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 (enExample) | 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 (enExample) |
| EP (1) | EP2776402B1 (enExample) |
| JP (1) | JP6177246B2 (enExample) |
| KR (1) | KR102061537B1 (enExample) |
| CN (2) | CN108409662B (enExample) |
| AU (2) | AU2013201929B2 (enExample) |
| BR (1) | BR112014009282B1 (enExample) |
| CA (1) | CA2852914C (enExample) |
| HK (1) | HK1200168A1 (enExample) |
| IL (1) | IL232101A (enExample) |
| MX (1) | MX363306B (enExample) |
| SG (1) | SG11201401587QA (enExample) |
| WO (1) | WO2013059194A1 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2013201929B2 (en) | 2011-10-17 | 2015-07-23 | The Johns Hopkins University | N-substituted hydroxylamine derivatives with carbon-based leaving groups |
| TWI619491B (zh) | 2013-01-18 | 2018-04-01 | 卡爾迪奧克斯爾製藥公司 | 包含硝醯基予體的醫藥組合物 |
| EP3126329B1 (en) | 2014-01-17 | 2019-05-29 | Cardioxyl Pharmaceuticals Inc. | N-hydroxymethanesulfonamide nitroxyl donors |
| US9464061B2 (en) | 2014-05-27 | 2016-10-11 | The Johns Hopkins University | N-hydroxylamino-barbituric acid derivatives |
| ES2749682T3 (es) | 2014-05-27 | 2020-03-23 | Cardioxyl Pharmaceuticals Inc | Derivados de pirazolona como donadores de nitroxilo |
| EP3148983A1 (en) | 2014-05-27 | 2017-04-05 | The Johns Hopkins University | N-hydroxylamino-barbituric acid derivatives as nitroxyl donors |
| US10583141B2 (en) | 2015-06-26 | 2020-03-10 | The Johns Hopkins University | N-substituted hydroxamic acids with carbon-based leaving groups as efficient HNO donors and uses thereof |
| US10723704B2 (en) | 2015-10-19 | 2020-07-28 | Cardioxyl Pharmaceuticals, Inc. | Pyrazolone derivatives as nitroxyl donors |
| JP6957459B2 (ja) | 2015-10-19 | 2021-11-02 | カルディオキシル ファーマシューティカルズ,インク. | ニトロキシルドナーとしてのn−ヒドロキシルスルホンアミド誘導体 |
| US10913728B2 (en) | 2016-07-28 | 2021-02-09 | The Johns Hopkins University | O-substituted hydroxamic acids |
| WO2018128999A1 (en) | 2017-01-03 | 2018-07-12 | Cardioxyl Pharmaceuticals, Inc. | Method of administering nitroxyl donating compounds |
| TWI903299B (zh) | 2018-03-08 | 2025-11-01 | 美商英塞特公司 | 作為PI3K-γ抑制劑之胺基吡嗪二醇化合物 |
| 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 |
| DE3583799D1 (de) | 1985-01-11 | 1991-09-19 | Abbott Lab Ltd | Feste zubereitung mit langsamer freisetzung. |
| 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 |
| KR20010031319A (ko) | 1997-10-24 | 2001-04-16 | 요시히코 시오노 | 항류마티스제 |
| UA73092C2 (uk) | 1998-07-17 | 2005-06-15 | Брістол-Майерс Сквібб Компані | Таблетка з ентеросолюбільним покриттям і спосіб її приготування |
| EP1101490B1 (en) | 1998-07-28 | 2005-04-13 | Tanabe Seiyaku Co., Ltd. | Preparation capable of releasing drug at target site in intestine |
| 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 |
| US7572914B2 (en) | 2003-12-19 | 2009-08-11 | Takeda Pharmaceutical Company Limited | Kinase inhibitors |
| US20090281067A1 (en) | 2004-01-30 | 2009-11-12 | The John 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 |
| BRPI0708804B8 (pt) | 2006-03-17 | 2021-05-25 | Cardioxyl Pharmaceuticals Inc | compostos derivados de n-hidroxilsulfonamida como doadores de nitroxil, composição farmacêutica e kit |
| EP2010476A4 (en) | 2006-04-13 | 2011-01-26 | Univ Wake Forest Health Sciences | NITROXYL DISPENSERS FROM C-NITROSO COMPOUNDS |
| SG185255A1 (en) | 2007-09-26 | 2012-11-29 | Univ Johns Hopkins | N-hydroxylsulfonamide derivatives as new physiologically useful nitroxyl donors |
| JP5654450B2 (ja) | 2008-05-07 | 2015-01-14 | カルディオキシル ファーマシューティカルズ,インク. | ニトロキシル供与体としての新規ニトロソ化合物およびその使用方法 |
| US20110160200A1 (en) | 2009-11-23 | 2011-06-30 | Cardioxyl Pharmaceuticals, Inc. | Nitroxyl Progenitors for the Treatment of Pulmonary Hypertension |
| MX356796B (es) * | 2009-12-07 | 2018-06-14 | Cardioxyl Pharmaceuticals Inc | Derivados de hidroxilamina bis-acilados. |
| CN105919987B (zh) | 2009-12-07 | 2020-04-03 | 约翰斯霍普金斯大学 | N-酰氧基磺酰胺和n-羟基-n-酰基磺酰胺衍生物及其用途 |
| AU2013201929B2 (en) | 2011-10-17 | 2015-07-23 | The Johns Hopkins University | N-substituted hydroxylamine derivatives with carbon-based leaving groups |
| TWI619491B (zh) | 2013-01-18 | 2018-04-01 | 卡爾迪奧克斯爾製藥公司 | 包含硝醯基予體的醫藥組合物 |
| US9464061B2 (en) | 2014-05-27 | 2016-10-11 | The Johns Hopkins University | N-hydroxylamino-barbituric acid derivatives |
| EP3148983A1 (en) | 2014-05-27 | 2017-04-05 | The Johns Hopkins University | N-hydroxylamino-barbituric acid derivatives as nitroxyl donors |
| ES2749682T3 (es) | 2014-05-27 | 2020-03-23 | Cardioxyl Pharmaceuticals Inc | Derivados de pirazolona como donadores de nitroxilo |
-
2012
- 2012-10-16 AU AU2013201929A patent/AU2013201929B2/en not_active Ceased
- 2012-10-16 CA CA2852914A patent/CA2852914C/en active Active
- 2012-10-16 CN CN201810435608.5A patent/CN108409662B/zh not_active Expired - Fee Related
- 2012-10-16 US US14/352,399 patent/US9181213B2/en active Active
- 2012-10-16 BR BR112014009282-6A patent/BR112014009282B1/pt not_active IP Right Cessation
- 2012-10-16 HK HK15100597.0A patent/HK1200168A1/xx unknown
- 2012-10-16 MX MX2014004596A patent/MX363306B/es unknown
- 2012-10-16 JP JP2014537151A patent/JP6177246B2/ja not_active Expired - Fee Related
- 2012-10-16 CN CN201280051009.4A patent/CN104053647B/zh not_active Expired - Fee Related
- 2012-10-16 KR KR1020147013269A patent/KR102061537B1/ko not_active Expired - Fee Related
- 2012-10-16 SG SG11201401587QA patent/SG11201401587QA/en unknown
- 2012-10-16 WO PCT/US2012/060425 patent/WO2013059194A1/en not_active Ceased
- 2012-10-16 EP EP12781538.9A patent/EP2776402B1/en active Active
-
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