AU2014225604B2 - Perfluorinated cyclopropyl fused 1,3-oxazin-2-amine compounds as beta-secretase inhibitors and methods of use - Google Patents
Perfluorinated cyclopropyl fused 1,3-oxazin-2-amine compounds as beta-secretase inhibitors and methods of use Download PDFInfo
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- AU2014225604B2 AU2014225604B2 AU2014225604A AU2014225604A AU2014225604B2 AU 2014225604 B2 AU2014225604 B2 AU 2014225604B2 AU 2014225604 A AU2014225604 A AU 2014225604A AU 2014225604 A AU2014225604 A AU 2014225604A AU 2014225604 B2 AU2014225604 B2 AU 2014225604B2
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- Australia
- Prior art keywords
- alkyl
- independently
- pharmaceutically acceptable
- acceptable salt
- oxa
- Prior art date
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- 0 CCC(C)C1(*)*=C(N)OC2[C@]1C(*)(CCC*)C2*=I Chemical compound CCC(C)C1(*)*=C(N)OC2[C@]1C(*)(CCC*)C2*=I 0.000 description 11
- SQEJJKZVOKBGOC-UHFFFAOYSA-N FCC1=NOC2C1C2 Chemical compound FCC1=NOC2C1C2 SQEJJKZVOKBGOC-UHFFFAOYSA-N 0.000 description 2
- ZSFXFSXZNGXLOL-ORIITIJXSA-N CC1(C)OB(c(cc2[C@@]3(C(F)F)N=C(N)O[C@H]4C3C4)ccc2F)OC1(C)C Chemical compound CC1(C)OB(c(cc2[C@@]3(C(F)F)N=C(N)O[C@H]4C3C4)ccc2F)OC1(C)C ZSFXFSXZNGXLOL-ORIITIJXSA-N 0.000 description 1
- OZKVFTVZLFSJQX-UHFFFAOYSA-N COc1cnc(C(O)=O)c(OC)n1 Chemical compound COc1cnc(C(O)=O)c(OC)n1 OZKVFTVZLFSJQX-UHFFFAOYSA-N 0.000 description 1
- JMWBULAEPUJAET-UHFFFAOYSA-N C[BrH]c(cc1C2=NOC(CCCl)C2)ccc1F Chemical compound C[BrH]c(cc1C2=NOC(CCCl)C2)ccc1F JMWBULAEPUJAET-UHFFFAOYSA-N 0.000 description 1
- AUTSGNLBLKCPOP-MYLCTYFISA-N C[C@@H]([C@H]1[C@](C(F)F)(c(cc(cc2C)Br)c2F)N)[C@@H]1O Chemical compound C[C@@H]([C@H]1[C@](C(F)F)(c(cc(cc2C)Br)c2F)N)[C@@H]1O AUTSGNLBLKCPOP-MYLCTYFISA-N 0.000 description 1
- LMVFWAIEZLZSIC-RFBVYIQQSA-N C[C@@]1(c2cc(Br)ccc2F)NOC2C1C2 Chemical compound C[C@@]1(c2cc(Br)ccc2F)NOC2C1C2 LMVFWAIEZLZSIC-RFBVYIQQSA-N 0.000 description 1
- FTYZZXLNPNJMRB-PRHODGIISA-N C[C@H](C[C@@](CF)(c(cc(C)cc1Cl)c1F)N)O Chemical compound C[C@H](C[C@@](CF)(c(cc(C)cc1Cl)c1F)N)O FTYZZXLNPNJMRB-PRHODGIISA-N 0.000 description 1
- KESDRZCXXUFEEI-GUJYYOPSSA-N C[C@]1(c2cc(Br)ccc2Cl)NO[C@H]2C1C2 Chemical compound C[C@]1(c2cc(Br)ccc2Cl)NO[C@H]2C1C2 KESDRZCXXUFEEI-GUJYYOPSSA-N 0.000 description 1
- LFUCFNQACDDZJO-FMDDCXKFSA-N Cc1cc(Br)cc([C@@]2(C(F)F)NOC3C2C3)c1F Chemical compound Cc1cc(Br)cc([C@@]2(C(F)F)NOC3C2C3)c1F LFUCFNQACDDZJO-FMDDCXKFSA-N 0.000 description 1
- LYPIZRPLQAZORW-BWEXCOOYSA-N Cc1cc(Br)cc([C@](C(F)F)(C(C2)[C@@H]2O)N)c1F Chemical compound Cc1cc(Br)cc([C@](C(F)F)(C(C2)[C@@H]2O)N)c1F LYPIZRPLQAZORW-BWEXCOOYSA-N 0.000 description 1
- UQMVAYYSEZULCD-HIYWGVSTSA-N Cc1cc([BrH]C)cc([C@](C(F)F)(C(C2)[C@@H]2O)N)c1F Chemical compound Cc1cc([BrH]C)cc([C@](C(F)F)(C(C2)[C@@H]2O)N)c1F UQMVAYYSEZULCD-HIYWGVSTSA-N 0.000 description 1
