ES2980575T3 - Derivados de 3-(5-metoxi-1-oxoisoindolin-2-il)piperidin-2,6-diona y usos de los mismos - Google Patents
Derivados de 3-(5-metoxi-1-oxoisoindolin-2-il)piperidin-2,6-diona y usos de los mismos Download PDFInfo
- Publication number
- ES2980575T3 ES2980575T3 ES20828350T ES20828350T ES2980575T3 ES 2980575 T3 ES2980575 T3 ES 2980575T3 ES 20828350 T ES20828350 T ES 20828350T ES 20828350 T ES20828350 T ES 20828350T ES 2980575 T3 ES2980575 T3 ES 2980575T3
- Authority
- ES
- Spain
- Prior art keywords
- piperidin
- methoxy
- oxoisoindolin
- dione
- methyl
- 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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- UCRSTLCVZRQISL-UHFFFAOYSA-N 3-(6-methoxy-3-oxo-1h-isoindol-2-yl)piperidine-2,6-dione Chemical class C1C2=CC(OC)=CC=C2C(=O)N1C1CCC(=O)NC1=O UCRSTLCVZRQISL-UHFFFAOYSA-N 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 210
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 23
- 238000011282 treatment Methods 0.000 claims abstract description 22
- 208000034737 hemoglobinopathy Diseases 0.000 claims abstract description 13
- 208000007056 sickle cell anemia Diseases 0.000 claims abstract description 13
- -1 -O-R3d Chemical group 0.000 claims description 216
- 125000000217 alkyl group Chemical group 0.000 claims description 199
- 229910052760 oxygen Inorganic materials 0.000 claims description 113
- 125000005842 heteroatom Chemical group 0.000 claims description 112
- 229910052717 sulfur Inorganic materials 0.000 claims description 111
- 125000003118 aryl group Chemical group 0.000 claims description 102
- 125000000623 heterocyclic group Chemical group 0.000 claims description 98
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 72
- 150000003839 salts Chemical class 0.000 claims description 69
- 229910052799 carbon Inorganic materials 0.000 claims description 63
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 54
- 229910052739 hydrogen Inorganic materials 0.000 claims description 50
- 239000001257 hydrogen Substances 0.000 claims description 50
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 44
- 125000003545 alkoxy group Chemical group 0.000 claims description 43
- KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical compound O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 claims description 41
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims description 39
- 125000001072 heteroaryl group Chemical group 0.000 claims description 39
- 125000001424 substituent group Chemical group 0.000 claims description 36
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 34
- 229910052757 nitrogen Inorganic materials 0.000 claims description 34
- 125000004574 piperidin-2-yl group Chemical group N1C(CCCC1)* 0.000 claims description 34
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 33
- 125000001188 haloalkyl group Chemical group 0.000 claims description 32
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 29
- 239000012453 solvate Substances 0.000 claims description 28
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 24
- 239000003814 drug Substances 0.000 claims description 22
- 229910052736 halogen Inorganic materials 0.000 claims description 22
- 150000002367 halogens Chemical class 0.000 claims description 22
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 17
- 229940124597 therapeutic agent Drugs 0.000 claims description 16
- SDPLBHSUQMOOOW-UHFFFAOYSA-N 3-[6-[(1-ethyl-3,3-dimethylpiperidin-2-yl)methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1C(C(CCC1)(C)C)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O SDPLBHSUQMOOOW-UHFFFAOYSA-N 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 14
- TYMLMVVEPPLHIL-VXVMZULRSA-N 3-[6-[1-[(2S)-1-ethylpyrrolidin-2-yl]ethoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](CCC1)C(C)OC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O TYMLMVVEPPLHIL-VXVMZULRSA-N 0.000 claims description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 11
- 208000002903 Thalassemia Diseases 0.000 claims description 11
- 125000000304 alkynyl group Chemical group 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 10
- 239000003937 drug carrier Substances 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 8
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 7
- BIHYTUFIRVEMRZ-BRIWLPCBSA-N 3-[3-oxo-6-[[(2R)-1-[(2-piperazin-1-ylphenyl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=C(C=CC=C1)N1CCNCC1)C1C(NC(CC1)=O)=O BIHYTUFIRVEMRZ-BRIWLPCBSA-N 0.000 claims description 7
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 7
- UESKSUGPZYVRBU-GEPVFLLWSA-N 3-[6-[[(2R)-1-[(1-ethyl-2,3-dihydroindol-7-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1CCC2=CC=CC(=C12)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O UESKSUGPZYVRBU-GEPVFLLWSA-N 0.000 claims description 6
- OMKDUTGZJMPVBT-VTBWFHPJSA-N 3-[3-oxo-6-[[(2R)-1-propan-2-ylpiperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)N1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O OMKDUTGZJMPVBT-VTBWFHPJSA-N 0.000 claims description 5
- DYXOTQFSMUNDCO-CILPGNKCSA-N 3-[6-[[(2R)-1-(2,3-dihydro-1H-indol-7-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1CCC2=CC=CC(=C12)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O DYXOTQFSMUNDCO-CILPGNKCSA-N 0.000 claims description 5
- FJRVKDIBFCTIOT-PPUHSXQSSA-N 3-[6-[[(2R)-1-[(2-methoxyphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC1=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 FJRVKDIBFCTIOT-PPUHSXQSSA-N 0.000 claims description 5
- FKCZMEITZWLJEK-UFUCKMQHSA-N 3-[6-[[(2R)-1-[(4-ethyl-2,3-dihydro-1,4-benzoxazin-5-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1C2=C(OCC1)C=CC=C2CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FKCZMEITZWLJEK-UFUCKMQHSA-N 0.000 claims description 5
- JAESGZSSTORQCB-ITUIMRKVSA-N 3-[6-[[(2R)-1-[(6-fluoropyridin-3-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=CC=C(C=N1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JAESGZSSTORQCB-ITUIMRKVSA-N 0.000 claims description 5
- BPNSWQYAXYFQRP-MBIQTGHCSA-N 3-[6-[[(3S)-4-ethylmorpholin-3-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](COCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O BPNSWQYAXYFQRP-MBIQTGHCSA-N 0.000 claims description 5
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 5
- DELPKCKGPQRPAM-UHFFFAOYSA-N 3-[6-[(4-ethyl-6,6-dimethylmorpholin-3-yl)methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1C(COC(C1)(C)C)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O DELPKCKGPQRPAM-UHFFFAOYSA-N 0.000 claims description 4
- JACXNMQINIRPRG-LCQOSCCDSA-N 3-[6-[[(2R)-1-(1,3-benzodioxol-5-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1COC2=C1C=CC(=C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JACXNMQINIRPRG-LCQOSCCDSA-N 0.000 claims description 4
- ZWWBQSFKZVVTCB-MIJJZIGMSA-N 3-[6-[[(2R)-1-[[2-(4-ethylpiperazin-1-yl)-5-fluorophenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1CCN(CC1)C1=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=C1)F ZWWBQSFKZVVTCB-MIJJZIGMSA-N 0.000 claims description 4
- QCEFQWDJOQNXBO-IIGOATNISA-N 3-[6-[[(2R)-1-[[2-[4-(oxan-4-ylmethyl)piperazin-1-yl]phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=C(C=CC=C1)N1CCN(CC1)CC1CCOCC1)C1C(NC(CC1)=O)=O QCEFQWDJOQNXBO-IIGOATNISA-N 0.000 claims description 4
- HNNZLAMSNVVMEP-ZZTVPSNHSA-N 3-[6-[[(2R)-1-[[4-[4-(cyclopropylmethyl)piperazin-1-yl]phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CC1)CN1CCN(CC1)C1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 HNNZLAMSNVVMEP-ZZTVPSNHSA-N 0.000 claims description 4
