JP2013512953A5 - - Google Patents
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- JP2013512953A5 JP2013512953A5 JP2012543150A JP2012543150A JP2013512953A5 JP 2013512953 A5 JP2013512953 A5 JP 2013512953A5 JP 2012543150 A JP2012543150 A JP 2012543150A JP 2012543150 A JP2012543150 A JP 2012543150A JP 2013512953 A5 JP2013512953 A5 JP 2013512953A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- carboxamide
- oxo
- pyrrolo
- tetrahydro
- 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.)
- Granted
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- 229910052799 carbon Inorganic materials 0.000 claims 27
- -1 benzoimidazolyl Chemical group 0.000 claims 19
- 150000001875 compounds Chemical class 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 14
- 125000001072 heteroaryl group Chemical group 0.000 claims 13
- 125000000217 alkyl group Chemical group 0.000 claims 12
- 125000004432 carbon atom Chemical group C* 0.000 claims 10
- 125000002883 imidazolyl group Chemical group 0.000 claims 10
- 125000001424 substituent group Chemical group 0.000 claims 10
- 125000003118 aryl group Chemical group 0.000 claims 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 125000000842 isoxazolyl group Chemical group 0.000 claims 8
- 125000003226 pyrazolyl group Chemical group 0.000 claims 8
- 125000004076 pyridyl group Chemical group 0.000 claims 8
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 8
- 125000000335 thiazolyl group Chemical group 0.000 claims 7
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 5
- 125000004857 imidazopyridinyl group Chemical group N1C(=NC2=C1C=CC=N2)* 0.000 claims 5
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 4
- DZTKXKYLNSLJPQ-UHFFFAOYSA-N 1H-pyrrolo[1,2-a]pyrazine-2-carboxamide Chemical compound C1C=2N(C=CN1C(=O)N)C=CC=2 DZTKXKYLNSLJPQ-UHFFFAOYSA-N 0.000 claims 4
- 125000002541 furyl group Chemical group 0.000 claims 4
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 4
- 125000002971 oxazolyl group Chemical group 0.000 claims 4
- 125000002098 pyridazinyl group Chemical group 0.000 claims 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 4
- 125000000168 pyrrolyl group Chemical group 0.000 claims 4
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 4
- 125000001544 thienyl group Chemical group 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 101000945090 Homo sapiens Ribosomal protein S6 kinase alpha-3 Proteins 0.000 claims 2
- 102100033643 Ribosomal protein S6 kinase alpha-3 Human genes 0.000 claims 2
- 230000001105 regulatory effect Effects 0.000 claims 2
- UHXBEOZTLFAXRQ-LSDHHAIUSA-N (8s,9r)-n-(1-benzylpyrazol-4-yl)-8,9-dimethyl-6-oxo-8,9-dihydro-7h-pyrido[3,4]pyrrolo[3,5-b]pyrazine-2-carboxamide Chemical compound N([C@H]([C@H](N1C2=N3)C)C)C(=O)C1=CC2=CC=C3C(=O)NC(=C1)C=NN1CC1=CC=CC=C1 UHXBEOZTLFAXRQ-LSDHHAIUSA-N 0.000 claims 1
