JP2014534269A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2014534269A5 JP2014534269A5 JP2014543763A JP2014543763A JP2014534269A5 JP 2014534269 A5 JP2014534269 A5 JP 2014534269A5 JP 2014543763 A JP2014543763 A JP 2014543763A JP 2014543763 A JP2014543763 A JP 2014543763A JP 2014534269 A5 JP2014534269 A5 JP 2014534269A5
- Authority
- JP
- Japan
- Prior art keywords
- cancer
- oleanolic acid
- pharmaceutically acceptable
- amidated
- acid derivative
- 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
Links
- MIJYXULNPSFWEK-GTOFXWBISA-N 3beta-hydroxyolean-12-en-28-oic acid Chemical class C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CCC(C)(C)C[C@H]5C4=CC[C@@H]3[C@]21C MIJYXULNPSFWEK-GTOFXWBISA-N 0.000 claims 16
- 150000003839 salts Chemical class 0.000 claims 13
- 206010028980 Neoplasm Diseases 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 206010006187 Breast cancer Diseases 0.000 claims 3
- 208000026310 Breast neoplasm Diseases 0.000 claims 3
- 206010008342 Cervix carcinoma Diseases 0.000 claims 3
- 206010009944 Colon cancer Diseases 0.000 claims 3
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 3
- 208000000461 Esophageal Neoplasms Diseases 0.000 claims 3
- 208000032612 Glial tumor Diseases 0.000 claims 3
- 206010018338 Glioma Diseases 0.000 claims 3
- 206010023825 Laryngeal cancer Diseases 0.000 claims 3
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 3
- 206010025323 Lymphomas Diseases 0.000 claims 3
- 208000034578 Multiple myelomas Diseases 0.000 claims 3
- 208000001894 Nasopharyngeal Neoplasms Diseases 0.000 claims 3
- 206010061306 Nasopharyngeal cancer Diseases 0.000 claims 3
- 206010030155 Oesophageal carcinoma Diseases 0.000 claims 3
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 3
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 3
- 206010060862 Prostate cancer Diseases 0.000 claims 3
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 3
- 208000005718 Stomach Neoplasms Diseases 0.000 claims 3
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims 3
- 201000010881 cervical cancer Diseases 0.000 claims 3
- 208000006990 cholangiocarcinoma Diseases 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 201000004101 esophageal cancer Diseases 0.000 claims 3
- 206010017758 gastric cancer Diseases 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 206010023841 laryngeal neoplasm Diseases 0.000 claims 3
- 208000032839 leukemia Diseases 0.000 claims 3
- 201000007270 liver cancer Diseases 0.000 claims 3
- 208000014018 liver neoplasm Diseases 0.000 claims 3
- 201000005202 lung cancer Diseases 0.000 claims 3
- 208000020816 lung neoplasm Diseases 0.000 claims 3
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 3
- 201000001441 melanoma Diseases 0.000 claims 3
- 208000018026 neoplasm of middle ear Diseases 0.000 claims 3
- 201000008968 osteosarcoma Diseases 0.000 claims 3
- 201000002528 pancreatic cancer Diseases 0.000 claims 3
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 3
- 201000011549 stomach cancer Diseases 0.000 claims 3
- 229920002554 vinyl polymer Polymers 0.000 claims 3
- 239000002246 antineoplastic agent Substances 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000003609 aryl vinyl group Chemical group 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 229940124597 therapeutic agent Drugs 0.000 claims 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 1
