CA2788459C - Methods of synthesizing and isolating n-(bromoacetyl)-3,3-dinitroazetidine and a composition including the same - Google Patents

Methods of synthesizing and isolating n-(bromoacetyl)-3,3-dinitroazetidine and a composition including the same Download PDF

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Publication number
CA2788459C
CA2788459C CA2788459A CA2788459A CA2788459C CA 2788459 C CA2788459 C CA 2788459C CA 2788459 A CA2788459 A CA 2788459A CA 2788459 A CA2788459 A CA 2788459A CA 2788459 C CA2788459 C CA 2788459C
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CA
Canada
Prior art keywords
abdnaz
dnaz
solvent
approximately
dichloromethane
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CA2788459A
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English (en)
French (fr)
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CA2788459A1 (en
Inventor
Nicholas A. Straessler
Louis F. Cannizzo
Ping Li
Michael P. Kramer
David M. Rosenberg
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Northrop Grumman Systems Corp
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Orbital ATK Inc
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • 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
    • A61K31/397—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having four-membered rings, e.g. azetidine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA2788459A 2010-02-09 2011-01-18 Methods of synthesizing and isolating n-(bromoacetyl)-3,3-dinitroazetidine and a composition including the same Active CA2788459C (en)

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 (2)

Publication Number Publication Date
CA2788459A1 CA2788459A1 (en) 2011-08-18
CA2788459C true CA2788459C (en) 2016-01-05

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ID=43875262

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CA2788459A Active CA2788459C (en) 2010-02-09 2011-01-18 Methods of synthesizing and isolating n-(bromoacetyl)-3,3-dinitroazetidine and a composition including the same

Country Status (12)

Country Link
US (1) US8471041B2 (enExample)
EP (1) EP2534131B1 (enExample)
JP (1) JP5461712B2 (enExample)
KR (1) KR101456438B1 (enExample)
CN (1) CN102762535B (enExample)
AU (1) AU2011216176B2 (enExample)
CA (1) CA2788459C (enExample)
DK (1) DK2534131T3 (enExample)
ES (1) ES2460040T3 (enExample)
IL (1) IL221141A (enExample)
MX (1) MX2012008989A (enExample)
WO (1) WO2011100090A1 (enExample)

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WO2013052164A1 (en) 2011-10-07 2013-04-11 Radiorx, 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
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WO2018071741A1 (en) 2016-10-14 2018-04-19 Epicentrix, Inc. Sulfoxyalkyl organonitro and related compounds and pharmaceutical compositions for use in medicine
MX2020000265A (es) 2017-07-07 2020-07-22 Epicentrx Inc Composiciones para la administración parenteral de agentes terapéuticos.
WO2019164593A2 (en) 2018-01-08 2019-08-29 Epicentrx, Inc. Methods and compositions utilizing rrx-001 combination therapy for radioprotection
US20240293360A1 (en) 2021-06-09 2024-09-05 Epicentrx, Inc. 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

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Also Published As

Publication number Publication date
CN102762535A (zh) 2012-10-31
ES2460040T3 (es) 2014-05-13
MX2012008989A (es) 2012-08-23
DK2534131T3 (da) 2014-04-07
AU2011216176A1 (en) 2012-08-23
KR101456438B1 (ko) 2014-10-31
EP2534131A1 (en) 2012-12-19
US8471041B2 (en) 2013-06-25
IL221141A (en) 2016-08-31
US20110195947A1 (en) 2011-08-11
JP2013518925A (ja) 2013-05-23
JP5461712B2 (ja) 2014-04-02
IL221141A0 (en) 2012-09-24
KR20130053385A (ko) 2013-05-23
WO2011100090A1 (en) 2011-08-18
CN102762535B (zh) 2014-09-03
CA2788459A1 (en) 2011-08-18
EP2534131B1 (en) 2014-03-19
AU2011216176B2 (en) 2013-11-14

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