- DANAVBYBZFXJOL-UYEDPJPISA-N 3-[6-[[(2R)-1-[[4-[4-(oxan-4-yl)piperazin-1-yl]phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=CC=C(C=C1)N1CCN(CC1)C1CCOCC1)C1C(NC(CC1)=O)=O DANAVBYBZFXJOL-UYEDPJPISA-N 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 4
- BMCREDWQKWZWEA-LCQOSCCDSA-N 3-[3-oxo-6-[[(2R)-1-[(3-oxo-4H-1,4-benzoxazin-5-yl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=CC=CC=2OCC(NC=21)=O)C1C(NC(CC1)=O)=O BMCREDWQKWZWEA-LCQOSCCDSA-N 0.000 claims description 3
- YMHQRQIVWNGUMS-RXVAYIKUSA-N 3-[3-oxo-6-[[(2R)-1-[(4-piperidin-1-ylphenyl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=CC=C(C=C1)N1CCCCC1)C1C(NC(CC1)=O)=O YMHQRQIVWNGUMS-RXVAYIKUSA-N 0.000 claims description 3
- AJIPEDQAJXKIBZ-PPUHSXQSSA-N 3-[6-[[(2R)-1-(3,4-dihydro-2H-1,4-benzoxazin-5-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1C2=C(NCC1)C(=CC=C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O AJIPEDQAJXKIBZ-PPUHSXQSSA-N 0.000 claims description 3
- SUXPQVBXIYCGFH-ITUIMRKVSA-N 3-[6-[[(2R)-1-(4,4-difluorocyclohexyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1(CCC(CC1)N1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)F SUXPQVBXIYCGFH-ITUIMRKVSA-N 0.000 claims description 3
- YKXFDECQQUVBHX-FIQOPJFZSA-N 3-[6-[[(2R)-1-[(3-ethyl-4-piperidin-4-ylphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)C=1C=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1C1CCNCC1 YKXFDECQQUVBHX-FIQOPJFZSA-N 0.000 claims description 3
- ANMFNLMNPWXDRX-MOFFZIGISA-N 3-[6-[[(2R)-1-[[3-ethyl-4-(1-ethylpiperidin-4-yl)phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)C=1C=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1C1CCN(CC1)CC ANMFNLMNPWXDRX-MOFFZIGISA-N 0.000 claims description 3
- YTTNRAPGRFUDIV-ZZTVPSNHSA-N 3-[6-[[(2R)-1-[[4-[4-(oxetan-3-ylmethyl)piperazin-1-yl]phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CC(C1)CN1CCN(CC1)C1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 YTTNRAPGRFUDIV-ZZTVPSNHSA-N 0.000 claims description 3
- PTYLKMXUIPMTNK-LCQOSCCDSA-N 3-[6-[[(2R)-1-benzoylpiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)(=O)N1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O PTYLKMXUIPMTNK-LCQOSCCDSA-N 0.000 claims description 3
- DHFJHVJOMHNTSK-NNJIEVJOSA-N 3-[6-[[(2R)-1-ethylpiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O DHFJHVJOMHNTSK-NNJIEVJOSA-N 0.000 claims description 3
- ZBPIJUXCCIJKSO-RZNDIHJXSA-N 3-[[(2R)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]bicyclo[1.1.1]pentane-1-carbonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@@H]1N(CCCC1)CC12CC(C1)(C2)C#N)=O)=O ZBPIJUXCCIJKSO-RZNDIHJXSA-N 0.000 claims description 3
- 125000002757 morpholinyl group Chemical group 0.000 claims description 3
- 125000004193 piperazinyl group Chemical group 0.000 claims description 3
- DNUTZBZXLPWRJG-UHFFFAOYSA-M piperidine-1-carboxylate Chemical compound [O-]C(=O)N1CCCCC1 DNUTZBZXLPWRJG-UHFFFAOYSA-M 0.000 claims description 3
- 125000003386 piperidinyl group Chemical group 0.000 claims description 3
- FMTAFXCDCOSCLC-UFUCKMQHSA-N 3-[3-oxo-6-[[(2R)-1-(2-phenylmethoxyethyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)OCCN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FMTAFXCDCOSCLC-UFUCKMQHSA-N 0.000 claims description 2
- KUXGMLPREIKZQY-CGHJUBPDSA-N 3-[6-[[(2R)-1-[(2,4-dimethoxyphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC1=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC(=C1)OC KUXGMLPREIKZQY-CGHJUBPDSA-N 0.000 claims description 2
- LCQBAPGKPOLKAR-DIAVIDTQSA-N 3-[6-[[(2R)-1-[(3,3-difluorocyclobutyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1(CC(C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)F LCQBAPGKPOLKAR-DIAVIDTQSA-N 0.000 claims description 2
- UMADQLRVIMYBRW-VQUJKIMHSA-N 3-[6-[[(2R)-1-[(3-fluoro-1-bicyclo[1.1.1]pentanyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC12CC(C1)(C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O UMADQLRVIMYBRW-VQUJKIMHSA-N 0.000 claims description 2
- AQVJZYAJEFHYJN-HWYAHNCWSA-N 3-[6-[[(2R)-1-[(3-fluoro-4-methoxyphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1OC AQVJZYAJEFHYJN-HWYAHNCWSA-N 0.000 claims description 2
- ALSVDULFHBEPDH-BRIWLPCBSA-N 3-[6-[[(2R)-1-[(5-fluoro-2-piperazin-1-ylphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=CC(=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=1)N1CCNCC1 ALSVDULFHBEPDH-BRIWLPCBSA-N 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 8
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical group C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 claims 2
- FXVBPOZXSQBDAF-LZBRWLDZSA-N (3R)-3-[6-[[(1R,3R,4S)-2-ethyl-2-azabicyclo[2.2.1]heptan-3-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H]2CC[C@H]([C@@H]1COC=1C=C3CN(C(C3=CC=1)=O)[C@H]1C(NC(CC1)=O)=O)C2 FXVBPOZXSQBDAF-LZBRWLDZSA-N 0.000 claims 1
- FXVBPOZXSQBDAF-ALQDCCJHSA-N (3R)-3-[6-[[(1S,3S,4R)-2-ethyl-2-azabicyclo[2.2.1]heptan-3-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@H]2CC[C@@H]([C@H]1COC=1C=C3CN(C(C3=CC=1)=O)[C@H]1C(NC(CC1)=O)=O)C2 FXVBPOZXSQBDAF-ALQDCCJHSA-N 0.000 claims 1
- JJRMOUOVYXNVIK-RHSMWYFYSA-N (3R)-3-[6-[[(2R)-1-ethyl-4,4-difluoropiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@H](CC(CC1)(F)F)COC=1C=C2CN(C(C2=CC=1)=O)[C@H]1C(NC(CC1)=O)=O JJRMOUOVYXNVIK-RHSMWYFYSA-N 0.000 claims 1
- DHFJHVJOMHNTSK-CRAIPNDOSA-N (3R)-3-[6-[[(2R)-1-ethylpiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)[C@H]1C(NC(CC1)=O)=O DHFJHVJOMHNTSK-CRAIPNDOSA-N 0.000 claims 1
- JJRMOUOVYXNVIK-WMLDXEAASA-N (3R)-3-[6-[[(2S)-1-ethyl-4,4-difluoropiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](CC(CC1)(F)F)COC=1C=C2CN(C(C2=CC=1)=O)[C@H]1C(NC(CC1)=O)=O JJRMOUOVYXNVIK-WMLDXEAASA-N 0.000 claims 1
- DHFJHVJOMHNTSK-MAUKXSAKSA-N (3R)-3-[6-[[(2S)-1-ethylpiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)[C@H]1C(NC(CC1)=O)=O DHFJHVJOMHNTSK-MAUKXSAKSA-N 0.000 claims 1
- JJRMOUOVYXNVIK-PBHICJAKSA-N (3S)-3-[6-[[(2R)-1-ethyl-4,4-difluoropiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@H](CC(CC1)(F)F)COC=1C=C2CN(C(C2=CC=1)=O)[C@@H]1C(NC(CC1)=O)=O JJRMOUOVYXNVIK-PBHICJAKSA-N 0.000 claims 1
- DHFJHVJOMHNTSK-QAPCUYQASA-N (3S)-3-[6-[[(2R)-1-ethylpiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)[C@@H]1C(NC(CC1)=O)=O DHFJHVJOMHNTSK-QAPCUYQASA-N 0.000 claims 1
- JJRMOUOVYXNVIK-YOEHRIQHSA-N (3S)-3-[6-[[(2S)-1-ethyl-4,4-difluoropiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](CC(CC1)(F)F)COC=1C=C2CN(C(C2=CC=1)=O)[C@@H]1C(NC(CC1)=O)=O JJRMOUOVYXNVIK-YOEHRIQHSA-N 0.000 claims 1
- DHFJHVJOMHNTSK-YJBOKZPZSA-N (3S)-3-[6-[[(2S)-1-ethylpiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)[C@@H]1C(NC(CC1)=O)=O DHFJHVJOMHNTSK-YJBOKZPZSA-N 0.000 claims 1
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 1
- NIFKWUSOZDUTDG-LJQANCHMSA-N 1-[6-[[(2R)-1-[(2,4-dimethyl-1,3-thiazol-5-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1SC(=C(N=1)C)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)N1C(CCCC1=O)=O NIFKWUSOZDUTDG-LJQANCHMSA-N 0.000 claims 1
- JHYJISPZAQABLX-CILPGNKCSA-N 2-[[(2R)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]benzonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@@H]1N(CCCC1)CC1=C(C#N)C=CC=C1)=O)=O JHYJISPZAQABLX-CILPGNKCSA-N 0.000 claims 1
- FVRZJVVQUUGASD-CILPGNKCSA-N 2-[[(2R)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]imidazo[1,2-a]pyridine-7-carbonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@@H]1N(CCCC1)CC=1N=C2N(C=CC(=C2)C#N)C=1)=O)=O FVRZJVVQUUGASD-CILPGNKCSA-N 0.000 claims 1
- JHYJISPZAQABLX-XEGCMXMBSA-N 2-[[(2S)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]benzonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@H]1N(CCCC1)CC1=C(C#N)C=CC=C1)=O)=O JHYJISPZAQABLX-XEGCMXMBSA-N 0.000 claims 1
