JP2013540158A5 - - Google Patents
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- JP2013540158A5 JP2013540158A5 JP2013535079A JP2013535079A JP2013540158A5 JP 2013540158 A5 JP2013540158 A5 JP 2013540158A5 JP 2013535079 A JP2013535079 A JP 2013535079A JP 2013535079 A JP2013535079 A JP 2013535079A JP 2013540158 A5 JP2013540158 A5 JP 2013540158A5
- Authority
- JP
- Japan
- Prior art keywords
- pyrido
- fluorophenyl
- dihydro
- fluoro
- cancer
- 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.)
- Pending
Links
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 17
- 238000000034 method Methods 0.000 claims 16
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 15
- 150000003839 salts Chemical class 0.000 claims 15
- -1 1-methyl-1H-1,2,4-triazol-5-yl Chemical group 0.000 claims 14
- 239000002904 solvent Substances 0.000 claims 11
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 8
- 239000008194 pharmaceutical composition Substances 0.000 claims 8
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 7
- 238000000634 powder X-ray diffraction Methods 0.000 claims 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 6
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine hydrate Chemical compound O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 4
- 206010028980 Neoplasm Diseases 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 claims 3
- 239000007787 solid Substances 0.000 claims 3
- 206010009944 Colon cancer Diseases 0.000 claims 2
- 208000008839 Kidney Neoplasms Diseases 0.000 claims 2
- 206010038389 Renal cancer Diseases 0.000 claims 2
- 230000037396 body weight Effects 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 238000001816 cooling Methods 0.000 claims 2
- 238000000113 differential scanning calorimetry Methods 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 230000001747 exhibiting effect Effects 0.000 claims 2
- 201000010982 kidney cancer Diseases 0.000 claims 2
- 238000000926 separation method Methods 0.000 claims 2
- 238000001179 sorption measurement Methods 0.000 claims 2
- 238000001757 thermogravimetry curve Methods 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- MWZDIEIXRBWPLG-UHFFFAOYSA-N 1-methyl-1,2,4-triazole Chemical compound CN1C=NC=N1 MWZDIEIXRBWPLG-UHFFFAOYSA-N 0.000 claims 1
- UOQXIWFBQSVDPP-UHFFFAOYSA-N 4-fluorobenzaldehyde Chemical compound FC1=CC=C(C=O)C=C1 UOQXIWFBQSVDPP-UHFFFAOYSA-N 0.000 claims 1
- HWGQMRYQVZSGDQ-UHFFFAOYSA-N 7-fluoro-11-(4-fluorophenyl)-12-(2-methyl-1,2,4-triazol-3-yl)-2,3,10-triazatricyclo[7.3.1.05,13]trideca-1,5(13),6,8-tetraen-4-one Chemical compound CN1N=CN=C1C(C(N1)C=2C=CC(F)=CC=2)C2=NNC(=O)C3=C2C1=CC(F)=C3 HWGQMRYQVZSGDQ-UHFFFAOYSA-N 0.000 claims 1
- 206010005003 Bladder cancer Diseases 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- 208000011691 Burkitt lymphomas Diseases 0.000 claims 1
- 206010008342 Cervix carcinoma Diseases 0.000 claims 1