- CSFFHTKDUCGKJD-QWHCGFSZSA-N (8s,9r)-n-(1-ethylbenzimidazol-2-yl)-8,9-dimethyl-6-oxo-8,9-dihydro-7h-pyrido[3,4]pyrrolo[3,5-b]pyrazine-2-carboxamide Chemical compound C1=CC=C2N(CC)C(NC(=O)C=3N=C4N5[C@H](C)[C@H](C)NC(=O)C5=CC4=CC=3)=NC2=C1 CSFFHTKDUCGKJD-QWHCGFSZSA-N 0.000 claims 1
- UHXBEOZTLFAXRQ-GJZGRUSLSA-N (8s,9s)-n-(1-benzylpyrazol-4-yl)-8,9-dimethyl-6-oxo-8,9-dihydro-7h-pyrido[3,4]pyrrolo[3,5-b]pyrazine-2-carboxamide Chemical compound N([C@H]([C@@H](N1C2=N3)C)C)C(=O)C1=CC2=CC=C3C(=O)NC(=C1)C=NN1CC1=CC=CC=C1 UHXBEOZTLFAXRQ-GJZGRUSLSA-N 0.000 claims 1
- MOAVQHGMQJPAOO-GFCCVEGCSA-N (9r)-9-methyl-6-oxo-n-(1-propan-2-ylpyrazolo[3,4-b]pyridin-5-yl)-8,9-dihydro-7h-pyrido[3,4]pyrrolo[3,5-b]pyrazine-2-carboxamide Chemical compound O=C1NC[C@@H](C)N2C3=NC(C(=O)NC=4C=C5C=NN(C5=NC=4)C(C)C)=CC=C3C=C21 MOAVQHGMQJPAOO-GFCCVEGCSA-N 0.000 claims 1
- GNBSFKOHIIYQLM-GFCCVEGCSA-N (9r)-9-methyl-6-oxo-n-quinolin-3-yl-8,9-dihydro-7h-pyrido[3,4]pyrrolo[3,5-b]pyrazine-2-carboxamide Chemical compound C1=CC=CC2=CC(NC(=O)C3=CC=C4C=C5C(=O)NC[C@H](N5C4=N3)C)=CN=C21 GNBSFKOHIIYQLM-GFCCVEGCSA-N 0.000 claims 1
- GRKDQSJJVVIXFN-CQSZACIVSA-N (9r)-n-(1-benzylpyrazol-4-yl)-9-methyl-6-oxo-8,9-dihydro-7h-pyrido[3,4]pyrrolo[3,5-b]pyrazine-2-carboxamide Chemical compound C([C@H](N1C2=N3)C)NC(=O)C1=CC2=CC=C3C(=O)NC(=C1)C=NN1CC1=CC=CC=C1 GRKDQSJJVVIXFN-CQSZACIVSA-N 0.000 claims 1
- GRKDQSJJVVIXFN-AWEZNQCLSA-N (9s)-n-(1-benzylpyrazol-4-yl)-9-methyl-6-oxo-8,9-dihydro-7h-pyrido[3,4]pyrrolo[3,5-b]pyrazine-2-carboxamide Chemical compound C([C@@H](N1C2=N3)C)NC(=O)C1=CC2=CC=C3C(=O)NC(=C1)C=NN1CC1=CC=CC=C1 GRKDQSJJVVIXFN-AWEZNQCLSA-N 0.000 claims 1
- TWUMJNHHODMHNL-UHFFFAOYSA-N 1-oxo-n-(1-propan-2-ylbenzimidazol-2-yl)-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]benzimidazole-8-carboxamide Chemical compound O=C1NCCCN2C3=CC(C(=O)NC=4N(C5=CC=CC=C5N=4)C(C)C)=CC=C3N=C21 TWUMJNHHODMHNL-UHFFFAOYSA-N 0.000 claims 1
- YBDVSJKTAWTRHQ-UHFFFAOYSA-N 10-methyl-6-oxo-n-(1-propan-2-ylpyrazolo[3,4-b]pyridin-5-yl)-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound O=C1NCCC(C)N2C3=NC(C(=O)NC=4C=C5C=NN(C5=NC=4)C(C)C)=CC=C3C=C21 YBDVSJKTAWTRHQ-UHFFFAOYSA-N 0.000 claims 1
- GXLSDFNOALILGU-UHFFFAOYSA-N 10-methyl-6-oxo-n-[1-(oxolan-3-ylmethyl)pyrazolo[3,4-b]pyridin-5-yl]-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound N1=C2N3C(C)CCNC(=O)C3=CC2=CC=C1C(=O)NC(C=C1C=N2)=CN=C1N2CC1CCOC1 GXLSDFNOALILGU-UHFFFAOYSA-N 0.000 claims 1
- BYNSQSZIQPYTMV-UHFFFAOYSA-N 10-methyl-6-oxo-n-[1-(pyridin-4-ylmethyl)pyrazol-4-yl]-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound N1=C2N3C(C)CCNC(=O)C3=CC2=CC=C1C(=O)NC(=C1)C=NN1CC1=CC=NC=C1 BYNSQSZIQPYTMV-UHFFFAOYSA-N 0.000 claims 1
- IEWJUSIVLMUWOD-UHFFFAOYSA-N 10-methyl-n-(1-methylpyrazol-4-yl)-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound N1=C2N3C(C)CCNC(=O)C3=CC2=CC=C1C(=O)NC=1C=NN(C)C=1 IEWJUSIVLMUWOD-UHFFFAOYSA-N 0.000 claims 1
