JP2019532069A5 - - Google Patents
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- JP2019532069A5 JP2019532069A5 JP2019520031A JP2019520031A JP2019532069A5 JP 2019532069 A5 JP2019532069 A5 JP 2019532069A5 JP 2019520031 A JP2019520031 A JP 2019520031A JP 2019520031 A JP2019520031 A JP 2019520031A JP 2019532069 A5 JP2019532069 A5 JP 2019532069A5
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- JP
- Japan
- Prior art keywords
- compound
- pharmaceutical composition
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- disease
- disorder
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims description 183
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 126
- 239000008194 pharmaceutical composition Substances 0.000 claims description 103
- 201000010099 disease Diseases 0.000 claims description 63
- 208000035475 disorder Diseases 0.000 claims description 63
- 238000000034 method Methods 0.000 claims description 59
- -1 N-acylethanolamide compound Chemical class 0.000 claims description 40
- 150000003839 salts Chemical class 0.000 claims description 37
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 24
- 150000002430 hydrocarbons Chemical group 0.000 claims description 16
- 125000001931 aliphatic group Chemical group 0.000 claims description 12
- 150000001200 N-acyl ethanolamides Chemical class 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 10
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 9
- HBMSIPLIFIVUKZ-UHFFFAOYSA-N Palmitinsaeure-propylamid Natural products CCCCCCCCCCCCCCCC(=O)NCCC HBMSIPLIFIVUKZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000012472 biological sample Substances 0.000 claims description 8
- 239000002775 capsule Substances 0.000 claims description 8
- 125000005647 linker group Chemical group 0.000 claims description 8
- HXYVTAGFYLMHSO-UHFFFAOYSA-N palmitoyl ethanolamide Chemical compound CCCCCCCCCCCCCCCC(=O)NCCO HXYVTAGFYLMHSO-UHFFFAOYSA-N 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 6
- 229930006000 Sucrose Natural products 0.000 claims description 6
- BOWVQLFMWHZBEF-KTKRTIGZSA-N oleoyl ethanolamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)NCCO BOWVQLFMWHZBEF-KTKRTIGZSA-N 0.000 claims description 6
- 239000005720 sucrose Substances 0.000 claims description 6
- 229910052805 deuterium Inorganic materials 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 4
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 4
- 208000012902 Nervous system disease Diseases 0.000 claims description 4
- 208000002193 Pain Diseases 0.000 claims description 4
- 230000005176 gastrointestinal motility Effects 0.000 claims description 4
- 239000002207 metabolite Substances 0.000 claims description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 4
- 239000000725 suspension Substances 0.000 claims description 4
- 208000024891 symptom Diseases 0.000 claims description 4
- 239000006188 syrup Substances 0.000 claims description 4
- 235000020357 syrup Nutrition 0.000 claims description 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 3
- 239000013610 patient sample Substances 0.000 claims description 3
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims description 2
- 208000024827 Alzheimer disease Diseases 0.000 claims description 2
- 208000019901 Anxiety disease Diseases 0.000 claims description 2
- 201000006474 Brain Ischemia Diseases 0.000 claims description 2
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 claims description 2
- 206010008120 Cerebral ischaemia Diseases 0.000 claims description 2
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims description 2
- 206010012438 Dermatitis atopic Diseases 0.000 claims description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
- 239000005977 Ethylene Substances 0.000 claims description 2
- 208000010412 Glaucoma Diseases 0.000 claims description 2
- 208000023105 Huntington disease Diseases 0.000 claims description 2
- 208000008930 Low Back Pain Diseases 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- 206010028980 Neoplasm Diseases 0.000 claims description 2
- 208000025966 Neurological disease Diseases 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- 208000018737 Parkinson disease Diseases 0.000 claims description 2
- 206010037779 Radiculopathy Diseases 0.000 claims description 2
- 206010057190 Respiratory tract infections Diseases 0.000 claims description 2
