JP2016523906A5 - - Google Patents
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- Publication number
- JP2016523906A5 JP2016523906A5 JP2016523850A JP2016523850A JP2016523906A5 JP 2016523906 A5 JP2016523906 A5 JP 2016523906A5 JP 2016523850 A JP2016523850 A JP 2016523850A JP 2016523850 A JP2016523850 A JP 2016523850A JP 2016523906 A5 JP2016523906 A5 JP 2016523906A5
- Authority
- JP
- Japan
- Prior art keywords
- optionally substituted
- alkyl
- hydrogen
- group
- aryl
- 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
- 150000001875 compounds Chemical class 0.000 claims 42
- 229910052739 hydrogen Inorganic materials 0.000 claims 40
- 239000001257 hydrogen Substances 0.000 claims 40
- 125000000217 alkyl group Chemical group 0.000 claims 35
- 150000002431 hydrogen Chemical class 0.000 claims 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 18
- 125000003107 substituted aryl group Chemical group 0.000 claims 18
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 12
- 125000003118 aryl group Chemical group 0.000 claims 11
- 150000003839 salts Chemical class 0.000 claims 11
- 125000003342 alkenyl group Chemical group 0.000 claims 8
- -1 amino acid ester Chemical class 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 150000001413 amino acids Chemical class 0.000 claims 7
- 125000000304 alkynyl group Chemical group 0.000 claims 6
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 6
- 239000008194 pharmaceutical composition Substances 0.000 claims 6
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 5
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 3
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims 3
- 125000002252 acyl group Chemical group 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 229910052805 deuterium Inorganic materials 0.000 claims 3
- 208000015181 infectious disease Diseases 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
- 241000711920 Human orthopneumovirus Species 0.000 claims 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 125000004122 cyclic group Chemical group 0.000 claims 2
- 125000001188 haloalkyl group Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 229910052698 phosphorus Inorganic materials 0.000 claims 2
- 239000011574 phosphorus Substances 0.000 claims 2
- QZSZPSDRJPPZDZ-OAQYLSRUSA-N (9bs)-9b-(4-chlorophenyl)-1-(pyridine-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1[C@]1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=CN=C1 QZSZPSDRJPPZDZ-OAQYLSRUSA-N 0.000 claims 1
- MTPVBMVUENFFLL-HXUWFJFHSA-N 1-(2-fluorophenyl)-3-[(3s)-2-oxo-5-phenyl-1,3-dihydro-1,4-benzodiazepin-3-yl]urea Chemical compound FC1=CC=CC=C1NC(=O)N[C@@H]1C(=O)NC2=CC=CC=C2C(C=2C=CC=CC=2)=N1 MTPVBMVUENFFLL-HXUWFJFHSA-N 0.000 claims 1
- KSHJXDWYTZJUEI-UHFFFAOYSA-N 1-cyclopropyl-3-[[1-(4-hydroxybutyl)benzimidazol-2-yl]methyl]imidazo[4,5-c]pyridin-2-one Chemical compound N=1C2=CC=CC=C2N(CCCCO)C=1CN(C1=O)C2=CN=CC=C2N1C1CC1 KSHJXDWYTZJUEI-UHFFFAOYSA-N 0.000 claims 1
- BLUJRJMLDHEMRX-UHFFFAOYSA-N 2-[[2-hydroxy-5-[(5-methyltetrazol-1-yl)iminomethyl]phenyl]-(4-hydroxyphenyl)methyl]-4-[(5-methyltetrazol-1-yl)iminomethyl]phenol Chemical compound Cc1nnnn1N=Cc1ccc(O)c(c1)C(c1ccc(O)cc1)c1cc(C=Nn2nnnc2C)ccc1O BLUJRJMLDHEMRX-UHFFFAOYSA-N 0.000 claims 1
- 241000342334 Human metapneumovirus Species 0.000 claims 1
- 241000712003 Human respirovirus 3 Species 0.000 claims 1
- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical compound N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 229960000402 palivizumab Drugs 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- 230000010076 replication Effects 0.000 claims 1
