JP2015501308A5 - - Google Patents
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- Publication number
- JP2015501308A5 JP2015501308A5 JP2014537151A JP2014537151A JP2015501308A5 JP 2015501308 A5 JP2015501308 A5 JP 2015501308A5 JP 2014537151 A JP2014537151 A JP 2014537151A JP 2014537151 A JP2014537151 A JP 2014537151A JP 2015501308 A5 JP2015501308 A5 JP 2015501308A5
- Authority
- JP
- Japan
- Prior art keywords
- compound according
- alkyl
- aryl
- compound
- alkynyl
- 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.)
- Granted
Links
- 125000003118 aryl group Chemical group 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 125000000304 alkynyl group Chemical group 0.000 claims description 9
- 125000004366 heterocycloalkenyl group Chemical group 0.000 claims description 9
- 125000001072 heteroaryl group Chemical group 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 2
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 30
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 3
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 claims 2
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims 1
- 206010063837 Reperfusion injury Diseases 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 238000001727 in vivo Methods 0.000 claims 1
- 208000028867 ischemia Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 208000002815 pulmonary hypertension Diseases 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 125000003396 thiol group Chemical class [H]S* 0.000 description 1
- 125000000464 thioxo group Chemical group S=* 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161548036P | 2011-10-17 | 2011-10-17 | |
| US61/548,036 | 2011-10-17 | ||
| PCT/US2012/060425 WO2013059194A1 (en) | 2011-10-17 | 2012-10-16 | Meldrum 's acid, barbituric acid and pyrazolone derivatives substituted with hydroxylamine as hno donors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015501308A JP2015501308A (ja) | 2015-01-15 |
| JP2015501308A5 true JP2015501308A5 (cg-RX-API-DMAC7.html) | 2015-12-03 |
| JP6177246B2 JP6177246B2 (ja) | 2017-08-09 |
Family
ID=47143299
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014537151A Expired - Fee Related JP6177246B2 (ja) | 2011-10-17 | 2012-10-16 | ヒドロキシルアミンで置換された、hno供与体としてのメルドラム酸、バルビツール酸、及びピラゾロンの誘導体 |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US9181213B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP2776402B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP6177246B2 (cg-RX-API-DMAC7.html) |
| KR (1) | KR102061537B1 (cg-RX-API-DMAC7.html) |
| CN (2) | CN108409662B (cg-RX-API-DMAC7.html) |
| AU (2) | AU2013201929B2 (cg-RX-API-DMAC7.html) |
| BR (1) | BR112014009282B1 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2852914C (cg-RX-API-DMAC7.html) |
| HK (1) | HK1200168A1 (cg-RX-API-DMAC7.html) |
| IL (1) | IL232101A (cg-RX-API-DMAC7.html) |
| MX (1) | MX363306B (cg-RX-API-DMAC7.html) |
| SG (1) | SG11201401587QA (cg-RX-API-DMAC7.html) |
| WO (1) | WO2013059194A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2776402B1 (en) | 2011-10-17 | 2017-07-26 | The Johns Hopkins University | Meldrum's acid, barbituric acid and pyrazolone derivatives substituted with hydroxylamine as hno donors |
| EP3427728B1 (en) | 2013-01-18 | 2021-07-07 | Cardioxyl Pharmaceuticals, Inc. | Pharmaceutical compositions comprising nitroxyl donors |
| ES2734060T3 (es) | 2014-01-17 | 2019-12-04 | Cardioxyl Pharmaceuticals Inc | Donadores de nitroxilo de N-hidroximetanosulfonamida |