- FVRZJVVQUUGASD-XEGCMXMBSA-N 2-[[(2S)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]imidazo[1,2-a]pyridine-7-carbonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@H]1N(CCCC1)CC=1N=C2N(C=CC(=C2)C#N)C=1)=O)=O FVRZJVVQUUGASD-XEGCMXMBSA-N 0.000 claims 1
- ZYMYGKSXEPSVDE-HXBUSHRASA-N 2-chloro-5-[[(2S)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]benzenesulfonamide Chemical compound ClC1=C(C=C(C=C1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)S(=O)(=O)N ZYMYGKSXEPSVDE-HXBUSHRASA-N 0.000 claims 1
- VHPLOIFUSZRJDE-DIAVIDTQSA-N 3-[3-oxo-6-[[(2R)-1-(1H-pyrazol-4-ylmethyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1N=CC(=C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O VHPLOIFUSZRJDE-DIAVIDTQSA-N 0.000 claims 1
- CRFOMUFNRNZPKX-HWYAHNCWSA-N 3-[3-oxo-6-[[(2R)-1-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1C=CC=2C1=NC=CC=2CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O CRFOMUFNRNZPKX-HWYAHNCWSA-N 0.000 claims 1
- ZFMKKDUTSHFYHN-LCQOSCCDSA-N 3-[3-oxo-6-[[(2R)-1-(pyridin-4-ylmethyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=CC=NC=C1)C1C(NC(CC1)=O)=O ZFMKKDUTSHFYHN-LCQOSCCDSA-N 0.000 claims 1
- ZJZOVLUULBTWFK-ITUIMRKVSA-N 3-[3-oxo-6-[[(2R)-1-(pyrimidin-5-ylmethyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC=1C=NC=NC=1)C1C(NC(CC1)=O)=O ZJZOVLUULBTWFK-ITUIMRKVSA-N 0.000 claims 1
- XYFJBKNHRMBHES-FPSALIRRSA-N 3-[3-oxo-6-[[(2R)-1-(quinolin-2-ylmethyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=NC2=CC=CC=C2C=C1)C1C(NC(CC1)=O)=O XYFJBKNHRMBHES-FPSALIRRSA-N 0.000 claims 1
- UMFPGJIATAXVLK-FPSALIRRSA-N 3-[3-oxo-6-[[(2R)-1-(quinolin-3-ylmethyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC=1C=NC2=CC=CC=C2C=1)C1C(NC(CC1)=O)=O UMFPGJIATAXVLK-FPSALIRRSA-N 0.000 claims 1
- BTYROQKKGVVMHL-UFUCKMQHSA-N 3-[3-oxo-6-[[(2R)-1-[(1-propan-2-ylpiperidin-4-yl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)N1CCC(CC1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O BTYROQKKGVVMHL-UFUCKMQHSA-N 0.000 claims 1
- ZRLRSWANVKEUAW-PPUHSXQSSA-N 3-[3-oxo-6-[[(2R)-1-[(1-pyrazin-2-ylpyrazol-4-yl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC=1C=NN(C=1)C1=NC=CN=C1)C1C(NC(CC1)=O)=O ZRLRSWANVKEUAW-PPUHSXQSSA-N 0.000 claims 1
- GMXAAUDZSDVKKE-ITUIMRKVSA-N 3-[3-oxo-6-[[(2R)-1-[(2-oxo-1H-pyridin-3-yl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC=1C(NC=CC=1)=O)C1C(NC(CC1)=O)=O GMXAAUDZSDVKKE-ITUIMRKVSA-N 0.000 claims 1
- TZIAYOODDGXKQP-RIBGEGAISA-N 3-[3-oxo-6-[[(2R)-1-[(2-piperidin-1-ylphenyl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=C(C=CC=C1)N1CCCCC1)C1C(NC(CC1)=O)=O TZIAYOODDGXKQP-RIBGEGAISA-N 0.000 claims 1
- ZQCBTOUKKHXNOO-PLEWWHCXSA-N 3-[3-oxo-6-[[(2R)-1-[(3,4,5-trifluorophenyl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=CC(=C(C(=C1)F)F)F)C1C(NC(CC1)=O)=O ZQCBTOUKKHXNOO-PLEWWHCXSA-N 0.000 claims 1
- DAWUVGGYQOCDCW-DXDQHDRFSA-N 3-[3-oxo-6-[[(2R)-1-[(3-pyrrolidin-1-ylphenyl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=CC(=CC=C1)N1CCCC1)C1C(NC(CC1)=O)=O DAWUVGGYQOCDCW-DXDQHDRFSA-N 0.000 claims 1
- XNCKRDWTFZAIIE-UFUCKMQHSA-N 3-[3-oxo-6-[[(2R)-1-[(6-pyrrolidin-1-ylpyridin-3-yl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC=1C=NC(=CC=1)N1CCCC1)C1C(NC(CC1)=O)=O XNCKRDWTFZAIIE-UFUCKMQHSA-N 0.000 claims 1
- BPKOGLWJADSAAD-XXTRANHVSA-N 3-[3-oxo-6-[[(2R)-1-[[(3R)-oxolan-3-yl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)C[C@@H]1COCC1)C1C(NC(CC1)=O)=O BPKOGLWJADSAAD-XXTRANHVSA-N 0.000 claims 1
- BPKOGLWJADSAAD-NOORDXFBSA-N 3-[3-oxo-6-[[(2R)-1-[[(3S)-oxolan-3-yl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)C[C@H]1COCC1)C1C(NC(CC1)=O)=O BPKOGLWJADSAAD-NOORDXFBSA-N 0.000 claims 1
- LSZDASRNKBCGTE-GEPVFLLWSA-N 3-[3-oxo-6-[[(2R)-1-[[2-(1,2,4-triazol-1-ylmethyl)phenyl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1(N=CN=C1)CC1=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 LSZDASRNKBCGTE-GEPVFLLWSA-N 0.000 claims 1
- HFKRYPXYGCFGQU-DXDQHDRFSA-N 3-[3-oxo-6-[[(2R)-1-[[3-(pyrazol-1-ylmethyl)phenyl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1(N=CC=C1)CC=1C=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 HFKRYPXYGCFGQU-DXDQHDRFSA-N 0.000 claims 1
- CZWIYIOIRCBBPC-DXDQHDRFSA-N 3-[3-oxo-6-[[(2R)-1-[[4-(pyrrolidine-1-carbonyl)phenyl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=CC=C(C=C1)C(=O)N1CCCC1)C1C(NC(CC1)=O)=O CZWIYIOIRCBBPC-DXDQHDRFSA-N 0.000 claims 1
- QNBVQSXGXRNJFK-UFUCKMQHSA-N 3-[3-oxo-6-[[(2R)-1-[[4-(triazol-2-yl)phenyl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N=1N(N=CC=1)C1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 QNBVQSXGXRNJFK-UFUCKMQHSA-N 0.000 claims 1
- WYTMEFPYBUQSFN-HWYAHNCWSA-N 3-[3-oxo-6-[[(2R)-1-[[4-(trifluoromethoxy)phenyl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1=CC=C(C=C1)OC(F)(F)F)C1C(NC(CC1)=O)=O WYTMEFPYBUQSFN-HWYAHNCWSA-N 0.000 claims 1
- DOLRNPOPCBRBGR-AJZOCDQUSA-N 3-[3-oxo-6-[[(2S)-1-(1-phenyl-1,2,4-triazole-3-carbonyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)C(=O)C1=NN(C=N1)C1=CC=CC=C1)C1C(NC(CC1)=O)=O DOLRNPOPCBRBGR-AJZOCDQUSA-N 0.000 claims 1
- VHPLOIFUSZRJDE-DIMJTDRSSA-N 3-[3-oxo-6-[[(2S)-1-(1H-pyrazol-4-ylmethyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1N=CC(=C1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O VHPLOIFUSZRJDE-DIMJTDRSSA-N 0.000 claims 1
- CRFOMUFNRNZPKX-HSTJUUNISA-N 3-[3-oxo-6-[[(2S)-1-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1C=CC=2C1=NC=CC=2CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O CRFOMUFNRNZPKX-HSTJUUNISA-N 0.000 claims 1
- JWHLQEIZKZFTKY-YDNXMHBPSA-N 3-[3-oxo-6-[[(2S)-1-(2-piperidin-1-yl-1,3-thiazole-5-carbonyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)C(=O)C1=CN=C(S1)N1CCCCC1)C1C(NC(CC1)=O)=O JWHLQEIZKZFTKY-YDNXMHBPSA-N 0.000 claims 1
- CEBHOCCORFEPFO-PBVYKCSPSA-N 3-[3-oxo-6-[[(2S)-1-(3-propan-2-yl-1,2-oxazole-5-carbonyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)C1=NOC(=C1)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O CEBHOCCORFEPFO-PBVYKCSPSA-N 0.000 claims 1
- GBISCWSFISIGEQ-BXXZMZEQSA-N 3-[3-oxo-6-[[(2S)-1-(4-pentylbenzoyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)C(C1=CC=C(C=C1)CCCCC)=O)C1C(NC(CC1)=O)=O GBISCWSFISIGEQ-BXXZMZEQSA-N 0.000 claims 1
- FRANGHYFDPEXLH-PBVYKCSPSA-N 3-[3-oxo-6-[[(2S)-1-(5-propan-2-yl-1,2-oxazole-3-carbonyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)C1=CC(=NO1)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FRANGHYFDPEXLH-PBVYKCSPSA-N 0.000 claims 1
- YJAJGYJSBTUVHN-LBOXEOMUSA-N 3-[3-oxo-6-[[(2S)-1-(5-propyl-1,2-oxazole-3-carbonyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)C(=O)C1=NOC(=C1)CCC)C1C(NC(CC1)=O)=O YJAJGYJSBTUVHN-LBOXEOMUSA-N 0.000 claims 1
- ZJZOVLUULBTWFK-YMXDCFFPSA-N 3-[3-oxo-6-[[(2S)-1-(pyrimidin-5-ylmethyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)CC=1C=NC=NC=1)C1C(NC(CC1)=O)=O ZJZOVLUULBTWFK-YMXDCFFPSA-N 0.000 claims 1
- ZPWUMMAUGUOKAV-XGLRFROISA-N 3-[3-oxo-6-[[(2S)-1-(quinoxaline-6-carbonyl)piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)C(=O)C=1C=C2N=CC=NC2=CC=1)C1C(NC(CC1)=O)=O ZPWUMMAUGUOKAV-XGLRFROISA-N 0.000 claims 1
- BTYROQKKGVVMHL-XADRRFQNSA-N 3-[3-oxo-6-[[(2S)-1-[(1-propan-2-ylpiperidin-4-yl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)N1CCC(CC1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O BTYROQKKGVVMHL-XADRRFQNSA-N 0.000 claims 1
- GMXAAUDZSDVKKE-YMXDCFFPSA-N 3-[3-oxo-6-[[(2S)-1-[(2-oxo-1H-pyridin-3-yl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)CC=1C(NC=CC=1)=O)C1C(NC(CC1)=O)=O GMXAAUDZSDVKKE-YMXDCFFPSA-N 0.000 claims 1
