JP2013510122A5 - - Google Patents
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- JP2013510122A5 JP2013510122A5 JP2012537380A JP2012537380A JP2013510122A5 JP 2013510122 A5 JP2013510122 A5 JP 2013510122A5 JP 2012537380 A JP2012537380 A JP 2012537380A JP 2012537380 A JP2012537380 A JP 2012537380A JP 2013510122 A5 JP2013510122 A5 JP 2013510122A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- methyl
- alkyl
- triazolo
- benzodiazepin
- 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.)
- Withdrawn
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- 125000000217 alkyl group Chemical group 0.000 claims 33
- -1 nitro, cyano, dimethylamino, benzoyl Chemical group 0.000 claims 16
- 150000003839 salts Chemical class 0.000 claims 15
- 125000003545 alkoxy group Chemical group 0.000 claims 13
- 150000001875 compounds Chemical class 0.000 claims 13
- 125000000623 heterocyclic group Chemical group 0.000 claims 11
- 125000004452 carbocyclyl group Chemical group 0.000 claims 10
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 125000005843 halogen group Chemical group 0.000 claims 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 6
- 150000002367 halogens Chemical class 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 125000004429 atom Chemical group 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 2
- 150000001540 azides Chemical class 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 1
- NOXULISRIXJOPU-DTQAZKPQSA-N (e)-3-(4-chlorophenyl)-n-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)prop-2-enamide Chemical compound N1=C(C=2C=CC=CC=2)C2=CC=CC=C2N2C(C)=NN=C2C1NC(=O)\C=C\C1=CC=C(Cl)C=C1 NOXULISRIXJOPU-DTQAZKPQSA-N 0.000 claims 1
- HQXKNLNBUWKEHU-DTQAZKPQSA-N (e)-3-(4-fluorophenyl)-n-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)prop-2-enamide Chemical compound N1=C(C=2C=CC=CC=2)C2=CC=CC=C2N2C(C)=NN=C2C1NC(=O)\C=C\C1=CC=C(F)C=C1 HQXKNLNBUWKEHU-DTQAZKPQSA-N 0.000 claims 1
- XOBMKWPZTPKYHP-SAPNQHFASA-N (e)-3-(4-methoxyphenyl)-n-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)prop-2-enamide Chemical compound C1=CC(OC)=CC=C1\C=C\C(=O)NC1C2=NN=C(C)N2C2=CC=CC=C2C(C=2C=CC=CC=2)=N1 XOBMKWPZTPKYHP-SAPNQHFASA-N 0.000 claims 1
- AIBGAEDELSKJMK-UHFFFAOYSA-N 1-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)-3-phenylurea Chemical compound N1=C(C=2C=CC=CC=2)C2=CC=CC=C2N2C(C)=NN=C2C1NC(=O)NC1=CC=CC=C1 AIBGAEDELSKJMK-UHFFFAOYSA-N 0.000 claims 1
- YKHPDEJRXBTLOU-UHFFFAOYSA-N 1-[(4-methoxyphenyl)methyl]-3-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)urea Chemical compound C1=CC(OC)=CC=C1CNC(=O)NC1C2=NN=C(C)N2C2=CC=CC=C2C(C=2C=CC=CC=2)=N1 YKHPDEJRXBTLOU-UHFFFAOYSA-N 0.000 claims 1
- RATMGGWUORWQNG-UHFFFAOYSA-N 1-benzyl-3-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)urea Chemical compound N1=C(C=2C=CC=CC=2)C2=CC=CC=C2N2C(C)=NN=C2C1NC(=O)NCC1=CC=CC=C1 RATMGGWUORWQNG-UHFFFAOYSA-N 0.000 claims 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- NOIUHLVGASAAKC-UHFFFAOYSA-N 3-bromo-n-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)benzamide Chemical compound N1=C(C=2C=CC=CC=2)C2=CC=CC=C2N2C(C)=NN=C2C1NC(=O)C1=CC=CC(Br)=C1 NOIUHLVGASAAKC-UHFFFAOYSA-N 0.000 claims 1
- BOVHWQDJYASZCX-UHFFFAOYSA-N 5-methyl-n-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)-1h-indole-2-carboxamide Chemical compound C12=CC=CC=C2N2C(C)=NN=C2C(NC(=O)C=2NC3=CC=C(C)C=C3C=2)N=C1C1=CC=CC=C1 BOVHWQDJYASZCX-UHFFFAOYSA-N 0.000 claims 1
- AHGSTKPQVCTIHA-UHFFFAOYSA-N 6-methoxy-n-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)-1h-indole-2-carboxamide Chemical compound N1C2=CC(OC)=CC=C2C=C1C(=O)NC(C1=NN=C(C)N1C1=CC=CC=C11)N=C1C1=CC=CC=C1 AHGSTKPQVCTIHA-UHFFFAOYSA-N 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical group CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 230000005784 autoimmunity Effects 0.000 claims 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- TUWDLUFFAHHNEF-UHFFFAOYSA-N benzyl n-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)carbamate Chemical compound N1=C(C=2C=CC=CC=2)C2=CC=CC=C2N2C(C)=NN=C2C1NC(=O)OCC1=CC=CC=C1 TUWDLUFFAHHNEF-UHFFFAOYSA-N 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 238000006073 displacement reaction Methods 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- YIIAEOSGRYXGSO-UHFFFAOYSA-N ethyl n-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)carbamate