- NVVCEADQXFTDLA-UHFFFAOYSA-N 10-methyl-n-(5-methyl-1,2-oxazol-3-yl)-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound N1=C2N3C(C)CCNC(=O)C3=CC2=CC=C1C(=O)NC=1C=C(C)ON=1 NVVCEADQXFTDLA-UHFFFAOYSA-N 0.000 claims 1
- HHBAYTAFBOSZPX-UHFFFAOYSA-N 10-methyl-n-[1-(oxan-4-yl)pyrazolo[3,4-b]pyridin-5-yl]-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound N1=C2N3C(C)CCNC(=O)C3=CC2=CC=C1C(=O)NC(C=C1C=N2)=CN=C1N2C1CCOCC1 HHBAYTAFBOSZPX-UHFFFAOYSA-N 0.000 claims 1
- NKFLILRWLQVQCU-UHFFFAOYSA-N 1h-1,4-diazepine-2-carboxamide Chemical compound NC(=O)C1=CN=CC=CN1 NKFLILRWLQVQCU-UHFFFAOYSA-N 0.000 claims 1
- XPXROBNEPUYDHT-UHFFFAOYSA-N 5,5-dimethyl-1-oxo-n-(1-propan-2-ylbenzimidazol-2-yl)-3,4-dihydro-2h-[1,4]diazepino[1,2-a]benzimidazole-8-carboxamide Chemical compound O=C1NCCC(C)(C)N2C3=CC(C(=O)NC=4N(C5=CC=CC=C5N=4)C(C)C)=CC=C3N=C21 XPXROBNEPUYDHT-UHFFFAOYSA-N 0.000 claims 1
- KSLDAMNDQVGQHI-UHFFFAOYSA-N 6-oxo-n-(1-propan-2-ylpyrazolo[3,4-b]pyridin-5-yl)-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound O=C1NCCCN2C3=NC(C(=O)NC=4C=C5C=NN(C5=NC=4)C(C)C)=CC=C3C=C21 KSLDAMNDQVGQHI-UHFFFAOYSA-N 0.000 claims 1
- DPQHQAXUONFMQP-UHFFFAOYSA-N 6-oxo-n-[1-(oxolan-3-ylmethyl)pyrazolo[3,4-b]pyridin-5-yl]-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound C=1C=C2C=C3C(=O)NCCCN3C2=NC=1C(=O)NC(C=C1C=N2)=CN=C1N2CC1CCOC1 DPQHQAXUONFMQP-UHFFFAOYSA-N 0.000 claims 1
- CTPVTASKZQBESS-UHFFFAOYSA-N 6-oxo-n-quinolin-3-yl-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound O=C1NCCCN2C3=NC(C(NC=4C=C5C=CC=CC5=NC=4)=O)=CC=C3C=C21 CTPVTASKZQBESS-UHFFFAOYSA-N 0.000 claims 1
- HIYHAWWDKKWHQY-UHFFFAOYSA-N 9,9-dimethyl-n-(1-methylpyrazol-4-yl)-6-oxo-8,10-dihydro-7h-pyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound C1=NN(C)C=C1NC(=O)C1=CC=C(C=C2N3CC(C)(C)CNC2=O)C3=N1 HIYHAWWDKKWHQY-UHFFFAOYSA-N 0.000 claims 1
- XSSZBQFGRSGRTN-UHFFFAOYSA-N 9-methyl-6-oxo-n-pyridin-3-yl-8,9-dihydro-7h-pyrido[3,4]pyrrolo[3,5-b]pyrazine-2-carboxamide Chemical compound N1=C2N3C(C)CNC(=O)C3=CC2=CC=C1C(=O)NC1=CC=CN=C1 XSSZBQFGRSGRTN-UHFFFAOYSA-N 0.000 claims 1
- 208000024172 Cardiovascular disease Diseases 0.000 claims 1
- 208000008839 Kidney Neoplasms Diseases 0.000 claims 1
- 208000019693 Lung disease Diseases 0.000 claims 1
- 206010038389 Renal cancer Diseases 0.000 claims 1
- 208000026935 allergic disease Diseases 0.000 claims 1
- 150000003857 carboxamides Chemical class 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 230000003176 fibrotic effect Effects 0.000 claims 1
- 125000001041 indolyl group Chemical group 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 201000010982 kidney cancer Diseases 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- VHYKGAUCYCNUBF-UHFFFAOYSA-N n-(1-benzylpyrazol-4-yl)-10-methyl-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound N1=C2N3C(C)CCNC(=O)C3=CC2=CC=C1C(=O)NC(=C1)C=NN1CC1=CC=CC=C1 VHYKGAUCYCNUBF-UHFFFAOYSA-N 0.000 claims 1