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 1
- 206010014733 Endometrial cancer Diseases 0.000 claims 1
- 206010014759 Endometrial neoplasm Diseases 0.000 claims 1
- 206010051066 Gastrointestinal stromal tumour Diseases 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 206010025323 Lymphomas Diseases 0.000 claims 1
- 208000000172 Medulloblastoma Diseases 0.000 claims 1
- 208000001894 Nasopharyngeal Neoplasms Diseases 0.000 claims 1
- 206010061306 Nasopharyngeal cancer Diseases 0.000 claims 1
- 206010033128 Ovarian cancer Diseases 0.000 claims 1
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 206010041067 Small cell lung cancer Diseases 0.000 claims 1
- 208000005718 Stomach Neoplasms Diseases 0.000 claims 1
- 208000024770 Thyroid neoplasm Diseases 0.000 claims 1
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 1
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims 1
- 208000002495 Uterine Neoplasms Diseases 0.000 claims 1
- 201000010881 cervical cancer Diseases 0.000 claims 1
- HWGQMRYQVZSGDQ-HZPDHXFCSA-N chembl3137320 Chemical compound CN1N=CN=C1[C@H]([C@H](N1)C=2C=CC(F)=CC=2)C2=NNC(=O)C3=C2C1=CC(F)=C3 HWGQMRYQVZSGDQ-HZPDHXFCSA-N 0.000 claims 1
- 208000029742 colonic neoplasm Diseases 0.000 claims 1
- 206010017758 gastric cancer Diseases 0.000 claims 1
- 201000011243 gastrointestinal stromal tumor Diseases 0.000 claims 1
- 208000005017 glioblastoma Diseases 0.000 claims 1
- 201000010536 head and neck cancer Diseases 0.000 claims 1
- 208000014829 head and neck neoplasm Diseases 0.000 claims 1
- 206010073071 hepatocellular carcinoma Diseases 0.000 claims 1
- 231100000844 hepatocellular carcinoma Toxicity 0.000 claims 1
- 208000032839 leukemia Diseases 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 201000001441 melanoma Diseases 0.000 claims 1
- 206010027191 meningioma Diseases 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 208000000587 small cell lung carcinoma Diseases 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 201000011549 stomach cancer Diseases 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
- 238000002411 thermogravimetry Methods 0.000 claims 1
- 201000002510 thyroid cancer Diseases 0.000 claims 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 claims 1
- 201000005112 urinary bladder cancer Diseases 0.000 claims 1
- 206010046766 uterine cancer Diseases 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40547610P | 2010-10-21 | 2010-10-21 | |
| US61/405,476 | 2010-10-21 | ||
| PCT/US2011/057039 WO2012054698A1 (en) | 2010-10-21 | 2011-10-20 | Crystalline (8s,9r)-5-fluoro-8-(4-fluorophenyl)-9-(1-methyl-1h-1,2,4-triazol-5-yl)-8,9-dihydro-2h-pyrido[4,3,2-de]phthalazin-3(7h)-one tosylate salt |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016224670A Division JP2017061526A (ja) | 2010-10-21 | 2016-11-18 | 結晶性(8S,9R)−5−フルオロ−8−(4−フルオロフェニル)−9−(1−メチル−1H−1,2,4−トリアゾール−5−イル)−8,9−ジヒドロ−2H−ピリド[4,3,2−de]フタラジン−3(7H)−オントシレート塩 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013540158A JP2013540158A (ja) | 2013-10-31 |