- 208000008765 Sciatica Diseases 0.000 claims description 2
- 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 claims description 2
- 206010041349 Somnolence Diseases 0.000 claims description 2
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 claims description 2
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims description 2
- 230000036506 anxiety Effects 0.000 claims description 2
- 230000004596 appetite loss Effects 0.000 claims description 2
- 201000008937 atopic dermatitis Diseases 0.000 claims description 2
- 201000011510 cancer Diseases 0.000 claims description 2
- 230000005907 cancer growth Effects 0.000 claims description 2
- 206010008118 cerebral infarction Diseases 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 230000001684 chronic effect Effects 0.000 claims description 2
- 239000006071 cream Substances 0.000 claims description 2
- 150000002016 disaccharides Chemical class 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 229960005135 eicosapentaenoic acid Drugs 0.000 claims description 2
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 claims description 2
- 235000020673 eicosapentaenoic acid Nutrition 0.000 claims description 2
- 206010015037 epilepsy Diseases 0.000 claims description 2
- 239000006260 foam Substances 0.000 claims description 2
- 239000000174 gluconic acid Substances 0.000 claims description 2
- 235000012208 gluconic acid Nutrition 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 230000001939 inductive effect Effects 0.000 claims description 2
- 206010022437 insomnia Diseases 0.000 claims description 2
- 230000004130 lipolysis Effects 0.000 claims description 2
- 235000021266 loss of appetite Nutrition 0.000 claims description 2
- 208000019017 loss of appetite Diseases 0.000 claims description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 2
- 201000006417 multiple sclerosis Diseases 0.000 claims description 2
- 208000004296 neuralgia Diseases 0.000 claims description 2
- 208000021722 neuropathic pain Diseases 0.000 claims description 2
- 229960002446 octanoic acid Drugs 0.000 claims description 2
- 239000002674 ointment Substances 0.000 claims description 2
- 201000008482 osteoarthritis Diseases 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 230000000144 pharmacologic effect Effects 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 208000028173 post-traumatic stress disease Diseases 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 201000000980 schizophrenia Diseases 0.000 claims description 2
- 239000001384 succinic acid Substances 0.000 claims description 2
- 208000004371 toothache Diseases 0.000 claims description 2
- 230000000699 topical effect Effects 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 40
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 claims 1
- 230000001268 conjugating effect Effects 0.000 claims 1
- 150000001975 deuterium Chemical group 0.000 claims 1
- 0 CCCCCCCCCCCCCCC[C@@](*)N=CC*C(CCCCCCCC=CC*=CCCCCC)=O Chemical compound CCCCCCCCCCCCCCC[C@@](*)N=CC*C(CCCCCCCC=CC*=CCCCCC)=O 0.000 description 4
- OSNAOIJEFJLEPS-UHFFFAOYSA-N CCCCCCCCCCCCCCCC(NCCOC(CCC(OCC(CO)O)=O)=O)=O Chemical compound CCCCCCCCCCCCCCCC(NCCOC(CCC(OCC(CO)O)=O)=O)=O OSNAOIJEFJLEPS-UHFFFAOYSA-N 0.000 description 1
- GUCQUFPZDATELC-UHFFFAOYSA-N CCCCCCCCCCCCCCCC(NCCOC(CCC(OCC(COC(CCC)=O)OC(CCC)=O)=O)=O)=O Chemical compound CCCCCCCCCCCCCCCC(NCCOC(CCC(OCC(COC(CCC)=O)OC(CCC)=O)=O)=O)=O GUCQUFPZDATELC-UHFFFAOYSA-N 0.000 description 1
- SAVIEPORGSLYFE-WQQZHNEZSA-N CCCCCCCCCCCCCCCC(NCCOC(CCC(OC[C@H]([C@H]([C@@H]1O)O)O[C@@]1(CO)O[C@H]([C@@H]([C@H]1O)O)O[C@H](CO)[C@H]1O)=O)=O)=O Chemical compound CCCCCCCCCCCCCCCC(NCCOC(CCC(OC[C@H]([C@H]([C@@H]1O)O)O[C@@]1(CO)O[C@H]([C@@H]([C@H]1O)O)O[C@H](CO)[C@H]1O)=O)=O)=O SAVIEPORGSLYFE-WQQZHNEZSA-N 0.000 description 1
- 125000004431 deuterium atom Chemical group 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662407796P | 2016-10-13 | 2016-10-13 | |
| US62/407,796 | 2016-10-13 | ||
| US201762517344P | 2017-06-09 | 2017-06-09 | |
| US62/517,344 | 2017-06-09 | ||
| PCT/US2017/056353 WO2018071679A1 (en) | 2016-10-13 | 2017-10-12 | N-acylethanolamide derivatives and uses thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019532069A JP2019532069A (ja) | 2019-11-07 |
| JP2019532069A5 true JP2019532069A5 (enExample) | 2020-11-19 |