- YCONEHXSAHPJPB-YMXDCFFPSA-N 3-[3-oxo-6-[[(2S)-1-[(2-oxo-1H-pyridin-4-yl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound OC1=NC=CC(=C1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O YCONEHXSAHPJPB-YMXDCFFPSA-N 0.000 claims 1
- DAWUVGGYQOCDCW-BXXZMZEQSA-N 3-[3-oxo-6-[[(2S)-1-[(3-pyrrolidin-1-ylphenyl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)CC1=CC(=CC=C1)N1CCCC1)C1C(NC(CC1)=O)=O DAWUVGGYQOCDCW-BXXZMZEQSA-N 0.000 claims 1
- DTDPMHUJPAMKIL-TYKNXJODSA-N 3-[3-oxo-6-[[(2S)-1-[(5-pyridin-3-yloxy-2H-indazol-3-yl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)CC1=NNC2=CC=C(C=C12)OC=1C=NC=CC=1)C1C(NC(CC1)=O)=O DTDPMHUJPAMKIL-TYKNXJODSA-N 0.000 claims 1
- XNCKRDWTFZAIIE-XADRRFQNSA-N 3-[3-oxo-6-[[(2S)-1-[(6-pyrrolidin-1-ylpyridin-3-yl)methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)CC=1C=NC(=CC=1)N1CCCC1)C1C(NC(CC1)=O)=O XNCKRDWTFZAIIE-XADRRFQNSA-N 0.000 claims 1
- HFKRYPXYGCFGQU-BXXZMZEQSA-N 3-[3-oxo-6-[[(2S)-1-[[3-(pyrazol-1-ylmethyl)phenyl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1(N=CC=C1)CC=1C=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 HFKRYPXYGCFGQU-BXXZMZEQSA-N 0.000 claims 1
- GMSRIMVHZSTKRG-ZZHFZYNASA-N 3-[3-oxo-6-[[(2S)-1-[[4-(2-oxopyrrolidin-1-yl)phenyl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)CC1=CC=C(C=C1)N1C(CCC1)=O)C1C(NC(CC1)=O)=O GMSRIMVHZSTKRG-ZZHFZYNASA-N 0.000 claims 1
- CZWIYIOIRCBBPC-BXXZMZEQSA-N 3-[3-oxo-6-[[(2S)-1-[[4-(pyrrolidine-1-carbonyl)phenyl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)CC1=CC=C(C=C1)C(=O)N1CCCC1)C1C(NC(CC1)=O)=O CZWIYIOIRCBBPC-BXXZMZEQSA-N 0.000 claims 1
- QNBVQSXGXRNJFK-XADRRFQNSA-N 3-[3-oxo-6-[[(2S)-1-[[4-(triazol-2-yl)phenyl]methyl]piperidin-2-yl]methoxy]-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N=1N(N=CC=1)C1=CC=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 QNBVQSXGXRNJFK-XADRRFQNSA-N 0.000 claims 1
- YPOMBOMUPFSHOZ-UHFFFAOYSA-N 3-[6-[(1-ethyl-4-fluoropiperidin-2-yl)methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1C(CC(CC1)F)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O YPOMBOMUPFSHOZ-UHFFFAOYSA-N 0.000 claims 1
- FVZCFUKXGUUDBQ-QSFPRURJSA-N 3-[6-[(1R)-1-[(2R)-1-ethylpiperidin-2-yl]ethoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@H](CCCC1)[C@@H](C)OC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FVZCFUKXGUUDBQ-QSFPRURJSA-N 0.000 claims 1
- FVZCFUKXGUUDBQ-FQPPOJKCSA-N 3-[6-[(1R)-1-[(2S)-1-ethylpiperidin-2-yl]ethoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](CCCC1)[C@@H](C)OC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FVZCFUKXGUUDBQ-FQPPOJKCSA-N 0.000 claims 1
- TYMLMVVEPPLHIL-GTDUKUAFSA-N 3-[6-[(1R)-1-[(2S)-1-ethylpyrrolidin-2-yl]ethoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](CCC1)[C@@H](C)OC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O TYMLMVVEPPLHIL-GTDUKUAFSA-N 0.000 claims 1
- FVZCFUKXGUUDBQ-BQGOGBDGSA-N 3-[6-[(1S)-1-[(2R)-1-ethylpiperidin-2-yl]ethoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@H](CCCC1)[C@H](C)OC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FVZCFUKXGUUDBQ-BQGOGBDGSA-N 0.000 claims 1
- FVZCFUKXGUUDBQ-ZWSMLAFMSA-N 3-[6-[(1S)-1-[(2S)-1-ethylpiperidin-2-yl]ethoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](CCCC1)[C@H](C)OC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FVZCFUKXGUUDBQ-ZWSMLAFMSA-N 0.000 claims 1
- TYMLMVVEPPLHIL-VELWFJCASA-N 3-[6-[(1S)-1-[(2S)-1-ethylpyrrolidin-2-yl]ethoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](CCC1)[C@H](C)OC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O TYMLMVVEPPLHIL-VELWFJCASA-N 0.000 claims 1
- JBUJIHGPJGAYLR-UHFFFAOYSA-N 3-[6-[(4,4-difluoropiperidin-2-yl)methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1(CC(NCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)F JBUJIHGPJGAYLR-UHFFFAOYSA-N 0.000 claims 1
- XDRVDQUOSWKWAT-HWYAHNCWSA-N 3-[6-[[(2R)-1-(1,3-benzoxazol-5-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1C=NC2=C1C=CC(=C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O XDRVDQUOSWKWAT-HWYAHNCWSA-N 0.000 claims 1
- PYWHEFPNMQMKLL-NNJIEVJOSA-N 3-[6-[[(2R)-1-(1,3-oxazole-5-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1C=NC=C1C(=O)N1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O PYWHEFPNMQMKLL-NNJIEVJOSA-N 0.000 claims 1
- MOKNFZWBPHPCRQ-VTBWFHPJSA-N 3-[6-[[(2R)-1-(1H-imidazol-2-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1C(=NC=C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O MOKNFZWBPHPCRQ-VTBWFHPJSA-N 0.000 claims 1
- LVAZWCSCNHGDAX-DIAVIDTQSA-N 3-[6-[[(2R)-1-(1H-imidazol-5-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1C=NC(=C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O LVAZWCSCNHGDAX-DIAVIDTQSA-N 0.000 claims 1
- MAJCCITUIXXQCM-PPUHSXQSSA-N 3-[6-[[(2R)-1-(2,3-dihydro-1,4-benzodioxin-5-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1C2=C(OCC1)C(=CC=C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O MAJCCITUIXXQCM-PPUHSXQSSA-N 0.000 claims 1
- ABYUWQACCCIQPP-VTBWFHPJSA-N 3-[6-[[(2R)-1-(2-methylpropanoyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C(C)C)(=O)N1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O ABYUWQACCCIQPP-VTBWFHPJSA-N 0.000 claims 1
- JYTLGMQRBQTPQN-DIAVIDTQSA-N 3-[6-[[(2R)-1-(2-methylpropyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C(C)C)N1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JYTLGMQRBQTPQN-DIAVIDTQSA-N 0.000 claims 1
- LPLSUTHCWQRLRY-PHSANKKPSA-N 3-[6-[[(2R)-1-(3H-benzimidazol-5-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1C=NC2=C1C=CC(=C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O LPLSUTHCWQRLRY-PHSANKKPSA-N 0.000 claims 1
- OZGNPVVQNBHPIP-PPUHSXQSSA-N 3-[6-[[(2R)-1-(cyclohexylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CCCCC1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O OZGNPVVQNBHPIP-PPUHSXQSSA-N 0.000 claims 1
- NUVMWJYBEKEVMQ-DIAVIDTQSA-N 3-[6-[[(2R)-1-(cyclopropylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CC1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O NUVMWJYBEKEVMQ-DIAVIDTQSA-N 0.000 claims 1
- XCKSNQQEABTUEV-PPUHSXQSSA-N 3-[6-[[(2R)-1-(imidazo[1,2-a]pyridin-8-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N=1C=CN2C=1C(=CC=C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O XCKSNQQEABTUEV-PPUHSXQSSA-N 0.000 claims 1
- ATYGMXOJZSLCQD-LCQOSCCDSA-N 3-[6-[[(2R)-1-(oxan-4-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC1CCOCC1)C1C(NC(CC1)=O)=O ATYGMXOJZSLCQD-LCQOSCCDSA-N 0.000 claims 1
- HHAPUSYEFJWVCS-DIAVIDTQSA-N 3-[6-[[(2R)-1-(oxetan-3-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CC(C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O HHAPUSYEFJWVCS-DIAVIDTQSA-N 0.000 claims 1
- RVZFXXYFFZMTAZ-GEPVFLLWSA-N 3-[6-[[(2R)-1-[(1-benzylimidazol-2-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1C(=NC=C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O RVZFXXYFFZMTAZ-GEPVFLLWSA-N 0.000 claims 1
- WLPOIWLWKGVZBB-QZWVJJBASA-N 3-[6-[[(2R)-1-[(1-benzylpiperidin-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1CCC(CC1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O WLPOIWLWKGVZBB-QZWVJJBASA-N 0.000 claims 1
- NHYSSHVYYHDWTI-DXDQHDRFSA-N 3-[6-[[(2R)-1-[(1-benzylpyrazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1N=CC(=C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O NHYSSHVYYHDWTI-DXDQHDRFSA-N 0.000 claims 1
- RHSPRKSLMMGCDU-GEPVFLLWSA-N 3-[6-[[(2R)-1-[(1-cyclohexylpyrazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CCCCC1)N1N=CC(=C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O RHSPRKSLMMGCDU-GEPVFLLWSA-N 0.000 claims 1
