AR095426A1 - Inhibidores tripeptídicos de la epoxicetona proteasa - Google Patents
Inhibidores tripeptídicos de la epoxicetona proteasaInfo
- Publication number
- AR095426A1 AR095426A1 ARP140100970A ARP140100970A AR095426A1 AR 095426 A1 AR095426 A1 AR 095426A1 AR P140100970 A ARP140100970 A AR P140100970A AR P140100970 A ARP140100970 A AR P140100970A AR 095426 A1 AR095426 A1 AR 095426A1
- Authority
- AR
- Argentina
- Prior art keywords
- group
- alkyl
- halo
- independently
- substituents
- Prior art date
Links
- 239000003112 inhibitor Substances 0.000 title 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- 125000001424 substituent group Chemical group 0.000 abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 1
- 125000006718 (C3-C7) heterocycloalkenyl group Chemical group 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 1
- 206010061218 Inflammation Diseases 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 230000004054 inflammatory process Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000004770 neurodegeneration Effects 0.000 abstract 1
- 208000015122 neurodegenerative disease Diseases 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000000137 peptide hydrolase inhibitor Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical compound OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 1
Classifications
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- C07K5/08—Tripeptides
- C07K5/0821—Tripeptides with the first amino acid being heterocyclic, e.g. His, Pro, Trp
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Abstract
Se proporcionan en la presente inhibidores tripeptídicos de epoxi cetona proteasa, métodos para su preparación, composiciones farmacéuticas relacionadas y métodos de uso de ellos. Los compuestos y composiciones proporcionados en la presente se pueden usar, por ejemplo, en el tratamiento de enfermedades que incluyen inflamación y enfermedad neurodegenerativa. Reivindicación 1: Un compuesto de la fórmula (1) en donde: m y n son cada uno, de modo independiente, 0, 1 ó 2 y m + n = 2, 3 ó 4; p es 0 ó 1; q es 0, 1 ó 2; K está seleccionado del grupo que consiste en CR⁵R⁶, NR⁷, N(C=O)OR⁷, -NH-(C=O)-, O, S, SO y SO₂; E es N o CR⁷; R¹ está seleccionado del grupo que consiste en H, alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, cicloalquilo C₃₋₆, y heterocicloalquilo de 3 - 6 miembros, en donde R¹ está opcionalmente sustituido con uno o varios sustituyentes seleccionados del grupo que consiste en halo, OR⁷, SR⁷, N(R⁷)₂, CN y (C=O)N(R⁷)₂; R² es alquilen C₁₋₂-G o (C=O)-G; en donde G está seleccionado del grupo que consiste en arilo, heteroarilo y piridinona, siempre que cuando R² es CH₂-fenilo, el fenilo esté sustituido con uno o varios sustituyentes seleccionados del grupo que consiste en OR⁷, halo, alquilo C₁₋₃, OCF₃, SO₂R⁷, (C=O)N(R⁷)₂, CN y SO₂N(R⁷)₂; R³ está seleccionado del grupo que consiste en cicloalquilo C₃₋₇, cicloalquenilo C₃₋₇, un heterocicloalquilo de 3 - 7 miembros y un heterocicloalquenilo de 3 - 7 miembros, en donde R³ está opcionalmente sustituido con uno o varios sustituyentes seleccionados del grupo que consiste en halo, =O, OR⁷, SR⁷, N(R⁷)₂, O(C=O)N(R⁷)₂ y alquilo C₁₋₆; R⁴ es H o alquilo C₁₋₃; R⁵ y R⁶ están seleccionados, cada uno de modo independiente, del grupo que consiste en H, OH, halo, alquilo C₁₋₃ y CF₃ o R⁵ y R⁶ junto con el carbono al que están unidos forman C=O o un resto de fórmula (2), en donde W es O ó NR⁷ y r es 1, 2 ó 3; y cada R⁷ es, de modo independiente, H o alquilo C₁₋₆; o una de sus sales farmacéuticamente aceptables.
