ES366910A1 - A procedure for preparing 1-glycosil-5-azacitosines. (Machine-translation by Google Translate, not legally binding) - Google Patents

A procedure for preparing 1-glycosil-5-azacitosines. (Machine-translation by Google Translate, not legally binding)

Info

Publication number
ES366910A1
ES366910A1 ES366910A ES366910A ES366910A1 ES 366910 A1 ES366910 A1 ES 366910A1 ES 366910 A ES366910 A ES 366910A ES 366910 A ES366910 A ES 366910A ES 366910 A1 ES366910 A1 ES 366910A1
Authority
ES
Spain
Prior art keywords
general formula
azacitosines
glycosil
translation
preparing
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.)
Expired
Application number
ES366910A
Other languages
Spanish (es)
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.)
Czech Academy of Sciences CAS
Original Assignee
Czech Academy of Sciences CAS
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
Application filed by Czech Academy of Sciences CAS filed Critical Czech Academy of Sciences CAS
Publication of ES366910A1 publication Critical patent/ES366910A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/12—Triazine radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1-Glycosyl-5-azacytosines of the general formula wherein R1 is a glycosyl residue, R2 is a hydrogen atom or a C 1-4 alkyl group and R3 and R4, which are the same or different, are each a hydrogen atom, a C 1-4 alkyl group or a C 7-10 aralkyl group, are prepared by reaction of a 1- peracylglycosyl - 1,2 - dihydro - 1,3,5 - triazin- 2-one of the general formula wherein R5 is a peracylglycosyl residue, the acyl group containing from 2 to 10 carbon atoms, and X is a C 1-4 alkoxy or alkylthio group, with an alkali metal C 1-6 alkoxide and treatment of the resulting 1 -glycosyl- 1 ,2-dihydro - 4 - alkoxy - 1,3,5 - triazin - 2 - one of the general formula wherein R6 is a C 1-6 alkyl group, with ammonia or an amine of the general formula R3R4NH. The two steps may be carried out simultaneously using the ammonia or amine in the form of an alkanol solution thereof, or the first step may be omitted.
ES366910A 1968-05-08 1969-05-07 A procedure for preparing 1-glycosil-5-azacitosines. (Machine-translation by Google Translate, not legally binding) Expired ES366910A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS339968 1968-05-08

Publications (1)

Publication Number Publication Date
ES366910A1 true ES366910A1 (en) 1971-03-16

Family

ID=5373920

Family Applications (1)

Application Number Title Priority Date Filing Date
ES366910A Expired ES366910A1 (en) 1968-05-08 1969-05-07 A procedure for preparing 1-glycosil-5-azacitosines. (Machine-translation by Google Translate, not legally binding)

Country Status (12)

Country Link
JP (1) JPS4916435B1 (en)
AT (1) AT306930B (en)
BE (1) BE732268A (en)
BR (1) BR6908600D0 (en)
CA (1) CA921904A (en)
CH (1) CH527207A (en)
DE (1) DE1922702A1 (en)
ES (1) ES366910A1 (en)
FR (1) FR2008048A1 (en)
GB (1) GB1227691A (en)
IT (1) IT1037009B (en)
NL (1) NL6906909A (en)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2012888C3 (en) * 1970-03-14 1981-04-02 Schering Ag, 1000 Berlin Und 4619 Bergkamen Process for the preparation of 5-azapyrimidine nucleosides
US6905669B2 (en) 2001-04-24 2005-06-14 Supergen, Inc. Compositions and methods for reestablishing gene transcription through inhibition of DNA methylation and histone deacetylase
US6982253B2 (en) 2002-06-05 2006-01-03 Supergen, Inc. Liquid formulation of decitabine and use of the same
US7038038B2 (en) 2003-03-17 2006-05-02 Pharmion Corporation Synthesis of 5-azacytidine
US6887855B2 (en) * 2003-03-17 2005-05-03 Pharmion Corporation Forms of 5-azacytidine
US6943249B2 (en) 2003-03-17 2005-09-13 Ash Stevens, Inc. Methods for isolating crystalline Form I of 5-azacytidine
US20060014949A1 (en) * 2004-07-13 2006-01-19 Supergen Inc. Compositions and formulations of decitabine polymorphs and methods of use thereof
US7250416B2 (en) 2005-03-11 2007-07-31 Supergen, Inc. Azacytosine analogs and derivatives
US7700567B2 (en) 2005-09-29 2010-04-20 Supergen, Inc. Oligonucleotide analogues incorporating 5-aza-cytosine therein
WO2008044045A1 (en) 2006-10-12 2008-04-17 Astex Therapeutics Limited Pharmaceutical combinations
US8916552B2 (en) 2006-10-12 2014-12-23 Astex Therapeutics Limited Pharmaceutical combinations
EP3692983B1 (en) 2008-05-15 2021-08-11 Celgene Corporation Oral formulations of cytidine analogs and methods of use thereof
ES2487525T3 (en) 2008-08-08 2014-08-21 Scinopharm Taiwan Ltd. Procedure for preparing 5-azacytosine nucleosides and their derivatives
BR112013025167A2 (en) 2011-03-31 2019-09-24 Celgene Int Sarl process for preparing 5-azacitidine, or a salt, solvate, hydrate, or polymorph thereof, 5-azacitidine, 5-azacitidine salt, or a salt, solvate, hydrate, or polymorph
CN103945902B (en) 2011-08-30 2018-07-20 阿斯泰克斯制药公司 Decitabine derivative formulations
AU2016287585B2 (en) 2015-07-02 2020-12-17 Otsuka Pharmaceutical Co., Ltd. Lyophilized pharmaceutical compositions
WO2017090264A1 (en) 2015-11-27 2017-06-01 大原薬品工業株式会社 5'-position dibenzyl phosphoric acid ester of 5-azacytidine or 2'-deoxy body thereof
JP6162349B1 (en) 2016-04-21 2017-07-12 大原薬品工業株式会社 Sacyl moiety silyl ether derivatives of 5-azacytidines
US10227374B2 (en) 2016-04-21 2019-03-12 Ohara Pharmaceutical Co., Ltd. Silyl etherified derivatives of 5-azacytidines in carbohydrate moiety
WO2017183215A1 (en) 2016-04-21 2017-10-26 大原薬品工業株式会社 Sugar moiety silyl ether derivative of 5-azacytidine
JP2020529409A (en) 2017-08-03 2020-10-08 大塚製薬株式会社 Drug compounds and their purification methods

Also Published As

Publication number Publication date
FR2008048A1 (en) 1970-01-16
CH527207A (en) 1972-08-31
BR6908600D0 (en) 1973-02-22
GB1227691A (en) 1971-04-07
JPS4916435B1 (en) 1974-04-22
CA921904A (en) 1973-02-27
BE732268A (en) 1969-10-01
AT306930B (en) 1973-04-25
IT1037009B (en) 1979-11-10
DE1922702A1 (en) 1969-11-20
NL6906909A (en) 1969-11-11

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