JP2013518925A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2013518925A5 JP2013518925A5 JP2012552884A JP2012552884A JP2013518925A5 JP 2013518925 A5 JP2013518925 A5 JP 2013518925A5 JP 2012552884 A JP2012552884 A JP 2012552884A JP 2012552884 A JP2012552884 A JP 2012552884A JP 2013518925 A5 JP2013518925 A5 JP 2013518925A5
- Authority
- JP
- Japan
- Prior art keywords
- abdnaz
- solvent
- dnaz
- dichloromethane
- reaction mixture
- 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
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 24
- 239000002904 solvent Substances 0.000 claims 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 18
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 claims 14
- 238000000034 method Methods 0.000 claims 14
- LSTRKXWIZZZYAS-UHFFFAOYSA-N 2-bromoacetyl bromide Chemical compound BrCC(Br)=O LSTRKXWIZZZYAS-UHFFFAOYSA-N 0.000 claims 8
- 239000011541 reaction mixture Substances 0.000 claims 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 7
- 239000008346 aqueous phase Substances 0.000 claims 6
- 239000012074 organic phase Substances 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 5
- 239000000725 suspension Substances 0.000 claims 4
- YNVDAIOEJHCEQA-UHFFFAOYSA-N 1-tert-butyl-3,3-dinitroazetidine Chemical compound CC(C)(C)N1CC([N+]([O-])=O)([N+]([O-])=O)C1 YNVDAIOEJHCEQA-UHFFFAOYSA-N 0.000 claims 3
- JODKFOVZURLVTG-UHFFFAOYSA-N 2-bromo-1-(3,3-dinitroazetidin-1-yl)ethanone Chemical compound [O-][N+](=O)C1([N+]([O-])=O)CN(C(=O)CBr)C1 JODKFOVZURLVTG-UHFFFAOYSA-N 0.000 claims 3
- 238000001914 filtration Methods 0.000 claims 3
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 2
- 239000002274 desiccant Substances 0.000 claims 2
- 238000011084 recovery Methods 0.000 claims 2
- 239000011877 solvent mixture Substances 0.000 claims 2
- 239000013078 crystal Substances 0.000 claims 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 238000010992 reflux Methods 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/702,782 | 2010-02-09 | ||
| US12/702,782 US8471041B2 (en) | 2010-02-09 | 2010-02-09 | Methods of synthesizing and isolating N-(bromoacetyl)-3,3-dinitroazetidine and a composition including the same |
| PCT/US2011/021500 WO2011100090A1 (en) | 2010-02-09 | 2011-01-18 | Methods of synthesizing and isolating n-(bromoacetyl)-3,3-dinitroazetidine and a composition including the same |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013518925A JP2013518925A (ja) | 2013-05-23 |
| JP2013518925A5 true JP2013518925A5 (OSRAM) | 2013-08-29 |
| JP5461712B2 JP5461712B2 (ja) | 2014-04-02 |
Family
ID=43875262
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012552884A Active JP5461712B2 (ja) | 2010-02-09 | 2011-01-18 | N−(ブロモアセチル)−3,3−ジニトロアゼチジンの合成及び単離法並びにそれを含む組成物 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8471041B2 (OSRAM) |
| EP (1) | EP2534131B1 (OSRAM) |
| JP (1) | JP5461712B2 (OSRAM) |
| KR (1) | KR101456438B1 (OSRAM) |
| CN (1) | CN102762535B (OSRAM) |
| AU (1) | AU2011216176B2 (OSRAM) |
| CA (1) | CA2788459C (OSRAM) |
| DK (1) | DK2534131T3 (OSRAM) |
| ES (1) | ES2460040T3 (OSRAM) |
| IL (1) | IL221141A (OSRAM) |
| MX (1) | MX2012008989A (OSRAM) |
| WO (1) | WO2011100090A1 (OSRAM) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070135380A1 (en) | 2005-08-12 | 2007-06-14 | Radiorx, Inc. | O-nitro compounds, pharmaceutical compositions thereof and uses thereof |
