CN106232182B - S1p3拮抗剂 - Google Patents
S1p3拮抗剂 Download PDFInfo
- Publication number
- CN106232182B CN106232182B CN201480074769.6A CN201480074769A CN106232182B CN 106232182 B CN106232182 B CN 106232182B CN 201480074769 A CN201480074769 A CN 201480074769A CN 106232182 B CN106232182 B CN 106232182B
- Authority
- CN
- China
- Prior art keywords
- bromo
- pyridin
- amide
- pentanoic acid
- pyrazin
- 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.)
- Active
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Classifications
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D241/16—Halogen atoms; Nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- 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
- C07D401/12—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 linked by a chain containing hetero atoms as chain links
-
- 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
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero 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
- C07D413/02—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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP13195372.1A EP2878339A1 (en) | 2013-12-02 | 2013-12-02 | SIP3 antagonists |
| EP13195372.1 | 2013-12-02 | ||
| PCT/EP2014/075986 WO2015082357A1 (en) | 2013-12-02 | 2014-11-28 | S1p3 antagonists |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106232182A CN106232182A (zh) | 2016-12-14 |
| CN106232182B true CN106232182B (zh) | 2019-11-01 |
Family
ID=49674243
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201480074769.6A Active CN106232182B (zh) | 2013-12-02 | 2014-11-28 | S1p3拮抗剂 |
Country Status (12)
| Country | Link |
|---|---|
| US (4) | US9951017B2 (https=) |
| EP (4) | EP2878339A1 (https=) |
| JP (2) | JP6595475B2 (https=) |
| KR (1) | KR102386815B1 (https=) |
| CN (1) | CN106232182B (https=) |
| AU (1) | AU2014359489B2 (https=) |
| CA (1) | CA2932218C (https=) |
| EA (1) | EA034218B1 (https=) |
| NZ (1) | NZ721802A (https=) |
| UA (1) | UA117154C2 (https=) |
| WO (1) | WO2015082357A1 (https=) |
| ZA (1) | ZA201604490B (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2878339A1 (en) * | 2013-12-02 | 2015-06-03 | Siena Biotech S.p.A. | SIP3 antagonists |
| KR102131677B1 (ko) | 2018-03-20 | 2020-08-05 | 주식회사 아하 | 가이드 모듈 및 하폐수 처리용 산기장치 |
| JP7235859B2 (ja) * | 2018-09-17 | 2023-03-08 | ユンジン ファーム.カンパニー、リミテッド | 新規なチアゾール誘導体及びその薬学的に許容される塩 |
| WO2021182914A1 (ko) * | 2020-03-13 | 2021-09-16 | 영진약품 주식회사 | 신규한 cdk7 억제 화합물 및 이의 약제학적으로 허용가능한 염 |
| AU2021359129A1 (en) * | 2020-10-16 | 2023-06-01 | Proxygen Gmbh | Heterocyclic cullin ring ubiquitin ligase compounds and uses thereof |
| WO2023275796A1 (en) * | 2021-07-01 | 2023-01-05 | Novartis Ag | Heterocyclic derivatives as sphingosine-1-phosphate 3 inhibitors |
| JP2025526266A (ja) * | 2022-07-05 | 2025-08-13 | オーリジーン オンコロジー リミテッド | Cdk12/13阻害剤としての置換n-(ピリジン-2-イル)アセトアミド誘導体 |
Citations (8)
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| WO2003020313A1 (en) * | 2001-09-04 | 2003-03-13 | Ono Pharmaceutical Co., Ltd. | Remedies for respiratory diseases comprising sphingosine-1-phosphate receptor controller |
| WO2005058295A2 (en) * | 2003-12-19 | 2005-06-30 | Novartis Ag | Use of sphingosine-1-phosphate (s1p) receptor agonists for the treatment of brain degenerative diseases |
| CN1658871A (zh) * | 2001-12-21 | 2005-08-24 | 诺沃挪第克公司 | 作为gk活化剂的酰胺衍生物 |
| WO2008141013A1 (en) * | 2007-05-08 | 2008-11-20 | Allergan, Inc. | S1p3 receptor inhibitors for treating pain |
| WO2011008475A1 (en) * | 2009-06-30 | 2011-01-20 | Allergan, Inc. | Optionally substituted 2-(arylmethyl, aryloxy or arylthio) -n- pyridin-2 -yl-aryl acetamide or 2, 2-bis (aryl) -n-pyridin-2-yl acetamide compounds as medicaments for the treatment of eye diseases |
| WO2011019681A1 (en) * | 2009-08-11 | 2011-02-17 | Allergan, Inc. | Selective sphingosine-1-phosphate receptor antagonists |
| CN103119038A (zh) * | 2010-04-23 | 2013-05-22 | 百时美施贵宝公司 | 作为1-磷酸鞘氨醇1受体激动剂的4-(5-异噁唑基或5-吡唑基-1,2,4-噁二唑基-3-基)扁桃酰胺 |