- LAZRDNVJULFFKB-UHFFFAOYSA-N FC(C1=NOC2C1C2)F Chemical compound FC(C1=NOC2C1C2)F LAZRDNVJULFFKB-UHFFFAOYSA-N 0.000 description 1
- GEMFBSOAWNIIEF-IMDWOCAISA-N FC[C@]1(c(cccc2Cl)c2F)NOC2[C@@H]1C2 Chemical compound FC[C@]1(c(cccc2Cl)c2F)NOC2[C@@H]1C2 GEMFBSOAWNIIEF-IMDWOCAISA-N 0.000 description 1
- NUWGEJRCZCAART-UHFFFAOYSA-N Fc(c(C1=NOC2C1C2)c1)ccc1Br Chemical compound Fc(c(C1=NOC2C1C2)c1)ccc1Br NUWGEJRCZCAART-UHFFFAOYSA-N 0.000 description 1
- GYCNHFWRPJXTSB-UHFFFAOYSA-N N#Cc1cc(Br)ccc1F Chemical compound N#Cc1cc(Br)ccc1F GYCNHFWRPJXTSB-UHFFFAOYSA-N 0.000 description 1
- ZMXSZCPKYCETFL-YWEYNIOJSA-N N/C(/c1cc(Br)ccc1F)=C\O Chemical compound N/C(/c1cc(Br)ccc1F)=C\O ZMXSZCPKYCETFL-YWEYNIOJSA-N 0.000 description 1
- SUXKEJZFELZDQS-UHFFFAOYSA-N NC(CF)(C(C1)C1O)c1cc(Br)ccc1Cl Chemical compound NC(CF)(C(C1)C1O)c1cc(Br)ccc1Cl SUXKEJZFELZDQS-UHFFFAOYSA-N 0.000 description 1
- MOYMIMBIBLCWNB-GARJUAAWSA-N NC(OC1[C@@H]2C1)=N[C@]2(C(F)F)c1cc(-c2nnc(-c(cc3)ccc3F)[nH]2)ccc1F Chemical compound NC(OC1[C@@H]2C1)=N[C@]2(C(F)F)c1cc(-c2nnc(-c(cc3)ccc3F)[nH]2)ccc1F MOYMIMBIBLCWNB-GARJUAAWSA-N 0.000 description 1
- MBQOMBDMUYOZER-JJMHPEDZSA-N NC(O[C@@H]1C=C[C@@H]11)=NC1(CF)c(cccc1Cl)c1F Chemical compound NC(O[C@@H]1C=C[C@@H]11)=NC1(CF)c(cccc1Cl)c1F MBQOMBDMUYOZER-JJMHPEDZSA-N 0.000 description 1
- SJJKMSGAVIZURQ-XTOKZYMASA-N NC(O[C@H]1C2C1)=N[C@]2(C(F)F)c1cc(Br)ccc1F Chemical compound NC(O[C@H]1C2C1)=N[C@]2(C(F)F)c1cc(Br)ccc1F SJJKMSGAVIZURQ-XTOKZYMASA-N 0.000 description 1
- SUUKHIFMZQJKSQ-JCKWVBRZSA-N NC(O[C@H]1[C@@H]2C1)=N[C@]2(CF)c1cc(NC(c(nc2)ccc2Cl)=O)ccc1 Chemical compound NC(O[C@H]1[C@@H]2C1)=N[C@]2(CF)c1cc(NC(c(nc2)ccc2Cl)=O)ccc1 SUUKHIFMZQJKSQ-JCKWVBRZSA-N 0.000 description 1
- CIOMNNOVGZBNAK-XFFZJAGNSA-N O/N=C(/c1cc(Br)ccc1F)\Cl Chemical compound O/N=C(/c1cc(Br)ccc1F)\Cl CIOMNNOVGZBNAK-XFFZJAGNSA-N 0.000 description 1
- FUTIPQFMRMIGDD-FSGMKPHLSA-N O=C(c1ccccc1)NC(O[C@H]1[C@@H]2C1)=NC2(CF)c1cc(Br)ccc1Cl Chemical compound O=C(c1ccccc1)NC(O[C@H]1[C@@H]2C1)=NC2(CF)c1cc(Br)ccc1Cl FUTIPQFMRMIGDD-FSGMKPHLSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
- C07D265/12—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms 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
- C07D417/02—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 two hetero rings
- C07D417/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Psychology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Epidemiology (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361775380P | 2013-03-08 | 2013-03-08 | |
| US61/775,380 | 2013-03-08 | ||
| US201461939580P | 2014-02-13 | 2014-02-13 | |
| US61/939,580 | 2014-02-13 | ||
| PCT/US2014/021412 WO2014138484A1 (en) | 2013-03-08 | 2014-03-06 | Perfluorinated cyclopropyl fused 1,3-oxazin-2-amine compounds as beta-secretase inhibitors and methods of use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2014225604A1 AU2014225604A1 (en) | 2015-09-10 |
