AU2016254980B2 - Tetrahydrofurane-fused aminohydrothiazine derivatives which are useful in the treatment of Alzheimer's disease - Google Patents

Tetrahydrofurane-fused aminohydrothiazine derivatives which are useful in the treatment of Alzheimer's disease Download PDF

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Publication number
AU2016254980B2
AU2016254980B2 AU2016254980A AU2016254980A AU2016254980B2 AU 2016254980 B2 AU2016254980 B2 AU 2016254980B2 AU 2016254980 A AU2016254980 A AU 2016254980A AU 2016254980 A AU2016254980 A AU 2016254980A AU 2016254980 B2 AU2016254980 B2 AU 2016254980B2
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compound
mmol
add
scheme
stir
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AU2016254980A
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AU2016254980A1 (en
Inventor
David Michael Remick
Simon James Richards
Adam Jan Sanderson
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Eli Lilly and Co
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Eli Lilly and Co
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    • 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
    • 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
    • A61K31/542—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 ortho- or peri-condensed with heterocyclic ring systems
    • 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
    • A61P25/28—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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C309/04—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing only one sulfo group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/29—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings
    • C07C309/30—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings of six-membered aromatic rings substituted by alkyl groups
    • C07C309/31—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings of six-membered aromatic rings substituted by alkyl groups by alkyl groups containing at least three carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Epidemiology (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- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
AU2016254980A 2015-04-29 2016-04-22 Tetrahydrofurane-fused aminohydrothiazine derivatives which are useful in the treatment of Alzheimer's disease Ceased AU2016254980B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201562154242P 2015-04-29 2015-04-29
US62/154,242 2015-04-29
PCT/US2016/028896 WO2016176118A1 (en) 2015-04-29 2016-04-22 Tetrahydrofurane-fused aminohydrothiazine derivatives which are useful in the treatment of alzheimer's disease

Publications (2)

Publication Number Publication Date
AU2016254980A1 AU2016254980A1 (en) 2017-09-21
AU2016254980B2 true AU2016254980B2 (en) 2018-06-21

Family

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AU2016254980A Ceased AU2016254980B2 (en) 2015-04-29 2016-04-22 Tetrahydrofurane-fused aminohydrothiazine derivatives which are useful in the treatment of Alzheimer's disease

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Country Link
US (1) US10011610B2 (enExample)
EP (1) EP3288949B1 (enExample)
JP (2) JP2017515831A (enExample)
KR (1) KR101979534B1 (enExample)
CN (1) CN107531728B (enExample)
AR (1) AR104241A1 (enExample)
AU (1) AU2016254980B2 (enExample)
BR (1) BR112017020180A2 (enExample)
CA (1) CA2981091A1 (enExample)
CL (1) CL2017002651A1 (enExample)
CO (1) CO2017010725A2 (enExample)
CR (1) CR20170433A (enExample)
CY (1) CY1122375T1 (enExample)
DK (1) DK3288949T3 (enExample)
DO (1) DOP2017000240A (enExample)
EA (1) EA032293B1 (enExample)
EC (1) ECSP17071769A (enExample)
ES (1) ES2765646T3 (enExample)
GT (1) GT201700227A (enExample)
HK (1) HK1243709A1 (enExample)
HR (1) HRP20192237T1 (enExample)
HU (1) HUE047160T2 (enExample)
IL (1) IL254252A0 (enExample)
MA (1) MA41975B1 (enExample)
MD (1) MD3288949T2 (enExample)
ME (1) ME03660B (enExample)
MX (1) MX2017013694A (enExample)
MY (1) MY180727A (enExample)
NZ (1) NZ735249A (enExample)
PE (1) PE20180048A1 (enExample)
PH (1) PH12017501955A1 (enExample)
PL (1) PL3288949T3 (enExample)
PT (1) PT3288949T (enExample)
RS (1) RS59729B1 (enExample)
SG (1) SG11201708003WA (enExample)
SI (1) SI3288949T1 (enExample)
SV (1) SV2017005547A (enExample)
TN (1) TN2017000448A1 (enExample)
TW (1) TWI619719B (enExample)
WO (1) WO2016176118A1 (enExample)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR103680A1 (es) * 2015-02-23 2017-05-24 Lilly Co Eli Inhibidores selectivos de bace1
AR110470A1 (es) * 2016-10-21 2019-04-03 Lilly Co Eli Terapia de combinación para tratar la enfermedad de alzheimer
US11559528B2 (en) * 2019-09-05 2023-01-24 The Cleveland Clinic Foundation BACE1 inhibition for the treatment of cancer

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8338407B2 (en) * 2011-01-21 2012-12-25 Eisai R&D Management Co., Ltd. Fused aminodihydrothiazine derivatives