Priority Applications (37)
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| ARP140100970A AR095426A1 (es) | 2013-03-14 | 2014-03-13 | Inhibidores tripeptídicos de la epoxicetona proteasa |
| BR112015023298-1A BR112015023298B1 (pt) | 2013-03-14 | 2014-03-14 | Inibidores tripeptídicos da epóxi cetona protease |
| SI201430467T SI2970224T1 (sl) | 2013-03-14 | 2014-03-14 | Tripeptidni epoksi ketonski proteazni inhibitorji |
| AU2014240129A AU2014240129B2 (en) | 2013-03-14 | 2014-03-14 | Tripeptide epoxy ketone protease inhibitors |
| PE2015001916A PE20151558A1 (es) | 2013-03-14 | 2014-03-14 | Inhibidores tripeptidicos de la epoxicetona proteasa |
| LTEP14722443.0T LT2970224T (lt) | 2013-03-14 | 2014-03-14 | Tripeptido epoksi ketono proteazės inhibitoriai |
| JP2016502301A JP6483657B2 (ja) | 2013-03-14 | 2014-03-14 | トリペプチドエポキシケトンプロテアーゼ阻害剤 |
| HUE14722443A HUE034769T2 (en) | 2013-03-14 | 2014-03-14 | Tripeptide epoxy ketone protease inhibitors |
| ES14722443.0T ES2642765T3 (es) | 2013-03-14 | 2014-03-14 | Inhibidores de proteasa de epoxi cetona tripeptídica |
| RS20171125A RS56500B1 (sr) | 2013-03-14 | 2014-03-14 | Tripeptidi kao inhibitori epoksi ketona |
| EA201591751A EA029548B1 (ru) | 2013-03-14 | 2014-03-14 | Трипептидные эпоксикетонные ингибиторы протеазы |
| HK16101100.7A HK1213249B (en) | 2013-03-14 | 2014-03-14 | Tripeptide epoxy ketone protease inhibitors |
| PT147224430T PT2970224T (pt) | 2013-03-14 | 2014-03-14 | Tripéptidos inibidores da epoxi cetona protéase |
| PCT/US2014/026987 WO2014152134A1 (en) | 2013-03-14 | 2014-03-14 | Tripeptide epoxy ketone protease inhibitors |
| MX2019007950A MX390369B (es) | 2013-03-14 | 2014-03-14 | Inhibidores tripeptidicos de la epoxicetona proteasa |
| EP14722443.0A EP2970224B1 (en) | 2013-03-14 | 2014-03-14 | Tripeptide epoxy ketone protease inhibitors |
| US14/210,806 US9434761B2 (en) | 2013-03-14 | 2014-03-14 | Tripeptide epoxy ketone protease inhibitors |
| KR1020157029310A KR102365509B1 (ko) | 2013-03-14 | 2014-03-14 | 트리펩타이드 에폭시 케톤 프로테이스 억제제 |
| CN201480022700.9A CN105143212B (zh) | 2013-03-14 | 2014-03-14 | 三肽环氧酮蛋白酶抑制剂 |
| HRP20171572TT HRP20171572T1 (hr) | 2013-03-14 | 2014-03-14 | Tripeptidi kao inhibitori epoksi keton proteaze |
| MX2015011766A MX366200B (es) | 2013-03-14 | 2014-03-14 | Inhibidores tripeptidicos de la epoxicetona proteasa. |
| DK14722443.0T DK2970224T3 (en) | 2013-03-14 | 2014-03-14 | TRIPEPTIDEPOXYKETONE PROTEASE INHIBITORS |
| SM20170505T SMT201700505T1 (it) | 2013-03-14 | 2014-03-14 | Tripeptidi inibitori delle proteasi di epossichetoni |
| CA2903720A CA2903720C (en) | 2013-03-14 | 2014-03-14 | Tripeptide epoxy ketone protease inhibitors |
| PL14722443T PL2970224T3 (pl) | 2013-03-14 | 2014-03-14 | Tripeptydoepoksyketonowe inhibitory proteaz |
| MEP-2017-255A ME02912B (me) | 2013-03-14 | 2014-03-14 | Tripeptidi kao inhibitori epoksi keton proteaze |
| SG11201507033RA SG11201507033RA (en) | 2013-03-14 | 2014-03-14 | Tripeptide epoxy ketone protease inhibitors |
| NZ711715A NZ711715B2 (en) | 2013-03-14 | 2014-03-14 | Tripeptide epoxy ketone protease inhibitors |
| IL24117015A IL241170B (en) | 2013-03-14 | 2015-09-03 | Epoxy ketone tripeptide protease inhibitors |
| ZA2015/06572A ZA201506572B (en) | 2013-03-14 | 2015-09-07 | Tripeptide epoxy ketone protease inhibitors |
| PH12015502002A PH12015502002B1 (en) | 2013-03-14 | 2015-09-08 | Tripeptide epoxy ketone protease inhibitors |
| SA515361045A SA515361045B1 (ar) | 2013-03-14 | 2015-09-10 | مثبطات إيبوكسي كيتون بروتياز ثلاثي الببتيد |
| CL2015002706A CL2015002706A1 (es) | 2013-03-14 | 2015-09-14 | Inhibidores tripeptídicos de la epoxicetona proteasa. |