- FVUHABBLIJXZMN-UHFFFAOYSA-N n-(1-benzylpyrazol-4-yl)-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound C=1C=C2C=C3C(=O)NCCCN3C2=NC=1C(=O)NC(=C1)C=NN1CC1=CC=CC=C1 FVUHABBLIJXZMN-UHFFFAOYSA-N 0.000 claims 1
- MISDLVFAYWWZLG-UHFFFAOYSA-N n-(1-benzylpyrazol-4-yl)-9,9-dimethyl-6-oxo-8,10-dihydro-7h-pyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound N1=C2N3CC(C)(C)CNC(=O)C3=CC2=CC=C1C(=O)NC(=C1)C=NN1CC1=CC=CC=C1 MISDLVFAYWWZLG-UHFFFAOYSA-N 0.000 claims 1
- JSMQKJNGBBRBMO-UHFFFAOYSA-N n-(1-ethylbenzimidazol-2-yl)-10-methyl-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound O=C1NCCC(C)N2C3=NC(C(=O)NC=4N(C5=CC=CC=C5N=4)CC)=CC=C3C=C21 JSMQKJNGBBRBMO-UHFFFAOYSA-N 0.000 claims 1
- VGBPXKNBWHOARX-UHFFFAOYSA-N n-(1-methylpyrazol-4-yl)-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound C1=NN(C)C=C1NC(=O)C1=CC=C(C=C2N3CCCNC2=O)C3=N1 VGBPXKNBWHOARX-UHFFFAOYSA-N 0.000 claims 1
- IIDUHZAGWFEQBW-UHFFFAOYSA-N n-(1-tert-butylpyrazol-4-yl)-10-methyl-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound N1=C2N3C(C)CCNC(=O)C3=CC2=CC=C1C(=O)NC=1C=NN(C(C)(C)C)C=1 IIDUHZAGWFEQBW-UHFFFAOYSA-N 0.000 claims 1
- BLIQORTUYKIMFR-UHFFFAOYSA-N n-(1-tert-butylpyrazol-4-yl)-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound C1=NN(C(C)(C)C)C=C1NC(=O)C1=CC=C(C=C2N3CCCNC2=O)C3=N1 BLIQORTUYKIMFR-UHFFFAOYSA-N 0.000 claims 1
- GXOLWQVEFZJSDG-UHFFFAOYSA-N n-(2-carbamoylphenyl)-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound NC(=O)C1=CC=CC=C1NC(=O)C1=CC=C(C=C2N3CCCNC2=O)C3=N1 GXOLWQVEFZJSDG-UHFFFAOYSA-N 0.000 claims 1
- LPPKYSFULWRWFC-UHFFFAOYSA-N n-(3-benzyl-1,2-oxazol-5-yl)-10-methyl-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound N1=C2N3C(C)CCNC(=O)C3=CC2=CC=C1C(=O)NC(ON=1)=CC=1CC1=CC=CC=C1 LPPKYSFULWRWFC-UHFFFAOYSA-N 0.000 claims 1
- MJQGDJQVIHPYTB-UHFFFAOYSA-N n-(3-benzyl-1,2-oxazol-5-yl)-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound C=1C=C2C=C3C(=O)NCCCN3C2=NC=1C(=O)NC(ON=1)=CC=1CC1=CC=CC=C1 MJQGDJQVIHPYTB-UHFFFAOYSA-N 0.000 claims 1
- JGGFTDCGSPWVHI-UHFFFAOYSA-N n-(3-fluorophenyl)-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound FC1=CC=CC(NC(=O)C=2N=C3N4CCCNC(=O)C4=CC3=CC=2)=C1 JGGFTDCGSPWVHI-UHFFFAOYSA-N 0.000 claims 1
- JKXDDXLLFULDSB-UHFFFAOYSA-N n-(4-methylpyridin-2-yl)-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound CC1=CC=NC(NC(=O)C=2N=C3N4CCCNC(=O)C4=CC3=CC=2)=C1 JKXDDXLLFULDSB-UHFFFAOYSA-N 0.000 claims 1
- AKWFWIHZLMHBGJ-UHFFFAOYSA-N n-(5-benzyl-1,2-oxazol-3-yl)-10-methyl-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound N1=C2N3C(C)CCNC(=O)C3=CC2=CC=C1C(=O)NC(=NO1)C=C1CC1=CC=CC=C1 AKWFWIHZLMHBGJ-UHFFFAOYSA-N 0.000 claims 1
- BEWMLXSGKYXKGS-UHFFFAOYSA-N n-(5-methyl-1,2-oxazol-3-yl)-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound O1C(C)=CC(NC(=O)C=2N=C3N4CCCNC(=O)C4=CC3=CC=2)=N1 BEWMLXSGKYXKGS-UHFFFAOYSA-N 0.000 claims 1
