JP6479834B2 - Nmdaアンタゴニストプロドラッグ - Google Patents

Nmdaアンタゴニストプロドラッグ Download PDF

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Publication number
JP6479834B2
JP6479834B2 JP2016551069A JP2016551069A JP6479834B2 JP 6479834 B2 JP6479834 B2 JP 6479834B2 JP 2016551069 A JP2016551069 A JP 2016551069A JP 2016551069 A JP2016551069 A JP 2016551069A JP 6479834 B2 JP6479834 B2 JP 6479834B2
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Japan
Prior art keywords
phenyl
pyridin
compound
ethanamine
mmol
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Active
Application number
JP2016551069A
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Japanese (ja)
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JP2016535098A5 (enExample
JP2016535098A (ja
Inventor
グンナール・ノードヴァル
カタリーナ・ホグディン
ペル・ヨーナス・マルムボリ
アニカ・ケルス
ディルク・ワイゲルト
ピーター・バーンスタイン
マイケル・クアーク
バレストラ・マイケル
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AstraZeneca AB
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AstraZeneca AB
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Publication of JP2016535098A5 publication Critical patent/JP2016535098A5/ja
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    • 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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/40—Acylated substituent nitrogen atom
    • 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
    • A61K31/4402—Non condensed pyridines; Hydrogenated derivatives thereof only substituted in position 2, e.g. pheniramine, bisacodyl
    • 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
    • A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • 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
    • A61P25/24—Antidepressants
    • 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
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
    • C07K5/06043—Leu-amino acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
    • C07K5/06052—Val-amino acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06078—Dipeptides with the first amino acid being neutral and aromatic or cycloaliphatic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06086—Dipeptides with the first amino acid being basic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06086—Dipeptides with the first amino acid being basic
    • C07K5/06095—Arg-amino acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06104—Dipeptides with the first amino acid being acidic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
    • C07K5/06147—Dipeptides with the first amino acid being heterocyclic and His-amino acid; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
    • C07K5/06156—Dipeptides with the first amino acid being heterocyclic and Trp-amino acid; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Pain & Pain Management (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Psychiatry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Medicinal Preparation (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
JP2016551069A 2013-11-05 2014-10-30 Nmdaアンタゴニストプロドラッグ Active JP6479834B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201361899903P 2013-11-05 2013-11-05
US61/899,903 2013-11-05
PCT/GB2014/053236 WO2015067923A1 (en) 2013-11-05 2014-10-30 Nmda antagonist prodrugs

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2019018440A Division JP6633233B2 (ja) 2013-11-05 2019-02-05 Nmdaアンタゴニストプロドラッグ

Publications (3)

Publication Number Publication Date
JP2016535098A JP2016535098A (ja) 2016-11-10
JP2016535098A5 JP2016535098A5 (enExample) 2019-01-24
JP6479834B2 true JP6479834B2 (ja) 2019-03-06

Family

ID=51947383

Family Applications (4)

Application Number Title Priority Date Filing Date
JP2016551069A Active JP6479834B2 (ja) 2013-11-05 2014-10-30 Nmdaアンタゴニストプロドラッグ
JP2019018440A Active JP6633233B2 (ja) 2013-11-05 2019-02-05 Nmdaアンタゴニストプロドラッグ
JP2019222567A Active JP6856737B2 (ja) 2013-11-05 2019-12-10 Nmdaアンタゴニストプロドラッグ
JP2021044193A Active JP7234278B2 (ja) 2013-11-05 2021-03-18 Nmdaアンタゴニストプロドラッグ

Family Applications After (3)

Application Number Title Priority Date Filing Date
JP2019018440A Active JP6633233B2 (ja) 2013-11-05 2019-02-05 Nmdaアンタゴニストプロドラッグ
JP2019222567A Active JP6856737B2 (ja) 2013-11-05 2019-12-10 Nmdaアンタゴニストプロドラッグ
JP2021044193A Active JP7234278B2 (ja) 2013-11-05 2021-03-18 Nmdaアンタゴニストプロドラッグ

Country Status (25)