- 238000006969 Curtius rearrangement reaction Methods 0.000 claims 1
- JKLISIRFYWXLQG-UHFFFAOYSA-N Epioleonolsaeure Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C(O)=O)CCC(C)(C)CC5C4CCC3C21C JKLISIRFYWXLQG-UHFFFAOYSA-N 0.000 claims 1
- YBRJHZPWOMJYKQ-UHFFFAOYSA-N Oleanolic acid Natural products CC1(C)CC2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C1)C(=O)O YBRJHZPWOMJYKQ-UHFFFAOYSA-N 0.000 claims 1
- MIJYXULNPSFWEK-UHFFFAOYSA-N Oleanolinsaeure Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C(O)=O)CCC(C)(C)CC5C4=CCC3C21C MIJYXULNPSFWEK-UHFFFAOYSA-N 0.000 claims 1
- 150000001263 acyl chlorides Chemical class 0.000 claims 1
- 238000010976 amide bond formation reaction Methods 0.000 claims 1
- 150000008064 anhydrides Chemical class 0.000 claims 1
- 229940041181 antineoplastic drug Drugs 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- -1 nitro, cyano, amino, hydroxyl Chemical group 0.000 claims 1
- 229940100243 oleanolic acid Drugs 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 125000005936 piperidyl group Chemical group 0.000 claims 1
- HZLWUYJLOIAQFC-UHFFFAOYSA-N prosapogenin PS-A Natural products C12CC(C)(C)CCC2(C(O)=O)CCC(C2(CCC3C4(C)C)C)(C)C1=CCC2C3(C)CCC4OC1OCC(O)C(O)C1O HZLWUYJLOIAQFC-UHFFFAOYSA-N 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 125000005958 tetrahydrothienyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 150000003573 thiols Chemical class 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011083295 | 2011-12-01 | ||
| CNPCT/CN2011/083295 | 2011-12-01 | ||
| PCT/CN2012/085671 WO2013079024A1 (zh) | 2011-12-01 | 2012-11-30 | 齐墩果酸酰胺化衍生物、及其制备方法和应用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014534269A JP2014534269A (ja) | 2014-12-18 |
| JP2014534269A5 true JP2014534269A5 (enExample) | 2016-01-14 |
| JP6043361B2 JP6043361B2 (ja) | 2016-12-14 |
Family
ID=48534683
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014543763A Expired - Fee Related JP6043361B2 (ja) | 2011-12-01 | 2012-11-30 | オレアノール酸アミド化誘導体、その調製方法及び使用 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8987502B2 (enExample) |
| EP (1) | EP2787002B1 (enExample) |
| JP (1) | JP6043361B2 (enExample) |
| CN (1) | CN103946231B (enExample) |
| DK (1) | DK2787002T3 (enExample) |
| WO (1) | WO2013079024A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK2787002T3 (en) | 2011-12-01 | 2016-08-29 | Hangzhou Bensheng Pharmaceutical Co Ltd | Oleanolsyreamidat derivatives, methods of making and uses thereof |
| CN104861028A (zh) * | 2014-02-24 | 2015-08-26 | 上海兰蒂斯生物医药科技有限公司 | 新型熊果酸衍生物、其制备方法及其应用 |
| CN104861027A (zh) * | 2014-02-24 | 2015-08-26 | 上海兰蒂斯生物医药科技有限公司 | 新型齐墩果酸衍生物、其制备方法及其应用 |
| JP2015168633A (ja) * | 2014-03-05 | 2015-09-28 | 東レ・ファインケミカル株式会社 | 安息香酸類の製造方法 |
| CN105566435B (zh) * | 2014-10-11 | 2017-12-19 | 中国科学院上海有机化学研究所 | 一种齐墩果酸衍生物及其制备方法和用途 |
| NZ741082A (en) | 2015-09-23 | 2023-06-30 | Reata Pharmaceuticals Inc | C4-modified oleanolic acid derivatives for inhibition of il-17 and other uses |
| CN111417384A (zh) | 2017-09-14 | 2020-07-14 | 菲尼克斯生物技术公司 | 用于治疗神经系统病况的方法和改进的神经保护性组合物 |
| AU2018334386B2 (en) | 2017-09-14 | 2021-11-04 | Phoenix Biotechnology, Inc. | Method and composition for treating viral infection |