- 229960000329 ribavirin Drugs 0.000 claims 1
- HZCAHMRRMINHDJ-DBRKOABJSA-N ribavirin Natural products O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1N=CN=C1 HZCAHMRRMINHDJ-DBRKOABJSA-N 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 229960005486 vaccine Drugs 0.000 claims 1
- UNNCHYARSNZOPF-UHFFFAOYSA-L way-154641 Chemical compound [Na+].[Na+].NC(=O)CN(CC(N)=O)S(=O)(=O)C1=CC=CC(NC=2N=C(NC=3C=C(C(C=4C(=CC(NC=5N=C(NC=6C=C(C=CC=6)S(=O)(=O)N(CC(N)=O)CC(N)=O)N=C(NC=6C=C(C=CC=6)S(=O)(=O)N(CC(N)=O)CC(N)=O)N=5)=CC=4)S([O-])(=O)=O)=CC=3)S([O-])(=O)=O)N=C(NC=3C=C(C=CC=3)S(=O)(=O)N(CC(N)=O)CC(N)=O)N=2)=C1 UNNCHYARSNZOPF-UHFFFAOYSA-L 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000012267 brine Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- BCNZYOJHNLTNEZ-UHFFFAOYSA-N tert-butyldimethylsilyl chloride Chemical compound CC(C)(C)[Si](C)(C)Cl BCNZYOJHNLTNEZ-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361839756P | 2013-06-26 | 2013-06-26 | |
| US61/839,756 | 2013-06-26 | ||
| PCT/US2014/043841 WO2014209983A1 (en) | 2013-06-26 | 2014-06-24 | Substituted nucleosides, nucleotides and analogs thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018232331A Division JP2019059766A (ja) | 2013-06-26 | 2018-12-12 | 置換ヌクレオシド、置換ヌクレオチドおよびそれらの類似体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016523906A JP2016523906A (ja) | 2016-08-12 |
| JP2016523906A5 true JP2016523906A5 (enExample) | 2017-08-03 |
| JP6453322B2 JP6453322B2 (ja) | 2019-01-16 |
Family
ID=52116188
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016523850A Expired - Fee Related JP6453322B2 (ja) | 2013-06-26 | 2014-06-24 | 置換ヌクレオシド、置換ヌクレオチドおよびそれらの類似体 |
| JP2018232331A Withdrawn JP2019059766A (ja) | 2013-06-26 | 2018-12-12 | 置換ヌクレオシド、置換ヌクレオチドおよびそれらの類似体 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018232331A Withdrawn JP2019059766A (ja) | 2013-06-26 | 2018-12-12 | 置換ヌクレオシド、置換ヌクレオチドおよびそれらの類似体 |
Country Status (22)
| Country | Link |
|---|---|
| US (3) | US9422322B2 (enExample) |
| EP (2) | EP3424938B1 (enExample) |
| JP (2) | JP6453322B2 (enExample) |
| KR (1) | KR20160023711A (enExample) |
| CN (1) | CN105408341B (enExample) |
| AP (1) | AP2015008954A0 (enExample) |
| AU (2) | AU2014302715B2 (enExample) |
| BR (1) | BR112015031763A2 (enExample) |
| CA (1) | CA2913210C (enExample) |
| CL (1) | CL2015003615A1 (enExample) |
| DK (2) | DK3013843T3 (enExample) |
| EA (1) | EA201592075A1 (enExample) |
| ES (2) | ES2825035T3 (enExample) |
| GE (1) | GEP201706793B (enExample) |
| MX (1) | MX2015017556A (enExample) |
| NZ (1) | NZ714415A (enExample) |
| PE (1) | PE20160205A1 (enExample) |
| PH (1) | PH12015502799A1 (enExample) |
| SG (1) | SG11201509585YA (enExample) |
| TW (1) | TWI655199B (enExample) |
| UA (1) | UA118760C2 (enExample) |
| WO (1) | WO2014209983A1 (enExample) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2011305652B2 (en) | 2010-09-22 | 2016-10-20 | Janssen Biopharma, Inc. | Azido nucleosides and nucleotide analogs |
| EP2655392B1 (en) | 2010-12-22 | 2018-04-18 | Alios Biopharma, Inc. | Cyclic nucleotide analogs |
| SG10201610936RA (en) | 2011-12-22 | 2017-02-27 | Alios Biopharma Inc | Substituted nucleosides, nucleotides and analogs thereof |
| US8980865B2 (en) | 2011-12-22 | 2015-03-17 | Alios Biopharma, Inc. | Substituted nucleotide analogs |
| USRE48171E1 (en) | 2012-03-21 | 2020-08-25 | Janssen Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| US8916538B2 (en) | 2012-03-21 | 2014-12-23 | Vertex Pharmaceuticals Incorporated | Solid forms of a thiophosphoramidate nucleotide prodrug |