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006138264A2 (en) 2005-06-14 2006-12-28 Schering Corporation Aspartyl protease inhibitors
BRPI0906962B8 (pt) * 2008-01-18 2021-05-25 Eisai R&D Man Co Ltd composto de aminodiidrotiazina fundido
US8637504B2 (en) 2008-06-13 2014-01-28 Shionogi & Co., Ltd. Sulfur-containing heterocyclic derivative having beta secretase inhibitory activity
KR20110076965A (ko) 2008-09-30 2011-07-06 에자이 알앤드디 매니지먼트 가부시키가이샤 신규한 축합 아미노 디하이드로티아진 유도체
AR077277A1 (es) 2009-07-09 2011-08-17 Lilly Co Eli Compuestos de biciclo (1,3)tiazin-2-amina formulacion farmaceutica que lo comprende y su uso para la manufactura de un medicamento util para el tratamiento de la enfermedad de alzheimer
WO2011071057A1 (ja) 2009-12-09 2011-06-16 塩野義製薬株式会社 含硫黄複素環誘導体を含有するアルツハイマー症の治療用または予防用医薬組成物
GB201100181D0 (en) 2011-01-06 2011-02-23 Eisai Ltd Fused aminodihydrothiazine derivatives
GB201101139D0 (en) 2011-01-21 2011-03-09 Eisai Ltd Fused aminodihydrothiazine derivatives
WO2012147762A1 (ja) * 2011-04-26 2012-11-01 塩野義製薬株式会社 ピリジン誘導体およびそれを含有するbace1阻害剤
TW201302763A (zh) 2011-05-24 2013-01-16 必治妥美雅史谷比公司 用於減少β-類澱粉產生之化合物
WO2014015125A1 (en) 2012-07-19 2014-01-23 Eisai R&D Management Co., Ltd. Fused aminodihydrothiazine derivative salts and uses thereof
JP2014101354A (ja) * 2012-10-24 2014-06-05 Shionogi & Co Ltd Bace1阻害作用を有するオキサジン誘導体
TWI593692B (zh) 2013-03-12 2017-08-01 美國禮來大藥廠 四氫吡咯并噻嗪化合物
AR103680A1 (es) 2015-02-23 2017-05-24 Lilly Co Eli Inhibidores selectivos de bace1
JOP20170106A1 (ar) 2016-05-20 2017-11-20 Lilly Co Eli مركبات تترا هيدرو فوروكسازين واستخداماتها كمثبطات bace1 انتقائية
JP2019524788A (ja) 2016-08-11 2019-09-05 イーライ リリー アンド カンパニー アミノチアジンおよびbace1阻害剤としてのそれらの使用

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8338407B2 (en) * 2011-01-21 2012-12-25 Eisai R&D Management Co., Ltd. Fused aminodihydrothiazine derivatives

Also Published As

Publication number Publication date
US20160318953A1 (en) 2016-11-03
MD3288949T2 (ro) 2020-03-31
EP3288949B1 (en) 2019-11-06
SV2017005547A (es) 2018-04-24
HRP20192237T1 (hr) 2020-03-06
US10011610B2 (en) 2018-07-03
MX2017013694A (es) 2018-03-02
CN107531728A (zh) 2018-01-02
KR101979534B1 (ko) 2019-05-16
JP2018140987A (ja) 2018-09-13
JP6777668B2 (ja) 2020-10-28
TN2017000448A1 (en) 2019-04-12
PT3288949T (pt) 2020-01-16
AU2016254980A1 (en) 2017-09-21
MA41975B1 (fr) 2020-01-31
PE20180048A1 (es) 2018-01-15
ECSP17071769A (es) 2018-02-28
WO2016176118A1 (en) 2016-11-03
EP3288949A1 (en) 2018-03-07
DOP2017000240A (es) 2017-11-15
GT201700227A (es) 2018-11-23
KR20170131597A (ko) 2017-11-29
CR20170433A (es) 2017-11-07
CY1122375T1 (el) 2021-01-27
BR112017020180A2 (pt) 2018-06-12
NZ735249A (en) 2018-08-31
ME03660B (me) 2020-07-20
SI3288949T1 (sl) 2019-12-31
HK1243709A1 (zh) 2018-07-20
EA201792109A1 (ru) 2018-03-30
HUE047160T2 (hu) 2020-04-28
PL3288949T3 (pl) 2020-06-01
TW201710268A (zh) 2017-03-16
MY180727A (en) 2020-12-08
RS59729B1 (sr) 2020-02-28
CO2017010725A2 (es) 2018-01-31
JP2017515831A (ja) 2017-06-15
AR104241A1 (es) 2017-07-05
EA032293B1 (ru) 2019-05-31
DK3288949T3 (da) 2020-01-13
CL2017002651A1 (es) 2018-04-20
CA2981091A1 (en) 2016-11-03
CN107531728B (zh) 2019-11-19
IL254252A0 (en) 2017-10-31
ES2765646T3 (es) 2020-06-10
TWI619719B (zh) 2018-04-01
SG11201708003WA (en) 2017-10-30
PH12017501955A1 (en) 2018-03-19

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