- BJXHEYZUCUAELM-LCQOSCCDSA-N 3-[6-[[(2R)-1-[(1-ethylpyrazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1N=CC(=C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O BJXHEYZUCUAELM-LCQOSCCDSA-N 0.000 claims 1
- ZLOGAMSMVMAPIB-GEPVFLLWSA-N 3-[6-[[(2R)-1-[(1-methyl-5-phenylpyrazol-3-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1N=C(C=C1C1=CC=CC=C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O ZLOGAMSMVMAPIB-GEPVFLLWSA-N 0.000 claims 1
- RUNQXRYKRWBRBM-PHSANKKPSA-N 3-[6-[[(2R)-1-[(1-methylbenzimidazol-2-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1C(=NC2=C1C=CC=C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O RUNQXRYKRWBRBM-PHSANKKPSA-N 0.000 claims 1
- GYEGKWQXHXNJSW-PHSANKKPSA-N 3-[6-[[(2R)-1-[(1-methylbenzotriazol-5-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1N=NC2=C1C=CC(=C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O GYEGKWQXHXNJSW-PHSANKKPSA-N 0.000 claims 1
- UECKRCWNHPAJKR-OSMGYRLQSA-N 3-[6-[[(2R)-1-[(1-methylindol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1C=CC2=C(C=CC=C12)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O UECKRCWNHPAJKR-OSMGYRLQSA-N 0.000 claims 1
- ILXOWOYLHIFRCQ-ITUIMRKVSA-N 3-[6-[[(2R)-1-[(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1(OC2=C(O1)C=CC(=C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)F ILXOWOYLHIFRCQ-ITUIMRKVSA-N 0.000 claims 1
- RCIWXIAPQBNEPE-HWYAHNCWSA-N 3-[6-[[(2R)-1-[(2,4-difluorophenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC(=C1)F RCIWXIAPQBNEPE-HWYAHNCWSA-N 0.000 claims 1
- MRQPQBCONBVJIP-LIXIDFRTSA-N 3-[6-[[(2R)-1-[(2,6-difluorophenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C(=CC=C1)F MRQPQBCONBVJIP-LIXIDFRTSA-N 0.000 claims 1
- NFFGPEAVEQMQFS-HWYAHNCWSA-N 3-[6-[[(2R)-1-[(2-chloro-4-fluorophenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC1=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC(=C1)F NFFGPEAVEQMQFS-HWYAHNCWSA-N 0.000 claims 1
- JOTLNMQSDRSCGJ-ZZWBGTBQSA-N 3-[6-[[(2R)-1-[(2-ethyl-5-methyl-1H-imidazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)C=1NC(=C(N=1)C)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JOTLNMQSDRSCGJ-ZZWBGTBQSA-N 0.000 claims 1
- GONVTGOXRBKTDB-ITUIMRKVSA-N 3-[6-[[(2R)-1-[(2-fluoropyridin-3-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=NC=CC=C1CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O GONVTGOXRBKTDB-ITUIMRKVSA-N 0.000 claims 1
- HOOSKBLQUNVSEP-ITUIMRKVSA-N 3-[6-[[(2R)-1-[(2-methyl-1H-imidazol-5-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1NC(=CN=1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O HOOSKBLQUNVSEP-ITUIMRKVSA-N 0.000 claims 1
- HEFJXIDNYPWIGI-PPUHSXQSSA-N 3-[6-[[(2R)-1-[(2-methylimidazo[1,2-a]pyridin-3-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1N=C2N(C=CC=C2)C=1CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O HEFJXIDNYPWIGI-PPUHSXQSSA-N 0.000 claims 1
- GSGWECDVWNHEEV-BRIWLPCBSA-N 3-[6-[[(2R)-1-[(2-morpholin-4-ylphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)C1=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 GSGWECDVWNHEEV-BRIWLPCBSA-N 0.000 claims 1
- SOCYKQKRZGCGPV-UFUCKMQHSA-N 3-[6-[[(2R)-1-[(2-morpholin-4-ylpyridin-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)C1=NC=CC(=C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O SOCYKQKRZGCGPV-UFUCKMQHSA-N 0.000 claims 1
- DRALMOMZCUYHDP-FKSKYRLFSA-N 3-[6-[[(2R)-1-[(3,4-difluorophenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1F DRALMOMZCUYHDP-FKSKYRLFSA-N 0.000 claims 1
- VDOISWOCFIFGFM-ZZWBGTBQSA-N 3-[6-[[(2R)-1-[(3-fluoro-2-hydroxyphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C(=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1)O VDOISWOCFIFGFM-ZZWBGTBQSA-N 0.000 claims 1
- MILABUGZFRFKRE-RZNDIHJXSA-N 3-[6-[[(2R)-1-[(3-methoxy-1-bicyclo[1.1.1]pentanyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC12CC(C1)(C2)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O MILABUGZFRFKRE-RZNDIHJXSA-N 0.000 claims 1
- FIFAQFVYYISMHA-CILPGNKCSA-N 3-[6-[[(2R)-1-[(3-methoxy-4-methylphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC=1C=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1C FIFAQFVYYISMHA-CILPGNKCSA-N 0.000 claims 1
- VQCZPHVZQMJAFN-OQHSHRKDSA-N 3-[6-[[(2R)-1-[(3-methylimidazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1C=NC=C1CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O VQCZPHVZQMJAFN-OQHSHRKDSA-N 0.000 claims 1
- SNSFCHDKLSOXOY-PPUHSXQSSA-N 3-[6-[[(2R)-1-[(4-fluorophenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 SNSFCHDKLSOXOY-PPUHSXQSSA-N 0.000 claims 1
- XPGCQHPGIKWCSW-HWYAHNCWSA-N 3-[6-[[(2R)-1-[(4-hydroxyphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound OC1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 XPGCQHPGIKWCSW-HWYAHNCWSA-N 0.000 claims 1
- CRDZSFINOIZXII-DIAVIDTQSA-N 3-[6-[[(2R)-1-[(4-methyl-1,3-thiazol-2-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1N=C(SC=1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O CRDZSFINOIZXII-DIAVIDTQSA-N 0.000 claims 1
- XXDWVEPLIZXTRG-LCQOSCCDSA-N 3-[6-[[(2R)-1-[(4-methyloxan-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1(CCOCC1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O XXDWVEPLIZXTRG-LCQOSCCDSA-N 0.000 claims 1
- VJFBGALUNONBAH-DXDQHDRFSA-N 3-[6-[[(2R)-1-[(4-morpholin-4-ylphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)C1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 VJFBGALUNONBAH-DXDQHDRFSA-N 0.000 claims 1
- POBKYGGKMYGFEN-LCQOSCCDSA-N 3-[6-[[(2R)-1-[(5-fluoropyridin-2-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=CC(=NC=1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O POBKYGGKMYGFEN-LCQOSCCDSA-N 0.000 claims 1
- SJGBEBROFHGYHB-ITUIMRKVSA-N 3-[6-[[(2R)-1-[(5-methyl-1,2-oxazol-3-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1=CC(=NO1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O SJGBEBROFHGYHB-ITUIMRKVSA-N 0.000 claims 1
- PJHXVNXZJATIAR-OQHSHRKDSA-N 3-[6-[[(2R)-1-[(5-methyl-1H-imidazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1N=CNC=1CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O PJHXVNXZJATIAR-OQHSHRKDSA-N 0.000 claims 1
- MMCZOWALTOTBFI-UFUCKMQHSA-N 3-[6-[[(2R)-1-[(6-morpholin-4-ylpyridin-3-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)C1=CC=C(C=N1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O MMCZOWALTOTBFI-UFUCKMQHSA-N 0.000 claims 1
- YMTGQFWTCOLNEK-CILPGNKCSA-N 3-[6-[[(2R)-1-[[1-(2-methylpropyl)pyrazol-4-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C(C)C)N1N=CC(=C1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O YMTGQFWTCOLNEK-CILPGNKCSA-N 0.000 claims 1
- YRXBOUCHJKZGGI-RXVAYIKUSA-N 3-[6-[[(2R)-1-[[2-(2-morpholin-4-ylethoxy)phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)CCOC1=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 YRXBOUCHJKZGGI-RXVAYIKUSA-N 0.000 claims 1
- DYJGJHIDYALWDH-LCQOSCCDSA-N 3-[6-[[(2R)-1-[[2-(dimethylamino)pyrimidin-5-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN(C1=NC=C(C=N1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C DYJGJHIDYALWDH-LCQOSCCDSA-N 0.000 claims 1
- AIWHAVFIOWAVBF-LCQOSCCDSA-N 3-[6-[[(2R)-1-[[2-(methylamino)pyridin-3-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CNC1=NC=CC=C1CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O AIWHAVFIOWAVBF-LCQOSCCDSA-N 0.000 claims 1
- PANKJKDYXKBQMK-YOWDQXJLSA-N 3-[6-[[(2R)-1-[[2-hydroxy-5-[5-(trifluoromethyl)tetrazol-1-yl]phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-3a,4,7,7a-tetrahydro-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound OC1=C(CN2[C@H](CCCC2)COC=2CC3CN(C(C3CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=C1)N1N=NN=C1C(F)(F)F PANKJKDYXKBQMK-YOWDQXJLSA-N 0.000 claims 1
