TWI662024B - 雜芳基化合物及其用途 - Google Patents
雜芳基化合物及其用途 Download PDFInfo
- Publication number
- TWI662024B TWI662024B TW104101242A TW104101242A TWI662024B TW I662024 B TWI662024 B TW I662024B TW 104101242 A TW104101242 A TW 104101242A TW 104101242 A TW104101242 A TW 104101242A TW I662024 B TWI662024 B TW I662024B
- Authority
- TW
- Taiwan
- Prior art keywords
- compound
- group
- pharmaceutically acceptable
- acceptable salt
- optionally substituted
- Prior art date
Links
- 0 CC(Nc1cc(-c2cnc(*s([n]3)(N4CCCC4)=O)c3c2C)ccn1)=O Chemical compound CC(Nc1cc(-c2cnc(*s([n]3)(N4CCCC4)=O)c3c2C)ccn1)=O 0.000 description 2
- WYRMOJUSNQZIAP-UHFFFAOYSA-N CC(C)(C)NS(c1c(C)c(-c2cc(NC(C)=O)ncc2)cnc1N(C)C)(=O)=O Chemical compound CC(C)(C)NS(c1c(C)c(-c2cc(NC(C)=O)ncc2)cnc1N(C)C)(=O)=O WYRMOJUSNQZIAP-UHFFFAOYSA-N 0.000 description 1
- UWHKLTDYHWSOHZ-UHFFFAOYSA-N CC(CCCC1)N1c1cc(-c2ccnc(NC(C)=O)c2)cnc1C#N Chemical compound CC(CCCC1)N1c1cc(-c2ccnc(NC(C)=O)c2)cnc1C#N UWHKLTDYHWSOHZ-UHFFFAOYSA-N 0.000 description 1
- VSEUFVWZHDLOGT-UHFFFAOYSA-N CC(Nc1cc(-c(c(C)c2NS(c3c[n](C)nc3C(F)(F)F)(=O)=O)cnc2Cl)ccn1)=O Chemical compound CC(Nc1cc(-c(c(C)c2NS(c3c[n](C)nc3C(F)(F)F)(=O)=O)cnc2Cl)ccn1)=O VSEUFVWZHDLOGT-UHFFFAOYSA-N 0.000 description 1
- FXAZTYJJMQHRFP-UHFFFAOYSA-N CC(Nc1cc(-c(cc2N(CCCN3)S3(=O)=O)cnc2N)ccn1)=O Chemical compound CC(Nc1cc(-c(cc2N(CCCN3)S3(=O)=O)cnc2N)ccn1)=O FXAZTYJJMQHRFP-UHFFFAOYSA-N 0.000 description 1
- ARIPSOPFFACZTI-UHFFFAOYSA-N CC(Nc1cc(-c2cnc(C)c(C(N(C)c(ccc(F)c3)c3F)=O)c2)ccn1)=O Chemical compound CC(Nc1cc(-c2cnc(C)c(C(N(C)c(ccc(F)c3)c3F)=O)c2)ccn1)=O ARIPSOPFFACZTI-UHFFFAOYSA-N 0.000 description 1
- CPGJJXBAAFDRML-UHFFFAOYSA-N CC(Nc1cc(-c2cnc(C)c(N(CCCN3)S3(=O)=O)c2)ccn1)=O Chemical compound CC(Nc1cc(-c2cnc(C)c(N(CCCN3)S3(=O)=O)c2)ccn1)=O CPGJJXBAAFDRML-UHFFFAOYSA-N 0.000 description 1
- JUCOWKNDGXKVJJ-UHFFFAOYSA-N CC(Nc1cc(-c2cnc(C)c(N(CCN3C)S3(=O)=O)c2)ccn1)=O Chemical compound CC(Nc1cc(-c2cnc(C)c(N(CCN3C)S3(=O)=O)c2)ccn1)=O JUCOWKNDGXKVJJ-UHFFFAOYSA-N 0.000 description 1
- BZCNQOANJOIXBP-UHFFFAOYSA-N CC(Nc1cc(-c2cncc(N(CCO)S(c(c(F)c3)ccc3F)(=O)=O)c2)ccn1)=O Chemical compound CC(Nc1cc(-c2cncc(N(CCO)S(c(c(F)c3)ccc3F)(=O)=O)c2)ccn1)=O BZCNQOANJOIXBP-UHFFFAOYSA-N 0.000 description 1
- QJAJNEWXKJKBJH-UHFFFAOYSA-N CC(Nc1nccc(-c(cc2S(Nc(ccc(F)c3)c3F)(=O)=O)cnc2N(C)C)c1)=O Chemical compound CC(Nc1nccc(-c(cc2S(Nc(ccc(F)c3)c3F)(=O)=O)cnc2N(C)C)c1)=O QJAJNEWXKJKBJH-UHFFFAOYSA-N 0.000 description 1
- NXEAMZULBMRWDK-UHFFFAOYSA-N CC(Nc1nccc(-c(cn2)cc3c2OCCNS3(=O)=O)c1)=O Chemical compound CC(Nc1nccc(-c(cn2)cc3c2OCCNS3(=O)=O)c1)=O NXEAMZULBMRWDK-UHFFFAOYSA-N 0.000 description 1
- JWRFEEOAZCFRBM-UHFFFAOYSA-N CCOC(Nc1cc(-c(c(C)c2NS(c(c(F)c3)ccc3F)(=O)=O)cnc2Cl)ccn1)=O Chemical compound CCOC(Nc1cc(-c(c(C)c2NS(c(c(F)c3)ccc3F)(=O)=O)cnc2Cl)ccn1)=O JWRFEEOAZCFRBM-UHFFFAOYSA-N 0.000 description 1
