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AU2015201950B2 - Compositions and Processes for Preparing 13-Deoxy-Anthracyclines - Google Patents
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AU2015201950B2 - Compositions and Processes for Preparing 13-Deoxy-Anthracyclines - Google Patents

Compositions and Processes for Preparing 13-Deoxy-Anthracyclines

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Publication number
AU2015201950B2
AU2015201950B2 AU2015201950A AU2015201950A AU2015201950B2 AU 2015201950 B2 AU2015201950 B2 AU 2015201950B2 AU 2015201950 A AU2015201950 A AU 2015201950A AU 2015201950 A AU2015201950 A AU 2015201950A AU 2015201950 B2 AU2015201950 B2 AU 2015201950B2
Authority
AU
Australia
Prior art keywords
reaction
anthracyclines
deoxy
precipitates
compositions
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.)
Ceased
Application number
AU2015201950A
Other versions
AU2015201950A1 (en
Inventor
Richard D. Olsen
Gerald M. Walsh
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.)
GEM Pharmaceuticals Inc
Original Assignee
GEM Pharmaceuticals Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from AU2012211397A external-priority patent/AU2012211397B2/en
Application filed by GEM Pharmaceuticals Inc filed Critical GEM Pharmaceuticals Inc
Priority to AU2015201950A priority Critical patent/AU2015201950B2/en
Publication of AU2015201950A1 publication Critical patent/AU2015201950A1/en
Application granted granted Critical
Publication of AU2015201950B2 publication Critical patent/AU2015201950B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

13-benzenesulfonylhydrazone anthracyclines useful in producing improved yields in the synthesis 13-deoxyanthreyclines, and an improved method of reducing 13-benzene sulfonylhydrazone anthracyclines to 13-deoxyanthrcyclines wherein the reduction reaction is maintained at temperatures of about 55 "C to 64 'C without stirring or agitation. The reaction is completed with the addition of aqueous bicarbonate which forms the 13-deoxyanthracycline and precipitates. The precipitates are filtered and the precipitate and filtrate are extracted separately with organic solvents. The crude 13-deoxy anthracycline can be converted to 5-imino-13-deoxy anthracycline by reaction with methanolic ammonia. The reaction can also be performed with an acidic pyridinium salt instead of a strong acid so that neutralization of the reaction or extraction of the product is not necessary, thereby facilitating purification. 5244A-AU-D2
AU2015201950A 2004-11-08 2015-04-17 Compositions and Processes for Preparing 13-Deoxy-Anthracyclines Ceased AU2015201950B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2015201950A AU2015201950B2 (en) 2004-11-08 2015-04-17 Compositions and Processes for Preparing 13-Deoxy-Anthracyclines

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US10/982,873 2004-11-08
AU2012211397A AU2012211397B2 (en) 2004-11-08 2012-08-08 Compositions and Processes for Preparing 13-Deoxy-Anthracyclines
AU2015201950A AU2015201950B2 (en) 2004-11-08 2015-04-17 Compositions and Processes for Preparing 13-Deoxy-Anthracyclines

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
AU2012211397A Division AU2012211397B2 (en) 2004-11-08 2012-08-08 Compositions and Processes for Preparing 13-Deoxy-Anthracyclines

Publications (2)

Publication Number Publication Date
AU2015201950A1 AU2015201950A1 (en) 2015-05-07
AU2015201950B2 true AU2015201950B2 (en) 2016-07-14

Family

ID=53016349

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2015201950A Ceased AU2015201950B2 (en) 2004-11-08 2015-04-17 Compositions and Processes for Preparing 13-Deoxy-Anthracyclines

Country Status (1)

Country Link
AU (1) AU2015201950B2 (en)

Also Published As

Publication number Publication date
AU2015201950A1 (en) 2015-05-07

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Legal Events

Date Code Title Description
FGA Letters patent sealed or granted (standard patent)
DA3 Amendments made section 104

Free format text: THE NATURE OF THE AMENDMENT IS: AMEND THE INVENTION TITLE TO READ COMPOSITIONS AND PROCESSES FOR PREPARING 13-DEOXY-ANTHRACYCLINES

MK14 Patent ceased section 143(a) (annual fees not paid) or expired