| US7507842B2 (en) | 2005-08-12 | 2009-03-24 | Radiorx, Inc. | Cyclic nitro compounds, pharmaceutical compositions thereof and uses thereof |
| US8664247B2 (en) | 2011-08-26 | 2014-03-04 | Radiorx, Inc. | Acyclic organonitro compounds for use in treating cancer |
| US20140308260A1 (en) | 2011-10-07 | 2014-10-16 | Radiorx, Inc. | Methods and compositions comprising a nitrite-reductase promoter for treatment of medical disorders and preservation of blood products |
| EP2763667B1 (en) | 2011-10-07 | 2022-10-26 | EpicentRx, Inc. | Organonitro thioether compounds and medical uses thereof |
| US10342778B1 (en) | 2015-10-20 | 2019-07-09 | Epicentrx, Inc. | Treatment of brain metastases using organonitro compound combination therapy |
| US9987270B1 (en) | 2015-10-29 | 2018-06-05 | Epicentrix, Inc. | Treatment of gliomas using organonitro compound combination therapy |
| EA201891606A1 (ru) | 2016-01-11 | 2019-02-28 | Эписентарикс, Инк. | Композиции и способы для внутривенного введения 2-бром-1-(3,3-динитроазетидин-1-ил)этанона |
| JP7332469B2 (ja) | 2016-10-14 | 2023-08-23 | エピセントアールエックス,インコーポレイテッド | スルホキシアルキル有機窒素および関連のある化合物ならびに医学における使用のための医薬組成物 |
| WO2019010447A1 (en) | 2017-07-07 | 2019-01-10 | Epicentrx, Inc. | COMPOSITIONS FOR PARENTERAL ADMINISTRATION OF THERAPEUTIC AGENTS |
| WO2019164593A2 (en) | 2018-01-08 | 2019-08-29 | Epicentrx, Inc. | Methods and compositions utilizing rrx-001 combination therapy for radioprotection |
| CA3221351A1 (en) * | 2021-06-09 | 2022-12-15 | Bryan T. Oronsky | Crystalline abdnaz compositions and methods of making and using the same |
| WO2024145484A1 (en) | 2022-12-29 | 2024-07-04 | Epicentrx, Inc. | Rrx-001 for treating reproductive-related disorders |
Family Cites Families (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3845770A (en) * | 1972-06-05 | 1974-11-05 | Alza Corp | Osmatic dispensing device for releasing beneficial agent |
| US3916899A (en) * | 1973-04-25 | 1975-11-04 | Alza Corp | Osmotic dispensing device with maximum and minimum sizes for the passageway |
| US4935450A (en) | 1982-09-17 | 1990-06-19 | Therapeutical Systems Corporation | Cancer therapy system for effecting oncolysis of malignant neoplasms |
| JPS60116642A (ja) | 1983-11-29 | 1985-06-24 | Nippon Kayaku Co Ltd | 2−モノ−置換メチル−5,5−ジメチル−シクロ−2−ヘキセノン誘導体 |
| GB8504253D0 (en) * | 1985-02-19 | 1985-03-20 | Ici Plc | Electrostatic spraying apparatus |
| GB8728418D0 (en) * | 1987-12-04 | 1988-01-13 | Jenkins T C | Nitro-substituted aromatic/hetero-aromatic compounds for use in cancer treatment |
| DE3815221C2 (de) * | 1988-05-04 | 1995-06-29 | Gradinger F Hermes Pharma | Verwendung einer Retinol- und/oder Retinsäureester enthaltenden pharmazeutischen Zubereitung zur Inhalation zur Einwirkung auf die Schleimhäute des Tracheo-Bronchialtraktes einschließlich der Lungenalveolen |
| US5693794A (en) * | 1988-09-30 | 1997-12-02 | The United States Of America As Represented By The Secretary Of The Navy | Caged polynitramine compound |
| JP2659614B2 (ja) * | 1990-11-13 | 1997-09-30 | 株式会社日立製作所 | 表示制御装置 |
| US5698155A (en) * | 1991-05-31 | 1997-12-16 | Gs Technologies, Inc. | Method for the manufacture of pharmaceutical cellulose capsules |
| US5336784A (en) * | 1993-06-07 | 1994-08-09 | The Regents Of The University Of California | Synthesis of 1,3,3-trinitroazetidine |
