RU2008112221A - Соединения ряда изоиндолимидов, их композиции и способы применения - Google Patents
Соединения ряда изоиндолимидов, их композиции и способы применения Download PDFInfo
- Publication number
- RU2008112221A RU2008112221A RU2008112221/04A RU2008112221A RU2008112221A RU 2008112221 A RU2008112221 A RU 2008112221A RU 2008112221/04 A RU2008112221/04 A RU 2008112221/04A RU 2008112221 A RU2008112221 A RU 2008112221A RU 2008112221 A RU2008112221 A RU 2008112221A
- Authority
- RU
- Russia
- Prior art keywords
- dioxopiperidin
- isoindol
- dihydro
- ylmethyl
- dioxo
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract 41
- 238000000034 method Methods 0.000 title claims 4
- 239000000203 mixture Substances 0.000 title claims 2
- 150000003839 salts Chemical class 0.000 claims abstract 33
- 239000012453 solvate Substances 0.000 claims abstract 32
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract 26
- 229910052736 halogen Inorganic materials 0.000 claims abstract 19
- 150000002367 halogens Chemical group 0.000 claims abstract 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 12
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 11
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 8
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 6
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 6
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract 5
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims abstract 5
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims abstract 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract 4
- 125000003118 aryl group Chemical group 0.000 claims abstract 3
- 125000005843 halogen group Chemical group 0.000 claims abstract 3
- 125000006528 (C2-C6) alkyl group Chemical group 0.000 claims abstract 2
- 125000005037 alkyl phenyl group Chemical group 0.000 claims abstract 2
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 2
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 2
- PKPFTQJXZQDMCJ-UHFFFAOYSA-N 2-(2,6-dioxopiperidin-3-yl)-4-(3-hydroxy-4-methoxyanilino)isoindole-1,3-dione Chemical compound C1=C(O)C(OC)=CC=C1NC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O PKPFTQJXZQDMCJ-UHFFFAOYSA-N 0.000 claims description 2
- MFTGPBBTIJJBRR-UHFFFAOYSA-N 2-(2,6-dioxopiperidin-3-yl)-4-[4-(2-morpholin-4-ylethoxy)anilino]isoindole-1,3-dione Chemical compound O=C1C(C(=CC=C2)NC=3C=CC(OCCN4CCOCC4)=CC=3)=C2C(=O)N1C1CCC(=O)NC1=O MFTGPBBTIJJBRR-UHFFFAOYSA-N 0.000 claims description 2
- WJXROABCSGSUHM-UHFFFAOYSA-N 3,4-dichloro-n-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]benzamide Chemical compound C1=C(Cl)C(Cl)=CC=C1C(=O)NCC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O WJXROABCSGSUHM-UHFFFAOYSA-N 0.000 claims description 2
- FMSAGEBGPVOGMC-UHFFFAOYSA-N 4-[4-[2-(dimethylamino)ethoxy]-2-methoxyanilino]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione Chemical compound COC1=CC(OCCN(C)C)=CC=C1NC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O FMSAGEBGPVOGMC-UHFFFAOYSA-N 0.000 claims description 2
- QVDCYXUXNJDAEB-UHFFFAOYSA-N n-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-3,4-difluorobenzamide Chemical compound C1=C(F)C(F)=CC=C1C(=O)NCC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O QVDCYXUXNJDAEB-UHFFFAOYSA-N 0.000 claims description 2