| JP2013540158A5 true JP2013540158A5 (enExample) | 2014-12-04 |
Family
ID=44903424
Family Applications (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013535079A Pending JP2013540158A (ja) | 2010-10-21 | 2011-10-20 | 結晶性(8S,9R)−5−フルオロ−8−(4−フルオロフェニル)−9−(1−メチル−1H−1,2,4−トリアゾール−5−イル)−8,9−ジヒドロ−2H−ピリド[4,3,2−de]フタラジン−3(7H)−オントシレート塩 |
| JP2016224670A Pending JP2017061526A (ja) | 2010-10-21 | 2016-11-18 | 結晶性(8S,9R)−5−フルオロ−8−(4−フルオロフェニル)−9−(1−メチル−1H−1,2,4−トリアゾール−5−イル)−8,9−ジヒドロ−2H−ピリド[4,3,2−de]フタラジン−3(7H)−オントシレート塩 |
| JP2018192521A Withdrawn JP2019034951A (ja) | 2010-10-21 | 2018-10-11 | 結晶性(8S,9R)−5−フルオロ−8−(4−フルオロフェニル)−9−(1−メチル−1H−1,2,4−トリアゾール−5−イル)−8,9−ジヒドロ−2H−ピリド[4,3,2−de]フタラジン−3(7H)−オントシレート塩 |
| JP2020118281A Withdrawn JP2020169209A (ja) | 2010-10-21 | 2020-07-09 | 結晶性(8S,9R)−5−フルオロ−8−(4−フルオロフェニル)−9−(1−メチル−1H−1,2,4−トリアゾール−5−イル)−8,9−ジヒドロ−2H−ピリド[4,3,2−de]フタラジン−3(7H)−オントシレート塩 |
| JP2022123448A Withdrawn JP2022140637A (ja) | 2010-10-21 | 2022-08-02 | 結晶性(8S,9R)-5-フルオロ-8-(4-フルオロフェニル)-9-(1-メチル-1H-1,2,4-トリアゾール-5-イル)-8,9-ジヒドロ-2H-ピリド[4,3,2-de]フタラジン-3(7H)-オントシレート塩 |
| JP2024130494A Pending JP2024150772A (ja) | 2010-10-21 | 2024-08-07 | 結晶性(8S,9R)-5-フルオロ-8-(4-フルオロフェニル)-9-(1-メチル-1H-1,2,4-トリアゾール-5-イル)-8,9-ジヒドロ-2H-ピリド[4,3,2-de]フタラジン-3(7H)-オントシレート塩 |
Family Applications After (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016224670A Pending JP2017061526A (ja) | 2010-10-21 | 2016-11-18 | 結晶性(8S,9R)−5−フルオロ−8−(4−フルオロフェニル)−9−(1−メチル−1H−1,2,4−トリアゾール−5−イル)−8,9−ジヒドロ−2H−ピリド[4,3,2−de]フタラジン−3(7H)−オントシレート塩 |
| JP2018192521A Withdrawn JP2019034951A (ja) | 2010-10-21 | 2018-10-11 | 結晶性(8S,9R)−5−フルオロ−8−(4−フルオロフェニル)−9−(1−メチル−1H−1,2,4−トリアゾール−5−イル)−8,9−ジヒドロ−2H−ピリド[4,3,2−de]フタラジン−3(7H)−オントシレート塩 |
| JP2020118281A Withdrawn JP2020169209A (ja) | 2010-10-21 | 2020-07-09 | 結晶性(8S,9R)−5−フルオロ−8−(4−フルオロフェニル)−9−(1−メチル−1H−1,2,4−トリアゾール−5−イル)−8,9−ジヒドロ−2H−ピリド[4,3,2−de]フタラジン−3(7H)−オントシレート塩 |
| JP2022123448A Withdrawn JP2022140637A (ja) | 2010-10-21 | 2022-08-02 | 結晶性(8S,9R)-5-フルオロ-8-(4-フルオロフェニル)-9-(1-メチル-1H-1,2,4-トリアゾール-5-イル)-8,9-ジヒドロ-2H-ピリド[4,3,2-de]フタラジン-3(7H)-オントシレート塩 |
| JP2024130494A Pending JP2024150772A (ja) | 2010-10-21 | 2024-08-07 | 結晶性(8S,9R)-5-フルオロ-8-(4-フルオロフェニル)-9-(1-メチル-1H-1,2,4-トリアゾール-5-イル)-8,9-ジヒドロ-2H-ピリド[4,3,2-de]フタラジン-3(7H)-オントシレート塩 |
Country Status (24)
| Country | Link |
|---|---|
| US (3) | US8735392B2 (enExample) |
| EP (2) | EP3757106A1 (enExample) |
| JP (6) | JP2013540158A (enExample) |
| KR (4) | KR20140009181A (enExample) |
| CN (1) | CN103282365B (enExample) |
| AR (1) | AR083502A1 (enExample) |
| AU (2) | AU2011317040B2 (enExample) |
| BR (1) | BR112013009117A2 (enExample) |
| CA (1) | CA2814581C (enExample) |
| CY (1) | CY1123356T1 (enExample) |
| DK (1) | DK2630146T3 (enExample) |