| PT1051972E (pt) | 1994-05-27 | 2007-12-07 | Strakan Internat Ltd Uma Socie | Composição dadora de óxido nítrico para tratamento de distúrbios anais |
| EP0814860B1 (en) * | 1995-03-14 | 1999-11-03 | Siemens Aktiengesellschaft | Ultrasonic atomizer device with removable precision dosating unit |
| DK0814861T3 (da) * | 1995-03-14 | 2002-10-07 | Siemens Ag | Udskiftelig præcisionsdoseringsenhed til ultralydforstøveranordning |
| US5580988A (en) * | 1995-05-15 | 1996-12-03 | The United States Of America As Represented By The Secretary Of The Army | Substituted azetidines and processes of using them |
| WO1996036602A1 (en) | 1995-05-15 | 1996-11-21 | The United States Of America | Adnaz, compositions and processes |
| US5898038A (en) * | 1996-03-19 | 1999-04-27 | Board Of Regents, The University Of Texas System | Treatment of osteoporosis and metabolic bone disorders with nitric oxide substrate and/or donors |
| IL128589A0 (en) | 1996-10-15 | 2000-01-31 | Eastman Chem Co | Explosive formulations |
| GB9720797D0 (en) | 1997-09-30 | 1997-12-03 | Rhodes John | Pharmaceutical composition for the treatment of inflammatory bowel disease and irritable bowel syndrome |
| NZ504021A (en) * | 1997-10-17 | 2003-04-29 | Systemic Pulmonary Delivery Lt | Method and apparatus for delivering aerosolized medication having air discharged through air tube directly into plume of aerosolized medication |
| US6056966A (en) | 1998-05-18 | 2000-05-02 | Baker Norton Pharmaceuticals, Inc. | Method and compositions for treating impotence |
| CA2337690C (en) | 1998-07-27 | 2013-10-01 | Texas Pharmaceuticals, Inc. | Chemically induced intracellular hyperthermia |
| US6448253B1 (en) * | 1998-09-16 | 2002-09-10 | King Pharmaceuticals Research And Development, Inc. | Adenosine A3 receptor modulators |
| US6245799B1 (en) * | 1999-11-08 | 2001-06-12 | American Home Products Corp | [(Indol-3-yl)-cycloalkyl]-3-substituted azetidines for the treatment of central nervous system disorders |
| CZ20023213A3 (cs) | 2000-04-10 | 2003-12-17 | Pfizer Products Inc. | Benzoamidové piperidinové sloučeniny a příbuzné sloučeniny |
| US6861530B2 (en) * | 2000-07-07 | 2005-03-01 | Kyowa Hakko Kogyo Co., Ltd. | Piperidine derivatives |
| DE10111049A1 (de) | 2001-03-06 | 2002-09-12 | Beiersdorf Ag | Verwendung von Substanzen, die verhindern, daß die NO-Synthese des warmblütigen Organismus ihre Wirkung entfaltet, zur Herstellung von kosmetischen oder dermatologischen Zubereitungen, zur Prophylaxe und Behandlung von entzündlichen Hautzuständen und/oder zum Hautschutz bei empfindlich determinierter trockener Haut |
| EP1336602A1 (en) | 2002-02-13 | 2003-08-20 | Giovanni Scaramuzzino | Nitrate prodrugs able to release nitric oxide in a controlled and selective way and their use for prevention and treatment of inflammatory, ischemic and proliferative diseases |
| WO2004004648A2 (en) * | 2002-07-03 | 2004-01-15 | Nitromed, Inc. | Nitrosated nonsteroidal antiinflammatory compounds, compositions and methods of use |
| WO2004032864A2 (en) | 2002-10-07 | 2004-04-22 | Radiorx, Inc. | X-nitro compounds, pharmaceutical compositions thereof and uses therof |
| US6870061B2 (en) * | 2003-01-10 | 2005-03-22 | Alliant Techsystems Inc. | Continuous process and system for production of glycidyl nitrate from glycerin, nitric acid and caustic and conversion of glycidyl nitrate to poly(glycidyl nitrate) |
