Synthesis of new nido-carborane-containing 6-thiopurine derivatives

Synthesis of new nido -carborane-containing 6-thiopurines and thioguanines based on nucleophilic substitution of the chlorine atom in the specially synthesized chloroacetyl derivative of 3-amino- nido -carborane by the action of 6-thiopurine or thioguanine in the presence of sodium hydride in ethano...

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Bibliographic Details
Published inRussian chemical bulletin Vol. 72; no. 12; pp. 2860 - 2866
Main Authors Telegina, A. A., Gruzdev, D. A., Levit, G. L., Krasnov, V. P.
Format Journal Article
LanguageEnglish
Published New York Springer US 01.12.2023
Springer Nature B.V
Subjects
Carborane
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Chlorine
Ethanol
Full Articles
Inorganic Chemistry
Organic Chemistry
Sodium hydrides
Synthesis
carborane
nucleophilic substitution
thiopurine
thioguanine
deboronation
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Summary:Synthesis of new nido -carborane-containing 6-thiopurines and thioguanines based on nucleophilic substitution of the chlorine atom in the specially synthesized chloroacetyl derivative of 3-amino- nido -carborane by the action of 6-thiopurine or thioguanine in the presence of sodium hydride in ethanol was developed. The resulting 6-thiopurine derivatives containing a nido -carborane moiety and unsubstituted at the position 9 are of interest as potential biologically active compounds, boron delivery agents to tumor cells, and as the basis for nido -carborane-containing nucleosides.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-023-4095-4