| ES (1) | ES2816600T3 (enExample) |
| HU (1) | HUE051535T2 (enExample) |
| IL (2) | IL225789B (enExample) |
| MX (1) | MX362563B (enExample) |
| NZ (1) | NZ609490A (enExample) |
| PL (1) | PL2630146T3 (enExample) |
| PT (1) | PT2630146T (enExample) |
| RU (1) | RU2598606C3 (enExample) |
| SG (2) | SG10201710578TA (enExample) |
| SI (1) | SI2630146T1 (enExample) |
| TW (2) | TWI643858B (enExample) |
| WO (1) | WO2012054698A1 (enExample) |
| ZA (1) | ZA201302810B (enExample) |
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| SG193842A1 (en) | 2008-08-06 | 2013-10-30 | Biomarin Pharm Inc | Dihydropyridophthalazinone inhibitors of poly(adp-ribose)polymerase (parp) |
| MX346801B (es) | 2009-03-13 | 2017-03-31 | Agios Pharmaceuticals Inc | Métodos y composiciones para trastornos relacionados con la proliferación celular. |
| SG177434A1 (en) | 2009-06-29 | 2012-02-28 | Agios Pharmaceuticals Inc | Therapeutic compounds and compositions |
| WO2011050210A1 (en) | 2009-10-21 | 2011-04-28 | Agios Pharmaceuticals, Inc. | Methods and compositions for cell-proliferation-related disorders |
| US8541403B2 (en) | 2010-02-03 | 2013-09-24 | Biomarin Pharmaceutical Inc. | Dihydropyridophthalazinone inhibitors of poly(ADP-ribose)polymerase (PARP) for use in treatment of diseases associated with a PTEN deficiency |
| PT2533640T (pt) * | 2010-02-08 | 2017-01-03 | Medivation Technologies Inc | Processos de síntese de derivados de di-hidropiridoftalazinona |
| BR112013009117A2 (pt) | 2010-10-21 | 2016-07-19 | Biomarin Pharm Inc | sal tosilato de (8s,9r)-5-fluor-8-(4-fluorefenil)-9-(1-metil-1h-1,2,4-triazol-5-il)-8,9-diidro-2h-pirido[4,3,2-de]ftalazin-3(7h)-ona, método para preparar uma forma cristalina e uso do mesmo,composição farmacêutica e método para tratar um câncer ou um sintoma do mesmo. |
| PT2704721T (pt) | 2011-05-03 | 2018-06-14 | Agios Pharmaceuticals Inc | Ativadores da piruvato-cinase para utilização em terapia |
| CN102827073A (zh) | 2011-06-17 | 2012-12-19 | 安吉奥斯医药品有限公司 | 治疗活性组合物和它们的使用方法 |
| CN102827170A (zh) | 2011-06-17 | 2012-12-19 | 安吉奥斯医药品有限公司 | 治疗活性组合物和它们的使用方法 |
| WO2013021044A1 (de) * | 2011-08-11 | 2013-02-14 | Bayer Intellectual Property Gmbh | 1,2,4-triazolyl-substituierte ketoenole |
| WO2013028495A1 (en) * | 2011-08-19 | 2013-02-28 | Biomarin Pharmaceutical Inc. | Dihydropyridophthalazinone inhibitors of poly (adp-ribose) polymerase (parp) for the treatment of multiple myeloma |
| US9474779B2 (en) | 2012-01-19 | 2016-10-25 | Agios Pharmaceuticals, Inc. | Therapeutically active compositions and their methods of use |
| WO2014062511A1 (en) | 2012-10-15 | 2014-04-24 | Agios Pharmaceuticals, Inc. | Therapeutic compounds and compositions |
| WO2015003360A2 (en) | 2013-07-11 | 2015-01-15 | Agios Pharmaceuticals, Inc. | Therapeutically active compounds and their methods of use |
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