- QQSITFLOASFXCE-DXDQHDRFSA-N 3-[6-[[(2R)-1-[[3-(imidazol-1-ylmethyl)phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1(C=NC=C1)CC=1C=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 QQSITFLOASFXCE-DXDQHDRFSA-N 0.000 claims 1
- IQNNLZIEJWSDLY-DXDQHDRFSA-N 3-[6-[[(2R)-1-[[4-(2-methylimidazol-1-yl)phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1N(C=CN=1)C1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 IQNNLZIEJWSDLY-DXDQHDRFSA-N 0.000 claims 1
- OHTVKPJTQBHWGH-MIJJZIGMSA-N 3-[6-[[(2R)-1-[[4-(2-morpholin-4-ylethoxy)phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)CCOC1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 OHTVKPJTQBHWGH-MIJJZIGMSA-N 0.000 claims 1
- CRUSITLXODVELF-RXVAYIKUSA-N 3-[6-[[(2R)-1-[[4-(3,6-dihydro-2H-pyran-4-yl)phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCC(=CC1)C1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 CRUSITLXODVELF-RXVAYIKUSA-N 0.000 claims 1
- IBWOHEQNLHWFTD-DXDQHDRFSA-N 3-[6-[[(2R)-1-[[4-(imidazol-1-ylmethyl)phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1(C=NC=C1)CC1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 IBWOHEQNLHWFTD-DXDQHDRFSA-N 0.000 claims 1
- HKSSETJYCNVPON-NHQUYOMTSA-N 3-[6-[[(2R)-1-[[4-[1-(2-fluoroethyl)piperidin-4-yl]phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FCCN1CCC(CC1)C1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 HKSSETJYCNVPON-NHQUYOMTSA-N 0.000 claims 1
- HPWIZWPOJVZXBW-UYEDPJPISA-N 3-[6-[[(2R)-1-[[4-[1-(oxetan-3-ylmethyl)piperidin-4-yl]phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CC(C1)CN1CCC(CC1)C1=CC=C(CN2[C@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 HPWIZWPOJVZXBW-UYEDPJPISA-N 0.000 claims 1
- NZFOLDYPLUIRHL-GEPVFLLWSA-N 3-[6-[[(2R)-1-[[5-(3-methylphenyl)-1H-pyrazol-4-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@@H]1N(CCCC1)CC=1C(=NNC=1)C=1C=C(C=CC=1)C)C1C(NC(CC1)=O)=O NZFOLDYPLUIRHL-GEPVFLLWSA-N 0.000 claims 1
- NPWNAQYGOZWHSG-XIDOUCRZSA-N 3-[6-[[(2R)-1-[[5-chloro-3-[4-[2-[(dimethylamino)methyl]-3-methylimidazol-4-yl]phenoxy]pyridin-2-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC=1C=C(C(=NC=1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)OC1=CC=C(C=C1)C1=CN=C(N1C)CN(C)C NPWNAQYGOZWHSG-XIDOUCRZSA-N 0.000 claims 1
- DQSKPQCSEHPJNW-UFUCKMQHSA-N 3-[6-[[(2R)-1-[[6-(diethylamino)pyridin-3-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N(C1=CC=C(C=N1)CN1[C@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)CC DQSKPQCSEHPJNW-UFUCKMQHSA-N 0.000 claims 1
- SDPLBHSUQMOOOW-GGYWPGCISA-N 3-[6-[[(2R)-1-ethyl-3,3-dimethylpiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@H](C(CCC1)(C)C)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O SDPLBHSUQMOOOW-GGYWPGCISA-N 0.000 claims 1
- CPAFYWSGOUQTHY-DIMJTDRSSA-N 3-[6-[[(2S)-1-(1,3-oxazol-4-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1C=NC(=C1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O CPAFYWSGOUQTHY-DIMJTDRSSA-N 0.000 claims 1
- MYZBNLFOMAOSRD-BWDMCYIDSA-N 3-[6-[[(2S)-1-(1-methyl-5-phenylpyrazole-3-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1N=C(C=C1C1=CC=CC=C1)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O MYZBNLFOMAOSRD-BWDMCYIDSA-N 0.000 claims 1
- LVAZWCSCNHGDAX-DIMJTDRSSA-N 3-[6-[[(2S)-1-(1H-imidazol-5-ylmethyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound N1C=NC(=C1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O LVAZWCSCNHGDAX-DIMJTDRSSA-N 0.000 claims 1
- HFDJCVUCZCTSKX-UCFFOFKASA-N 3-[6-[[(2S)-1-(2-ethyl-1,3-thiazole-5-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)C=1SC(=CN=1)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O HFDJCVUCZCTSKX-UCFFOFKASA-N 0.000 claims 1
- RHFQNSJCLMFOOJ-HXBUSHRASA-N 3-[6-[[(2S)-1-(2-methyl-5-propan-2-ylpyrazole-3-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)(C)C1=NN(C(=C1)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C RHFQNSJCLMFOOJ-HXBUSHRASA-N 0.000 claims 1
- QJWGHZOAWWXJTP-HXBUSHRASA-N 3-[6-[[(2S)-1-(2-morpholin-4-yl-1,3-thiazole-4-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)C=1SC=C(N=1)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O QJWGHZOAWWXJTP-HXBUSHRASA-N 0.000 claims 1
- UWAWDGBFGOAIFF-PBVYKCSPSA-N 3-[6-[[(2S)-1-(3,5-diethyl-1,2-oxazole-4-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)C1=NOC(=C1C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)CC UWAWDGBFGOAIFF-PBVYKCSPSA-N 0.000 claims 1
- MIASMCGMPJAOQF-LBOXEOMUSA-N 3-[6-[[(2S)-1-(3,5-difluoro-4-methoxybenzoyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=C(C(=O)N2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C(C=1OC)F MIASMCGMPJAOQF-LBOXEOMUSA-N 0.000 claims 1
- IVKXVLXCDZONMP-ZZHFZYNASA-N 3-[6-[[(2S)-1-(3,5-dimethyl-1-phenylpyrazole-4-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1=NN(C(=C1C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C)C1=CC=CC=C1 IVKXVLXCDZONMP-ZZHFZYNASA-N 0.000 claims 1
- VTMWFVJYJCMHKR-CEABTFRJSA-N 3-[6-[[(2S)-1-(3-fluorobicyclo[1.1.1]pentane-1-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC12CC(C1)(C2)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O VTMWFVJYJCMHKR-CEABTFRJSA-N 0.000 claims 1
- DSHVJKCPOXEQCY-LBOXEOMUSA-N 3-[6-[[(2S)-1-(4-chloro-3-iodobenzoyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC1=C(C=C(C(=O)N2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1)I DSHVJKCPOXEQCY-LBOXEOMUSA-N 0.000 claims 1
- BWEHBYOFSZDODI-ALLRNTDFSA-N 3-[6-[[(2S)-1-(4-methoxy-3-phenylmethoxybenzoyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)OC=1C=C(C(=O)N2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1OC BWEHBYOFSZDODI-ALLRNTDFSA-N 0.000 claims 1
- UEFSVAJBKXJPIA-YDNXMHBPSA-N 3-[6-[[(2S)-1-(4-methyl-2,3-dihydropyrido[3,2-b][1,4]oxazine-7-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1C2=C(OCC1)C=C(C=N2)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O UEFSVAJBKXJPIA-YDNXMHBPSA-N 0.000 claims 1
- XAJFESAKNSZVNY-XEGCMXMBSA-N 3-[6-[[(2S)-1-(4-methyl-3-phenyl-1H-pyrazole-5-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1C(=NNC=1C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C1=CC=CC=C1 XAJFESAKNSZVNY-XEGCMXMBSA-N 0.000 claims 1
- YQLIAGCDDMFXSR-ZZHFZYNASA-N 3-[6-[[(2S)-1-(4-morpholin-4-ylbenzoyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)C1=CC=C(C(=O)N2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 YQLIAGCDDMFXSR-ZZHFZYNASA-N 0.000 claims 1
- AYJVYAJMGLIWEW-AJZOCDQUSA-N 3-[6-[[(2S)-1-(5-butyl-4-methoxypyrimidine-2-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(CCC)C=1C(=NC(=NC=1)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)OC AYJVYAJMGLIWEW-AJZOCDQUSA-N 0.000 claims 1
- SPRBLACRBMXWSO-XNUZUHMRSA-N 3-[6-[[(2S)-1-(7-methoxy-1H-indole-3-carbonyl)piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC=1C=CC=C2C(=CNC=12)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O SPRBLACRBMXWSO-XNUZUHMRSA-N 0.000 claims 1
- NHYSSHVYYHDWTI-BXXZMZEQSA-N 3-[6-[[(2S)-1-[(1-benzylpyrazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1N=CC(=C1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O NHYSSHVYYHDWTI-BXXZMZEQSA-N 0.000 claims 1
- RHSPRKSLMMGCDU-ZZHFZYNASA-N 3-[6-[[(2S)-1-[(1-cyclohexylpyrazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CCCCC1)N1N=CC(=C1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O RHSPRKSLMMGCDU-ZZHFZYNASA-N 0.000 claims 1
- RUNQXRYKRWBRBM-XGLRFROISA-N 3-[6-[[(2S)-1-[(1-methylbenzimidazol-2-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1C(=NC2=C1C=CC=C2)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O RUNQXRYKRWBRBM-XGLRFROISA-N 0.000 claims 1