| US9441007B2 (en) | 2012-03-21 | 2016-09-13 | Alios Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| WO2013174962A1 (en) | 2012-05-25 | 2013-11-28 | Janssen R&D Ireland | Uracyl spirooxetane nucleosides |
| CN110684067A (zh) | 2012-12-21 | 2020-01-14 | 艾丽奥斯生物制药有限公司 | 取代的核苷和核苷酸 |
| WO2014100498A1 (en) | 2012-12-21 | 2014-06-26 | Alios Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| WO2014165704A1 (en) | 2013-04-05 | 2014-10-09 | Vertex Pharmaceuticals, Inc. | Hepatitis c viral infection treatment using a combination of compounds |
| EP3424938B1 (en) | 2013-06-26 | 2020-07-22 | Janssen BioPharma, Inc. | 4'-azidoalkyl-substituted nucleosides, nucleotides and analogs thereof |
| US9815864B2 (en) | 2013-06-26 | 2017-11-14 | Alios Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| AU2014331863C1 (en) | 2013-10-11 | 2019-05-16 | Alios Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| CN117379452A (zh) | 2014-06-24 | 2024-01-12 | 艾丽奥斯生物制药有限公司 | 取代的核苷、核苷酸和其类似物 |
| AU2015280234B2 (en) * | 2014-06-24 | 2021-04-01 | Alios Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| EP3177299A4 (en) * | 2014-08-05 | 2018-04-04 | Alios Biopharma, Inc. | Combination therapy for treating a paramyxovirus |
| US9908914B2 (en) | 2014-10-28 | 2018-03-06 | Alios Biopharma, Inc. | Methods of preparing substituted nucleoside analogs |
| CN105254695B (zh) * | 2014-11-10 | 2019-01-18 | 南京曼杰生物科技有限公司 | 核苷氨基磷酸酯衍生物及其应用 |
| MA41213A (fr) | 2014-12-19 | 2017-10-24 | Alios Biopharma Inc | Nucléosides substitués, nucléotides et analogues de ceux-ci |
| MA41441A (fr) | 2014-12-19 | 2017-12-12 | Alios Biopharma Inc | Nucléosides substitués, nucléotides et analogues de ceux-ci |
| MX383931B (es) | 2015-03-11 | 2025-03-14 | Janssen Biopharma Inc | Compuestos de aza-piridona y usos de estos. |
| CN107709344B (zh) * | 2015-05-01 | 2022-07-15 | 共晶制药股份有限公司 | 用于治疗黄病毒科病毒和癌症的核苷类似物 |
| AU2016297024B2 (en) | 2015-07-22 | 2021-03-04 | Enanta Pharmaceuticals, Inc. | Benzodiazepine derivatives as RSV inhibitors |
| US10202412B2 (en) | 2016-07-08 | 2019-02-12 | Atea Pharmaceuticals, Inc. | β-D-2′-deoxy-2′-substituted-4′-substituted-2-substituted-N6-substituted-6-aminopurinenucleotides for the treatment of paramyxovirus and orthomyxovirus infections |
| WO2019067864A1 (en) * | 2017-09-29 | 2019-04-04 | Enanta Pharmaceuticals, Inc. | PHARMACEUTICAL AGENTS IN COMBINATION AS INHIBITORS OF RSV |
| WO2020057546A1 (zh) * | 2018-09-21 | 2020-03-26 | 上海迪诺医药科技有限公司 | 环状二核苷酸类似物、其药物组合物及应用 |
| JP7558189B2 (ja) | 2019-03-18 | 2024-09-30 | エナンタ ファーマシューティカルズ インコーポレイテッド | Ｒｓｖ阻害剤としてのベンゾジアゼピン誘導体 |
| US11505558B1 (en) | 2019-10-04 | 2022-11-22 | Enanta Pharmaceuticals, Inc. | Antiviral heterocyclic compounds |
| WO2021216722A1 (en) * | 2020-04-23 | 2021-10-28 | Atea Pharmaceuticals, Inc. | Stereoselective process of manufacture of purine phosphoramidates |
| US11945824B2 (en) | 2020-10-19 | 2024-04-02 | Enanta Pharmaceuticals, Inc. | Heterocyclic compounds as anti-viral agents |
| US12274700B1 (en) | 2020-10-30 | 2025-04-15 | Accencio LLC | Methods of treating symptoms of coronavirus infection with RNA polymerase inhibitors |
| CN114773417B (zh) * | 2022-04-06 | 2023-08-22 | 郑州大学 | 一种虫草素磷酸酯及其制备方法与应用 |
| AR129003A1 (es) | 2022-04-07 | 2024-07-03 | Enanta Pharm Inc | Compuestos heterocíclicos antivirales |
| WO2023211997A1 (en) | 2022-04-27 | 2023-11-02 | Enanta Pharmaceuticals, Inc. | Antiviral compounds |