Country Link
US (4) US9822075B2 (enExample)
EP (3) EP3066091B1 (enExample)
JP (4) JP6479834B2 (enExample)
KR (2) KR102336426B1 (enExample)
CN (2) CN111187202B (enExample)
AR (1) AR098319A1 (enExample)
AU (1) AU2014345407B2 (enExample)
CA (1) CA2928004C (enExample)
CY (1) CY1121749T1 (enExample)
DK (1) DK3066091T3 (enExample)
ES (3) ES2733344T3 (enExample)
HR (2) HRP20191159T1 (enExample)
HU (2) HUE070532T2 (enExample)
LT (1) LT3066091T (enExample)
MX (2) MX394633B (enExample)
PL (2) PL4001272T3 (enExample)
PT (1) PT3066091T (enExample)
RS (2) RS58991B1 (enExample)
RU (1) RU2695372C2 (enExample)
SI (1) SI3066091T1 (enExample)
SM (1) SMT202500023T1 (enExample)
TR (1) TR201909632T4 (enExample)
TW (1) TW201609653A (enExample)
UY (1) UY35823A (enExample)
WO (1) WO2015067923A1 (enExample)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102336426B1 (ko) 2013-11-05 2021-12-08 아스트라제네카 아베 Nmda 길항제 전구약물
US11358935B2 (en) 2016-11-28 2022-06-14 Biohaven Pharmaceutical Holding Company Ltd. Prodrugs of lanicemine and their method of use
CN107578281B (zh) * 2017-08-31 2021-03-30 湖南大学 电子商务环境下用户优惠券行为预测方法及模型构建方法
BR112022025900A2 (pt) 2020-06-23 2023-01-10 Biohaven Therapeutics Ltd Formulações tópicas de (1s)-1-fenil-2-piridin-2-iletanamina
CN122421958A (zh) * 2023-12-22 2026-07-17 拜奥海芬治疗学有限公司 神经性障碍的组合治疗

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SE7909514L (sv) * 1979-11-16 1981-05-17 Astra Laekemedel Ab Nya halofenyl-pyridyl-allylaminderivat
US4769466A (en) 1987-02-06 1988-09-06 Pennwalt Corporation 2-aminoacetamide pyridinyl derivatives
ES2083972T3 (es) * 1988-08-12 1996-05-01 Astra Ab Arilalquil-aminas y -amidas con propiedades anticonvulsivas y neuroprotectoras.
ES2142320T3 (es) 1991-10-30 2000-04-16 Astra Ab Derivados de 2-pirazinil-etilamina y su uso como productos farmaceuticos.
NZ251384A (en) * 1992-04-03 1996-10-28 Fisons Corp (s)-enantiomer of 1-phenyl-2-(2-pyridinyl) ethylamine and medicaments
SE9901077D0 (sv) * 1999-03-23 1999-03-23 Astra Ab Novel use
SE9901340D0 (sv) 1999-04-15 1999-04-15 Astra Pharma Prod Novel process
US6613879B1 (en) * 1999-05-14 2003-09-02 Boehringer Ingelheim Pharma Kg FAP-activated anti-tumour compounds
PA8525601A1 (es) 2000-08-21 2002-04-25 Hoffmann La Roche Profarmacos de (3s,4s)-4-bencil-1-[2-(4-hidroxi-bencenosulfonil)-etil]-piperidin-3-ol
AU2002310409C1 (en) 2001-06-11 2008-04-17 Xenoport, Inc. Orally administered dosage forms of GABA analog prodrugs having reduced toxicity
GB0310593D0 (en) * 2003-05-08 2003-06-11 Leuven K U Res & Dev Peptidic prodrugs
CA2551859C (en) 2003-12-30 2011-10-04 Xenoport, Inc. Synthesis of acyloxyalkyl carbamate prodrugs and intermediates thereof
EP1929030A2 (en) * 2005-09-08 2008-06-11 Shire LLC Prodrugs of t3 and t4 with enhanced bioavailability
CN101246417B (zh) 2007-02-13 2010-09-29 艾威梯科技(北京)有限公司 音频数据流输入/输出无间断软件切换的方法和系统
CA2710538A1 (en) 2008-01-25 2009-07-30 Xenoport, Inc. Crystalline form of a (3s)-aminomethyl-5-methyl-hexanoic acid prodrug and methods of use
WO2010017504A1 (en) * 2008-08-07 2010-02-11 Xenoport, Inc. Methods of synthesizing 1-(acyloxy)-alkyl carbamate prodrugs
US9062094B2 (en) * 2010-01-22 2015-06-23 Ascendis Pharma As Dipeptide-based prodrug linkers for aliphatic amine-containing drugs
US8580850B2 (en) * 2011-08-11 2013-11-12 Xenoport, Inc. Anhydrous and hemihydrate crystalline forms of an (R)-baclofen prodrug, methods of synthesis and methods of use
KR102336426B1 (ko) 2013-11-05 2021-12-08 아스트라제네카 아베 Nmda 길항제 전구약물