- RJXWZHZKZNKSEQ-UHFFFAOYSA-N CCOC(Nc1nccc(-c2cnc(C)c(NS(c(ccc(F)c3)c3F)(=O)=O)c2)c1)=O Chemical compound CCOC(Nc1nccc(-c2cnc(C)c(NS(c(ccc(F)c3)c3F)(=O)=O)c2)c1)=O RJXWZHZKZNKSEQ-UHFFFAOYSA-N 0.000 description 1
- PIVHURGZHDITTH-UHFFFAOYSA-N Cc(c(-c1cc(Nc2nc(C)ncc2)ncc1)cnc1Cl)c1NS(N(C)C)(=O)=O Chemical compound Cc(c(-c1cc(Nc2nc(C)ncc2)ncc1)cnc1Cl)c1NS(N(C)C)(=O)=O PIVHURGZHDITTH-UHFFFAOYSA-N 0.000 description 1
- RGLGDJCAZVHWQC-ZYKWQNGHSA-N Cc(c(C(N(C)[C@H]1C(C2)CC2CC1)=O)c1)ncc1-c1ccnc(NC(C2CC2)=O)c1 Chemical compound Cc(c(C(N(C)[C@H]1C(C2)CC2CC1)=O)c1)ncc1-c1ccnc(NC(C2CC2)=O)c1 RGLGDJCAZVHWQC-ZYKWQNGHSA-N 0.000 description 1
- YZQBWQOBFKPFMF-UHFFFAOYSA-N Cc(c(NS(c(ccc(F)c1)c1F)(=O)=O)c1)ncc1-c1cc(Nc2nc(C3CC3)nc(C)n2)ncc1 Chemical compound Cc(c(NS(c(ccc(F)c1)c1F)(=O)=O)c1)ncc1-c1cc(Nc2nc(C3CC3)nc(C)n2)ncc1 YZQBWQOBFKPFMF-UHFFFAOYSA-N 0.000 description 1
- MOLGUBGNGUHFIU-UHFFFAOYSA-N Cc1nccc(Nc2nccc(-c3c[n]4nccc4c(NS(c(c(F)c4)ccc4F)(=O)=O)c3)c2)n1 Chemical compound Cc1nccc(Nc2nccc(-c3c[n]4nccc4c(NS(c(c(F)c4)ccc4F)(=O)=O)c3)c2)n1 MOLGUBGNGUHFIU-UHFFFAOYSA-N 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4965—Non-condensed pyrazines
- A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/549—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame having two or more nitrogen atoms in the same ring, e.g. hydrochlorothiazide
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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- A61P37/02—Immunomodulators
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- A—HUMAN NECESSITIES
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- A61P37/08—Antiallergic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Immunology (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Rheumatology (AREA)
- Diabetes (AREA)
- Vascular Medicine (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461927055P | 2014-01-14 | 2014-01-14 | |
| US61/927,055 | 2014-01-14 | ||
| US201462054742P | 2014-09-24 | 2014-09-24 | |
| US62/054,742 | 2014-09-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201613865A TW201613865A (en) | 2016-04-16 |
| TWI662024B true TWI662024B (zh) | 2019-06-11 |
Family
ID=53543363
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW104101242A TWI662024B (zh) | 2014-01-14 | 2015-01-14 | 雜芳基化合物及其用途 |
Country Status (26)
| Country | Link |
|---|---|
| US (3) | US9802960B2 (enExample) |
| EP (1) | EP3094325B1 (enExample) |
| JP (1) | JP6609258B2 (enExample) |
| KR (1) | KR20160122736A (enExample) |
| CN (1) | CN105916503B (enExample) |
| AP (1) | AP2016009368A0 (enExample) |
| AU (1) | AU2015206652A1 (enExample) |
| BR (1) | BR112016016289B1 (enExample) |