- -1 [2- (2,6-dioxopiperidin-3-yl) -1-oxo-2,3-dihydro-1H-isoindol-4-ylmethyl] furan-2-carboxylic acid amide Chemical compound 0.000 claims 26
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 10
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 9
- 208000035475 disorder Diseases 0.000 claims 8
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 4
- 239000002552 dosage form Substances 0.000 claims 4
- 125000001624 naphthyl group Chemical group 0.000 claims 3
- 125000006529 (C3-C6) alkyl group Chemical group 0.000 claims 2
- BOGDMPVDCOPYTP-UHFFFAOYSA-N 2-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]amino]-n-methylacetamide Chemical compound O=C1C=2C(NCC(=O)NC)=CC=CC=2C(=O)N1C1CCC(=O)NC1=O BOGDMPVDCOPYTP-UHFFFAOYSA-N 0.000 claims 2
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical group C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- JTRZLJRTWPSEMO-UHFFFAOYSA-N n-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-2-thiophen-2-ylacetamide Chemical compound C=1C=CC=2C(=O)N(C3C(NC(=O)CC3)=O)C(=O)C=2C=1CNC(=O)CC1=CC=CS1 JTRZLJRTWPSEMO-UHFFFAOYSA-N 0.000 claims 2
- XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical group N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 claims 2
- 229930192474 thiophene Natural products 0.000 claims 2
- 125000006526 (C1-C2) alkyl group Chemical group 0.000 claims 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- DBEDILYRSLIYIW-UHFFFAOYSA-N 1-(1,3-benzodioxol-5-yl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]urea Chemical compound C=1C=C2OCOC2=CC=1NC(=O)NCC(C=1C2=O)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O DBEDILYRSLIYIW-UHFFFAOYSA-N 0.000 claims 1
- WZCFLLDUFVTHEH-UHFFFAOYSA-N 1-(3,4-dichlorophenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]urea Chemical compound C1=C(Cl)C(Cl)=CC=C1NC(=O)NCC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O WZCFLLDUFVTHEH-UHFFFAOYSA-N 0.000 claims 1
- KFNLIHFPFQAZBA-UHFFFAOYSA-N 1-(3,4-dichlorophenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]urea Chemical compound C1=C(Cl)C(Cl)=CC=C1NC(=O)NCC1=CC=CC2=C1CN(C1C(NC(=O)CC1)=O)C2=O KFNLIHFPFQAZBA-UHFFFAOYSA-N 0.000 claims 1
- LEJTYTWAJQOBLI-UHFFFAOYSA-N 1-(3,4-dimethylphenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]urea Chemical compound C1=C(C)C(C)=CC=C1NC(=O)NCC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O LEJTYTWAJQOBLI-UHFFFAOYSA-N 0.000 claims 1
- MPXNILDVBMGMLE-UHFFFAOYSA-N 1-(3,4-dimethylphenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]urea Chemical compound C1=C(C)C(C)=CC=C1NC(=O)NCC1=CC=CC2=C1CN(C1C(NC(=O)CC1)=O)C2=O MPXNILDVBMGMLE-UHFFFAOYSA-N 0.000 claims 1
- IMRZNKKFBJZQLI-UHFFFAOYSA-N 1-(3-chloro-4-methylphenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]urea Chemical compound C1=C(Cl)C(C)=CC=C1NC(=O)NCC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O IMRZNKKFBJZQLI-UHFFFAOYSA-N 0.000 claims 1
- QDHHVGHQYFUSIF-UHFFFAOYSA-N 1-(3-chloro-4-methylphenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]urea Chemical compound C1=C(Cl)C(C)=CC=C1NC(=O)NCC1=CC=CC2=C1CN(C1C(NC(=O)CC1)=O)C2=O QDHHVGHQYFUSIF-UHFFFAOYSA-N 0.000 claims 1
- HUDNPKXYGKFYNW-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]urea Chemical compound ClC1=CC=CC(NC(=O)NCC=2C=3C(=O)N(C4C(NC(=O)CC4)=O)C(=O)C=3C=CC=2)=C1 HUDNPKXYGKFYNW-UHFFFAOYSA-N 0.000 claims 1