- ZDLIZWHPESZXOR-UHFFFAOYSA-N n-[1-(oxan-4-yl)pyrazolo[3,4-b]pyridin-5-yl]-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound C=1C=C2C=C3C(=O)NCCCN3C2=NC=1C(=O)NC(C=C1C=N2)=CN=C1N2C1CCOCC1 ZDLIZWHPESZXOR-UHFFFAOYSA-N 0.000 claims 1
- XDFUUIPECUWQQZ-UHFFFAOYSA-N n-[6-chloro-4-(morpholin-4-ylmethyl)-1h-benzimidazol-2-yl]-6-oxo-7,8,9,10-tetrahydropyrido[3,4]pyrrolo[3,5-b][1,4]diazepine-2-carboxamide Chemical compound C=12N=C(NC(=O)C=3N=C4N5CCCNC(=O)C5=CC4=CC=3)NC2=CC(Cl)=CC=1CN1CCOCC1 XDFUUIPECUWQQZ-UHFFFAOYSA-N 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26718109P | 2009-12-07 | 2009-12-07 | |
| US61/267,181 | 2009-12-07 | ||
| PCT/US2010/058482 WO2011071725A1 (en) | 2009-12-07 | 2010-12-01 | Heterocyclic compounds containing a pyrrolopyridine or benzimidazole core |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013512953A JP2013512953A (ja) | 2013-04-18 |
| JP2013512953A5 true JP2013512953A5 (enExample) | 2014-01-23 |
| JP5643332B2 JP5643332B2 (ja) | 2014-12-17 |
Family
ID=43446402
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012543150A Active JP5643332B2 (ja) | 2009-12-07 | 2010-12-01 | ピロロピリジンまたはベンゾイミダゾールコアを含有する複素環化合物 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US9073926B2 (enExample) |
| EP (1) | EP2509979B1 (enExample) |
| JP (1) | JP5643332B2 (enExample) |
| WO (1) | WO2011071725A1 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4636847B2 (ja) | 2004-10-13 | 2011-02-23 | 株式会社ロッテ | 全粒粉からなる小麦粉の加工方法及びその加工方法により得られた加工小麦粉並びにその加工小麦粉を使用した食品 |
| EP2509979B1 (en) | 2009-12-07 | 2016-05-25 | Boehringer Ingelheim International GmbH | Heterocyclic compounds containing a pyrrolopyridine or benzimidazole core |
| MX354820B (es) | 2012-03-16 | 2018-03-21 | Vitae Pharmaceuticals Inc | Moduladores del receptor x del higado. |
| AU2013232066B2 (en) | 2012-03-16 | 2017-07-06 | Vitae Pharmaceuticals, Inc. | Liver X receptor modulators |
| CA2880232A1 (en) * | 2012-08-10 | 2014-02-13 | F.Hoffmann-La Roche Ag | Pyrazole carboxamide compounds, compositions and methods of use |
| JP6671276B2 (ja) | 2013-03-27 | 2020-03-25 | セダーズ−シナイ メディカル センター | Ｔｌ１ａ機能および関連するシグナル経路の抑制による線維症および炎症の緩和および回復 |
| SG10202000191YA (en) | 2014-01-24 | 2020-03-30 | Turning Point Therapeutics Inc | Diaryl macrocycles as modulators of protein kinases |
| CN104557666B (zh) * | 2015-01-16 | 2017-01-18 | 烟台贝森医药科技有限公司 | 一种合成3‑酞酰亚胺‑2‑氧代丁醛‑1,2‑双缩氨基硫脲的方法 |
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| GB0718870D0 (en) * | 2007-09-27 | 2007-11-07 | Univ Dundee | Modulation of RSK |
| US9150577B2 (en) | 2009-12-07 | 2015-10-06 | Boehringer Ingelheim International Gmbh | Heterocyclic compounds containing an indole core |
| EP2509979B1 (en) | 2009-12-07 | 2016-05-25 | Boehringer Ingelheim International GmbH | Heterocyclic compounds containing a pyrrolopyridine or benzimidazole core |
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