| WO2013158939A1 (en) * | 2012-04-18 | 2013-10-24 | Hemoshear, Llc | In vitro model for pathological or physiologic conditions |
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| EP0081756B1 (en) | 1981-12-14 | 1985-05-15 | MEDEA RESEARCH S.r.l. | New compounds with antiinflammatory and antitussive activity, process for their preparation and relative pharmaceutical compositions |
| EP0946180A4 (en) | 1996-10-07 | 2003-07-23 | Smithkline Beecham Corp | METHODS FOR STIMULATING BONE FORMATION |
| GB9823871D0 (en) | 1998-10-30 | 1998-12-23 | Pharmacia & Upjohn Spa | 2-Amino-thiazole derivatives, process for their preparation, and their use as antitumour agents |
| US6610846B1 (en) | 1999-03-29 | 2003-08-26 | Hoffman-La Roche Inc. | Heteroaromatic glucokinase activators |
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| KR20020058023A (ko) | 1999-11-18 | 2002-07-12 | 한스 루돌프 하우스, 헨리테 브룬너, 베아트리체 귄터 | 살충성 아미노헤테로시클릴아미드 화합물 |
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| DE60117059T2 (de) | 2000-12-06 | 2006-10-26 | F. Hoffmann-La Roche Ag | Kondensierte heteroaromatische glucokinaseaktivatoren |
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| EP1501815B1 (en) | 2002-04-26 | 2006-11-22 | F. Hoffmann-La Roche Ag | Substituted phenylacetamides and their use as glucokinase activators |
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| MXPA06008606A (es) | 2004-01-30 | 2007-04-13 | Vertex Pharma | Moduladores de transportadores con casete de union a atp. |
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| AU2006336504C9 (en) | 2005-12-28 | 2015-05-14 | Vertex Pharmaceuticals Incorporated | 1-(benzo [D] [1,3] dioxol-5-yl) -N- (phenyl) cyclopropane- carboxamide derivatives and related compounds as modulators of ATP-Binding Cassette transporters for the treatment of Cystic Fibrosis |
| US7671221B2 (en) | 2005-12-28 | 2010-03-02 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-Binding Cassette transporters |
| EP2049518B1 (en) | 2006-05-31 | 2011-08-31 | Takeda San Diego, Inc. | Indazole and isoindole derivatives as glucokinase activating agents. |
| US7888504B2 (en) | 2006-07-06 | 2011-02-15 | Bristol-Myers Squibb Company | Glucokinase activators and methods of using same |
| WO2008063625A2 (en) * | 2006-11-20 | 2008-05-29 | Adolor Corporation | Pyridine compounds and methods of their use |
| TW200831081A (en) | 2006-12-25 | 2008-08-01 | Kyorin Seiyaku Kk | Glucokinase activator |
| WO2008119734A2 (en) | 2007-03-29 | 2008-10-09 | Novartis Ag | Process for the manufacture of organic compounds |
| US8969386B2 (en) | 2007-05-09 | 2015-03-03 | Vertex Pharmaceuticals Incorporated | Modulators of CFTR |
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| JP5287730B2 (ja) | 2008-01-18 | 2013-09-11 | アステラス製薬株式会社 | フェニルアセトアミド誘導体 |
| US8957063B2 (en) | 2008-02-21 | 2015-02-17 | Boehringer Ingelheim International Gmbh | Amine and ether compounds which modulate the CB2 receptor |
| EP2271621B1 (en) | 2008-03-31 | 2013-11-20 | Vertex Pharmaceuticals Incorporated | Pyridyl derivatives as cftr modulators |
| KR20110018366A (ko) * | 2008-05-16 | 2011-02-23 | 다케다 샌디에고, 인코포레이티드 | 글루코키나아제 활성제 |
| AU2009290474A1 (en) | 2008-09-11 | 2010-03-18 | Pfizer Inc. | Heteroaryls amide derivatives and their use as glucokinase activators |
| UA104876C2 (uk) | 2008-11-06 | 2014-03-25 | Вертекс Фармасьютікалз Інкорпорейтед | Модулятори atф-зв'язувальних касетних транспортерів |
| JP6097998B2 (ja) * | 2010-12-16 | 2017-03-22 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | ロイコトリエン生成のビアリールアミドインヒビター |
| EP2878339A1 (en) * | 2013-12-02 | 2015-06-03 | Siena Biotech S.p.A. | SIP3 antagonists |
-
2013
- 2013-12-02 EP EP13195372.1A patent/EP2878339A1/en not_active Withdrawn
-
2014
- 2014-11-28 KR KR1020167017929A patent/KR102386815B1/ko active Active
- 2014-11-28 CN CN201480074769.6A patent/CN106232182B/zh active Active
