-UHFFFAOYSA-N 3-[6-[1-[(3-fluoro-1-bicyclo[1.1.1]pentanyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC12CC(C1)(C2)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O CJPKXBYZZDBIIC-UHFFFAOYSA-N 0.000 claims 1
- CBYUCXMJCAPTDE-UHFFFAOYSA-N 3-[6-[1-[(3-fluoro-4-methylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1C CBYUCXMJCAPTDE-UHFFFAOYSA-N 0.000 claims 1
- LNQRMJARZIDTFJ-UHFFFAOYSA-N 3-[6-[1-[(3-fluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 LNQRMJARZIDTFJ-UHFFFAOYSA-N 0.000 claims 1
- SHJGMYPVRGFCLV-UHFFFAOYSA-N 3-[6-[1-[(3-methoxyphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 SHJGMYPVRGFCLV-UHFFFAOYSA-N 0.000 claims 1
- YTXUWRWNBJRVBT-UHFFFAOYSA-N 3-[6-[1-[(3-methyl-1,2-oxazol-5-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1=NOC(=C1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O YTXUWRWNBJRVBT-UHFFFAOYSA-N 0.000 claims 1
- RCDKQQKUOIBEJT-UHFFFAOYSA-N 3-[6-[1-[(3-morpholin-4-ylsulfonylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)S(=O)(=O)C=1C=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 RCDKQQKUOIBEJT-UHFFFAOYSA-N 0.000 claims 1
- WFGVYUKFIOFKGR-UHFFFAOYSA-N 3-[6-[1-[(4-bromophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound BrC1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 WFGVYUKFIOFKGR-UHFFFAOYSA-N 0.000 claims 1
- OAEGQXDQOFBHKS-UHFFFAOYSA-N 3-[6-[1-[(4-chloro-3-fluorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione 3-[6-[1-[(3,5-dichlorophenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound Fc1cc(CN2CCC(CC2)c2ccc3C(=O)N(Cc3c2)C2CCC(=O)NC2=O)ccc1Cl.Clc1cc(Cl)cc(CN2CCC(CC2)c2ccc3C(=O)N(Cc3c2)C2CCC(=O)NC2=O)c1 OAEGQXDQOFBHKS-UHFFFAOYSA-N 0.000 claims 1
- VHHJTCKTVKOSEW-UHFFFAOYSA-N 3-[6-[1-[(4-cyclobutylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CCC1)C1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 VHHJTCKTVKOSEW-UHFFFAOYSA-N 0.000 claims 1
- WLEWJQVSJDSUFL-UHFFFAOYSA-N 3-[6-[1-[(4-cyclohexylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CCCCC1)C1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 WLEWJQVSJDSUFL-UHFFFAOYSA-N 0.000 claims 1
- KGYMDPOUIINEAB-UHFFFAOYSA-N 3-[6-[1-[(4-cyclopentylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CCCC1)C1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 KGYMDPOUIINEAB-UHFFFAOYSA-N 0.000 claims 1
- SKKBBAXBRCLCIH-UHFFFAOYSA-N 3-[6-[1-[(4-ethoxyphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)OC1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 SKKBBAXBRCLCIH-UHFFFAOYSA-N 0.000 claims 1
- UXUAWKNKUURTRC-UHFFFAOYSA-N 3-[6-[1-[(4-imidazol-1-ylphenyl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1(C=NC=C1)C1=CC=C(CN2CCC(CC2)C=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 UXUAWKNKUURTRC-UHFFFAOYSA-N 0.000 claims 1
- SHURBYCBIGGQEU-UHFFFAOYSA-N 3-[6-[1-[(5-amino-1-methylpyrazol-4-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound NC1=C(C=NN1C)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O SHURBYCBIGGQEU-UHFFFAOYSA-N 0.000 claims 1
- STPSDNYXDFNHPF-UHFFFAOYSA-N 3-[6-[1-[(5-chlorothiophen-2-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC1=CC=C(S1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O STPSDNYXDFNHPF-UHFFFAOYSA-N 0.000 claims 1
- ISYBAQPUMYNZIF-UHFFFAOYSA-N 3-[6-[1-[(5-fluoropyridin-2-yl)methyl]piperidin-4-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=CC(=NC=1)CN1CCC(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O ISYBAQPUMYNZIF-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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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
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing three or more hetero rings
-
- 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
-
- 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
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 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
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
-
- 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
- C07D495/04—Ortho-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
- C07D513/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762549225P | 2017-08-23 | 2017-08-23 | |
| PCT/IB2018/056400 WO2019038717A1 (en) | 2017-08-23 | 2018-08-23 | 3- (1-OXOISOINDOLIN-2-YL) PIPERIDINE-2,6-DIONE DERIVATIVES AND USES THEREOF |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2940448T3 true ES2940448T3 (es) | 2023-05-08 |
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| ES18772885T Active ES2940448T3 (es) | 2017-08-23 | 2018-08-23 | Derivados de 3-(1-oxoisoindolin-2-il)piperidin-2,6-diona y usos de los mismos |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US20180228907A1 (en) | 2014-04-14 | 2018-08-16 | Arvinas, Inc. | Cereblon ligands and bifunctional compounds comprising the same |
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