| AU2014225604B2 true AU2014225604B2 (en) | 2018-05-17 |
Family
ID=50478936
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2014225604A Active AU2014225604B2 (en) | 2013-03-08 | 2014-03-06 | Perfluorinated cyclopropyl fused 1,3-oxazin-2-amine compounds as beta-secretase inhibitors and methods of use |
Country Status (22)
| Country | Link |
|---|---|
| US (3) | US9085576B2 (OSRAM) |
| EP (1) | EP2964644B1 (OSRAM) |
| JP (1) | JP6374889B2 (OSRAM) |
| KR (1) | KR20150124985A (OSRAM) |
| CN (1) | CN105164121A (OSRAM) |
| AP (1) | AP2015008716A0 (OSRAM) |
| AU (1) | AU2014225604B2 (OSRAM) |
| BR (1) | BR112015021336A2 (OSRAM) |
| CA (1) | CA2903215C (OSRAM) |
| CL (1) | CL2015002516A1 (OSRAM) |
| CR (1) | CR20150519A (OSRAM) |
| EA (1) | EA201591614A1 (OSRAM) |
| HK (1) | HK1217486A1 (OSRAM) |
| IL (1) | IL240829A0 (OSRAM) |
| MX (1) | MX374512B (OSRAM) |
| PE (1) | PE20151794A1 (OSRAM) |
| PH (1) | PH12015502001A1 (OSRAM) |
| SG (1) | SG11201507196WA (OSRAM) |
| TN (1) | TN2015000382A1 (OSRAM) |
| TW (1) | TW201446760A (OSRAM) |
| UY (1) | UY35377A (OSRAM) |
| WO (1) | WO2014138484A1 (OSRAM) |
Families Citing this family (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2009258496B8 (en) | 2008-06-13 | 2014-06-26 | Shionogi & Co., Ltd. | Sulfur-containing heterocyclic derivative having beta-secretase-inhibiting activity |
| KR20120104570A (ko) † | 2009-12-11 | 2012-09-21 | 시오노기세야쿠 가부시키가이샤 | 옥사진 유도체 |
| WO2014065434A1 (en) | 2012-10-24 | 2014-05-01 | Shionogi & Co., Ltd. | Dihydrooxazine or oxazepine derivatives having bace1 inhibitory activity |
| AU2014223334C1 (en) | 2013-03-01 | 2018-10-18 | Amgen Inc. | Perfluorinated 5,6-dihydro-4H-1,3-oxazin-2-amine compounds as beta-secretase inhibitors and methods of use |
| SG11201507196WA (en) | 2013-03-08 | 2015-10-29 | Amgen Inc | Perfluorinated cyclopropyl fused 1,3-oxazin-2-amine compounds as beta-secretase inhibitors and methods of use |
| BR112015022762B1 (pt) | 2013-03-13 | 2022-08-16 | Takeda Pharmaceutical Company Limited | Composto de éster do ácido guanidinobenzóico, composição farmacêutica, e, uso do composto |
| US9346776B2 (en) | 2014-02-13 | 2016-05-24 | Takeda Pharmaceutical Company Limited | Fused heterocyclic compound |
| US9428470B2 (en) | 2014-02-13 | 2016-08-30 | Takeda Pharmaceutical Company Limited | Heterocyclic compound |
| MX381482B (es) * | 2014-08-08 | 2025-03-12 | Amgen Inc | Compuestos de tiazin-2-amina fusionados con ciclopropilo como inhibidores de beta-secretasa y metodos de uso. |
| WO2016044120A1 (en) * | 2014-09-19 | 2016-03-24 | Merck Sharp & Dohme Corp. | Diazine-fused amidine compounds as bace inhibitors, compositions, and their use |
| WO2016118404A1 (en) * | 2015-01-20 | 2016-07-28 | Merck Sharp & Dohme Corp. | Iminothiadiazine dioxides bearing an amine-linked substituent as bace inhibitors, compositions, and their use |