| US9464061B2 (en) | 2014-05-27 | 2016-10-11 | The Johns Hopkins University | N-hydroxylamino-barbituric acid derivatives |
| WO2015183839A1 (en) | 2014-05-27 | 2015-12-03 | Cardioxyl Pharmaceuticals, Inc. | Pyrazolone derivatives as nitroxyl donors |
| EP3148983A1 (en) | 2014-05-27 | 2017-04-05 | The Johns Hopkins University | N-hydroxylamino-barbituric acid derivatives as nitroxyl donors |
| EP3313831B1 (en) | 2015-06-26 | 2021-03-10 | The Johns Hopkins University | N-substituted hydroxamic acids with carbon-based leaving groups as efficient hno donors and uses thereof |
| EP3365325A1 (en) | 2015-10-19 | 2018-08-29 | Cardioxyl Pharmaceuticals Inc. | N-hydroxylsulfonamide derivatives as nitroxyl donors |
| EP3365328A1 (en) | 2015-10-19 | 2018-08-29 | Cardioxyl Pharmaceuticals, Inc. | Pyrazolone derivatives as nitroxyl donors |
| US10913728B2 (en) | 2016-07-28 | 2021-02-09 | The Johns Hopkins University | O-substituted hydroxamic acids |
| SG11201906145YA (en) | 2017-01-03 | 2019-08-27 | Cardioxyl Pharmaceuticals Inc | Method of administering nitroxyl donating compounds |
| RS63124B1 (sr) | 2018-03-08 | 2022-05-31 | Incyte Corp | Aminopirazin diol jedinjenja kao pi3k-y inhibitori |
| WO2020010003A1 (en) | 2018-07-02 | 2020-01-09 | Incyte Corporation | AMINOPYRAZINE DERIVATIVES AS PI3K-γ INHIBITORS |
| US11912647B2 (en) | 2020-05-22 | 2024-02-27 | University Of Georgia Research Foundation, Inc. | Diversity-oriented synthesis of N,N,O-trisubstituted hydroxylamines from alcohols and amines by N—O bond formation |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3751255A (en) | 1972-03-24 | 1973-08-07 | Eastman Kodak Co | Photosensitive and thermosensitive element, composition and process |
| JPS567710A (en) | 1979-06-28 | 1981-01-27 | Sansho Seiyaku Kk | Whitening cosmetic |
| US4539321A (en) | 1981-10-26 | 1985-09-03 | William H. Rorer, Inc. | 5-Diaza-aryl-3-substituted pyridone compounds |
| EP0188040B1 (en) | 1985-01-11 | 1991-08-14 | Abbott Laboratories Limited | Slow release solid preparation |
| US4663351A (en) | 1985-08-23 | 1987-05-05 | Berlex Laboratories, Inc. | Dobutamine tri-isobutyric acid ester and the use thereof as a cardiotonic agent |
| US4798824A (en) | 1985-10-03 | 1989-01-17 | Wisconsin Alumni Research Foundation | Perfusate for the preservation of organs |
| JP2773959B2 (ja) | 1990-07-10 | 1998-07-09 | 信越化学工業株式会社 | 大腸内放出性固形製剤 |
| EP1026162A4 (en) | 1997-10-24 | 2001-01-17 | Shionogi & Co | ANTI-RHUMATISMAL AGENT |
| UA73092C2 (uk) | 1998-07-17 | 2005-06-15 | Брістол-Майерс Сквібб Компані | Таблетка з ентеросолюбільним покриттям і спосіб її приготування |
| DE69924735T2 (de) | 1998-07-28 | 2006-01-19 | Tanabe Seiyaku Co., Ltd. | Zur wirkstoffabgabe an zielorten im darm fähige zubereitung |
| GB9918684D0 (en) | 1999-08-09 | 1999-10-13 | Novartis Ag | Organic compounds |
| GB0114223D0 (en) | 2001-06-12 | 2001-08-01 | Ici Plc | Catalytic oxidation process |
| US20040038947A1 (en) * | 2002-06-14 | 2004-02-26 | The Gov. Of The U.S. Of America As Represented By The Sec. Of The Dept. Of Health & Human Services | Method of treating ischemia/reperfusion injury with nitroxyl donors |
| US6936639B2 (en) | 2002-08-21 | 2005-08-30 | The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services | Nitroxyl progenitors in the treatment of heart failure |
| WO2005061519A1 (en) | 2003-12-19 | 2005-07-07 | Takeda San Diego, Inc. | Kinase inhibitors |