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| EP3424938B1 (en) | 2013-06-26 | 2020-07-22 | Janssen BioPharma, Inc. | 4'-azidoalkyl-substituted nucleosides, nucleotides and analogs thereof |
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| AU2015280234B2 (en) | 2014-06-24 | 2021-04-01 | Alios Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| CA2955604A1 (en) | 2014-07-22 | 2016-01-28 | Alios Biopharma, Inc. | Methods for treating paramyxoviruses |
| EP3177299A4 (en) | 2014-08-05 | 2018-04-04 | Alios Biopharma, Inc. | Combination therapy for treating a paramyxovirus |
| US9908914B2 (en) | 2014-10-28 | 2018-03-06 | Alios Biopharma, Inc. | Methods of preparing substituted nucleoside analogs |
| MA41213A (fr) | 2014-12-19 | 2017-10-24 | Alios Biopharma Inc | Nucléosides substitués, nucléotides et analogues de ceux-ci |
| MA41441A (fr) | 2014-12-19 | 2017-12-12 | Alios Biopharma Inc | Nucléosides substitués, nucléotides et analogues de ceux-ci |
| MA45925A (fr) | 2016-08-12 | 2019-06-19 | Janssen Biopharma Inc | Nucléosides et nucléotides substitués et leurs analogues |
| US20180117042A1 (en) | 2016-10-27 | 2018-05-03 | Alios Biopharma, Inc. | Methods for treating respiratory syncytial virus infection |
| US11149049B2 (en) | 2017-09-18 | 2021-10-19 | Janssen Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
-
2014
- 2014-06-24 EP EP18174398.0A patent/EP3424938B1/en active Active
- 2014-06-24 EA EA201592075A patent/EA201592075A1/ru unknown
- 2014-06-24 CN CN201480038065.3A patent/CN105408341B/zh not_active Expired - Fee Related
- 2014-06-24 KR KR1020157036462A patent/KR20160023711A/ko not_active Withdrawn
- 2014-06-24 BR BR112015031763A patent/BR112015031763A2/pt not_active Application Discontinuation
- 2014-06-24 CA CA2913210A patent/CA2913210C/en active Active
- 2014-06-24 ES ES18174398T patent/ES2825035T3/es active Active
- 2014-06-24 DK DK14817999.7T patent/DK3013843T3/en active
- 2014-06-24 AP AP2015008954A patent/AP2015008954A0/xx unknown
- 2014-06-24 WO PCT/US2014/043841 patent/WO2014209983A1/en not_active Ceased
- 2014-06-24 MX MX2015017556A patent/MX2015017556A/es unknown
- 2014-06-24 GE GEAP201414043A patent/GEP201706793B/en unknown
- 2014-06-24 UA UAA201511862A patent/UA118760C2/uk unknown
- 2014-06-24 SG SG11201509585YA patent/SG11201509585YA/en unknown
- 2014-06-24 PE PE2015002648A patent/PE20160205A1/es not_active Application Discontinuation
- 2014-06-24 NZ NZ714415A patent/NZ714415A/en not_active IP Right Cessation
- 2014-06-24 DK DK18174398.0T patent/DK3424938T3/da active
- 2014-06-24 TW TW103121826A patent/TWI655199B/zh not_active IP Right Cessation
- 2014-06-24 ES ES14817999.7T patent/ES2685591T3/es active Active
- 2014-06-24 EP EP14817999.7A patent/EP3013843B1/en active Active
- 2014-06-24 AU AU2014302715A patent/AU2014302715B2/en not_active Ceased
- 2014-06-24 US US14/312,990 patent/US9422322B2/en not_active Expired - Fee Related
- 2014-06-24 JP JP2016523850A patent/JP6453322B2/ja not_active Expired - Fee Related
-
2015
- 2015-12-14 CL CL2015003615A patent/CL2015003615A1/es unknown
- 2015-12-16 PH PH12015502799A patent/PH12015502799A1/en unknown
-
2016
- 2016-07-20 US US15/215,434 patent/US9932363B2/en active Active
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2018
- 2018-02-13 US US15/895,872 patent/US10696708B2/en not_active Expired - Fee Related
- 2018-12-12 JP JP2018232331A patent/JP2019059766A/ja not_active Withdrawn
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2019
- 2019-03-06 AU AU2019201536A patent/AU2019201536A1/en not_active Abandoned
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