Also Published As

Publication number Publication date
HUE045001T2 (hu) 2019-12-30
CN105683180B (zh) 2020-01-21
EP4001272B1 (en) 2024-11-13
US20190152914A1 (en) 2019-05-23
EP3066091A1 (en) 2016-09-14
EP4001272C0 (en) 2024-11-13
KR20210148443A (ko) 2021-12-07
CA2928004C (en) 2022-04-12
ES2999064T3 (en) 2025-02-24
CN105683180A (zh) 2016-06-15
SI3066091T1 (sl) 2019-09-30
HUE070532T2 (hu) 2025-06-28
PT3066091T (pt) 2019-07-11
JP2021100950A (ja) 2021-07-08
HRP20191159T1 (hr) 2019-10-04
JP2016535098A (ja) 2016-11-10
CY1121749T1 (el) 2020-07-31
RU2016119493A3 (enExample) 2018-06-29
US12516023B2 (en) 2026-01-06
AU2014345407A1 (en) 2016-06-02
BR112016009949A8 (pt) 2020-04-14
JP7234278B2 (ja) 2023-03-07
AU2014345407B2 (en) 2018-10-18
US10815199B2 (en) 2020-10-27
SMT202500023T1 (it) 2025-03-12
RS66369B1 (sr) 2025-01-31
AR098319A1 (es) 2016-05-26
KR102336426B1 (ko) 2021-12-08
KR20160079094A (ko) 2016-07-05
RS58991B1 (sr) 2019-08-30
JP6856737B2 (ja) 2021-04-07
MX2020011946A (es) 2022-08-10
MX2016005567A (es) 2016-07-21
JP2019081781A (ja) 2019-05-30
JP6633233B2 (ja) 2020-01-22
US20180037550A1 (en) 2018-02-08
US9822075B2 (en) 2017-11-21
TR201909632T4 (tr) 2019-07-22
US20160280647A1 (en) 2016-09-29
MX377276B (es) 2025-03-07
PL3066091T3 (pl) 2019-10-31
RU2016119493A (ru) 2017-12-07
CN111187202B (zh) 2025-01-21
EP3066091B1 (en) 2019-04-03
ES2894903T3 (es) 2022-02-16
HRP20241784T1 (hr) 2025-02-28
LT3066091T (lt) 2019-07-10
MX394633B (es) 2025-03-24
CN111187202A (zh) 2020-05-22
JP2020055857A (ja) 2020-04-09
UY35823A (es) 2015-04-30
EP4001272A1 (en) 2022-05-25
RU2695372C2 (ru) 2019-07-23
US10207994B2 (en) 2019-02-19
TW201609653A (zh) 2016-03-16
US20210040039A1 (en) 2021-02-11
KR102469167B1 (ko) 2022-11-22
CA2928004A1 (en) 2015-05-14
WO2015067923A1 (en) 2015-05-14
DK3066091T3 (da) 2019-07-15
PL4001272T3 (pl) 2025-02-10
ES2733344T3 (es) 2019-11-28
EP3564234B1 (en) 2021-09-29
EP3564234A1 (en) 2019-11-06

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