- NQWIUPXEQAAVLK-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]urea Chemical compound ClC1=CC=CC(NC(=O)NCC=2C=3CN(C(=O)C=3C=CC=2)C2C(NC(=O)CC2)=O)=C1 NQWIUPXEQAAVLK-UHFFFAOYSA-N 0.000 claims 1
- CZBATVKQYBXGJG-UHFFFAOYSA-N 1-(3-cyanophenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]urea Chemical compound C=1C=CC(C#N)=CC=1NC(=O)NCC(C=1C2=O)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O CZBATVKQYBXGJG-UHFFFAOYSA-N 0.000 claims 1
- QXECHPGBLXNRFW-UHFFFAOYSA-N 1-(3-cyanophenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]urea Chemical compound C=1C=CC(C#N)=CC=1NC(=O)NCC(C=1C2)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O QXECHPGBLXNRFW-UHFFFAOYSA-N 0.000 claims 1
- NDZFTGPJNFRMGE-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]urea Chemical compound C1=CC(Cl)=CC=C1NC(=O)NCC1=CC=CC2=C1CN(C1C(NC(=O)CC1)=O)C2=O NDZFTGPJNFRMGE-UHFFFAOYSA-N 0.000 claims 1
- IRGUABXSFDEVAP-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-3-(2-methoxyphenyl)urea Chemical compound COC1=CC=CC=C1NC(=O)NCC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O IRGUABXSFDEVAP-UHFFFAOYSA-N 0.000 claims 1
- JTBYOUYITAKJNB-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-3-(2-methylphenyl)urea Chemical compound CC1=CC=CC=C1NC(=O)NCC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O JTBYOUYITAKJNB-UHFFFAOYSA-N 0.000 claims 1
- GUIOIELEBCCIGK-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-3-(3-methoxyphenyl)urea Chemical compound COC1=CC=CC(NC(=O)NCC=2C=3C(=O)N(C4C(NC(=O)CC4)=O)C(=O)C=3C=CC=2)=C1 GUIOIELEBCCIGK-UHFFFAOYSA-N 0.000 claims 1
- COLOKVUIVSZCDK-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-3-(3-methylphenyl)urea Chemical compound CC1=CC=CC(NC(=O)NCC=2C=3C(=O)N(C4C(NC(=O)CC4)=O)C(=O)C=3C=CC=2)=C1 COLOKVUIVSZCDK-UHFFFAOYSA-N 0.000 claims 1
- CYLKLJIJQCOIOV-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-3-(4-methoxyphenyl)urea Chemical compound C1=CC(OC)=CC=C1NC(=O)NCC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O CYLKLJIJQCOIOV-UHFFFAOYSA-N 0.000 claims 1
- DNTBNFJUYZGVFN-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-3-(4-methylphenyl)urea Chemical compound C1=CC(C)=CC=C1NC(=O)NCC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O DNTBNFJUYZGVFN-UHFFFAOYSA-N 0.000 claims 1
- GLMYXOWULMTADC-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-3-naphthalen-1-ylurea Chemical compound C=1C=CC2=CC=CC=C2C=1NC(=O)NCC(C=1C2=O)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O GLMYXOWULMTADC-UHFFFAOYSA-N 0.000 claims 1
- LPYSLVJAVQDUHX-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-3-naphthalen-2-ylurea Chemical compound C=1C=C2C=CC=CC2=CC=1NC(=O)NCC(C=1C2=O)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O LPYSLVJAVQDUHX-UHFFFAOYSA-N 0.000 claims 1
- LSOUTIBZIHOBDA-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]-3-pyridin-2-ylurea Chemical compound C=1C=CC=NC=1NC(=O)NCC(C=1C2=O)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O LSOUTIBZIHOBDA-UHFFFAOYSA-N 0.000 claims 1
- CXHNAOZWAIXLHQ-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]-3-(2-methoxyphenyl)urea Chemical compound COC1=CC=CC=C1NC(=O)NCC1=CC=CC2=C1CN(C1C(NC(=O)CC1)=O)C2=O CXHNAOZWAIXLHQ-UHFFFAOYSA-N 0.000 claims 1
