GB1073040A - Improvements in or relating to purine derivatives - Google Patents

Improvements in or relating to purine derivatives

Info

Publication number
GB1073040A
GB1073040A GB907866A GB907866A GB1073040A GB 1073040 A GB1073040 A GB 1073040A GB 907866 A GB907866 A GB 907866A GB 907866 A GB907866 A GB 907866A GB 1073040 A GB1073040 A GB 1073040A
Authority
GB
United Kingdom
Prior art keywords
methyl
pyridyl
dimethyl
prepared
thionopurine
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
GB907866A
Inventor
Felix Gotthilf Bergmann
Zohair Neiman
Moshe Rashi
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.)
Yissum Research Development Co of Hebrew University of Jerusalem
Original Assignee
Yissum Research Development Co of Hebrew University of Jerusalem
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 Yissum Research Development Co of Hebrew University of Jerusalem filed Critical Yissum Research Development Co of Hebrew University of Jerusalem
Priority to GB907866A priority Critical patent/GB1073040A/en
Publication of GB1073040A publication Critical patent/GB1073040A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D473/00—Heterocyclic compounds containing purine ring systems
    • C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
    • C07D473/36—Sulfur atom
    • C07D473/38—Sulfur atom attached in position 6
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D473/00—Heterocyclic compounds containing purine ring systems
    • C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
    • C07D473/28—Oxygen atom
    • C07D473/30—Oxygen atom attached in position 6, e.g. hypoxanthine

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

1 - Methyl - 6 - thionopurine derivatives are prepared by reacting the corresponding 1-methyl - 6 - methylthiopurine derivatives with H2S and concentrated aqueous NH3. The following products, starting materials, and precursors are specified: 1,9-dimethyl-6-thionopurine (Ia), 1,9-dimethyl-6-methylthiopurine iodide (IIa), 1-methyl-8-(o-pyridyl)-hypoxanthine (III), 1 - methyl - 8 - (o - pyridyl) - 6 - thionopurine (IV), 1,9 - dimethyl - 6 - methylthio-8-(o-pyridyl)-purine iodide (IIb), 1,9-dimethyl - 8 - (o - pyridyl) - 6 - thionopurine (Ib), 1 - methyl - 8 - phenylhypoxanthine (VIII), 1 - methyl - 6 - methylthio - 8 - phenylpurine iodide (VI), 1 - methyl - 6 - thiono - 8 - phenylpurine (V), and 4 - amino - 5 - benzamido - 6 - hydroxypyrimidine (VII). Compound (IIa) is prepared by methylating 1-methyl-6-methylthiopurine (IIb) by methylating (IV), and (VI) by methylating (V), using methyl iodide and dimethylformamide in each case. The compounds (IV) and (V) are obtained from the hypoxanthines (III) and (VIII) respectively by reaction with P2S5. 1-Methyl-8(o-pyridyl) -hypoxanthine (III) is prepared by reacting 4-amino - 5 - formamido - 6 - hydroxyl - 1 - methylpyrimidine with 2 - amidinopyridine hydrochloride and sodium acetate. 1-Methyl-8-phenylhypoxanthine (VIII) is prepared by reacting 4 - amino - 5 - benzamido - 6 - hydroxypyrimidine (VII) with dimethyl sulphate. The pyrimidine (VII) is itself prepared by reacting 4,5-diamo-6-hydroxypyrimidine sulphate with benzoyl chloride.
GB907866A 1966-03-02 1966-03-02 Improvements in or relating to purine derivatives Expired GB1073040A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB907866A GB1073040A (en) 1966-03-02 1966-03-02 Improvements in or relating to purine derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB907866A GB1073040A (en) 1966-03-02 1966-03-02 Improvements in or relating to purine derivatives

Publications (1)

Publication Number Publication Date
GB1073040A true GB1073040A (en) 1967-06-21

Family

ID=9864936

Family Applications (1)

Application Number Title Priority Date Filing Date
GB907866A Expired GB1073040A (en) 1966-03-02 1966-03-02 Improvements in or relating to purine derivatives

Country Status (1)

Country Link
GB (1) GB1073040A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010103547A3 (en) * 2009-03-13 2010-12-02 Advinus Therapeutics Private Limited Substituted fused pyrimidine compounds

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010103547A3 (en) * 2009-03-13 2010-12-02 Advinus Therapeutics Private Limited Substituted fused pyrimidine compounds
AU2010222289B2 (en) * 2009-03-13 2013-07-11 Advinus Therapeutics Private Limited Substituted fused pyrimidine compounds
US8859566B2 (en) 2009-03-13 2014-10-14 Advinus Therapeutics Private Limited Substituted fused pyrimidine compounds
US9284316B2 (en) 2009-03-13 2016-03-15 Advinus Therapeutics Private Limited Substituted fused pyrimidine compounds

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