- GYEGKWQXHXNJSW-XGLRFROISA-N 3-[6-[[(2S)-1-[(1-methylbenzotriazol-5-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1N=NC2=C1C=CC(=C2)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O GYEGKWQXHXNJSW-XGLRFROISA-N 0.000 claims 1
- UECKRCWNHPAJKR-GVNKFJBHSA-N 3-[6-[[(2S)-1-[(1-methylindol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1C=CC2=C(C=CC=C12)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O UECKRCWNHPAJKR-GVNKFJBHSA-N 0.000 claims 1
- HTXWVOOSOKQJJR-YMXDCFFPSA-N 3-[6-[[(2S)-1-[(2,3-dihydroxyphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound OC1=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1O HTXWVOOSOKQJJR-YMXDCFFPSA-N 0.000 claims 1
- BMVAGEGCGNOEKH-DIMJTDRSSA-N 3-[6-[[(2S)-1-[(2-aminopyrimidin-5-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound NC1=NC=C(C=N1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O BMVAGEGCGNOEKH-DIMJTDRSSA-N 0.000 claims 1
- PSVPQBGGXPXVHZ-NVHKAFQKSA-N 3-[6-[[(2S)-1-[(2-chloro-6-fluorophenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC1=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C(=CC=C1)F PSVPQBGGXPXVHZ-NVHKAFQKSA-N 0.000 claims 1
- JOTLNMQSDRSCGJ-HXBUSHRASA-N 3-[6-[[(2S)-1-[(2-ethyl-5-methyl-1H-imidazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)C=1NC(=C(N=1)C)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O JOTLNMQSDRSCGJ-HXBUSHRASA-N 0.000 claims 1
- FJRVKDIBFCTIOT-AJZOCDQUSA-N 3-[6-[[(2S)-1-[(2-methoxyphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC1=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 FJRVKDIBFCTIOT-AJZOCDQUSA-N 0.000 claims 1
- SOCYKQKRZGCGPV-XADRRFQNSA-N 3-[6-[[(2S)-1-[(2-morpholin-4-ylpyridin-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)C1=NC=CC(=C1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O SOCYKQKRZGCGPV-XADRRFQNSA-N 0.000 claims 1
- MZNGJJHPIGRTMW-AJZOCDQUSA-N 3-[6-[[(2S)-1-[(3,4-dimethoxyphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC=1C=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1OC MZNGJJHPIGRTMW-AJZOCDQUSA-N 0.000 claims 1
- DMUBNGJOPXFAFN-HXBUSHRASA-N 3-[6-[[(2S)-1-[(3-chloro-4-hydroxyphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC=1C=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1O DMUBNGJOPXFAFN-HXBUSHRASA-N 0.000 claims 1
- AQVJZYAJEFHYJN-HSTJUUNISA-N 3-[6-[[(2S)-1-[(3-fluoro-4-methoxyphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC=1C=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1OC AQVJZYAJEFHYJN-HSTJUUNISA-N 0.000 claims 1
- FIFAQFVYYISMHA-XEGCMXMBSA-N 3-[6-[[(2S)-1-[(3-methoxy-4-methylphenyl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC=1C=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1C FIFAQFVYYISMHA-XEGCMXMBSA-N 0.000 claims 1
- VQCZPHVZQMJAFN-PBVYKCSPSA-N 3-[6-[[(2S)-1-[(3-methylimidazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1C=NC=C1CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O VQCZPHVZQMJAFN-PBVYKCSPSA-N 0.000 claims 1
- YXKXWAJGKZVKCO-ZZHFZYNASA-N 3-[6-[[(2S)-1-[(5-cyclohexa-1,5-dien-1-yl-1-methylpyrazol-3-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(=CCCC=C1)C1=CC(=NN1C)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O YXKXWAJGKZVKCO-ZZHFZYNASA-N 0.000 claims 1
- SJGBEBROFHGYHB-YMXDCFFPSA-N 3-[6-[[(2S)-1-[(5-methyl-1,2-oxazol-3-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC1=CC(=NO1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O SJGBEBROFHGYHB-YMXDCFFPSA-N 0.000 claims 1
- PJHXVNXZJATIAR-PBVYKCSPSA-N 3-[6-[[(2S)-1-[(5-methyl-1H-imidazol-4-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1N=CNC=1CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O PJHXVNXZJATIAR-PBVYKCSPSA-N 0.000 claims 1
- WEFBHPNLJRGXGS-YDNXMHBPSA-N 3-[6-[[(2S)-1-[(6-methoxypyridin-3-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC1=CC=C(C=N1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O WEFBHPNLJRGXGS-YDNXMHBPSA-N 0.000 claims 1
- KBOWLBRUCQCVHW-XADRRFQNSA-N 3-[6-[[(2S)-1-[(6-morpholin-4-ylpyridin-2-yl)methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)C1=CC=CC(=N1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O KBOWLBRUCQCVHW-XADRRFQNSA-N 0.000 claims 1
- IYOHXYKUCYLOKW-BWDMCYIDSA-N 3-[6-[[(2S)-1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrole-3-carbonyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1N(C(=CC=1C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C)C1=NOC(=C1)C IYOHXYKUCYLOKW-BWDMCYIDSA-N 0.000 claims 1
- YAPAPQCQXGTDFX-CHQVSRGASA-N 3-[6-[[(2S)-1-[3-(1-methylpyrazol-3-yl)benzoyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN1N=C(C=C1)C=1C=C(C(=O)N2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1 YAPAPQCQXGTDFX-CHQVSRGASA-N 0.000 claims 1
- PHHDGVAZLABSAH-DQUNLGLBSA-N 3-[6-[[(2S)-1-[3-(4-methoxyphenyl)-1H-pyrazole-5-carbonyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound COC1=CC=C(C=C1)C1=NNC(=C1)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O PHHDGVAZLABSAH-DQUNLGLBSA-N 0.000 claims 1
- QZBPOHSSDAEFMX-HXBUSHRASA-N 3-[6-[[(2S)-1-[3-(difluoromethoxy)benzoyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC(OC=1C=C(C(=O)N2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=1)F QZBPOHSSDAEFMX-HXBUSHRASA-N 0.000 claims 1
- RKYBZELKHKGXDL-XNUZUHMRSA-N 3-[6-[[(2S)-1-[5-(2,2-dimethylpropyl)-1,2-oxazole-3-carbonyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C(C)(C)C)C1=CC(=NO1)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O RKYBZELKHKGXDL-XNUZUHMRSA-N 0.000 claims 1
- FMYGVIHTSYBGRR-DCCUJTHKSA-N 3-[6-[[(2S)-1-[5-(4-fluorophenyl)pyridine-2-carbonyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound FC1=CC=C(C=C1)C=1C=CC(=NC=1)C(=O)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O FMYGVIHTSYBGRR-DCCUJTHKSA-N 0.000 claims 1
- YMTGQFWTCOLNEK-XEGCMXMBSA-N 3-[6-[[(2S)-1-[[1-(2-methylpropyl)pyrazol-4-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C(C)C)N1N=CC(=C1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O YMTGQFWTCOLNEK-XEGCMXMBSA-N 0.000 claims 1
- FEBPJLOVOASMNH-DCCUJTHKSA-N 3-[6-[[(2S)-1-[[1-(benzenesulfonyl)pyrrol-2-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O=C1N(CC2=CC(=CC=C12)OC[C@H]1N(CCCC1)CC=1N(C=CC=1)S(=O)(=O)C1=CC=CC=C1)C1C(NC(CC1)=O)=O FEBPJLOVOASMNH-DCCUJTHKSA-N 0.000 claims 1
- RNLIYSSTENQXQT-JOMKWTIYSA-N 3-[6-[[(2S)-1-[[1-(cyclohex-3-en-1-ylmethyl)piperidin-4-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C1(CC=CCC1)CN1CCC(CC1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O RNLIYSSTENQXQT-JOMKWTIYSA-N 0.000 claims 1
- YRXBOUCHJKZGGI-ALLRNTDFSA-N 3-[6-[[(2S)-1-[[2-(2-morpholin-4-ylethoxy)phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound O1CCN(CC1)CCOC1=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=CC=C1 YRXBOUCHJKZGGI-ALLRNTDFSA-N 0.000 claims 1
- DYJGJHIDYALWDH-YDNXMHBPSA-N 3-[6-[[(2S)-1-[[2-(dimethylamino)pyrimidin-5-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CN(C1=NC=C(C=N1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C DYJGJHIDYALWDH-YDNXMHBPSA-N 0.000 claims 1
- AIWHAVFIOWAVBF-YDNXMHBPSA-N 3-[6-[[(2S)-1-[[2-(methylamino)pyridin-3-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CNC1=NC=CC=C1CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O AIWHAVFIOWAVBF-YDNXMHBPSA-N 0.000 claims 1
- IQNNLZIEJWSDLY-BXXZMZEQSA-N 3-[6-[[(2S)-1-[[4-(2-methylimidazol-1-yl)phenyl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound CC=1N(C=CN=1)C1=CC=C(CN2[C@@H](CCCC2)COC=2C=C3CN(C(C3=CC=2)=O)C2C(NC(CC2)=O)=O)C=C1 IQNNLZIEJWSDLY-BXXZMZEQSA-N 0.000 claims 1
- NPWNAQYGOZWHSG-BSXJZHEVSA-N 3-[6-[[(2S)-1-[[5-chloro-3-[4-[2-[(dimethylamino)methyl]-3-methylimidazol-4-yl]phenoxy]pyridin-2-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound ClC=1C=C(C(=NC=1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)OC1=CC=C(C=C1)C1=CN=C(N1C)CN(C)C NPWNAQYGOZWHSG-BSXJZHEVSA-N 0.000 claims 1