Chemical compound C12=CC=CC=C2N2C(C)=NN=C2C(NC(=O)OCC)N=C1C1=CC=CC=C1 YIIAEOSGRYXGSO-UHFFFAOYSA-N 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 230000004968 inflammatory condition Effects 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- BOHXEHCCMXOJMM-UHFFFAOYSA-N n-(1-methyl-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl)naphthalene-2-carboxamide Chemical compound C12=CC=CC=C2N2C(C)=NN=C2C(NC(=O)C=2C=C3C=CC=CC3=CC=2)N=C1C1=CC=CC=C1 BOHXEHCCMXOJMM-UHFFFAOYSA-N 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 229930192474 thiophene Natural products 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0919426.7A GB0919426D0 (en) | 2009-11-05 | 2009-11-05 | Novel compounds |
| GB0919426.7 | 2009-11-05 | ||
| PCT/EP2010/066696 WO2011054844A1 (en) | 2009-11-05 | 2010-11-03 | Condensed azepine derivatives as bromodomain inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013510122A JP2013510122A (ja) | 2013-03-21 |
| JP2013510122A5 true JP2013510122A5 (https=) | 2013-11-28 |
Family
ID=41501969
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012537380A Withdrawn JP2013510122A (ja) | 2009-11-05 | 2010-11-03 | ブロモドメイン阻害剤としての縮合アゼピン誘導体 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20120202799A1 (https=) |
| EP (1) | EP2496581A1 (https=) |
| JP (1) | JP2013510122A (https=) |
| GB (1) | GB0919426D0 (https=) |
| WO (1) | WO2011054844A1 (https=) |
Families Citing this family (75)
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| MX354217B (es) | 2010-05-14 | 2018-02-19 | Dana Farber Cancer Inst Inc | Composiciones y metodos para el tratamiento de leucemia. |
| PL2902030T3 (pl) | 2010-05-14 | 2017-07-31 | Dana-Farber Cancer Institute, Inc. | Związki tienotriazolodiazepinowe do leczenia nowotworu |
| CN103180318B (zh) | 2010-05-14 | 2017-05-10 | 达那-法伯癌症研究所 | 雄性避孕组合物以及使用方法 |
| US9249161B2 (en) | 2010-12-02 | 2016-02-02 | Constellation Pharmaceuticals, Inc. | Bromodomain inhibitors and uses thereof |
| AR084070A1 (es) | 2010-12-02 | 2013-04-17 | Constellation Pharmaceuticals Inc | Inhibidores del bromodominio y usos de los mismos |
| WO2012151512A2 (en) | 2011-05-04 | 2012-11-08 | Constellation Pharmaceuticals, Inc. | Bromodomain inhibitors and uses thereof |
| EP2721031B1 (en) | 2011-06-17 | 2016-01-20 | Constellation Pharmaceuticals, Inc. | Bromodomain inhibitors and uses thereof |
| WO2013027168A1 (en) | 2011-08-22 | 2013-02-28 | Pfizer Inc. | Novel heterocyclic compounds as bromodomain inhibitors |
| WO2013033270A2 (en) * | 2011-08-29 | 2013-03-07 | Coferon, Inc. | Bromodomain ligands capable of dimerizing in an aqueous solution, and methods of using same |
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| DE102011082013A1 (de) * | 2011-09-01 | 2013-03-07 | Bayer Pharma AG | 6H-Thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine |
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| EA034972B1 (ru) | 2014-04-23 | 2020-04-13 | Инсайт Корпорейшн | 1h-пирроло[2,3-c]пиридин-7(6h)-оны в качестве ингибиторов белков bet |
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| EP0638560A4 (en) * | 1991-10-11 | 1995-03-29 | Yoshitomi Pharmaceutical | MEDICINE FOR OSTEOPOROSIS AND DIAZEPINE COMPOUND *. |
| JPH06128257A (ja) * | 1992-10-13 | 1994-05-10 | Yoshitomi Pharmaceut Ind Ltd | ピリドジアゼピン化合物 |
| JP2840454B2 (ja) * | 1993-11-22 | 1998-12-24 | メルク エンド カンパニー インコーポレーテッド | ベンゾジアゼピン類 |
| PL330635A1 (en) * | 1996-06-12 | 1999-05-24 | Japan Tobacco Inc | Inhibitor of cytokin production, triazepin compound and intermediate compounds used for obtaining the last mentioned one |
| ES2388434T3 (es) | 2003-11-03 | 2012-10-15 | Glaxo Group Limited | Dispositivo de administración de fluido |
| JP2008156311A (ja) | 2006-12-26 | 2008-07-10 | Institute Of Physical & Chemical Research | Ｂｒｄ２ブロモドメイン結合剤 |
| WO2009084693A1 (ja) | 2007-12-28 | 2009-07-09 | Mitsubishi Tanabe Pharma Corporation | 抗癌剤 |
-
2009
- 2009-11-05 GB GBGB0919426.7A patent/GB0919426D0/en not_active Ceased
-
2010
- 2010-11-03 JP JP2012537380A patent/JP2013510122A/ja not_active Withdrawn
- 2010-11-03 EP EP10773086A patent/EP2496581A1/en not_active Withdrawn
- 2010-11-03 US US13/501,557 patent/US20120202799A1/en not_active Abandoned
- 2010-11-03 WO PCT/EP2010/066696 patent/WO2011054844A1/en not_active Ceased
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