- PXFDDGACHUAIPS-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]-3-(3-methoxyphenyl)urea Chemical compound COC1=CC=CC(NC(=O)NCC=2C=3CN(C(=O)C=3C=CC=2)C2C(NC(=O)CC2)=O)=C1 PXFDDGACHUAIPS-UHFFFAOYSA-N 0.000 claims 1
- CMISAXSRPDDAFW-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]-3-(4-methoxyphenyl)urea Chemical compound C1=CC(OC)=CC=C1NC(=O)NCC1=CC=CC2=C1CN(C1C(NC(=O)CC1)=O)C2=O CMISAXSRPDDAFW-UHFFFAOYSA-N 0.000 claims 1
- CHXJENCPRXMXSA-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]-3-naphthalen-1-ylurea Chemical compound C=1C=CC2=CC=CC=C2C=1NC(=O)NCC(C=1C2)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O CHXJENCPRXMXSA-UHFFFAOYSA-N 0.000 claims 1
- ZINYZHJJCWLLPR-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]-3-naphthalen-2-ylurea Chemical compound C=1C=C2C=CC=CC2=CC=1NC(=O)NCC(C=1C2)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O ZINYZHJJCWLLPR-UHFFFAOYSA-N 0.000 claims 1
- MPFAPXMBTNMGFS-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]-3-phenylurea Chemical compound C=1C=CC=CC=1NC(=O)NCC(C=1C2)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O MPFAPXMBTNMGFS-UHFFFAOYSA-N 0.000 claims 1
- DTKADAOJXGQQKX-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]-3-propylurea Chemical compound C1C=2C(CNC(=O)NCCC)=CC=CC=2C(=O)N1C1CCC(=O)NC1=O DTKADAOJXGQQKX-UHFFFAOYSA-N 0.000 claims 1
- KJZUNTFZLZQYOE-UHFFFAOYSA-N 1-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]-3-pyridin-3-ylurea Chemical compound C=1C=CN=CC=1NC(=O)NCC(C=1C2)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O KJZUNTFZLZQYOE-UHFFFAOYSA-N 0.000 claims 1
- LPYNIXUWYVYZOW-UHFFFAOYSA-N 1-benzyl-3-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]urea Chemical compound C=1C=CC=2C(=O)N(C3C(NC(=O)CC3)=O)CC=2C=1CNC(=O)NCC1=CC=CC=C1 LPYNIXUWYVYZOW-UHFFFAOYSA-N 0.000 claims 1
- AQRVRELWUJJSAG-UHFFFAOYSA-N 1-cyclohexyl-3-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]thiourea Chemical compound O=C1N(C2C(NC(=O)CC2)=O)CC2=C1C=CC=C2CNC(=S)NC1CCCCC1 AQRVRELWUJJSAG-UHFFFAOYSA-N 0.000 claims 1
- FKSWKJPUVVSJFZ-UHFFFAOYSA-N 1-cyclohexyl-3-[[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3h-isoindol-4-yl]methyl]urea Chemical compound C1CCCCC1NC(=O)NCC(C=1C2)=CC=CC=1C(=O)N2C1CCC(=O)NC1=O FKSWKJPUVVSJFZ-UHFFFAOYSA-N 0.000 claims 1
- JPZQLTSRYXXVQS-UHFFFAOYSA-N 1-ethyl-3-[[2-(3-methyl-2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]urea Chemical compound O=C1C=2C(CNC(=O)NCC)=CC=CC=2C(=O)N1C1(C)CCC(=O)NC1=O JPZQLTSRYXXVQS-UHFFFAOYSA-N 0.000 claims 1
- VFHUJFBEFDVZPJ-UHFFFAOYSA-N 1h-indole-2-carboxamide Chemical compound C1=CC=C2NC(C(=O)N)=CC2=C1 VFHUJFBEFDVZPJ-UHFFFAOYSA-N 0.000 claims 1
- BYRUVXQNSXJUJZ-UHFFFAOYSA-N 2-(2,5-dimethyl-1,3-thiazol-4-yl)-n-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]acetamide Chemical compound S1C(C)=NC(CC(=O)NCC=2C=3C(=O)N(C4C(NC(=O)CC4)=O)C(=O)C=3C=CC=2)=C1C BYRUVXQNSXJUJZ-UHFFFAOYSA-N 0.000 claims 1
- CUDVEJXHGIXXOY-UHFFFAOYSA-N 2-(2,5-dimethylfuran-3-yl)-n-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]methyl]acetamide Chemical compound O1C(C)=CC(CC(=O)NCC=2C=3C(=O)N(C4C(NC(=O)CC4)=O)C(=O)C=3C=CC=2)=C1C CUDVEJXHGIXXOY-UHFFFAOYSA-N 0.000 claims 1
- SXLYKJMWADRDAY-UHFFFAOYSA-N 2-(2,6-dioxopiperidin-3-yl)-4-(1-methoxypropan-2-ylamino)isoindole-1,3-dione Chemical compound O=C1C=2C(NC(C)COC)=CC=CC=2C(=O)N1C1CCC(=O)NC1=O SXLYKJMWADRDAY-UHFFFAOYSA-N 0.000 claims 1