| CA (1) | CA2935867C (enExample) |
| CL (1) | CL2016001805A1 (enExample) |
| CR (1) | CR20160363A (enExample) |
| DO (1) | DOP2016000173A (enExample) |
| EA (1) | EA032458B1 (enExample) |
| EC (1) | ECSP16067303A (enExample) |
| ES (1) | ES2908042T3 (enExample) |
| GE (1) | GEP20196983B (enExample) |
| IL (1) | IL246755A0 (enExample) |
| MX (1) | MX2016009135A (enExample) |
| MY (1) | MY182908A (enExample) |
| PE (1) | PE20161313A1 (enExample) |
| PH (1) | PH12016501388A1 (enExample) |
| SG (1) | SG11201604820XA (enExample) |
| TN (1) | TN2016000270A1 (enExample) |
| TW (1) | TWI662024B (enExample) |
| UY (1) | UY35951A (enExample) |
| WO (1) | WO2015108861A1 (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104230922B (zh) * | 2013-06-19 | 2016-12-28 | 中国科学院上海药物研究所 | 一类五元杂环并吡啶类化合物及其制备方法和用途 |
| US10202373B2 (en) | 2014-01-14 | 2019-02-12 | Millennium Pharmaceuticals, Inc. | Heteroaryls and uses thereof |
| US9802960B2 (en) | 2014-01-14 | 2017-10-31 | Millennium Pharmaceuticals, Inc. | Heteroaryls and uses thereof |
| LT3365334T (lt) * | 2015-10-21 | 2024-09-10 | Otsuka Pharmaceutical Co., Ltd. | Benzolaktamo junginiai kaip baltymų kinazės inhibitoriai |
| US11179399B2 (en) | 2016-02-19 | 2021-11-23 | Sprint Bioscience Ab | 6-heterocyclyl-4-morpholin-4-ylpyridine-2-one compounds useful for the treatment of cancer and diabetes |
| WO2017140841A1 (en) | 2016-02-19 | 2017-08-24 | Sprint Bioscience Ab | 6-aryl-4-morpholin-1-ylpyridone compounds useful for the treatment of cancer and diabetes |
| WO2018144791A1 (en) * | 2017-02-03 | 2018-08-09 | Millennium Pharmaceuticals, Inc. | Combination of vps34 inhibitors and mtor inhibitors |
| GB201706327D0 (en) * | 2017-04-20 | 2017-06-07 | Otsuka Pharma Co Ltd | A pharmaceutical compound |
| WO2019038387A1 (en) * | 2017-08-23 | 2019-02-28 | Sprint Bioscience Ab | PYRIDYLPYRIDONE COMPOUNDS |
| TWI785102B (zh) | 2017-08-23 | 2022-12-01 | 瑞典商斯普林特生物科技公司 | 吡啶胺-吡啶酮及嘧啶胺-吡啶酮化合物 |
| PL3672967T3 (pl) | 2017-08-23 | 2022-01-31 | Sprint Bioscience Ab | Związki azaindolilopirydonu i diazaindolilopirydonu |
| HUE058661T2 (hu) | 2017-08-23 | 2022-09-28 | Sprint Bioscience Ab | Morfolinilpiridon vegyületek |
| EP3684761A1 (en) | 2017-09-18 | 2020-07-29 | Basf Se | Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi |
| UA126458C2 (uk) | 2018-02-13 | 2022-10-05 | Гіліад Сайєнсіз, Інк. | Інгібітори pd-1/pd-l1 |
| EP3820572B1 (en) | 2018-07-13 | 2023-08-16 | Gilead Sciences, Inc. | Pd-1/pd-l1 inhibitors |
| KR102328682B1 (ko) * | 2018-08-27 | 2021-11-18 | 주식회사 대웅제약 | 신규한 헤테로사이클릭아민 유도체 및 이를 포함하는 약학 조성물 |
| WO2020045941A1 (ko) * | 2018-08-27 | 2020-03-05 | 주식회사 대웅제약 | 신규한 헤테로사이클릭아민 유도체 및 이를 포함하는 약학 조성물 |
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