- DQSKPQCSEHPJNW-XADRRFQNSA-N 3-[6-[[(2S)-1-[[6-(diethylamino)pyridin-3-yl]methyl]piperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N(C1=CC=C(C=N1)CN1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)CC DQSKPQCSEHPJNW-XADRRFQNSA-N 0.000 claims 1
- SDPLBHSUQMOOOW-MUMRKEEXSA-N 3-[6-[[(2S)-1-ethyl-3,3-dimethylpiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](C(CCC1)(C)C)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O SDPLBHSUQMOOOW-MUMRKEEXSA-N 0.000 claims 1
- DHFJHVJOMHNTSK-BUSXIPJBSA-N 3-[6-[[(2S)-1-ethylpiperidin-2-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](CCCC1)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O DHFJHVJOMHNTSK-BUSXIPJBSA-N 0.000 claims 1
- DELPKCKGPQRPAM-NNJIEVJOSA-N 3-[6-[[(3R)-4-ethyl-6,6-dimethylmorpholin-3-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@@H](COC(C1)(C)C)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O DELPKCKGPQRPAM-NNJIEVJOSA-N 0.000 claims 1
- DELPKCKGPQRPAM-BUSXIPJBSA-N 3-[6-[[(3S)-4-ethyl-6,6-dimethylmorpholin-3-yl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound C(C)N1[C@H](COC(C1)(C)C)COC=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O DELPKCKGPQRPAM-BUSXIPJBSA-N 0.000 claims 1
- BWDCTAPMXJSRIJ-XEGCMXMBSA-N 3-[[(2S)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]benzonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@H]1N(CCCC1)CC=1C=C(C#N)C=CC=1)=O)=O BWDCTAPMXJSRIJ-XEGCMXMBSA-N 0.000 claims 1
- ACLRHJNASAXHGG-QZWVJJBASA-N 3-[[3-[[(2R)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]-2-oxopyridin-1-yl]methyl]benzonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@@H]1N(CCCC1)CC=1C(N(C=CC=1)CC=1C=C(C#N)C=CC=1)=O)=O)=O ACLRHJNASAXHGG-QZWVJJBASA-N 0.000 claims 1
- LXMJMCBORFFGIN-CILPGNKCSA-N 4-[[(2R)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]-2-methoxybenzonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@@H]1N(CCCC1)CC1=CC(=C(C#N)C=C1)OC)=O)=O LXMJMCBORFFGIN-CILPGNKCSA-N 0.000 claims 1
- KSXGTOQJCIWSAA-CILPGNKCSA-N 4-[[(2R)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]-3-methoxybenzonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@@H]1N(CCCC1)CC1=C(C=C(C#N)C=C1)OC)=O)=O KSXGTOQJCIWSAA-CILPGNKCSA-N 0.000 claims 1
- KSXGTOQJCIWSAA-XEGCMXMBSA-N 4-[[(2S)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]-3-methoxybenzonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@H]1N(CCCC1)CC1=C(C=C(C#N)C=C1)OC)=O)=O KSXGTOQJCIWSAA-XEGCMXMBSA-N 0.000 claims 1
- WUCZPZHGVQPYJG-HSTJUUNISA-N 4-[[(2S)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]benzenesulfonamide Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@H]1N(CCCC1)CC1=CC=C(C=C1)S(=O)(=O)N)=O)=O WUCZPZHGVQPYJG-HSTJUUNISA-N 0.000 claims 1
- ZUXQMCQRMWMEFO-AJZOCDQUSA-N 4-[[(2S)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]pyridine-2-carbonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@H]1N(CCCC1)CC1=CC(=NC=C1)C#N)=O)=O ZUXQMCQRMWMEFO-AJZOCDQUSA-N 0.000 claims 1
- DLWCAMZRMSGHIX-CILPGNKCSA-N 5-[[(2R)-2-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-5-yl]oxymethyl]piperidin-1-yl]methyl]-2-methoxybenzonitrile Chemical compound O=C1NC(CCC1N1C(C2=CC=C(C=C2C1)OC[C@@H]1N(CCCC1)CC=1C=CC(=C(C#N)C=1)OC)=O)=O DLWCAMZRMSGHIX-CILPGNKCSA-N 0.000 claims 1
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- 239000012443 tonicity enhancing agent Substances 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
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- 229940116362 tragacanth Drugs 0.000 description 1
- 238000013518 transcription Methods 0.000 description 1
- 230000035897 transcription Effects 0.000 description 1
- 230000014616 translation Effects 0.000 description 1
- 125000005106 triarylsilyl group Chemical group 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
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Classifications
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- 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
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- 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
- A61K31/4965—Non-condensed pyrazines
- A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
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- A—HUMAN NECESSITIES
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- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
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- A—HUMAN NECESSITIES
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- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A—HUMAN NECESSITIES
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- 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
- C07D401/12—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 chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
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- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
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- General Health & Medical Sciences (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (2)
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| US201962950048P | 2019-12-18 | 2019-12-18 | |
| PCT/IB2020/062070 WO2021124172A1 (en) | 2019-12-18 | 2020-12-16 | 3-(5-methoxy-1-oxoisoindolin-2-yl)piperidine-2,6-dione derivatives and uses thereof |
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| PY2217419A (es) | 2021-03-15 | 2022-09-27 | Novartis Ag | Derivados de pirazolopiridina y sus usos |
| WO2022254362A1 (en) | 2021-06-03 | 2022-12-08 | Novartis Ag | 3-(1-oxoisoindolin-2-yl)piperidine-2,6-dione derivatives and medical uses thereof |
| KR20240053589A (ko) * | 2021-07-30 | 2024-04-24 | 하이노바 파마슈티컬스 인코포레이티드 | 이중 기능성 키메라 헤테로 고리 화합물 및 이의 안드로겐 수용체 분해제로서의 용도 |
| KR20240123836A (ko) * | 2021-12-22 | 2024-08-14 | 길리애드 사이언시즈, 인코포레이티드 | 이카로스 아연 핑거 패밀리 분해제 및 이의 용도 |
| EP4612128A4 (en) | 2022-11-04 | 2025-09-10 | Bristol Myers Squibb Co | COMPOUNDS AND THEIR USE FOR THE TREATMENT OF HEMOGLOBINOPATHIES |
| WO2024140638A1 (zh) * | 2022-12-27 | 2024-07-04 | 标新生物医药科技(上海)有限公司 | 基于硫/氧取代戊二酰亚胺基异吲哚啉酮骨架的化合物及其应用 |
| CN115959976A (zh) * | 2022-12-30 | 2023-04-14 | 安徽诺全药业有限公司 | 一种甲氧基取代双环戊烷衍生物的制备方法 |
| WO2024255810A1 (en) * | 2023-06-15 | 2024-12-19 | Hangzhou Glubio Pharmaceutical Co., Ltd | Dihydropyrimidine-2, 4 (1h, 3h) -dione-containing polycyclic derivatives and pharmaceutical composition thereof, preparation method thereof and use thereof |
| WO2025076285A1 (en) * | 2023-10-06 | 2025-04-10 | Delphia Therapeutics, Inc. | Compounds, pharmaceutical compositions thereof, and methods of using the same |
| TW202542165A (zh) | 2023-12-19 | 2025-11-01 | 瑞士商愛杜西亞製藥有限公司 | 大環食慾素激動劑 |
| WO2025137613A1 (en) * | 2023-12-22 | 2025-06-26 | Ganymede Oncology, Inc. | Cycloalkylene nrf2 protein degraders |
| US12565492B2 (en) | 2024-08-09 | 2026-03-03 | Triana Biomedicines, Inc. | Anaplastic Lymphoma Kinase (ALK) degraders and uses thereof |
| CN120717945A (zh) * | 2025-08-15 | 2025-09-30 | 泰迩生物医药泰州有限公司 | 一种(2r,4s)-n-boc-4-羟基哌啶-2-甲酸甲酯的合成方法 |
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| US6506559B1 (en) | 1997-12-23 | 2003-01-14 | Carnegie Institute Of Washington | Genetic inhibition by double-stranded RNA |
| AUPP249298A0 (en) | 1998-03-20 | 1998-04-23 | Ag-Gene Australia Limited | Synthetic genes and genetic constructs comprising same I |
| GB9827152D0 (en) | 1998-07-03 | 1999-02-03 | Devgen Nv | Characterisation of gene function using double stranded rna inhibition |
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