- IOXASHGLQAZTEW-UHFFFAOYSA-N 2-(2,6-dioxopiperidin-3-yl)-4-(2-methoxyanilino)isoindole-1,3-dione Chemical compound COC1=CC=CC=C1NC1=CC=CC2=C1C(=O)N(C1C(NC(=O)CC1)=O)C2=O IOXASHGLQAZTEW-UHFFFAOYSA-N 0.000 claims 1
- AJYRCMQAFQIXPW-UHFFFAOYSA-N 2-(2,6-dioxopiperidin-3-yl)-4-(2-phenoxyanilino)isoindole-1,3-dione Chemical compound O=C1C(C(=CC=C2)NC=3C(=CC=CC=3)OC=3C=CC=CC=3)=C2C(=O)N1C1CCC(=O)NC1=O AJYRCMQAFQIXPW-UHFFFAOYSA-N 0.000 claims 1
- SUMYYYWWZRSYJQ-UHFFFAOYSA-N 2-(2,6-dioxopiperidin-3-yl)-4-(3-ethoxy-4-methoxyanilino)isoindole-1,3-dione Chemical compound C1=C(OC)C(OCC)=CC(NC=2C=3C(=O)N(C4C(NC(=O)CC4)=O)C(=O)C=3C=CC=2)=C1 SUMYYYWWZRSYJQ-UHFFFAOYSA-N 0.000 claims 1
- XRDUMBOYKDHGSQ-UHFFFAOYSA-N 2-(2,6-dioxopiperidin-3-yl)-4-(3-methoxyanilino)isoindole-1,3-dione Chemical compound COC1=CC=CC(NC=2C=3C(=O)N(C4C(NC(=O)CC4)=O)C(=O)C=3C=CC=2)=C1 XRDUMBOYKDHGSQ-UHFFFAOYSA-N 0.000 claims 1
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- VKIZCHXSFAURCT-UHFFFAOYSA-N O=C(c1cc(Cl)cnc1Cl)NCc1cccc(C(N2C(CCC(N3)=O)C3=O)=O)c1C2=O Chemical compound O=C(c1cc(Cl)cnc1Cl)NCc1cccc(C(N2C(CCC(N3)=O)C3=O)=O)c1C2=O VKIZCHXSFAURCT-UHFFFAOYSA-N 0.000 description 1
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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
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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
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- C—CHEMISTRY; METALLURGY
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- 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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- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
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- 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
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| RU2695521C2 (ru) * | 2014-10-30 | 2019-07-23 | Канпу Биофармасьютикалс, Лтд. | Производное изоиндолина, промежуточный продукт, способ получения, фармацевтическая композиция и ее применение |
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| AU2006285144A1 (en) | 2007-03-08 |
| BRPI0614995A2 (pt) | 2010-01-12 |
| EP1919892A2 (en) | 2008-05-14 |
| JP5578785B2 (ja) | 2014-08-27 |
| ZA200802490B (en) | 2009-10-28 |
| CA2620085A1 (en) | 2007-03-08 |
| PA8693101A1 (es) | 2009-05-15 |
| PE20070541A1 (es) | 2007-08-10 |
| GT200600398A (es) | 2007-05-15 |
| CA2822094A1 (en) | 2007-03-08 |
| AR055150A1 (es) | 2007-08-08 |
| WO2007027527A2 (en) | 2007-03-08 |
| ECSP088332A (es) | 2008-04-28 |
| IL189795A0 (en) | 2008-08-07 |
| TW200745078A (en) | 2007-12-16 |
| US20070049618A1 (en) | 2007-03-01 |
| CN101291924A (zh) | 2008-10-22 |
| CA2822094C (en) | 2015-10-27 |
| CA2620085C (en) | 2016-07-12 |
| ES2434946T3 (es) | 2013-12-18 |
| NO20081554L (no) | 2008-06-02 |
| JP2009506117A (ja) | 2009-02-12 |
| MX2008002765A (es) | 2008-04-07 |
| US20110144158A1 (en) | 2011-06-16 |
| DOP2006000193A (es) | 2007-05-31 |
| CR9772A (es) | 2008-07-24 |
| UA91560C2 (ru) | 2010-08-10 |
| CA2899923A1 (en) | 2007-03-08 |
| US8481568B2 (en) | 2013-07-09 |
| EP1919892B1 (en) | 2013-08-14 |
| WO2007027527A3 (en) | 2007-05-24 |
| KR20080042158A (ko) | 2008-05-14 |
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