| WO2004098538A2 (en) | 2003-03-13 | 2004-11-18 | Nitromed, Inc. | Nitrosated and nitrosylated compounds, compositions and methods of use |
| ES2358801T3 (es) | 2003-06-25 | 2011-05-13 | Je Il Pharmaceutical Co., Ltd. | Derivados tricíclicos o sales farmacéuticamente aceptables de los mismos, sus preparaciones y composiciones farmacéuticas que los contienen. |
| GB0326047D0 (en) | 2003-11-07 | 2003-12-10 | Univ Sheffield | Substance |
| CA2579096C (en) * | 2004-09-08 | 2012-11-13 | Chelsea Therapeutics, Inc. | Quinazoline derivatives as metabolically inert antifolate compounds |
| US20070135380A1 (en) | 2005-08-12 | 2007-06-14 | Radiorx, Inc. | O-nitro compounds, pharmaceutical compositions thereof and uses thereof |
| US7507842B2 (en) * | 2005-08-12 | 2009-03-24 | Radiorx, Inc. | Cyclic nitro compounds, pharmaceutical compositions thereof and uses thereof |
| KR20080054417A (ko) * | 2005-09-27 | 2008-06-17 | 노파르티스 아게 | 카르복시아민 화합물 및 hdac 의존성 질환의 치료에있어서의 그의 용도 |
| KR100967848B1 (ko) * | 2008-05-28 | 2010-07-05 | 국방과학연구소 | 분자화약이 도입된, 고에너지 결합제용1-글리시딜-3,3-디니트로아제티딘 및 그의 제조방법 |
| US20120149678A1 (en) * | 2010-12-09 | 2012-06-14 | Oronsky Bryan T | Organonitro Compounds for Use in Treating Non-Hodgkin's Lymphoma and Leukemia, and Methods Relating Thereto |
-
2010
- 2010-02-09 US US12/702,782 patent/US8471041B2/en active Active
-
2011
- 2011-01-18 DK DK11700989.4T patent/DK2534131T3/da active
- 2011-01-18 JP JP2012552884A patent/JP5461712B2/ja active Active
- 2011-01-18 AU AU2011216176A patent/AU2011216176B2/en active Active
- 2011-01-18 CN CN201180008968.3A patent/CN102762535B/zh active Active
- 2011-01-18 ES ES11700989.4T patent/ES2460040T3/es active Active
- 2011-01-18 KR KR1020127022598A patent/KR101456438B1/ko active Active
- 2011-01-18 CA CA2788459A patent/CA2788459C/en active Active
- 2011-01-18 MX MX2012008989A patent/MX2012008989A/es active IP Right Grant
- 2011-01-18 WO PCT/US2011/021500 patent/WO2011100090A1/en not_active Ceased
- 2011-01-18 EP EP11700989.4A patent/EP2534131B1/en active Active
-
2012
- 2012-07-26 IL IL221141A patent/IL221141A/en active IP Right Grant
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2013518925A5 (OSRAM) | ||
| JP2008507566A5 (OSRAM) | ||
| RU2021125455A (ru) | Твердые формы { [5-(3-хлорфенил)-3-гидроксипиридин-2-карбонил]амино} уксусной кислоты, их композиции и применения | |
| JP2018502909A5 (OSRAM) | ||
| JP5390617B2 (ja) | アデホビルジピボキシルの精製方法 | |
| US10106489B2 (en) | Process for the purification of polyaminocarboxylates | |
| JP2009541290A5 (OSRAM) | ||
| CN104418861B (zh) | 一种西格列汀的中间体化合物的制备方法 | |
| JP2015500325A5 (OSRAM) | ||
| CN102850325A (zh) | 一种达比加群酯关键中间体的制备方法 | |
| EP3109241B1 (en) | Method of refining valsartan comprising more than 10% d-isomers | |
| US20110237822A1 (en) | Process for preparation of valsartan intermediate | |
| CN102731506B (zh) | 一种厄他培南及其钠盐的制备方法 | |
| WO2016202252A1 (zh) | 一种合成d-对羟基苯甘氨酸甲酯的方法 | |
| CN102603595B (zh) | (s)-奥拉西坦的制备方法 | |
| CN110872251A (zh) | N-乙基吡啶甲胺三氟乙酸盐及其晶体、制备工艺和应用 | |
| CN105985257A (zh) | 一种盐酸伊托必利的制备方法 | |
| CN103467310A (zh) | 一种(s)-1-氨基-3-氯-2-丙醇盐酸盐的分离纯化方法 | |
| CN104703967A (zh) | 氟伏沙明游离碱的精制方法及利用其的高纯度马来酸氟伏沙明的制备方法 | |
| JP3902384B2 (ja) | 光学活性α−メチル−ビス−3,5−(トリフルオロメチル)ベンジルアミン類の精製方法 | |
| CN101531617B (zh) | 降血压药aⅱra中间体2-腈基4'-甲基联苯的制备方法 | |
| CN105061219A (zh) | 一种制备s-1-氨基茚满的方法 | |
| JP5575783B2 (ja) | トリフェニルメタン保護基の除去方法 | |
| CN103922907B (zh) | 一种金刚烷甲醛的制备方法 | |
| CN103724346A (zh) | 一种具有光学活性的吡喹胺盐及其相应的吡喹胺的制备方法 |