| EP3810141A1 (en) | 2018-06-20 | 2021-04-28 | Reata Pharmaceuticals, Inc. | Cysteine-dependent inverse agonists of nuclear receptors ror-gamma/ror-gamma-t and methods of treating diseases or disorders therewith |
| EP4295854A3 (en) | 2020-03-31 | 2024-04-03 | Phoenix Biotechnology, Inc. | Method and compositions for treating coronavirus infection |
| MX394337B (es) | 2020-03-31 | 2025-03-24 | Phoenix Biotechnology Inc | Metodo y composiciones para el tratamiento de infeccion por coronavirus |
| CN113372406A (zh) * | 2021-06-09 | 2021-09-10 | 山东大学 | 一种齐墩果酸衍生物及其制备方法和应用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1164609C (zh) | 2002-10-24 | 2004-09-01 | 青岛海洋大学 | 一种齐墩果酸乳糖缀合物及其制备方法和用途 |
| CN1715291A (zh) * | 2004-06-28 | 2006-01-04 | 田振坤 | 齐墩果酸丁二酸单酯的合成及其治疗急慢性肝炎药物制剂 |
| CN101367861A (zh) * | 2007-08-15 | 2009-02-18 | 中国药科大学 | 2-羟基-3-脱氧五环三萜类化合物及其衍生物、其制备方法及用途 |
| TW201004627A (en) * | 2008-04-18 | 2010-02-01 | Reata Pharmaceuticals Inc | Antioxidant inflammation modulators: novel derivatives of oleanolic acid |
| MX2010011438A (es) * | 2008-04-18 | 2011-01-25 | Reata Pharmaceuticals Inc | Antioxidantes moduladores de la inflamacion: derivados del acido oleanólico con amino y otras modificaciones en c-17. |
| CN102050861A (zh) * | 2009-11-10 | 2011-05-11 | 中国药科大学 | 13(18)-烯齐墩果烷型五环三萜及其衍生物的制备 |
| CN102133219A (zh) | 2010-09-27 | 2011-07-27 | 林秀坤 | 齐墩果酸的抗宫颈癌作用及其药物制剂 |
| CN102151275A (zh) | 2010-11-07 | 2011-08-17 | 林秀坤 | 齐墩果酸的抗胰腺癌作用及其药物制剂 |
| CN102070697A (zh) | 2010-12-09 | 2011-05-25 | 中国药科大学 | 一种齐墩果酸衍生物、其制备方法及用途 |
| DK2787002T3 (en) | 2011-12-01 | 2016-08-29 | Hangzhou Bensheng Pharmaceutical Co Ltd | Oleanolsyreamidat derivatives, methods of making and uses thereof |
-
2012
- 2012-11-30 DK DK12852963.3T patent/DK2787002T3/en active
- 2012-11-30 WO PCT/CN2012/085671 patent/WO2013079024A1/zh not_active Ceased
- 2012-11-30 JP JP2014543763A patent/JP6043361B2/ja not_active Expired - Fee Related
- 2012-11-30 US US14/361,991 patent/US8987502B2/en not_active Expired - Fee Related
- 2012-11-30 CN CN201280056912.XA patent/CN103946231B/zh not_active Expired - Fee Related
- 2012-11-30 EP EP12852963.3A patent/EP2787002B1/en not_active Not-in-force
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2014534269A5 (enExample) | ||
| JP2016536286A5 (enExample) | ||
| JP2015536964A5 (enExample) | ||
| JP2015504076A5 (enExample) | ||
| JP2016501221A5 (enExample) | ||
| JP2016501882A5 (enExample) | ||
| JP2013520443A5 (enExample) | ||
| JP2017536344A5 (enExample) | ||
| JP2015520753A5 (enExample) | ||
| JP2019508440A5 (enExample) | ||
| JP2016518328A5 (enExample) | ||
| JP2018504379A5 (enExample) | ||
| CN107427516B8 (zh) | 7-苄基-4-(2-甲基苄基)-2,4,6,7,8,9-六氢咪唑并[1,2-a]吡啶并[3,4-e]嘧啶-5(1h)-酮、其类似物、及其盐、以及它们用于治疗的方法 | |
| JP2010241830A5 (enExample) | ||
| TR201906470T4 (tr) | İmmünomodülatörler. | |
| JP2016530283A5 (enExample) | ||
| JP2017509586A5 (enExample) | ||
| JP2017524735A5 (enExample) | ||
| JP2016533366A5 (enExample) | ||
| BR112012027743A2 (pt) | ciclopropil dicarboxamidas e análogos exibindo atividades anticâncer e antiproliferativas | |
| JP2015512398A5 (enExample) | ||
| JP2014524449A5 (enExample) | ||
| JP2014530811A5 (enExample) | ||
| JP2014509653A5 (enExample) | ||
| JP2017533221A5 (enExample) |