| JP7041673B2 JP7041673B2 (ja) | 2022-03-24 |
Family
ID=61906457
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019520031A Active JP7041673B2 (ja) | 2016-10-13 | 2017-10-12 | N-アシルエタノールアミド誘導体およびその使用 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US10933037B2 (enExample) |
| EP (1) | EP3526215A4 (enExample) |
| JP (1) | JP7041673B2 (enExample) |
| CN (1) | CN110023308A (enExample) |
| AU (2) | AU2017341769B2 (enExample) |
| CA (1) | CA3040258A1 (enExample) |
| WO (1) | WO2018071679A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2017341769B2 (en) * | 2016-10-13 | 2021-11-11 | Carnot, Llc | N-Acylethanolamide derivatives and uses thereof |
| WO2019213333A1 (en) * | 2018-05-04 | 2019-11-07 | Carnot2, Llc | Combination therapies with edaravone and prodrugs of edaravone that are orally bioavailable and have altered pharmacokinetic properties |
| WO2019213335A1 (en) * | 2018-05-04 | 2019-11-07 | Carnot2, Llc | Orally bioavailable prodrugs of edaravone with altered pharmacokinetic properties and methods of use thereof |
| US20220162239A1 (en) * | 2019-02-21 | 2022-05-26 | Université Claude Bernard Lyon 1 | Structured molecular vectors for anti-inflammatory compounds and uses thereof |
| GB202103884D0 (en) | 2021-03-19 | 2021-05-05 | Eliem Therapeutics Uk Ltd | Novel process |
| CN113304683B (zh) * | 2021-06-17 | 2022-12-13 | 江南大学 | 葡糖酰胺封端聚醚型表面活性剂、其制备方法及应用 |
| WO2025185743A1 (en) * | 2024-03-07 | 2025-09-12 | Centre for Chinese Herbal Medicine Drug Development Limited | N-oleoylethanolamide and eubacterium rectale for use in treating diarrhea-predominant irritable bowel syndrome |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2440361A (en) * | 1947-08-12 | 1948-04-27 | Lilly Co Eli | Process and culture media for the production of penicillin |
| DE4127471A1 (de) * | 1991-08-20 | 1993-02-25 | Henkel Kgaa | Verwendung von aminoalkanolamidestern als verarbeitungshilfsmittel fuer thermoplastische kunststoffe |
| IT1271623B (it) * | 1994-03-21 | 1997-06-04 | Lifegroup Spa | N-acilderivati di aminoalcoli con acidi monocarbossilici e bicarbossilici con attivita' neuroprotettiva nelle patologie neurologiche correlate ad eccitotossicita' |
| IT1271266B (it) * | 1994-12-14 | 1997-05-27 | Valle Francesco Della | Impiego terapeutico di ammidi di acidi mono e bicarbossilici con amminoalcoli,selettivamente attive sul recettore periferico dei cannabinoidi |
| JP4015710B2 (ja) * | 1995-05-31 | 2007-11-28 | 生化学工業株式会社 | 新規擬似糖脂質 |
| NZ336538A (en) * | 1996-10-15 | 2001-11-30 | Liposome Co Inc | N-acyl phosphatidylethanolamine-mediated liposomal drug delivery |
| ID29246A (id) | 1999-03-11 | 2001-08-16 | Ardenia Investments Ltd | Senyawa-senyawa baru untuk pengobatan kanker |
| ATE243701T1 (de) | 1999-03-16 | 2003-07-15 | Ardenia Investments Ltd | Polyungesättigte fettsäurederivate und deren verwendung in der krebsbehandlung |
| US7090903B2 (en) * | 2002-10-07 | 2006-08-15 | Konica Corporation | Ink-jet recording sheet |
| JP2004268437A (ja) | 2003-03-10 | 2004-09-30 | Konica Minolta Holdings Inc | インクジェット記録用紙 |
| FR2925491B1 (fr) | 2007-12-19 | 2010-09-03 | Oz Biosciences Sas | Nouvelle classe de lipides cationiques pour le transport d'agents actifs dans les cellules |
| ITMI20122127A1 (it) * | 2012-12-13 | 2014-06-14 | Epitech Group Srl | Derivati polietilenglicolici di palmitoiletanolammide e aciletanolammidi analoghe |
| EP3003331A4 (en) | 2013-06-07 | 2017-02-22 | Loma Linda University | Dietary omega-3 fatty acid derived glycerophospholipids to treat neuropathic pain |
| AU2017341769B2 (en) | 2016-10-13 | 2021-11-11 | Carnot, Llc | N-Acylethanolamide derivatives and uses thereof |
-
2017
- 2017-10-12 AU AU2017341769A patent/AU2017341769B2/en not_active Ceased
- 2017-10-12 JP JP2019520031A patent/JP7041673B2/ja active Active
- 2017-10-12 EP EP17860455.9A patent/EP3526215A4/en not_active Withdrawn
- 2017-10-12 CA CA3040258A patent/CA3040258A1/en not_active Abandoned
- 2017-10-12 CN CN201780074079.4A patent/CN110023308A/zh active Pending
- 2017-10-12 WO PCT/US2017/056353 patent/WO2018071679A1/en not_active Ceased
- 2017-10-12 US US16/349,548 patent/US10933037B2/en not_active Expired - Fee Related
-
2020
- 2020-12-09 US US17/116,414 patent/US11547681B2/en active Active
-
2021
- 2021-11-26 AU AU2021273632A patent/AU2021273632A1/en not_active Abandoned
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