- 2014-11-28 UA UAA201607137A patent/UA117154C2/uk unknown
- 2014-11-28 WO PCT/EP2014/075986 patent/WO2015082357A1/en not_active Ceased
- 2014-11-28 US US15/100,326 patent/US9951017B2/en active Active
- 2014-11-28 CA CA2932218A patent/CA2932218C/en active Active
- 2014-11-28 NZ NZ721802A patent/NZ721802A/en unknown
- 2014-11-28 EA EA201691160A patent/EA034218B1/ru not_active IP Right Cessation
- 2014-11-28 AU AU2014359489A patent/AU2014359489B2/en active Active
- 2014-11-28 EP EP14811790.6A patent/EP3086845B1/en active Active
- 2014-11-28 JP JP2016536883A patent/JP6595475B2/ja active Active
- 2014-11-28 EP EP21155292.2A patent/EP3896068A1/en not_active Withdrawn
- 2014-11-28 EP EP19210115.2A patent/EP3689864A1/en not_active Withdrawn
-
2016
- 2016-07-01 ZA ZA201604490A patent/ZA201604490B/en unknown
-
2018
- 2018-03-16 US US15/923,837 patent/US20180201582A1/en not_active Abandoned
-
2019
- 2019-09-26 JP JP2019175781A patent/JP2020023512A/ja active Pending
-
2020
- 2020-01-24 US US16/751,472 patent/US11472772B2/en active Active
-
2022
- 2022-08-03 US US17/880,577 patent/US20220402875A1/en not_active Abandoned
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003020313A1 (en) * | 2001-09-04 | 2003-03-13 | Ono Pharmaceutical Co., Ltd. | Remedies for respiratory diseases comprising sphingosine-1-phosphate receptor controller |
| CN1658871A (zh) * | 2001-12-21 | 2005-08-24 | 诺沃挪第克公司 | 作为gk活化剂的酰胺衍生物 |
| WO2005058295A2 (en) * | 2003-12-19 | 2005-06-30 | Novartis Ag | Use of sphingosine-1-phosphate (s1p) receptor agonists for the treatment of brain degenerative diseases |
| WO2008141013A1 (en) * | 2007-05-08 | 2008-11-20 | Allergan, Inc. | S1p3 receptor inhibitors for treating pain |
| WO2011008475A1 (en) * | 2009-06-30 | 2011-01-20 | Allergan, Inc. | Optionally substituted 2-(arylmethyl, aryloxy or arylthio) -n- pyridin-2 -yl-aryl acetamide or 2, 2-bis (aryl) -n-pyridin-2-yl acetamide compounds as medicaments for the treatment of eye diseases |
| WO2011019681A1 (en) * | 2009-08-11 | 2011-02-17 | Allergan, Inc. | Selective sphingosine-1-phosphate receptor antagonists |
| CN103119038A (zh) * | 2010-04-23 | 2013-05-22 | 百时美施贵宝公司 | 作为1-磷酸鞘氨醇1受体激动剂的4-(5-异噁唑基或5-吡唑基-1,2,4-噁二唑基-3-基)扁桃酰胺 |
| WO2013158939A1 (en) * | 2012-04-18 | 2013-10-24 | Hemoshear, Llc | In vitro model for pathological or physiologic conditions |
Non-Patent Citations (3)
| Title |
|---|
| Discovery, design and synthesis of a selective S1P agonist;Miguel Guerrero等;《Bioorg. Med. Chem. Lett.》;20131001;第23卷(第23期);第6346-6349页 * |
| Regiospecific loss of essential lipids sphingosine 1-phosphate and galactosylceramide early in Alzheimer"s disease pathogenesis;AnthonyDon等;《Alzheimer"s & Dementia》;20131009;第9卷(第4期);第712-713页 * |
| S1P信号通路及其在神经系统疾病中的作用;孙翠梅等;《山东省2013年神经内科学学术会议暨中国神经免疫大会2013论文汇编》;20130907;第264页 * |
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| Publication number | Publication date |
|---|---|
| NZ721802A (en) | 2022-04-29 |
| EA201691160A1 (ru) | 2016-11-30 |
| AU2014359489A1 (en) | 2016-07-21 |
| EA034218B1 (ru) | 2020-01-17 |
| CN106232182A (zh) | 2016-12-14 |
| US20160297762A1 (en) | 2016-10-13 |
| JP2016539174A (ja) | 2016-12-15 |
| EP3689864A1 (en) | 2020-08-05 |
| EP3086845B1 (en) | 2019-11-20 |
| EP3896068A1 (en) | 2021-10-20 |
| US9951017B2 (en) | 2018-04-24 |
| ZA201604490B (en) | 2019-11-27 |
| CA2932218C (en) | 2023-10-03 |
| US20220402875A1 (en) | 2022-12-22 |
| US11472772B2 (en) | 2022-10-18 |
| US20200157052A1 (en) | 2020-05-21 |
| JP6595475B2 (ja) | 2019-10-23 |
| HK1226017A1 (en) | 2017-09-22 |
| EP2878339A1 (en) | 2015-06-03 |
| CA2932218A1 (en) | 2015-06-11 |
| KR20160093710A (ko) | 2016-08-08 |
| US20180201582A1 (en) | 2018-07-19 |
| WO2015082357A1 (en) | 2015-06-11 |
| EP3086845A1 (en) | 2016-11-02 |
| UA117154C2 (uk) | 2018-06-25 |
| AU2014359489B2 (en) | 2020-01-30 |
| JP2020023512A (ja) | 2020-02-13 |
| KR102386815B1 (ko) | 2022-04-14 |
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