| AU2005209843B2 (en) | 2004-01-30 | 2012-02-16 | The Johns Hopkins University | Nitroxyl progenitor compounds and methods of use |
| US8168771B2 (en) | 2005-01-31 | 2012-05-01 | The Johns Hopkins University | Use of consensus sequence as vaccine antigen to enhance recognition of virulent viral variants |
| WO2007002444A1 (en) | 2005-06-23 | 2007-01-04 | Johns Hopkins University | Thiol-sensitive positive inotropes |
| EP2596785A1 (en) * | 2006-03-17 | 2013-05-29 | Johns Hopkins University School of Medicine | N-hydroxylsulfonamide derivatives as new physiologically useful nitroxyl donors |
| CA2648384A1 (en) | 2006-04-13 | 2007-10-25 | Wake Forest University Health Sciences | C-nitroso-derived nitroxyl donors |
| BRPI0817562A2 (pt) | 2007-09-26 | 2017-05-02 | Cardioxyl Pharmaceuticals Inc | derivados de n-hidroxilsulfonamida como novos doadores de niltroxil fisiologicamente úteis |
| HUE030372T2 (en) | 2008-05-07 | 2017-05-29 | Cardioxyl Pharmaceuticals Inc | New nitroso compounds as nitroxyl donors and methods for their use |
| US20110160200A1 (en) | 2009-11-23 | 2011-06-30 | Cardioxyl Pharmaceuticals, Inc. | Nitroxyl Progenitors for the Treatment of Pulmonary Hypertension |
| CN105130855B (zh) * | 2009-12-07 | 2018-05-25 | 约翰斯霍普金斯大学 | 二酰基化的羟基胺衍生物及其用途 |
| JP5826762B2 (ja) | 2009-12-07 | 2015-12-02 | ザ ジョンズ ホプキンス ユニバーシティ | N−アシルオキシスルホンアミドおよびn−ヒドロキシ−n−アシルスルホンアミド誘導体 |
| EP2776402B1 (en) | 2011-10-17 | 2017-07-26 | The Johns Hopkins University | Meldrum's acid, barbituric acid and pyrazolone derivatives substituted with hydroxylamine as hno donors |
| EP3427728B1 (en) | 2013-01-18 | 2021-07-07 | Cardioxyl Pharmaceuticals, Inc. | Pharmaceutical compositions comprising nitroxyl donors |
| US9464061B2 (en) | 2014-05-27 | 2016-10-11 | The Johns Hopkins University | N-hydroxylamino-barbituric acid derivatives |
| WO2015183839A1 (en) | 2014-05-27 | 2015-12-03 | Cardioxyl Pharmaceuticals, Inc. | Pyrazolone derivatives as nitroxyl donors |
| EP3148983A1 (en) | 2014-05-27 | 2017-04-05 | The Johns Hopkins University | N-hydroxylamino-barbituric acid derivatives as nitroxyl donors |
-
2012
- 2012-10-16 EP EP12781538.9A patent/EP2776402B1/en active Active
- 2012-10-16 SG SG11201401587QA patent/SG11201401587QA/en unknown
- 2012-10-16 MX MX2014004596A patent/MX363306B/es unknown
- 2012-10-16 WO PCT/US2012/060425 patent/WO2013059194A1/en not_active Ceased
- 2012-10-16 US US14/352,399 patent/US9181213B2/en active Active
- 2012-10-16 CA CA2852914A patent/CA2852914C/en active Active
- 2012-10-16 BR BR112014009282-6A patent/BR112014009282B1/pt not_active IP Right Cessation
- 2012-10-16 CN CN201810435608.5A patent/CN108409662B/zh not_active Expired - Fee Related
- 2012-10-16 AU AU2013201929A patent/AU2013201929B2/en not_active Ceased
- 2012-10-16 HK HK15100597.0A patent/HK1200168A1/xx unknown
- 2012-10-16 JP JP2014537151A patent/JP6177246B2/ja not_active Expired - Fee Related
- 2012-10-16 KR KR1020147013269A patent/KR102061537B1/ko not_active Expired - Fee Related
- 2012-10-16 CN CN201280051009.4A patent/CN104053647B/zh not_active Expired - Fee Related
-
2014
- 2014-04-13 IL IL232101A patent/IL232101A/en active IP Right Grant
-
2015
- 2015-10-21 AU AU2015246114A patent/AU2015246114A1/en not_active Abandoned
- 2015-10-29 US US14/927,039 patent/US9499511B2/en active Active
-
2016
- 2016-10-11 US US15/290,872 patent/US9862699B2/en active Active