| ES2887087T3 (es) | 2015-05-07 | 2021-12-21 | Bristol Myers Squibb Co | Sulfonas tricíclicas como moduladores ROR gamma |
| ES2882667T3 (es) * | 2015-08-07 | 2021-12-02 | Bayer Cropscience Ag | Derivados heterocíclicos condensados sustituidos por 2-(het)arilo como pesticidas |
| ES2928164T3 (es) | 2015-10-19 | 2022-11-15 | Incyte Corp | Compuestos heterocíclicos como inmunomoduladores |
| EP3165093A1 (en) | 2015-11-05 | 2017-05-10 | Basf Se | Substituted oxadiazoles for combating phytopathogenic fungi |
| HUE060680T2 (hu) | 2015-11-19 | 2023-04-28 | Incyte Corp | Heterociklusos vegyületek mint immunmodulátorok |
| US20170174671A1 (en) * | 2015-12-17 | 2017-06-22 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| DK3394033T3 (da) * | 2015-12-22 | 2021-01-04 | Incyte Corp | Heterocykliske forbindelser som immunmodulatorer |
| MA44860A (fr) | 2016-05-06 | 2019-03-13 | Incyte Holdings Corp | Composés hétérocycliques utilisés comme immunomodulateurs |
| WO2017205464A1 (en) | 2016-05-26 | 2017-11-30 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| SG11201811414TA (en) | 2016-06-20 | 2019-01-30 | Incyte Corp | Heterocyclic compounds as immunomodulators |
| ES2930092T3 (es) | 2016-07-14 | 2022-12-07 | Incyte Corp | Compuestos heterocíclicos como inmunomoduladores |
| EP3504198B1 (en) | 2016-08-29 | 2023-01-25 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| CN106432071B (zh) * | 2016-09-05 | 2019-04-02 | 河北正朗制药有限公司 | 5-氰基-4-甲氧基-2-吡啶甲酸的盐酸盐的制备及其应用 |
| KR20190057388A (ko) | 2016-10-10 | 2019-05-28 | 브리스톨-마이어스 스큅 컴퍼니 | Ror 감마 조정제로서의 트리시클릭 술폰 |
| JP7149271B2 (ja) | 2016-12-15 | 2022-10-06 | アムジエン・インコーポレーテツド | β－セクレターゼ阻害剤としての１，４－チアジンジオキシドおよび１，２，４－チアジアジンジオキシド誘導体ならびに使用方法 |
| WO2018112084A1 (en) | 2016-12-15 | 2018-06-21 | Amgen Inc. | Bicyclic thiazine and oxazine derivatives as beta-secretase inhibitors and methods of use |
| JP7177773B2 (ja) * | 2016-12-15 | 2022-11-24 | アムジエン・インコーポレーテツド | β－セクレターゼ阻害剤としてのオキサジン誘導体および使用方法 |
| MA54100A (fr) | 2016-12-15 | 2021-10-20 | Amgen Inc | Dérivés de thiazine en tant qu'inhibiteurs de bêta-sécrétase et procédés d'utilisation |
| JP7159161B2 (ja) | 2016-12-15 | 2022-10-24 | アムジエン・インコーポレーテツド | β－セクレターゼ阻害剤としてのシクロプロピル縮合チアジン誘導体および使用方法 |
| EP3558989B1 (en) | 2016-12-22 | 2021-04-14 | Incyte Corporation | Triazolo[1,5-a]pyridine derivatives as immunomodulators |
| MD3558990T2 (ro) | 2016-12-22 | 2023-02-28 | Incyte Corp | Derivați tetrahidro imidazo[4,5-c]piridină ca inductori de internalizare a PD-L1 |
| CA3047991A1 (en) | 2016-12-22 | 2018-06-28 | Incyte Corporation | Bicyclic heteroaromatic compounds as immunomodulators |
| US20180179179A1 (en) | 2016-12-22 | 2018-06-28 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| MA47123A (fr) | 2016-12-22 | 2021-03-17 | Incyte Corp | Dérivés de benzooxazole en tant qu'mmunomodulateurs |
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