| US15/251,688 US10647744B2 (en) | 2013-03-14 | 2016-08-30 | Tripeptide epoxy ketone protease inhibitors |
| US15/631,276 USRE47302E1 (en) | 2013-03-14 | 2017-06-23 | Peptide epoxyketone immunoproteasome inhibitors |
| CY20171101263T CY1119645T1 (el) | 2013-03-14 | 2017-12-01 | Τριπεπτιδικοι αναστολεις πρωτεασης εποξειδικης κετονης |
| US16/818,731 US11078233B2 (en) | 2013-03-14 | 2020-03-13 | Tripeptide epoxy ketone protease inhibitors |
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| US201361785608P | 2013-03-14 | 2013-03-14 | |
| ARP140100970A AR095426A1 (es) | 2013-03-14 | 2014-03-13 | Inhibidores tripeptídicos de la epoxicetona proteasa |
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| ARP140100970A AR095426A1 (es) | 2013-03-14 | 2014-03-13 | Inhibidores tripeptídicos de la epoxicetona proteasa |
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| JP (1) | JP6483657B2 (es) |
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| AR095426A1 (es) | 2013-03-14 | 2015-10-14 | Onyx Therapeutics Inc | Inhibidores tripeptídicos de la epoxicetona proteasa |
| AU2015229174B2 (en) | 2014-03-13 | 2019-04-11 | Assembly Biosciences, Inc. | Hepatitis B core protein allosteric modulators |
| KR102510588B1 (ko) | 2014-09-12 | 2023-03-17 | 베링거 인겔하임 인터내셔날 게엠베하 | 카텝신 c의 스피로사이클릭 억제제 |
| TWI786639B (zh) | 2015-09-15 | 2022-12-11 | 美商艾森伯利生物科學公司 | B型肝炎核心蛋白質調節劑 |
| US10836756B2 (en) * | 2016-06-29 | 2020-11-17 | Kezar Life Sciences | Crystalline salts of peptide epoxyketone immunoproteasome inhibitor |
| EP4296257A3 (en) | 2016-06-29 | 2024-03-20 | Kezar Life Sciences | Process of preparing a peptide epoxyketone immunoproteasome inhibitor |
| CN107417767B (zh) * | 2016-08-18 | 2021-09-03 | 杭州市西溪医院 | 哌啶或哌嗪构建的二肽化合物、其制备方法和应用 |
| WO2018053157A1 (en) | 2016-09-15 | 2018-03-22 | Assembly Biosciences, Inc. | Hepatitis b core protein modulators |
| MX2019010404A (es) | 2017-03-02 | 2019-11-21 | Assembly Biosciences Inc | Compuestos sulfamida cíclicos y métodos de uso de los mismos. |
| SG11201908475RA (en) | 2017-03-13 | 2019-10-30 | Assembly Biosciences Inc | Process for making hepatitis b core protein modulators |
| US11357817B2 (en) | 2017-05-15 | 2022-06-14 | The Regents Of The University Of California | Immunoproteasome inhibitor |
| JP7289828B2 (ja) * | 2017-08-23 | 2023-06-12 | ケザール ライフ サイエンシズ | 自己免疫疾患の治療における免疫プロテアソーム阻害剤および免疫抑制剤 |
| US20200276204A1 (en) | 2017-09-21 | 2020-09-03 | Kezar Life Sciences | Combination therapy for immunological diseases |
| WO2020033437A1 (en) | 2018-08-06 | 2020-02-13 | University Of Kentucky Research Foundation | Proteasome inhibitors |
| MX2021003899A (es) | 2018-10-04 | 2021-06-04 | Kezar Life Sciences | Formulaciones de inhibidores de inmunoproteasomas. |
| CN110078643A (zh) * | 2019-05-27 | 2019-08-02 | 吉尔生化(上海)有限公司 | 一种Nα-叔丁氧羰基-DL-间羟基酪氨酸的合成方法 |
| CN110204500A (zh) * | 2019-07-17 | 2019-09-06 | 九江德思光电材料有限公司 | 一种叶菌唑的制备方法 |
| US20230159586A1 (en) * | 2020-04-21 | 2023-05-25 | University Of Rochester | Inhibitors of human epididymus protein 4 |
| CN111440079B (zh) * | 2020-04-29 | 2024-03-08 | 山东普洛汉兴医药有限公司 | 一种dl-苏式-对氯苯丝氨酸的合成方法 |
| CN115322130B (zh) * | 2022-08-02 | 2024-05-14 | 南京正济医药研究有限公司 | 制备(s)-2-(boc-氨基)-3-[(s)-2-氧代-3-吡咯烷基]丙酸甲酯 |
| CN115124634B (zh) * | 2022-08-10 | 2023-10-20 | 杭州小菱科技有限公司 | 一种茂金属主催化剂及其制备方法 |
| CN115650881B (zh) * | 2022-09-06 | 2025-01-17 | 浙江医药股份有限公司新昌制药厂 | 一种利用微反应器合成喹诺酮类化合物中间体的工艺方法 |
| WO2024140736A1 (zh) * | 2022-12-27 | 2024-07-04 | 上海美悦生物科技发展有限公司 | 三肽环氧酮化合物、药物组合物及其制备方法和用途 |
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| AR095426A1 (es) * | 2013-03-14 | 2015-10-14 | Onyx Therapeutics Inc | Inhibidores tripeptídicos de la epoxicetona proteasa |
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